U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C10H12N4O3
Molecular Weight 236.2273
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DIDANOSINE

SMILES

OC[C@@H]1CC[C@@H](O1)N2C=NC3=C2N=CNC3=O

InChI

InChIKey=BXZVVICBKDXVGW-NKWVEPMBSA-N
InChI=1S/C10H12N4O3/c15-3-6-1-2-7(17-6)14-5-13-8-9(14)11-4-12-10(8)16/h4-7,15H,1-3H2,(H,11,12,16)/t6-,7+/m0/s1

HIDE SMILES / InChI

Molecular Formula C10H12N4O3
Molecular Weight 236.2273
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: description was created based on several sources, including https://www.ott.nih.gov/sites/default/files/documents/pdfs/VidexCS.pdf

Didanosine was developed by Bristol-Myers Squibb in collaboration with the NIH for the treatment of HIV-1 infections. Upon administration the drug is metabolized to the active metabolite which inhibits HIV-1 reverse transcriptase both by competing with deoxyadenosine 5'-triphosphate and by its incorporation into viral DNA. Didanosine was approved by FDA under the name Videx (among the other names).

CNS Activity

Curator's Comment: In animal models, didanosine was able to cross the BBB using saturable and non–saturable mechanisms.

Originator

Curator's Comment: # Bristol-Myers Squibb in collaboration with the NIH

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
VIDEX

Approved Use

Videx (didanosine, USP) is a nucleoside reverse transcriptase inhibitor for use in combination with other antiretroviral agents for the treatment of human immunodeficiency virus (HIV)-1 infection.

Launch Date

1991
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
305 ng/mL
0.4 mg/kg bw single, intravenous
dose: 0.4 mg/kg bw
route of administration: Intravenous
experiment type: SINGLE
co-administered:
DIDANOSINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
291 ng/mL
0.4 mg/kg bw 2 times / day steady-state, intravenous
dose: 0.4 mg/kg bw
route of administration: Intravenous
experiment type: STEADY-STATE
co-administered:
DIDANOSINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
2818 ng/mL
3 mg/kg bw single, intravenous
dose: 3 mg/kg bw
route of administration: Intravenous
experiment type: SINGLE
co-administered:
DIDANOSINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
3041 ng/mL
3 mg/kg bw 2 times / day steady-state, intravenous
dose: 3 mg/kg bw
route of administration: Intravenous
experiment type: STEADY-STATE
co-administered:
DIDANOSINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
17974 ng/mL
16.5 mg/kg bw single, intravenous
dose: 16.5 mg/kg bw
route of administration: Intravenous
experiment type: SINGLE
co-administered:
DIDANOSINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
18019 ng/mL
16.5 mg/kg bw 2 times / day steady-state, intravenous
dose: 16.5 mg/kg bw
route of administration: Intravenous
experiment type: STEADY-STATE
co-administered:
DIDANOSINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
244 ng/mL
0.8 mg/kg bw single, oral
dose: 0.8 mg/kg bw
route of administration: Oral
experiment type: SINGLE
co-administered:
DIDANOSINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
343 ng/mL
0.8 mg/kg bw 2 times / day steady-state, oral
dose: 0.8 mg/kg bw
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
DIDANOSINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
1494 ng/mL
6 mg/kg bw single, oral
dose: 6 mg/kg bw
route of administration: Oral
experiment type: SINGLE
co-administered:
DIDANOSINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
2257 ng/mL
6 mg/kg bw 2 times / day steady-state, oral
dose: 6 mg/kg bw
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
DIDANOSINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
5787 ng/mL
33 mg/kg bw single, oral
dose: 33 mg/kg bw
route of administration: Oral
experiment type: SINGLE
co-administered:
DIDANOSINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
6041 ng/mL
33 mg/kg bw 2 times / day steady-state, oral
dose: 33 mg/kg bw
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
DIDANOSINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
413 ng × h/mL
0.4 mg/kg bw single, intravenous
dose: 0.4 mg/kg bw
route of administration: Intravenous
experiment type: SINGLE
co-administered:
DIDANOSINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
418 ng × h/mL
0.4 mg/kg bw 2 times / day steady-state, intravenous
dose: 0.4 mg/kg bw
route of administration: Intravenous
experiment type: STEADY-STATE
co-administered:
DIDANOSINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
3726 ng × h/mL
3 mg/kg bw single, intravenous
dose: 3 mg/kg bw
route of administration: Intravenous
experiment type: SINGLE
co-administered:
DIDANOSINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
4118 ng × h/mL
3 mg/kg bw 2 times / day steady-state, intravenous
dose: 3 mg/kg bw
route of administration: Intravenous
experiment type: STEADY-STATE
co-administered:
DIDANOSINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
28257 ng × h/mL
16.5 mg/kg bw single, intravenous
dose: 16.5 mg/kg bw
route of administration: Intravenous
experiment type: SINGLE
co-administered:
DIDANOSINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
32264 ng × h/mL
16.5 mg/kg bw 2 times / day steady-state, intravenous
dose: 16.5 mg/kg bw
route of administration: Intravenous
experiment type: STEADY-STATE
co-administered:
DIDANOSINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
351 ng × h/mL
0.8 mg/kg bw single, oral
dose: 0.8 mg/kg bw
route of administration: Oral
experiment type: SINGLE
co-administered:
DIDANOSINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
421 ng × h/mL
0.8 mg/kg bw 2 times / day steady-state, oral
dose: 0.8 mg/kg bw
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
DIDANOSINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
2374 ng × h/mL
6 mg/kg bw single, oral
dose: 6 mg/kg bw
route of administration: Oral
experiment type: SINGLE
co-administered:
DIDANOSINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
3377 ng × h/mL
6 mg/kg bw 2 times / day steady-state, oral
dose: 6 mg/kg bw
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
DIDANOSINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
12730 ng × h/mL
33 mg/kg bw single, oral
dose: 33 mg/kg bw
route of administration: Oral
experiment type: SINGLE
co-administered:
DIDANOSINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
14179 ng × h/mL
33 mg/kg bw 2 times / day steady-state, oral
dose: 33 mg/kg bw
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
DIDANOSINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
0.88 h
0.4 mg/kg bw single, intravenous
dose: 0.4 mg/kg bw
route of administration: Intravenous
experiment type: SINGLE
co-administered:
DIDANOSINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
0.93 h
0.4 mg/kg bw 2 times / day steady-state, intravenous
dose: 0.4 mg/kg bw
route of administration: Intravenous
experiment type: STEADY-STATE
co-administered:
DIDANOSINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
1.17 h
3 mg/kg bw single, intravenous
dose: 3 mg/kg bw
route of administration: Intravenous
experiment type: SINGLE
co-administered:
DIDANOSINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
1.19 h
3 mg/kg bw 2 times / day steady-state, intravenous
dose: 3 mg/kg bw
route of administration: Intravenous
experiment type: STEADY-STATE
co-administered:
DIDANOSINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
1.48 h
16.5 mg/kg bw single, intravenous
dose: 16.5 mg/kg bw
route of administration: Intravenous
experiment type: SINGLE
co-administered:
DIDANOSINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
1.49 h
16.5 mg/kg bw 2 times / day steady-state, intravenous
dose: 16.5 mg/kg bw
route of administration: Intravenous
experiment type: STEADY-STATE
co-administered:
DIDANOSINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
0.76 h
0.8 mg/kg bw single, oral
dose: 0.8 mg/kg bw
route of administration: Oral
experiment type: SINGLE
co-administered:
DIDANOSINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
1.1 h
0.8 mg/kg bw 2 times / day steady-state, oral
dose: 0.8 mg/kg bw
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
DIDANOSINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
1.12 h
6 mg/kg bw single, oral
dose: 6 mg/kg bw
route of administration: Oral
experiment type: SINGLE
co-administered:
DIDANOSINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
1.24 h
6 mg/kg bw 2 times / day steady-state, oral
dose: 6 mg/kg bw
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
DIDANOSINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
1.64 h
33 mg/kg bw single, oral
dose: 33 mg/kg bw
route of administration: Oral
experiment type: SINGLE
co-administered:
DIDANOSINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
1.9 h
33 mg/kg bw 2 times / day steady-state, oral
dose: 33 mg/kg bw
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
DIDANOSINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
Doses

Doses

DosePopulationAdverse events​
25 mg/kg 1 times / day steady, oral
Highest studied dose
Dose: 25 mg/kg, 1 times / day
Route: oral
Route: steady
Dose: 25 mg/kg, 1 times / day
Sources:
unhealthy, 0.7 - 18.9 years
Health Status: unhealthy
Age Group: 0.7 - 18.9 years
Sex: M+F
Sources:
DLT: Neuropathy, Pancreatitis...
Dose limiting toxicities:
Neuropathy (13 patients)
Pancreatitis (6 patients)
Sources:
12.8 mg/kg 1 times / day steady, oral
Recommended
Dose: 12.8 mg/kg, 1 times / day
Route: oral
Route: steady
Dose: 12.8 mg/kg, 1 times / day
Sources:
unhealthy, 0.7 - 18.9 years
Health Status: unhealthy
Age Group: 0.7 - 18.9 years
Sex: M+F
Sources:
DLT: Neuropathy, Pancreatitis...
Dose limiting toxicities:
Neuropathy (5 patients)
Pancreatitis (1 patient)
Sources:
13 mg/kg 1 times / day steady, oral
Recommended
Dose: 13 mg/kg, 1 times / day
Route: oral
Route: steady
Dose: 13 mg/kg, 1 times / day
Sources:
unhealthy, 0.7 - 18.9 years
Health Status: unhealthy
Age Group: 0.7 - 18.9 years
Sex: M+F
Sources:
DLT: Pancreatitis...
Dose limiting toxicities:
Pancreatitis (grade 5, 0.35%)
Sources:
20.5 mg/kg 1 times / day steady, oral
Recommended
Dose: 20.5 mg/kg, 1 times / day
Route: oral
Route: steady
Dose: 20.5 mg/kg, 1 times / day
Sources:
unhealthy, 0.7 - 18.9 years
Health Status: unhealthy
Age Group: 0.7 - 18.9 years
Sex: M+F
Sources:
DLT: Neuropathy, Pancreatitis...
Dose limiting toxicities:
Neuropathy (8 patients)
Pancreatitis (10 patients)
Sources:
500 mg 1 times / day steady, oral
Recommended
Dose: 500 mg, 1 times / day
Route: oral
Route: steady
Dose: 500 mg, 1 times / day
Sources:
unhealthy, adult
Health Status: unhealthy
Age Group: adult
Sex: unknown
Sources:
DLT: Neutropenia, Neutropenia...
Disc. AE: Anemia, Thrombocytopenia...
Dose limiting toxicities:
Neutropenia (grade 4, 3 patients)
Neutropenia (grade 3, 9 patients)
Neuropathy (5 patients)
Diarrhea (3 patients)
Pancreatitis (2 patients)
Serum alkaline phosphatase elevated (2 patients)
Abdominal pain (1 patient)
AEs leading to
discontinuation/dose reduction:
Anemia (grade 3, 4 patients)
Thrombocytopenia (grade 3, 1 patient)
Sources:
AEs

AEs

AESignificanceDosePopulation
Neuropathy 13 patients
DLT, Disc. AE
25 mg/kg 1 times / day steady, oral
Highest studied dose
Dose: 25 mg/kg, 1 times / day
Route: oral
Route: steady
Dose: 25 mg/kg, 1 times / day
Sources:
unhealthy, 0.7 - 18.9 years
Health Status: unhealthy
Age Group: 0.7 - 18.9 years
Sex: M+F
Sources:
Pancreatitis 6 patients
DLT, Disc. AE
25 mg/kg 1 times / day steady, oral
Highest studied dose
Dose: 25 mg/kg, 1 times / day
Route: oral
Route: steady
Dose: 25 mg/kg, 1 times / day
Sources:
unhealthy, 0.7 - 18.9 years
Health Status: unhealthy
Age Group: 0.7 - 18.9 years
Sex: M+F
Sources:
Pancreatitis 1 patient
DLT, Disc. AE
12.8 mg/kg 1 times / day steady, oral
Recommended
Dose: 12.8 mg/kg, 1 times / day
Route: oral
Route: steady
Dose: 12.8 mg/kg, 1 times / day
Sources:
unhealthy, 0.7 - 18.9 years
Health Status: unhealthy
Age Group: 0.7 - 18.9 years
Sex: M+F
Sources:
Neuropathy 5 patients
DLT, Disc. AE
12.8 mg/kg 1 times / day steady, oral
Recommended
Dose: 12.8 mg/kg, 1 times / day
Route: oral
Route: steady
Dose: 12.8 mg/kg, 1 times / day
Sources:
unhealthy, 0.7 - 18.9 years
Health Status: unhealthy
Age Group: 0.7 - 18.9 years
Sex: M+F
Sources:
Pancreatitis grade 5, 0.35%
DLT, Disc. AE
13 mg/kg 1 times / day steady, oral
Recommended
Dose: 13 mg/kg, 1 times / day
Route: oral
Route: steady
Dose: 13 mg/kg, 1 times / day
Sources:
unhealthy, 0.7 - 18.9 years
Health Status: unhealthy
Age Group: 0.7 - 18.9 years
Sex: M+F
Sources:
Pancreatitis 10 patients
DLT, Disc. AE
20.5 mg/kg 1 times / day steady, oral
Recommended
Dose: 20.5 mg/kg, 1 times / day
Route: oral
Route: steady
Dose: 20.5 mg/kg, 1 times / day
Sources:
unhealthy, 0.7 - 18.9 years
Health Status: unhealthy
Age Group: 0.7 - 18.9 years
Sex: M+F
Sources:
Neuropathy 8 patients
DLT, Disc. AE
20.5 mg/kg 1 times / day steady, oral
Recommended
Dose: 20.5 mg/kg, 1 times / day
Route: oral
Route: steady
Dose: 20.5 mg/kg, 1 times / day
Sources:
unhealthy, 0.7 - 18.9 years
Health Status: unhealthy
Age Group: 0.7 - 18.9 years
Sex: M+F
Sources:
Abdominal pain 1 patient
DLT, Disc. AE
500 mg 1 times / day steady, oral
Recommended
Dose: 500 mg, 1 times / day
Route: oral
Route: steady
Dose: 500 mg, 1 times / day
Sources:
unhealthy, adult
Health Status: unhealthy
Age Group: adult
Sex: unknown
Sources:
Pancreatitis 2 patients
DLT, Disc. AE
500 mg 1 times / day steady, oral
Recommended
Dose: 500 mg, 1 times / day
Route: oral
Route: steady
Dose: 500 mg, 1 times / day
Sources:
unhealthy, adult
Health Status: unhealthy
Age Group: adult
Sex: unknown
Sources:
Serum alkaline phosphatase elevated 2 patients
DLT, Disc. AE
500 mg 1 times / day steady, oral
Recommended
Dose: 500 mg, 1 times / day
Route: oral
Route: steady
Dose: 500 mg, 1 times / day
Sources:
unhealthy, adult
Health Status: unhealthy
Age Group: adult
Sex: unknown
Sources:
Diarrhea 3 patients
DLT, Disc. AE
500 mg 1 times / day steady, oral
Recommended
Dose: 500 mg, 1 times / day
Route: oral
Route: steady
Dose: 500 mg, 1 times / day
Sources:
unhealthy, adult
Health Status: unhealthy
Age Group: adult
Sex: unknown
Sources:
Neuropathy 5 patients
DLT, Disc. AE
500 mg 1 times / day steady, oral
Recommended
Dose: 500 mg, 1 times / day
Route: oral
Route: steady
Dose: 500 mg, 1 times / day
Sources:
unhealthy, adult
Health Status: unhealthy
Age Group: adult
Sex: unknown
Sources:
Thrombocytopenia grade 3, 1 patient
Disc. AE
500 mg 1 times / day steady, oral
Recommended
Dose: 500 mg, 1 times / day
Route: oral
Route: steady
Dose: 500 mg, 1 times / day
Sources:
unhealthy, adult
Health Status: unhealthy
Age Group: adult
Sex: unknown
Sources:
Anemia grade 3, 4 patients
Disc. AE
500 mg 1 times / day steady, oral
Recommended
Dose: 500 mg, 1 times / day
Route: oral
Route: steady
Dose: 500 mg, 1 times / day
Sources:
unhealthy, adult
Health Status: unhealthy
Age Group: adult
Sex: unknown
Sources:
Neutropenia grade 3, 9 patients
DLT, Disc. AE
500 mg 1 times / day steady, oral
Recommended
Dose: 500 mg, 1 times / day
Route: oral
Route: steady
Dose: 500 mg, 1 times / day
Sources:
unhealthy, adult
Health Status: unhealthy
Age Group: adult
Sex: unknown
Sources:
Neutropenia grade 4, 3 patients
DLT, Disc. AE
500 mg 1 times / day steady, oral
Recommended
Dose: 500 mg, 1 times / day
Route: oral
Route: steady
Dose: 500 mg, 1 times / day
Sources:
unhealthy, adult
Health Status: unhealthy
Age Group: adult
Sex: unknown
Sources:
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer


Drug as perpetrator​

Drug as perpetrator​

TargetModalityActivityMetaboliteClinical evidence
no
Drug as victim

Drug as victim

TargetModalityActivityMetaboliteClinical evidence
likely
PubMed

PubMed

TitleDatePubMed
Comparison of genotypic and phenotypic resistance patterns of human immunodeficiency virus type 1 isolates from patients treated with stavudine and didanosine or zidovudine and lamivudine.
2001-09-15
Novel low molecular weight spirodiketopiperazine derivatives potently inhibit R5 HIV-1 infection through their antagonistic effects on CCR5.
2001-09-14
Immunological and virological effects of long term IL-2 therapy in HIV-1-infected patients.
2001-09-07
Direct analysis of mitochondrial toxicity of antiretroviral drugs.
2001-09-07
Novel deletion of HIV type 1 reverse transcriptase residue 69 conferring selective high-level resistance to nevirapine.
2001-09-01
Liver failure after long-term nucleoside antiretroviral therapy.
2001-09-01
Mismatched double-stranded RNA (polyI-polyC(12)U) is synergistic with multiple anti-HIV drugs and is active against drug-sensitive and drug-resistant HIV-1 in vitro.
2001-09
[Immunologic response to antiretroviral treatment with combined stavudine, didanosine and nevirapine].
2001-08-17
Susceptibility of human T cell leukemia virus type 1 to reverse-transcriptase inhibitors: evidence for resistance to lamivudine.
2001-08-15
Eruptive cheilitis: a new adverse effect in reactive HIV-positive patients subjected to high activity antiretroviral therapy (HAART). Presentation of six clinical cases.
2001-08-08
Antiviral drugs: current state of the art.
2001-08
Effects of treatment intensification with hydroxyurea in HIV-infected patients with virologic suppression.
2001-07-27
Transport of antiviral 3'-deoxy-nucleoside drugs by recombinant human and rat equilibrative, nitrobenzylthioinosine (NBMPR)-insensitive (ENT2) nucleoside transporter proteins produced in Xenopus oocytes.
2001-07-21
Warning for pregnant women on HIV therapy.
2001-07-19
Development of drug resistance in patients receiving combinations of zidovudine, didanosine and nevirapine.
2001-07-06
A pilot trial of indinavir, ritonavir, didanosine, and lamivudine in a once-daily four-drug regimen for HIV infection.
2001-07-01
Antiretroviral-induced hepatic steatosis and lactic acidosis: case report and review of the literature.
2001-07
Gynaecomastia in a male patient during stavudine and didanosine treatment for HIV infection.
2001-07
Updated U.S. Public Health Service Guidelines for the Management of Occupational Exposures to HBV, HCV, and HIV and Recommendations for Postexposure Prophylaxis.
2001-06-29
High exposure to nevirapine in plasma is associated with an improved virological response in HIV-1-infected individuals.
2001-06-15
Analysis of human immunodeficiency virus type 1 drug resistance in children receiving nucleoside analogue reverse-transcriptase inhibitors plus nevirapine, nelfinavir, or ritonavir (Pediatric AIDS Clinical Trials Group 377).
2001-06-15
[Symptomatic hyperlactemia in patients infected with the human immunodeficiency virus treated with nucleoside analogs].
2001-06-09
Mitochondrial toxic effects and ribavirin.
2001-06-02
Mitochondrial toxic effects and ribavirin.
2001-06-02
A randomized, open-label, comparative trial of zidovudine plus lamivudine versus zidovudine plus lamivudine plus didanosine in antiretroviral-naive HIV-1-infected Thai patients.
2001-06-01
Nucleoside analogue-induced fatal lactic acidosis in two HIV-infected patients in Singapore.
2001-06
Full recovery from severe dilated cardiomyopathy in an HIV-infected patient.
2001-06
New developments in anti-HIV chemotherapy.
2001-05-12
Myelopathy in a previously asymptomatic HIV-1-infected patient.
2001-05-08
Fatal portal hypertension, liver failure, and mitochondrial dysfunction after HIV-1 nucleoside analogue-induced hepatitis and lactic acidaemia.
2001-05-05
HIV in body fluids during primary HIV infection: implications for pathogenesis, treatment and public health.
2001-05-04
[HIV-HBV coinfection and the liver].
2001-05
Choosing which nuke to use first.
2001-05
High prevalence of genotypic and phenotypic HIV-1 drug-resistant strains among patients receiving antiretroviral therapy in Abidjan, Côte d'Ivoire.
2001-04-15
A pilot study of the use of mycophenolate mofetil as a component of therapy for multidrug-resistant HIV-1 infection.
2001-04-15
Differing reverse transcriptase mutation patterns in individuals experiencing viral rebound on first-line regimens with stavudine/didanosine and stavudine/lamivudine.
2001-04-13
Determination of serum levels of thirteen human immunodeficiency virus-suppressing drugs by high-performance liquid chromatography.
2001-04-13
[Didanosine as a capsule. A reliable drug in a new dosage form].
2001-04-02
[A rare etiology of hepatic steatosis associated with lactic acidosis: the toxicity of antiviral nucleoside analogues].
2001-04
Smaller amounts of antiretroviral drugs are needed when combined with an active ribozyme against HIV-1.
2001-04
Vertical HIV-1 transmission: prophylaxis and paediatric follow-up.
2001-04
An open-label randomized trial to evaluate different therapeutic strategies of combination therapy in HIV-1 infection: design, rationale, and methods of the initio trial.
2001-04
Incidence of pancreatitis in HIV-infected patients receiving nucleoside reverse transcriptase inhibitor drugs.
2001-03-30
Mutations in the non-nucleoside binding-pocket interfere with the multi-nucleoside resistance phenotype.
2001-03-30
Differential susceptibility of retroviruses to nucleoside analogues.
2001-03
Virological response in multidrug-experienced HIV-1-infected subjects failing highly active combination regimens after shifting from lamivudine to didanosine.
2001-03
Quinoxalinylethylpyridylthioureas (QXPTs) as potent non-nucleoside HIV-1 reverse transcriptase (RT) inhibitors. Further SAR studies and identification of a novel orally bioavailable hydrazine-based antiviral agent.
2001-02-01
Clinical and laboratory signs of mitochondrial dysfunction secondary to nucleoside analogue antiretroviral therapy are reversible.
2001
HIV-1 multi-dideoxynucleoside resistance mutation (Q151M): prevalence, associated resistance mutations and response to antiretroviral salvage treatment.
2001
Delavirdine: clinical pharmacokinetics and drug interactions.
2001
Patents

Sample Use Guides

In adult patients didanosine should be administered on an empty stomach at least 30 minutes before eating at the dose of 200 mg twice daily (body weight is at least 60 kg) or 125 mg twice daily (body weight is less than 60 kg). Pediatric patients (2 weeks old to 18 years old): the drug should be administered on an empty stomach at least 30 minutes before or 2 hours after eating at the dose of 100-120 mg per m2 twice daily.
Route of Administration: Oral
The anti-HIV-1 activity of didanosine was evaluated in a variety of HIV-1 infected lymphoblastic cell lines and monocyte/macrophage cell cultures. The concentration of drug necessary to inhibit viral replication by 50% (EC50) ranged from 2.5 to 10 uM (1 uM = 0.24 ug/mL) in lymphoblastic cell lines and 0.01 to 0.1 uM in monocyte/macrophage cell cultures.
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:02:15 GMT 2025
Edited
by admin
on Mon Mar 31 18:02:15 GMT 2025
Record UNII
K3GDH6OH08
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DIDANOSINE SYSTEM SUITABILITY MIXTURE
USP-RS  
Preferred Name English
DIDANOSINE
EP   HSDB   INN   JAN   MART.   MI   ORANGE BOOK   USAN   USP   VANDF   WHO-DD   WHO-IP  
INN   USAN  
Official Name English
DIDANOSINE [MI]
Common Name English
(-)-DIDANOSINE
Common Name English
didanosine [INN]
Common Name English
DIDANOSINUM [WHO-IP LATIN]
Common Name English
DIDANOSINE [USP IMPURITY]
Common Name English
DIDANOSINE [EP MONOGRAPH]
Common Name English
NSC-612049
Code English
INOSINE, 2',3'-DIDEOXY-
Systematic Name English
DIDEOXYINOSINE
Systematic Name English
2',3'-DIDEOXYINOSINE
Systematic Name English
DIDANOSINE [WHO-IP]
Common Name English
DIDANOSINE [USAN]
Common Name English
DIDANOSINE [VANDF]
Common Name English
DIDANOSINE [ORANGE BOOK]
Common Name English
DIDANOSINE [USP-RS]
Common Name English
DIDANOSINE [JAN]
Common Name English
DIDANOSINE [EP IMPURITY]
Common Name English
DIDANOSINE [MART.]
Common Name English
BMY-40900
Code English
DIDANOSINE SYSTEM SUITABILITY MIXTURE [USP-RS]
Common Name English
DIDANOSINE [USP MONOGRAPH]
Common Name English
DIDANOSINE [HSDB]
Common Name English
Didanosine [WHO-DD]
Common Name English
Classification Tree Code System Code
NDF-RT N0000009947
Created by admin on Mon Mar 31 18:02:15 GMT 2025 , Edited by admin on Mon Mar 31 18:02:15 GMT 2025
WHO-VATC QJ05AF02
Created by admin on Mon Mar 31 18:02:15 GMT 2025 , Edited by admin on Mon Mar 31 18:02:15 GMT 2025
NDF-RT N0000175459
Created by admin on Mon Mar 31 18:02:15 GMT 2025 , Edited by admin on Mon Mar 31 18:02:15 GMT 2025
NCI_THESAURUS C97452
Created by admin on Mon Mar 31 18:02:15 GMT 2025 , Edited by admin on Mon Mar 31 18:02:15 GMT 2025
WHO-ATC J05AF02
Created by admin on Mon Mar 31 18:02:15 GMT 2025 , Edited by admin on Mon Mar 31 18:02:15 GMT 2025
WHO-ESSENTIAL MEDICINES LIST 6.4.2.1
Created by admin on Mon Mar 31 18:02:15 GMT 2025 , Edited by admin on Mon Mar 31 18:02:15 GMT 2025
NDF-RT N0000175459
Created by admin on Mon Mar 31 18:02:15 GMT 2025 , Edited by admin on Mon Mar 31 18:02:15 GMT 2025
FDA ORPHAN DRUG 29488
Created by admin on Mon Mar 31 18:02:15 GMT 2025 , Edited by admin on Mon Mar 31 18:02:15 GMT 2025
NDF-RT N0000175462
Created by admin on Mon Mar 31 18:02:15 GMT 2025 , Edited by admin on Mon Mar 31 18:02:15 GMT 2025
NDF-RT N0000175459
Created by admin on Mon Mar 31 18:02:15 GMT 2025 , Edited by admin on Mon Mar 31 18:02:15 GMT 2025
LIVERTOX NBK548326
Created by admin on Mon Mar 31 18:02:15 GMT 2025 , Edited by admin on Mon Mar 31 18:02:15 GMT 2025
Code System Code Type Description
MERCK INDEX
m4379
Created by admin on Mon Mar 31 18:02:15 GMT 2025 , Edited by admin on Mon Mar 31 18:02:15 GMT 2025
PRIMARY Merck Index
EVMPD
SUB07104MIG
Created by admin on Mon Mar 31 18:02:15 GMT 2025 , Edited by admin on Mon Mar 31 18:02:15 GMT 2025
PRIMARY
HSDB
6548
Created by admin on Mon Mar 31 18:02:15 GMT 2025 , Edited by admin on Mon Mar 31 18:02:15 GMT 2025
PRIMARY
PUBCHEM
135398739
Created by admin on Mon Mar 31 18:02:15 GMT 2025 , Edited by admin on Mon Mar 31 18:02:15 GMT 2025
PRIMARY
EPA CompTox
DTXSID6022927
Created by admin on Mon Mar 31 18:02:15 GMT 2025 , Edited by admin on Mon Mar 31 18:02:15 GMT 2025
PRIMARY
FDA UNII
K3GDH6OH08
Created by admin on Mon Mar 31 18:02:15 GMT 2025 , Edited by admin on Mon Mar 31 18:02:15 GMT 2025
PRIMARY
NCI_THESAURUS
C431
Created by admin on Mon Mar 31 18:02:15 GMT 2025 , Edited by admin on Mon Mar 31 18:02:15 GMT 2025
PRIMARY
WIKIPEDIA
DIDANOSINE
Created by admin on Mon Mar 31 18:02:15 GMT 2025 , Edited by admin on Mon Mar 31 18:02:15 GMT 2025
PRIMARY
RS_ITEM_NUM
1191204
Created by admin on Mon Mar 31 18:02:15 GMT 2025 , Edited by admin on Mon Mar 31 18:02:15 GMT 2025
PRIMARY
INN
6664
Created by admin on Mon Mar 31 18:02:15 GMT 2025 , Edited by admin on Mon Mar 31 18:02:15 GMT 2025
PRIMARY
LACTMED
Didanosine
Created by admin on Mon Mar 31 18:02:15 GMT 2025 , Edited by admin on Mon Mar 31 18:02:15 GMT 2025
PRIMARY
ChEMBL
CHEMBL1460
Created by admin on Mon Mar 31 18:02:15 GMT 2025 , Edited by admin on Mon Mar 31 18:02:15 GMT 2025
PRIMARY
RXCUI
3364
Created by admin on Mon Mar 31 18:02:15 GMT 2025 , Edited by admin on Mon Mar 31 18:02:15 GMT 2025
PRIMARY RxNorm
DAILYMED
K3GDH6OH08
Created by admin on Mon Mar 31 18:02:15 GMT 2025 , Edited by admin on Mon Mar 31 18:02:15 GMT 2025
PRIMARY
SMS_ID
100000087146
Created by admin on Mon Mar 31 18:02:15 GMT 2025 , Edited by admin on Mon Mar 31 18:02:15 GMT 2025
PRIMARY
CAS
69655-05-6
Created by admin on Mon Mar 31 18:02:15 GMT 2025 , Edited by admin on Mon Mar 31 18:02:15 GMT 2025
PRIMARY
MESH
D016049
Created by admin on Mon Mar 31 18:02:15 GMT 2025 , Edited by admin on Mon Mar 31 18:02:15 GMT 2025
PRIMARY
DRUG CENTRAL
869
Created by admin on Mon Mar 31 18:02:15 GMT 2025 , Edited by admin on Mon Mar 31 18:02:15 GMT 2025
PRIMARY
IUPHAR
4833
Created by admin on Mon Mar 31 18:02:15 GMT 2025 , Edited by admin on Mon Mar 31 18:02:15 GMT 2025
PRIMARY
WHO INTERNATIONAL PHARMACOPEIA
DIDANOSINE
Created by admin on Mon Mar 31 18:02:15 GMT 2025 , Edited by admin on Mon Mar 31 18:02:15 GMT 2025
PRIMARY Description: A white to almost white powder.Solubility: Sparingly soluble in water; slightly soluble in methanol R and ethanol (95 per cent) R.Category: Antiretroviral (Nucleoside Reverse Transcriptase Inhibitor).Storage: Didanosine should be kept in a tightly closed container.Requirements: Didanosine contains not less than 98.5% and not more than 101.0% of C10H12N4O3, calculated with reference to the driedsubstance.
NSC
612049
Created by admin on Mon Mar 31 18:02:15 GMT 2025 , Edited by admin on Mon Mar 31 18:02:15 GMT 2025
PRIMARY
USAN
CC-20
Created by admin on Mon Mar 31 18:02:15 GMT 2025 , Edited by admin on Mon Mar 31 18:02:15 GMT 2025
PRIMARY
CHEBI
490877
Created by admin on Mon Mar 31 18:02:15 GMT 2025 , Edited by admin on Mon Mar 31 18:02:15 GMT 2025
PRIMARY
DRUG BANK
DB00900
Created by admin on Mon Mar 31 18:02:15 GMT 2025 , Edited by admin on Mon Mar 31 18:02:15 GMT 2025
PRIMARY
Related Record Type Details
BASIS OF STRENGTH->SUBSTANCE
ASSAY (HPLC)
USP
BASIS OF STRENGTH->SUBSTANCE
ASSAY (TITRATION)
EP
TARGET -> INHIBITOR
TARGET ORGANISM->INHIBITOR
Related Record Type Details
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
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CHROMATOGRAPHIC PURITY (HPLC/UV)
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