JP2008540626A - 医薬化合物 - Google Patents

Info

Publication number

JP2008540626A

JP2008540626A JP2008511793A JP2008511793A JP2008540626A JP 2008540626 A JP2008540626 A JP 2008540626A JP 2008511793 A JP2008511793 A JP 2008511793A JP 2008511793 A JP2008511793 A JP 2008511793A JP 2008540626 A JP2008540626 A JP 2008540626A

Authority

JP

Japan

Prior art keywords

group

compound

hydroxy

amino

hydrogen

Prior art date

2005-05-19

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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• 150000001875 compounds Chemical class 0.000 title claims abstract description 400
• 125000000623 heterocyclic group Chemical group 0.000 claims abstract description 149
• 125000001424 substituent group Chemical group 0.000 claims abstract description 130
• 125000002837 carbocyclic group Chemical group 0.000 claims abstract description 100
• 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 60
• 150000003839 salts Chemical class 0.000 claims abstract description 57
• 125000005842 heteroatom Chemical group 0.000 claims abstract description 35
• 150000001204 N-oxides Chemical class 0.000 claims abstract description 33
• 125000002950 monocyclic group Chemical group 0.000 claims abstract description 32
• 239000012453 solvate Substances 0.000 claims abstract description 27
• -1 hydroxy, amino Chemical group 0.000 claims description 247
• 125000000217 alkyl group Chemical group 0.000 claims description 139
• 229910052739 hydrogen Inorganic materials 0.000 claims description 130
• 239000001257 hydrogen Substances 0.000 claims description 130
• 125000001183 hydrocarbyl group Chemical group 0.000 claims description 110
• 125000003545 alkoxy group Chemical group 0.000 claims description 103
• 239000000460 chlorine Substances 0.000 claims description 100
• 229910052801 chlorine Inorganic materials 0.000 claims description 93
• 102100034051 Heat shock protein HSP 90-alpha Human genes 0.000 claims description 91
• ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 88
• 101001016865 Homo sapiens Heat shock protein HSP 90-alpha Proteins 0.000 claims description 88
• 229910052760 oxygen Inorganic materials 0.000 claims description 86
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 83
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 79
• 229910052736 halogen Inorganic materials 0.000 claims description 79
• 150000002367 halogens Chemical class 0.000 claims description 73
• 229910052717 sulfur Inorganic materials 0.000 claims description 60
• YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 56
• GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims description 56
• 238000006243 chemical reaction Methods 0.000 claims description 56
• 125000003118 aryl group Chemical group 0.000 claims description 55
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 48
• 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 44
• 238000011282 treatment Methods 0.000 claims description 43
• 125000004093 cyano group Chemical group *C#N 0.000 claims description 41
• NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 39
• 229910052799 carbon Inorganic materials 0.000 claims description 38
• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 38
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• WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 8
• GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 8
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• 125000006700 (C1-C6) alkylthio group Chemical group 0.000 claims description 4
• ATXKMWPPQHYKLP-UHFFFAOYSA-N 2-n,6-diphenyl-1,3,5-triazine-2,4-diamine Chemical compound N=1C(C=2C=CC=CC=2)=NC(N)=NC=1NC1=CC=CC=C1 ATXKMWPPQHYKLP-UHFFFAOYSA-N 0.000 claims description 4
• 125000004211 3,5-difluorophenyl group Chemical group [H]C1=C(F)C([H])=C(*)C([H])=C1F 0.000 claims description 4
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• 125000004180 3-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(F)=C1[H] 0.000 claims description 4
• 125000004207 3-methoxyphenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(OC([H])([H])[H])=C1[H] 0.000 claims description 4
• XWMBSXFOZPVNQH-UHFFFAOYSA-N 4-(5-methyl-3-phenylisoxazol-4-yl)pyrimidin-2-amine Chemical compound CC=1ON=C(C=2C=CC=CC=2)C=1C1=CC=NC(N)=N1 XWMBSXFOZPVNQH-UHFFFAOYSA-N 0.000 claims description 4
• FIPBRZXDWSODDX-UHFFFAOYSA-N 4-chloro-6-phenylpyrimidin-2-amine Chemical compound NC1=NC(Cl)=CC(C=2C=CC=CC=2)=N1 FIPBRZXDWSODDX-UHFFFAOYSA-N 0.000 claims description 4
• HJXHEJIGZKADPT-UHFFFAOYSA-N 4-methyl-6-phenyl-1,3,5-triazin-2-amine Chemical compound CC1=NC(N)=NC(C=2C=CC=CC=2)=N1 HJXHEJIGZKADPT-UHFFFAOYSA-N 0.000 claims description 4
• IXOUSLAWDHODKH-UHFFFAOYSA-N 4-thiophen-2-ylpyrimidin-2-amine Chemical compound NC1=NC=CC(C=2SC=CC=2)=N1 IXOUSLAWDHODKH-UHFFFAOYSA-N 0.000 claims description 4
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• SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 claims description 3
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