RU2345983C2 - Гетероциклические соединения и способы применения - Google Patents
Гетероциклические соединения и способы применения Download PDFInfo
- Publication number
- RU2345983C2 RU2345983C2 RU2004119037/04A RU2004119037A RU2345983C2 RU 2345983 C2 RU2345983 C2 RU 2345983C2 RU 2004119037/04 A RU2004119037/04 A RU 2004119037/04A RU 2004119037 A RU2004119037 A RU 2004119037A RU 2345983 C2 RU2345983 C2 RU 2345983C2
- Authority
- RU
- Russia
- Prior art keywords
- carboxylic acid
- benzenesulfonyl
- pyrrolidine
- methyl
- dihydro
- Prior art date
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- 238000000034 method Methods 0.000 title claims abstract description 40
- 150000002391 heterocyclic compounds Chemical class 0.000 title description 4
- 150000001875 compounds Chemical class 0.000 claims abstract description 112
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 36
- 229910052717 sulfur Inorganic materials 0.000 claims abstract description 35
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 28
- 150000002367 halogens Chemical class 0.000 claims abstract description 28
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 21
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 11
- 125000004433 nitrogen atom Chemical group N* 0.000 claims abstract description 9
- 230000001404 mediated effect Effects 0.000 claims abstract description 7
- 230000000694 effects Effects 0.000 claims abstract description 5
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims abstract 2
- -1 chloro, n-propyl Chemical group 0.000 claims description 82
- 229910052739 hydrogen Inorganic materials 0.000 claims description 69
- 239000001257 hydrogen Substances 0.000 claims description 69
- 239000000203 mixture Substances 0.000 claims description 49
- 230000003287 optical effect Effects 0.000 claims description 49
- 150000003839 salts Chemical class 0.000 claims description 49
- 125000000217 alkyl group Chemical group 0.000 claims description 37
- 150000002431 hydrogen Chemical group 0.000 claims description 37
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 29
- 125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 claims description 16
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- 239000008103 glucose Substances 0.000 claims description 6
- 238000002360 preparation method Methods 0.000 claims description 6
- 208000001072 type 2 diabetes mellitus Diseases 0.000 claims description 6
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- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 5
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims description 4
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- IADUEWIQBXOCDZ-UHFFFAOYSA-N (2S)-azetidine-2-carboxylic acid Natural products OC(=O)C1CCN1 IADUEWIQBXOCDZ-UHFFFAOYSA-N 0.000 claims description 3
- IADUEWIQBXOCDZ-VKHMYHEASA-N Azetidine-2-carboxylic acid Natural products OC(=O)[C@@H]1CCN1 IADUEWIQBXOCDZ-VKHMYHEASA-N 0.000 claims description 3
- 206010022489 Insulin Resistance Diseases 0.000 claims description 3
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- 239000003814 drug Substances 0.000 claims description 3
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 3
- 201000001421 hyperglycemia Diseases 0.000 claims description 3
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Classifications
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| Application Number | Priority Date | Filing Date | Title |
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| US33198601P | 2001-11-21 | 2001-11-21 | |
| US60/331,986 | 2001-11-21 | ||
| US39690602P | 2002-07-18 | 2002-07-18 | |
| US60/396,906 | 2002-07-18 |
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| RU2004119037A RU2004119037A (ru) | 2006-01-10 |
| RU2345983C2 true RU2345983C2 (ru) | 2009-02-10 |
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| JP (2) | JP4171700B2 (https=) |
| KR (1) | KR100607019B1 (https=) |
| CN (2) | CN100429201C (https=) |
| AR (1) | AR037655A1 (https=) |
| AT (1) | ATE370931T1 (https=) |
| AU (1) | AU2002352073B8 (https=) |
| BR (1) | BR0214305A (https=) |
| CA (1) | CA2463154C (https=) |
| CO (1) | CO5590897A2 (https=) |
| DE (1) | DE60222006T2 (https=) |
| DK (1) | DK1448523T3 (https=) |
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| PE (1) | PE20030565A1 (https=) |
| PL (1) | PL368637A1 (https=) |
| PT (1) | PT1448523E (https=) |
| RU (1) | RU2345983C2 (https=) |
| SI (1) | SI1448523T1 (https=) |
| TW (1) | TW200303742A (https=) |
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