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.
| 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 |
| Store Temp | Ambient |
|---|---|
| Ship Temp | Ambient |
| MSDS | E5576 MSDS PDF |
|---|---|
| Info Sheet | E5576 Info Sheet PDF |
| Brochures | Antivirals Booklet |
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.
