Nevirapine

HCID 4463CAS 129618-40-2

Basic information

Standard SMILES
Cc1ccnc2c1NC(=O)c1cccnc1N2C1CC1
InChIKey
NQDJXKOVJZTUJA-UHFFFAOYSA-N
Molecular formula
C15H14N4O
Average molar mass
266.3 g/mol
Monoisotopic mass
266.11676108

Names & identifiers

Preferred name
Nevirapine
IUPAC
2-cyclopropyl-7-methyl-2,4,9,15-tetrazatricyclo[9.4.0.03,8]pentadeca-1(11),3,5,7,12,14-hexaen-10-one
English name
Nevirapine
Molecular formula
C15H14N4O
Molecular weight
266.3

Names & synonyms

nevirapine129618-40-2ViramuneBI-RG-587Nevirapine anhydrousViramune XRBIRG 0587Nevirapine, anhydrousNevirapine tevaBIRG587BIRG-058711-Cyclopropyl-5,11-dihydro-4-methyl-6H-dipyrido(3,2-b:2',3'-e)(1,4)diazepin-6-one
Show more names
D00435NevirneViramnuneNevirapilWeilapingHSDB 7164AIDS005653
Nevirapina11-CYCLOPROPYL-5,11-DIHYDRO-4-METHYL-6H-DIPYRIDO[3,2-B:2',3'-E][1,4]DIAZEPIN-6-ONEDTXSID703179799DK7FVK1HNevirapinum anhydrousNSC-641530BIRG0587CHEBI:63613

Database identifiers

CAS
129618-40-2
PubChem CID
4463
DTXSID
DTXSID7031797
ChEMBL
CHEMBL57
ChEBI
CHEBI:63613
UNII
99DK7FVK1H
EC Number
603-345-0
Nikkaji
J420.601K

Properties

Computed structural properties

XLogP
2
Topological polar surface area
58.1 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
4
Rotatable bonds
1
Heavy atoms
20

Physicochemical properties

Melting point
247 °C · 247°C
Boiling point
409.5 °C · 409.5°C (rough estimate)
Density
1.13 · 1.1300 (rough estimate)
refractive index
1.62 · 1.6200 (estimate)
Flash point
9 ℃ · 9℃
storage temp.
2 · 2-8°C

Safety & regulation

Safety data

wgk
2
rtecs
JM5562500
ridadr
UN1230 - class 3 - PG 2 - Methanol, solution
hs_code
29339900
risk_code
36/37/38
Signal word
Danger

Chemistry & industry

Applications · 5 items

DescriptionNevirapine and its analogues exhibit antiretroviral effect against azothymidine-resistant HIV strains. Nevirapine in combination with ZDV and ddI produced approximately 18% higher CD4 cell counts and a decrease in viral load compared with patients who took ZDV and ddI. Nevirapine is recommended with nucleosides for patients infected with HIV-1 who have experienced clinical or immunologic deterioration. The significant side effects of nevirapine are liver dysfunction and skin rashes.

Usesamyloidosis therapy

UsesLabelled Nevirapine , a potent (IC50=84nM) and selective non-nucleoside inhibitor of HIV-1 reverse transcriptase. Antiviral.;Labeled Nevirapine, intended for use as an internal standard for the quantification of Nevirapine by GC- or LC-mass spectrometry.

UsesA potent (IC50=84nM) and selective non-nucleoside inhibitorf HIV-1 reverse transcriptase

General DescriptionNevirapine (Viramune) is more than 90% absorbed by theoral route and is widely distributed throughout the body. Itdistributes well into breast milk and crosses the placenta.Transplacental concentrations are about 50% those ofserum. The drug is extensively transformed by cytochromeP450 (CYP) to inactive hydroxylated metabolites; it mayundergo enterohepatic recycling.

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
上海策嵘生物科技有限公司[email protected]
Additional notes · 1 item

DefinitionChEBI: A dipyridodiazepine that is 5,11-dihydro-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepine which is substituted by methyl, oxo, and cyclopropyl groups at positions 4, 6, and 11, respectively. A non-nucleoside reverse tr nscriptase inhibitor with activity against HIV-1, it is used in combination with other antiretrovirals for the treatment of HIV infection.

Related reactions

20 records

Linked notes

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