ABC00126RD

Abacavir enantiomer

Abacavir enantiomer (CAS 136470-79-6) is the non-pharmacologically active stereoisomer of the antiretroviral drug Abacavir, differing in configuration at the chiral center of the cyclopropylmethyl substituent. It retains the core 1,3,6-triazine ring fused to a pyrimidine moiety, with a (S)-configured cyclopropylmethyl group instead of the parent drugโ€™s (R)-configuration. This structural inversion disrupts optimal binding to HIV reverse transcriptase. Synthesized as a byproduct during enantioselective resolution processes, it serves as a critical HPLC reference standard for enantiomeric purity analysis in Abacavir API manufacturing.

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Molecular Formula C14H18N6O
Molecular Weight 286.3300
CAS Number 136470-79-6 โš  Unverified
PubChem CID 469584 โ†—
Purity N/A
Product Type API Impurity
Parent Drug Abacavir
Lead Time On Request
IUPAC Name [(1R,4S)-4-[2-amino-6-(cyclopropylamino)purin-9-yl]cyclopent-2-en-1-yl]methanol

๐Ÿ“ Synonyms

Epzicom DTXSID20332855 Abacavir; lamivudine Abacavir and lamivudine RefChem:921079 ABC/3TC Abacavir Sulfate/Lamivudine Abacavir Sulfate; LAmivudine DTXCID10283948 Abacavir/Lamivudine

๐Ÿ”ฌ Chemical Identifiers

C1CC1NC2=C3C(=NC(=N2)N)N(C=N3)[C@H]4C[C@H](C=C4)CO
InChI=1S/C14H18N6O/c15-14-18-12(17-9-2-3-9)11-13(19-14)20(7-16-11)10-4-1-8(5-10)6-21/h1,4,7-10,21H,2-3,5-6H2,(H3,15,17,18,19)/t8-,10+/m0/s1
MCGSCOLBFJQGHM-WCBMZHEXSA-N

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