Polycyclic n-Hetero Compounds. XVIII. Synthesis of the 11,13,15-Triazasteroidal Skeleton with an Oxygen Function at C-17

Takashi Hirota, Kimiko Katsuta, Keiko Kawanishi, Tetsuto Namba, Kenji Sasaki, Shōhei Hayakawa

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

N-(5,6-Dihydro-4-benzo[h]quinazolinyl)amino acids (III and VII) were synthesized by condensation of 4-chloro-5,6-dihydrobenzo[h]quinazoline (II) with several amino acids and were cyclized to 4,5-dihydrobenz[h]imidazo[1,2-c]quinazoline derivatives, i.e.,11,13,15-triazasteroidal compounds (IV, V, VI, VIII, and IX) using phosphoryl chloride or acetic anhydride. An oxygen function could be introduced at C-l of 4,5-dihydrobenz[h]imidazo[l,2-c]quinazoline, i.e., C-17 of the 11,13,15-triazasteroidal compounds.

Original languageEnglish
Pages (from-to)30-36
Number of pages7
JournalChemical and Pharmaceutical Bulletin
Volume33
Issue number1
DOIs
Publication statusPublished - Jan 1 1985

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Keywords

  • N-(4-benzo[h]quinazolinyl)amino acid
  • acetic anhydride
  • amino acid
  • benz[h]imidazol[1,2-c]quinazoline
  • cyclization acetylation
  • phosphoryl chloride

ASJC Scopus subject areas

  • Chemistry(all)
  • Drug Discovery

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