Large-Scale Synthesis and Formulation of GMP-Grade Stampidine, a New Anti-HIV Agent

Summary

The arylphosphoramidate derivative of stavudine (STV, d4T, 2',3'-didehydro-3'-deoxythymidine, CAS 3056-17-5), stampidine (STAMP, DDE-113, HI-113, N-[p-(4-bromophenyl)-2',3'-didehydro-3'-deoxy-5'-thymidylyl]-L-alanine methyl ester, CAS 217178-62-6), is a novel anti-HIV agent. STAMP was prepared under current Good Manufacturing Practice (cGMP) conditions on the scale of kilograms. Solid STAMP was subsequently formulated as a capsule under GMP conditions for oral administration.

Zusammenfassung

Synthese und Formulierung von Stampidin, einem neuen Anti-HIV-Wirkstoff, im großen Maßstab und in GMP-Qualität

Stampidin (STAMP, DDE-113, HI-113, N-[p-(4-Bromphenyl)-2',3'-didehydro-3'-deoxy-5'-thymidylyl]-L-alanin-methylester, CAS 217178-62-6) ist ein Arylphosphat-Derivat von Stavudin (STV, d4T, 2',3'-Didehydro-3'-deoxythymidin, CAS 3056-17-5), das als neuer Anti-HIV-Wirkstoff entwickelt wird. Kilogramm-Mengen von STAMP wurden entspechend den GMP-Bedingungen hergestellt, ebenso wurde festes STAMP in Kapseln für die orale Verabreichug formuliert.

Key words

Anti-HIV agents - Antiretroviral therapy - N-[p-(4-Bromophenyl)-2',3'-didehydro-3'-deoxy-5'-thymidylyl]-L-alanine methyl ester - CAS 3056-17-5 - CAS 217178-62-6 - DDE-113 - HI-113 - Stampidine, formulation, GMP, synthesis - Stavudine