JP2007501804A5 - - Google Patents
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- JP2007501804A5 JP2007501804A5 JP2006522803A JP2006522803A JP2007501804A5 JP 2007501804 A5 JP2007501804 A5 JP 2007501804A5 JP 2006522803 A JP2006522803 A JP 2006522803A JP 2006522803 A JP2006522803 A JP 2006522803A JP 2007501804 A5 JP2007501804 A5 JP 2007501804A5
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- JP
- Japan
- Prior art keywords
- compound
- alkyl
- ring
- substituents
- optionally substituted
- 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.)
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- 150000001875 compounds Chemical class 0.000 claims description 299
- 125000001424 substituent group Chemical group 0.000 claims description 131
- 125000000217 alkyl group Chemical group 0.000 claims description 118
- 125000005843 halogen group Chemical group 0.000 claims description 85
- 125000001931 aliphatic group Chemical group 0.000 claims description 66
- 125000003118 aryl group Chemical group 0.000 claims description 66
- 229910052739 hydrogen Inorganic materials 0.000 claims description 60
- 239000001257 hydrogen Substances 0.000 claims description 58
- 125000001072 heteroaryl group Chemical group 0.000 claims description 41
- 125000005842 heteroatom Chemical group 0.000 claims description 41
- 125000000623 heterocyclic group Chemical group 0.000 claims description 39
- 229910052717 sulfur Inorganic materials 0.000 claims description 39
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 35
- 125000002723 alicyclic group Chemical group 0.000 claims description 34
- 229910052760 oxygen Inorganic materials 0.000 claims description 33
- 125000000437 thiazol-2-yl group Chemical group [H]C1=C([H])N=C(*)S1 0.000 claims description 30
- 125000003545 alkoxy group Chemical group 0.000 claims description 27
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 25
- 150000002431 hydrogen Chemical class 0.000 claims description 24
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 23
- 229910052757 nitrogen Inorganic materials 0.000 claims description 22
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 21
- 125000003342 alkenyl group Chemical group 0.000 claims description 20
- 125000001624 naphthyl group Chemical group 0.000 claims description 13
- 125000000246 pyrimidin-2-yl group Chemical group [H]C1=NC(*)=NC([H])=C1[H] 0.000 claims description 13
- 125000004076 pyridyl group Chemical group 0.000 claims description 12
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 8
- 125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 7
- 125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 7
- 125000002619 bicyclic group Chemical group 0.000 claims description 6
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- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims description 6
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- 125000005073 adamantyl group Chemical group C12(CC3CC(CC(C1)C3)C2)* 0.000 claims description 5
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- 125000000842 isoxazolyl group Chemical group 0.000 claims description 5
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims description 4
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- NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical group C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 claims 2
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- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 14
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- 229920006395 saturated elastomer Polymers 0.000 description 13
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 12
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 12
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
- 125000002947 alkylene group Chemical group 0.000 description 12
- ZYGHJZDHTFUPRJ-UHFFFAOYSA-N coumarin Chemical compound C1=CC=C2OC(=O)C=CC2=C1 ZYGHJZDHTFUPRJ-UHFFFAOYSA-N 0.000 description 12
- 229940079593 drug Drugs 0.000 description 12
- 230000003287 optical effect Effects 0.000 description 12
- 229910052708 sodium Inorganic materials 0.000 description 12
- JKMHFZQWWAIEOD-UHFFFAOYSA-N 2-[4-(2-hydroxyethyl)piperazin-1-yl]ethanesulfonic acid Chemical compound OCC[NH+]1CCN(CCS([O-])(=O)=O)CC1 JKMHFZQWWAIEOD-UHFFFAOYSA-N 0.000 description 11
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- LBUJPTNKIBCYBY-UHFFFAOYSA-N 1,2,3,4-tetrahydroquinoline Chemical compound C1=CC=C2CCCNC2=C1 LBUJPTNKIBCYBY-UHFFFAOYSA-N 0.000 description 8
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- 2004-08-09 NZ NZ545710A patent/NZ545710A/en not_active IP Right Cessation
- 2004-08-09 EP EP10185719A patent/EP2327701A1/en not_active Withdrawn
- 2004-08-09 KR KR1020067002746A patent/KR20060073930A/ko not_active Ceased
- 2004-08-09 EP EP04780632A patent/EP1673357A2/en not_active Withdrawn
- 2004-08-09 EP EP10185726A patent/EP2332912A1/en not_active Withdrawn
- 2004-08-09 US US10/914,988 patent/US8202861B2/en active Active
- 2004-08-09 WO PCT/US2004/025827 patent/WO2005013914A2/en not_active Ceased
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- 2004-08-09 PE PE2004000774A patent/PE20050358A1/es not_active Application Discontinuation
- 2004-08-09 NZ NZ579370A patent/NZ579370A/en not_active IP Right Cessation
- 2004-08-09 AU AU2004263179A patent/AU2004263179B8/en not_active Ceased
- 2004-08-09 JP JP2006522803A patent/JP2007501804A/ja active Pending
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- 2006-03-07 NO NO20061092A patent/NO20061092L/no not_active Application Discontinuation
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2010
- 2010-11-24 JP JP2010261862A patent/JP2011032294A/ja not_active Withdrawn
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