Synthesis and biological evaluation of bioisosteric analogs of phentolamine

Seoung Soo Hong, Heesoon Lee, Duane Miller

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

The synthesis and biological evaluation of bioisosteric analogs of phentolamine is discussed. Replacement of the nitrogen with a carbon atom at the benzylic position of phentolamine shows the importance of the nitrogen atom of phentolamine for alpha-adrenergic antagonist activity; however, the ethylene analog having the Z configuration was only 15-fold less potent than phentolamine in inhibiting specific [3H]prazosin binding (alpha-1 activity) and showed considerably increased alpha-1 selectivity compared with phentolamine.

Original languageEnglish (US)
Pages (from-to)53-65
Number of pages13
JournalMedicinal Chemistry Research
Volume7
Issue number1
StatePublished - 1997

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Phentolamine
Nitrogen
Adrenergic alpha-Antagonists
Atoms
Prazosin
Carbon

All Science Journal Classification (ASJC) codes

  • Pharmacology, Toxicology and Pharmaceutics(all)
  • Organic Chemistry

Cite this

Synthesis and biological evaluation of bioisosteric analogs of phentolamine. / Hong, Seoung Soo; Lee, Heesoon; Miller, Duane.

In: Medicinal Chemistry Research, Vol. 7, No. 1, 1997, p. 53-65.

Research output: Contribution to journalArticle

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