SAR studies of capsazepinoid bronchodilators 3: The thiourea part (coupling region) and the 2-(4-chlorophenyl)ethyl moiety (C-region).
Author
Summary, in English
Certain derivatives and analogues of capsazepine are potent in vitro inhibitors of bronchoconstriction in human small airways. During an investigation of the dependency of the potency on the structural features of the capsazepinoids in the thiourea moiety (coupling region) and the 2-(4-chlorophenyl)ethyl moiety (C-region), it was revealed that capsazepinoids with a thiourea or an amide link between the B-ring and the C-region in general have a good bronchorelaxing activity, while urea is a less attractive choice. Further, it was shown that 1,2,3,4-tetrahydroisoquinolines with a 2-(phenyl)ethyl derivative as the C-region are considerably more potent than those with an octyl group, while 2,3,4,5-tetrahydro-1H-2-benzazepines were found to be more insensitive to the nature of the C-region.
Department/s
Publishing year
2008
Language
English
Pages
2529-2540
Publication/Series
Bioorganic & Medicinal Chemistry
Volume
16
Issue
5
Document type
Journal article
Publisher
Elsevier
Topic
- Organic Chemistry
Keywords
- Bronchodilator
- SAR
- 2-(Phenyl)ethyl
- C-region
- Thiourea
- Capsazepine
- Coupling region
- Small human airways
- Asthma
- COPD
Status
Published
ISBN/ISSN/Other
- ISSN: 0968-0896