MXPA02000828A - Nuevos antagonistas retinoiides selectivos. - Google Patents
Nuevos antagonistas retinoiides selectivos.Info
- Publication number
- MXPA02000828A MXPA02000828A MXPA02000828A MXPA02000828A MXPA02000828A MX PA02000828 A MXPA02000828 A MX PA02000828A MX PA02000828 A MXPA02000828 A MX PA02000828A MX PA02000828 A MXPA02000828 A MX PA02000828A MX PA02000828 A MXPA02000828 A MX PA02000828A
- Authority
- MX
- Mexico
- Prior art keywords
- alkyl
- formula
- hydrogen
- hexahydro
- tetramethyl
- Prior art date
Links
- 206010014561 Emphysema Diseases 0.000 title claims description 17
- 238000011282 treatment Methods 0.000 title claims description 16
- 150000003839 salts Chemical class 0.000 claims abstract description 16
- 239000000556 agonist Substances 0.000 claims abstract description 14
- 239000003814 drug Substances 0.000 claims abstract description 12
- 150000004492 retinoid derivatives Chemical class 0.000 claims abstract description 8
- 150000001875 compounds Chemical class 0.000 claims description 81
- 239000001257 hydrogen Substances 0.000 claims description 49
- 229910052739 hydrogen Inorganic materials 0.000 claims description 49
- 125000000217 alkyl group Chemical group 0.000 claims description 45
- 239000002253 acid Substances 0.000 claims description 42
- -1 alkyl-NR10 Chemical group 0.000 claims description 40
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 23
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 18
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 17
- 239000001301 oxygen Substances 0.000 claims description 17
- 229910052760 oxygen Inorganic materials 0.000 claims description 17
- 125000003342 alkenyl group Chemical group 0.000 claims description 15
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 15
- 125000003545 alkoxy group Chemical group 0.000 claims description 13
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims description 13
- 125000003884 phenylalkyl group Chemical group 0.000 claims description 13
- 239000005711 Benzoic acid Substances 0.000 claims description 12
- 125000000304 alkynyl group Chemical group 0.000 claims description 12
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 11
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 10
- 239000002585 base Substances 0.000 claims description 9
- YXWIQSQCMRBMES-UHFFFAOYSA-N 4,4,7,7-tetramethyl-2-pentyl-1,3,5,6-tetrahydroindene-2-carboxylic acid Chemical compound CC1(C)CCC(C)(C)C2=C1CC(CCCCC)(C(O)=O)C2 YXWIQSQCMRBMES-UHFFFAOYSA-N 0.000 claims description 8
- 201000010099 disease Diseases 0.000 claims description 8
- 125000003302 alkenyloxy group Chemical group 0.000 claims description 7
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 7
- 150000001735 carboxylic acids Chemical class 0.000 claims description 7
- 229910052736 halogen Inorganic materials 0.000 claims description 7
- 150000002367 halogens Chemical group 0.000 claims description 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 7
- 125000001072 heteroaryl group Chemical group 0.000 claims description 5
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 5
- 229920002554 vinyl polymer Polymers 0.000 claims description 5
- YJWSXCCGZMJIGJ-UHFFFAOYSA-N 2,4,4,7,7-pentamethyl-1,3,5,6-tetrahydroindene-2-carboxylic acid Chemical compound CC1(C)CCC(C)(C)C2=C1CC(C)(C(O)=O)C2 YJWSXCCGZMJIGJ-UHFFFAOYSA-N 0.000 claims description 4
- PCSSCKZFXXQGMW-UHFFFAOYSA-N 2-benzyl-4,4,7,7-tetramethyl-1,3,5,6-tetrahydroindene-2-carboxylic acid Chemical compound CC1(C)CCC(C)(C)C(C2)=C1CC2(C(O)=O)CC1=CC=CC=C1 PCSSCKZFXXQGMW-UHFFFAOYSA-N 0.000 claims description 4
- HVTNJZXCZFHELO-UHFFFAOYSA-N 2-ethyl-4,4,7,7-tetramethyl-1,3,5,6-tetrahydroindene-2-carboxylic acid Chemical compound CC1(C)CCC(C)(C)C2=C1CC(CC)(C(O)=O)C2 HVTNJZXCZFHELO-UHFFFAOYSA-N 0.000 claims description 4
- 208000019693 Lung disease Diseases 0.000 claims description 4
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- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 3
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- 150000002431 hydrogen Chemical group 0.000 claims 8
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 2
- 239000003513 alkali Substances 0.000 claims 1
- 125000004125 inden-2-yl group Chemical group [H]C1=C(*)C([H])([H])C2=C([H])C([H])=C([H])C([H])=C12 0.000 claims 1
- 238000000034 method Methods 0.000 abstract description 21
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- 229940124597 therapeutic agent Drugs 0.000 abstract 1
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- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 72
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 42
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 37
- 238000006243 chemical reaction Methods 0.000 description 35
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- 229940093499 ethyl acetate Drugs 0.000 description 27
- 235000019439 ethyl acetate Nutrition 0.000 description 27
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 26
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- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 24
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- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 14
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- 239000011734 sodium Substances 0.000 description 12
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- 210000004072 lung Anatomy 0.000 description 10
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- 238000003756 stirring Methods 0.000 description 10
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- VHYFNPMBLIVWCW-UHFFFAOYSA-N 4-Dimethylaminopyridine Chemical compound CN(C)C1=CC=NC=C1 VHYFNPMBLIVWCW-UHFFFAOYSA-N 0.000 description 8
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 8
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- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 7
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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 4
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Classifications
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- 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
- A61K31/045—Hydroxy compounds, e.g. alcohols; Salts thereof, e.g. alcoholates
- A61K31/07—Retinol compounds, e.g. vitamin A
-
- 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
- A61P11/00—Drugs for disorders of the respiratory system
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- 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
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/57—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of rings other than six-membered aromatic rings
- C07C233/63—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of rings other than six-membered aromatic rings having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C61/00—Compounds having carboxyl groups bound to carbon atoms of rings other than six-membered aromatic rings
- C07C61/16—Unsaturated compounds
- C07C61/28—Unsaturated compounds polycyclic
- C07C61/29—Unsaturated compounds polycyclic having a carboxyl group bound to a condensed ring system
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C63/00—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings
- C07C63/66—Polycyclic acids with unsaturation outside the aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/74—Esters of carboxylic acids having an esterified carboxyl group bound to a carbon atom of a ring other than a six-membered aromatic ring
- C07C69/753—Esters of carboxylic acids having an esterified carboxyl group bound to a carbon atom of a ring other than a six-membered aromatic ring of polycyclic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2602/00—Systems containing two condensed rings
- C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
- C07C2602/04—One of the condensed rings being a six-membered aromatic ring
- C07C2602/08—One of the condensed rings being a six-membered aromatic ring the other ring being five-membered, e.g. indane
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (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)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pulmonology (AREA)
- Dermatology (AREA)
- Epidemiology (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyridine Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP99115223 | 1999-08-02 | ||
| PCT/EP2000/007091 WO2001009076A2 (en) | 1999-08-02 | 2000-07-25 | Retinoids for the treatment of emphysema |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MXPA02000828A true MXPA02000828A (es) | 2002-07-30 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MXPA02000828A MXPA02000828A (es) | 1999-08-02 | 2000-07-25 | Nuevos antagonistas retinoiides selectivos. |
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| EP (1) | EP1206436B1 (enExample) |
| JP (1) | JP3961827B2 (enExample) |
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| CN (1) | CN1166618C (enExample) |
| AR (1) | AR024998A1 (enExample) |
| AT (1) | ATE279386T1 (enExample) |
| AU (1) | AU772551B2 (enExample) |
| BR (1) | BR0012951A (enExample) |
| CA (1) | CA2386793C (enExample) |
| DE (1) | DE60014928T2 (enExample) |
| DK (1) | DK1206436T3 (enExample) |
| ES (1) | ES2228587T3 (enExample) |
| MX (1) | MXPA02000828A (enExample) |
| PT (1) | PT1206436E (enExample) |
| TR (1) | TR200200263T2 (enExample) |
| WO (1) | WO2001009076A2 (enExample) |
| ZA (1) | ZA200200516B (enExample) |
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| JO2178B1 (en) * | 1999-10-19 | 2003-04-23 | اف . هوفمان لاروش ايه جي | Treatment of invasive diseases, using selected anti-PAR materials |
| US20060189893A1 (en) * | 2005-01-06 | 2006-08-24 | Diamics, Inc. | Systems and methods for detecting abnormal cells |
| US20060161076A1 (en) * | 2005-01-06 | 2006-07-20 | Diamics, Inc. | Systems and methods for collection of cell clusters |
| US7914437B2 (en) * | 2005-02-04 | 2011-03-29 | Ams Research Corporation | Transobturator methods for installing sling to treat incontinence, and related devices |
| US8415390B2 (en) | 2008-05-30 | 2013-04-09 | Microdose Therapeutx, Inc. | Methods and compositions for administration of oxybutynin |
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|---|---|---|---|---|
| LU87821A1 (fr) * | 1990-10-12 | 1992-05-25 | Cird Galderma | Composes bi-aromatiques,et leur utilisation en medecine humaine et veterinaire et en cosmetique |
| US5958954A (en) * | 1995-09-01 | 1999-09-28 | Allergan Sales, Inc. | Synthesis and use of retinoid compounds having negative hormone and/or antagonist activities |
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2000
- 2000-07-25 MX MXPA02000828A patent/MXPA02000828A/es active IP Right Grant
- 2000-07-25 JP JP2001514280A patent/JP3961827B2/ja not_active Expired - Fee Related
- 2000-07-25 ES ES00951439T patent/ES2228587T3/es not_active Expired - Lifetime
- 2000-07-25 DK DK00951439T patent/DK1206436T3/da active
- 2000-07-25 BR BR0012951-8A patent/BR0012951A/pt not_active Application Discontinuation
- 2000-07-25 EP EP00951439A patent/EP1206436B1/en not_active Expired - Lifetime
- 2000-07-25 PT PT00951439T patent/PT1206436E/pt unknown
- 2000-07-25 CA CA002386793A patent/CA2386793C/en not_active Expired - Fee Related
- 2000-07-25 CN CNB008112568A patent/CN1166618C/zh not_active Expired - Fee Related
- 2000-07-25 WO PCT/EP2000/007091 patent/WO2001009076A2/en not_active Ceased
- 2000-07-25 TR TR2002/00263T patent/TR200200263T2/xx unknown
- 2000-07-25 AU AU64373/00A patent/AU772551B2/en not_active Ceased
- 2000-07-25 AT AT00951439T patent/ATE279386T1/de not_active IP Right Cessation
- 2000-07-25 DE DE60014928T patent/DE60014928T2/de not_active Expired - Fee Related
- 2000-07-25 KR KR10-2002-7001433A patent/KR100466730B1/ko not_active Expired - Fee Related
- 2000-07-26 US US09/625,806 patent/US6528677B1/en not_active Expired - Fee Related
- 2000-07-31 AR ARP000103950A patent/AR024998A1/es unknown
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2002
- 2002-01-21 ZA ZA200200516A patent/ZA200200516B/en unknown
- 2002-12-19 US US10/323,306 patent/US6828337B2/en not_active Expired - Fee Related
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2004
- 2004-11-02 US US10/979,355 patent/US20050113447A1/en not_active Abandoned
Also Published As
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| BR0012951A (pt) | 2002-04-30 |
| DE60014928T2 (de) | 2006-03-09 |
| KR20020030089A (ko) | 2002-04-22 |
| KR100466730B1 (ko) | 2005-01-24 |
| CN1166618C (zh) | 2004-09-15 |
| PT1206436E (pt) | 2004-12-31 |
| EP1206436B1 (en) | 2004-10-13 |
| WO2001009076A2 (en) | 2001-02-08 |
| US20030176726A1 (en) | 2003-09-18 |
| AU6437300A (en) | 2001-02-19 |
| US6528677B1 (en) | 2003-03-04 |
| US6828337B2 (en) | 2004-12-07 |
| AR024998A1 (es) | 2002-11-06 |
| DK1206436T3 (da) | 2005-02-14 |
| EP1206436A2 (en) | 2002-05-22 |
| CA2386793A1 (en) | 2001-02-08 |
| JP3961827B2 (ja) | 2007-08-22 |
| CA2386793C (en) | 2006-03-28 |
| JP2003526626A (ja) | 2003-09-09 |
| TR200200263T2 (tr) | 2004-12-21 |
| CN1368946A (zh) | 2002-09-11 |
| ES2228587T3 (es) | 2005-04-16 |
| US20050113447A1 (en) | 2005-05-26 |
| DE60014928D1 (de) | 2004-11-18 |
| WO2001009076A3 (en) | 2001-07-19 |
| ZA200200516B (en) | 2003-06-25 |
| ATE279386T1 (de) | 2004-10-15 |
| AU772551B2 (en) | 2004-04-29 |
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