HRP20020707B1 - Method for producing 6-(4-chlorophenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1h-pyrrolizine-5-yl acetic acid - Google Patents
Method for producing 6-(4-chlorophenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1h-pyrrolizine-5-yl acetic acidInfo
- Publication number
- HRP20020707B1 HRP20020707B1 HR20020707A HRP20020707A HRP20020707B1 HR P20020707 B1 HRP20020707 B1 HR P20020707B1 HR 20020707 A HR20020707 A HR 20020707A HR P20020707 A HRP20020707 A HR P20020707A HR P20020707 B1 HRP20020707 B1 HR P20020707B1
- Authority
- HR
- Croatia
- Prior art keywords
- pyrrolizine
- chlorophenyl
- dihydro
- dimethyl
- phenyl
- Prior art date
Links
- UAWXGRJVZSAUSZ-UHFFFAOYSA-N licofelone Chemical compound OC(=O)CC=1N2CC(C)(C)CC2=C(C=2C=CC=CC=2)C=1C1=CC=C(Cl)C=C1 UAWXGRJVZSAUSZ-UHFFFAOYSA-N 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 abstract 2
- CTSLXHKWHWQRSH-UHFFFAOYSA-N oxalyl chloride Chemical compound ClC(=O)C(Cl)=O CTSLXHKWHWQRSH-UHFFFAOYSA-N 0.000 abstract 2
- 239000012071 phase Substances 0.000 abstract 2
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 abstract 1
- 239000008346 aqueous phase Substances 0.000 abstract 1
- 238000002844 melting Methods 0.000 abstract 1
- 230000008018 melting Effects 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/08—Bronchodilators
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/04—Antipruritics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/06—Antipsoriatics
-
- 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
- A61P21/00—Drugs for disorders of the muscular or neuromuscular system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- 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
- A61P3/06—Antihyperlipidemics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/04—Antineoplastic agents specific for metastasis
-
- 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
- A61P37/08—Antiallergic agents
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
Landscapes
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Dermatology (AREA)
- Pulmonology (AREA)
- Immunology (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Physical Education & Sports Medicine (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Rheumatology (AREA)
- Neurology (AREA)
- Pain & Pain Management (AREA)
- Obesity (AREA)
- Oncology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
Postupci za dobivanje spojeva formule I, naznačeni time da se dobije spoj formule IIIkoji se pomiješa sa oksalilkloridom, a dobiveni produkt se tretira sa hidrazinom i jednim alkalmetalhidroksidom u vodenoj fazi na 120 do 180oC, u nazočnosti jednog alifatskog mono- ili di-alkohola, s točkom talištaod najmanje 140oC, a nakon završetka tretmana dodavanjem etera jednom 3-faznom-sistemu, dobije se gore navedeni spoj formule I, zakiseljivanjem srednje faze. Patent sadrži još 20 patentnih zahtjeva.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
MXPA/A/2000/001047A MXPA00001047A (en) | 2000-01-28 | Method for producing 6-(4-chlorophenyl) -2,2-dimethyl-7- phenyl -2,3-dihydro- 1h-pyrrolizine- 5-yl acetic acid | |
PCT/EP2001/000852 WO2001055149A1 (de) | 2000-01-28 | 2001-01-26 | Verfahren zur herstellung von 6-(4-chlorphenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1h-pyrrolizin-5-yl-essigsäure |
Publications (2)
Publication Number | Publication Date |
---|---|
HRP20020707A2 HRP20020707A2 (en) | 2004-12-31 |
HRP20020707B1 true HRP20020707B1 (en) | 2006-05-31 |
Family
ID=32589023
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HR20020707A HRP20020707B1 (en) | 2000-01-28 | 2002-08-28 | Method for producing 6-(4-chlorophenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1h-pyrrolizine-5-yl acetic acid |
Country Status (31)
Country | Link |
---|---|
US (1) | US6417371B1 (hr) |
EP (1) | EP1252164B1 (hr) |
JP (1) | JP5143326B2 (hr) |
KR (1) | KR100749222B1 (hr) |
CN (1) | CN1160357C (hr) |
AT (1) | ATE262529T1 (hr) |
AU (1) | AU779616B2 (hr) |
BG (1) | BG65567B1 (hr) |
BR (1) | BR0107898A (hr) |
CA (1) | CA2397767C (hr) |
CU (1) | CU23193A3 (hr) |
DE (1) | DE50101761D1 (hr) |
DK (1) | DK1252164T3 (hr) |
EA (1) | EA004938B1 (hr) |
EE (1) | EE05125B1 (hr) |
ES (1) | ES2218382T3 (hr) |
GE (1) | GEP20043408B (hr) |
HK (1) | HK1047590A1 (hr) |
HR (1) | HRP20020707B1 (hr) |
HU (1) | HUP0300604A3 (hr) |
IS (1) | IS2404B (hr) |
NZ (1) | NZ520429A (hr) |
PL (1) | PL208027B1 (hr) |
PT (1) | PT1252164E (hr) |
RS (1) | RS50374B (hr) |
SK (1) | SK286608B6 (hr) |
TR (1) | TR200400691T4 (hr) |
TW (1) | TWI289561B (hr) |
UA (1) | UA72580C2 (hr) |
WO (1) | WO2001055149A1 (hr) |
ZA (1) | ZA200206832B (hr) |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE10141285A1 (de) * | 2001-08-23 | 2003-03-27 | Merckle Gmbh | Verfahren zur Herstellung von 6-(4-Chlorphenyl)-2,2-dimethyl-7-phnyl-2,3-dihydro-1H-pyrrolizin-5-yl-essigsäure |
DE102005012971A1 (de) * | 2005-03-21 | 2006-09-28 | Merckle Gmbh | Polymorphe Form von 6-(4-Chlorphenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizin-5-yl-essigsäure |
WO2007108006A1 (en) * | 2006-03-23 | 2007-09-27 | Unichem Laboratories Limited | Process for the preparation of 6-(4-chlorophenyl)-2,2-dimethyl-7-phenyl-2, 3-dihydro-1h-pyrrolizin-5-yl acetic acid and its intermediates |
DK2350082T3 (en) * | 2008-10-31 | 2015-04-20 | C A I R Biosciences Gmbh | Choline and thromethamine salt of licofelone |
EP3324959B1 (en) | 2015-07-17 | 2023-07-12 | The Board Of Regents Of The University Of Oklahoma | Licofelone derivatives and methods of use |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3915450A1 (de) * | 1989-05-11 | 1990-11-15 | Gerd Prof Dr Dannhardt | Substituierte pyrrolverbindungen und deren anwendung in der pharmazie |
US5260451A (en) | 1989-05-11 | 1993-11-09 | Merckle Gmbh | Substituted pyrrole compounds and use thereof in pharmaceutical compositions |
DE4419247A1 (de) | 1994-06-01 | 1995-12-07 | Merckle Gmbh | Sulfonylierte Pyrrolizincarbonsäureamide und deren Anwendung in der Pharmazie |
DE4419246A1 (de) | 1994-06-01 | 1995-12-07 | Merckle Gmbh | Heteroarylsubstituierte Pyrrolizinverbindungen und deren Anwendung in der Pharmazie |
DE4419315A1 (de) | 1994-06-01 | 1995-12-07 | Merckle Gmbh | Heteropyrrolizinverbindungen und deren Anwendung in der Pharmazie |
-
2001
- 2001-01-26 CA CA002397767A patent/CA2397767C/en not_active Expired - Fee Related
- 2001-01-26 TR TR2004/00691T patent/TR200400691T4/xx unknown
- 2001-01-26 EP EP01905691A patent/EP1252164B1/de not_active Expired - Lifetime
- 2001-01-26 UA UA2002086986A patent/UA72580C2/uk unknown
- 2001-01-26 ES ES01905691T patent/ES2218382T3/es not_active Expired - Lifetime
- 2001-01-26 BR BR0107898-4A patent/BR0107898A/pt not_active Application Discontinuation
- 2001-01-26 EA EA200200740A patent/EA004938B1/ru not_active IP Right Cessation
- 2001-01-26 DK DK01905691T patent/DK1252164T3/da active
- 2001-01-26 AT AT01905691T patent/ATE262529T1/de active
- 2001-01-26 JP JP2001561008A patent/JP5143326B2/ja not_active Expired - Fee Related
- 2001-01-26 WO PCT/EP2001/000852 patent/WO2001055149A1/de active IP Right Grant
- 2001-01-26 CN CNB01804235XA patent/CN1160357C/zh not_active Expired - Fee Related
- 2001-01-26 NZ NZ520429A patent/NZ520429A/en not_active IP Right Cessation
- 2001-01-26 EE EEP200200417A patent/EE05125B1/xx not_active IP Right Cessation
- 2001-01-26 US US09/769,742 patent/US6417371B1/en not_active Expired - Lifetime
- 2001-01-26 DE DE50101761T patent/DE50101761D1/de not_active Expired - Lifetime
- 2001-01-26 AU AU33711/01A patent/AU779616B2/en not_active Ceased
- 2001-01-26 KR KR1020027009706A patent/KR100749222B1/ko active IP Right Grant
- 2001-01-26 PL PL356774A patent/PL208027B1/pl unknown
- 2001-01-26 SK SK1043-2002A patent/SK286608B6/sk not_active IP Right Cessation
- 2001-01-26 PT PT01905691T patent/PT1252164E/pt unknown
- 2001-01-26 GE GE4919A patent/GEP20043408B/en unknown
- 2001-01-26 RS YUP-565/02A patent/RS50374B/sr unknown
- 2001-01-26 HU HU0300604A patent/HUP0300604A3/hu unknown
- 2001-05-09 TW TW090111072A patent/TWI289561B/zh not_active IP Right Cessation
-
2002
- 2002-07-17 CU CU20020150A patent/CU23193A3/es not_active IP Right Cessation
- 2002-07-19 IS IS6475A patent/IS2404B/is unknown
- 2002-07-24 BG BG106951A patent/BG65567B1/bg unknown
- 2002-08-27 ZA ZA200206832A patent/ZA200206832B/en unknown
- 2002-08-28 HR HR20020707A patent/HRP20020707B1/xx not_active IP Right Cessation
- 2002-12-17 HK HK02109153A patent/HK1047590A1/xx not_active IP Right Cessation
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Legal Events
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A1OB | Publication of a patent application | ||
ARAI | Request for the grant of a patent on the basis of the submitted results of a substantive examination of a patent application | ||
B1PR | Patent granted | ||
ODRP | Renewal fee for the maintenance of a patent |
Payment date: 20120712 Year of fee payment: 12 |
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PBON | Lapse due to non-payment of renewal fee |
Effective date: 20130127 |