JP2006502165A5 - - Google Patents
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- JP2006502165A5 JP2006502165A5 JP2004534571A JP2004534571A JP2006502165A5 JP 2006502165 A5 JP2006502165 A5 JP 2006502165A5 JP 2004534571 A JP2004534571 A JP 2004534571A JP 2004534571 A JP2004534571 A JP 2004534571A JP 2006502165 A5 JP2006502165 A5 JP 2006502165A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- heterocycloalkyl
- heteroaryl
- compound
- amino
- 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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- 125000000217 alkyl group Chemical group 0.000 claims description 137
- 150000001875 compounds Chemical class 0.000 claims description 92
- -1 hydroxy, amino Chemical group 0.000 claims description 77
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims description 76
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- 125000003545 alkoxy group Chemical group 0.000 claims description 36
- 125000004414 alkyl thio group Chemical group 0.000 claims description 30
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 28
- 125000003806 alkyl carbonyl amino group Chemical group 0.000 claims description 26
- 210000004027 cell Anatomy 0.000 claims description 26
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 claims description 26
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 25
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 25
- 125000003118 aryl group Chemical group 0.000 claims description 25
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 25
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 24
- 125000005843 halogen group Chemical group 0.000 claims description 21
- 125000002252 acyl group Chemical group 0.000 claims description 20
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 20
- 125000004475 heteroaralkyl group Chemical group 0.000 claims description 20
- 125000003342 alkenyl group Chemical group 0.000 claims description 16
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 16
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- 125000005553 heteroaryloxy group Chemical group 0.000 claims description 12
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- 125000002102 aryl alkyloxo group Chemical group 0.000 claims description 10
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- 229910052739 hydrogen Inorganic materials 0.000 claims description 8
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- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 6
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- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims description 5
- 125000004181 carboxyalkyl group Chemical group 0.000 claims description 5
- 125000002795 guanidino group Chemical group C(N)(=N)N* 0.000 claims description 5
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- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 5
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- JNYLMODTPLSLIF-UHFFFAOYSA-N 6-(trifluoromethyl)pyridine-3-carboxylic acid Chemical group OC(=O)C1=CC=C(C(F)(F)F)N=C1 JNYLMODTPLSLIF-UHFFFAOYSA-N 0.000 claims description 3
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- 229920002554 vinyl polymer Polymers 0.000 claims description 3
- WBYIDWODCBKPKM-UHFFFAOYSA-N 2-(6-methylpyridin-2-yl)-3-(2-methylsulfanylpyrimidin-4-yl)pyrazolo[1,5-a]pyridine Chemical compound CSC1=NC=CC(C2=C3C=CC=CN3N=C2C=2N=C(C)C=CC=2)=N1 WBYIDWODCBKPKM-UHFFFAOYSA-N 0.000 claims description 2
- FSMFIPLMGNQWQW-UHFFFAOYSA-N 4-[2-(6-methylpyridin-2-yl)pyrazolo[1,5-a]pyrimidin-3-yl]pyrimidin-2-amine Chemical compound CC1=CC=CC(C=2C(=C3N=CC=CN3N=2)C=2N=C(N)N=CC=2)=N1 FSMFIPLMGNQWQW-UHFFFAOYSA-N 0.000 claims description 2
- VENUMYHILKBIGQ-UHFFFAOYSA-N 4-[2-(6-methylpyridin-2-yl)pyrazolo[1,5-c]pyrimidin-3-yl]pyrimidin-2-amine Chemical compound CC1=CC=CC(C=2C(=C3C=CN=CN3N=2)C=2N=C(N)N=CC=2)=N1 VENUMYHILKBIGQ-UHFFFAOYSA-N 0.000 claims description 2
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- 125000005018 aryl alkenyl group Chemical group 0.000 claims description 2
- 125000005099 aryl alkyl carbonyl group Chemical group 0.000 claims description 2
- 125000005015 aryl alkynyl group Chemical group 0.000 claims description 2
- 125000004657 aryl sulfonyl amino group Chemical group 0.000 claims description 2
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- 201000003149 breast fibroadenoma Diseases 0.000 claims description 2
- 230000009787 cardiac fibrosis Effects 0.000 claims description 2
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- 125000006254 cycloalkyl carbonyl group Chemical group 0.000 claims description 2
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- 206010016629 fibroma Diseases 0.000 claims description 2
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- 208000005017 glioblastoma Diseases 0.000 claims description 2
- 125000005419 heteroarylsulfonylamino group Chemical group 0.000 claims description 2
- 125000004415 heterocyclylalkyl group Chemical group 0.000 claims description 2
- 201000010260 leiomyoma Diseases 0.000 claims description 2
- 201000001441 melanoma Diseases 0.000 claims description 2
- 229910052757 nitrogen Inorganic materials 0.000 claims description 2
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- 125000006296 sulfonyl amino group Chemical group [H]N(*)S(*)(=O)=O 0.000 claims description 2
- 230000029663 wound healing Effects 0.000 claims description 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 22
- 125000003739 carbamimidoyl group Chemical group C(N)(=N)* 0.000 claims 6
- 206010027476 Metastases Diseases 0.000 claims 2
- 125000006310 cycloalkyl amino group Chemical group 0.000 claims 2
- 239000003937 drug carrier Substances 0.000 claims 2
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 2
- 230000009401 metastasis Effects 0.000 claims 2
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims 1
- 208000024827 Alzheimer disease Diseases 0.000 claims 1
- 206010059245 Angiopathy Diseases 0.000 claims 1
- 200000000007 Arterial disease Diseases 0.000 claims 1
- 208000008439 Biliary Liver Cirrhosis Diseases 0.000 claims 1
- 208000033222 Biliary cirrhosis primary Diseases 0.000 claims 1
- 206010008609 Cholangitis sclerosing Diseases 0.000 claims 1
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 claims 1
- 208000016192 Demyelinating disease Diseases 0.000 claims 1
- 206010012305 Demyelination Diseases 0.000 claims 1
- 208000002260 Keloid Diseases 0.000 claims 1
- 206010023330 Keloid scar Diseases 0.000 claims 1
- 206010023421 Kidney fibrosis Diseases 0.000 claims 1
- 208000004852 Lung Injury Diseases 0.000 claims 1
- 150000001204 N-oxides Chemical class 0.000 claims 1
- 208000012654 Primary biliary cholangitis Diseases 0.000 claims 1
- 206010060862 Prostate cancer Diseases 0.000 claims 1
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- 206010069363 Traumatic lung injury Diseases 0.000 claims 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims 1
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- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 6
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| CN101544634B (zh) * | 2008-03-27 | 2011-08-10 | 天津药物研究院 | 2-苯基-3-取代吡唑并[1,5-a]吡啶类衍生物及其制备方法和用途 |
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2003
- 2003-05-09 UA UAA200503095A patent/UA80295C2/uk unknown
- 2003-09-05 PL PL03375699A patent/PL375699A1/xx not_active Application Discontinuation
- 2003-09-05 US US10/526,839 patent/US7691865B2/en not_active Expired - Fee Related
- 2003-09-05 CN CNA038248670A patent/CN1694698A/zh active Pending
- 2003-09-05 AU AU2003268447A patent/AU2003268447B2/en not_active Ceased
- 2003-09-05 MX MXPA05002443A patent/MXPA05002443A/es active IP Right Grant
- 2003-09-05 EP EP03749412A patent/EP1551398A4/en not_active Withdrawn
- 2003-09-05 JP JP2004534571A patent/JP2006502165A/ja active Pending
- 2003-09-05 BR BR0314053-9A patent/BR0314053A/pt not_active IP Right Cessation
- 2003-09-05 NZ NZ539069A patent/NZ539069A/en unknown
- 2003-09-05 EA EA200500450A patent/EA009441B1/ru not_active IP Right Cessation
- 2003-09-05 GE GEAP20038727A patent/GEP20074125B/en unknown
- 2003-09-05 CA CA002497970A patent/CA2497970A1/en not_active Abandoned
- 2003-09-05 KR KR1020057003874A patent/KR20050057235A/ko not_active Withdrawn
- 2003-09-05 WO PCT/US2003/027722 patent/WO2004022054A1/en not_active Ceased
- 2003-09-05 RS YUP-2005/0200A patent/RS20050200A/sr unknown
- 2003-09-08 AR ARP030103250A patent/AR041207A1/es unknown
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2005
- 2005-03-03 ZA ZA200501856A patent/ZA200501856B/en unknown
- 2005-03-04 IS IS7725A patent/IS7725A/is unknown
- 2005-03-04 IS IS7726A patent/IS7726A/is unknown
- 2005-03-21 NO NO20051503A patent/NO20051503D0/no not_active Application Discontinuation
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