Introduction：Basic information about CAS 1392275-56-7|Tenofovir Alafenamide Hemifumarate, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Tenofovir Alafenamide Hemifumarate |
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| CAS Number | 1392275-56-7 | Molecular Weight | 534.50 |
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| Density | / | Boiling Point | / |
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| Molecular Formula | C21H29N6O5P.1/2C4H4O4 | Melting Point | / |
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| MSDS | / | Flash Point | / |
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Names
| Name | Tenofovir Alafenamide Hemifumarate |
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| Synonym | More Synonyms |
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Tenofovir Alafenamide Hemifumarate BiologicalActivity
| Description | Tenofovir alafenamide hemifumarate (GS-7340 hemifumarate) is an investigational oral prodrug of Tenofovir. Tenofovir is a HIV-1 nucleotide reverse transcriptase inhibitor. |
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| Related Catalog | Signaling Pathways >>Anti-infection >>HIVSignaling Pathways >>Anti-infection >>Reverse TranscriptaseResearch Areas >>Infection |
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| Target | HIV-1, NRTIs[1] |
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| In Vitro | Tenofovir alafenamide (GS-7340) antiviral activities are similar across all cell types, ranging from 5 to 7 nM, while the CC50 varies from 4.7 to 42 μM for MT-4 and MT-2 cells, respectively. The antiviral activity of TAF is evaluated against a panel of HIV-1 and HIV-2 isolates, including HIV-1 group M subtypes A to G, as well as group N and O isolates. Overall, for the 29 primary HIV-1 isolates tested in PBMCs, TAF EC50s range from 0.1 to 12 nM, with a mean EC50 of 3.5 nM compared to a mean EC50 of 11.8 nM for AZT, which is used as an internal control. For the HIV-2 isolates, the mean EC50s are 1.8 nM for TAF and 6.4 nM for AZT[2]. |
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| In Vivo | Tenofovir alafenamide (GS-7340) is an amidate prodrug of Tenofovir with good oral bioavailability and increases plasma stability compared to Tenofovir disoproxil fumarate (TDF) [1]. |
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| References | [1]. Birkus G, et al. Intracellular Activation of Tenofovir Alafenamide and the Effect of Viral and Host Protease Inhibitors. Antimicrob Agents Chemother. 2015 Oct 26;60(1):316-22. [2]. Callebaut C, et al. In Vitro Virology Profile of Tenofovir Alafenamide, a Novel Oral Prodrug of Tenofovir with Improved Antiviral Activity Compared to That of Tenofovir Disoproxil Fumarate. Antimicrob Agents Chemother. 2015 Oct;59(10):5909-16. |
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Chemical & Physical Properties
| Molecular Formula | C21H29N6O5P.1/2C4H4O4 |
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| Molecular Weight | 534.50 |
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| PSA | 381.18000 |
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| LogP | 7.60180 |
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| InChIKey | SVUJNSGGPUCLQZ-FQQAACOVSA-N |
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| SMILES | CC(C)OC(=O)C(C)NP(=O)(COC(C)Cn1cnc2c(N)ncnc21)Oc1ccccc1.CC(C)OC(=O)C(C)NP(=O)(COC(C)Cn1cnc2c(N)ncnc21)Oc1ccccc1.O=C(O)C=CC(=O)O |
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| Storage condition | 2-8°C |
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Safety Information
Synonyms
| GS-7340-03 |
| Isopropyl N-[(S)-({[(2R)-1-(6-amino-9H-purin-9-yl)-2-propanyl]oxy}methyl)(phenoxy)phosphoryl]-L-alaninate (2E)-2-butenedioate (2:1) |
| GS-7340 Hemifumarate |
| 1-Methylethyl N-((S)-(((1R)-2-(6-amino-9H-purin-9-yl)-1-methylethoxy)methyl)phenoxyphosphinoyl)-L-alaninate,(2E)-2-butenedioate |
| Tenofovir alafenamide fumarate, 2:1 |
| L-Alanine, N-[(S)-[(1S)-[(1R)-2-(6-amino-9H-purin-9-yl)-1-methylethoxy]methyl]phenoxyphosphinyl]-, 1-methylethyl ester, (2E)-2-butenedioate (2:1) |
| L-Alanine,N-((S)-(((1R)-2-(6-amino-9H-purin-9-yl)-1-methylethoxy)methyl)phenoxyphosphinyl)-,1-methylethyl ester,(2E)-2-butenedioate (2:1) |
| Tenofovir alafenamide fumarate |
| (E)-but-2-enedioic acid,propan-2-yl (2S)-2-[[1-(6-aminopurin-9-yl)propan-2-yloxymethyl-phenoxyphosphoryl]amino]propanoate |
| enofovir Alafenamide Fumarate |
| GS-7340 (hemifumarate) |
