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379270-38-9

379270-38-9 structure
379270-38-9 structure
  • Name: GS-7340 (fumarate)
  • Chemical Name: Tenofovir alafenamide fumarate
  • CAS Number: 379270-38-9
  • Molecular Formula: C25H33N6O9P
  • Molecular Weight: 592.538
  • Catalog: Signaling Pathways Anti-infection HIV
  • Create Date: 2018-09-09 17:59:02
  • Modify Date: 2025-08-25 20:05:52
  • Tenofovir alafenamide fumarate (GS-7340 fumarate) is an investigational oral prodrug of Tenofovir. Tenofovir is a HIV-1 nucleotide reverse transcriptase inhibitor.
Name Tenofovir alafenamide fumarate
Synonyms Tenofovir alafenamide fumarate, 1:1
TAF
GS-7340 fumarate
Isopropyl N-[(S)-({[(2R)-1-(6-amino-9H-purin-9-yl)-2-propanyl]oxy}methyl)(phenoxy)phosphoryl]-L-alaninate (2E)-2-butenedioate (1:1)
L-Alanine, N-[(S)-[(1S)-[(1R)-2-(6-amino-9H-purin-9-yl)-1-methylethoxy]methyl]phenoxyphosphinyl]-, 1-methylethyl ester, (2E)-2-butenedioate (1:1)
Tenofovir alafenamide fumarate1:1
GS-7340 (fumarate)
Description Tenofovir alafenamide fumarate (GS-7340 fumarate) is an investigational oral prodrug of Tenofovir. Tenofovir is a HIV-1 nucleotide reverse transcriptase inhibitor.
Related Catalog
Target

HIV-1, NRTIs[1]

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].
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].
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.
Molecular Formula C25H33N6O9P
Molecular Weight 592.538
Exact Mass 592.204651
PSA 227.89000
LogP 3.65680
Storage condition 2-8℃
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