JP2006528685A

JP2006528685A - 新規化合物

新規化合物 Download PDF

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Publication number: JP2006528685A
Authority: JP; Japan
Prior art keywords: formula; amino; pyridine; compound; thieno
Prior art date: 2003-05-06
Legal status : Pending

Application number

JP2006532540A

Other languages

English (en)

Japanese (ja)

Other versions

JP2006528685A5 (https=

Inventor

泰志宮崎

Original Assignee

スミスクラインビーチャムコーポレーション

Priority date

2003-05-06

Filing date

2004-04-29

Publication date

2006-12-21

2004-04-29 Application filed by スミスクラインビーチャムコーポレーション filed Critical スミスクラインビーチャムコーポレーション

2006-12-21 Publication of JP2006528685A publication Critical patent/JP2006528685A/ja

2007-06-21 Publication of JP2006528685A5 publication Critical patent/JP2006528685A5/ja

Status Pending legal-status Critical Current

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150000001875 compounds Chemical class 0.000 title claims abstract description 160
238000000034 method Methods 0.000 claims abstract description 43
206010028980 Neoplasm Diseases 0.000 claims abstract description 21
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108090000412 Protein-Tyrosine Kinases Proteins 0.000 claims abstract description 19
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 14
201000010099 disease Diseases 0.000 claims abstract description 10
150000003839 salts Chemical class 0.000 claims description 34
230000033115 angiogenesis Effects 0.000 claims description 30
150000001413 amino acids Chemical class 0.000 claims description 24
-1 Src-c Proteins 0.000 claims description 21
239000012453 solvate Substances 0.000 claims description 21
239000008194 pharmaceutical composition Substances 0.000 claims description 19
108010053099 Vascular Endothelial Growth Factor Receptor-2 Proteins 0.000 claims description 18
102100033177 Vascular endothelial growth factor receptor 2 Human genes 0.000 claims description 17
BJHCYTJNPVGSBZ-YXSASFKJSA-N 1-[4-[6-amino-5-[(Z)-methoxyiminomethyl]pyrimidin-4-yl]oxy-2-chlorophenyl]-3-ethylurea Chemical compound CCNC(=O)Nc1ccc(Oc2ncnc(N)c2\C=N/OC)cc1Cl BJHCYTJNPVGSBZ-YXSASFKJSA-N 0.000 claims description 16
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239000000546 pharmaceutical excipient Substances 0.000 claims description 10
DDMVVUOZEZSZKY-UHFFFAOYSA-N 7-bromo-3-(3-chloro-4-fluorophenyl)thieno[3,2-c]pyridin-4-amine Chemical compound C1=2C(N)=NC=C(Br)C=2SC=C1C1=CC=C(F)C(Cl)=C1 DDMVVUOZEZSZKY-UHFFFAOYSA-N 0.000 claims description 9
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229910052736 halogen Inorganic materials 0.000 claims description 8
150000002367 halogens Chemical class 0.000 claims description 8
PILHXMMEJPSZLL-UHFFFAOYSA-N 3-[4-amino-3-(3-chloro-4-fluorophenyl)thieno[3,2-c]pyridin-7-yl]benzenesulfonamide Chemical compound C1=2SC=C(C=3C=C(Cl)C(F)=CC=3)C=2C(N)=NC=C1C1=CC=CC(S(N)(=O)=O)=C1 PILHXMMEJPSZLL-UHFFFAOYSA-N 0.000 claims description 6
239000001257 hydrogen Substances 0.000 claims description 6
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125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 5
ROYVPBJTESLAOX-UHFFFAOYSA-N 3-(2,4-dichlorophenyl)-7-(3,4,5-trimethoxyphenyl)thieno[3,2-c]pyridin-4-amine Chemical compound COC1=C(OC)C(OC)=CC(C=2C=3SC=C(C=3C(N)=NC=2)C=2C(=CC(Cl)=CC=2)Cl)=C1 ROYVPBJTESLAOX-UHFFFAOYSA-N 0.000 claims description 4
FWOCGIOVAMTZBW-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-7-(3,4,5-trimethoxyphenyl)thieno[3,2-c]pyridin-4-amine Chemical compound COC1=C(OC)C(OC)=CC(C=2C=3SC=C(C=3C(N)=NC=2)C=2C=C(Cl)C(F)=CC=2)=C1 FWOCGIOVAMTZBW-UHFFFAOYSA-N 0.000 claims description 4
FOYPIBQICZCRBP-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)thieno[3,2-c]pyridin-4-amine Chemical compound C1=2C(N)=NC=CC=2SC=C1C1=CC=C(F)C(Cl)=C1 FOYPIBQICZCRBP-UHFFFAOYSA-N 0.000 claims description 4
AFRJKSIXQFNFGF-UHFFFAOYSA-N 3-naphthalen-2-yl-7-(3,4,5-trimethoxyphenyl)thieno[3,2-c]pyridin-4-amine Chemical compound COC1=C(OC)C(OC)=CC(C=2C=3SC=C(C=3C(N)=NC=2)C=2C=C3C=CC=CC3=CC=2)=C1 AFRJKSIXQFNFGF-UHFFFAOYSA-N 0.000 claims description 4
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150000002431 hydrogen Chemical group 0.000 claims description 4
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VKCPJMRHKQTLPC-UHFFFAOYSA-N n-[3-[4-amino-3-(3-chloro-4-fluorophenyl)thieno[3,2-c]pyridin-7-yl]phenyl]acetamide Chemical compound CC(=O)NC1=CC=CC(C=2C=3SC=C(C=3C(N)=NC=2)C=2C=C(Cl)C(F)=CC=2)=C1 VKCPJMRHKQTLPC-UHFFFAOYSA-N 0.000 claims description 4
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SFNNXGKTALQGOX-UHFFFAOYSA-N 3-(2,3-dichlorophenyl)-7-(3,4,5-trimethoxyphenyl)thieno[3,2-c]pyridin-4-amine Chemical compound COC1=C(OC)C(OC)=CC(C=2C=3SC=C(C=3C(N)=NC=2)C=2C(=C(Cl)C=CC=2)Cl)=C1 SFNNXGKTALQGOX-UHFFFAOYSA-N 0.000 claims description 3
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OWHIDYVEAGMATQ-UHFFFAOYSA-N [3-[4-amino-7-(3,4,5-trimethoxyphenyl)thieno[3,2-c]pyridin-3-yl]phenyl]methanol Chemical compound COC1=C(OC)C(OC)=CC(C=2C=3SC=C(C=3C(N)=NC=2)C=2C=C(CO)C=CC=2)=C1 OWHIDYVEAGMATQ-UHFFFAOYSA-N 0.000 claims description 3
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