JP2002516909A5 - - Google Patents
Download PDFInfo
- Publication number
- 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
Links
- -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 |
| EP1466906A1 (en) * | 1999-03-12 | 2004-10-13 | Boehringer Ingelheim Pharmaceuticals Inc. | Heterocyclic urea and related compounds useful as anti-inflammatory agents |
| EP1690854A1 (en) * | 1999-03-12 | 2006-08-16 | Boehringer Ingelheim Pharmaceuticals, Inc. | Heterocyclic urea and related compounds useful as anti-inflammatory agents |
| AU2004200240B2 (en) * | 1999-03-12 | 2007-04-26 | Boehringer Ingelheim Pharmaceuticals Inc. | Compounds useful as anti-inflammatory agents |
| NZ528846A (en) * | 1999-03-12 | 2005-05-27 | Boehringer Ingelheim Pharma | 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 |
| NZ520875A (en) | 2000-03-24 | 2005-04-29 | Euro Celtique S | Aryl substituted pyrazoles, triazoles and tetrazoles as sodium channel blocker |
| AU2006225221B2 (en) * | 2000-03-24 | 2008-11-20 | Euro-Celtique S.A. | Aryl substituted pyrazoles, triazoles and tetrazoles, and the use thereof |
| US7141590B2 (en) | 2000-12-29 | 2006-11-28 | Ucb Sa | Pharmaceutical uses and synthesis of nicotinanilide-N-oxides |
| US7105682B2 (en) | 2001-01-12 | 2006-09-12 | 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 |
| US7102009B2 (en) | 2001-01-12 | 2006-09-05 | Amgen Inc. | Substituted amine derivatives and methods of use |
| US6995162B2 (en) | 2001-01-12 | 2006-02-07 | Amgen Inc. | Substituted alkylamine derivatives and methods of use |
| US20030134836A1 (en) | 2001-01-12 | 2003-07-17 | Amgen Inc. | Substituted arylamine derivatives and methods of use |
| US6864255B2 (en) | 2001-04-11 | 2005-03-08 | Amgen Inc. | Substituted triazinyl amide derivatives and methods of use |
| CA2449486A1 (en) | 2001-06-29 | 2003-01-09 | Boehringer Ingelheim Pharmaceuticals Inc. | Methods of using soluble epoxide hydrolase inhibitors |
| 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 |
| KR20050083761A (ko) * | 2002-12-02 | 2005-08-26 | 후지사와 야꾸힝 고교 가부시키가이샤 | Ｃｏｘ－ｉ저해제로서 유용한 피라졸 유도체 |
| TW200510311A (en) | 2002-12-23 | 2005-03-16 | Millennium Pharm Inc | CCr8 inhibitors |
| EP1590327A1 (en) | 2002-12-23 | 2005-11-02 | Millennium Pharmaceuticals, 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 |
| BRPI0415179A (pt) * | 2003-10-07 | 2006-11-28 | Renovis Inc | derivados de amida como ligandos de canal de ìon e composições farmacêuticas e métodos de empregar as mesmas |
| DE602005014621D1 (de) * | 2004-03-09 | 2009-07-09 | Boehringer Ingelheim Pharma | 3-ä4-heterocyclyl-1,2,3-triazol-1-ylü-n-arylbenzamide als inhibitoren der cytokinenproduktion für die behandlung von chronischen entzündlichen erkrankungen |
| 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 |
| US20060014785A1 (en) * | 2004-05-25 | 2006-01-19 | Metabolex, Inc. | Bicyclic, substituted triazoles as modulators of ppar and methods of their preparation |
| AU2005247473A1 (en) * | 2004-05-25 | 2005-12-08 | Metabolex, Inc. | Substituted triazoles as modulators of PPAR and methods of their preparation |
| EP1824843A2 (en) * | 2004-12-07 | 2007-08-29 | Locus Pharmaceuticals, Inc. | Inhibitors of protein kinases |
| JP2008523071A (ja) * | 2004-12-07 | 2008-07-03 | ルーカス ファーマシューティカルズ， インコーポレイテッド | Ｍａｐキナーゼの尿素インヒビター |
| US20060223837A1 (en) * | 2005-03-24 | 2006-10-05 | Ellen Codd | Biaryl derived amide modulators of vanilloid VR1 receptor |
| US8703805B2 (en) * | 2005-06-27 | 2014-04-22 | Exelixis Patent Company Llc | Modulators of LXR |
| KR101007815B1 (ko) * | 2005-07-15 | 2011-01-14 | 제이에스알 가부시끼가이샤 | 질소 함유 방향족 화합물 및 그의 제조 방법, 중합체 및양성자 전도막 |
| WO2007016979A2 (en) * | 2005-07-29 | 2007-02-15 | 4Sc Ag | NOVEL HETEROCYCLIC NF-κB 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 |
| JP2009518442A (ja) * | 2005-12-05 | 2009-05-07 | ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング | 可溶性エポキシド加水分解酵素インヒビターとして有益な置換ピラゾール化合物 |
| CA2635888A1 (en) * | 2006-01-04 | 2007-07-19 | Locus Pharmaceuticals, Inc. | Inhibitors of protein kinases |
| JP2010525020A (ja) * | 2007-04-24 | 2010-07-22 | ソルベイ・フアーマシユーチカルズ・ベー・ブイ | ムスカリン性受容体への親和性を有する複素環式化合物 |
| US8084473B2 (en) | 2007-04-24 | 2011-12-27 | Solvay Pharmaceuticals B.V. | Heterocyclic compounds with affinity to muscarinic receptors |
| WO2009149858A1 (de) | 2008-06-13 | 2009-12-17 | Bayer Cropscience Ag | Neue heteroaromatische amide und thioamide als schädlingsbekämpfungsmittel |
| 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 |
| CN102482223B (zh) | 2009-07-23 | 2015-03-04 | 拜尔农作物科学股份公司 | 制备被芳基取代的吡唑的方法 |
| 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 |
| 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 |
| US8377970B2 (en) * | 2009-10-08 | 2013-02-19 | Rhizen Pharmaceuticals Sa | Modulators of calcium release-activated calcium channel |
| WO2011100614A1 (en) * | 2010-02-11 | 2011-08-18 | Vanderbilt University | BENZISOXAZOLES AND AZABENZISOXAZOLES AS mgluR4 ALLOSTERIC POTENTIATORS, COMPOSITIONS, AND METHODS OF TREATING NEUROLOGICAL DYSFUNCTION |
| AU2011248579A1 (en) | 2010-04-27 | 2012-11-29 | Calcimedica, Inc. | Compounds that modulate intracellular calcium |
| DK2563776T3 (en) | 2010-04-27 | 2016-09-19 | Calcimedica Inc | Relations that modulate intracellular calcium |
| US10703722B2 (en) | 2010-04-27 | 2020-07-07 | Calcimedica, Inc. | Compounds that modulate intracellular calcium |
| WO2012007500A2 (de) | 2010-07-15 | 2012-01-19 | Bayer Cropscience Ag | Neue heterocyclische verbindungen als schädlingsbekämpfungsmittel |
| CA2811990C (en) | 2010-08-23 | 2023-03-21 | Dean Y. Maeda | 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 |
| US9856240B2 (en) | 2011-10-19 | 2018-01-02 | Calcimedica, Inc. | Compounds that modulate intracellular calcium |
| WO2013164773A1 (en) * | 2012-05-02 | 2013-11-07 | Lupin Limited | Substituted pyrazole compounds as crac modulators |
| JP6151358B2 (ja) * | 2012-07-30 | 2017-06-21 | ザ オハイオ ステイト ユニバーシティ | 抗菌性プロテインキナーゼインヒビター |
| WO2014059333A1 (en) | 2012-10-12 | 2014-04-17 | Calcimedica, Inc. | Compounds that modulate intracellular calcium |
| CA2925952A1 (en) | 2013-10-17 | 2015-04-23 | Dow Agrosciences Llc | Processes for the preparation of pesticidal compounds |
| JP2016539092A (ja) | 2013-10-17 | 2016-12-15 | 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 |
| CA2926095A1 (en) | 2013-10-17 | 2015-04-23 | Dow Agrosciences Llc | Processes for the preparation of pesticidal compounds |
| MX2016004941A (es) | 2013-10-17 | 2016-06-28 | Dow Agrosciences Llc | Proceso para la preparacion de compuestos plaguicidas. |
| US9029554B1 (en) | 2013-10-17 | 2015-05-12 | Dow Agrosciences Llc | Processes for the preparation of pesticidal compounds |
| CA2925953C (en) | 2013-10-17 | 2021-11-02 | Dow Agrosciences Llc | Processes for the preparation of pesticidal compounds |
| EP3057429A4 (en) | 2013-10-17 | 2017-08-09 | Dow AgroSciences LLC | Processes for the preparation of pesticidal compounds |
| EP3137469B1 (en) * | 2014-04-28 | 2019-10-09 | Pfizer Inc | Heterocyclic compounds and their use as dopamine d1 ligands |
| US9249122B1 (en) | 2014-07-31 | 2016-02-02 | Dow Agrosciences Llc | Process for the preparation of 3-(3-chloro-1H-pyrazol-1-yl)pyridine |
| BR112017000293A2 (pt) | 2014-07-31 | 2017-10-31 | 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 |
| JP2017525703A (ja) | 2014-08-19 | 2017-09-07 | 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）ピリジンの調製方法 |
| AR098113A1 (es) | 2014-09-12 | 2016-05-04 | Dow Agrosciences Llc | Proceso para la preparación de 3-(3-cloro-1h-pirazol-1-il)piridina |
| ES3033759T3 (en) | 2015-02-27 | 2025-08-07 | 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 |
| US11078195B2 (en) | 2016-03-17 | 2021-08-03 | Checkmate Therapeutics Inc. | Compound for inhibiting nicotinamide phosphoribosyltransferase and composition containing same |
| 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 |
| JP2020503336A (ja) | 2016-12-29 | 2020-01-30 | ダウ アグロサイエンシィズ エルエルシー | 殺有害生物化合物の調製方法 |
| 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 |
| CA3172249A1 (en) | 2020-03-20 | 2021-09-23 | Calcimedica, Inc. | Methods and compositions for treating acute lung injury and acute respiratory distress syndrome |
| 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 |
| AU2265495A (en) * | 1994-06-06 | 1996-01-04 | Pfizer Inc. | Substituted pyrazoles having corticotropin-releasing factor (crf) antagonist activity |
| 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 CA CA002332957A patent/CA2332957A1/en not_active Abandoned
- 1999-06-03 AU AU42299/99A patent/AU4229999A/en not_active Abandoned
- 1999-06-03 JP JP2000552097A patent/JP2002516909A/ja active Pending
- 1999-06-03 US US09/324,933 patent/US6506747B1/en not_active Expired - Lifetime
- 1999-06-03 WO PCT/US1999/012295 patent/WO1999062885A1/en not_active Ceased
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2002516909A5 (https=) | ||
| RU2345070C2 (ru) | Производные аминоиндазолов в качестве лекарственных средств, способ их получения и содержащие их фармацевтические композиции | |
| KR101781663B1 (ko) | 히스톤 데아세틸라제 효소를 억제하기 위한 화합물 및 이를 제조하는 방법 | |
| KR100476586B1 (ko) | 치환된 피리미딘온 화합물과 이 화합물을 포함하는 제약학적 조성물 및 치료방법 | |
| US6649604B2 (en) | Substituted pyridone compounds and methods of use | |
| AU2003233671B8 (en) | Calcium receptor modulating arylalkylamines | |
| AU738037B2 (en) | Nicotinamide derivatives | |
| JP3964478B2 (ja) | ヘテロ環含有カルボン酸誘導体及びそれを含有する医薬 | |
| ES2304797T3 (es) | Compuestos de piridina y piridazina sustituidos y su uso farmaceutico. | |
| US8198456B2 (en) | Dihydropyridine derivatives as useful as protein kinase inhibitors | |
| JP3930560B2 (ja) | 炎症の処置のための１，２−置換イミダゾリル化合物 | |
| JP5702392B2 (ja) | キサンチンオキシダーゼ阻害剤として効果的な新規化合物、その製造方法及びそれを含有する医薬組成物 | |
| JP2020516671A5 (https=) | ||
| AU2004281794B2 (en) | Bicyclic [3.1.0] derivatives as glycine transporter inhibitors | |
| US7423030B2 (en) | 1-amino-phthalazine derivatives, the preparation and the therapeutic use thereof | |
| US20030096819A1 (en) | Aryl and heteroaryl substituted fused pyrrole anti-inflammatory agents | |
| JP2019182869A5 (https=) | ||
| JP2009507080A5 (https=) | ||
| CZ291040B6 (cs) | Trisubstituované fenylové deriváty a farmaceutický prostředek s jejich obsahem | |
| JP2002516909A (ja) | 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 | |
| JP2020506946A5 (https=) | ||
| RU2019132212A (ru) | Селективные ингибиторы hdac6 | |
| JP2006507241A5 (https=) | ||
| JP2010513304A5 (https=) | ||
| JPH08504435A (ja) | タキキニン受容体拮抗剤としての４−アミノメチル／チオメチル／スルホニルメチル−４−フェニルピペリジン |