JP2001521934A - 抗炎症薬としての芳香族ヘテロ環式化合物 - Google Patents
抗炎症薬としての芳香族ヘテロ環式化合物Info
- Publication number
- JP2001521934A JP2001521934A JP2000518962A JP2000518962A JP2001521934A JP 2001521934 A JP2001521934 A JP 2001521934A JP 2000518962 A JP2000518962 A JP 2000518962A JP 2000518962 A JP2000518962 A JP 2000518962A JP 2001521934 A JP2001521934 A JP 2001521934A
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- optionally
- heteroaryl
- branched
- phenyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
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- 229940124599 anti-inflammatory drug Drugs 0.000 title 1
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- 208000037893 chronic inflammatory disorder Diseases 0.000 claims abstract description 5
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- 125000001072 heteroaryl group Chemical group 0.000 claims description 220
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- 125000001624 naphthyl group Chemical group 0.000 claims description 116
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- 125000004093 cyano group Chemical group *C#N 0.000 claims description 58
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- 125000003118 aryl group Chemical group 0.000 claims description 39
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- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 23
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- YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Natural products C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 claims description 16
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 16
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- 125000000168 pyrrolyl group Chemical group 0.000 claims description 16
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 15
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 15
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- VSIYJQNFMOOGCU-UHFFFAOYSA-N 1-(cyclohexen-1-yl)cyclohexene Chemical group C1CCCC(C=2CCCCC=2)=C1 VSIYJQNFMOOGCU-UHFFFAOYSA-N 0.000 claims description 10
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- 229910052757 nitrogen Inorganic materials 0.000 claims description 10
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- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 claims description 9
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- 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 claims description 7
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- 125000000623 heterocyclic group Chemical group 0.000 claims description 7
- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 claims description 7
- 206010040070 Septic Shock Diseases 0.000 claims description 6
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- 125000004122 cyclic group Chemical group 0.000 claims description 6
- LPIQUOYDBNQMRZ-UHFFFAOYSA-N cyclopentene Chemical compound C1CC=CC1 LPIQUOYDBNQMRZ-UHFFFAOYSA-N 0.000 claims description 6
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 claims description 6
- 208000015181 infectious disease Diseases 0.000 claims description 6
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 6
- 125000004742 propyloxycarbonyl group Chemical group 0.000 claims description 6
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- 206010035226 Plasma cell myeloma Diseases 0.000 claims description 5
- 125000004457 alkyl amino carbonyl group Chemical group 0.000 claims description 5
- 125000003453 indazolyl group Chemical group N1N=C(C2=C1C=CC=C2)* 0.000 claims description 5
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 claims description 5
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- 125000000081 (C5-C8) cycloalkenyl group Chemical group 0.000 claims description 4
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- 125000000259 cinnolinyl group Chemical group N1=NC(=CC2=CC=CC=C12)* 0.000 claims description 4
- DMEGYFMYUHOHGS-UHFFFAOYSA-N cycloheptane Chemical compound C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 claims description 4
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 4
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- 125000004592 phthalazinyl group Chemical group C1(=NN=CC2=CC=CC=C12)* 0.000 claims description 4
- 125000001042 pteridinyl group Chemical group N1=C(N=CC2=NC=CN=C12)* 0.000 claims description 4
- KAJRUHJCBCZULP-UHFFFAOYSA-N 1-cyclohepta-1,3-dien-1-ylcyclohepta-1,3-diene Chemical compound C1CCC=CC=C1C1=CC=CCCC1 KAJRUHJCBCZULP-UHFFFAOYSA-N 0.000 claims description 3
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- 206010020772 Hypertension Diseases 0.000 claims description 3
- ZCQWOFVYLHDMMC-UHFFFAOYSA-N Oxazole Chemical compound C1=COC=N1 ZCQWOFVYLHDMMC-UHFFFAOYSA-N 0.000 claims description 3
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- 150000003254 radicals Chemical class 0.000 claims description 3
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- 125000006563 (C1-3) alkylaminocarbonyl group Chemical group 0.000 claims description 2
- UPRSNNXRXUQSAZ-UHFFFAOYSA-N 1-(5-tert-butyl-2-pyridin-3-ylpyrazol-3-yl)-3-(4-cyanonaphthalen-1-yl)urea Chemical compound N1=C(C(C)(C)C)C=C(NC(=O)NC=2C3=CC=CC=C3C(C#N)=CC=2)N1C1=CC=CN=C1 UPRSNNXRXUQSAZ-UHFFFAOYSA-N 0.000 claims description 2
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- IVBPBKLZQGEAEA-UHFFFAOYSA-N 1-[5-tert-butyl-2-(4-methylphenyl)pyrazol-3-yl]-3-(2-fluorophenyl)urea Chemical compound C1=CC(C)=CC=C1N1C(NC(=O)NC=2C(=CC=CC=2)F)=CC(C(C)(C)C)=N1 IVBPBKLZQGEAEA-UHFFFAOYSA-N 0.000 claims description 2
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- C—CHEMISTRY; METALLURGY
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
- C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
- C07D235/24—Benzimidazoles; Hydrogenated benzimidazoles 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 in position 2
- C07D235/30—Nitrogen atoms not forming part of a nitro radical
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- 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]
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three 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
- C07D231/38—Nitrogen atoms
- C07D231/40—Acylated on said nitrogen atom
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur 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
- C07D333/30—Hetero atoms other than halogen
- C07D333/36—Nitrogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pain & Pain Management (AREA)
- Pharmacology & Pharmacy (AREA)
- Rheumatology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US6410297P | 1997-11-03 | 1997-11-03 | |
| US60/064,102 | 1997-11-03 | ||
| PCT/US1998/022907 WO1999023091A1 (en) | 1997-11-03 | 1998-10-29 | Aromatic heterocyclic compounds as anti-inflammatory agents |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2001521934A true JP2001521934A (ja) | 2001-11-13 |
| JP2001521934A5 JP2001521934A5 (cg-RX-API-DMAC10.html) | 2006-01-05 |
Family
ID=22053575
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2000518962A Pending JP2001521934A (ja) | 1997-11-03 | 1998-10-29 | 抗炎症薬としての芳香族ヘテロ環式化合物 |
Country Status (6)
| Country | Link |
|---|---|
| US (3) | US6080763A (cg-RX-API-DMAC10.html) |
| EP (1) | EP1028953A1 (cg-RX-API-DMAC10.html) |
| JP (1) | JP2001521934A (cg-RX-API-DMAC10.html) |
| AU (1) | AU1367599A (cg-RX-API-DMAC10.html) |
| CA (1) | CA2308428A1 (cg-RX-API-DMAC10.html) |
| WO (1) | WO1999023091A1 (cg-RX-API-DMAC10.html) |
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| WO2005012259A1 (ja) * | 2003-07-30 | 2005-02-10 | Kowa Co., Ltd. | オステオポンチン産生抑制方法 |
| JP2009504582A (ja) * | 2005-08-09 | 2009-02-05 | メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフトング | チロシンキナーゼ活性を有するピラゾール誘導体 |
| JP4823218B2 (ja) * | 2004-05-12 | 2011-11-24 | ベーリンガー インゲルハイム ファーマシューティカルズ インコーポレイテッド | 抗−サイトカインヘテロ環式化合物 |
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| US4171364A (en) * | 1971-10-01 | 1979-10-16 | Eli Lilly And Company | N-heterocyclic ureas as immune regulants |
| US3990879A (en) * | 1974-12-26 | 1976-11-09 | Eli Lilly And Company | Method of controlling aquatic weeds |
| JPS5686170A (en) * | 1979-10-29 | 1981-07-13 | Mcneilab Inc | Nnarylln**imidazolee22yllurea* composition and method |
| US5162360A (en) * | 1991-06-24 | 1992-11-10 | Warner-Lambert Company | 2-heteroatom containing urea and thiourea ACAT inhibitors |
| WO1999032110A1 (en) * | 1997-12-22 | 1999-07-01 | Bayer Corporation | INHIBITION OF p38 KINASE ACTIVITY USING ARYL AND HETEROARYL SUBSTITUTED HETEROCYCLIC UREAS |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2003514808A (ja) * | 1999-11-16 | 2003-04-22 | ベーリンガー インゲルハイム ファーマシューティカルズ インコーポレイテッド | 抗炎症剤としての尿素誘導体 |
| WO2005012259A1 (ja) * | 2003-07-30 | 2005-02-10 | Kowa Co., Ltd. | オステオポンチン産生抑制方法 |
| JP4823218B2 (ja) * | 2004-05-12 | 2011-11-24 | ベーリンガー インゲルハイム ファーマシューティカルズ インコーポレイテッド | 抗−サイトカインヘテロ環式化合物 |
| JP2009504582A (ja) * | 2005-08-09 | 2009-02-05 | メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフトング | チロシンキナーゼ活性を有するピラゾール誘導体 |
| JP2015537001A (ja) * | 2012-11-13 | 2015-12-24 | アレイ バイオファーマ、インコーポレイテッド | 疼痛の治療に有用な二環式尿素、チオ尿素、グアニジン、およびシアノグアニジン化合物 |
Also Published As
| Publication number | Publication date |
|---|---|
| US6080763A (en) | 2000-06-27 |
| CA2308428A1 (en) | 1999-05-14 |
| US6228881B1 (en) | 2001-05-08 |
| US20010039290A1 (en) | 2001-11-08 |
| US6432995B2 (en) | 2002-08-13 |
| WO1999023091A1 (en) | 1999-05-14 |
| EP1028953A1 (en) | 2000-08-23 |
| AU1367599A (en) | 1999-05-24 |
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