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Details

Stereochemistry ACHIRAL
Molecular Formula C15H14N4O
Molecular Weight 266.2979
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NEVIRAPINE

SMILES

CC1=CC=NC2=C1NC(=O)C3=C(N=CC=C3)N2C4CC4

InChI

InChIKey=NQDJXKOVJZTUJA-UHFFFAOYSA-N
InChI=1S/C15H14N4O/c1-9-6-8-17-14-12(9)18-15(20)11-3-2-7-16-13(11)19(14)10-4-5-10/h2-3,6-8,10H,4-5H2,1H3,(H,18,20)

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

Approval Year

Unknown
86413
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:31:21 UTC 2023
Edited
by admin
on Fri Dec 15 15:31:21 UTC 2023
Record UNII
99DK7FVK1H
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NEVIRAPINE
EMA EPAR   HSDB   INN   JAN   MART.   MI   ORANGE BOOK   USAN   USP   VANDF   WHO-DD  
INN   USAN  
Official Name English
NEVIRAPINE ANHYDROUS [USP-RS]
Common Name English
VIRAMUNE
Brand Name English
NEVIRAPINE [MI]
Common Name English
NEVIRAPINE [EP MONOGRAPH]
Common Name English
NEVIRAPINE TEVA
Brand Name English
NEVIRAPINUM ANHYDROUS [WHO-IP LATIN]
Common Name English
NSC-641530
Code English
NEVIRAPINE [MART.]
Common Name English
nevirapine [INN]
Common Name English
Nevirapine [WHO-DD]
Common Name English
NEVIRAPINE ANHYDROUS [WHO-IP]
Common Name English
NEVIRAPINE, ANHYDROUS
EP  
Common Name English
BIRG-0587
Code English
NEVIRAPINE [EMA EPAR]
Common Name English
NEVIRAPINE [VANDF]
Common Name English
NEVIRAPINE [USP IMPURITY]
Common Name English
BIRG0587
Code English
NEVIRAPINE [JAN]
Common Name English
11-CYCLOPROPYL-5,11-DIHYDRO-4-METHYL-6H-DIPYRIDO(3,2-B:2',3'-E)(1,4)DIAZEPIN-6-ONE
Systematic Name English
NEVIRAPINE [USP MONOGRAPH]
Common Name English
6H-DIPYRIDO(3,2-B:2',3'-E)(1,4)DIAZEPIN-6-ONE, 11-CYCLOPROPYL-5,11-DIHYDRO-4-METHYL-
Systematic Name English
NEVIRAPINE [HSDB]
Common Name English
NEVIRAPINE [USAN]
Common Name English
NEVIRAPINE [ORANGE BOOK]
Common Name English
Classification Tree Code System Code
EMA ASSESSMENT REPORTS NEVIRAPINE TEVA (AUTHORIZED: HIV INFECTIONS)
Created by admin on Fri Dec 15 15:31:21 UTC 2023 , Edited by admin on Fri Dec 15 15:31:21 UTC 2023
NCI_THESAURUS C97453
Created by admin on Fri Dec 15 15:31:21 UTC 2023 , Edited by admin on Fri Dec 15 15:31:21 UTC 2023
WHO-ATC J05AR05
Created by admin on Fri Dec 15 15:31:21 UTC 2023 , Edited by admin on Fri Dec 15 15:31:21 UTC 2023
WHO-VATC QJ05AG01
Created by admin on Fri Dec 15 15:31:21 UTC 2023 , Edited by admin on Fri Dec 15 15:31:21 UTC 2023
NDF-RT N0000175463
Created by admin on Fri Dec 15 15:31:21 UTC 2023 , Edited by admin on Fri Dec 15 15:31:21 UTC 2023
EMA ASSESSMENT REPORTS VIRAMUNE (AUTHORIZED: HIV INFECTIONS)
Created by admin on Fri Dec 15 15:31:21 UTC 2023 , Edited by admin on Fri Dec 15 15:31:21 UTC 2023
LIVERTOX NBK548895
Created by admin on Fri Dec 15 15:31:21 UTC 2023 , Edited by admin on Fri Dec 15 15:31:21 UTC 2023
WHO-ESSENTIAL MEDICINES LIST 6.4.2.2
Created by admin on Fri Dec 15 15:31:21 UTC 2023 , Edited by admin on Fri Dec 15 15:31:21 UTC 2023
WHO-VATC QJ05AR07
Created by admin on Fri Dec 15 15:31:21 UTC 2023 , Edited by admin on Fri Dec 15 15:31:21 UTC 2023
NDF-RT N0000009948
Created by admin on Fri Dec 15 15:31:21 UTC 2023 , Edited by admin on Fri Dec 15 15:31:21 UTC 2023
NDF-RT N0000175460
Created by admin on Fri Dec 15 15:31:21 UTC 2023 , Edited by admin on Fri Dec 15 15:31:21 UTC 2023
WHO-ESSENTIAL MEDICINES LIST 6.4.2.3 (LAM/NEV/STA)
Created by admin on Fri Dec 15 15:31:21 UTC 2023 , Edited by admin on Fri Dec 15 15:31:21 UTC 2023
WHO-ATC J05AG01
Created by admin on Fri Dec 15 15:31:21 UTC 2023 , Edited by admin on Fri Dec 15 15:31:21 UTC 2023
FDA ORPHAN DRUG 293409
Created by admin on Fri Dec 15 15:31:21 UTC 2023 , Edited by admin on Fri Dec 15 15:31:21 UTC 2023
WHO-ESSENTIAL MEDICINES LIST 6.4.2.3 (LAM/NEV/ZID)
Created by admin on Fri Dec 15 15:31:21 UTC 2023 , Edited by admin on Fri Dec 15 15:31:21 UTC 2023
WHO-VATC QJ05AR05
Created by admin on Fri Dec 15 15:31:21 UTC 2023 , Edited by admin on Fri Dec 15 15:31:21 UTC 2023
WHO-ATC J05AR07
Created by admin on Fri Dec 15 15:31:21 UTC 2023 , Edited by admin on Fri Dec 15 15:31:21 UTC 2023
Code System Code Type Description
EVMPD
SUB09214MIG
Created by admin on Fri Dec 15 15:31:21 UTC 2023 , Edited by admin on Fri Dec 15 15:31:21 UTC 2023
PRIMARY
NDF-RT
N0000190118
Created by admin on Fri Dec 15 15:31:21 UTC 2023 , Edited by admin on Fri Dec 15 15:31:21 UTC 2023
PRIMARY Cytochrome P450 3A Inducers [MoA]
EPA CompTox
DTXSID7031797
Created by admin on Fri Dec 15 15:31:21 UTC 2023 , Edited by admin on Fri Dec 15 15:31:21 UTC 2023
PRIMARY
RXCUI
53654
Created by admin on Fri Dec 15 15:31:21 UTC 2023 , Edited by admin on Fri Dec 15 15:31:21 UTC 2023
PRIMARY RxNorm
LACTMED
Nevirapine
Created by admin on Fri Dec 15 15:31:21 UTC 2023 , Edited by admin on Fri Dec 15 15:31:21 UTC 2023
PRIMARY
EVMPD
SUB25191
Created by admin on Fri Dec 15 15:31:21 UTC 2023 , Edited by admin on Fri Dec 15 15:31:21 UTC 2023
PRIMARY
RS_ITEM_NUM
1460703
Created by admin on Fri Dec 15 15:31:21 UTC 2023 , Edited by admin on Fri Dec 15 15:31:21 UTC 2023
PRIMARY
CHEBI
63613
Created by admin on Fri Dec 15 15:31:21 UTC 2023 , Edited by admin on Fri Dec 15 15:31:21 UTC 2023
PRIMARY
INN
6815
Created by admin on Fri Dec 15 15:31:21 UTC 2023 , Edited by admin on Fri Dec 15 15:31:21 UTC 2023
PRIMARY
WIKIPEDIA
NEVIRAPINE
Created by admin on Fri Dec 15 15:31:21 UTC 2023 , Edited by admin on Fri Dec 15 15:31:21 UTC 2023
PRIMARY
ChEMBL
CHEMBL57
Created by admin on Fri Dec 15 15:31:21 UTC 2023 , Edited by admin on Fri Dec 15 15:31:21 UTC 2023
PRIMARY
SMS_ID
100000085470
Created by admin on Fri Dec 15 15:31:21 UTC 2023 , Edited by admin on Fri Dec 15 15:31:21 UTC 2023
PRIMARY
DAILYMED
99DK7FVK1H
Created by admin on Fri Dec 15 15:31:21 UTC 2023 , Edited by admin on Fri Dec 15 15:31:21 UTC 2023
PRIMARY
MESH
D019829
Created by admin on Fri Dec 15 15:31:21 UTC 2023 , Edited by admin on Fri Dec 15 15:31:21 UTC 2023
PRIMARY
MERCK INDEX
m7845
Created by admin on Fri Dec 15 15:31:21 UTC 2023 , Edited by admin on Fri Dec 15 15:31:21 UTC 2023
PRIMARY Merck Index
NSC
641530
Created by admin on Fri Dec 15 15:31:21 UTC 2023 , Edited by admin on Fri Dec 15 15:31:21 UTC 2023
PRIMARY
CAS
129618-40-2
Created by admin on Fri Dec 15 15:31:21 UTC 2023 , Edited by admin on Fri Dec 15 15:31:21 UTC 2023
PRIMARY
WHO INTERNATIONAL PHARMACOPEIA
NEVIRAPINE
Created by admin on Fri Dec 15 15:31:21 UTC 2023 , Edited by admin on Fri Dec 15 15:31:21 UTC 2023
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.
DRUG BANK
DB00238
Created by admin on Fri Dec 15 15:31:21 UTC 2023 , Edited by admin on Fri Dec 15 15:31:21 UTC 2023
PRIMARY
DRUG CENTRAL
1904
Created by admin on Fri Dec 15 15:31:21 UTC 2023 , Edited by admin on Fri Dec 15 15:31:21 UTC 2023
PRIMARY
USAN
DD-19
Created by admin on Fri Dec 15 15:31:21 UTC 2023 , Edited by admin on Fri Dec 15 15:31:21 UTC 2023
PRIMARY
NCI_THESAURUS
C29277
Created by admin on Fri Dec 15 15:31:21 UTC 2023 , Edited by admin on Fri Dec 15 15:31:21 UTC 2023
PRIMARY
PUBCHEM
4463
Created by admin on Fri Dec 15 15:31:21 UTC 2023 , Edited by admin on Fri Dec 15 15:31:21 UTC 2023
PRIMARY
HSDB
7164
Created by admin on Fri Dec 15 15:31:21 UTC 2023 , Edited by admin on Fri Dec 15 15:31:21 UTC 2023
PRIMARY
NDF-RT
N0000187064
Created by admin on Fri Dec 15 15:31:21 UTC 2023 , Edited by admin on Fri Dec 15 15:31:21 UTC 2023
PRIMARY Cytochrome P450 2B6 Inducers [MoA]
FDA UNII
99DK7FVK1H
Created by admin on Fri Dec 15 15:31:21 UTC 2023 , Edited by admin on Fri Dec 15 15:31:21 UTC 2023
PRIMARY
Related Record Type Details
Structure of NEVIRAPINE HEMIHYDRATE
SOLVATE->ANHYDROUS
Structure of NEVIRAPINE
BASIS OF STRENGTH->SUBSTANCE
ASSAY (HPLC)
USP
Structure of NEVIRAPINE
BASIS OF STRENGTH->SUBSTANCE
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of NEVIRAPINE HEMIHYDRATE
SUBSTANCE->BASIS OF STRENGTH
HUMAN IMMUNODEFICIENCY VIRUS TYPE 1
TARGET ORGANISM->INHIBITOR
IC50 values (50% inhibitory concentration) ranged from 10-100 nM against laboratory and clinical isolates of HIV-1.
IC50
HUMAN IMMUNODEFICIENCY VIRUS TYPE 1 POLYMERASE
TARGET -> INHIBITOR
Structure of NEVIRAPINE HEMIHYDRATE
SALT/SOLVATE -> PARENT
CYTOCHROME P450 3A4
METABOLIC ENZYME -> INHIBITOR
Related Record Type Details
Structure of 8-HYDROXY NEVIRAPINE
METABOLITE -> PARENT
Structure of 2-HYDROXY NEVIRAPINE
METABOLITE -> PARENT
Structure of 12-HYDROXY NEVIRAPINE
METABOLITE -> PARENT
Structure of NEVIRAPINE QUINONE METHIDE
METABOLITE -> PARENT
Structure of 3-HYDROXY NEVIRAPINE
METABOLITE -> PARENT
Structure of 4-CARBOXY NEVIRAPINE
METABOLITE -> PARENT
Structure of 4-CARBOXY NEVIRAPINE
METABOLITE -> PARENT
Structure of 3-HYDROXY NEVIRAPINE
METABOLITE -> PARENT
Structure of NEVIRAPINE QUINONE METHIDE
METABOLITE -> PARENT
This reactive intermediate was catalyzed primarily by CYP3A and possibly by CYP2D6, CYP2C19, and CYP2A6
Structure of 8-HYDROXY NEVIRAPINE
METABOLITE -> PARENT
Structure of 12-SULFOXY NEVIRAPINE
METABOLITE -> PARENT
Structure of 2-HYDROXY NEVIRAPINE
METABOLITE -> PARENT
Related Record Type Details
Structure of 5,11-DIHYDRO-6H-11-PROPYL-4-METHYL-DIPYRIDO(3,2-B:2',3'-E) (1,4)DIAZEPIN-6-ONE
IMPURITY -> PARENT
Structure of 5,11-DIHYDRO-6H-11-ETHYL-4-METHYL-DIPYRIDO(3,2-B:2',3'-E)(1,4)DIAZEPIN-6-ONE
IMPURITY -> PARENT
Amount NOT SPECIFIED
Structure of 5,11-DIHYDRO-6H-11-PROPYL-4-METHYL-DIPYRIDO(3,2-B:2',3'-E) (1,4)DIAZEPIN-6-ONE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of 5,11-DIHYDRO-6H-11-ETHYL-4-METHYL-DIPYRIDO(3,2-B:2',3'-E)(1,4)DIAZEPIN-6-ONE
IMPURITY -> PARENT
Structure of 5,11-DIHYDRO-6H-11-PROPYL-4-METHYL-DIPYRIDO(3,2-B:2',3'-E) (1,4)DIAZEPIN-6-ONE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of 11-DESCYCLOPROPYL NEVIRAPINE
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).
Structure of 5,11-DIHYDRO-6H-11-ETHYL-4-METHYL-DIPYRIDO(3,2-B:2',3'-E)(1,4)DIAZEPIN-6-ONE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of 11-DESCYCLOPROPYL NEVIRAPINE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of 5,11-DIHYDRO-6H-11-ETHYL-4-METHYL-DIPYRIDO(3,2-B:2',3'-E)(1,4)DIAZEPIN-6-ONE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of 5,11-DIHYDRO-6H-11-PROPYL-4-METHYL-DIPYRIDO(3,2-B:2',3'-E) (1,4)DIAZEPIN-6-ONE
IMPURITY -> PARENT
Amount NOT SPECIFIED
Structure of 11-DESCYCLOPROPYL NEVIRAPINE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of 11-DESCYCLOPROPYL NEVIRAPINE
IMPURITY -> PARENT
Related Record Type Details
Structure of NEVIRAPINE
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Biological Half-life PHARMACOKINETIC
Structure of NEVIRAPINE
NIH
NCATS
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