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Key Documents

SML0097

Sigma-Aldrich

Nevirapine

Synonyme(s) :

11-Cyclopropyl-5,11-dihydro-4-methyl-6H-dipyrido[3,2-b:2′,3′-e][1,4]diazepin-6-one

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About This Item

Formule empirique (notation de Hill):
C15H14N4O
Numéro CAS:
Poids moléculaire :
266.30
Numéro MDL:
Code UNSPSC :
12352200
ID de substance PubChem :
Nomenclature NACRES :
NA.77

Pureté

≥98% (HPLC)

Forme

powder

Couleur

white to tan

Solubilité

DMSO: ≥22 mg/mL

Température de stockage

room temp

Chaîne SMILES 

CC1=CC=NC2=C1NC(C(C=CC=N3)=C3N2C4CC4)=O

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)

Clé InChI

NQDJXKOVJZTUJA-UHFFFAOYSA-N

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Application

Nevirapine has been used as non-nucleoside reverse transcriptase inhibitor in in vitro porcine endogenous retrovirus replication, primary hepatocytes and bone marrow dendritic cells (BMDCs).

Actions biochimiques/physiologiques

Nevirapine interacts with glycine 190 residue of human immuno deficiency virus (HIV-2) reverse transcriptase. It is an antiretroviral drug which increases bile synthesis and activates electron transport chain. Use of nevirapine leads to liver toxicity and is associated with Nevirapine hypersensitivity syndrome.
Nevirapine is an allosteric, non-nucleoside inhibitor of HIV reverse transcriptase (NNRTI). The Ki for inhibition of wild-type RT by Nevirapine is 200 nM.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

The N-terminal domain of cGAS determines preferential association with centromeric DNA and innate immune activation in the nucleus
Gentili M, et al.
Testing, 26(9), 2377-2393 (2019)
Etienne Audureau et al.
BMC public health, 13, 286-286 (2013-04-04)
Uptake of prevention of mother-to-child HIV transmission (PMTCT) programs remains challenging in sub-Saharan Africa because of multiple barriers operating at the individual or health facility levels. Less is known regarding the influence of program-level and contextual determinants. In this study
Amy M Sharma et al.
Chemical research in toxicology, 26(3), 410-421 (2013-02-08)
Nevirapine (NVP) treatment is associated with serious skin rashes that appear to be immune-mediated. We previously developed a rat model of this skin rash that is immune-mediated and is very similar to the rash in humans. Treatment of rats with
Transcriptional profiling suggests that Nevirapine and Ritonavir cause drug induced liver injury through distinct mechanisms in primary human hepatocytes
Terelius Y, et al.
Chemico-Biological Interactions, 255, 31-44 (2016)
E H Decloedt et al.
The international journal of tuberculosis and lung disease : the official journal of the International Union against Tuberculosis and Lung Disease, 17(3), 333-335 (2013-02-15)
Isoniazid preventive therapy (IPT) is recommended in patients on antiretroviral treatment. Isoniazid (INH) inhibits CYP3A4, which metabolises nevirapine (NVP). Administration of INH may cause higher NVP concentrations and toxicity. We studied the effect of INH on NVP concentrations in 21

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