Synthesis of benzodioxinopyrroles as selective alpha 2-adrenoceptor antagonists

J Kitchin; A D Borthwick; A C Brodie; P C Cherry; A J Crame; A J Pipe; P A Procopiou; M A Seaman; J P Turnbull

doi:10.1016/0968-0896(95)00143-3

Synthesis of benzodioxinopyrroles as selective alpha 2-adrenoceptor antagonists

Bioorg Med Chem. 1995 Dec;3(12):1595-603. doi: 10.1016/0968-0896(95)00143-3.

Authors

J Kitchin¹, A D Borthwick, A C Brodie, P C Cherry, A J Crame, A J Pipe, P A Procopiou, M A Seaman, J P Turnbull

Affiliation

¹ Department of Medicinal Chemistry, Glaxo-Wellcome, Stevenage, Hertfordshire, UK.

PMID: 8770384
DOI: 10.1016/0968-0896(95)00143-3

Abstract

A novel series of tetrahydrobenzodioxinopyrroles has been identified as potent and selective alpha 2-adrenoceptor antagonists. Convergent syntheses have been developed that allowed the preparation of analogues and their enantiomers. A compound of particular interest is the 5-fluoro substituted analogue (fluparoxan).

MeSH terms

Adrenergic alpha-2 Receptor Antagonists*
Adrenergic alpha-Antagonists / chemical synthesis*
Adrenergic alpha-Antagonists / chemistry
Adrenergic alpha-Antagonists / pharmacology*
Animals
In Vitro Techniques
Male
Mice
Molecular Structure
Piperoxan / analogs & derivatives
Piperoxan / chemical synthesis
Piperoxan / chemistry
Piperoxan / pharmacology
Pyrroles / chemical synthesis*
Pyrroles / chemistry
Pyrroles / pharmacology*
Rats
Stereoisomerism

Substances

Adrenergic alpha-2 Receptor Antagonists
Adrenergic alpha-Antagonists
Pyrroles
Piperoxan
fluparoxan