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

Details

Stereochemistry ACHIRAL
Molecular Formula 2C15H14N4O.H2O
Molecular Weight 550.611
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NEVIRAPINE HEMIHYDRATE

SMILES

O.CC1=CC=NC2=C1NC(=O)C3=C(N=CC=C3)N2C4CC4.CC5=CC=NC6=C5NC(=O)C7=C(N=CC=C7)N6C8CC8

InChI

InChIKey=KMTLSXAXTLQBKJ-UHFFFAOYSA-N
InChI=1S/2C15H14N4O.H2O/c2*1-9-6-8-17-14-12(9)18-15(20)11-3-2-7-16-13(11)19(14)10-4-5-10;/h2*2-3,6-8,10H,4-5H2,1H3,(H,18,20);1H2

HIDE SMILES / InChI

Molecular Formula C15H14N4O
Molecular Weight 266.2979
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula H2O
Molecular Weight 18.0153
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: Description was created based on several sources, including https://www.drugs.com/pro/nevirapine.html

Nevirapine is a non-nucleoside reverse transcriptase inhibitor (nNRTI) with activity against Human Immunodeficiency Virus Type 1 (HIV-1). HIV-2 RT and eukaryotic DNA polymerases (such as human DNA polymerases alpha, beta, or sigma) are not inhibited by nevirapine. Nevirapine is, in general, only prescribed after the immune system has declined and infections have become evident. It is always taken with at least one other HIV medication such as Retrovir or Videx. The virus can develop resistance to nevirapine if the drug is taken alone, although even if used properly, nevirapine is effective for only a limited time. Nevirapine binds directly to reverse transcriptase (RT) and blocks the RNA-dependent and DNA-dependent DNA polymerase activities by causing a disruption of the enzyme's catalytic site. The activity of nevirapine does not compete with template or nucleoside triphosphates. Nevirapine is used for use in combination with other antiretroviral drugs in the ongoing treatment of HIV-1 infection.

CNS Activity

Curator's Comment: Nevirapine (NVP) crosses well the BBB

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: CHEMBL614530
239.0 µM [EC50]
0.31 nM [EC50]
250.0 nM [EC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Viramune

Approved Use

VIRAMUNE is an NNRTI indicated for combination antiretroviral treatment of HIV-1 infection

Launch Date

1995
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
2060 ng/mL
400 mg single, oral
dose: 400 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
NEVIRAPINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
161000 ng × h/mL
400 mg single, oral
dose: 400 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
NEVIRAPINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
82000 ng × h/mL
400 mg 1 times / day multiple, oral
dose: 400 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
NEVIRAPINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: FASTED
96700 ng × h/mL
400 mg 1 times / day multiple, oral
dose: 400 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
NEVIRAPINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: FED
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
45 h
400 mg single, oral
dose: 400 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
NEVIRAPINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
Funbound

Funbound

ValueDoseCo-administeredAnalytePopulation
40%
400 mg single, oral
dose: 400 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
NEVIRAPINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
Doses

Doses

DosePopulationAdverse events​
200 mg single, oral
Overdose
Dose: 200 mg
Route: oral
Route: single
Dose: 200 mg
Sources:
unhealthy, 8-days-old
Health Status: unhealthy
Age Group: 8-days-old
Sex: F
Sources:
Other AEs: Neutropenia, Hyperlactatemia...
Other AEs:
Neutropenia (mild)
Hyperlactatemia
Sources:
200 mg 2 times / day steady, oral
Recommended
Dose: 200 mg, 2 times / day
Route: oral
Route: steady
Dose: 200 mg, 2 times / day
Sources:
unhealthy, >18 years
Health Status: unhealthy
Age Group: >18 years
Sex: M+F
Sources:
Disc. AE: Rash, Stevens-Johnson syndrome...
AEs leading to
discontinuation/dose reduction:
Rash (2%)
Stevens-Johnson syndrome (1%)
Transaminases increased (1%)
ALT increased (1%)
GGT increased (<1%)
AST increased (<1%)
Hepatic enzyme increased (<1%)
Hepatitis (1%)
Hepatotoxicity (1%)
Hepatitis acute (<1%)
Hepatitis toxic (<1%)
Nausea (1%)
Malaise (1%)
Pyrexia (1%)
Fatigue (1%)
Vascular disorders (<1%)
Sources:
400 mg 1 times / day steady, oral
Recommended
Dose: 400 mg, 1 times / day
Route: oral
Route: steady
Dose: 400 mg, 1 times / day
Sources:
unhealthy, >18 years
Health Status: unhealthy
Age Group: >18 years
Sex: M+F
Sources:
Disc. AE: Rash, Drug rash with eosinophilia and systemic symptoms...
AEs leading to
discontinuation/dose reduction:
Rash (2%)
Drug rash with eosinophilia and systemic symptoms (<1%)
Transaminases increased (1%)
ALT increased (<1%)
GGT increased (<1%)
AST increased (<1%)
Hepatic enzyme increased (<1%)
Hepatitis (1%)
Hepatotoxicity (<1%)
Hepatitis acute (<1%)
Hepatitis toxic (<1%)
Nausea (<1%)
Malaise (<1%)
Pyrexia (<1%)
Fatigue (<1%)
Vascular disorders (<1%)
Musculoskeletal and connective tissue disorders (<1%)
Sources:
800 mg 1 times / day multiple, oral
Overdose
Dose: 800 mg, 1 times / day
Route: oral
Route: multiple
Dose: 800 mg, 1 times / day
Sources:
unhealthy, adult
200 mg 1 times / day steady, oral
Recommended
Dose: 200 mg, 1 times / day
Route: oral
Route: steady
Dose: 200 mg, 1 times / day
Sources:
unhealthy, adult
Disc. AE: Hepatotoxicity, Reaction skin...
AEs leading to
discontinuation/dose reduction:
Hepatotoxicity (grade 5)
Reaction skin (severe)
Sources:
AEs

AEs

AESignificanceDosePopulation
Hyperlactatemia
200 mg single, oral
Overdose
Dose: 200 mg
Route: oral
Route: single
Dose: 200 mg
Sources:
unhealthy, 8-days-old
Health Status: unhealthy
Age Group: 8-days-old
Sex: F
Sources:
Neutropenia mild
200 mg single, oral
Overdose
Dose: 200 mg
Route: oral
Route: single
Dose: 200 mg
Sources:
unhealthy, 8-days-old
Health Status: unhealthy
Age Group: 8-days-old
Sex: F
Sources:
ALT increased 1%
Disc. AE
200 mg 2 times / day steady, oral
Recommended
Dose: 200 mg, 2 times / day
Route: oral
Route: steady
Dose: 200 mg, 2 times / day
Sources:
unhealthy, >18 years
Health Status: unhealthy
Age Group: >18 years
Sex: M+F
Sources:
Fatigue 1%
Disc. AE
200 mg 2 times / day steady, oral
Recommended
Dose: 200 mg, 2 times / day
Route: oral
Route: steady
Dose: 200 mg, 2 times / day
Sources:
unhealthy, >18 years
Health Status: unhealthy
Age Group: >18 years
Sex: M+F
Sources:
Hepatitis 1%
Disc. AE
200 mg 2 times / day steady, oral
Recommended
Dose: 200 mg, 2 times / day
Route: oral
Route: steady
Dose: 200 mg, 2 times / day
Sources:
unhealthy, >18 years
Health Status: unhealthy
Age Group: >18 years
Sex: M+F
Sources:
Hepatotoxicity 1%
Disc. AE
200 mg 2 times / day steady, oral
Recommended
Dose: 200 mg, 2 times / day
Route: oral
Route: steady
Dose: 200 mg, 2 times / day
Sources:
unhealthy, >18 years
Health Status: unhealthy
Age Group: >18 years
Sex: M+F
Sources:
Malaise 1%
Disc. AE
200 mg 2 times / day steady, oral
Recommended
Dose: 200 mg, 2 times / day
Route: oral
Route: steady
Dose: 200 mg, 2 times / day
Sources:
unhealthy, >18 years
Health Status: unhealthy
Age Group: >18 years
Sex: M+F
Sources:
Nausea 1%
Disc. AE
200 mg 2 times / day steady, oral
Recommended
Dose: 200 mg, 2 times / day
Route: oral
Route: steady
Dose: 200 mg, 2 times / day
Sources:
unhealthy, >18 years
Health Status: unhealthy
Age Group: >18 years
Sex: M+F
Sources:
Pyrexia 1%
Disc. AE
200 mg 2 times / day steady, oral
Recommended
Dose: 200 mg, 2 times / day
Route: oral
Route: steady
Dose: 200 mg, 2 times / day
Sources:
unhealthy, >18 years
Health Status: unhealthy
Age Group: >18 years
Sex: M+F
Sources:
Stevens-Johnson syndrome 1%
Disc. AE
200 mg 2 times / day steady, oral
Recommended
Dose: 200 mg, 2 times / day
Route: oral
Route: steady
Dose: 200 mg, 2 times / day
Sources:
unhealthy, >18 years
Health Status: unhealthy
Age Group: >18 years
Sex: M+F
Sources:
Transaminases increased 1%
Disc. AE
200 mg 2 times / day steady, oral
Recommended
Dose: 200 mg, 2 times / day
Route: oral
Route: steady
Dose: 200 mg, 2 times / day
Sources:
unhealthy, >18 years
Health Status: unhealthy
Age Group: >18 years
Sex: M+F
Sources:
Rash 2%
Disc. AE
200 mg 2 times / day steady, oral
Recommended
Dose: 200 mg, 2 times / day
Route: oral
Route: steady
Dose: 200 mg, 2 times / day
Sources:
unhealthy, >18 years
Health Status: unhealthy
Age Group: >18 years
Sex: M+F
Sources:
AST increased <1%
Disc. AE
200 mg 2 times / day steady, oral
Recommended
Dose: 200 mg, 2 times / day
Route: oral
Route: steady
Dose: 200 mg, 2 times / day
Sources:
unhealthy, >18 years
Health Status: unhealthy
Age Group: >18 years
Sex: M+F
Sources:
GGT increased <1%
Disc. AE
200 mg 2 times / day steady, oral
Recommended
Dose: 200 mg, 2 times / day
Route: oral
Route: steady
Dose: 200 mg, 2 times / day
Sources:
unhealthy, >18 years
Health Status: unhealthy
Age Group: >18 years
Sex: M+F
Sources:
Hepatic enzyme increased <1%
Disc. AE
200 mg 2 times / day steady, oral
Recommended
Dose: 200 mg, 2 times / day
Route: oral
Route: steady
Dose: 200 mg, 2 times / day
Sources:
unhealthy, >18 years
Health Status: unhealthy
Age Group: >18 years
Sex: M+F
Sources:
Hepatitis acute <1%
Disc. AE
200 mg 2 times / day steady, oral
Recommended
Dose: 200 mg, 2 times / day
Route: oral
Route: steady
Dose: 200 mg, 2 times / day
Sources:
unhealthy, >18 years
Health Status: unhealthy
Age Group: >18 years
Sex: M+F
Sources:
Hepatitis toxic <1%
Disc. AE
200 mg 2 times / day steady, oral
Recommended
Dose: 200 mg, 2 times / day
Route: oral
Route: steady
Dose: 200 mg, 2 times / day
Sources:
unhealthy, >18 years
Health Status: unhealthy
Age Group: >18 years
Sex: M+F
Sources:
Vascular disorders <1%
Disc. AE
200 mg 2 times / day steady, oral
Recommended
Dose: 200 mg, 2 times / day
Route: oral
Route: steady
Dose: 200 mg, 2 times / day
Sources:
unhealthy, >18 years
Health Status: unhealthy
Age Group: >18 years
Sex: M+F
Sources:
Hepatitis 1%
Disc. AE
400 mg 1 times / day steady, oral
Recommended
Dose: 400 mg, 1 times / day
Route: oral
Route: steady
Dose: 400 mg, 1 times / day
Sources:
unhealthy, >18 years
Health Status: unhealthy
Age Group: >18 years
Sex: M+F
Sources:
Transaminases increased 1%
Disc. AE
400 mg 1 times / day steady, oral
Recommended
Dose: 400 mg, 1 times / day
Route: oral
Route: steady
Dose: 400 mg, 1 times / day
Sources:
unhealthy, >18 years
Health Status: unhealthy
Age Group: >18 years
Sex: M+F
Sources:
Rash 2%
Disc. AE
400 mg 1 times / day steady, oral
Recommended
Dose: 400 mg, 1 times / day
Route: oral
Route: steady
Dose: 400 mg, 1 times / day
Sources:
unhealthy, >18 years
Health Status: unhealthy
Age Group: >18 years
Sex: M+F
Sources:
ALT increased <1%
Disc. AE
400 mg 1 times / day steady, oral
Recommended
Dose: 400 mg, 1 times / day
Route: oral
Route: steady
Dose: 400 mg, 1 times / day
Sources:
unhealthy, >18 years
Health Status: unhealthy
Age Group: >18 years
Sex: M+F
Sources:
AST increased <1%
Disc. AE
400 mg 1 times / day steady, oral
Recommended
Dose: 400 mg, 1 times / day
Route: oral
Route: steady
Dose: 400 mg, 1 times / day
Sources:
unhealthy, >18 years
Health Status: unhealthy
Age Group: >18 years
Sex: M+F
Sources:
Drug rash with eosinophilia and systemic symptoms <1%
Disc. AE
400 mg 1 times / day steady, oral
Recommended
Dose: 400 mg, 1 times / day
Route: oral
Route: steady
Dose: 400 mg, 1 times / day
Sources:
unhealthy, >18 years
Health Status: unhealthy
Age Group: >18 years
Sex: M+F
Sources:
Fatigue <1%
Disc. AE
400 mg 1 times / day steady, oral
Recommended
Dose: 400 mg, 1 times / day
Route: oral
Route: steady
Dose: 400 mg, 1 times / day
Sources:
unhealthy, >18 years
Health Status: unhealthy
Age Group: >18 years
Sex: M+F
Sources:
GGT increased <1%
Disc. AE
400 mg 1 times / day steady, oral
Recommended
Dose: 400 mg, 1 times / day
Route: oral
Route: steady
Dose: 400 mg, 1 times / day
Sources:
unhealthy, >18 years
Health Status: unhealthy
Age Group: >18 years
Sex: M+F
Sources:
Hepatic enzyme increased <1%
Disc. AE
400 mg 1 times / day steady, oral
Recommended
Dose: 400 mg, 1 times / day
Route: oral
Route: steady
Dose: 400 mg, 1 times / day
Sources:
unhealthy, >18 years
Health Status: unhealthy
Age Group: >18 years
Sex: M+F
Sources:
Hepatitis acute <1%
Disc. AE
400 mg 1 times / day steady, oral
Recommended
Dose: 400 mg, 1 times / day
Route: oral
Route: steady
Dose: 400 mg, 1 times / day
Sources:
unhealthy, >18 years
Health Status: unhealthy
Age Group: >18 years
Sex: M+F
Sources:
Hepatitis toxic <1%
Disc. AE
400 mg 1 times / day steady, oral
Recommended
Dose: 400 mg, 1 times / day
Route: oral
Route: steady
Dose: 400 mg, 1 times / day
Sources:
unhealthy, >18 years
Health Status: unhealthy
Age Group: >18 years
Sex: M+F
Sources:
Hepatotoxicity <1%
Disc. AE
400 mg 1 times / day steady, oral
Recommended
Dose: 400 mg, 1 times / day
Route: oral
Route: steady
Dose: 400 mg, 1 times / day
Sources:
unhealthy, >18 years
Health Status: unhealthy
Age Group: >18 years
Sex: M+F
Sources:
Malaise <1%
Disc. AE
400 mg 1 times / day steady, oral
Recommended
Dose: 400 mg, 1 times / day
Route: oral
Route: steady
Dose: 400 mg, 1 times / day
Sources:
unhealthy, >18 years
Health Status: unhealthy
Age Group: >18 years
Sex: M+F
Sources:
Musculoskeletal and connective tissue disorders <1%
Disc. AE
400 mg 1 times / day steady, oral
Recommended
Dose: 400 mg, 1 times / day
Route: oral
Route: steady
Dose: 400 mg, 1 times / day
Sources:
unhealthy, >18 years
Health Status: unhealthy
Age Group: >18 years
Sex: M+F
Sources:
Nausea <1%
Disc. AE
400 mg 1 times / day steady, oral
Recommended
Dose: 400 mg, 1 times / day
Route: oral
Route: steady
Dose: 400 mg, 1 times / day
Sources:
unhealthy, >18 years
Health Status: unhealthy
Age Group: >18 years
Sex: M+F
Sources:
Pyrexia <1%
Disc. AE
400 mg 1 times / day steady, oral
Recommended
Dose: 400 mg, 1 times / day
Route: oral
Route: steady
Dose: 400 mg, 1 times / day
Sources:
unhealthy, >18 years
Health Status: unhealthy
Age Group: >18 years
Sex: M+F
Sources:
Vascular disorders <1%
Disc. AE
400 mg 1 times / day steady, oral
Recommended
Dose: 400 mg, 1 times / day
Route: oral
Route: steady
Dose: 400 mg, 1 times / day
Sources:
unhealthy, >18 years
Health Status: unhealthy
Age Group: >18 years
Sex: M+F
Sources:
Hepatotoxicity grade 5
Disc. AE
200 mg 1 times / day steady, oral
Recommended
Dose: 200 mg, 1 times / day
Route: oral
Route: steady
Dose: 200 mg, 1 times / day
Sources:
unhealthy, adult
Reaction skin severe
Disc. AE
200 mg 1 times / day steady, oral
Recommended
Dose: 200 mg, 1 times / day
Route: oral
Route: steady
Dose: 200 mg, 1 times / day
Sources:
unhealthy, adult
PubMed

PubMed

TitleDatePubMed
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
Antiviral drugs: current state of the art.
2001-08
Development of drug resistance in patients receiving combinations of zidovudine, didanosine and nevirapine.
2001-07-06
Hepatotoxicity in HIV-1-infected patients receiving nevirapine-containing antiretroviral therapy.
2001-07-06
The steady-state pharmacokinetics of efavirenz and nevirapine when used in combination in human immunodeficiency virus type 1-infected persons.
2001-07-01
Sequence-specific detection of individual DNA strands using engineered nanopores.
2001-07
Distribution of K103N and/or Y181C HIV-1 mutations by exposure to zidovudine and non-nucleoside reverse transcriptase inhibitors.
2001-07
South Africa in crisis on HIV/AIDS treatment.
2001-06-29
Phenotypic hypersusceptibility to non-nucleoside reverse transcriptase inhibitors in treatment-experienced HIV-infected patients: impact on virological response to efavirenz-based therapy.
2001-06-15
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
2-Amino-6-arylsulfonylbenzonitriles as non-nucleoside reverse transcriptase inhibitors of HIV-1.
2001-06-07
The effect of nevirapine in combination with nelfinavir in heavily pretreated HIV-1-infected patients: a prospective, open-label, controlled, randomized study.
2001-06-01
Limits of deep salvage antiretroviral therapy with nelfinavir plus either efavirenz or nevirapine, in highly pre-treated patients with HIV disease.
2001-06
Severe lactic acidosis and thiamine administration in an HIV-infected patient on HAART.
2001-06
Saliva as an alternative body fluid for therapeutic drug monitoring of the nonnucleoside reverse transcription inhibitor nevirapine.
2001-06
New developments in anti-HIV chemotherapy.
2001-05-12
HIV in body fluids during primary HIV infection: implications for pathogenesis, treatment and public health.
2001-05-04
An in vivo model for HIV resistance development.
2001-05-01
Jaundice and hepatocellular damage associated with nevirapine therapy.
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
Long-term follow-up of antiretroviral-naive HIV-positive patients treated with nevirapine.
2001-04-15
Long-term safety and efficacy of nevirapine, stavudine and lamivudine in a real-world setting.
2001-04-13
Determination of serum levels of thirteen human immunodeficiency virus-suppressing drugs by high-performance liquid chromatography.
2001-04-13
[Highly active antiretroviral therapy with nevirapine. Therapy compliance determines success].
2001-04-02
[Results of the AIDS-In-Europe Study. Non-nucleoside reverse transcriptase inhibitor does not equal non-nucleoside reverse transcriptase inhibitor].
2001-04-02
Resolution of chronic parvovirus b19-induced anemia, by use of highly active antiretroviral therapy, in a patient with acquired immunodeficiency syndrome.
2001-04-01
Rwanda to receive cheaper anti-HIV drugs for chronic treatment and free viramune to prevent viral transmission from mother to child.
2001-04
Amino acid deletion at codon 67 and Thr-to-Gly change at codon 69 of human immunodeficiency virus type 1 reverse transcriptase confer novel drug resistance profiles.
2001-04
Inhibitors of human immunodeficiency virus type 1 reverse transcriptase target distinct phases of early reverse transcription.
2001-04
[Cutaneous adverse events related to simultaneous nevirapine treatment and pneumococcal vaccination in HIV-infected patients].
2001-03-31
Sequencing antiretroviral drugs.
2001-03-30
From the Centers for Disease Control and Prevention. Serious adverse events attributed to nevirapine regimens for postexposure prophylaxis after HIV exposures--worldwide, 1997-2000.
2001-03-27
Efficiency comparisons of rank and permutation tests based on summary statistics computed from repeated measures data.
2001-03-15
Prophylaxis with a nevirapine-containing triple regimen after exposure to HIV-1.
2001-03-03
International perspectives on antiretroviral resistance. Nonnucleoside reverse transcriptase inhibitor resistance.
2001-03-01
[Nevirapine and clinical withdrawal syndrome].
2001-03
Pharmacokinetics of ritonavir and nevirapine in peritoneal dialysis.
2001-03
Anti-HIV activity of aromatic and heterocyclic thiazolyl thiourea compounds.
2001-02-26
Simple and rapid determination of nevirapine in human serum by reversed-phase high-performance liquid chromatography.
2001-02-25
Drug interaction between St John's wort and nevirapine.
2001-02-16
Indian company offers cheap anti-AIDS drugs.
2001-02-15
Galactorrhoea, hyperprolactinaemia, and protease inhibitors.
2001-02-10
South Africa's AIDS activists say new neviripine programme is not enough.
2001-02-10
South Africa cuts agreement for one AIDS drug but ignores another.
2001-02
Revised nevirapine insert.
2001-02
Further views by the Erice working group on mother-to-child transmission of HIV type 1.
2001-01
Inhibition of human cytochrome P450 isoforms by nonnucleoside reverse transcriptase inhibitors.
2001-01
A single amino acid change at Leu-188 in the reverse transcriptase of HIV-2 and SIV renders them sensitive to non-nucleoside reverse transcriptase inhibitors.
2001
The emerging roles of non-nucleoside reverse transcriptase inhibitors in antiretroviral therapy.
2001
Patents

Sample Use Guides

In Vivo Use Guide
The recommended dose for Nevirapine is one 200 mg tablet daily for the first 14 days, followed by one 200 mg tablet twice daily, in combination with other antiretroviral agents.
Route of Administration: Oral
The IC50 value for inhibition by nevirapine against immunodeficiency virus type 1 (HIV) nucleoside reverse transcriptase (RT) in removal assay was 3 uM
Substance Class Chemical
Created
by admin
on Mon Mar 31 20:17:55 GMT 2025
Edited
by admin
on Mon Mar 31 20:17:55 GMT 2025
Record UNII
B7XF2TD73C
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NEVIRAPINE HEMIHYDRATE
USP-RS   WHO-DD   WHO-IP  
Common Name English
NEVIRAPINE HEMIHYDRATE [USP-RS]
Preferred Name English
NEVIRAPINE HEMIHYDRATE [WHO-IP]
Common Name English
NEVIRAPINE HEMIHYDRATE [EP MONOGRAPH]
Common Name English
Nevirapine hemihydrate [WHO-DD]
Common Name English
NEVIRAPINUM HEMIHYDRATE [WHO-IP LATIN]
Common Name English
NEVIRAPINE HEMIHYDRATE [USP MONOGRAPH]
USP-RS  
Common Name English
6H-DIPYRIDO(3,2-B:2',3'-E)(1,4)DIAZEPIN-6-ONE, 11-CYCLOPROPYL-5,11-DIHYDRO-4-METHYL-, HYDRATE (2:1)
Systematic Name English
Code System Code Type Description
RS_ITEM_NUM
1460714
Created by admin on Mon Mar 31 20:17:55 GMT 2025 , Edited by admin on Mon Mar 31 20:17:55 GMT 2025
PRIMARY
DRUG BANK
DBSALT002723
Created by admin on Mon Mar 31 20:17:55 GMT 2025 , Edited by admin on Mon Mar 31 20:17:55 GMT 2025
PRIMARY
SMS_ID
100000127941
Created by admin on Mon Mar 31 20:17:55 GMT 2025 , Edited by admin on Mon Mar 31 20:17:55 GMT 2025
PRIMARY
WHO INTERNATIONAL PHARMACOPEIA
NEVIRAPINE HEMIHYDRATE
Created by admin on Mon Mar 31 20:17:55 GMT 2025 , Edited by admin on Mon Mar 31 20:17:55 GMT 2025
PRIMARY Description: A white to almost white powder. Solubility: Practically insoluble in water, sparingly to slightly soluble in dichloromethane R, slightly soluble in methanol R. Category: Antiretroviral (Non-Nucleoside Reverse Transcriptase Inhibitor). Storage: Nevirapine should be kept in a well-closed container. Labelling: The designation on the container should state whether the substance is the hemihydrate or is in the anhydrous form. Definition: Nevirapine contains not less than 98.0% and not more than 102.0% of nevirapine (C15H14N4O), calculated with reference to the anhydrous substance.
PUBCHEM
9959243
Created by admin on Mon Mar 31 20:17:55 GMT 2025 , Edited by admin on Mon Mar 31 20:17:55 GMT 2025
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RXCUI
2462459
Created by admin on Mon Mar 31 20:17:55 GMT 2025 , Edited by admin on Mon Mar 31 20:17:55 GMT 2025
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EPA CompTox
DTXSID30176606
Created by admin on Mon Mar 31 20:17:55 GMT 2025 , Edited by admin on Mon Mar 31 20:17:55 GMT 2025
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DAILYMED
B7XF2TD73C
Created by admin on Mon Mar 31 20:17:55 GMT 2025 , Edited by admin on Mon Mar 31 20:17:55 GMT 2025
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FDA UNII
B7XF2TD73C
Created by admin on Mon Mar 31 20:17:55 GMT 2025 , Edited by admin on Mon Mar 31 20:17:55 GMT 2025
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EVMPD
SUB34149
Created by admin on Mon Mar 31 20:17:55 GMT 2025 , Edited by admin on Mon Mar 31 20:17:55 GMT 2025
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CAS
220988-26-1
Created by admin on Mon Mar 31 20:17:55 GMT 2025 , Edited by admin on Mon Mar 31 20:17:55 GMT 2025
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Related Record Type Details
PARENT -> SALT/SOLVATE
BASIS OF STRENGTH->SUBSTANCE
ASSAY (HPLC)
EP
ANHYDROUS->SOLVATE
Related Record Type Details
IMPURITY -> PARENT
Amount Not Specified
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
The test is not valid unless the resolution between nevirapine and nevirapine impurity B RS is not less than 5. In the chromatogram obtained with solution (3) the peak due to impurity (B) is eluted at a relative retention of about 0.7 with reference to nevirapine (retention time about 7.6 minutes).
IMPURITY -> PARENT
Amount Not Specified
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
UNSPECIFIED
EP
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Related Record Type Details
ACTIVE MOIETY