Design and Synthesis of Some Novel 2,3,4,5-Tetrahydro-1H-pyrido[4,3-b]indoles as Potential c-Met Inhibitors
✍ Scribed by Lianbao Ye; Yuanxin Tian; Zhonghuang Li; Jiajie Zhang; Shuguang Wu
- Publisher
- John Wiley and Sons
- Year
- 2012
- Tongue
- German
- Weight
- 182 KB
- Volume
- 95
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
Abstract
Since deregulation of the tyrosine‐kinase receptor c‐Met is implicated in several human cancers and is an attractive target for small‐molecule‐drug discovery, we report herein the synthesis of 2,3,4,5‐tetrahydro‐8‐[1‐(quinolin‐6‐ylmethyl)‐1__H__‐1,2,3‐triazolo[4,5‐b]pyrazin‐6‐yl]‐1__H__‐pyrido[4,3‐b]indoles 4a–4c and 2,3,4,5‐tetrahydro‐8‐[3‐(quinolin‐6‐ylmethyl)‐1,2,4‐triazolo[4,3‐b]pyridazin‐6‐yl]‐1__H__‐pyrido[4,3‐b]indoles 5a–5c. These indole derivatives demonstrated inhibition of c‐Met kinase activity. Concurrently, five key intermediates were synthesized. These compounds could be prepared in good yields.
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Eingegangen am 31. Oktober 1986 Pyrano[ 3,4-blindolones 3a-d are available from a-ethoxyalyllactones la, c and disubstituted hydrazines 2a, b without isolation of intermediates. In a two-phase system, however, the intermediate hydrazones 4a, c can be isolated. Conversion of 3a-d into P-carbolines wa
## Abstract For Abstract see ChemInform Abstract in Full Text.
## Abstract The synthesis of the title compounds 5__H__, 11__H__‐pyrido[2′,3′:2,3]thiopyrano[4,3‐__b__]indoles was accomplished by the Fischer indole cyclization of some 2,3‐dihydrothiopyrano[2,3‐__b__]pyridin‐4(4__H__)‐one phenylhydrazones and 7‐methyl‐2,3‐dihydrothiopyrano[2,3‐__b__]pyridin‐4(4__