RU2001115829A - Дикетон в качестве промежуточного продукта при получении 3-галоген-1н-пиразолов - Google Patents
Дикетон в качестве промежуточного продукта при получении 3-галоген-1н-пиразоловInfo
- Publication number
- RU2001115829A RU2001115829A RU2001115829/04A RU2001115829A RU2001115829A RU 2001115829 A RU2001115829 A RU 2001115829A RU 2001115829/04 A RU2001115829/04 A RU 2001115829/04A RU 2001115829 A RU2001115829 A RU 2001115829A RU 2001115829 A RU2001115829 A RU 2001115829A
- Authority
- RU
- Russia
- Prior art keywords
- halogen
- dicetone
- pyrazoles
- production
- intermediate product
- Prior art date
Links
- 239000013067 intermediate product Substances 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 1
- 125000003282 alkyl amino group Chemical group 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims 1
- 125000004414 alkyl thio group Chemical group 0.000 claims 1
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims 1
- 125000003118 aryl group Chemical group 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
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 125000004093 cyano group Chemical group *C#N 0.000 claims 1
- 125000000392 cycloalkenyl group Chemical group 0.000 claims 1
- 125000004663 dialkyl amino group Chemical group 0.000 claims 1
- 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 239000011737 fluorine Substances 0.000 claims 1
- 125000004438 haloalkoxy group Chemical group 0.000 claims 1
- 125000001188 haloalkyl group Chemical group 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 125000006343 heptafluoro propyl group Chemical group 0.000 claims 1
- 125000001072 heteroaryl group Chemical group 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 1
- -1 methoxy, ethoxy Chemical group 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- 125000006340 pentafluoro ethyl group Chemical group FC(F)(F)C(F)(F)* 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
Claims (2)
1. Соединение общей формулы III
где R1 представляет собой галогеналкил;
R3 выбран из циклоалкила, циклоалкенила, арила и гетероарила, и R3 необязательно замещен в замещаемом положении одним или несколькими радикалами, выбранными из галогена, алкилтио, алкилсульфонила, циано, нитро, галогеналкила, алкила, гидроксила, алкенила, гидроксиалкила, карбоксила, циклоалкила, алкиламино, диалкиламино, алкоксикарбонила, аминокарбонила, алкокси, галогеналкокси, аминосульфонила, гетероцикло и амино.
2. Соединение по п.1, где R1 выбран из группы, включающей трифторметил, дифторметил, пентафторэтил и гептафторпропил, R3 представляет собой фенил, необязательно замещенный в замещаемом положении одним или несколькими радикалами, выбранными из фтора, хлора, брома, метила, этила, метокси, этокси и метилтио.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US44997595A | 1995-05-25 | 1995-05-25 | |
| US08/449,975 | 1995-05-25 |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU97121308/04A Division RU2169143C2 (ru) | 1995-05-25 | 1996-05-23 | Способ получения 3-галогеналкил-1н-пиразолов |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2001115829A true RU2001115829A (ru) | 2003-05-20 |
| RU2251543C2 RU2251543C2 (ru) | 2005-05-10 |
Family
ID=23786237
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU97121308/04A RU2169143C2 (ru) | 1995-05-25 | 1996-05-23 | Способ получения 3-галогеналкил-1н-пиразолов |
| RU2001115829/04A RU2251543C2 (ru) | 1995-05-25 | 1996-05-23 | Дикетон в качестве промежуточного продукта при получении 3-галоген-1н-пиразолов |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU97121308/04A RU2169143C2 (ru) | 1995-05-25 | 1996-05-23 | Способ получения 3-галогеналкил-1н-пиразолов |
Country Status (20)
| Country | Link |
|---|---|
| US (2) | US5892053A (ru) |
| EP (1) | EP0828717B1 (ru) |
| JP (1) | JP3996638B2 (ru) |
| KR (1) | KR100444802B1 (ru) |
| CN (1) | CN1174970C (ru) |
| AT (1) | ATE223383T1 (ru) |
| AU (1) | AU708964B2 (ru) |
| BR (1) | BR9609043A (ru) |
| CA (1) | CA2222138C (ru) |
| CZ (1) | CZ292320B6 (ru) |
| DE (1) | DE69623460T2 (ru) |
| DK (1) | DK0828717T3 (ru) |
| ES (1) | ES2182991T3 (ru) |
| NO (1) | NO311130B1 (ru) |
| NZ (1) | NZ308875A (ru) |
| PL (1) | PL187410B1 (ru) |
| PT (1) | PT828717E (ru) |
| RO (1) | RO118200B1 (ru) |
| RU (2) | RU2169143C2 (ru) |
| WO (1) | WO1996037476A1 (ru) |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6492411B1 (en) * | 1993-11-30 | 2002-12-10 | G. D. Searle & Co. | Substituted pyrazolyl benzenesulfonamides for the treatment of inflammation |
| US5466823A (en) | 1993-11-30 | 1995-11-14 | G.D. Searle & Co. | Substituted pyrazolyl benzenesulfonamides |
| US6716991B1 (en) | 1993-11-30 | 2004-04-06 | G. D. Searle & Co. | Process for preparing a substituted pyrazolyl benzenesulfonamide for the treatment of inflammation |
| US6307047B1 (en) | 1997-08-22 | 2001-10-23 | Abbott Laboratories | Prostaglandin endoperoxide H synthase biosynthesis inhibitors |
| US6525053B1 (en) | 1997-08-22 | 2003-02-25 | Abbott Laboratories | Prostaglandin endoperoxide H synthase biosynthesis inhibitors |
| ES2137138B1 (es) * | 1998-05-29 | 2000-09-16 | Esteve Labor Dr | Derivados de pirazolinas, su preparacion y su aplicacion como medicamentos. |
| US6294558B1 (en) | 1999-05-31 | 2001-09-25 | Pfizer Inc. | Sulfonylbenzene compounds as anti-inflammatory/analgesic agents |
| US6727238B2 (en) * | 1998-06-11 | 2004-04-27 | Pfizer Inc. | Sulfonylbenzene compounds as anti-inflammatory/analgesic agents |
| SA99191255B1 (ar) | 1998-11-30 | 2006-11-25 | جي دي سيرل اند كو | مركبات سيليكوكسيب celecoxib |
| JP2002534509A (ja) * | 1999-01-14 | 2002-10-15 | メルク フロスト カナダ アンド カンパニー | 4−[(5−置換または未置換フェニル)−3−置換−1h−ピラゾール−1−イル]ベンゼンスルホンアミド類の合成 |
| IL144760A0 (en) * | 1999-12-08 | 2002-06-30 | Pharmacia Corp | Cyclooxygenase-2 inhibitor compositions having rapid onset of therapeutic effect |
| NZ513964A (en) * | 1999-12-08 | 2004-01-30 | Pharmacia Corp | Solid-state form of celecoxib having enhanced bioavailability |
| MY120279A (en) * | 2000-05-26 | 2005-09-30 | Pharmacia Corp | Use of a celecoxib composition for fast pain relief |
| TR200001872A2 (tr) * | 2000-06-26 | 2002-01-21 | Fako �La�Lari A.� | 4-[5-(4-Metilfenil-3-(triflorometil)-1H-pirazol-1-il] benzensulfonamit' in yeni kristal biçimi "Biçim I" ve bu ürünün üretilmesine ilişkin yöntem. |
| US20020128267A1 (en) * | 2000-07-13 | 2002-09-12 | Rebanta Bandyopadhyay | Method of using COX-2 inhibitors in the treatment and prevention of ocular COX-2 mediated disorders |
| PE20020146A1 (es) * | 2000-07-13 | 2002-03-31 | Upjohn Co | Formulacion oftalmica que comprende un inhibidor de ciclooxigenasa-2 (cox-2) |
| US20030219461A1 (en) * | 2000-09-12 | 2003-11-27 | Britten Nancy J. | Parenteral combination therapy for infective conditions |
| US7115565B2 (en) * | 2001-01-18 | 2006-10-03 | Pharmacia & Upjohn Company | Chemotherapeutic microemulsion compositions of paclitaxel with improved oral bioavailability |
| US7695736B2 (en) | 2001-04-03 | 2010-04-13 | Pfizer Inc. | Reconstitutable parenteral composition |
| CA2448627A1 (en) * | 2001-05-31 | 2002-12-05 | Pharmacia Corporation | Skin-permeable composition comprising a selective cyclooxygenase-2 inhibitor a monohydric alcohol |
| UA80682C2 (en) * | 2001-08-06 | 2007-10-25 | Pharmacia Corp | Orally deliverable stabilized oral suspension formulation and process for the incresaing physical stability of thixotropic pharmaceutical composition |
| AU2002251330A1 (en) * | 2002-04-25 | 2003-11-10 | Generics (Uk) Limited | Celecoxib forms |
| CA2484943A1 (en) * | 2002-05-13 | 2004-05-21 | Pharmacia Corporation | Stable amorphous celecoxib composite and process therefor |
| IL165355A0 (en) * | 2002-05-24 | 2006-01-15 | Pharmacia Corp | Synthesis of diaryl pyrazoles |
| JP2004115436A (ja) * | 2002-09-26 | 2004-04-15 | Nippon Nohyaku Co Ltd | ピラゾール誘導体の製造方法 |
| US20080153894A1 (en) * | 2002-12-19 | 2008-06-26 | Pharmacia Corporation | Cyclooxygenase-2 inhibitor and antibacterial agent combination for intramammary treatment of mastitis |
| US20050009931A1 (en) * | 2003-03-20 | 2005-01-13 | Britten Nancy Jean | Dispersible pharmaceutical composition for treatment of mastitis and otic disorders |
| AU2004222523A1 (en) * | 2003-03-20 | 2004-09-30 | Pharmacia Corporation | Dispersible formulation of an anti-inflammatory agent |
| US20050004098A1 (en) * | 2003-03-20 | 2005-01-06 | Britten Nancy Jean | Dispersible formulation of an anti-inflammatory agent |
| US20040214753A1 (en) * | 2003-03-20 | 2004-10-28 | Britten Nancy Jean | Dispersible pharmaceutical composition for treatment of mastitis and otic disorders |
| ES2257929B1 (es) * | 2004-07-16 | 2007-05-01 | Laboratorios Del Dr. Esteve, S.A. | Derivados de pirazolina, procedimiento para su obtencion y utilizacion de los mismos como agentes terapeuticos. |
| WO2006056770A1 (en) | 2004-11-23 | 2006-06-01 | Pliva Hrvatska D.O.O. | Extended release pharmaceutical composition of celecoxib |
| WO2010095024A2 (en) | 2009-02-20 | 2010-08-26 | Aurobindo Pharma Limited | An improved process for the preparation of celecoxib |
| WO2011055233A2 (en) | 2009-11-03 | 2011-05-12 | Actavis Group Ptc Ehf | Improved process for preparing celecoxib polymorph |
| US20110213159A1 (en) * | 2010-03-01 | 2011-09-01 | Vamsee Krishna Muppidi | Process for preparation of celecoxib crystalline form |
| WO2012023254A1 (ja) | 2010-08-19 | 2012-02-23 | 国立大学法人 東京大学 | オメガ3系脂肪酸由来の新規抗炎症性代謝物 |
| CN102746231A (zh) * | 2011-04-20 | 2012-10-24 | 天津药物研究院 | 塞来昔布制备工艺 |
| CN103980201B (zh) * | 2014-05-23 | 2016-02-10 | 苏州大学 | 一种含砜基的全取代吡唑的制备方法 |
| CN110407683A (zh) * | 2019-04-03 | 2019-11-05 | 湖南方盛制药股份有限公司 | 一种塞来昔布二酮中间体的制备方法 |
| CN114292235B (zh) * | 2021-12-29 | 2023-04-14 | 江苏天和制药有限公司 | 一种地拉考昔的制备和提纯方法 |
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|---|---|---|---|---|
| ZA714221B (en) * | 1970-07-10 | 1972-03-29 | Astra Ab | Insecticides |
| US3946057A (en) * | 1972-05-03 | 1976-03-23 | Union Carbide Corporation | Preparation of metal complexes of 1,3-diketones |
| DE2429674A1 (de) * | 1974-06-20 | 1976-01-08 | Hoechst Ag | Verfahren zur herstellung aromatischer 1,3-diketone |
| IL91382A (en) * | 1988-09-01 | 1995-06-29 | Orion Yhtymae Oy | Alkenyl or arylmethylene-substituted beta-diketones their preparation and pharmaceutical compositions containing them |
| PH27357A (en) * | 1989-09-22 | 1993-06-21 | Fujisawa Pharmaceutical Co | Pyrazole derivatives and pharmaceutical compositions comprising the same |
| US5344992A (en) * | 1990-04-26 | 1994-09-06 | Ciba-Geigy Corporation | Process for the preparation of linear 1,3-diketones |
| KR0168056B1 (ko) * | 1990-04-26 | 1999-03-20 | 베르너 발데크 | 선형 1,3-디케톤의 제조방법 |
| IL104311A (en) * | 1992-02-05 | 1997-07-13 | Fujisawa Pharmaceutical Co | Pyrazole derivatives, processes for the preparation thereof and pharmaceutical compositions containing the same |
| FR2701024B1 (fr) * | 1993-02-01 | 1995-05-05 | Rhone Poulenc Chimie | Composant bétadicétonique pour additifs PVC, additif et PVC contenant ledit additif. |
| ATE233245T1 (de) * | 1993-11-30 | 2003-03-15 | Searle & Co | Substituierte pyrazolyl-benzolsulfonamide und ihre verwendung als cyclooxygenaseii inhibitoren |
| US5466823A (en) * | 1993-11-30 | 1995-11-14 | G.D. Searle & Co. | Substituted pyrazolyl benzenesulfonamides |
-
1996
- 1996-05-23 RO RO97-02168A patent/RO118200B1/ro unknown
- 1996-05-23 PL PL96323492A patent/PL187410B1/pl unknown
- 1996-05-23 RU RU97121308/04A patent/RU2169143C2/ru active
- 1996-05-23 KR KR1019970708441A patent/KR100444802B1/ko not_active Expired - Lifetime
- 1996-05-23 PT PT96920420T patent/PT828717E/pt unknown
- 1996-05-23 AT AT96920420T patent/ATE223383T1/de active
- 1996-05-23 CA CA002222138A patent/CA2222138C/en not_active Expired - Lifetime
- 1996-05-23 CZ CZ19973689A patent/CZ292320B6/cs not_active IP Right Cessation
- 1996-05-23 WO PCT/US1996/007506 patent/WO1996037476A1/en not_active Ceased
- 1996-05-23 DK DK96920420T patent/DK0828717T3/da active
- 1996-05-23 DE DE69623460T patent/DE69623460T2/de not_active Expired - Lifetime
- 1996-05-23 EP EP96920420A patent/EP0828717B1/en not_active Expired - Lifetime
- 1996-05-23 RU RU2001115829/04A patent/RU2251543C2/ru active
- 1996-05-23 NZ NZ308875A patent/NZ308875A/xx not_active IP Right Cessation
- 1996-05-23 ES ES96920420T patent/ES2182991T3/es not_active Expired - Lifetime
- 1996-05-23 JP JP53585896A patent/JP3996638B2/ja not_active Expired - Lifetime
- 1996-05-23 BR BR9609043A patent/BR9609043A/pt not_active Application Discontinuation
- 1996-05-23 CN CNB961955147A patent/CN1174970C/zh not_active Expired - Lifetime
- 1996-05-23 AU AU58736/96A patent/AU708964B2/en not_active Expired
-
1997
- 1997-06-03 US US08/867,754 patent/US5892053A/en not_active Expired - Lifetime
- 1997-11-24 NO NO19975387A patent/NO311130B1/no not_active IP Right Cessation
-
1998
- 1998-10-14 US US09/172,540 patent/US5910597A/en not_active Expired - Lifetime
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