Preparation of Chemicals and Bulk Drug Substances for the U.S. Army Drug Development Program.

Abstract

A broad spectrum of chemical compounds for U. S. Army Drug Development Program were synthesized during this period. Seventeen candidate drugs were delivered. New synthetic methods were designed for four products transmitted to WRAIR. The purity of all target compounds and intermediates was rigorously checked by a series of physical and chemical tests. Methods have been developed for compounds not previously recorded in the chemical literature. The cost for raw materials and labor were kept under strict control by minimizing the turn-around-time for each requested material. The following target compounds have been synthesized during this period: 1 (2H)-acridinone, 7-chloro-3,4-dihydro-3-(2,dichlorophenyl)-; 1,9 (2H,10H)-acridinedione, 7-chloro-3-(2,dichlorophenyl)-3,4-dihydro-; 1 (2H)-acridinone, 7-chloro-3,4-dihydro-3-(2,4-dichlorophenyl)-; product(s) obtained on condensation of 6-aminopiperonal with 6-cyano-2,5-dihydroxy-7-methylindolizine; product(s) obtained by reacting EtMgBr with 7-chloro-3-(2,4-dichlorophenyl)-1(2H)-acridinone; product(s) obtained on condensation of 6-aminopiperonal with 2,5-dihydroxy-7-methyl-6-cyanoindolizine; (S)-15-chloro-7-ethyl-7-hydroxy-10H-1,3-dioxolo4,5-Gpyrano3' ,4': 6,7indolizino-1,2-Bquinoline-8,11-(7H,13H)-dione Syn.: 9-chloro-10,11-(methylenedioxy)-20(S)-camptothecin; (S)-7-Ethyl-7-hydroxy-10H-2,2-difluoro-1,3-dioxolo4,5-G)PYRANO3' ,4': 6,7)-INDOLIZINO1,2-B)QUINOLINE-8,11-(7H,13H)-dione Syn.: 10,11-(difluoromethylenedioxy)-20(S)-camptothecin; butyric acid, 4-(4-chlorophenyl) -4(R)-10 (BETA)-DIHYDROARTEMISININOXY-; artemisinin; dihydroartemisinin; artelinic acid, methyl ester; artelinic acid.

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Document Details

Document Type
Technical Report
Publication Date
Dec 01, 1997
Accession Number
ADB232976

Entities

People

  • Jaroslav F. Novotny

Tags

DTIC Thesaurus Topics

  • Acids
  • Alcohols
  • Butyric Acids
  • Chemical Compounds
  • Chemical Synthesis
  • Chemistry
  • Hydroxides
  • Materials
  • Organic Chemistry
  • Peroxides
  • Plastic Explosives
  • Sodium Compounds

Fields of Study

  • Chemistry

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