(Benzo[4, 5]cyclohepta[l, 2-b]thiophen-4-ylidene)acetic Acids: Novel Non-ulcerogenic Antiinflammatory Agents
✍ Scribed by Pietro Bollinger; Philip Cooper; Hans U. Gubler; Albert Leutwiler; Trevor Payne
- Book ID
- 102858274
- Publisher
- John Wiley and Sons
- Year
- 1990
- Tongue
- German
- Weight
- 512 KB
- Volume
- 73
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
Compound (Z)-8a has been found to display interesting antiinflammatory activity. In order to prepare derivatives with a wide variety of substituents in the aromatic part of the molecule, a new synthesis of the key intermediates 9a-g was developed starting from thiophene-3-carboxylic acid (11) and substituted benzyl bromides. The conversion of 9a-g to 1Oa-g follows a known procedure. Ketones 10a-g, on reaction with alkyl (dialkoxyphosphoryl)acetate, followed by isomer separation and alkaline ester hydrolysis, yielded the desired derivatives (Z)-8a-g and (E3-8a-g. The biologically most interesting compound (Z)-8a is currently undergoing clinical trials.