CAS 379270-38-9|GS-7340 (fumarate)

Introduction：Basic information about CAS 379270-38-9|GS-7340 (fumarate), including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. GS-7340 (fumarate) BiologicalActivity
3. Chemical & Physical Properties
4. Synonyms

Common Name	GS-7340 (fumarate)
CAS Number	379270-38-9	Molecular Weight	592.538
Density	/	Boiling Point	/
Molecular Formula	C₂₅H₃₃N₆O₉P	Melting Point	/
MSDS	/	Flash Point	/

Names

Name	Tenofovir alafenamide fumarate
Synonym	More Synonyms

GS-7340 (fumarate) BiologicalActivity

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	Signaling Pathways >>Anti-infection >>HIVSignaling Pathways >>Anti-infection >>Reverse TranscriptaseResearch Areas >>Infection
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.

Chemical & Physical Properties

Molecular Formula	C₂₅H₃₃N₆O₉P
Molecular Weight	592.538
Exact Mass	592.204651
PSA	227.89000
LogP	3.65680
InChIKey	MEJAFWXKUKMUIR-UHFFFAOYSA-N
SMILES	CC(C)OC(=O)C(C)NP(=O)(COC(C)Cn1cnc2c(N)ncnc21)Oc1ccccc1.O=C(O)C=CC(=O)O
Storage condition	2-8℃

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)

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