JP2010521487A5 - - Google Patents
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- Publication number
- JP2010521487A5 JP2010521487A5 JP2009553783A JP2009553783A JP2010521487A5 JP 2010521487 A5 JP2010521487 A5 JP 2010521487A5 JP 2009553783 A JP2009553783 A JP 2009553783A JP 2009553783 A JP2009553783 A JP 2009553783A JP 2010521487 A5 JP2010521487 A5 JP 2010521487A5
- Authority
- JP
- Japan
- Prior art keywords
- optionally
- alkyl
- pharmaceutically acceptable
- combination
- solvate
- 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.)
- Granted
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- 150000003839 salts Chemical class 0.000 claims 63
- 125000000217 alkyl group Chemical group 0.000 claims 62
- 150000001875 compounds Chemical class 0.000 claims 60
- 239000012453 solvate Substances 0.000 claims 60
- 229910052739 hydrogen Inorganic materials 0.000 claims 31
- 239000001257 hydrogen Substances 0.000 claims 31
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 27
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 claims 26
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 24
- 125000001072 heteroaryl group Chemical group 0.000 claims 23
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 23
- -1 pyrido [3,2-d] pyrimidinyl Chemical group 0.000 claims 22
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 18
- 238000000034 method Methods 0.000 claims 17
- 239000000543 intermediate Substances 0.000 claims 16
- 125000003545 alkoxy group Chemical group 0.000 claims 13
- 150000002431 hydrogen Chemical class 0.000 claims 13
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 13
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 12
- 150000004677 hydrates Chemical class 0.000 claims 12
- 125000000753 cycloalkyl group Chemical group 0.000 claims 10
- 125000001475 halogen functional group Chemical group 0.000 claims 10
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 10
- 125000005885 heterocycloalkylalkyl group Chemical group 0.000 claims 9
- 206010028980 Neoplasm Diseases 0.000 claims 8
- 125000003282 alkyl amino group Chemical group 0.000 claims 8
- 201000011510 cancer Diseases 0.000 claims 8
- 125000004985 dialkyl amino alkyl group Chemical group 0.000 claims 8
- 125000004663 dialkyl amino group Chemical group 0.000 claims 8
- 125000001188 haloalkyl group Chemical group 0.000 claims 7
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 7
- 125000000278 alkyl amino alkyl group Chemical group 0.000 claims 6
- 125000004103 aminoalkyl group Chemical group 0.000 claims 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 6
- 125000003884 phenylalkyl group Chemical group 0.000 claims 6
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims 4
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 4
- 201000010099 disease Diseases 0.000 claims 4
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 4
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims 4
- 125000004260 quinazolin-2-yl group Chemical group [H]C1=NC(*)=NC2=C1C([H])=C([H])C([H])=C2[H] 0.000 claims 4
- 125000004457 alkyl amino carbonyl group Chemical group 0.000 claims 3
- 125000005122 aminoalkylamino group Chemical group 0.000 claims 3
- 125000004473 dialkylaminocarbonyl group Chemical group 0.000 claims 3
- 230000036571 hydration Effects 0.000 claims 3
- 238000006703 hydration reaction Methods 0.000 claims 3
- 125000002294 quinazolinyl group Chemical group N1=C(N=CC2=CC=CC=C12)* 0.000 claims 3
- 239000002904 solvent Substances 0.000 claims 3
- 125000005346 substituted cycloalkyl group Chemical group 0.000 claims 3
- VEFDQCSIVBIYFQ-UHFFFAOYSA-N 4-phenylquinazoline Chemical compound C1=CC=CC=C1C1=NC=NC2=CC=CC=C12 VEFDQCSIVBIYFQ-UHFFFAOYSA-N 0.000 claims 2
- 208000032791 BCR-ABL1 positive chronic myelogenous leukemia Diseases 0.000 claims 2
- 208000010833 Chronic myeloid leukaemia Diseases 0.000 claims 2
- 208000000461 Esophageal Neoplasms Diseases 0.000 claims 2
- 208000034578 Multiple myelomas Diseases 0.000 claims 2
- 208000033761 Myelogenous Chronic BCR-ABL Positive Leukemia Diseases 0.000 claims 2
- 206010030155 Oesophageal carcinoma Diseases 0.000 claims 2
- 206010035226 Plasma cell myeloma Diseases 0.000 claims 2
- 206010041067 Small cell lung cancer Diseases 0.000 claims 2
- 208000005718 Stomach Neoplasms Diseases 0.000 claims 2
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims 2
- 125000005097 aminocarbonylalkyl group Chemical group 0.000 claims 2
- 125000001584 benzyloxycarbonyl group Chemical group C(=O)(OCC1=CC=CC=C1)* 0.000 claims 2
- 125000004181 carboxyalkyl group Chemical group 0.000 claims 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims 2
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims 2
- 125000006317 cyclopropyl amino group Chemical group 0.000 claims 2
- 239000003085 diluting agent Substances 0.000 claims 2
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims 2
- 239000003937 drug carrier Substances 0.000 claims 2
- 201000004101 esophageal cancer Diseases 0.000 claims 2
- 206010017758 gastric cancer Diseases 0.000 claims 2
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 claims 2
- DXASQZJWWGZNSF-UHFFFAOYSA-N n,n-dimethylmethanamine;sulfur trioxide Chemical group CN(C)C.O=S(=O)=O DXASQZJWWGZNSF-UHFFFAOYSA-N 0.000 claims 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 2
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims 2
- 239000000546 pharmaceutical excipient Substances 0.000 claims 2
- UYWQUFXKFGHYNT-UHFFFAOYSA-N phenylmethyl ester of formic acid Natural products O=COCC1=CC=CC=C1 UYWQUFXKFGHYNT-UHFFFAOYSA-N 0.000 claims 2
- 208000000587 small cell lung carcinoma Diseases 0.000 claims 2
- 201000011549 stomach cancer Diseases 0.000 claims 2
- 206010004146 Basal cell carcinoma Diseases 0.000 claims 1
- 206010006187 Breast cancer Diseases 0.000 claims 1
- 208000026310 Breast neoplasm Diseases 0.000 claims 1
- 206010009944 Colon cancer Diseases 0.000 claims 1
- 241000289669 Erinaceus europaeus Species 0.000 claims 1
- 206010058467 Lung neoplasm malignant Diseases 0.000 claims 1
- 208000000172 Medulloblastoma Diseases 0.000 claims 1
- 206010033128 Ovarian cancer Diseases 0.000 claims 1
- 206010061535 Ovarian neoplasm Diseases 0.000 claims 1
- 206010061902 Pancreatic neoplasm Diseases 0.000 claims 1
- 206010060862 Prostate cancer Diseases 0.000 claims 1
- 208000000236 Prostatic Neoplasms Diseases 0.000 claims 1
- 208000024313 Testicular Neoplasms Diseases 0.000 claims 1
- 206010057644 Testis cancer Diseases 0.000 claims 1
- 125000004689 alkyl amino carbonyl alkyl group Chemical group 0.000 claims 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims 1
- 125000002431 aminoalkoxy group Chemical group 0.000 claims 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- 201000009036 biliary tract cancer Diseases 0.000 claims 1
- 208000020790 biliary tract neoplasm Diseases 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 1
- 210000004027 cell Anatomy 0.000 claims 1
- 208000029742 colonic neoplasm Diseases 0.000 claims 1
- 125000006222 dimethylaminomethyl group Chemical group [H]C([H])([H])N(C([H])([H])[H])C([H])([H])* 0.000 claims 1
- 208000005017 glioblastoma Diseases 0.000 claims 1
- 125000004438 haloalkoxy group Chemical group 0.000 claims 1
- 125000005059 halophenyl group Chemical group 0.000 claims 1
- 201000005202 lung cancer Diseases 0.000 claims 1
- 208000020816 lung neoplasm Diseases 0.000 claims 1
- 208000015486 malignant pancreatic neoplasm Diseases 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 230000001404 mediated effect Effects 0.000 claims 1
- 201000001441 melanoma Diseases 0.000 claims 1
- 206010027191 meningioma Diseases 0.000 claims 1
- YDQROWJJXAJHKS-UHFFFAOYSA-N n-[2-methyl-5-(morpholin-4-ylmethyl)phenyl]-4-[(4-phenylpyrido[2,3-d]pyrimidin-2-yl)amino]benzamide Chemical compound C1=C(NC(=O)C=2C=CC(NC=3N=C4N=CC=CC4=C(C=4C=CC=CC=4)N=3)=CC=2)C(C)=CC=C1CN1CCOCC1 YDQROWJJXAJHKS-UHFFFAOYSA-N 0.000 claims 1
- NNUMAPVWRCYJDV-UHFFFAOYSA-N n-[3-[(dimethylamino)methyl]phenyl]-4-[(4-phenylquinazolin-2-yl)amino]benzamide Chemical compound CN(C)CC1=CC=CC(NC(=O)C=2C=CC(NC=3N=C4C=CC=CC4=C(C=4C=CC=CC=4)N=3)=CC=2)=C1 NNUMAPVWRCYJDV-UHFFFAOYSA-N 0.000 claims 1
- 210000004498 neuroglial cell Anatomy 0.000 claims 1
- 201000002528 pancreatic cancer Diseases 0.000 claims 1
- 208000008443 pancreatic carcinoma Diseases 0.000 claims 1
- 230000037361 pathway Effects 0.000 claims 1
- 230000002062 proliferating effect Effects 0.000 claims 1
- 102000004169 proteins and genes Human genes 0.000 claims 1
- 108090000623 proteins and genes Proteins 0.000 claims 1
- 201000009410 rhabdomyosarcoma Diseases 0.000 claims 1
- 201000003120 testicular cancer Diseases 0.000 claims 1
- 0 C*C*=C(*)NC Chemical compound C*C*=C(*)NC 0.000 description 1
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Nc1ccccc1 Chemical compound Nc1ccccc1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US91816007P | 2007-03-14 | 2007-03-14 | |
| US60/918,160 | 2007-03-14 | ||
| US96261707P | 2007-07-30 | 2007-07-30 | |
| US60/962,617 | 2007-07-30 | ||
| PCT/US2008/056883 WO2008112913A1 (en) | 2007-03-14 | 2008-03-13 | Inhibitors of the hedgehog pathway |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2010521487A JP2010521487A (ja) | 2010-06-24 |
| JP2010521487A5 true JP2010521487A5 (https=) | 2011-05-26 |
| JP5577104B2 JP5577104B2 (ja) | 2014-08-20 |
Family
ID=39760053
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009553783A Expired - Fee Related JP5577104B2 (ja) | 2007-03-14 | 2008-03-13 | ヘッジホッグ経路の阻害剤 |
Country Status (18)
| Country | Link |
|---|---|
| US (3) | US8222263B2 (https=) |
| EP (2) | EP2527330A1 (https=) |
| JP (1) | JP5577104B2 (https=) |
| KR (1) | KR20090130051A (https=) |
| CN (1) | CN101679308B (https=) |
| AR (1) | AR065767A1 (https=) |
| AU (1) | AU2008224941C1 (https=) |
| BR (1) | BRPI0808772A2 (https=) |
| CA (1) | CA2680796A1 (https=) |
| CO (1) | CO6231031A2 (https=) |
| EA (1) | EA018441B1 (https=) |
| GE (1) | GEP20135925B (https=) |
| IL (1) | IL200603A (https=) |
| MX (1) | MX2009009786A (https=) |
| NZ (2) | NZ579480A (https=) |
| SG (1) | SG179418A1 (https=) |
| TW (1) | TWI430798B (https=) |
| WO (1) | WO2008112913A1 (https=) |
Families Citing this family (86)
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| JP2010533147A (ja) * | 2007-07-13 | 2010-10-21 | アデックス ファルマ エス．エイ． | 代謝調節型グルタミン酸レセプターのモジュレーターとしてのピラゾール誘導体 |
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-
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- 2008-03-13 SG SG2012014213A patent/SG179418A1/en unknown
- 2008-03-13 JP JP2009553783A patent/JP5577104B2/ja not_active Expired - Fee Related
- 2008-03-13 CN CN200880015660.XA patent/CN101679308B/zh not_active Expired - Fee Related
- 2008-03-13 WO PCT/US2008/056883 patent/WO2008112913A1/en not_active Ceased
- 2008-03-13 BR BRPI0808772-5A patent/BRPI0808772A2/pt not_active IP Right Cessation
- 2008-03-13 KR KR1020097021413A patent/KR20090130051A/ko not_active Ceased
- 2008-03-13 NZ NZ579480A patent/NZ579480A/en unknown
- 2008-03-13 GE GEAP200811506A patent/GEP20135925B/en unknown
- 2008-03-13 EP EP12180902A patent/EP2527330A1/en not_active Withdrawn
- 2008-03-13 EP EP08732145A patent/EP2134695A4/en not_active Withdrawn
- 2008-03-13 NZ NZ598251A patent/NZ598251A/xx not_active IP Right Cessation
- 2008-03-13 MX MX2009009786A patent/MX2009009786A/es active IP Right Grant
- 2008-03-13 EA EA200970856A patent/EA018441B1/ru not_active IP Right Cessation
- 2008-03-13 AU AU2008224941A patent/AU2008224941C1/en not_active Ceased
- 2008-03-13 CA CA002680796A patent/CA2680796A1/en not_active Abandoned
- 2008-03-14 TW TW097109202A patent/TWI430798B/zh not_active IP Right Cessation
- 2008-03-14 AR ARP080101080A patent/AR065767A1/es not_active Application Discontinuation
- 2008-03-14 US US12/049,225 patent/US8222263B2/en not_active Expired - Fee Related
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- 2009-10-13 CO CO09113466A patent/CO6231031A2/es active IP Right Grant
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- 2012-06-04 US US13/487,594 patent/US8754092B2/en active Active
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