A novel class of inhibitors for human and rat steroid 5alpha-reductases: synthesis and biological evaluation of indoline and aniline derivatives. III
While searching for novel nonsteroidal inhibitors of human and rat prostatic 5alpha-reductases, we found a new series of indoline and aniline derivatives that showed potent inhibitory activities for both enzymes. Among them, 3-chloro-4-¿[1-(4-phenoxybenzyl)indolin-5-yl]oxylbenzoic acid (2e, YM-36117...
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| Veröffentlicht in: | Chemical & pharmaceutical bulletin 2000, Vol.48 (11), p.1689-1697 |
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| container_issue | 11 |
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| container_title | Chemical & pharmaceutical bulletin |
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| creator | Igarashi, S Inami, H Hara, H Koutoku, H Oritani, H Mase, T |
| description | While searching for novel nonsteroidal inhibitors of human and rat prostatic 5alpha-reductases, we found a new series of indoline and aniline derivatives that showed potent inhibitory activities for both enzymes. Among them, 3-chloro-4-¿[1-(4-phenoxybenzyl)indolin-5-yl]oxylbenzoic acid (2e, YM-36117) showed a more potent inhibitory activity for the human enzyme than ONO-3805 with an IC50 value of 5.3 nM and a reduced rat prostatic dihydrotestosterone (DHT) concentration by oral administration. The synthesis and the structure-activity relationships of these indoline and aniline derivatives are presented. |
| doi_str_mv | 10.1248/cpb.48.1689 |
| format | Article |
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| ispartof | Chemical & pharmaceutical bulletin, 2000, Vol.48 (11), p.1689-1697 |
| issn | 0009-2363 1347-5223 |
| language | eng |
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| source | J-STAGE (Free - Japanese); MEDLINE; Free Full-Text Journals in Chemistry; EZB Electronic Journals Library |
| subjects | 5-alpha Reductase Inhibitors Aniline Compounds - chemical synthesis Aniline Compounds - pharmacology Animals Chemical Phenomena Chemistry, Physical Enzyme Inhibitors - chemical synthesis Enzyme Inhibitors - pharmacology Humans Indoles - chemical synthesis Indoles - pharmacology Male Prostate - drug effects Prostate - enzymology Rats Rats, Sprague-Dawley Rats, Wistar |
| title | A novel class of inhibitors for human and rat steroid 5alpha-reductases: synthesis and biological evaluation of indoline and aniline derivatives. III |
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