NZ577798A - 5-cyano-4- (pyrrolo [2, 3b] pyridine-3-yl) -pyrimidine derivatives useful as protein kinase inhibitors - Google Patents

Info

Publication number

NZ577798A

NZ577798A NZ577798A NZ57779807A NZ577798A NZ 577798 A NZ577798 A NZ 577798A NZ 577798 A NZ577798 A NZ 577798A NZ 57779807 A NZ57779807 A NZ 57779807A NZ 577798 A NZ577798 A NZ 577798A

Authority

NZ

New Zealand

Prior art keywords

compound

optionally substituted

group

alkyl

iponz

Prior art date

2006-12-21

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• -1 pyridine-3-yl Chemical group 0.000 title claims abstract description 166
• 239000003909 protein kinase inhibitor Substances 0.000 title claims abstract description 13
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• 229940083082 pyrimidine derivative acting on arteriolar smooth muscle Drugs 0.000 title description 2
• 150000001875 compounds Chemical class 0.000 claims description 347
• 239000000203 mixture Substances 0.000 claims description 158
• 125000000217 alkyl group Chemical group 0.000 claims description 148
• 125000001931 aliphatic group Chemical group 0.000 claims description 110
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• 238000000034 method Methods 0.000 claims description 57
• 150000003839 salts Chemical class 0.000 claims description 55
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 54
• 239000003795 chemical substances by application Substances 0.000 claims description 54
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• 150000002367 halogens Chemical class 0.000 claims description 47
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• 125000003118 aryl group Chemical group 0.000 claims description 46
• 125000000753 cycloalkyl group Chemical group 0.000 claims description 46
• 125000004433 nitrogen atom Chemical group N* 0.000 claims description 44
• 102000001253 Protein Kinase Human genes 0.000 claims description 39
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• PYRKKGOKRMZEIT-UHFFFAOYSA-N 2-[6-(2-cyclopropylethoxy)-9-(2-hydroxy-2-methylpropyl)-1h-phenanthro[9,10-d]imidazol-2-yl]-5-fluorobenzene-1,3-dicarbonitrile Chemical compound C1=C2C3=CC(CC(C)(O)C)=CC=C3C=3NC(C=4C(=CC(F)=CC=4C#N)C#N)=NC=3C2=CC=C1OCCC1CC1 PYRKKGOKRMZEIT-UHFFFAOYSA-N 0.000 description 1
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• ILDBPPYPLPDLMK-GFCCVEGCSA-N 2-[[(1r)-1-[1-(2-oxopropanoyl)piperidin-4-yl]ethyl]amino]-4-[5-(trifluoromethyl)-1h-pyrrolo[2,3-b]pyridin-3-yl]pyrimidine-5-carbonitrile Chemical compound C1([C@H](NC=2N=C(C(C#N)=CN=2)C=2C3=CC(=CN=C3NC=2)C(F)(F)F)C)CCN(C(=O)C(C)=O)CC1 ILDBPPYPLPDLMK-GFCCVEGCSA-N 0.000 description 1
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• KTQKWCMUJDEKAW-IQVOZAENSA-N 2-[[(1r)-1-[1-[(1r,2s)-2-aminocyclopentanecarbonyl]piperidin-4-yl]ethyl]amino]-4-[5-(trifluoromethyl)-1h-pyrrolo[2,3-b]pyridin-3-yl]pyrimidine-5-carbonitrile Chemical compound C1CC([C@H](NC=2N=C(C(C#N)=CN=2)C=2C3=CC(=CN=C3NC=2)C(F)(F)F)C)CCN1C(=O)[C@@H]1CCC[C@@H]1N KTQKWCMUJDEKAW-IQVOZAENSA-N 0.000 description 1
• IIUFCYRTBJWCQY-JLTOFOAXSA-N 2-[[(1r)-1-[1-[(2r)-2,5-diaminopentanoyl]piperidin-4-yl]ethyl]amino]-4-[5-(trifluoromethyl)-1h-pyrrolo[2,3-b]pyridin-3-yl]pyrimidine-5-carbonitrile Chemical compound C1([C@H](NC=2N=C(C(C#N)=CN=2)C=2C3=CC(=CN=C3NC=2)C(F)(F)F)C)CCN(C(=O)[C@H](N)CCCN)CC1 IIUFCYRTBJWCQY-JLTOFOAXSA-N 0.000 description 1
• BWMDWDYKONHVLY-WAIKUNEKSA-N 2-[[(1r)-1-[1-[(2r)-2-amino-2-phenylacetyl]piperidin-4-yl]ethyl]amino]-4-[5-(trifluoromethyl)-1h-pyrrolo[2,3-b]pyridin-3-yl]pyrimidine-5-carbonitrile Chemical compound C1([C@@H](N)C(=O)N2CCC(CC2)[C@H](NC=2N=C(C(C#N)=CN=2)C=2C3=CC(=CN=C3NC=2)C(F)(F)F)C)=CC=CC=C1 BWMDWDYKONHVLY-WAIKUNEKSA-N 0.000 description 1
• QJRIDMKMRLRGIX-BFUOFWGJSA-N 2-[[(1r)-1-[1-[(2r)-2-amino-3-cyanopropanoyl]piperidin-4-yl]ethyl]amino]-4-[5-(trifluoromethyl)-1h-pyrrolo[2,3-b]pyridin-3-yl]pyrimidine-5-carbonitrile Chemical compound C1([C@H](NC=2N=C(C(C#N)=CN=2)C=2C3=CC(=CN=C3NC=2)C(F)(F)F)C)CCN(C(=O)[C@H](N)CC#N)CC1 QJRIDMKMRLRGIX-BFUOFWGJSA-N 0.000 description 1
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