JP2007500129A5 - - Google Patents
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- JP2007500129A5 JP2007500129A5 JP2006521269A JP2006521269A JP2007500129A5 JP 2007500129 A5 JP2007500129 A5 JP 2007500129A5 JP 2006521269 A JP2006521269 A JP 2006521269A JP 2006521269 A JP2006521269 A JP 2006521269A JP 2007500129 A5 JP2007500129 A5 JP 2007500129A5
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- Prior art keywords
- compound according
- methyl
- alkyl
- aryl
- substituted
- Prior art date
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- 150000001875 compounds Chemical class 0.000 claims description 44
- 125000000217 alkyl group Chemical group 0.000 claims description 31
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 26
- 239000003795 chemical substances by application Substances 0.000 claims description 18
- 125000003118 aryl group Chemical group 0.000 claims description 17
- 201000010099 disease Diseases 0.000 claims description 15
- -1 —OR 4 Chemical group 0.000 claims description 7
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 6
- 208000024891 symptom Diseases 0.000 claims description 6
- 206010028980 Neoplasm Diseases 0.000 claims description 4
- 201000011510 cancer Diseases 0.000 claims description 3
- 125000000623 heterocyclic group Chemical group 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims 16
- 125000001072 heteroaryl group Chemical group 0.000 claims 14
- 229910052739 hydrogen Inorganic materials 0.000 claims 14
- 239000001257 hydrogen Substances 0.000 claims 14
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 14
- 208000035475 disorder Diseases 0.000 claims 11
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 9
- 229910052736 halogen Inorganic materials 0.000 claims 8
- 150000002367 halogens Chemical class 0.000 claims 8
- 102000002574 p38 Mitogen-Activated Protein Kinases Human genes 0.000 claims 6
- 208000002193 Pain Diseases 0.000 claims 4
- 102100038280 Prostaglandin G/H synthase 2 Human genes 0.000 claims 4
- 125000004093 cyano group Chemical group *C#N 0.000 claims 4
- 230000001404 mediated effect Effects 0.000 claims 4
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 4
- 230000036407 pain Effects 0.000 claims 4
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 4
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 4
- 102000004127 Cytokines Human genes 0.000 claims 3
- 108090000695 Cytokines Proteins 0.000 claims 3
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 3
- 239000003814 drug Substances 0.000 claims 3
- 125000005843 halogen group Chemical group 0.000 claims 3
- 208000015181 infectious disease Diseases 0.000 claims 3
- 230000002401 inhibitory effect Effects 0.000 claims 3
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- MWUXSHHQAYIFBG-UHFFFAOYSA-N Nitric oxide Chemical compound O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 claims 2
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- 229910052799 carbon Inorganic materials 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
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- 125000001715 oxadiazolyl group Chemical group 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
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- 230000004044 response Effects 0.000 claims 2
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- DOZPMYMBJUTOGT-UHFFFAOYSA-N 3-(3-acetamido-4-benzoylphenyl)-n-cyclopropyl-4-methylbenzamide Chemical compound CC(=O)NC1=CC(C=2C(=CC=C(C=2)C(=O)NC2CC2)C)=CC=C1C(=O)C1=CC=CC=C1 DOZPMYMBJUTOGT-UHFFFAOYSA-N 0.000 claims 1
- ZCRPREDQMGUQIX-UHFFFAOYSA-N 3-(3-amino-4-benzoylphenyl)-n-cyclopropyl-4-methylbenzamide Chemical compound CC1=CC=C(C(=O)NC2CC2)C=C1C(C=C1N)=CC=C1C(=O)C1=CC=CC=C1 ZCRPREDQMGUQIX-UHFFFAOYSA-N 0.000 claims 1
- ZQDKOTPZLQHPBR-UHFFFAOYSA-N 3-(3-benzyl-4-oxoquinazolin-7-yl)-n-cyclopropyl-4-methylbenzamide Chemical compound CC1=CC=C(C(=O)NC2CC2)C=C1C(C=1)=CC=C(C2=O)C=1N=CN2CC1=CC=CC=C1 ZQDKOTPZLQHPBR-UHFFFAOYSA-N 0.000 claims 1
- DWDYREIPSKKNNK-UHFFFAOYSA-N 3-(4-benzoylphenyl)-n-cyclopropyl-4-methylbenzamide Chemical compound CC1=CC=C(C(=O)NC2CC2)C=C1C(C=C1)=CC=C1C(=O)C1=CC=CC=C1 DWDYREIPSKKNNK-UHFFFAOYSA-N 0.000 claims 1
- 125000004217 4-methoxybenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1OC([H])([H])[H])C([H])([H])* 0.000 claims 1
- 125000006163 5-membered heteroaryl group Chemical group 0.000 claims 1
- IJADXUNGOPLGGJ-UHFFFAOYSA-N 6-[5-(cyclopropylcarbamoyl)-2-methylphenyl]-n-[(4-methoxyphenyl)methyl]pyridine-3-carboxamide Chemical compound C1=CC(OC)=CC=C1CNC(=O)C1=CC=C(C=2C(=CC=C(C=2)C(=O)NC2CC2)C)N=C1 IJADXUNGOPLGGJ-UHFFFAOYSA-N 0.000 claims 1
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- CMSMOCZEIVJLDB-UHFFFAOYSA-N Cyclophosphamide Chemical compound ClCCN(CCCl)P1(=O)NCCCO1 CMSMOCZEIVJLDB-UHFFFAOYSA-N 0.000 claims 1
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- HEFNNWSXXWATRW-UHFFFAOYSA-N Ibuprofen Chemical compound CC(C)CC1=CC=C(C(C)C(O)=O)C=C1 HEFNNWSXXWATRW-UHFFFAOYSA-N 0.000 claims 1
- 206010061598 Immunodeficiency Diseases 0.000 claims 1
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- FBOZXECLQNJBKD-ZDUSSCGKSA-N L-methotrexate Chemical compound C=1N=C2N=C(N)N=C(N)C2=NC=1CN(C)C1=CC=C(C(=O)N[C@@H](CCC(O)=O)C(O)=O)C=C1 FBOZXECLQNJBKD-ZDUSSCGKSA-N 0.000 claims 1
- 206010027480 Metastatic malignant melanoma Diseases 0.000 claims 1
- 206010028289 Muscle atrophy Diseases 0.000 claims 1
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- 208000033761 Myelogenous Chronic BCR-ABL Positive Leukemia Diseases 0.000 claims 1
- 208000033776 Myeloid Acute Leukemia Diseases 0.000 claims 1
- 206010029113 Neovascularisation Diseases 0.000 claims 1
- UTTGLYGDNDKJJN-UHFFFAOYSA-N O=C(NC1CC1)c1cccc(-c2ccccc2)c1N1NC=CO1 Chemical compound O=C(NC1CC1)c1cccc(-c2ccccc2)c1N1NC=CO1 UTTGLYGDNDKJJN-UHFFFAOYSA-N 0.000 claims 1
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- QJJXYPPXXYFBGM-LFZNUXCKSA-N Tacrolimus Chemical compound C1C[C@@H](O)[C@H](OC)C[C@@H]1\C=C(/C)[C@@H]1[C@H](C)[C@@H](O)CC(=O)[C@H](CC=C)/C=C(C)/C[C@H](C)C[C@H](OC)[C@H]([C@H](C[C@H]2C)OC)O[C@@]2(O)C(=O)C(=O)N2CCCC[C@H]2C(=O)O1 QJJXYPPXXYFBGM-LFZNUXCKSA-N 0.000 claims 1
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- MCGSCOLBFJQGHM-SCZZXKLOSA-N abacavir Chemical compound C=12N=CN([C@H]3C=C[C@@H](CO)C3)C2=NC(N)=NC=1NC1CC1 MCGSCOLBFJQGHM-SCZZXKLOSA-N 0.000 claims 1
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- LMEKQMALGUDUQG-UHFFFAOYSA-N azathioprine Chemical compound CN1C=NC([N+]([O-])=O)=C1SC1=NC=NC2=C1NC=N2 LMEKQMALGUDUQG-UHFFFAOYSA-N 0.000 claims 1
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| GB0308186D0 (en) * | 2003-04-09 | 2003-05-14 | Smithkline Beecham Corp | Novel compounds |
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| US7932272B2 (en) * | 2003-09-30 | 2011-04-26 | Eisai R&D Management Co., Ltd. | Antifungal agent containing heterocyclic compound |
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| GB0402143D0 (en) * | 2004-01-30 | 2004-03-03 | Smithkline Beecham Corp | Novel compounds |
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| CN103524431B (zh) * | 2013-09-24 | 2016-01-13 | 西安交通大学 | 3-苄基-4-喹唑啉酮类化合物及其合成方法和应用 |
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- 2004-07-23 CN CNB2004800277979A patent/CN100447137C/zh not_active Expired - Fee Related
- 2004-07-23 CA CA002534990A patent/CA2534990A1/en not_active Abandoned
- 2004-07-23 PT PT04778988T patent/PT1687284E/pt unknown
- 2004-07-23 AT AT08158865T patent/ATE482205T1/de not_active IP Right Cessation
- 2004-07-23 EP EP04778988A patent/EP1687284B1/en not_active Expired - Lifetime
- 2004-07-23 US US10/898,581 patent/US7700622B2/en not_active Expired - Fee Related
- 2004-07-23 MX MXPA06000915A patent/MXPA06000915A/es active IP Right Grant
- 2004-07-23 US US10/565,452 patent/US7754726B2/en not_active Expired - Fee Related
- 2004-07-23 EP EP10164753A patent/EP2251333A1/en not_active Withdrawn
- 2004-07-23 ES ES04778988T patent/ES2315703T3/es not_active Expired - Lifetime
- 2004-07-23 DE DE602004029293T patent/DE602004029293D1/de not_active Expired - Lifetime
- 2004-07-23 AU AU2004261589A patent/AU2004261589B2/en not_active Ceased
- 2004-07-23 WO PCT/US2004/023726 patent/WO2005012241A2/en not_active Ceased
- 2004-07-23 PL PL04778988T patent/PL1687284T3/pl unknown
- 2004-07-23 DE DE602004017494T patent/DE602004017494D1/de not_active Expired - Lifetime
-
2008
- 2008-06-13 AU AU2008202641A patent/AU2008202641A1/en not_active Abandoned
-
2010
- 2010-05-28 US US12/789,949 patent/US20100234404A1/en not_active Abandoned
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