CO4900065A1 - NON-ULCEROGENIC ANALGESIC / ANTI-INFLAMMATORY DERIVATIVE OF CLONIXINE - Google Patents
NON-ULCEROGENIC ANALGESIC / ANTI-INFLAMMATORY DERIVATIVE OF CLONIXINEInfo
- Publication number
- CO4900065A1 CO4900065A1 CO97046964A CO97046964A CO4900065A1 CO 4900065 A1 CO4900065 A1 CO 4900065A1 CO 97046964 A CO97046964 A CO 97046964A CO 97046964 A CO97046964 A CO 97046964A CO 4900065 A1 CO4900065 A1 CO 4900065A1
- Authority
- CO
- Colombia
- Prior art keywords
- clonixate
- analgesic
- clonixine
- ulcerogenic
- inflammatory
- Prior art date
Links
- 230000000202 analgesic effect Effects 0.000 title abstract 2
- 230000003110 anti-inflammatory effect Effects 0.000 title abstract 2
- CLOMYZFHNHFSIQ-UHFFFAOYSA-N clonixin Chemical class CC1=C(Cl)C=CC=C1NC1=NC=CC=C1C(O)=O CLOMYZFHNHFSIQ-UHFFFAOYSA-N 0.000 title abstract 2
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 abstract 6
- -1 4-Nitroxybutyl Chemical group 0.000 abstract 4
- SQGYOTSLMSWVJD-UHFFFAOYSA-N silver(1+) nitrate Chemical compound [Ag+].[O-]N(=O)=O SQGYOTSLMSWVJD-UHFFFAOYSA-N 0.000 abstract 2
- 206010061218 Inflammation Diseases 0.000 abstract 1
- 241000124008 Mammalia Species 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 230000002411 adverse Effects 0.000 abstract 1
- 230000002566 clonic effect Effects 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 230000002757 inflammatory effect Effects 0.000 abstract 1
- 230000004054 inflammatory process Effects 0.000 abstract 1
- 229910001961 silver nitrate Inorganic materials 0.000 abstract 1
- 230000003637 steroidlike Effects 0.000 abstract 1
- 230000001562 ulcerogenic effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/79—Acids; Esters
- C07D213/80—Acids; Esters in position 3
-
- 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]
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Pain & Pain Management (AREA)
- Animal Behavior & Ethology (AREA)
- Rheumatology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Pyridine Compounds (AREA)
Abstract
El derivado de clonixina de fórmula (I), o clonixato de4-Nitroxibutilo, es un nuevo producto analgésico-antiinflamatorio no esteroideo, que tiene un equilibrio extraordinariamente bueno entre una alta actividad analgésica/antiinflamatoria y bajos efectos adversos ulcerogenicos, principalmente como una consecuencia de una sorprendentemente alta actividad inflamatoria (dos veces la del ácido clonixico).El compuesto (I) se prepara haciendo reaccionar el clonixato de 4-clorobutilo con nitrato de plata en acetonitrilo. El clonixato de 4-clorobutilo se prepara por reacción de un clonixato alcalino con 1-bromo-4-clorubutano en acetonitrilo. El clonixato de 4-nitroxibutilo (I) es especialmente útil como principio activo para el tratamiento del dolor y/o inflamación en mamíferos.The clonixine derivative of formula (I), or 4-Nitroxybutyl clonixate, is a new non-steroidal analgesic-anti-inflammatory product, which has an extraordinarily good balance between high analgesic / anti-inflammatory activity and low ulcerogenic adverse effects, mainly as a consequence of surprisingly high inflammatory activity (twice that of clonic acid). Compound (I) is prepared by reacting 4-chlorobutyl clonixate with silver nitrate in acetonitrile. The 4-chlorobutyl clonixate is prepared by reacting an alkaline clonixate with 1-bromo-4-chlorubutane in acetonitrile. 4-Nitroxybutyl (I) clonixate is especially useful as an active ingredient for the treatment of pain and / or inflammation in mammals.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/EP1996/003610 WO1998007701A1 (en) | 1996-08-16 | 1996-08-16 | Non-ulcerogenic analgesic/anti-inflammatory clonixin derivative |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CO4900065A1 true CO4900065A1 (en) | 2000-03-27 |
Family
ID=8166287
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CO97046964A CO4900065A1 (en) | 1996-08-16 | 1997-08-15 | NON-ULCEROGENIC ANALGESIC / ANTI-INFLAMMATORY DERIVATIVE OF CLONIXINE |
Country Status (9)
| Country | Link |
|---|---|
| JP (1) | JP2000516235A (en) |
| AU (1) | AU714258B2 (en) |
| BR (1) | BR9612730A (en) |
| CA (1) | CA2262788A1 (en) |
| CO (1) | CO4900065A1 (en) |
| PE (1) | PE99398A1 (en) |
| TW (1) | TW337521B (en) |
| UY (1) | UY24666A1 (en) |
| WO (1) | WO1998007701A1 (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20030042935A (en) * | 2001-11-26 | 2003-06-02 | 알앤피코리아 주식회사 | Clonixin lysinate formulation |
| ITMI20021861A1 (en) * | 2002-08-29 | 2004-02-29 | Nicox Sa | NITROXIALKYL ESTER SYNTHESIS PROCESS OF CARBOXYLIC ACIDS, INTERMEDIATES THAT CAN BE USED IN THAT PROCEDURE AND THEIR PREPARATION. |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4273777A (en) * | 1979-06-04 | 1981-06-16 | Laboratorios Bago S.A. | Methods of treating mammals suffering from inflammation and pain |
| IT1256345B (en) * | 1992-08-20 | 1995-12-01 | NITRIC ESTERS OF PHENYLACETIC 2- (2,6-DI-HALO-PHENYLAMIN) DERIVATIVES AND PROCEDURE FOR THEIR PREPARATION |
-
1996
- 1996-08-16 AU AU69249/96A patent/AU714258B2/en not_active Ceased
- 1996-08-16 BR BR9612730A patent/BR9612730A/en not_active Application Discontinuation
- 1996-08-16 WO PCT/EP1996/003610 patent/WO1998007701A1/en not_active Ceased
- 1996-08-16 JP JP10510291A patent/JP2000516235A/en active Pending
- 1996-08-16 CA CA002262788A patent/CA2262788A1/en not_active Abandoned
- 1996-09-03 TW TW085110724A patent/TW337521B/en active
-
1997
- 1997-08-12 UY UY24666A patent/UY24666A1/en unknown
- 1997-08-14 PE PE1997000716A patent/PE99398A1/en not_active Application Discontinuation
- 1997-08-15 CO CO97046964A patent/CO4900065A1/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CA2262788A1 (en) | 1998-02-26 |
| PE99398A1 (en) | 1999-01-25 |
| WO1998007701A1 (en) | 1998-02-26 |
| AU6924996A (en) | 1998-03-06 |
| BR9612730A (en) | 1999-08-24 |
| JP2000516235A (en) | 2000-12-05 |
| TW337521B (en) | 1998-08-01 |
| UY24666A1 (en) | 1998-02-03 |
| AU714258B2 (en) | 1999-12-23 |
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