12-Hydroxynevirapine

12-Hydroxynevirapine (12-hydroxy-NVP; 12-OH-NVP) is a major oxidative metabolite of Nevirapine (HY-10570) . Nevirapine is a non-nucleoside reverse transcriptase inhibitor indicated for the HIV-1 infections. Nevirapine causes idiosyncratic hepatotoxicity and mild-to-severe skin rashes. 12-Hydroxynevirapine, a non-reactive metabolite, can be bioactivated by sulphotransferases (SULTs) in the liver and skin, yielding the reactive species 12-Sulphoxy-nevirapine[1][2].

Product Specifications

CAS Number

[133627-24-4]

Product Name Alternative

12-hydroxy-NVP; 12-OH-NVP

UNSPSC

12352005

Target

Drug Metabolite

Type

Reference compound

Related Pathways

Metabolic Enzyme/Protease

Applications

COVID-19-immunoregulation

Field of Research

Infection

Assay Protocol

https://www.medchemexpress.com/12-hydroxynevirapine.html

Purity

96.04

Solubility

10 mM in DMSO

Smiles

O=C1NC2=C(CO)C=CN=C2N(C3CC3)C4=NC=CC=C14

Molecular Formula

C15H14N4O2

Molecular Weight

282.30

References & Citations

[1]Amy M Sharma, et al. 12-OH-nevirapine sulfate, formed in the skin, is responsible for nevirapine-induced skin rash. Chem Res Toxicol. 2013 May 20;26 (5) :817-27.|[2]Aline T Marinho, et al. Differences in nevirapine biotransformation as a factor for its sex-dependent dimorphic profile of adverse drug reactions. J Antimicrob Chemother. 2014 Feb;69 (2) :476-82.