ABC01386SY

S-Isomer Tenofovir

S-Isomer Tenofovir is the enantiomerically pure S-configured analog of the antiretroviral nucleotide reverse transcriptase inhibitor Tenofovir. It features a cyclopropylmethyl phosphonate moiety linked to a 9-(2-phosphonylmethoxyethyl)adenine scaffold, with the chiral center at the phosphonate carbon exhibiting S-stereochemistry. This structural inversion differentiates it from the pharmacologically active R-isomer, rendering it inert to metabolic activation pathways. The compound serves as a critical chiral reference standard for enantiomeric purity analysis in high-performance liquid chromatography (HPLC) of Tenofovir drug substances.

On Request
Molecular Formula C9H14N5O4P
Molecular Weight 287.2100
CAS Number 147127-19-3 ✓ Verified
PubChem CID 122767 ↗
Purity N/A
Product Type API Impurity
Parent Drug Tenofovir
Lead Time On Request
IUPAC Name [(2S)-1-(6-aminopurin-9-yl)propan-2-yl]oxymethylphosphonic acid
Official Reference Standards
Std Catalog # Quantity Price
USP 1A14130 ↗ 25 mg USD 975.00

📝 Synonyms

(S)-PMPA RefChem:1051210 147127-19-3 (S)-Tenofovir (S)-(((1-(6-Amino-9H-purin-9-yl)propan-2-yl)oxy)methyl)phosphonic acid MFCD21604708 [(2S)-1-(6-aminopurin-9-yl)propan-2-yl]oxymethylphosphonic acid ({[(2S)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy}methyl)phosphonic acid (S)-9-(2-Phosphonylmethoxypropyl)adenine Phosphonic acid, P-[[(1S)-2-(6-amino-9H-purin-9-yl)-1-methylethoxy]methyl]-

🔬 Chemical Identifiers

C[C@@H](CN1C=NC2=C(N=CN=C21)N)OCP(=O)(O)O
InChI=1S/C9H14N5O4P/c1-6(18-5-19(15,16)17)2-14-4-13-7-8(10)11-3-12-9(7)14/h3-4,6H,2,5H2,1H3,(H2,10,11,12)(H2,15,16,17)/t6-/m0/s1
SGOIRFVFHAKUTI-LURJTMIESA-N

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