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SML3219

Sigma-Aldrich

Tenofovir alafenamide

≥98% (HPLC)

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Synonym(s):
9-[(R)-2-[[(S)-[[(S)-1-(Isopropoxycarbonyl)ethyl]amino]phenoxyphosphinyl]-methoxy]-propyl]adenine, GS 7340, GS-7340, GS7340, TAF
Empirical Formula (Hill Notation):
C21H29N6O5P
CAS Number:
Molecular Weight:
476.47
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

SMILES string

CC(OC([C@@H](N[P@](CO[C@@H](CN1C2=NC=NC(N)=C2N=C1)C)(OC3=CC=CC=C3)=O)C)=O)C

InChI

1S/C21H29N6O5P/c1-14(2)31-21(28)16(4)26-33(29,32-17-8-6-5-7-9-17)13-30-15(3)10-27-12-25-18-19(22)23-11-24-20(18)27/h5-9,11-12,14-16H,10,13H2,1-4H3,(H,26,29)(H2,22,23,24)/t15-,16+,33+/m1/s1

InChI key

LDEKQSIMHVQZJK-CAQYMETFSA-N

Biochem/physiol Actions

Tenofovir alafenamide (TAF; GS-7340) is an isopropylalaninyl phenyl ester prodrug of the nucleotide analog reverse transcriptase inhibitor (nRTI) tenofovir (TFV) against human immunodeficiency virus (HIV) and hepatitis B virus (HBV). GS-7340 more efficiently delivers TFV into lymphoid cells and tissues than tenofovir disoproxil fumarate (TDF), resulting in greater antiviral efficacy against HIV.

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Classifications

Eye Dam. 1

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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