UA78104C2 - Benzenesulfonate salts of 4-fluoro-2-cyanopyrrolidine derivatives - Google Patents
Benzenesulfonate salts of 4-fluoro-2-cyanopyrrolidine derivatives Download PDFInfo
- Publication number
- UA78104C2 UA78104C2 UAA200502704A UA2005002704A UA78104C2 UA 78104 C2 UA78104 C2 UA 78104C2 UA A200502704 A UAA200502704 A UA A200502704A UA 2005002704 A UA2005002704 A UA 2005002704A UA 78104 C2 UA78104 C2 UA 78104C2
- Authority
- UA
- Ukraine
- Prior art keywords
- fluoro
- compound
- cyano
- ethylamino
- hydroxy
- Prior art date
Links
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical class OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 title claims description 12
- HHFUFGKACHWIAV-UHFFFAOYSA-N 4-fluoropyrrolidine-2-carbonitrile Chemical class FC1CNC(C#N)C1 HHFUFGKACHWIAV-UHFFFAOYSA-N 0.000 title description 4
- LNWWQYYLZVZXKS-UHFFFAOYSA-N 1-pyrrolidin-1-ylethanone Chemical compound CC(=O)N1CCCC1 LNWWQYYLZVZXKS-UHFFFAOYSA-N 0.000 claims abstract description 14
- 125000000031 ethylamino group Chemical group [H]C([H])([H])C([H])([H])N([H])[*] 0.000 claims abstract description 7
- 238000012876 topography Methods 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 abstract description 23
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- 239000013078 crystal Substances 0.000 abstract description 5
- 230000002401 inhibitory effect Effects 0.000 abstract description 5
- SRSXLGNVWSONIS-UHFFFAOYSA-M benzenesulfonate Chemical compound [O-]S(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-M 0.000 abstract description 2
- 229940077388 benzenesulfonate Drugs 0.000 abstract description 2
- 101000684208 Homo sapiens Prolyl endopeptidase FAP Proteins 0.000 abstract 1
- 102100023832 Prolyl endopeptidase FAP Human genes 0.000 abstract 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 24
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- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
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- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
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- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 2
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- -1 tosylate salt Chemical class 0.000 description 2
- 238000002604 ultrasonography Methods 0.000 description 2
- 229940058020 2-amino-2-methyl-1-propanol Drugs 0.000 description 1
- QCQCHGYLTSGIGX-GHXANHINSA-N 4-[[(3ar,5ar,5br,7ar,9s,11ar,11br,13as)-5a,5b,8,8,11a-pentamethyl-3a-[(5-methylpyridine-3-carbonyl)amino]-2-oxo-1-propan-2-yl-4,5,6,7,7a,9,10,11,11b,12,13,13a-dodecahydro-3h-cyclopenta[a]chrysen-9-yl]oxy]-2,2-dimethyl-4-oxobutanoic acid Chemical compound N([C@@]12CC[C@@]3(C)[C@]4(C)CC[C@H]5C(C)(C)[C@@H](OC(=O)CC(C)(C)C(O)=O)CC[C@]5(C)[C@H]4CC[C@@H]3C1=C(C(C2)=O)C(C)C)C(=O)C1=CN=CC(C)=C1 QCQCHGYLTSGIGX-GHXANHINSA-N 0.000 description 1
- 208000030507 AIDS Diseases 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- 206010004446 Benign prostatic hyperplasia Diseases 0.000 description 1
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- 102000004127 Cytokines Human genes 0.000 description 1
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- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 1
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- 102000012479 Serine Proteases Human genes 0.000 description 1
- 108010022999 Serine Proteases Proteins 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
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- 150000007513 acids Chemical class 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- CBTVGIZVANVGBH-UHFFFAOYSA-N aminomethyl propanol Chemical compound CC(C)(N)CO CBTVGIZVANVGBH-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- 239000003125 aqueous solvent Substances 0.000 description 1
- 206010003246 arthritis Diseases 0.000 description 1
- 230000001363 autoimmune Effects 0.000 description 1
- MVIOINXPSFUJEN-UHFFFAOYSA-N benzenesulfonic acid;hydrate Chemical compound O.OS(=O)(=O)C1=CC=CC=C1 MVIOINXPSFUJEN-UHFFFAOYSA-N 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
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- 210000004072 lung Anatomy 0.000 description 1
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- 235000019359 magnesium stearate Nutrition 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
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- 229940098779 methanesulfonic acid Drugs 0.000 description 1
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- HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical class O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
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- 239000012085 test solution Substances 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/08—Drugs for disorders of the urinary system of the prostate
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/08—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease
- A61P19/10—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease for osteoporosis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/04—Anorexiants; Antiobesity agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D207/16—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Diabetes (AREA)
- Physical Education & Sports Medicine (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Epidemiology (AREA)
- Rheumatology (AREA)
- Immunology (AREA)
- Obesity (AREA)
- Hematology (AREA)
- Child & Adolescent Psychology (AREA)
- Endocrinology (AREA)
- Urology & Nephrology (AREA)
- Emergency Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyrrole Compounds (AREA)
- Medicinal Preparation (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2002249821 | 2002-08-29 | ||
| PCT/JP2003/010828 WO2004020407A1 (ja) | 2002-08-29 | 2003-08-27 | ４−フルオロ−２−シアノピロリジン誘導体ベンゼンスルホン酸塩 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| UA78104C2 true UA78104C2 (en) | 2007-02-15 |
Family
ID=31972599
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| UAA200502704A UA78104C2 (en) | 2002-08-29 | 2003-08-27 | Benzenesulfonate salts of 4-fluoro-2-cyanopyrrolidine derivatives |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US7304166B2 (ru) |
| EP (1) | EP1535907A4 (ru) |
| JP (1) | JP3746063B2 (ru) |
| KR (1) | KR100582141B1 (ru) |
| CN (1) | CN1310885C (ru) |
| AU (1) | AU2003261748B2 (ru) |
| BR (1) | BR0313831A (ru) |
| CA (1) | CA2496623C (ru) |
| EA (1) | EA007613B1 (ru) |
| EC (1) | ECSP055708A (ru) |
| HK (1) | HK1082497A1 (ru) |
| HR (1) | HRP20050205A2 (ru) |
| MX (1) | MXPA05002253A (ru) |
| NO (1) | NO20050867L (ru) |
| NZ (1) | NZ538956A (ru) |
| PL (1) | PL374664A1 (ru) |
| UA (1) | UA78104C2 (ru) |
| WO (1) | WO2004020407A1 (ru) |
| ZA (1) | ZA200501418B (ru) |
Families Citing this family (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DOP2006000008A (es) | 2005-01-10 | 2006-08-31 | Arena Pharm Inc | Terapia combinada para el tratamiento de la diabetes y afecciones relacionadas y para el tratamiento de afecciones que mejoran mediante un incremento de la concentración sanguínea de glp-1 |
| WO2006080401A1 (ja) | 2005-01-27 | 2006-08-03 | Mitsui Chemicals, Inc. | フッ素化プロリン誘導体の製造方法 |
| JP2008024592A (ja) * | 2005-01-28 | 2008-02-07 | Taisho Pharmaceut Co Ltd | シアノピロリジン誘導体含有固形製剤用組成物、それを含有する固形製剤及びその製造方法 |
| MX2007011546A (es) * | 2005-03-22 | 2007-10-19 | Hoffmann La Roche | Nueva sal y polimorfos del inhibidor de dipeptidil-peptidasa iv. |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| US4432987A (en) | 1982-04-23 | 1984-02-21 | Pfizer Inc. | Crystalline benzenesulfonate salts of sultamicillin |
| GB8608335D0 (en) | 1986-04-04 | 1986-05-08 | Pfizer Ltd | Pharmaceutically acceptable salts |
| TW492957B (en) * | 1996-11-07 | 2002-07-01 | Novartis Ag | N-substituted 2-cyanopyrrolidnes |
| US6011155A (en) * | 1996-11-07 | 2000-01-04 | Novartis Ag | N-(substituted glycyl)-2-cyanopyrrolidines, pharmaceutical compositions containing them and their use in inhibiting dipeptidyl peptidase-IV |
| TW486475B (en) | 1996-12-26 | 2002-05-11 | Ube Industries | Acid addition salt of optically active piperidine compound and process for preparing the same |
| JP3107784B2 (ja) | 1996-12-26 | 2000-11-13 | 宇部興産株式会社 | 光学活性ピペリジン誘導体の酸付加塩及びその製法 |
| US6252063B1 (en) | 1998-12-01 | 2001-06-26 | Merck & Co., Inc. | Crystalline salts of a carbapenem antibiotic |
| TWI243162B (en) * | 2000-11-10 | 2005-11-11 | Taisho Pharmaceutical Co Ltd | Cyanopyrrolidine derivatives |
-
2003
- 2003-08-27 NZ NZ538956A patent/NZ538956A/en unknown
- 2003-08-27 JP JP2004532725A patent/JP3746063B2/ja not_active Expired - Fee Related
- 2003-08-27 PL PL03374664A patent/PL374664A1/xx not_active Application Discontinuation
- 2003-08-27 AU AU2003261748A patent/AU2003261748B2/en not_active Ceased
- 2003-08-27 ZA ZA200501418A patent/ZA200501418B/xx unknown
- 2003-08-27 CN CNB038203367A patent/CN1310885C/zh not_active Expired - Fee Related
- 2003-08-27 CA CA002496623A patent/CA2496623C/en not_active Expired - Fee Related
- 2003-08-27 EA EA200500420A patent/EA007613B1/ru not_active IP Right Cessation
- 2003-08-27 KR KR1020057003211A patent/KR100582141B1/ko not_active IP Right Cessation
- 2003-08-27 BR BR0313831-3A patent/BR0313831A/pt not_active IP Right Cessation
- 2003-08-27 US US10/525,748 patent/US7304166B2/en not_active Expired - Fee Related
- 2003-08-27 MX MXPA05002253A patent/MXPA05002253A/es active IP Right Grant
- 2003-08-27 EP EP03791325A patent/EP1535907A4/en not_active Withdrawn
- 2003-08-27 WO PCT/JP2003/010828 patent/WO2004020407A1/ja not_active Application Discontinuation
- 2003-08-27 UA UAA200502704A patent/UA78104C2/uk unknown
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2005
- 2005-02-18 NO NO20050867A patent/NO20050867L/no not_active Application Discontinuation
- 2005-03-03 HR HR20050205A patent/HRP20050205A2/hr not_active Application Discontinuation
- 2005-03-28 EC EC2005005708A patent/ECSP055708A/es unknown
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Also Published As
| Publication number | Publication date |
|---|---|
| HRP20050205A2 (en) | 2005-10-31 |
| KR20050059094A (ko) | 2005-06-17 |
| CA2496623A1 (en) | 2004-03-11 |
| CA2496623C (en) | 2008-02-12 |
| BR0313831A (pt) | 2005-07-05 |
| JP3746063B2 (ja) | 2006-02-15 |
| US20060106087A1 (en) | 2006-05-18 |
| KR100582141B1 (ko) | 2006-05-22 |
| MXPA05002253A (es) | 2005-06-08 |
| PL374664A1 (en) | 2005-10-31 |
| JPWO2004020407A1 (ja) | 2005-12-15 |
| EA007613B1 (ru) | 2006-12-29 |
| EP1535907A1 (en) | 2005-06-01 |
| HK1082497A1 (en) | 2006-06-09 |
| AU2003261748A1 (en) | 2004-03-19 |
| US7304166B2 (en) | 2007-12-04 |
| CN1310885C (zh) | 2007-04-18 |
| AU2003261748B2 (en) | 2006-11-23 |
| ZA200501418B (en) | 2006-10-25 |
| WO2004020407A1 (ja) | 2004-03-11 |
| CN1678575A (zh) | 2005-10-05 |
| ECSP055708A (es) | 2005-08-11 |
| EA200500420A1 (ru) | 2005-08-25 |
| EP1535907A4 (en) | 2006-11-29 |
| NO20050867L (no) | 2005-02-18 |
| NZ538956A (en) | 2006-08-31 |
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