JP2002516909A5 - - Google Patents
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- JP2002516909A5 JP2002516909A5 JP2000552097A JP2000552097A JP2002516909A5 JP 2002516909 A5 JP2002516909 A5 JP 2002516909A5 JP 2000552097 A JP2000552097 A JP 2000552097A JP 2000552097 A JP2000552097 A JP 2000552097A JP 2002516909 A5 JP2002516909 A5 JP 2002516909A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- nhc
- phenyl
- heterocyclic group
- halogen
- 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
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- -1 C1-6Alkyl Chemical group 0.000 description 40
- 125000000623 heterocyclic group Chemical group 0.000 description 33
- 229910052736 halogen Inorganic materials 0.000 description 29
- 150000002367 halogens Chemical class 0.000 description 29
- 125000000217 alkyl group Chemical group 0.000 description 25
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 15
- 125000003118 aryl group Chemical group 0.000 description 14
- 150000001875 compounds Chemical class 0.000 description 13
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 9
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 description 8
- 125000002837 carbocyclic group Chemical group 0.000 description 8
- 239000000460 chlorine Substances 0.000 description 7
- 239000002904 solvent Substances 0.000 description 7
- 125000003545 alkoxy group Chemical group 0.000 description 6
- 229910052739 hydrogen Inorganic materials 0.000 description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 6
- 125000000636 p-nitrophenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)[N+]([O-])=O 0.000 description 6
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 description 5
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 description 5
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 description 5
- 125000003342 alkenyl group Chemical group 0.000 description 5
- 125000004663 dialkyl amino group Chemical group 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- 125000003226 pyrazolyl group Chemical group 0.000 description 5
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 description 4
- JPRPJUMQRZTTED-UHFFFAOYSA-N 1,3-dioxolanyl Chemical group [CH]1OCCO1 JPRPJUMQRZTTED-UHFFFAOYSA-N 0.000 description 4
- 229910052801 chlorine Inorganic materials 0.000 description 4
- 125000004985 dialkyl amino alkyl group Chemical group 0.000 description 4
- 125000006217 methyl sulfide group Chemical group [H]C([H])([H])S* 0.000 description 4
- 239000008194 pharmaceutical composition Substances 0.000 description 4
- 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 description 3
- WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 description 3
- 125000001309 chloro group Chemical group Cl* 0.000 description 3
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 3
- 125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 description 2
- 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 description 2
- WEGYGNROSJDEIW-UHFFFAOYSA-N 3-Acetylpyridine Chemical compound CC(=O)C1=CC=CN=C1 WEGYGNROSJDEIW-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- 150000001450 anions Chemical class 0.000 description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 2
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 125000000842 isoxazolyl group Chemical group 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 1
- 125000006704 (C5-C6) cycloalkyl group Chemical group 0.000 description 1
- PWKNBLFSJAVFAB-UHFFFAOYSA-N 1-fluoro-2-nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1F PWKNBLFSJAVFAB-UHFFFAOYSA-N 0.000 description 1
- 125000006023 1-pentenyl group Chemical group 0.000 description 1
- YMJLEPMVGQBLHL-UHFFFAOYSA-N 1h-pyrazole-5-carbonitrile Chemical compound N#CC1=CC=NN1 YMJLEPMVGQBLHL-UHFFFAOYSA-N 0.000 description 1
- BNYCHCAYYYRJSH-UHFFFAOYSA-N 1h-pyrazole-5-carboxamide Chemical class NC(=O)C1=CC=NN1 BNYCHCAYYYRJSH-UHFFFAOYSA-N 0.000 description 1
- AHXBNAYSJKHAGO-UHFFFAOYSA-N 2-(4-nitrophenyl)-5-pyridin-3-ylpyrazole-3-carboxamide Chemical compound NC(=O)C1=CC(C=2C=NC=CC=2)=NN1C1=CC=C([N+]([O-])=O)C=C1 AHXBNAYSJKHAGO-UHFFFAOYSA-N 0.000 description 1
- SLJXCMIFADRNKB-UHFFFAOYSA-N 2-[4-(2,3-dihydro-1h-inden-2-ylmethylamino)phenyl]-5-pyridin-3-ylpyrazole-3-carbonitrile Chemical compound N=1N(C=2C=CC(NCC3CC4=CC=CC=C4C3)=CC=2)C(C#N)=CC=1C1=CC=CN=C1 SLJXCMIFADRNKB-UHFFFAOYSA-N 0.000 description 1
- CRAWFJBJQNWWJG-UHFFFAOYSA-N 2-[4-[(2,6-dimethylphenyl)methylamino]phenyl]-5-pyridin-3-ylpyrazole-3-carbonitrile Chemical compound CC1=CC=CC(C)=C1CNC1=CC=C(N2C(=CC(=N2)C=2C=NC=CC=2)C#N)C=C1 CRAWFJBJQNWWJG-UHFFFAOYSA-N 0.000 description 1
- PSEZMBBKILHUCM-UHFFFAOYSA-N 2-[4-[(2-chloro-6-fluorophenyl)methylamino]phenyl]-5-pyridin-3-ylpyrazole-3-carbonitrile Chemical compound FC1=CC=CC(Cl)=C1CNC1=CC=C(N2C(=CC(=N2)C=2C=NC=CC=2)C#N)C=C1 PSEZMBBKILHUCM-UHFFFAOYSA-N 0.000 description 1
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 125000004211 3,5-difluorophenyl group Chemical group [H]C1=C(F)C([H])=C(*)C([H])=C1F 0.000 description 1
- 125000003682 3-furyl group Chemical group O1C([H])=C([*])C([H])=C1[H] 0.000 description 1
- CDMNFVCQZPYYDK-UHFFFAOYSA-N 4-(3-cyanopropoxy)-n-[4-(5-cyano-3-pyridin-3-ylpyrazol-1-yl)phenyl]benzamide Chemical compound C=1C=C(OCCCC#N)C=CC=1C(=O)NC(C=C1)=CC=C1N(C(=C1)C#N)N=C1C1=CC=CN=C1 CDMNFVCQZPYYDK-UHFFFAOYSA-N 0.000 description 1
- YFSFKZHKICGCJW-UHFFFAOYSA-N 4-(5-ethyl-3-pyridin-3-ylpyrazol-1-yl)-n-[(2-fluoro-6-methylphenyl)methyl]aniline Chemical compound CCC1=CC(C=2C=NC=CC=2)=NN1C(C=C1)=CC=C1NCC1=C(C)C=CC=C1F YFSFKZHKICGCJW-UHFFFAOYSA-N 0.000 description 1
- 125000004217 4-methoxybenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1OC([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 description 1
- 125000004863 4-trifluoromethoxyphenyl group Chemical group [H]C1=C([H])C(OC(F)(F)F)=C([H])C([H])=C1* 0.000 description 1
- 208000023275 Autoimmune disease Diseases 0.000 description 1
- 0 Cc(c(*)c1*)n[n]1-c(cc1)ccc1I* Chemical compound Cc(c(*)c1*)n[n]1-c(cc1)ccc1I* 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 238000007239 Wittig reaction Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 description 1
- 125000000278 alkyl amino alkyl group Chemical group 0.000 description 1
- 125000003282 alkyl amino group Chemical group 0.000 description 1
- 125000004448 alkyl carbonyl group Chemical group 0.000 description 1
- 125000006350 alkyl thio alkyl group Chemical group 0.000 description 1
- 125000000304 alkynyl group Chemical group 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 150000003857 carboxamides Chemical class 0.000 description 1
- FZFAMSAMCHXGEF-UHFFFAOYSA-N chloro formate Chemical compound ClOC=O FZFAMSAMCHXGEF-UHFFFAOYSA-N 0.000 description 1
- 125000000596 cyclohexenyl group Chemical group C1(=CCCCC1)* 0.000 description 1
- 239000012024 dehydrating agents Substances 0.000 description 1
- WYACBZDAHNBPPB-UHFFFAOYSA-N diethyl oxalate Chemical compound CCOC(=O)C(=O)OCC WYACBZDAHNBPPB-UHFFFAOYSA-N 0.000 description 1
- 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 description 1
- 125000006222 dimethylaminomethyl group Chemical group [H]C([H])([H])N(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 239000003937 drug carrier Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- ZADSMLIXHMTDJK-UHFFFAOYSA-N ethyl 2,4-dioxo-4-pyridin-3-ylbutanoate Chemical compound CCOC(=O)C(=O)CC(=O)C1=CC=CN=C1 ZADSMLIXHMTDJK-UHFFFAOYSA-N 0.000 description 1
- LBCFPECTPJNANE-UHFFFAOYSA-N ethyl 2-(4-nitrophenyl)-5-pyridin-3-ylpyrazole-3-carboxylate Chemical compound CCOC(=O)C1=CC(C=2C=NC=CC=2)=NN1C1=CC=C([N+]([O-])=O)C=C1 LBCFPECTPJNANE-UHFFFAOYSA-N 0.000 description 1
- PHRDPBKZRMDSTI-UHFFFAOYSA-N ethyl 3-pyridin-3-yl-1h-pyrazole-5-carboxylate Chemical compound N1C(C(=O)OCC)=CC(C=2C=NC=CC=2)=N1 PHRDPBKZRMDSTI-UHFFFAOYSA-N 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 125000004129 indan-1-yl group Chemical group [H]C1=C([H])C([H])=C2C(=C1[H])C([H])([H])C([H])([H])C2([H])* 0.000 description 1
- 125000003392 indanyl group Chemical group C1(CCC2=CC=CC=C12)* 0.000 description 1
- 125000001041 indolyl group Chemical group 0.000 description 1
- 208000027866 inflammatory disease Diseases 0.000 description 1
- 230000004073 interleukin-2 production Effects 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- LSEFCHWGJNHZNT-UHFFFAOYSA-M methyl(triphenyl)phosphanium;bromide Chemical compound [Br-].C=1C=CC=CC=1[P+](C=1C=CC=CC=1)(C)C1=CC=CC=C1 LSEFCHWGJNHZNT-UHFFFAOYSA-M 0.000 description 1
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 description 1
- KRXOZGYPZZPATG-UHFFFAOYSA-N n-(2,3-dihydro-1h-inden-2-ylmethyl)-4-(5-ethyl-3-pyridin-3-ylpyrazol-1-yl)aniline Chemical compound N=1N(C=2C=CC(NCC3CC4=CC=CC=C4C3)=CC=2)C(CC)=CC=1C1=CC=CN=C1 KRXOZGYPZZPATG-UHFFFAOYSA-N 0.000 description 1
- ROIPYAZETGHHCJ-UHFFFAOYSA-N n-[4-(5-ethyl-3-pyridin-3-ylpyrazol-1-yl)phenyl]-1-methylindole-2-carboxamide Chemical compound N=1N(C=2C=CC(NC(=O)C=3N(C4=CC=CC=C4C=3)C)=CC=2)C(CC)=CC=1C1=CC=CN=C1 ROIPYAZETGHHCJ-UHFFFAOYSA-N 0.000 description 1
- CCAFHMPMIJBDRP-UHFFFAOYSA-N n-[4-(5-ethyl-3-pyridin-3-ylpyrazol-1-yl)phenyl]pyridine-3-carboxamide Chemical compound CCC1=CC(C=2C=NC=CC=2)=NN1C(C=C1)=CC=C1NC(=O)C1=CC=CN=C1 CCAFHMPMIJBDRP-UHFFFAOYSA-N 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- LQNUZADURLCDLV-IDEBNGHGSA-N nitrobenzene Chemical group [O-][N+](=O)[13C]1=[13CH][13CH]=[13CH][13CH]=[13CH]1 LQNUZADURLCDLV-IDEBNGHGSA-N 0.000 description 1
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Substances [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 1
- 125000006503 p-nitrobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1[N+]([O-])=O)C([H])([H])* 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 125000006239 protecting group Chemical group 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000001544 thienyl group Chemical group 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US8815498P | 1998-06-05 | 1998-06-05 | |
| US60/088,154 | 1998-06-05 | ||
| PCT/US1999/012295 WO1999062885A1 (en) | 1998-06-05 | 1999-06-03 | Substituted 1-(4-aminophenyl)pyrazoles and their use as anti-inflammatory agents |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2002516909A JP2002516909A (ja) | 2002-06-11 |
| JP2002516909A5 true JP2002516909A5 (https=) | 2006-07-27 |
Family
ID=22209668
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2000552097A Pending JP2002516909A (ja) | 1998-06-05 | 1999-06-03 | 置換１−（４−アミノフェニル）ピラゾール及び抗炎症剤としてのそれらの使用 |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US6506747B1 (https=) |
| JP (1) | JP2002516909A (https=) |
| AU (1) | AU4229999A (https=) |
| CA (1) | CA2332957A1 (https=) |
| WO (1) | WO1999062885A1 (https=) |
Families Citing this family (90)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU751139B2 (en) * | 1997-10-13 | 2002-08-08 | Astellas Pharma Inc. | Amide derivative |
| WO2000023060A2 (en) * | 1998-10-20 | 2000-04-27 | Boehringer Ingelheim Pharmaceuticals, Inc. | Method of treating immunological disorders mediated by t-lymphocytes |
| EP1690854A1 (en) * | 1999-03-12 | 2006-08-16 | Boehringer Ingelheim Pharmaceuticals, Inc. | Heterocyclic urea and related compounds useful as anti-inflammatory agents |
| EP1466906A1 (en) * | 1999-03-12 | 2004-10-13 | Boehringer Ingelheim Pharmaceuticals Inc. | Heterocyclic urea and related compounds useful as anti-inflammatory agents |
| ATE278674T1 (de) * | 1999-03-12 | 2004-10-15 | Boehringer Ingelheim Pharma | Heterocyklischer harnstoff und verwandte verbindungen als entzündungshemmende mittel |
| AU2004200240B2 (en) * | 1999-03-12 | 2007-04-26 | Boehringer Ingelheim Pharmaceuticals Inc. | Compounds useful as anti-inflammatory agents |
| GB0001930D0 (en) * | 2000-01-27 | 2000-03-22 | Novartis Ag | Organic compounds |
| US6451820B1 (en) | 2000-03-23 | 2002-09-17 | Boehringer Ingelheim Pharmaceuticals, Inc. | Substituted 1-(4-aminophenly)triazoles and their use as anti-inflammatory agents |
| AU4589701A (en) | 2000-03-24 | 2001-10-08 | Cocensys Inc | Aryl substituted pyrazoles, triazoles and tetrazoles, and the use thereof |
| AU2006225221B2 (en) * | 2000-03-24 | 2008-11-20 | Euro-Celtique S.A. | Aryl substituted pyrazoles, triazoles and tetrazoles, and the use thereof |
| WO2002053544A1 (en) * | 2000-12-29 | 2002-07-11 | Darwin Discovery Ltd. | Pharmaceutical uses and synthesis of nicotinanilide-n-oxides |
| US20030134836A1 (en) | 2001-01-12 | 2003-07-17 | Amgen Inc. | Substituted arylamine derivatives and methods of use |
| US7105682B2 (en) | 2001-01-12 | 2006-09-12 | Amgen Inc. | Substituted amine derivatives and methods of use |
| US7102009B2 (en) | 2001-01-12 | 2006-09-05 | Amgen Inc. | Substituted amine derivatives and methods of use |
| US6878714B2 (en) | 2001-01-12 | 2005-04-12 | Amgen Inc. | Substituted alkylamine derivatives and methods of use |
| US6995162B2 (en) | 2001-01-12 | 2006-02-07 | Amgen Inc. | Substituted alkylamine derivatives and methods of use |
| US6864255B2 (en) | 2001-04-11 | 2005-03-08 | Amgen Inc. | Substituted triazinyl amide derivatives and methods of use |
| DE60222264T2 (de) | 2001-06-29 | 2008-01-03 | Boehringer Ingelheim Pharmaceuticals, Inc., Ridgefield | Phenylpyrazolderivate als seh-inhibitoren |
| EP1438048A1 (en) * | 2001-10-18 | 2004-07-21 | Boehringer Ingelheim Pharmaceuticals Inc. | 1,4-disubstituted benzo-fused urea compounds as cytokine inhibitors |
| CA2479338A1 (en) * | 2002-03-20 | 2003-10-02 | Metabolex, Inc. | Substituted phenylacetic acids |
| GB0215775D0 (en) * | 2002-07-06 | 2002-08-14 | Astex Technology Ltd | Pharmaceutical compounds |
| US7307088B2 (en) | 2002-07-09 | 2007-12-11 | Amgen Inc. | Substituted anthranilic amide derivatives and methods of use |
| US7309710B2 (en) | 2002-08-27 | 2007-12-18 | Astellas Pharma Inc. | Crystals |
| ES2379076T3 (es) * | 2002-12-02 | 2012-04-20 | Astellas Pharma Inc. | Derivados de pirazol útiles como inhibidores de COX-I |
| US7378525B2 (en) | 2002-12-23 | 2008-05-27 | Millennium Pharmaceuticals, Inc. | CCR8 inhibitors |
| TW200510311A (en) | 2002-12-23 | 2005-03-16 | Millennium Pharm Inc | CCr8 inhibitors |
| US7491827B2 (en) | 2002-12-23 | 2009-02-17 | Millennium Pharmaceuticals, Inc. | Aryl sulfonamides useful as inhibitors of chemokine receptor activity |
| US7199259B2 (en) * | 2003-06-20 | 2007-04-03 | Metabolex, Inc. | Resolution of α-(phenoxy)phenylacetic acid derivatives |
| MXPA06003951A (es) * | 2003-10-07 | 2006-06-27 | Renovis Inc | Derivados de amida como ligandos del canal de ion y composiciones farmaceuticas y sus metodos de uso. |
| PT1725544E (pt) * | 2004-03-09 | 2009-07-02 | Boehringer Ingelheim Pharma | 3-[4-heterociclil-1,2,3-triazol-1-il]-n-aril-benzamidas como inibidores da produção de citocinas para o tratamento de doenças inflamatórias crónicas |
| WO2005091752A2 (en) * | 2004-03-25 | 2005-10-06 | Synta Pharmaceuticals Corp. | Acrylonitrile derivatives for inflammation and immune-related uses |
| US7485657B2 (en) * | 2004-05-12 | 2009-02-03 | Boehringer Ingelheim Pharmaceuticals, Inc. | Anti-cytokine heterocyclic compounds |
| CN1997633A (zh) * | 2004-05-25 | 2007-07-11 | 麦它波莱克斯股份有限公司 | 作为ppar调节剂的取代的三唑及其制备方法 |
| WO2005115384A2 (en) * | 2004-05-25 | 2005-12-08 | Metabolex, Inc. | Bicyclic, substituted triazoles as modulators of ppar and methods of their preparation |
| US7741479B2 (en) * | 2004-12-07 | 2010-06-22 | Locus Pharmaceuticals, Inc. | Urea inhibitors of MAP kinases |
| US7612200B2 (en) * | 2004-12-07 | 2009-11-03 | Locus Pharmaceuticals, Inc. | Inhibitors of protein kinases |
| WO2006102645A1 (en) * | 2005-03-24 | 2006-09-28 | Janssen Pharmaceutica, N.V. | Biaryl derived amide modulators of vanilloid vr1 receptor |
| BRPI0612287A8 (pt) * | 2005-06-27 | 2019-01-22 | Exelixis Inc | composição para uso farmacêutico no tratamento de doenças através da medicina nuclear e métodos de uso e para modulação de atividade de receptor nuclear |
| JPWO2007010731A1 (ja) * | 2005-07-15 | 2009-01-29 | Jsr株式会社 | 含窒素芳香族化合物およびその製造方法、重合体およびプロトン伝導膜 |
| SG172738A1 (en) * | 2005-07-29 | 2011-07-28 | 4Sc Ag | Novel heterocyclic nf-kb inhibitors |
| US7714131B2 (en) * | 2005-09-23 | 2010-05-11 | Metabolex, Inc. | Process for the stereoselective preparation of (−)-halofenate and derivatives thereof |
| US8247556B2 (en) | 2005-10-21 | 2012-08-21 | Amgen Inc. | Method for preparing 6-substituted-7-aza-indoles |
| CA2630233A1 (en) * | 2005-12-05 | 2007-06-14 | Boehringer Ingelheim International Gmbh | Substituted pyrazole compounds useful as soluble epoxide hydrolase inhibitors |
| US20070185098A1 (en) * | 2006-01-04 | 2007-08-09 | Locus Pharmaceuticals, Inc. | Inhibitors of protein kinases |
| AU2008240704A1 (en) * | 2007-04-24 | 2008-10-30 | Solvay Pharmaceuticals B.V. | Heterocyclic compounds with affinity to muscarinic receptors |
| US8084473B2 (en) | 2007-04-24 | 2011-12-27 | Solvay Pharmaceuticals B.V. | Heterocyclic compounds with affinity to muscarinic receptors |
| MX2010013705A (es) | 2008-06-13 | 2011-02-25 | Bayer Cropscience Ag | Nuevas amidas y tioamidas heteroaromaticas como plaguicidas. |
| WO2010048559A2 (en) * | 2008-10-24 | 2010-04-29 | Calcimedica Inc. | Phenylpyrazole inhibitors of store operated calcium release |
| CN102281919A (zh) * | 2008-11-19 | 2011-12-14 | 先灵公司 | 二酰基甘油酰基转移酶的抑制剂 |
| US8748623B2 (en) | 2009-02-17 | 2014-06-10 | Syntrix Biosystems, Inc. | Pyridinecarboxamides as CXCR2 modulators |
| JP5872467B2 (ja) * | 2009-07-23 | 2016-03-01 | バイエル・インテレクチュアル・プロパティ・ゲゼルシャフト・ミット・ベシュレンクテル・ハフツングＢａｙｅｒ Ｉｎｔｅｌｌｅｃｔｕａｌ Ｐｒｏｐｅｒｔｙ ＧｍｂＨ | アリール置換ピラゾールの調製方法 |
| JP2013503834A (ja) | 2009-09-04 | 2013-02-04 | ビーエーエスエフ ソシエタス・ヨーロピア | １−フェニルピラゾールの製造方法 |
| US8377970B2 (en) * | 2009-10-08 | 2013-02-19 | Rhizen Pharmaceuticals Sa | Modulators of calcium release-activated calcium channel |
| US8993612B2 (en) | 2009-10-08 | 2015-03-31 | Rhizen Pharmaceuticals Sa | Modulators of calcium release-activated calcium channel and methods for treatment of non-small cell lung cancer |
| MX2012009377A (es) * | 2010-02-11 | 2012-09-12 | Univ Vanderbilt | Benzotiazoles y azabenzotiazoles como potenciadores alostericos mglur4, composiciones y metodos para tratar la disfuncion neurologica. |
| EP2563759B1 (en) | 2010-04-27 | 2022-04-06 | Calcimedica, Inc. | Compounds that modulate intracellular calcium |
| US10703722B2 (en) | 2010-04-27 | 2020-07-07 | Calcimedica, Inc. | Compounds that modulate intracellular calcium |
| JP6112486B2 (ja) | 2010-04-27 | 2017-04-12 | カルシメディカ，インク． | 細胞内カルシウムを調節する化合物 |
| JP5996532B2 (ja) | 2010-07-15 | 2016-09-21 | バイエル・インテレクチュアル・プロパティ・ゲゼルシャフト・ミット・ベシュレンクテル・ハフツングＢａｙｅｒ Ｉｎｔｅｌｌｅｃｔｕａｌ Ｐｒｏｐｅｒｔｙ ＧｍｂＨ | 有害生物防除剤としての新規複素環式化合物 |
| EP2608672B1 (en) * | 2010-08-23 | 2020-12-16 | Syntrix Biosystems, Inc. | Aminopyridine- and aminopyrimidinecarboxamides as cxcr2 modulators |
| EP2609095A4 (en) | 2010-08-27 | 2014-06-18 | Calcimedica Inc | COMPOUNDS MODULATING INTRACELLULAR CALCIUM |
| US20120316182A1 (en) | 2011-06-10 | 2012-12-13 | Calcimedica, Inc. | Compounds that modulate intracellular calcium |
| WO2013059677A1 (en) | 2011-10-19 | 2013-04-25 | Calcimedica, Inc. | Compounds that modulate intracellular calcium |
| WO2013164773A1 (en) * | 2012-05-02 | 2013-11-07 | Lupin Limited | Substituted pyrazole compounds as crac modulators |
| AU2013296619B2 (en) * | 2012-07-30 | 2016-07-28 | The Ohio State University | Antibacterial protein kinase inhibitors |
| US9512116B2 (en) | 2012-10-12 | 2016-12-06 | Calcimedica, Inc. | Compounds that modulate intracellular calcium |
| WO2015058024A1 (en) | 2013-10-17 | 2015-04-23 | Dow Agrosciences Llc | Processes for the preparation of pesticidal compounds |
| CN105636440A (zh) | 2013-10-17 | 2016-06-01 | 美国陶氏益农公司 | 制备杀虫化合物的方法 |
| JP2016536295A (ja) | 2013-10-17 | 2016-11-24 | ダウ アグロサイエンシィズ エルエルシー | 有害生物防除性化合物の製造方法 |
| US9174962B2 (en) | 2013-10-17 | 2015-11-03 | Dow Agrosciences Llc | Processes for the preparation of pesticidal compounds |
| US9085564B2 (en) | 2013-10-17 | 2015-07-21 | Dow Agrosciences Llc | Processes for the preparation of pesticidal compounds |
| WO2015058022A1 (en) | 2013-10-17 | 2015-04-23 | Dow Agrosciences Llc | Processes for the preparation of pesticidal compounds |
| WO2015058028A1 (en) | 2013-10-17 | 2015-04-23 | Dow Agrosciences Llc | Processes for the preparation of pesticidal compounds |
| CA2946990A1 (en) * | 2014-04-28 | 2015-11-05 | Pfizer Inc. | Heterocyclic compounds and their use as dopamine d1 ligands |
| EP3174856A4 (en) | 2014-07-31 | 2018-01-10 | Dow AgroSciences LLC | Process for the preparation of 3-(3-chloro-1h-pyrazol-1-yl)pyridine |
| BR112017000565A2 (pt) | 2014-07-31 | 2017-11-07 | Dow Agrosciences Llc | processo para a preparação de 3-(3-cloro-1h-pirazol-1-il)piridina |
| JP2017523168A (ja) | 2014-07-31 | 2017-08-17 | ダウ アグロサイエンシィズ エルエルシー | ３−（３−クロロ−１ｈ−ピラゾール−１−イル）ピリジンの製造方法 |
| EP3183238A4 (en) | 2014-08-19 | 2018-01-10 | Dow AgroSciences LLC | Process for the preparation of 3-(3-chloro-1h-pyrazol-1-yl)pyridine |
| BR112017004613A2 (pt) | 2014-09-12 | 2017-12-05 | Dow Agrosciences Llc | processo para a preparação de 3-(3-cloro-1h-pirazol-1-il)piridina |
| EP3778595B1 (en) | 2015-02-27 | 2021-08-25 | Calcimedica, Inc. | Pancreatitis treatment |
| CA2995094A1 (en) | 2015-08-07 | 2017-02-16 | Calcimedica, Inc. | Use of crac channel inhibitors for the treatment of stroke and traumatic brain injury |
| CN105820104B (zh) * | 2016-03-10 | 2018-12-11 | 温州医科大学 | 一种具有抗炎作用的吲哚-2-酰胺类化合物及其在制备抗炎药物中的应用 |
| WO2017160116A2 (ko) * | 2016-03-17 | 2017-09-21 | 연세대학교 산학협력단 | 니코틴아미드 포스포리보실트랜스퍼라제 억제용 신규 화합물 및 이를 포함하는 조성물 |
| WO2018125815A1 (en) | 2016-12-29 | 2018-07-05 | Dow Agrosciences Llc | Processes for the preparation of pesticidal compounds |
| CN110325036B (zh) | 2016-12-29 | 2021-10-26 | 美国陶氏益农公司 | 用于制备杀虫化合物的方法 |
| US11555031B2 (en) | 2017-03-20 | 2023-01-17 | The Broad Institute, Inc. | Compounds and methods for regulating insulin secretion |
| KR102426016B1 (ko) * | 2020-01-07 | 2022-08-01 | 한국과학기술연구원 | 신규한 1-페닐-1h-피라졸 유도체 및 이의 용도 |
| JP2023528537A (ja) | 2020-03-20 | 2023-07-04 | カルシメディカ，インク． | 急性肺傷害及び急性呼吸窮迫症候群を処置するための方法及び組成物 |
| CA3198798A1 (en) | 2020-11-13 | 2022-05-19 | Kenneth Stauderman | Improved synthesis of crac channel inhibitors |
| KR20250083492A (ko) | 2022-10-03 | 2025-06-10 | 글리아팜 에스에이 | 락테이트 증강 화합물 및 이의 용도 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2053579T3 (es) * | 1986-03-18 | 1994-08-01 | Sandoz Ag | Nuevas fenilureas. |
| US5242940A (en) * | 1987-05-29 | 1993-09-07 | Ortho Pharmaceutical Corporation | Pharmacologically active N-1 and C-5 heterocyclic pyrazoles and method for synthesizing the same |
| PH27357A (en) * | 1989-09-22 | 1993-06-21 | Fujisawa Pharmaceutical Co | Pyrazole derivatives and pharmaceutical compositions comprising the same |
| FI964893A7 (fi) * | 1994-06-06 | 1996-12-05 | Pfizer | Substituoituja pyratsoleja, jotka ovat aktiivisia kortikotropiinin vap auttamistekijän (CRF) antagonisteina |
| FR2732967B1 (fr) * | 1995-04-11 | 1997-07-04 | Sanofi Sa | 1-phenylpyrazole-3-carboxamides substitues, actifs sur la neurotensine, leur preparation, les compositions pharmaceutiques en contenant |
| GB9520584D0 (en) * | 1995-10-09 | 1995-12-13 | Fujisawa Pharmaceutical Co | Pyrazole derivatives,processes for preparation thereof and pharmaceutical composition comprising the same |
| GB9608435D0 (en) * | 1996-04-24 | 1996-06-26 | Celltech Therapeutics Ltd | Chemical compounds |
| AU751139B2 (en) * | 1997-10-13 | 2002-08-08 | Astellas Pharma Inc. | Amide derivative |
| JP4385414B2 (ja) * | 1997-10-13 | 2009-12-16 | アステラス製薬株式会社 | アミド若しくはアミン誘導体 |
-
1999
- 1999-06-03 WO PCT/US1999/012295 patent/WO1999062885A1/en not_active Ceased
- 1999-06-03 CA CA002332957A patent/CA2332957A1/en not_active Abandoned
- 1999-06-03 US US09/324,933 patent/US6506747B1/en not_active Expired - Lifetime
- 1999-06-03 JP JP2000552097A patent/JP2002516909A/ja active Pending
- 1999-06-03 AU AU42299/99A patent/AU4229999A/en not_active Abandoned
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