Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C18H14ClFN2O3 |
| Molecular Weight | 360.767 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CCOC(=O)C1N=C(C2=CC=CC=C2F)C3=CC(Cl)=CC=C3NC1=O
InChI
InChIKey=CUCHJCMWNFEYOM-UHFFFAOYSA-N
InChI=1S/C18H14ClFN2O3/c1-2-25-18(24)16-17(23)21-14-8-7-10(19)9-12(14)15(22-16)11-5-3-4-6-13(11)20/h3-9,16H,2H2,1H3,(H,21,23)
| Molecular Formula | C18H14ClFN2O3 |
| Molecular Weight | 360.767 |
| Charge | 0 |
| Count |
|
| Stereochemistry | RACEMIC |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Optical Activity | ( + / - ) |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/6142848Curator's Comment: description was created based on several sources, including
http://meds.famguerra.com/?pagina=36557.htm
https://www.ncbi.nlm.nih.gov/pubmed/2861304
https://www.ncbi.nlm.nih.gov/pubmed/2866771
Sources: https://www.ncbi.nlm.nih.gov/pubmed/6142848
Curator's Comment: description was created based on several sources, including
http://meds.famguerra.com/?pagina=36557.htm
https://www.ncbi.nlm.nih.gov/pubmed/2861304
https://www.ncbi.nlm.nih.gov/pubmed/2866771
Ethyl loflazepate (Lof) has been used widely as a sedative and anxiolytic agent for nearly 20 years. Ethyl loflazepate was designed to be a prodrug for descarboxyloflazepate, its active metabolite. It is the active metabolite which is responsible for most of the pharmacological effects rather than ethyl loflazepate. The main metabolites of ethyl loflazepate are descarbethoxyloflazepate, loflazepate and 3-ydroxydescarbethoxyloflazepate which are the benzodiazepine receptor agonists. Ethyl loflazeplate is commercialized in Mexico, under the trade name Victan. It is officially approved for the following conditions Anxiety: Post-trauma anxiety; Anxiety associated with severe neuropathic pain; Generalized anxiety disorder (GAD); Panic attack; Delirium tremens. It possesses anxiolytic, anticonvulsant, sedative and skeletal muscle relaxant properties. Accumulation of the active metabolites of ethyl loflazepate are not affected by those with renal failure or impairment. The symptoms of an overdose of ethyl loflazepate include sleepiness, agitation and ataxia. Hypotonia may also occur in severe cases. These symptoms occur much more frequently and severely in children. High doses of the antidepressant fluvoxamine may potentiate the adverse effects of ethyl loflazepate.
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL2111392 Sources: http://www.ncbi.nlm.nih.gov/pubmed/15902983 |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | Unknown Approved UseUnknown |
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| Primary | Unknown Approved UseUnknown |
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| Primary | Unknown Approved UseUnknown |
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| Primary | Unknown Approved UseUnknown |
Doses
| Dose | Population | Adverse events |
|---|---|---|
8 mg single, oral Highest studied dose |
healthy, ADULT Health Status: healthy Age Group: ADULT Sex: M Food Status: UNKNOWN Sources: |
|
6 mg single, oral Studied dose |
healthy, ADULT Health Status: healthy Age Group: ADULT Sex: M+F Food Status: FASTED Sources: |
Other AEs: Drowsiness... |
AEs
| AE | Significance | Dose | Population |
|---|---|---|---|
| Drowsiness | 6 mg single, oral Studied dose |
healthy, ADULT Health Status: healthy Age Group: ADULT Sex: M+F Food Status: FASTED Sources: |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Development of a list of potentially inappropriate drugs for the korean elderly using the delphi method. | 2010-12 |
|
| Pregnancy in woman with spinal cord stimulator for complex regional pain syndrome: a case report and review of the literature. | 2010-12 |
|
| Effects of etizolam and ethyl loflazepate on the P300 event-related potential in healthy subjects. | 2010-11-03 |
|
| Change in quality of life and their predictors in the long-term follow-up after group cognitive behavioral therapy for social anxiety disorder: a prospective cohort study. | 2010-10-14 |
|
| New and emerging therapeutic agents for the treatment of fibromyalgia: an update. | 2010-07-22 |
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| Benzodiazepine prescription and length of hospital stay at a Japanese university hospital. | 2009-10-09 |
|
| [Lymphocytic colitis probably due to etifoxine. A case with relapse after reintroduction]. | 2009-09-18 |
|
| Impaired prefrontal hemodynamic maturation in autism and unaffected siblings. | 2009-09-03 |
|
| Intractable depression successfully treated with a combination of autogenic training and high-dose antidepressant in department of otorhinolaryngology: a case report. | 2009-08-14 |
|
| Selection of adequate optimization criteria in chromatographic separations. | 2009-07 |
|
| Health information seeking by parents in the Internet age. | 2008-06-20 |
|
| Group cognitive behavior therapy for Japanese patients with social anxiety disorder: preliminary outcomes and their predictors. | 2007-12-10 |
|
| Specific and sensitive analysis of nefopam and its main metabolite desmethyl-nefopam in human plasma by liquid chromatography-ion trap tandem mass spectrometry. | 2006-11-16 |
|
| Pharmacokinetics of the active metabolites of ethyl loflazepate in elderly patients who died of asphyxia associated with benzodiazepine-related toxicity. | 2005-03 |
|
| Reduced anxiety level by therapeutic interventions and cell-mediated immunity in panic disorder patients. | 2004-08-05 |
|
| [Effects of fluvoxamine on both the desired anxiolytic effect and the adverse motor incoordination and amnesia induced by benzodiazepines]. | 2001-12 |
|
| The biochemical study of intermaxillary fixation (IMF) stress in oral surgery inpatients. | 2001 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2904268
½ to 1½ tablet at day (1 ime or several tomes at day).
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2861304
CM6912 (ethyl loflazepate ) inhibited the specific binding of 3H-diazepam by 25%, 75% and 90% at concentrations of 0.01 microM, 0.1 microM and 1 microM, respectively to the synaptosomal membrane fraction of rat cerebrum.
| Substance Class |
Chemical
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VJB5FW9W9J
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NCI_THESAURUS |
C1012
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WHO-VATC |
QN05BA18
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DEA NO. |
2758
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WHO-ATC |
N05BA18
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C029617
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1092
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m5146
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3299
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C65566
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DTXSID60865475
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24524
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SUB07290MIG
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ETHYL LOFLAZEPATE
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VJB5FW9W9J
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4837
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100000090254
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249-489-4
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DB01545
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29177-84-2
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CHEMBL1213460
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METABOLITE ACTIVE -> PARENT |
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ACTIVE MOIETY |