NO313291B1 - N-acyl-2-substituert-4-(benzimidazolyl-eller imidazopyridinyl- substituerte residuer)-piperidiner som tachykinin antagonister - Google Patents
N-acyl-2-substituert-4-(benzimidazolyl-eller imidazopyridinyl- substituerte residuer)-piperidiner som tachykinin antagonister Download PDFInfo
- Publication number
- NO313291B1 NO313291B1 NO19982406A NO982406A NO313291B1 NO 313291 B1 NO313291 B1 NO 313291B1 NO 19982406 A NO19982406 A NO 19982406A NO 982406 A NO982406 A NO 982406A NO 313291 B1 NO313291 B1 NO 313291B1
- Authority
- NO
- Norway
- Prior art keywords
- formula
- methyl
- alkyl
- substituted
- phenylmethyl
- Prior art date
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- 108060008037 tachykinin Proteins 0.000 title description 16
- 102000003141 Tachykinin Human genes 0.000 title description 15
- 239000005557 antagonist Substances 0.000 title description 7
- 150000001875 compounds Chemical class 0.000 claims description 112
- 239000000203 mixture Substances 0.000 claims description 91
- -1 hydroxy, carboxyl Chemical group 0.000 claims description 47
- 125000000217 alkyl group Chemical group 0.000 claims description 39
- 239000002904 solvent Substances 0.000 claims description 39
- 150000003839 salts Chemical class 0.000 claims description 29
- 238000006243 chemical reaction Methods 0.000 claims description 26
- 239000001257 hydrogen Substances 0.000 claims description 26
- 229910052739 hydrogen Inorganic materials 0.000 claims description 26
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 26
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 25
- 125000001424 substituent group Chemical group 0.000 claims description 25
- 239000003054 catalyst Substances 0.000 claims description 22
- 238000000034 method Methods 0.000 claims description 22
- 239000002253 acid Substances 0.000 claims description 21
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 17
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 17
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 16
- 239000002585 base Substances 0.000 claims description 16
- 125000002541 furyl group Chemical group 0.000 claims description 15
- 238000002360 preparation method Methods 0.000 claims description 15
- 125000002971 oxazolyl group Chemical group 0.000 claims description 14
- 150000002431 hydrogen Chemical class 0.000 claims description 13
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 12
- 125000003545 alkoxy group Chemical group 0.000 claims description 12
- 125000000335 thiazolyl group Chemical group 0.000 claims description 12
- 125000001544 thienyl group Chemical group 0.000 claims description 12
- 125000004076 pyridyl group Chemical group 0.000 claims description 11
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 11
- 125000002618 bicyclic heterocycle group Chemical group 0.000 claims description 10
- 239000012442 inert solvent Substances 0.000 claims description 10
- 238000011282 treatment Methods 0.000 claims description 9
- 125000000815 N-oxide group Chemical group 0.000 claims description 7
- 239000004480 active ingredient Substances 0.000 claims description 7
- 125000000499 benzofuranyl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 claims description 7
- 125000001164 benzothiazolyl group Chemical group S1C(=NC2=C1C=CC=C2)* 0.000 claims description 7
- 229910052799 carbon Inorganic materials 0.000 claims description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 7
- 239000003638 chemical reducing agent Substances 0.000 claims description 7
- 125000000842 isoxazolyl group Chemical group 0.000 claims description 7
- 125000003373 pyrazinyl group Chemical group 0.000 claims description 7
- 125000000168 pyrrolyl group Chemical group 0.000 claims description 7
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims description 7
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 6
- 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 claims description 6
- 125000004604 benzisothiazolyl group Chemical group S1N=C(C2=C1C=CC=C2)* 0.000 claims description 6
- 125000004603 benzisoxazolyl group Chemical group O1N=C(C2=C1C=CC=C2)* 0.000 claims description 6
- 125000004196 benzothienyl group Chemical group S1C(=CC2=C1C=CC=C2)* 0.000 claims description 6
- 125000004541 benzoxazolyl group Chemical group O1C(=NC2=C1C=CC=C2)* 0.000 claims description 6
- 239000003814 drug Substances 0.000 claims description 6
- 125000002883 imidazolyl group Chemical group 0.000 claims description 6
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- 125000002950 monocyclic group Chemical group 0.000 claims description 6
- 125000002911 monocyclic heterocycle group Chemical group 0.000 claims description 6
- 239000008194 pharmaceutical composition Substances 0.000 claims description 6
- 125000002098 pyridazinyl group Chemical group 0.000 claims description 6
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- 239000003937 drug carrier Substances 0.000 claims description 5
- 231100000252 nontoxic Toxicity 0.000 claims description 5
- 230000003000 nontoxic effect Effects 0.000 claims description 5
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 4
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- BJVUFMQJUCCQLX-UHFFFAOYSA-N [2-benzyl-4-[3-[[3-[(5-methylfuran-2-yl)methyl]imidazo[4,5-b]pyridin-2-yl]amino]pyrrolidin-1-yl]piperidin-1-yl]-[3,5-bis(trifluoromethyl)phenyl]methanone Chemical compound O1C(C)=CC=C1CN1C2=NC=CC=C2N=C1NC1CN(C2CC(CC=3C=CC=CC=3)N(CC2)C(=O)C=2C=C(C=C(C=2)C(F)(F)F)C(F)(F)F)CC1 BJVUFMQJUCCQLX-UHFFFAOYSA-N 0.000 claims description 2
- ISPPGYQQOMIXRS-UHFFFAOYSA-N [2-benzyl-4-[4-[[1-[(2-methyl-1,3-oxazol-5-yl)methyl]benzimidazol-2-yl]amino]piperidin-1-yl]piperidin-1-yl]-[3,5-bis(trifluoromethyl)phenyl]methanone Chemical compound O1C(C)=NC=C1CN1C2=CC=CC=C2N=C1NC1CCN(C2CC(CC=3C=CC=CC=3)N(CC2)C(=O)C=2C=C(C=C(C=2)C(F)(F)F)C(F)(F)F)CC1 ISPPGYQQOMIXRS-UHFFFAOYSA-N 0.000 claims description 2
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- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
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- C—CHEMISTRY; METALLURGY
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- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
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- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
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Landscapes
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Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP95203650 | 1995-12-27 | ||
EP95203653 | 1995-12-27 | ||
PCT/EP1996/005877 WO1997024350A1 (en) | 1995-12-27 | 1996-12-20 | N-acyl-2-substituted-4-(benzimidazolyl- or imidazopyridinyl-substituted residues)-piperidines as tachykinin antagonists |
Publications (3)
Publication Number | Publication Date |
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NO982406D0 NO982406D0 (no) | 1998-05-27 |
NO982406L NO982406L (no) | 1998-08-24 |
NO313291B1 true NO313291B1 (no) | 2002-09-09 |
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Application Number | Title | Priority Date | Filing Date |
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NO19982406A NO313291B1 (no) | 1995-12-27 | 1998-05-27 | N-acyl-2-substituert-4-(benzimidazolyl-eller imidazopyridinyl- substituerte residuer)-piperidiner som tachykinin antagonister |
Country Status (27)
Country | Link |
---|---|
US (1) | US6110939A (cs) |
EP (1) | EP0869955B1 (cs) |
JP (1) | JP4177895B2 (cs) |
KR (1) | KR100439846B1 (cs) |
CN (1) | CN1117090C (cs) |
AR (1) | AR005279A1 (cs) |
AT (1) | ATE207484T1 (cs) |
AU (1) | AU707116B2 (cs) |
BR (1) | BR9612326A (cs) |
CA (1) | CA2238816C (cs) |
CZ (1) | CZ294199B6 (cs) |
DE (1) | DE69616379T2 (cs) |
DK (1) | DK0869955T3 (cs) |
EA (1) | EA001247B1 (cs) |
ES (1) | ES2166915T3 (cs) |
HK (1) | HK1012187A1 (cs) |
HU (1) | HU227799B1 (cs) |
MY (1) | MY121580A (cs) |
NO (1) | NO313291B1 (cs) |
NZ (1) | NZ325839A (cs) |
PL (1) | PL184489B1 (cs) |
PT (1) | PT869955E (cs) |
SI (1) | SI0869955T1 (cs) |
SK (1) | SK283533B6 (cs) |
TR (1) | TR199801218T2 (cs) |
TW (1) | TW429256B (cs) |
WO (1) | WO1997024350A1 (cs) |
Families Citing this family (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5889006A (en) * | 1995-02-23 | 1999-03-30 | Schering Corporation | Muscarinic antagonists |
TW531537B (en) * | 1995-12-27 | 2003-05-11 | Janssen Pharmaceutica Nv | 1-(1,2-disubstituted piperidinyl)-4-substituted piperidine derivatives |
WO2001030348A1 (en) * | 1999-10-25 | 2001-05-03 | Janssen Pharmaceutica N.V. | Use of substance p antagonists for influencing the circadian timing system |
JO3429B1 (ar) | 2001-08-13 | 2019-10-20 | Janssen Pharmaceutica Nv | مشتقات برميدينات مثبطة فيروس الايدز |
US8101629B2 (en) | 2001-08-13 | 2012-01-24 | Janssen Pharmaceutica N.V. | Salt of 4-[[4-[[4-(2-cyanoethenyl)-2,6-dimethylphenyl]amino]-2-pyrimidinyl]amino]benzonitrile |
DE60231351D1 (de) | 2001-11-23 | 2009-04-09 | Janssen Pharmaceutica Nv | Verwendung von Histaminrezeptorantagonisten für die Senkung des intrakranialen Druckes |
US7348337B2 (en) | 2002-05-28 | 2008-03-25 | Bristol-Myers Squibb Company | Indole, azaindole and related heterocyclic 4-alkenyl piperidine amides |
US20040063744A1 (en) * | 2002-05-28 | 2004-04-01 | Tao Wang | Indole, azaindole and related heterocyclic 4-alkenyl piperidine amides |
AR044152A1 (es) * | 2003-05-09 | 2005-08-24 | Bayer Corp | Derivados de alquilarilo, metodo de preparacion y uso para el tratamiento de la obesidad |
JO2676B1 (en) | 2004-04-06 | 2012-06-17 | جانسين فارماسوتيكا ان. في | Derivatives of second-aza-spiro- (5,4) -dikan and their use as antihistamines |
US20060100432A1 (en) | 2004-11-09 | 2006-05-11 | Matiskella John D | Crystalline materials of 1-(4-benzoyl-piperazin-1-yl)-2-[4-methoxy-7-(3-methyl-[1,2,4]triazol-1-yl)-1H-pyrrolo[2,3-c]pyridin-3-yl]-ethane-1,2-dione |
AU2006222061B2 (en) | 2005-03-03 | 2011-04-28 | Janssen Pharmaceutica N.V. | Substituted oxa-diaza-spiro-[5.5]-undecanone derivatives and their use as neurokinin antagonists |
BRPI0608847A2 (pt) | 2005-03-08 | 2010-02-02 | Janssen Pharmaceutica Nv | derivados de diaza-espiro-[4,4]-nonano substituìdos e seu uso como antagonistas de neurocinina |
US7807671B2 (en) | 2006-04-25 | 2010-10-05 | Bristol-Myers Squibb Company | Diketo-piperazine and piperidine derivatives as antiviral agents |
CN101641099A (zh) | 2007-01-24 | 2010-02-03 | 葛兰素集团有限公司 | 包含3,5-二氨基-6-(2,3-二氯苯基)-1,2,4-三嗪或r(-)-2,4-二氨基-5-(2,3-二氯苯基)-6-氟甲基嘧啶和nk1的药物组合物 |
KR20090035279A (ko) * | 2007-10-05 | 2009-04-09 | 경희대학교 산학협력단 | 위장관 손상 예방 및 치료용 조성물 |
EP2953934B1 (en) | 2013-02-08 | 2018-04-11 | General Mills, Inc. | Reduced sodium food products |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
PH23995A (en) * | 1984-01-09 | 1990-02-09 | Janssen Pharmaceutica Nv | 4((bicycle heterocyclyl)-methyl and hetero)piperidines |
US4695575A (en) * | 1984-11-13 | 1987-09-22 | Janssen Pharmaceutica, N.V. | 4-[(bicycle heterocyclyl)-methyl and -hetero]-piperidines |
US4835161A (en) * | 1986-02-03 | 1989-05-30 | Janssen Pharmaceutica N.V. | Anti-histaminic compositions containing n-heterocyclyl-4-piperidinamines |
ATE79620T1 (de) * | 1986-02-03 | 1992-09-15 | Janssen Pharmaceutica Nv | N-heterozyklische-4-piperidinamine enthaltende anti-histaminische zusammensetzungen. |
US4943580A (en) * | 1987-03-09 | 1990-07-24 | Janssen Pharmaceutica N.V. | Anti-histaminic benzimidazole, imidazopyridine and purine derivatives |
NZ223654A (en) * | 1987-03-09 | 1990-03-27 | Janssen Pharmaceutica Nv | 1-alkyl-substituted-benzimidazole-4-piperidinamines and pharmaceutical compositions |
WO1996002503A1 (fr) * | 1994-07-15 | 1996-02-01 | Meiji Seika Kabushiki Kaisha | Nouveaux composes ayant un effet inhibant l'agregation plaquettaire |
ATE212981T1 (de) * | 1994-09-30 | 2002-02-15 | Novartis Erfind Verwalt Gmbh | 1-acyl-4-aliphatische aminopiperidin verbindungen |
NZ321575A (en) * | 1995-10-30 | 1999-05-28 | Janssen Pharmaceutica Nv | 1-(1,2-disubstituted piperidinyl)-4- substituted piperazine derivatives |
-
1996
- 1996-12-13 TW TW085115389A patent/TW429256B/zh not_active IP Right Cessation
- 1996-12-20 HU HU9903987A patent/HU227799B1/hu not_active IP Right Cessation
- 1996-12-20 PT PT96944686T patent/PT869955E/pt unknown
- 1996-12-20 ES ES96944686T patent/ES2166915T3/es not_active Expired - Lifetime
- 1996-12-20 SK SK829-98A patent/SK283533B6/sk unknown
- 1996-12-20 DE DE69616379T patent/DE69616379T2/de not_active Expired - Lifetime
- 1996-12-20 TR TR1998/01218T patent/TR199801218T2/xx unknown
- 1996-12-20 EA EA199800602A patent/EA001247B1/ru not_active IP Right Cessation
- 1996-12-20 CN CN96199406A patent/CN1117090C/zh not_active Expired - Fee Related
- 1996-12-20 SI SI9630394T patent/SI0869955T1/xx unknown
- 1996-12-20 EP EP96944686A patent/EP0869955B1/en not_active Expired - Lifetime
- 1996-12-20 PL PL96327440A patent/PL184489B1/pl unknown
- 1996-12-20 DK DK96944686T patent/DK0869955T3/da active
- 1996-12-20 CA CA002238816A patent/CA2238816C/en not_active Expired - Fee Related
- 1996-12-20 KR KR10-1998-0704829A patent/KR100439846B1/ko not_active IP Right Cessation
- 1996-12-20 JP JP52402997A patent/JP4177895B2/ja not_active Expired - Fee Related
- 1996-12-20 AT AT96944686T patent/ATE207484T1/de active
- 1996-12-20 BR BR9612326A patent/BR9612326A/pt not_active IP Right Cessation
- 1996-12-20 CZ CZ19981866A patent/CZ294199B6/cs not_active IP Right Cessation
- 1996-12-20 NZ NZ325839A patent/NZ325839A/xx not_active IP Right Cessation
- 1996-12-20 AU AU13080/97A patent/AU707116B2/en not_active Ceased
- 1996-12-20 WO PCT/EP1996/005877 patent/WO1997024350A1/en active IP Right Grant
- 1996-12-26 MY MYPI96005483A patent/MY121580A/en unknown
- 1996-12-26 AR ARP960105896A patent/AR005279A1/es active IP Right Grant
-
1998
- 1998-05-27 NO NO19982406A patent/NO313291B1/no not_active IP Right Cessation
- 1998-06-19 US US09/102,121 patent/US6110939A/en not_active Expired - Lifetime
- 1998-12-15 HK HK98113363A patent/HK1012187A1/xx not_active IP Right Cessation
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