JP2014503591A5 - - Google Patents
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- JP2014503591A5 JP2014503591A5 JP2013551334A JP2013551334A JP2014503591A5 JP 2014503591 A5 JP2014503591 A5 JP 2014503591A5 JP 2013551334 A JP2013551334 A JP 2013551334A JP 2013551334 A JP2013551334 A JP 2013551334A JP 2014503591 A5 JP2014503591 A5 JP 2014503591A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- independently
- alkoxy
- cycloalkyl
- optionally substituted
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 125000000217 alkyl group Chemical group 0.000 claims 51
- 125000003545 alkoxy group Chemical group 0.000 claims 42
- 125000001424 substituent group Chemical group 0.000 claims 30
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 26
- 229910052736 halogen Inorganic materials 0.000 claims 26
- 150000002367 halogens Chemical class 0.000 claims 26
- 150000001875 compounds Chemical class 0.000 claims 21
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 18
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 17
- 125000004093 cyano group Chemical group *C#N 0.000 claims 17
- 125000000000 cycloalkoxy group Chemical group 0.000 claims 12
- 229910052739 hydrogen Inorganic materials 0.000 claims 11
- 239000001257 hydrogen Substances 0.000 claims 11
- 239000000203 mixture Substances 0.000 claims 10
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 9
- 125000003302 alkenyloxy group Chemical group 0.000 claims 8
- 125000000304 alkynyl group Chemical group 0.000 claims 8
- 150000002431 hydrogen Chemical class 0.000 claims 8
- 125000005133 alkynyloxy group Chemical group 0.000 claims 7
- 229910052799 carbon Inorganic materials 0.000 claims 7
- 125000001072 heteroaryl group Chemical group 0.000 claims 7
- 125000000623 heterocyclic group Chemical group 0.000 claims 7
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 5
- 125000004043 oxo group Chemical group O=* 0.000 claims 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 3
- 125000003342 alkenyl group Chemical group 0.000 claims 3
- 229910052757 nitrogen Inorganic materials 0.000 claims 3
- 229910052760 oxygen Inorganic materials 0.000 claims 3
- -1 stereoisomers Chemical class 0.000 claims 3
- 125000004916 (C1-C6) alkylcarbonyl group Chemical group 0.000 claims 2
- 125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 claims 2
- KJUGUADJHNHALS-UHFFFAOYSA-N 1H-tetrazole Chemical compound C=1N=NNN=1 KJUGUADJHNHALS-UHFFFAOYSA-N 0.000 claims 2
- 208000008589 Obesity Diseases 0.000 claims 2
- 150000001721 carbon Chemical group 0.000 claims 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 2
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 2
- 125000005553 heteroaryloxy group Chemical group 0.000 claims 2
- 125000005842 heteroatom Chemical group 0.000 claims 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 2
- 235000020824 obesity Nutrition 0.000 claims 2
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 230000033115 angiogenesis Effects 0.000 claims 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 1
- 229910052794 bromium Inorganic materials 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 230000005764 inhibitory process Effects 0.000 claims 1
- 230000003834 intracellular effect Effects 0.000 claims 1
- 238000001990 intravenous administration Methods 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- YXEMEJDLTDSPMD-UHFFFAOYSA-N n-[1-(2h-tetrazol-5-yl)-5,6,7,8-tetrahydronaphthalen-2-yl]benzenesulfonamide Chemical compound C=1C=CC=CC=1S(=O)(=O)NC1=CC=C2CCCCC2=C1C1=NN=NN1 YXEMEJDLTDSPMD-UHFFFAOYSA-N 0.000 claims 1
- DRXLVIJGMCULCP-UHFFFAOYSA-N n-[3-bromo-2-(2h-tetrazol-5-yl)phenyl]benzenesulfonamide Chemical compound N=1N=NNC=1C=1C(Br)=CC=CC=1NS(=O)(=O)C1=CC=CC=C1 DRXLVIJGMCULCP-UHFFFAOYSA-N 0.000 claims 1
- JMQWCCHJBYWWOP-UHFFFAOYSA-N n-[3-methoxy-2-(2h-tetrazol-5-yl)phenyl]benzenesulfonamide Chemical compound N=1N=NNC=1C=1C(OC)=CC=CC=1NS(=O)(=O)C1=CC=CC=C1 JMQWCCHJBYWWOP-UHFFFAOYSA-N 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 230000002265 prevention Effects 0.000 claims 1
- 239000000651 prodrug Substances 0.000 claims 1
- 229940002612 prodrug Drugs 0.000 claims 1
- 229920006395 saturated elastomer Polymers 0.000 claims 1
- 230000000638 stimulation Effects 0.000 claims 1
- 238000007920 subcutaneous administration Methods 0.000 claims 1
- 229910052717 sulfur Inorganic materials 0.000 claims 1
- 230000004580 weight loss Effects 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201161436265P | 2011-01-26 | 2011-01-26 | |
| US61/436,265 | 2011-01-26 | ||
| PCT/US2012/022721 WO2012103333A1 (en) | 2011-01-26 | 2012-01-26 | Tetrazole compounds and methods of making and using same |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2014503591A JP2014503591A (ja) | 2014-02-13 |
| JP2014503591A5 true JP2014503591A5 (enExample) | 2015-03-12 |
| JP6058557B2 JP6058557B2 (ja) | 2017-01-11 |
Family
ID=45688985
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013551334A Expired - Fee Related JP6058557B2 (ja) | 2011-01-26 | 2012-01-26 | テトラゾール化合物ならびにその作製方法および使用方法 |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US9321740B2 (enExample) |
| EP (1) | EP2668169B1 (enExample) |
| JP (1) | JP6058557B2 (enExample) |
| KR (1) | KR20140006888A (enExample) |
| CN (1) | CN103402989B (enExample) |
| BR (1) | BR112013018771A2 (enExample) |
| CA (1) | CA2825408A1 (enExample) |
| MX (1) | MX344238B (enExample) |
| WO (1) | WO2012103333A1 (enExample) |
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| US20130266578A1 (en) | 2010-04-07 | 2013-10-10 | Thomas E. Hughes | Methods of treating an overweight subject |
| KR20130043207A (ko) | 2010-07-22 | 2013-04-29 | 자프겐 인크. | 트리시클릭 화합물 및 이의 제조 및 사용 방법 |
| CA2814413A1 (en) | 2010-10-12 | 2012-04-19 | Zafgen, Inc. | Sulphonamide compounds and methods of making and using same |
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| MX362391B (es) | 2013-03-14 | 2019-01-15 | Zafgen Inc | Métodos de tratamiento de enfermedad renal y otros trastornos. |
| CN106432255A (zh) | 2015-08-11 | 2017-02-22 | 扎夫根公司 | 烟曲霉素醇螺环化合物和制备和使用其的方法 |
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| CN106749068A (zh) * | 2017-01-18 | 2017-05-31 | 昆山力田医化科技有限公司 | 阿佐塞米中间体合成方法 |
| JP2019052115A (ja) * | 2017-09-15 | 2019-04-04 | 国立研究開発法人理化学研究所 | 医薬組成物 |
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| WO2010065881A2 (en) | 2008-12-04 | 2010-06-10 | Zafgen Corporation | Methods of treating an overweight or obese subject |
| WO2011044506A2 (en) | 2009-10-09 | 2011-04-14 | Zafgen Corporation | Sulphone compounds and methods of making and using same |
| US8815309B2 (en) | 2010-01-08 | 2014-08-26 | Zafgen, Inc. | Methods of treating a subject with benign prostate hyperplasia |
| WO2011088055A2 (en) | 2010-01-12 | 2011-07-21 | Zafgen Corporation | Methods and compositions for treating cardiovascular disorders |
| US20130266578A1 (en) | 2010-04-07 | 2013-10-10 | Thomas E. Hughes | Methods of treating an overweight subject |
| US20130210821A1 (en) | 2010-05-27 | 2013-08-15 | James E. Vath | Methods for Treating Obesity |
| KR20130043207A (ko) | 2010-07-22 | 2013-04-29 | 자프겐 인크. | 트리시클릭 화합물 및 이의 제조 및 사용 방법 |
| CA2814413A1 (en) | 2010-10-12 | 2012-04-19 | Zafgen, Inc. | Sulphonamide compounds and methods of making and using same |
| PH12013500934A1 (en) | 2010-11-09 | 2022-10-24 | Zafgen Inc | Crystalline solids of a metap-2 inhibitor and methods of making and using same |
| WO2012064928A1 (en) | 2010-11-10 | 2012-05-18 | Zafgen Corporation | Methods and compositions for treating thyroid hormone related disorders |
| WO2012074968A1 (en) | 2010-11-29 | 2012-06-07 | Zafgen Corporation | Methods of reducing risk of hepatobiliary dysfunction during rapid weight loss with metap-2 inhibitors |
| JP2013543899A (ja) | 2010-11-29 | 2013-12-09 | ザフゲン,インコーポレイテッド | 6−o−(4−ジメチルアミノエトキシ)シンナモイルフマギロールの非連日投与を用いた肥満の治療 |
| US20140011870A1 (en) | 2010-11-29 | 2014-01-09 | Zafgen, Inc. | Methods of Treating Obesity Using an Effective Dose of a METAP-2 Inhibitor |
| BR112013018771A2 (pt) | 2011-01-26 | 2019-09-17 | Zafgen Inc | compostos de tetrazol e métodos para fazer e usar os mesmos |
| AU2012253757B2 (en) | 2011-05-06 | 2017-04-13 | Zafgen Inc. | Partially saturated tricyclic compounds and methods of making and using same |
| WO2012154679A1 (en) | 2011-05-06 | 2012-11-15 | Zafgen Corporation | Tricyclic pyrazole sulfonamide compounds and methods of making and using same |
| EP2705036B1 (en) | 2011-05-06 | 2015-08-12 | Zafgen Inc. | Tricyclic sulfonamide compounds and methods of making and using same |
| US9090640B2 (en) | 2011-09-02 | 2015-07-28 | Ulrich Bierbach | Targeted delivery and prodrug designs for platinum-acridine anti-cancer compounds and methods thereof |
-
2012
- 2012-01-26 BR BR112013018771A patent/BR112013018771A2/pt not_active IP Right Cessation
- 2012-01-26 KR KR1020137021714A patent/KR20140006888A/ko not_active Withdrawn
- 2012-01-26 MX MX2013008656A patent/MX344238B/es active IP Right Grant
- 2012-01-26 WO PCT/US2012/022721 patent/WO2012103333A1/en not_active Ceased
- 2012-01-26 US US13/981,502 patent/US9321740B2/en not_active Expired - Fee Related
- 2012-01-26 JP JP2013551334A patent/JP6058557B2/ja not_active Expired - Fee Related
- 2012-01-26 CA CA2825408A patent/CA2825408A1/en not_active Abandoned
- 2012-01-26 EP EP12704958.3A patent/EP2668169B1/en active Active
- 2012-01-26 CN CN201280010890.3A patent/CN103402989B/zh not_active Expired - Fee Related
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