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Entecavir

Entecavir is a cyclopentane class nucleoside analog of deoxyguanosine. Entecavir exhibits antiviral activity and is used clinically to treat hepatitis B infections. Entecavir binds to reverse transcriptase and gets incorporated into DNA, causing chain termination and preventing protein synthesis. This compound may also inhibit HIV-1 reverse transcriptase as well.

References PubMed ID::http://www.ncbi.nlm.nih.gov/pubmed/1891440

Cas No.

142217-69-4

Purity

≥97%

Formula

C12H15N5O3

Formula Wt.

277.28

Chemical Name

2-amino-9-[(1S,3R,4S)-4-hydroxy-3-(hydroxymethyl)-2-methylidenecyclopentyl]-3H-purin-6-one

IUPAC Name

2-amino-9-[(1S,3R,4S)-4-hydroxy-3-(hydroxymethyl)-2-methylidenecyclopentyl]-3H-purin-6-one

Melting Point

230-240C

Solubility

Water (2-3 mg/ml)DMSOMethanol

Appearance

White to off white powder

Yurdaydin C. Entecavir: a step forward in combating hepatitis B disease. Expert Opin Pharmacother. 2008 Dec;9(17):3095-109. PMID: 19006481.

Cheng PN, Chang TT. Entecavir: a potent antiviral with minimal long-term resistance in nucleoside-naive chronic hepatitis B patients. Expert Rev Anti Infect Ther. 2008 Oct;6(5):569-79. PMID: 18847396.

Domaoal RA, McMahon M, Thio CL, et al. Pre-steady-state kinetic studies establish entecavir 5-triphosphate as a substrate for HIV-1 reverse transcriptase. J Biol Chem. 2008 Feb 29;283(9):5452-9. PMID: 17962184.

Langley DR, Walsh AW, Baldick CJ, et al. Inhibition of hepatitis B virus polymerase by entecavir. J Virol. 2007 Apr;81(8):3992-4001. PMID: 17267485.

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