Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C14H9Cl3N2OS |
| Molecular Weight | 359.658 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CSC1=NC2=C(N1)C=C(OC3=CC=CC(Cl)=C3Cl)C(Cl)=C2
InChI
InChIKey=NQPDXQQQCQDHHW-UHFFFAOYSA-N
InChI=1S/C14H9Cl3N2OS/c1-21-14-18-9-5-8(16)12(6-10(9)19-14)20-11-4-2-3-7(15)13(11)17/h2-6H,1H3,(H,18,19)
| Molecular Formula | C14H9Cl3N2OS |
| Molecular Weight | 359.658 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/26131614Curator's Comment: description was created based on several sources, including
https://www.drugs.com/international/triclabendazole.html | https://www.drugs.com/mmx/triclabendazole.html | https://www.ncbi.nlm.nih.gov/pubmed/15259481 | https://www.ncbi.nlm.nih.gov/pubmed/26312936
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26131614
Curator's Comment: description was created based on several sources, including
https://www.drugs.com/international/triclabendazole.html | https://www.drugs.com/mmx/triclabendazole.html | https://www.ncbi.nlm.nih.gov/pubmed/15259481 | https://www.ncbi.nlm.nih.gov/pubmed/26312936
Triclabendazole, (brand name Avomec, Egaten, etc) is a member of the benzimidazole family of anthelmintics used to treat liver flukes, specifically fascioliasis and paragonimiasis. Triclabendazole used routinely since 1983 in veterinary practice for the treatment of fascioliasis. It was not used in humans until the 1989 epidemic of fascioliasis near the Caspian Sea when Iranian authorities approved the use of the veterinary formulation to treat the infection. Fasciolicidal not only against the adult worms present in the biliary ducts, but also against the immature larval stages of Fasciola migrating through the hepatic parenchyma. Triclabendazole is shown to penetrate into liver flukes by transtegumentary absorption followed by inhibition of the parasite's motility, probably related to the destruction of the microtubular structure, resulting in the death of the parasite; the immobilizing effect is paralleled by changes in the parasite's resting tegumental membrane potential, strongly inhibiting the release of proteolytic enzymes, a process that appears critical to the survival of the parasite. Side effects are generally few, but can include abdominal pain and headaches. Biliary colic may occur due to dying worms. While no harms have been found with use during pregnancy, triclabendazole has not been well studied in this population. Triclabendazole is on the World Health Organization's List of Essential Medicines, the most effective and safe medicines needed in a health system. It is not commercially available in the United States.
Originator
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL3563 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20426472 |
15.0 µM [IC50] | ||
Target ID: CHEMBL613455 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20430484 |
|||
Target ID: CHEMBL612860 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25455496 |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Curative | Egaten Approved UseUnknown |
|||
| Curative | Egaten Approved UseUnknown |
|||
| Curative | Egaten Approved UseUnknown |
Cmax
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
0.34 μM EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/9663817/ |
10 mg/kg 1 times / day multiple, oral dose: 10 mg/kg route of administration: Oral experiment type: MULTIPLE co-administered: |
TRICLABENDAZOLE plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
|
1.16 μM EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/9663817/ |
10 mg/kg 1 times / day multiple, oral dose: 10 mg/kg route of administration: Oral experiment type: MULTIPLE co-administered: |
TRICLABENDAZOLE plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
1.16 μM |
10 mg/kg single, oral dose: 10 mg/kg route of administration: Oral experiment type: SINGLE co-administered: |
TRICLABENDAZOLE plasma | Homo sapiens population: UNHEALTHY age: UNKNOWN sex: UNKNOWN food status: UNKNOWN |
AUC
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
1.55 μM × h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/9663817/ |
10 mg/kg 1 times / day multiple, oral dose: 10 mg/kg route of administration: Oral experiment type: MULTIPLE co-administered: |
TRICLABENDAZOLE plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
|
5.72 μM × h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/9663817/ |
10 mg/kg 1 times / day multiple, oral dose: 10 mg/kg route of administration: Oral experiment type: MULTIPLE co-administered: |
TRICLABENDAZOLE plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
5.72 μM × h |
10 mg/kg single, oral dose: 10 mg/kg route of administration: Oral experiment type: SINGLE co-administered: |
TRICLABENDAZOLE plasma | Homo sapiens population: UNHEALTHY age: UNKNOWN sex: UNKNOWN food status: UNKNOWN |
T1/2
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
8 h |
10 mg/kg single, oral dose: 10 mg/kg route of administration: Oral experiment type: SINGLE co-administered: |
TRICLABENDAZOLE plasma | Homo sapiens population: UNHEALTHY age: UNKNOWN sex: UNKNOWN food status: UNKNOWN |
Funbound
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
3.3% |
10 mg/kg single, oral dose: 10 mg/kg route of administration: Oral experiment type: SINGLE co-administered: |
TRICLABENDAZOLE plasma | Homo sapiens population: UNHEALTHY age: UNKNOWN sex: UNKNOWN food status: UNKNOWN |
Doses
| Dose | Population | Adverse events |
|---|---|---|
10 mg/kg 1 times / 8 hours multiple, oral Dose: 10 mg/kg, 1 times / 8 hours Route: oral Route: multiple Dose: 10 mg/kg, 1 times / 8 hours Sources: |
unhealthy, 12-60 years Health Status: unhealthy Age Group: 12-60 years Sex: M+F Sources: |
Other AEs: Abdominal pain, Headache... Other AEs: Abdominal pain (6.4%) Sources: Headache (10.6%) Dizziness (4.3%) Jaundice (2.1%) |
10 mg/kg 1 times / 8 hours multiple, oral Dose: 10 mg/kg, 1 times / 8 hours Route: oral Route: multiple Dose: 10 mg/kg, 1 times / 8 hours Sources: |
unhealthy, 4-68 years Health Status: unhealthy Age Group: 4-68 years Sex: M+F Sources: |
Other AEs: Dizziness, Abdominal pain... Other AEs: Dizziness (5.4%) Sources: Abdominal pain (1.3%) Diarrhea (1.3%) Fever (1.9%) |
10 mg/kg 1 times / 8 hours multiple, oral Dose: 10 mg/kg, 1 times / 8 hours Route: oral Route: multiple Dose: 10 mg/kg, 1 times / 8 hours Sources: |
unhealthy, 5-54 years Health Status: unhealthy Age Group: 5-54 years Sex: M+F Sources: |
Other AEs: Headache, Abdominal pain... Other AEs: Headache (5.7%) Sources: Abdominal pain (5.7%) Vomiting (2.9%) Diarrhea (2.9%) |
10 mg/kg 1 times / day multiple, oral Recommended Dose: 10 mg/kg, 1 times / day Route: oral Route: multiple Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
Other AEs: Abdominal pain, Biliary colic... Other AEs: Abdominal pain (grade 3, 1.2%) Sources: Biliary colic (grade 1-2, 49%) Jaundice (grade 1-2, 7.2%) Epigastric pain (grade 1-2, 42.7%) Nausea (grade 1-2, 8.5%) Fever (grade 1-2, 8.5%) Pruritus (grade 1-2, 6.1%) Urticaria (grade 1-2, 2.4%) |
10 mg/kg 2 times / day multiple, oral Recommended Dose: 10 mg/kg, 2 times / day Route: oral Route: multiple Dose: 10 mg/kg, 2 times / day Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
Other AEs: Abdominal pain, Hyperhidrosis... Other AEs: Abdominal pain (93%) Sources: Hyperhidrosis (25%) Nausea (18%) Urticaria (11%) Vomiting (7%) Headache (14%) Pruritus (4%) Musculoskeletal chest pain (4%) Decreased appetite (18%) Diarrhea (7%) |
15 mg/kg single, oral Recommended Dose: 15 mg/kg Route: oral Route: single Dose: 15 mg/kg Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
Other AEs: Bilirubin increased, AST increased... Other AEs: Bilirubin increased (6.8%) Sources: AST increased (4.5%) Alkaline phosphatase increased (4.2%) ALT increased (3%) |
10 mg/kg 1 times / day single, oral Dose: 10 mg/kg, 1 times / day Route: oral Route: single Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
Other AEs: Abdominal pain, Hyperhidrosis... Other AEs: Abdominal pain (56%) Sources: Hyperhidrosis (23%) Vertigo (9%) Nausea (8%) Urticaria (7%) Vomiting (6%) Headache (6%) Dyspnea (5%) Pruritus (4%) Asthenia (4%) Musculoskeletal chest pain (4%) Cough (4%) Decreased appetite (3%) Chest pain (3%) Pyrexia (2%) Jaundice (2%) Chest discomfort (2%) Constipation (< 2%) Biliary colic (< 2%) Arthralgia (< 2%) Back pain (< 2%) Spinal pain (< 2%) Chromaturia (< 2%) |
10 mg/kg 1 times / day multiple, oral Highest studied dose Dose: 10 mg/kg, 1 times / day Route: oral Route: multiple Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, mean age 16.3 years Health Status: unhealthy Age Group: mean age 16.3 years Sex: M+F Sources: |
Other AEs: Abdominal pain, Fatigue... Other AEs: Abdominal pain (grade 1, 100%) Sources: Fatigue (grade 1, 50%) Headache (grade 1-2, 75%) Diarrhea (grade 1, 25%) Nausea (grade 1, 75%) Vomiting (grade 1, 25%) Fever (grade 1-2, 25%) Dizziness (grade 1, 50%) |
10 mg/kg 1 times / day single, oral Dose: 10 mg/kg, 1 times / day Route: oral Route: single Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, mean age14.4 years Health Status: unhealthy Age Group: mean age14.4 years Sex: M+F Sources: |
Other AEs: Abdominal pain, Fatigue... Other AEs: Abdominal pain (grade 1-2) Sources: Fatigue (grade 1) Headache (grade 1-2) Diarrhea (grade 1-2) Vomiting (grade 1) Fever (grade 1-2) Dizziness (grade 1) |
AEs
| AE | Significance | Dose | Population |
|---|---|---|---|
| Headache | 10.6% | 10 mg/kg 1 times / 8 hours multiple, oral Dose: 10 mg/kg, 1 times / 8 hours Route: oral Route: multiple Dose: 10 mg/kg, 1 times / 8 hours Sources: |
unhealthy, 12-60 years Health Status: unhealthy Age Group: 12-60 years Sex: M+F Sources: |
| Jaundice | 2.1% | 10 mg/kg 1 times / 8 hours multiple, oral Dose: 10 mg/kg, 1 times / 8 hours Route: oral Route: multiple Dose: 10 mg/kg, 1 times / 8 hours Sources: |
unhealthy, 12-60 years Health Status: unhealthy Age Group: 12-60 years Sex: M+F Sources: |
| Dizziness | 4.3% | 10 mg/kg 1 times / 8 hours multiple, oral Dose: 10 mg/kg, 1 times / 8 hours Route: oral Route: multiple Dose: 10 mg/kg, 1 times / 8 hours Sources: |
unhealthy, 12-60 years Health Status: unhealthy Age Group: 12-60 years Sex: M+F Sources: |
| Abdominal pain | 6.4% | 10 mg/kg 1 times / 8 hours multiple, oral Dose: 10 mg/kg, 1 times / 8 hours Route: oral Route: multiple Dose: 10 mg/kg, 1 times / 8 hours Sources: |
unhealthy, 12-60 years Health Status: unhealthy Age Group: 12-60 years Sex: M+F Sources: |
| Abdominal pain | 1.3% | 10 mg/kg 1 times / 8 hours multiple, oral Dose: 10 mg/kg, 1 times / 8 hours Route: oral Route: multiple Dose: 10 mg/kg, 1 times / 8 hours Sources: |
unhealthy, 4-68 years Health Status: unhealthy Age Group: 4-68 years Sex: M+F Sources: |
| Diarrhea | 1.3% | 10 mg/kg 1 times / 8 hours multiple, oral Dose: 10 mg/kg, 1 times / 8 hours Route: oral Route: multiple Dose: 10 mg/kg, 1 times / 8 hours Sources: |
unhealthy, 4-68 years Health Status: unhealthy Age Group: 4-68 years Sex: M+F Sources: |
| Fever | 1.9% | 10 mg/kg 1 times / 8 hours multiple, oral Dose: 10 mg/kg, 1 times / 8 hours Route: oral Route: multiple Dose: 10 mg/kg, 1 times / 8 hours Sources: |
unhealthy, 4-68 years Health Status: unhealthy Age Group: 4-68 years Sex: M+F Sources: |
| Dizziness | 5.4% | 10 mg/kg 1 times / 8 hours multiple, oral Dose: 10 mg/kg, 1 times / 8 hours Route: oral Route: multiple Dose: 10 mg/kg, 1 times / 8 hours Sources: |
unhealthy, 4-68 years Health Status: unhealthy Age Group: 4-68 years Sex: M+F Sources: |
| Diarrhea | 2.9% | 10 mg/kg 1 times / 8 hours multiple, oral Dose: 10 mg/kg, 1 times / 8 hours Route: oral Route: multiple Dose: 10 mg/kg, 1 times / 8 hours Sources: |
unhealthy, 5-54 years Health Status: unhealthy Age Group: 5-54 years Sex: M+F Sources: |
| Vomiting | 2.9% | 10 mg/kg 1 times / 8 hours multiple, oral Dose: 10 mg/kg, 1 times / 8 hours Route: oral Route: multiple Dose: 10 mg/kg, 1 times / 8 hours Sources: |
unhealthy, 5-54 years Health Status: unhealthy Age Group: 5-54 years Sex: M+F Sources: |
| Abdominal pain | 5.7% | 10 mg/kg 1 times / 8 hours multiple, oral Dose: 10 mg/kg, 1 times / 8 hours Route: oral Route: multiple Dose: 10 mg/kg, 1 times / 8 hours Sources: |
unhealthy, 5-54 years Health Status: unhealthy Age Group: 5-54 years Sex: M+F Sources: |
| Headache | 5.7% | 10 mg/kg 1 times / 8 hours multiple, oral Dose: 10 mg/kg, 1 times / 8 hours Route: oral Route: multiple Dose: 10 mg/kg, 1 times / 8 hours Sources: |
unhealthy, 5-54 years Health Status: unhealthy Age Group: 5-54 years Sex: M+F Sources: |
| Urticaria | grade 1-2, 2.4% | 10 mg/kg 1 times / day multiple, oral Recommended Dose: 10 mg/kg, 1 times / day Route: oral Route: multiple Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
| Epigastric pain | grade 1-2, 42.7% | 10 mg/kg 1 times / day multiple, oral Recommended Dose: 10 mg/kg, 1 times / day Route: oral Route: multiple Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
| Biliary colic | grade 1-2, 49% | 10 mg/kg 1 times / day multiple, oral Recommended Dose: 10 mg/kg, 1 times / day Route: oral Route: multiple Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
| Pruritus | grade 1-2, 6.1% | 10 mg/kg 1 times / day multiple, oral Recommended Dose: 10 mg/kg, 1 times / day Route: oral Route: multiple Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
| Jaundice | grade 1-2, 7.2% | 10 mg/kg 1 times / day multiple, oral Recommended Dose: 10 mg/kg, 1 times / day Route: oral Route: multiple Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
| Fever | grade 1-2, 8.5% | 10 mg/kg 1 times / day multiple, oral Recommended Dose: 10 mg/kg, 1 times / day Route: oral Route: multiple Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
| Nausea | grade 1-2, 8.5% | 10 mg/kg 1 times / day multiple, oral Recommended Dose: 10 mg/kg, 1 times / day Route: oral Route: multiple Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
| Abdominal pain | grade 3, 1.2% | 10 mg/kg 1 times / day multiple, oral Recommended Dose: 10 mg/kg, 1 times / day Route: oral Route: multiple Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
| Urticaria | 11% | 10 mg/kg 2 times / day multiple, oral Recommended Dose: 10 mg/kg, 2 times / day Route: oral Route: multiple Dose: 10 mg/kg, 2 times / day Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
| Headache | 14% | 10 mg/kg 2 times / day multiple, oral Recommended Dose: 10 mg/kg, 2 times / day Route: oral Route: multiple Dose: 10 mg/kg, 2 times / day Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
| Decreased appetite | 18% | 10 mg/kg 2 times / day multiple, oral Recommended Dose: 10 mg/kg, 2 times / day Route: oral Route: multiple Dose: 10 mg/kg, 2 times / day Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
| Nausea | 18% | 10 mg/kg 2 times / day multiple, oral Recommended Dose: 10 mg/kg, 2 times / day Route: oral Route: multiple Dose: 10 mg/kg, 2 times / day Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
| Hyperhidrosis | 25% | 10 mg/kg 2 times / day multiple, oral Recommended Dose: 10 mg/kg, 2 times / day Route: oral Route: multiple Dose: 10 mg/kg, 2 times / day Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
| Musculoskeletal chest pain | 4% | 10 mg/kg 2 times / day multiple, oral Recommended Dose: 10 mg/kg, 2 times / day Route: oral Route: multiple Dose: 10 mg/kg, 2 times / day Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
| Pruritus | 4% | 10 mg/kg 2 times / day multiple, oral Recommended Dose: 10 mg/kg, 2 times / day Route: oral Route: multiple Dose: 10 mg/kg, 2 times / day Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
| Diarrhea | 7% | 10 mg/kg 2 times / day multiple, oral Recommended Dose: 10 mg/kg, 2 times / day Route: oral Route: multiple Dose: 10 mg/kg, 2 times / day Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
| Vomiting | 7% | 10 mg/kg 2 times / day multiple, oral Recommended Dose: 10 mg/kg, 2 times / day Route: oral Route: multiple Dose: 10 mg/kg, 2 times / day Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
| Abdominal pain | 93% | 10 mg/kg 2 times / day multiple, oral Recommended Dose: 10 mg/kg, 2 times / day Route: oral Route: multiple Dose: 10 mg/kg, 2 times / day Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
| ALT increased | 3% | 15 mg/kg single, oral Recommended Dose: 15 mg/kg Route: oral Route: single Dose: 15 mg/kg Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
| Alkaline phosphatase increased | 4.2% | 15 mg/kg single, oral Recommended Dose: 15 mg/kg Route: oral Route: single Dose: 15 mg/kg Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
| AST increased | 4.5% | 15 mg/kg single, oral Recommended Dose: 15 mg/kg Route: oral Route: single Dose: 15 mg/kg Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
| Bilirubin increased | 6.8% | 15 mg/kg single, oral Recommended Dose: 15 mg/kg Route: oral Route: single Dose: 15 mg/kg Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
| Chest discomfort | 2% | 10 mg/kg 1 times / day single, oral Dose: 10 mg/kg, 1 times / day Route: oral Route: single Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
| Jaundice | 2% | 10 mg/kg 1 times / day single, oral Dose: 10 mg/kg, 1 times / day Route: oral Route: single Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
| Pyrexia | 2% | 10 mg/kg 1 times / day single, oral Dose: 10 mg/kg, 1 times / day Route: oral Route: single Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
| Hyperhidrosis | 23% | 10 mg/kg 1 times / day single, oral Dose: 10 mg/kg, 1 times / day Route: oral Route: single Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
| Chest pain | 3% | 10 mg/kg 1 times / day single, oral Dose: 10 mg/kg, 1 times / day Route: oral Route: single Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
| Decreased appetite | 3% | 10 mg/kg 1 times / day single, oral Dose: 10 mg/kg, 1 times / day Route: oral Route: single Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
| Asthenia | 4% | 10 mg/kg 1 times / day single, oral Dose: 10 mg/kg, 1 times / day Route: oral Route: single Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
| Cough | 4% | 10 mg/kg 1 times / day single, oral Dose: 10 mg/kg, 1 times / day Route: oral Route: single Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
| Musculoskeletal chest pain | 4% | 10 mg/kg 1 times / day single, oral Dose: 10 mg/kg, 1 times / day Route: oral Route: single Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
| Pruritus | 4% | 10 mg/kg 1 times / day single, oral Dose: 10 mg/kg, 1 times / day Route: oral Route: single Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
| Dyspnea | 5% | 10 mg/kg 1 times / day single, oral Dose: 10 mg/kg, 1 times / day Route: oral Route: single Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
| Abdominal pain | 56% | 10 mg/kg 1 times / day single, oral Dose: 10 mg/kg, 1 times / day Route: oral Route: single Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
| Headache | 6% | 10 mg/kg 1 times / day single, oral Dose: 10 mg/kg, 1 times / day Route: oral Route: single Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
| Vomiting | 6% | 10 mg/kg 1 times / day single, oral Dose: 10 mg/kg, 1 times / day Route: oral Route: single Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
| Urticaria | 7% | 10 mg/kg 1 times / day single, oral Dose: 10 mg/kg, 1 times / day Route: oral Route: single Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
| Nausea | 8% | 10 mg/kg 1 times / day single, oral Dose: 10 mg/kg, 1 times / day Route: oral Route: single Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
| Vertigo | 9% | 10 mg/kg 1 times / day single, oral Dose: 10 mg/kg, 1 times / day Route: oral Route: single Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
| Arthralgia | < 2% | 10 mg/kg 1 times / day single, oral Dose: 10 mg/kg, 1 times / day Route: oral Route: single Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
| Back pain | < 2% | 10 mg/kg 1 times / day single, oral Dose: 10 mg/kg, 1 times / day Route: oral Route: single Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
| Biliary colic | < 2% | 10 mg/kg 1 times / day single, oral Dose: 10 mg/kg, 1 times / day Route: oral Route: single Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
| Chromaturia | < 2% | 10 mg/kg 1 times / day single, oral Dose: 10 mg/kg, 1 times / day Route: oral Route: single Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
| Constipation | < 2% | 10 mg/kg 1 times / day single, oral Dose: 10 mg/kg, 1 times / day Route: oral Route: single Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
| Spinal pain | < 2% | 10 mg/kg 1 times / day single, oral Dose: 10 mg/kg, 1 times / day Route: oral Route: single Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, adult | children Health Status: unhealthy Age Group: adult | children Sex: M+F Sources: |
| Abdominal pain | grade 1, 100% | 10 mg/kg 1 times / day multiple, oral Highest studied dose Dose: 10 mg/kg, 1 times / day Route: oral Route: multiple Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, mean age 16.3 years Health Status: unhealthy Age Group: mean age 16.3 years Sex: M+F Sources: |
| Diarrhea | grade 1, 25% | 10 mg/kg 1 times / day multiple, oral Highest studied dose Dose: 10 mg/kg, 1 times / day Route: oral Route: multiple Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, mean age 16.3 years Health Status: unhealthy Age Group: mean age 16.3 years Sex: M+F Sources: |
| Vomiting | grade 1, 25% | 10 mg/kg 1 times / day multiple, oral Highest studied dose Dose: 10 mg/kg, 1 times / day Route: oral Route: multiple Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, mean age 16.3 years Health Status: unhealthy Age Group: mean age 16.3 years Sex: M+F Sources: |
| Dizziness | grade 1, 50% | 10 mg/kg 1 times / day multiple, oral Highest studied dose Dose: 10 mg/kg, 1 times / day Route: oral Route: multiple Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, mean age 16.3 years Health Status: unhealthy Age Group: mean age 16.3 years Sex: M+F Sources: |
| Fatigue | grade 1, 50% | 10 mg/kg 1 times / day multiple, oral Highest studied dose Dose: 10 mg/kg, 1 times / day Route: oral Route: multiple Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, mean age 16.3 years Health Status: unhealthy Age Group: mean age 16.3 years Sex: M+F Sources: |
| Nausea | grade 1, 75% | 10 mg/kg 1 times / day multiple, oral Highest studied dose Dose: 10 mg/kg, 1 times / day Route: oral Route: multiple Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, mean age 16.3 years Health Status: unhealthy Age Group: mean age 16.3 years Sex: M+F Sources: |
| Fever | grade 1-2, 25% | 10 mg/kg 1 times / day multiple, oral Highest studied dose Dose: 10 mg/kg, 1 times / day Route: oral Route: multiple Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, mean age 16.3 years Health Status: unhealthy Age Group: mean age 16.3 years Sex: M+F Sources: |
| Headache | grade 1-2, 75% | 10 mg/kg 1 times / day multiple, oral Highest studied dose Dose: 10 mg/kg, 1 times / day Route: oral Route: multiple Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, mean age 16.3 years Health Status: unhealthy Age Group: mean age 16.3 years Sex: M+F Sources: |
| Dizziness | grade 1 | 10 mg/kg 1 times / day single, oral Dose: 10 mg/kg, 1 times / day Route: oral Route: single Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, mean age14.4 years Health Status: unhealthy Age Group: mean age14.4 years Sex: M+F Sources: |
| Fatigue | grade 1 | 10 mg/kg 1 times / day single, oral Dose: 10 mg/kg, 1 times / day Route: oral Route: single Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, mean age14.4 years Health Status: unhealthy Age Group: mean age14.4 years Sex: M+F Sources: |
| Vomiting | grade 1 | 10 mg/kg 1 times / day single, oral Dose: 10 mg/kg, 1 times / day Route: oral Route: single Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, mean age14.4 years Health Status: unhealthy Age Group: mean age14.4 years Sex: M+F Sources: |
| Abdominal pain | grade 1-2 | 10 mg/kg 1 times / day single, oral Dose: 10 mg/kg, 1 times / day Route: oral Route: single Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, mean age14.4 years Health Status: unhealthy Age Group: mean age14.4 years Sex: M+F Sources: |
| Diarrhea | grade 1-2 | 10 mg/kg 1 times / day single, oral Dose: 10 mg/kg, 1 times / day Route: oral Route: single Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, mean age14.4 years Health Status: unhealthy Age Group: mean age14.4 years Sex: M+F Sources: |
| Fever | grade 1-2 | 10 mg/kg 1 times / day single, oral Dose: 10 mg/kg, 1 times / day Route: oral Route: single Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, mean age14.4 years Health Status: unhealthy Age Group: mean age14.4 years Sex: M+F Sources: |
| Headache | grade 1-2 | 10 mg/kg 1 times / day single, oral Dose: 10 mg/kg, 1 times / day Route: oral Route: single Dose: 10 mg/kg, 1 times / day Sources: |
unhealthy, mean age14.4 years Health Status: unhealthy Age Group: mean age14.4 years Sex: M+F Sources: |
Overview
| CYP3A4 | CYP2C9 | CYP2D6 | hERG |
|---|---|---|---|
OverviewOther
| Other Inhibitor | Other Substrate | Other Inducer |
|---|---|---|
Drug as perpetrator
| Target | Modality | Activity | Metabolite | Clinical evidence |
|---|---|---|---|---|
| no | ||||
| no | ||||
| no | ||||
| yes [Ki 0.009 uM] | ||||
| yes [Ki 0.016 uM] | ||||
| yes [Ki 0.018 uM] | ||||
| yes [Ki 0.05 uM] | ||||
| yes [Ki 0.053 uM] | ||||
| yes [Ki 0.061 uM] | ||||
| yes [Ki 0.149 uM] | ||||
| yes [Ki 0.166 uM] | ||||
| yes [Ki 0.22 uM] | ||||
| yes [Ki 0.37 uM] | ||||
| yes [Ki 0.57 uM] | ||||
| yes [Ki 0.75 uM] | ||||
| yes [Ki 1.03 uM] | ||||
| yes [Ki 1.27 uM] | ||||
| yes [Ki 1.81 uM] | ||||
| yes [Ki 12.5 uM] | ||||
| yes [Ki 13 uM] | ||||
| yes [Ki 2.31 uM] | ||||
| yes [Ki 2.77 uM] | ||||
| yes [Ki 4.32 uM] | ||||
| yes | ||||
| yes | ||||
| yes | ||||
| yes |
Drug as victim
| Target | Modality | Activity | Metabolite | Clinical evidence |
|---|---|---|---|---|
| yes | ||||
| yes | ||||
| yes | ||||
| yes | ||||
| yes | ||||
| yes | ||||
| yes | ||||
| yes | ||||
| yes | ||||
| yes | ||||
| yes | ||||
| yes | ||||
| yes | ||||
| yes | ||||
| yes | ||||
| yes | ||||
| yes | ||||
| yes |
PubMed
| Title | Date | PubMed |
|---|---|---|
| A field trial of production and financial consequences of helminthosis control in sheep production in Ethiopia. | 2008-04-17 |
|
| Use of triclabendazole for treatment of patients co-infected by Fasciola spp. and S. mansoni in Behera Governorate, Egypt. | 2008-03 |
|
| Natural history, clinicoradiologic correlates, and response to triclabendazole in acute massive fascioliasis. | 2008-02 |
|
| Pharmacokinetic disposition of triclabendazole in cattle and sheep; discrimination of the order and the rate of the absorption process of its active metabolite triclabendazole sulfoxide. | 2008-01 |
|
| Activity of artemether and OZ78 against triclabendazole-resistant Fasciola hepatica. | 2007-12 |
|
| Food-borne trematodiasis: current chemotherapy and advances with artemisinins and synthetic trioxolanes. | 2007-11 |
|
| Obstructive jaundice with fever and eosinophilia. | 2007-11 |
|
| [Fascioliasis: a 23-year retrospective study]. | 2007-11 |
|
| [Obstructive jaundice, Fasciola hepatica: a new case report]. | 2007-10-31 |
|
| Fasciola hepatica: the infectivity of cattle-origin miracidia had increased over the past years in central France. | 2007-09 |
|
| Controlling fasciolosis in the Bolivian Altiplano. | 2007-06 |
|
| Effect of Fascioliasis on the pharmacokinetic parameters of triclabendazole in human subjects. | 2007-06 |
|
| The effect of diet type on the plasma disposition of triclabendazole in goats. | 2007-06 |
|
| Surgery in Fasciola hepatica pancreatitis: report of a case and review of literature. | 2007-04 |
|
| Understanding triclabendazole resistance. | 2007-04 |
|
| Fasciola hepatica: ultrastructural effects of a combination of triclabendazole and clorsulon against mature fluke. | 2007-04 |
|
| An in vitro effect of propolis on adult worms of Fasciola gigantica. | 2007-03-31 |
|
| The use of MM3 monoclonal antibodies for the early immunodiagnosis of ovine fascioliasis. | 2007-02 |
|
| A case of human fasciolosis: discrepancy between egg size and genotype of Fasciola sp. | 2007-02 |
|
| [New drugs against parasitic diseases]. | 2007-01-31 |
|
| Immature triclabendazole-resistant Fasciola hepatica: tegumental responses to in vitro treatment with the sulphoxide metabolite of the experimental fasciolicide compound alpha. | 2007-01 |
|
| Human fascioliasis: a case of hyperinfection and an update for clinicians. | 2007 |
|
| Resistance-induced changes in triclabendazole transport in Fasciola hepatica: ivermectin reversal effect. | 2006-12 |
|
| [Hepatobiliary fasciolasis without eosinophilia]. | 2006-10 |
|
| Fasciola hepatica: morphological effects of a combination of triclabendazole and clorsulon against mature fluke. | 2006-10 |
|
| Resistance of Fasciola hepatica to triclabendazole and albendazole in sheep in Spain. | 2006-09-23 |
|
| [Therapeutic alternatives in case of failure of first-line treatment of intestinal helminthiasis in adults]. | 2006-08 |
|
| Triclabendazole and its two main metabolites lack activity against Schistosoma mansoni in the mouse model. | 2006-08 |
|
| Adult triclabendazole-resistant Fasciola hepatica: surface and subsurface tegumental responses to in vitro treatment with the sulphoxide metabolite of the experimental fasciolicide compound alpha. | 2006-08 |
|
| Stage-specific differences in fecundity over the life-cycle of two characterized isolates of the liver fluke, Fasciola hepatica. | 2006-08 |
|
| Response from Savioli and colleagues from the Department of Neglected Tropical Diseases, World Health Organization. | 2006-06 |
|
| Assessment of the main metabolism pathways for the flukicidal compound triclabendazole in sheep. | 2006-06 |
|
| Systemic vasculitis associated with Fasciola hepatica infection. | 2006-04-28 |
|
| Fasciola hepatica infection: clinical and computerized tomographic findings of ten patients. | 2006-03 |
|
| Field trial on comparative efficacy of four fasciolicides against natural liver fluke infection in cattle. | 2006-02-18 |
|
| [Design of a Russian sample of the antifascioliasis antihelminthic triclabendazole and evaluation of its therapeutic efficiency]. | 2006-02-01 |
|
| Treatment of fascioliasis in human infections. | 2006-02 |
|
| Seasonal differences in the incidence of infection with Fasciola gigantica in Cambodian cattle. | 2006-01 |
|
| Eight cases of fascioliasis: clinical and microbiological features. | 2006-01 |
|
| Triclabendazole for the treatment of fascioliasis and paragonimiasis. | 2005-12 |
|
| Infection with Fasciola hepatica. | 2005-11 |
|
| An outbreak of subacute fasciolosis in Soay sheep: ultrasonographic biochemical and histological studies. | 2005-11 |
|
| Eurytrema pancreaticum: the in vitro effect of praziquantel and triclabendazole on the adult fluke. | 2005-11 |
|
| Emerging foodborne trematodiasis. | 2005-10 |
|
| Altered drug influx/efflux and enhanced metabolic activity in triclabendazole-resistant liver flukes. | 2005-10 |
|
| Fascioliasis in relatives of patients with Fasciola hepatica infection in Peru. | 2005-09-03 |
|
| Triclabendazole: new skills to unravel an old(ish) enigma. | 2005-09 |
|
| Monitoring and treatment of Fascioloides magna in semi-farm red deer husbandry in Croatia. | 2005-08 |
|
| Fascioliasis imported to Norway. | 2005 |
|
| Experimental infection of rabbits with Fasciola gigantica and treatment with triclabendazole (TCBZ) or BT6: parasitological, haematological and immunological findings. | 2001 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.drugs.com/mmx/triclabendazole.html
10 mg per kg of body weight as a single dose
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/25455496
Triclabendazole was tested in vitro against recently excysted metacercariae. Triclabendazole was evaluated at concentrations of 10 and 50 mg/L., Triclabendazole demonstrated a fasciolicidal efficacy of 100% at a concentration of 10 and 50 mg/L at 24, 48 h and 72 hours post-treatment
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:27:01 GMT 2025
by
admin
on
Mon Mar 31 18:27:01 GMT 2025
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| Record UNII |
4784C8E03O
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
-
Download
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Code | English |
| Classification Tree | Code System | Code | ||
|---|---|---|---|---|
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WHO-VATC |
QP52AC01
Created by
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WHO-ATC |
P02BX04
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FDA ORPHAN DRUG |
564216
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WHO-ESSENTIAL MEDICINES LIST |
6.1.3
Created by
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NCI_THESAURUS |
C250
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FDA ORPHAN DRUG |
525416
Created by
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| Code System | Code | Type | Description | ||
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68786-66-3
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SUB11267MIG
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C75236
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100000092537
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m11087
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PRIMARY | Merck Index | ||
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C039276
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2734
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DTXSID7043952
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759250
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2118525
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Triclabendazole
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4784C8E03O
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DB12245
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CHEMBL1086440
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50248
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4784C8E03O
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EF-110
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5003
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1681611
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TRICLABENDAZOLE
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PRIMARY |
| Related Record | Type | Details | ||
|---|---|---|---|---|
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METABOLIC ENZYME -> SUBSTRATE |
MAJOR
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METABOLIC ENZYME -> SUBSTRATE | |||
|
METABOLIC ENZYME -> SUBSTRATE | |||
|
METABOLIC ENZYME -> SUBSTRATE | |||
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METABOLIC ENZYME -> SUBSTRATE | |||
|
METABOLIC ENZYME -> INHIBITOR | |||
|
METABOLIC ENZYME -> SUBSTRATE | |||
|
METABOLIC ENZYME -> SUBSTRATE | |||
|
BINDER->LIGAND |
BINDING
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||
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METABOLIC ENZYME -> SUBSTRATE | |||
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TARGET ORGANISM->INHIBITOR | |||
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METABOLIC ENZYME -> SUBSTRATE | |||
|
METABOLIC ENZYME -> SUBSTRATE | |||
|
METABOLIC ENZYME -> INHIBITOR | |||
|
METABOLIC ENZYME -> SUBSTRATE | |||
|
METABOLIC ENZYME -> SUBSTRATE | |||
|
TARGET ORGANISM->INHIBITOR | |||
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METABOLIC ENZYME -> SUBSTRATE |
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METABOLIC ENZYME -> SUBSTRATE | |||
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METABOLIC ENZYME -> SUBSTRATE |
| Related Record | Type | Details | ||
|---|---|---|---|---|
|
METABOLITE ACTIVE -> PARENT |
MAJOR
PLASMA
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|
METABOLITE ACTIVE -> PARENT |
MAJOR
PLASMA
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METABOLITE -> PARENT |
| Related Record | Type | Details | ||
|---|---|---|---|---|
|
IMPURITY -> PARENT |
FOR VETERINARY USE
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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||
|
IMPURITY -> PARENT |
FOR VETERINARY USE
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
|
||
|
IMPURITY -> PARENT |
FOR VETERINARY USE
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
|
| Related Record | Type | Details | ||
|---|---|---|---|---|
|
ACTIVE MOIETY |
| Name | Property Type | Amount | Referenced Substance | Defining | Parameters | References |
|---|---|---|---|---|---|---|
| Volume of Distribution | PHARMACOKINETIC |
|
|
|||
| Tmax | PHARMACOKINETIC |
|
ORAL ADMINISTRATION |
|
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| Biological Half-life | PHARMACOKINETIC |
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