Introduction：Basic information about CAS 209216-23-9|Entecavir monohydrate, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Entecavir monohydrate |
|---|
| CAS Number | 209216-23-9 | Molecular Weight | 295.294 |
|---|
| Density | 1.81 | Boiling Point | 661.4ºC at 760 mmHg |
|---|
| Molecular Formula | C12H17N5O4 | Melting Point | 259 °C(dec.) |
|---|
| MSDS | / | Flash Point | / |
|---|
Names
| Name | entecavir hydrate |
|---|
| Synonym | More Synonyms |
|---|
Entecavir monohydrate BiologicalActivity
| Description | Entecavir monohydrate (SQ 34676; BMS 200475) is a potent and selective inhibitor of HBV, with an EC50 of 3.75 nM in HepG2 cell. |
|---|
| Related Catalog | Signaling Pathways >>Anti-infection >>HBVResearch Areas >>Infection |
|---|
| Target | EC50：3.75 nM (anti-HBV, HepG2 cell)[1] |
|---|
| In Vitro | BMS-200475 has a EC50 of 3.75 nM against HBV. It is incorporated into the protein primer of HBV and subsequently inhibits the priming step of the reverse transcriptase. The antiviral activity of BMS-200475 is significantly less against the other RNA and DNA viruses[1]. Entecavir is more readily phosphorylated to its active metabolites than other deoxyguanosine analogs (penciclovir, ganciclovir, lobucavir, and aciclovir) or lamivudine. The intracellular half-life of entecavir is 15 h[2]. |
|---|
| In Vivo | Daily oral treatment with BMS-200475 at doses ranging from 0.02 to 0.5 mg/kg of body weight for 1 to 3 months effectively reduces the level of woodchuck hepatitis virus (WHV) viremia in chronically infected woodchucks[3]. |
|---|
| Cell Assay | BMS 200475 is prepared in phosphate-buffered saline (PBS) and diluted with appropriate medium containing 2% fetal bovine serum. HepG2 2.2.15 cells are plated at a density of 5×105 cells per well on 12-well Biocoat collagen-coated plates and are maintained in a confluent state for 2 to 3 days before being overlaid with 1 mL of medium spiked with BMS 200475. Quantification of HBV was performed on day 10[1]. |
|---|
| References | [1]. Innaimo SF, et al. Identification of?BMS-200475?as a potent and selective inhibitor of hepatitis B virus. Antimicrob Agents Chemother. 1997 Jul;41(7):1444-8. [2]. Rivkin A, et al. A review of entecavir in the treatment of chronic hepatitis B infection. Curr Med Res Opin.?2005 Nov;21(11):1845-56. [3]. Genovesi EV, et al. Efficacy of the carbocyclic 2'-deoxyguanosine nucleoside?BMS-200475?in the woodchuck model of hepatitis B virus infection. Antimicrob Agents Chemother.?1998 Dec;42(12):3209-17. |
|---|
Chemical & Physical Properties
| Density | 1.81 |
|---|
| Boiling Point | 661.4ºC at 760 mmHg |
|---|
| Melting Point | 259 °C(dec.) |
|---|
| Molecular Formula | C12H17N5O4 |
|---|
| Molecular Weight | 295.294 |
|---|
| Exact Mass | 295.128052 |
|---|
| PSA | 139.28000 |
|---|
| Vapour Pressure | 2.15E-18mmHg at 25°C |
|---|
| InChIKey | YXPVEXCTPGULBZ-WQYNNSOESA-N |
|---|
| SMILES | C=C1C(CO)C(O)CC1n1cnc2c(=O)[nH]c(N)nc21.O |
|---|
| Storage condition | 2-8°C |
|---|
Safety Information
| Hazard Codes | Xi |
|---|
| Safety Phrases | S24/25 |
|---|
| RIDADR | NONH for all modes of transport |
|---|
| WGK Germany | 3 |
|---|
| HS Code | 2933990090 |
|---|
Customs
| HS Code | 2933990090 |
|---|
| Summary | 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
|---|
Synonyms
| Entecavirhydrate |
| 2-Amino-9-[(1S,3R,4S)-4-hydroxy-3-(hydroxymethyl)-2-methylidencyclopentyl]-1,9-dihydro-6H-purin-6-onhydrat |
| 2-amino-9-[(1S,3R,4S)-4-hydroxy-3-(hydroxymethyl)-2-methylidenecyclopentyl]-1,9-dihydro-6H-purin-6-one hydrate |
| Entecavir hydrate |
| 2-amino-9-[(1S,3R,4S)-4-hydroxy-3-(hydroxyméthyl)-2-méthylidènecyclopentyl]-1,9-dihydro-6H-purin-6-one hydrate |
| 6H-Purin-6-one, 2-amino-1,9-dihydro-9-[(1S,3R,4S)-4-hydroxy-3-(hydroxymethyl)-2-methylenecyclopentyl]-, hydrate (1:1) |
| entecavir |
| Entecavir Monohydrate IsoMers |
| 2-Amino-9-[(1S,3R,4S)-4-hydroxy-3-(hydroxymethyl)-2-methylenecyclopentyl]-1,9-dihydro-6H-purin-6-one hydrate (1:1) |
| BMS 200475-01 |
| 2-Amino-1,9-dihydro-9-[(1S,3R,4S)-4-hydroxy-3-(hydroxymethyl)-2-methylenecyclopentyl]-6H-purin-6-one Monohydrate |
| 9-[(1S,3R,4S)-4-Hydroxy-3-(hydroxymethyl)-2-methylenecyclopentyl]guanine Monohydrate |
| Entecavir (monohydrate) |
| Entecavir monohydrate |
| 2-Amino-9-[(1S,3R,4S)-4-hydroxy-3-(hydroxymethyl)-2-methylenecyclopentyl]-1,9-dihydro-6H-purin-6-one hydrate |
| 6H-purin-6-one, 2-amino-1,9-dihydro-9-[(1S,3R,4S)-4-hydroxy-3-(hydroxymethyl)-2-methylenecyclopentyl]-, monohydrate |
| 9-[(1S,3R,4S)-4-hydroxy-3-(hydroxymethyl)-2-methylenecyclopentyl]-guanine Monohydrate |
| 6H-Purin-6-one, 2-amino-1,9-dihydro-9-((1S,3R,4S)-4-hydroxy-3-(hydroxymethyl)-2-methylenecyclopentyl)-, monohydrate |
