KR20170090476A - 야누스 키나제 저해제로서의 4,6-치환된-피라졸로[1,5-a]피라진 - Google Patents

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Publication number

KR20170090476A

KR20170090476A KR1020177018122A KR20177018122A KR20170090476A KR 20170090476 A KR20170090476 A KR 20170090476A KR 1020177018122 A KR1020177018122 A KR 1020177018122A KR 20177018122 A KR20177018122 A KR 20177018122A KR 20170090476 A KR20170090476 A KR 20170090476A

Authority

KR

South Korea

Prior art keywords

alkyl

formula

hetcyc

mmol

pyrazol

Prior art date

2014-12-05

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.)

Withdrawn

Links

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• 150000001875 compounds Chemical class 0.000 claims abstract description 264
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• 150000003839 salts Chemical class 0.000 claims abstract description 92
• 239000012453 solvate Substances 0.000 claims abstract description 76
• 208000035475 disorder Diseases 0.000 claims abstract description 53
• 239000003112 inhibitor Substances 0.000 claims abstract description 29
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• 210000000056 organ Anatomy 0.000 claims abstract description 18
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• 125000000217 alkyl group Chemical group 0.000 claims description 433
• -1 cyclopropylidene Chemical group 0.000 claims description 288
• 238000000034 method Methods 0.000 claims description 120
• 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 76
• 125000000753 cycloalkyl group Chemical group 0.000 claims description 63
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 62
• 125000003545 alkoxy group Chemical group 0.000 claims description 59
• 239000008194 pharmaceutical composition Substances 0.000 claims description 59
• 201000010099 disease Diseases 0.000 claims description 58
• 238000011282 treatment Methods 0.000 claims description 51
• VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 42
• 229910052757 nitrogen Inorganic materials 0.000 claims description 39
• 229920006395 saturated elastomer Polymers 0.000 claims description 39
• 229910052736 halogen Inorganic materials 0.000 claims description 38
• 238000002360 preparation method Methods 0.000 claims description 38
• 125000006661 (C4-C6) heterocyclic group Chemical group 0.000 claims description 34
• 150000002367 halogens Chemical class 0.000 claims description 34
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 32
• 125000001424 substituent group Chemical group 0.000 claims description 32
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• 125000000623 heterocyclic group Chemical group 0.000 claims description 28
• 229910052739 hydrogen Inorganic materials 0.000 claims description 27
• KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 24
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 23
• 125000005842 heteroatom Chemical group 0.000 claims description 23
• 239000001257 hydrogen Substances 0.000 claims description 23
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• DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical class OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 claims description 20
• 239000002585 base Substances 0.000 claims description 20
• 125000004432 carbon atom Chemical group C* 0.000 claims description 17
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• 230000008569 process Effects 0.000 claims description 11
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 10
• 125000005228 aryl sulfonate group Chemical group 0.000 claims description 9
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