ABC01381ZX

Tenofovir alafenamide Impurity 1 (Crude)

Tenofovir alafenamide Impurity 1 (Crude) is a synthetically derived byproduct arising during the alkylation step of tenofovir alafenamide production. It retains the core phosphonate ester motif of the parent drug but features an unreacted amino group at the terminal aliphatic chain, lacking the amide linkage critical for prodrug activation. The molecule exhibits a zwitterionic character due to its amidine and phosphate ester functionalities, with reduced hydrophobicity compared to the parent compound. This impurity serves as a reference standard for HPLC-based quantification of process-related alkylation inefficiencies in API batches.

On Request
Molecular Formula C15H25N6O5P
Molecular Weight 400.3700
CAS Number 851456-00-3 โœ“ Verified
Purity N/A
Product Type API Impurity
Parent Drug Tenofovir
Lead Time On Request
IUPAC Name [(2R)-1-(6-aminopurin-9-yl)propan-2-yl]oxymethyl-N-[(2S)-1-oxo-1-propan-2-yloxypropan-2-yl]phosphonamidic acid

๐Ÿ“ Synonyms

851456-00-3 X6N6W25UXQ P-((((R)-1-(6-Amino-9H-purin-9-yl)propan-2-yl)oxy)methyl)-N-((S)-1-isopropoxy-1-oxopropan-2-yl)phosphonamidic acid UNII-X6N6W25UXQ L-Alanine, N-((((1R)-2-(6-amino-9H-purin-9-yl)-1-methylethoxy)methyl)hydroxyphosphinyl)-, 1-methylethyl ester N-((((1R)-2-(6-Amino-9H-purin-9-yl)-1-methylethoxy)methyl)hydroxyphosphinyl)-L-alanine 1-methylethyl ester Desphenyl Tenofovir Alafenamide Tenofovir Impurity 231 Tenofovir Disoproxil Impurity A SCHEMBL18378809

๐Ÿ”ฌ Chemical Identifiers

C[C@H](CN1C=NC2=C(N=CN=C21)N)OCP(=O)(N[C@@H](C)C(=O)OC(C)C)O
InChI=1S/C15H25N6O5P/c1-9(2)26-15(22)11(4)20-27(23,24)8-25-10(3)5-21-7-19-12-13(16)17-6-18-14(12)21/h6-7,9-11H,5,8H2,1-4H3,(H2,16,17,18)(H2,20,23,24)/t10-,11+/m1/s1
BOVSGPQGGHVIEX-MNOVXSKESA-N

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