JP2007508367A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2007508367A5 JP2007508367A5 JP2006534849A JP2006534849A JP2007508367A5 JP 2007508367 A5 JP2007508367 A5 JP 2007508367A5 JP 2006534849 A JP2006534849 A JP 2006534849A JP 2006534849 A JP2006534849 A JP 2006534849A JP 2007508367 A5 JP2007508367 A5 JP 2007508367A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- hydroxy
- phenyl
- exo
- aza
- 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.)
- Abandoned
Links
- -1 —OH Chemical group 0.000 claims description 16
- 150000001875 compounds Chemical class 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 12
- 150000001408 amides Chemical class 0.000 claims description 8
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 6
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 6
- 125000005843 halogen group Chemical group 0.000 claims description 4
- 239000003960 organic solvent Substances 0.000 claims description 4
- 239000011734 sodium Chemical class 0.000 claims description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 3
- 229910052799 carbon Inorganic materials 0.000 claims description 3
- 239000003638 chemical reducing agent Substances 0.000 claims description 3
- 125000006568 (C4-C7) heterocycloalkyl group Chemical group 0.000 claims description 2
- 125000006708 (C5-C14) heteroaryl group Chemical group 0.000 claims description 2
- MCTWTZJPVLRJOU-UHFFFAOYSA-N 1-methyl-1H-imidazole Chemical compound CN1C=CN=C1 MCTWTZJPVLRJOU-UHFFFAOYSA-N 0.000 claims description 2
- 125000005915 C6-C14 aryl group Chemical group 0.000 claims description 2
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 229940002612 prodrug Drugs 0.000 claims description 2
- 239000000651 prodrug Substances 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
- 229940124530 sulfonamide Drugs 0.000 claims description 2
- 229910052717 sulfur Inorganic materials 0.000 claims description 2
- QERYCTSHXKAMIS-UHFFFAOYSA-N thiophene-2-carboxylic acid Chemical compound OC(=O)C1=CC=CS1 QERYCTSHXKAMIS-UHFFFAOYSA-N 0.000 claims description 2
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 claims 3
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims 3
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 claims 3
- 239000004289 sodium hydrogen sulphite Substances 0.000 claims 2
- JWUJQDFVADABEY-UHFFFAOYSA-N 2-methyltetrahydrofuran Chemical group CC1CCCO1 JWUJQDFVADABEY-UHFFFAOYSA-N 0.000 claims 1
- 208000007848 Alcoholism Diseases 0.000 claims 1
- 208000030814 Eating disease Diseases 0.000 claims 1
- 208000019454 Feeding and Eating disease Diseases 0.000 claims 1
- 201000007930 alcohol dependence Diseases 0.000 claims 1
- 235000014632 disordered eating Nutrition 0.000 claims 1
- 206010013663 drug dependence Diseases 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- LNAMLTANBWXSPV-UHFFFAOYSA-N hydroxy-(2-hydroxy-1,3-dihydroinden-2-yl)methanesulfonic acid Chemical class C1=CC=C2CC(C(O)S(O)(=O)=O)(O)CC2=C1 LNAMLTANBWXSPV-UHFFFAOYSA-N 0.000 claims 1
- 208000002551 irritable bowel syndrome Diseases 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 239000011541 reaction mixture Substances 0.000 claims 1
- 229910052708 sodium Inorganic materials 0.000 claims 1
- 239000012321 sodium triacetoxyborohydride Substances 0.000 claims 1
- KKVTYAVXTDIPAP-UHFFFAOYSA-M sodium;methanesulfonate Chemical compound [Na+].CS([O-])(=O)=O KKVTYAVXTDIPAP-UHFFFAOYSA-M 0.000 claims 1
- 208000011117 substance-related disease Diseases 0.000 claims 1
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- 238000007429 general method Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical group OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 2
- 229940079826 hydrogen sulfite Drugs 0.000 description 2
- 239000012074 organic phase Substances 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- OZDMELSTGUXTMF-UHFFFAOYSA-N 2-hydroxy-1,3-dihydroindene-2-carbaldehyde Chemical compound C1=CC=C2CC(O)(C=O)CC2=C1 OZDMELSTGUXTMF-UHFFFAOYSA-N 0.000 description 1
- 150000005228 3‐azabicyclo[3.1.0]hexanes Chemical class 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 229940098779 methanesulfonic acid Drugs 0.000 description 1
- 238000006268 reductive amination reaction Methods 0.000 description 1
- KVBSRGFVALTKCK-UHFFFAOYSA-M sodium;hydroxy-(2-hydroxy-1,3-dihydroinden-2-yl)methanesulfonate Chemical compound [Na+].C1=CC=C2CC(C(O)S([O-])(=O)=O)(O)CC2=C1 KVBSRGFVALTKCK-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US51188903P | 2003-10-16 | 2003-10-16 | |
| PCT/IB2004/003261 WO2005037790A1 (en) | 2003-10-16 | 2004-10-06 | Preparation of 3-azabicyclo [3.1.0] hexane derivatives |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2007508367A JP2007508367A (ja) | 2007-04-05 |
| JP2007508367A5 true JP2007508367A5 (enExample) | 2007-11-08 |
Family
ID=34465290
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006534849A Abandoned JP2007508367A (ja) | 2003-10-16 | 2004-10-06 | 3−アザビシクロ[3.1.0]ヘキサン誘導体の製造方法 |
Country Status (17)
| Country | Link |
|---|---|
| US (1) | US7129263B2 (enExample) |
| EP (1) | EP1675829A1 (enExample) |
| JP (1) | JP2007508367A (enExample) |
| KR (1) | KR20060096038A (enExample) |
| CN (1) | CN1867548A (enExample) |
| AR (1) | AR046592A1 (enExample) |
| AU (1) | AU2004281229A1 (enExample) |
| BR (1) | BRPI0415459A (enExample) |
| CA (1) | CA2540860A1 (enExample) |
| CO (1) | CO5680416A2 (enExample) |
| IL (1) | IL174596A0 (enExample) |
| MX (1) | MXPA06004278A (enExample) |
| NO (1) | NO20062152L (enExample) |
| RU (1) | RU2006112576A (enExample) |
| TW (1) | TW200524866A (enExample) |
| WO (1) | WO2005037790A1 (enExample) |
| ZA (1) | ZA200601964B (enExample) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2314289T3 (es) | 2002-12-10 | 2009-03-16 | Wyeth | Derivados del acido 1h-indol-3-il glioxilico sustituidos con arilo, ariloxi y alquloxi como inhibidores del inhibidor del activador del plasminogeno-1(pai-1). |
| MXPA06004279A (es) * | 2003-10-14 | 2006-06-28 | Pfizer Prod Inc | Derivados biciclicos [3.1.0] como inhibidores del transportador de glicina. |
| WO2008075162A2 (en) * | 2006-12-15 | 2008-06-26 | Pfizer Limited | Selective mu opioid receptor antagonists for the treatment of female sexual dysfunction |
| BR112013007566A2 (pt) | 2010-09-28 | 2016-08-02 | Panacea Biotec Ltd | novos compostos bicíclicos |
| EP3610890A1 (en) | 2012-11-14 | 2020-02-19 | The Johns Hopkins University | Methods and compositions for treating schizophrenia |
| RU2701861C1 (ru) | 2013-11-20 | 2019-10-02 | Санва Кагаку Кенкюсо Ко., Лтд. | Новое производное 3-азабицикло[3.1.0]гексана и его применение в медицинских целях |
| CA2985327A1 (en) * | 2015-05-20 | 2016-11-24 | Sanwa Kagaku Kenkyusho Co., Ltd. | Crystal of salt of 3-azabicyclo[3.1.0]hexane derivative and pharmaceutical use thereof |
| WO2019173173A1 (en) * | 2018-03-05 | 2019-09-12 | E. I. Du Pont De Nemours And Company | Process and intermidiates for the preparation of certain mesoionic pesticides |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI244481B (en) * | 1998-12-23 | 2005-12-01 | Pfizer | 3-azabicyclo[3.1.0]hexane derivatives useful in therapy |
| EP1440059B1 (en) * | 2001-10-22 | 2008-04-16 | Pfizer Products Inc. | 3-azabicyclo(3.1.0)hexane derivatives as opioid receptor antagonists |
-
2004
- 2004-10-06 KR KR1020067007220A patent/KR20060096038A/ko not_active Ceased
- 2004-10-06 WO PCT/IB2004/003261 patent/WO2005037790A1/en not_active Ceased
- 2004-10-06 CN CNA2004800305305A patent/CN1867548A/zh active Pending
- 2004-10-06 CA CA002540860A patent/CA2540860A1/en not_active Abandoned
- 2004-10-06 JP JP2006534849A patent/JP2007508367A/ja not_active Abandoned
- 2004-10-06 RU RU2006112576/04A patent/RU2006112576A/ru not_active Application Discontinuation
- 2004-10-06 MX MXPA06004278A patent/MXPA06004278A/es not_active Application Discontinuation
- 2004-10-06 AU AU2004281229A patent/AU2004281229A1/en not_active Abandoned
- 2004-10-06 BR BRPI0415459-2A patent/BRPI0415459A/pt not_active IP Right Cessation
- 2004-10-06 EP EP04769571A patent/EP1675829A1/en not_active Withdrawn
- 2004-10-12 TW TW093130881A patent/TW200524866A/zh unknown
- 2004-10-14 AR ARP040103725A patent/AR046592A1/es not_active Application Discontinuation
- 2004-10-15 US US10/966,712 patent/US7129263B2/en not_active Expired - Fee Related
-
2006
- 2006-03-08 ZA ZA200601964A patent/ZA200601964B/en unknown
- 2006-03-27 IL IL174596A patent/IL174596A0/en unknown
- 2006-04-05 CO CO06033213A patent/CO5680416A2/es not_active Application Discontinuation
- 2006-05-12 NO NO20062152A patent/NO20062152L/no not_active Application Discontinuation
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP2621275B1 (en) | Aryl-substituted imidazoles | |
| JP2013531054A (ja) | アミノベンゾイルベンゾフラン誘導体を調製する方法 | |
| JP2007508367A5 (enExample) | ||
| CN107922385B (zh) | Cgrp受体拮抗剂 | |
| EP2280941B1 (de) | (hetero-)aryl-cyclohexan-derivate | |
| CN101563329A (zh) | 用于制备4,4’-(1-甲基-1,2-乙二基)-双-(2,6-哌嗪二酮)的新方法 | |
| JP4356060B2 (ja) | 光学活性1−保護インドリン−2−カルボン酸誘導体の製造方法および光学活性インドリン−2−カルボン酸誘導体の製造方法 | |
| JP5220026B2 (ja) | アルファ−ケトアミドの亜硫酸水素塩精製 | |
| LT4928B (lt) | (1r,2s,4r)-(-)-2-[(2'-{n,n-dimetilamino}-etoksi)]-2-fenil-1,7,7-trimetil-biciklo[2.2.1]heptano ir jo farmaciškai priimtinų adityvinių druskų su rūgštimis gavimo būdas | |
| MX2014006943A (es) | Proceso para la preparacion de (1r,4r)-6´-fluoro-(n,n-dimetil- y n-metil)-4-fenil-4´,9´-dihidro-3´h-espiro[ciclohexano-1,1´-pirano -[3,4,b]indol]-4-amina. | |
| US7129263B2 (en) | Preparation of 3-azabicyclo [3.1.0] hexane derivatives | |
| WO2012165607A1 (ja) | プロリン化合物の製造方法 | |
| CN103068815A (zh) | 制备2-(环己基甲基)-n-{2-[(2s)-1-甲基吡咯烷-2-基]乙基}-1,2,3,4-四氢异喹啉-7-磺酰胺的方法 | |
| TW200526578A (en) | Process for preparing an azabicyclo[3.1.0]hexane compound | |
| US7951952B2 (en) | Method for preparing N-aminopiperidine and its salts | |
| TWI443100B (zh) | 培美曲塞鹽的製法 | |
| JP2005520942A5 (enExample) | ||
| JP4532801B2 (ja) | (−)−(1s,4r)n保護4−アミノ−2−シクロペンテン−1−カルボン酸エステルの調製法 | |
| SK13592001A3 (sk) | Syntéza 3-amino-3-arylpropanoátov | |
| EP3083551B1 (en) | Crystalline form of tapentadol intermediate | |
| JPH04506816A (ja) | グラミン誘導体の製造法 | |
| CN100560561C (zh) | 光学纯 α—二氟甲基胺和高立体选择性制备的方法 | |
| KR101147480B1 (ko) | 친수성 이온성 액체의 제조방법 | |
| JP2023522800A (ja) | トファシチニブの製造のためのプロセスおよびその中間体 | |
| WO2019098551A1 (ko) | 의약품 합성용 중간체 화합물의 제조 방법 |