JP2013523884A - ＪＡＫキナーゼの阻害剤としての５，７置換イミダゾ［１，２−ｃ］ピリミジン - Google Patents

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Publication number

JP2013523884A

JP2013523884A JP2013504972A JP2013504972A JP2013523884A JP 2013523884 A JP2013523884 A JP 2013523884A JP 2013504972 A JP2013504972 A JP 2013504972A JP 2013504972 A JP2013504972 A JP 2013504972A JP 2013523884 A JP2013523884 A JP 2013523884A

Authority

JP

Japan

Prior art keywords

alkyl

ring

hetar

formula

pyrazol

Prior art date

2010-04-14

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.)

Ceased

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• 239000003112 inhibitor Substances 0.000 title abstract description 20
• PQWQQQGKMHENOC-UHFFFAOYSA-N imidazo[1,2-c]pyrimidine Chemical class C1=NC=CC2=NC=CN21 PQWQQQGKMHENOC-UHFFFAOYSA-N 0.000 title description 15
• 102000042838 JAK family Human genes 0.000 title description 3
• 108091082332 JAK family Proteins 0.000 title description 3
• 150000001875 compounds Chemical class 0.000 claims abstract description 311
• 150000003839 salts Chemical class 0.000 claims abstract description 41
• 238000011282 treatment Methods 0.000 claims abstract description 39
• 208000023275 Autoimmune disease Diseases 0.000 claims abstract description 22
• 210000000056 organ Anatomy 0.000 claims abstract description 15
• 239000012453 solvate Substances 0.000 claims abstract description 15
• 201000011510 cancer Diseases 0.000 claims abstract description 14
• 125000000217 alkyl group Chemical group 0.000 claims description 651
• -1 pyridinonyl Chemical group 0.000 claims description 347
• 125000001424 substituent group Chemical group 0.000 claims description 196
• 229910052799 carbon Inorganic materials 0.000 claims description 118
• 125000000753 cycloalkyl group Chemical group 0.000 claims description 102
• 125000001153 fluoro group Chemical group F* 0.000 claims description 77
• 229910052757 nitrogen Inorganic materials 0.000 claims description 77
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 76
• 125000004433 nitrogen atom Chemical group N* 0.000 claims description 72
• 229910052739 hydrogen Inorganic materials 0.000 claims description 70
• 239000001257 hydrogen Substances 0.000 claims description 66
• PQIOSYKVBBWRRI-UHFFFAOYSA-N methylphosphonyl difluoride Chemical group CP(F)(F)=O PQIOSYKVBBWRRI-UHFFFAOYSA-N 0.000 claims description 62
• 125000003545 alkoxy group Chemical group 0.000 claims description 60
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 51
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 48
• 238000000034 method Methods 0.000 claims description 48
• 125000004432 carbon atom Chemical group C* 0.000 claims description 47
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 44
• 239000002585 base Substances 0.000 claims description 43
• 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 37
• KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 35
• 125000004206 2,2,2-trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 claims description 30
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• 125000004216 fluoromethyl group Chemical group [H]C([H])(F)* 0.000 claims description 13
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