Introduction：Basic information about CAS 379270-37-8|Tenofovir alafenamide, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Tenofovir alafenamide |
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| CAS Number | 379270-37-8 | Molecular Weight | 476.466 |
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| Density | 1.39±0.1 g/cm3 | Boiling Point | 640.4±65.0 °C at 760 mmHg |
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| Molecular Formula | C21H29N6O5P | Melting Point | / |
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| MSDS | / | Flash Point | 341.1±34.3 °C |
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Names
| Name | propan-2-yl (2S)-2-[[[(2R)-1-(6-aminopurin-9-yl)propan-2-yl]oxymethyl-phenoxyphosphoryl]amino]propanoate |
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| Synonym | More Synonyms |
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Tenofovir alafenamide BiologicalActivity
| Description | Tenofovir alafenamide (GS-7340) 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 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 hemifumarate 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]. Babusis D, et al. Mechanism for effective lymphoid cell and tissue loading following oral administration of nucleotide prodrug GS-7340. Mol Pharm. 2013 Feb 4;10(2):459-66. [2]. Ruane PJ, et al. Antiviral activity, safety, and pharmacokinetics/pharmacodynamics of tenofovir alafenamide as 10-day monotherapy in HIV-1-positive adults. J Acquir Immune Defic Syndr. 2013 Aug 1;63(4):449-55. |
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Chemical & Physical Properties
| Density | 1.39±0.1 g/cm3 |
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| Boiling Point | 640.4±65.0 °C at 760 mmHg |
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| Molecular Formula | C21H29N6O5P |
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| Molecular Weight | 476.466 |
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| Flash Point | 341.1±34.3 °C |
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| Exact Mass | 476.193695 |
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| PSA | 153.29000 |
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| LogP | 2.20 |
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| Vapour Pressure | 0.0±1.9 mmHg at 25°C |
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| Index of Refraction | 1.630 |
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| InChIKey | LDEKQSIMHVQZJK-UHFFFAOYSA-N |
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| SMILES | CC(C)OC(=O)C(C)NP(=O)(COC(C)Cn1cnc2c(N)ncnc21)Oc1ccccc1 |
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| Water Solubility | Practically insoluble (0.04 g/L) (25 ºC) |
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Safety Information
Synonyms
| Isopropyl N-[(S)-({[(2R)-1-(6-amino-9H-purin-9-yl)-2-propanyl]oxy}methyl)(phenoxy)phosphoryl]-L-alaninate |
| GS7340 |
| Sp-Tenofovir-phosphonamidate,phenyl,L-alanine isopropyl ester |
| L-Alanine, N-[(S)-[(1S)-[(1R)-2-(6-amino-9H-purin-9-yl)-1-methylethoxy]methyl]phenoxyphosphinyl]-, 1-methylethyl ester |
| Tenofovir alafenamide |
| GS-7340 |
