JP2005534627A5 - - Google Patents

Info

Publication number

JP2005534627A5

JP2005534627A5 JP2003587787A JP2003587787A JP2005534627A5 JP 2005534627 A5 JP2005534627 A5 JP 2005534627A5 JP 2003587787 A JP2003587787 A JP 2003587787A JP 2003587787 A JP2003587787 A JP 2003587787A JP 2005534627 A5 JP2005534627 A5 JP 2005534627A5

Authority

JP

Japan

Prior art keywords

phenyl

alkyl

trifluoromethyl

group

triazol

Prior art date

2003-04-22

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.)

Granted

Links

• Espacenet
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• IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 24
• -1 cyano, difluoromethyl Chemical group 0.000 claims 14
• 150000001875 compounds Chemical class 0.000 claims 13
• 229910052757 nitrogen Inorganic materials 0.000 claims 13
• 229910052739 hydrogen Inorganic materials 0.000 claims 11
• 239000001257 hydrogen Substances 0.000 claims 11
• 125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 claims 10
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 10
• 150000002431 hydrogen Chemical class 0.000 claims 9
• 125000005843 halogen group Chemical group 0.000 claims 8
• 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 6
• 125000000623 heterocyclic group Chemical group 0.000 claims 5
• 150000003839 salts Chemical class 0.000 claims 5
• 125000001424 substituent group Chemical group 0.000 claims 5
• 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 4
• QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 4
• 229910052760 oxygen Inorganic materials 0.000 claims 4
• 239000001301 oxygen Substances 0.000 claims 4
• 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 4
• NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 3
• 125000002883 imidazolyl group Chemical group 0.000 claims 3
• 125000004076 pyridyl group Chemical group 0.000 claims 3
• 229910052717 sulfur Inorganic materials 0.000 claims 3
• 239000011593 sulfur Substances 0.000 claims 3
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
• KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical group CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims 2
• 125000004429 atom Chemical group 0.000 claims 2
• 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 2
• 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims 2
• PWUIGAMMOKVBTB-UHFFFAOYSA-N 1-[1-[[3,5-bis(trifluoromethyl)phenyl]methyl]-5-phenyltriazol-4-yl]-3-(2-chlorophenyl)propan-1-one Chemical compound FC(F)(F)C1=CC(C(F)(F)F)=CC(CN2C(=C(C(=O)CCC=3C(=CC=CC=3)Cl)N=N2)C=2C=CC=CC=2)=C1 PWUIGAMMOKVBTB-UHFFFAOYSA-N 0.000 claims 1
• CBEQBMDMXIYMHX-UHFFFAOYSA-N 2-[1-[[3,5-bis(trifluoromethyl)phenyl]methyl]-5-imidazol-1-yltriazole-4-carbonyl]-3-(2-chlorophenyl)-3-oxopropanenitrile Chemical compound FC(F)(F)C1=CC(C(F)(F)F)=CC(CN2C(=C(C(=O)C(C#N)C(=O)C=3C(=CC=CC=3)Cl)N=N2)N2C=NC=C2)=C1 CBEQBMDMXIYMHX-UHFFFAOYSA-N 0.000 claims 1
• 125000004198 2-fluorophenyl group Chemical group [H]C1=C([H])C(F)=C(*)C([H])=C1[H] 0.000 claims 1
• 208000019901 Anxiety disease Diseases 0.000 claims 1
• OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
• 206010047700 Vomiting Diseases 0.000 claims 1
• LNIMUCHZHHHCSW-UHFFFAOYSA-N [1-[[3,5-bis(trifluoromethyl)phenyl]methyl]-5-[2-(dimethylamino)ethyl-methylamino]triazol-4-yl]-[3-(2-chlorophenyl)-5-(hydroxymethyl)-1,2-oxazol-4-yl]methanone Chemical compound CN(C)CCN(C)C1=C(C(=O)C=2C(=NOC=2CO)C=2C(=CC=CC=2)Cl)N=NN1CC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 LNIMUCHZHHHCSW-UHFFFAOYSA-N 0.000 claims 1
• ATKJWQDOFXFRJH-UHFFFAOYSA-N [1-[[3,5-bis(trifluoromethyl)phenyl]methyl]-5-imidazol-1-yltriazol-4-yl]-[5-(2-chlorophenyl)-3-(hydroxymethyl)-1,2-oxazol-4-yl]methanone Chemical compound OCC1=NOC(C=2C(=CC=CC=2)Cl)=C1C(=O)C(=C1N2C=NC=C2)N=NN1CC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 ATKJWQDOFXFRJH-UHFFFAOYSA-N 0.000 claims 1
• VQHAHRIHPDBMCN-UHFFFAOYSA-N [1-[[3,5-bis(trifluoromethyl)phenyl]methyl]-5-phenyltriazol-4-yl]-[3-(2-chlorophenyl)-5-[(2-morpholin-4-ylethylamino)methyl]-1,2-oxazol-4-yl]methanone Chemical compound FC(F)(F)C1=CC(C(F)(F)F)=CC(CN2C(=C(C(=O)C=3C(=NOC=3CNCCN3CCOCC3)C=3C(=CC=CC=3)Cl)N=N2)C=2C=CC=CC=2)=C1 VQHAHRIHPDBMCN-UHFFFAOYSA-N 0.000 claims 1
• 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims 1
• 125000003545 alkoxy group Chemical group 0.000 claims 1
• 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
• 230000036506 anxiety Effects 0.000 claims 1
• 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
• 229910052799 carbon Inorganic materials 0.000 claims 1
• 125000004093 cyano group Chemical group *C#N 0.000 claims 1
• 239000003085 diluting agent Substances 0.000 claims 1
• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 1
• 239000003814 drug Substances 0.000 claims 1
• 239000003937 drug carrier Substances 0.000 claims 1
• 125000002541 furyl group Chemical group 0.000 claims 1
• 208000002551 irritable bowel syndrome Diseases 0.000 claims 1
• 238000004519 manufacturing process Methods 0.000 claims 1
• 238000000034 method Methods 0.000 claims 1
• 150000002829 nitrogen Chemical group 0.000 claims 1
• QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 1
• 239000008194 pharmaceutical composition Substances 0.000 claims 1
• 239000000546 pharmaceutical excipient Substances 0.000 claims 1
• 125000005554 pyridyloxy group Chemical group 0.000 claims 1
• 125000000168 pyrrolyl group Chemical group 0.000 claims 1
• 125000001544 thienyl group Chemical group 0.000 claims 1
• 230000008673 vomiting Effects 0.000 claims 1