JP2007500160A5 - - Google Patents
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- Publication number
- JP2007500160A5 JP2007500160A5 JP2006521521A JP2006521521A JP2007500160A5 JP 2007500160 A5 JP2007500160 A5 JP 2007500160A5 JP 2006521521 A JP2006521521 A JP 2006521521A JP 2006521521 A JP2006521521 A JP 2006521521A JP 2007500160 A5 JP2007500160 A5 JP 2007500160A5
- Authority
- JP
- Japan
- Prior art keywords
- pyrimidine
- methylsulfanylphenyl
- imidazo
- alkyl
- methoxyphenyl
- 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.)
- Withdrawn
Links
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 13
- 150000001875 compounds Chemical class 0.000 claims description 11
- 101100496169 Arabidopsis thaliana CLH1 gene Proteins 0.000 claims description 6
- 101100519284 Cercospora nicotianae PDX1 gene Proteins 0.000 claims description 6
- 101100044057 Mesocricetus auratus SYCP3 gene Proteins 0.000 claims description 6
- 101100080600 Schizosaccharomyces pombe (strain 972 / ATCC 24843) nse6 gene Proteins 0.000 claims description 6
- 101100277598 Sorghum bicolor DES3 gene Proteins 0.000 claims description 6
- 101150111293 cor-1 gene Proteins 0.000 claims description 6
- 101150073238 sor1 gene Proteins 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims description 3
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims description 2
- 125000004414 alkyl thio group Chemical group 0.000 claims description 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 6
- -1 4-Methanesulfonylphenyl Chemical group 0.000 claims 3
- 206010028980 Neoplasm Diseases 0.000 claims 3
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 claims 3
- 201000011510 cancer Diseases 0.000 claims 3
- 230000002113 chemopreventative effect Effects 0.000 claims 2
- 230000003902 lesion Effects 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- QNEGJEZWIOXARM-UHFFFAOYSA-N 2-(4-bromophenyl)-3-(4-methylsulfanylphenyl)imidazo[1,2-a]pyrimidine Chemical compound C1=CC(SC)=CC=C1C1=C(C=2C=CC(Br)=CC=2)N=C2N1C=CC=N2 QNEGJEZWIOXARM-UHFFFAOYSA-N 0.000 claims 1
- MKOZDXHSRDZEPA-UHFFFAOYSA-N 2-(4-methoxyphenyl)-3-(3-methyl-4-methylsulfanylphenyl)imidazo[1,2-a]pyrimidine Chemical compound C1=CC(OC)=CC=C1C1=C(C=2C=C(C)C(SC)=CC=2)N2C=CC=NC2=N1 MKOZDXHSRDZEPA-UHFFFAOYSA-N 0.000 claims 1
- BNIUKULMJGZVCF-UHFFFAOYSA-N 2-(4-methoxyphenyl)-3-(4-methylsulfanylphenyl)imidazo[1,2-a]pyrimidine Chemical compound C1=CC(OC)=CC=C1C1=C(C=2C=CC(SC)=CC=2)N2C=CC=NC2=N1 BNIUKULMJGZVCF-UHFFFAOYSA-N 0.000 claims 1
- CQGADDAMYKKHBF-UHFFFAOYSA-N 2-(4-methoxyphenyl)-3-(4-propan-2-ylsulfanylphenyl)imidazo[1,2-a]pyrimidine Chemical compound C1=CC(OC)=CC=C1C1=C(C=2C=CC(SC(C)C)=CC=2)N2C=CC=NC2=N1 CQGADDAMYKKHBF-UHFFFAOYSA-N 0.000 claims 1
- JKDLHBFPHMCREW-UHFFFAOYSA-N 2-(4-methoxyphenyl)-7-methyl-3-(4-methylsulfanylphenyl)imidazo[1,2-a]pyrimidine Chemical compound C1=CC(OC)=CC=C1C1=C(C=2C=CC(SC)=CC=2)N2C=CC(C)=NC2=N1 JKDLHBFPHMCREW-UHFFFAOYSA-N 0.000 claims 1
- NWHHTSQOKQTUBY-UHFFFAOYSA-N 3-(3-bromo-4-methylsulfanylphenyl)-2-(4-chlorophenyl)imidazo[1,2-a]pyrimidine Chemical compound C1=C(Br)C(SC)=CC=C1C1=C(C=2C=CC(Cl)=CC=2)N=C2N1C=CC=N2 NWHHTSQOKQTUBY-UHFFFAOYSA-N 0.000 claims 1
- CMDHZEHXDUCYLT-UHFFFAOYSA-N 3-(3-chloro-4-methylsulfanylphenyl)-2-(4-methoxyphenyl)-7-methylimidazo[1,2-a]pyrimidine Chemical compound C1=CC(OC)=CC=C1C1=C(C=2C=C(Cl)C(SC)=CC=2)N2C=CC(C)=NC2=N1 CMDHZEHXDUCYLT-UHFFFAOYSA-N 0.000 claims 1
- IRMVAYWYPYRLQU-UHFFFAOYSA-N 3-(3-chloro-4-methylsulfanylphenyl)-2-(4-methoxyphenyl)imidazo[1,2-a]pyrimidine Chemical compound C1=CC(OC)=CC=C1C1=C(C=2C=C(Cl)C(SC)=CC=2)N2C=CC=NC2=N1 IRMVAYWYPYRLQU-UHFFFAOYSA-N 0.000 claims 1
- YXZQHTDRNOAXGO-UHFFFAOYSA-N 3-(3-chloro-4-methylsulfanylphenyl)-2-(4-methylsulfanylphenyl)imidazo[1,2-a]pyrimidine Chemical compound C1=CC(SC)=CC=C1C1=C(C=2C=C(Cl)C(SC)=CC=2)N2C=CC=NC2=N1 YXZQHTDRNOAXGO-UHFFFAOYSA-N 0.000 claims 1
- HGHKJDLMPVJKEP-UHFFFAOYSA-N 3-(3-chloro-4-methylsulfinylphenyl)-2-(4-methoxyphenyl)imidazo[1,2-a]pyrimidine Chemical compound C1=CC(OC)=CC=C1C1=C(C=2C=C(Cl)C(=CC=2)S(C)=O)N2C=CC=NC2=N1 HGHKJDLMPVJKEP-UHFFFAOYSA-N 0.000 claims 1
- JEVNUDGHTSWDIL-UHFFFAOYSA-N 3-(3-chloro-4-propan-2-ylsulfanylphenyl)-2-(4-methylsulfanylphenyl)imidazo[1,2-a]pyrimidine Chemical compound C1=CC(SC)=CC=C1C1=C(C=2C=C(Cl)C(SC(C)C)=CC=2)N2C=CC=NC2=N1 JEVNUDGHTSWDIL-UHFFFAOYSA-N 0.000 claims 1
- WQBLNMCUYHVYKT-UHFFFAOYSA-N 3-(3-chloro-4-propylsulfanylphenyl)-2-(4-methoxyphenyl)imidazo[1,2-a]pyrimidine Chemical compound C1=C(Cl)C(SCCC)=CC=C1C1=C(C=2C=CC(OC)=CC=2)N=C2N1C=CC=N2 WQBLNMCUYHVYKT-UHFFFAOYSA-N 0.000 claims 1
- IKTHOCNOZUJIQV-UHFFFAOYSA-N 3-(3-methyl-4-methylsulfanylphenyl)-2-(4-methylsulfanylphenyl)imidazo[1,2-a]pyrimidine Chemical compound C1=CC(SC)=CC=C1C1=C(C=2C=C(C)C(SC)=CC=2)N2C=CC=NC2=N1 IKTHOCNOZUJIQV-UHFFFAOYSA-N 0.000 claims 1
- 206010005003 Bladder cancer 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
- 208000001333 Colorectal Neoplasms Diseases 0.000 claims 1
- 201000006107 Familial adenomatous polyposis Diseases 0.000 claims 1
- 206010060862 Prostate cancer Diseases 0.000 claims 1
- 208000000236 Prostatic Neoplasms Diseases 0.000 claims 1
- 208000000453 Skin Neoplasms Diseases 0.000 claims 1
- 208000007097 Urinary Bladder Neoplasms Diseases 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 208000029664 classic familial adenomatous polyposis Diseases 0.000 claims 1
- 208000009130 familial actinic keratosis Diseases 0.000 claims 1
- 239000008203 oral pharmaceutical composition Substances 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 201000000849 skin cancer Diseases 0.000 claims 1
- 239000012453 solvate Substances 0.000 claims 1
- 201000005112 urinary bladder cancer Diseases 0.000 claims 1
- 0 COc1ccc(C2N(C=C*C=N3)C3=NC2c(cc2)ccc2OC)cc1 Chemical compound COc1ccc(C2N(C=C*C=N3)C3=NC2c(cc2)ccc2OC)cc1 0.000 description 1
- SKYIVWJBKMFWSF-UHFFFAOYSA-N Cc1nc2nc(-c(cc3)ccc3S(C)(=O)=O)c(-c(cc3)ccc3F)[n]2cc1 Chemical compound Cc1nc2nc(-c(cc3)ccc3S(C)(=O)=O)c(-c(cc3)ccc3F)[n]2cc1 SKYIVWJBKMFWSF-UHFFFAOYSA-N 0.000 description 1
- CUZNZKZLBAVEDV-UHFFFAOYSA-N Cc1nc2nc(-c3ccccc3)c(-c3ccccc3)[n]2c(O)c1 Chemical compound Cc1nc2nc(-c3ccccc3)c(-c3ccccc3)[n]2c(O)c1 CUZNZKZLBAVEDV-UHFFFAOYSA-N 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- NMRLGXWKUKATHC-UHFFFAOYSA-N c(cc1)ccc1-c([n]1c(-c2ccccc2)c2)c(-c3ccccc3)nc1nc2-c1ccccc1 Chemical compound c(cc1)ccc1-c([n]1c(-c2ccccc2)c2)c(-c3ccccc3)nc1nc2-c1ccccc1 NMRLGXWKUKATHC-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ES200301906 | 2003-07-30 | ||
| PCT/EP2004/008476 WO2005014598A1 (en) | 2003-07-30 | 2004-07-29 | Substituted imidazopyrimidines for the prevention and treatment of cancer |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2007500160A JP2007500160A (ja) | 2007-01-11 |
| JP2007500160A5 true JP2007500160A5 (https=) | 2007-09-20 |
Family
ID=34130555
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006521521A Withdrawn JP2007500160A (ja) | 2003-07-30 | 2004-07-29 | 癌の予防および治療のための置換イミダゾピリミジン |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US20060189631A1 (https=) |
| EP (1) | EP1660500B1 (https=) |
| JP (1) | JP2007500160A (https=) |
| KR (1) | KR20060034303A (https=) |
| CN (1) | CN1860121A (https=) |
| AT (1) | ATE380816T1 (https=) |
| AU (1) | AU2004263297A1 (https=) |
| BR (1) | BRPI0412636A (https=) |
| CA (1) | CA2534292A1 (https=) |
| DE (1) | DE602004010680T2 (https=) |
| EA (1) | EA009038B1 (https=) |
| ES (1) | ES2298798T3 (https=) |
| WO (1) | WO2005014598A1 (https=) |
| ZA (1) | ZA200601706B (https=) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007096764A2 (en) * | 2006-02-27 | 2007-08-30 | Glenmark Pharmaceuticals S.A. | Bicyclic heteroaryl derivatives as cannabinoid receptor modulators |
| EP2057164A1 (en) | 2006-08-07 | 2009-05-13 | Incyte Corporation | Triazolotriazines as kinase inhibitors |
| RS54510B1 (sr) | 2006-11-22 | 2016-06-30 | Incyte Holdings Corporation | Imidazotriazini i imidazopirimidini kao inhibitori kinaze |
| EP2062893A1 (en) * | 2007-10-18 | 2009-05-27 | Bayer Schering Pharma AG | Fused imidazoles for cancer treatment |
| WO2009021990A1 (en) * | 2007-08-14 | 2009-02-19 | Bayer Schering Pharma Aktiengesellschaft | Fused imidazoles for cancer treatment |
| TWI472529B (zh) | 2008-05-21 | 2015-02-11 | Incyte Corp | ２－氟－Ｎ－甲基－４－〔７－（喹啉－６－基－甲基）－咪唑并〔１，２－ｂ〕〔１，２，４〕三－２－基〕苯甲醯胺之鹽類及其相關製備方法 |
| WO2011047320A2 (en) | 2009-10-16 | 2011-04-21 | Rib-X Pharmaceuticals, Inc. | Antimicrobial compounds and methods of making and using the same |
| MX2012008898A (es) | 2010-02-03 | 2012-11-06 | Incyte Corp | Imidazo - [1, 2 - b] [1, 2, 4] triazinas como inhibidores de c - met. |
| US8410117B2 (en) * | 2010-03-26 | 2013-04-02 | Hoffmann-La Roche Inc. | Imidazopyrimidine derivatives |
| HUE026323T2 (en) | 2011-04-07 | 2016-05-30 | Bayer Ip Gmbh | Imidazopyridazines as akt kinase inhibitors |
| CN102796103A (zh) * | 2011-05-23 | 2012-11-28 | 南京英派药业有限公司 | 6-（芳基甲酰）咪唑并[1,2-a]嘧啶和6-（芳基甲酰）[1,2,4]三唑并[4,3-a]嘧啶作为Hedgehog抑制剂及其应用 |
| WO2014151729A1 (en) | 2013-03-15 | 2014-09-25 | Irm Llc | Compounds and compositions for the treatment of parasitic diseases |
| UY35400A (es) * | 2013-03-15 | 2014-10-31 | Novartis Ag | Compuestos y composiciones para el tratamiento de enfermedades parasitarias |
| US9296754B2 (en) | 2013-03-15 | 2016-03-29 | Novartis Ag | Compounds and compositions for the treatment of parasitic diseases |
| WO2014151630A2 (en) | 2013-03-15 | 2014-09-25 | Irm Llc | Compounds and compositions for the treatment of parasitic diseases |
| BR112016014004B1 (pt) | 2013-12-19 | 2022-11-01 | Novartis Ag | Compostos para tratamento de doenças parasíticas, seus usos, e composições farmacêuticas |
| CA2979342A1 (en) | 2015-03-11 | 2016-09-15 | Melinta Therapeutics, Inc. | Antimicrobial compounds and methods of making and using the same |
| WO2017193016A1 (en) | 2016-05-06 | 2017-11-09 | Melinta Therapeutics, Inc. | Antimicrobials and methods of making and using same |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3455924A (en) * | 1967-02-08 | 1969-07-15 | Upjohn Co | Dianisylimidazoles |
| US5700826A (en) * | 1995-06-07 | 1997-12-23 | Ontogen Corporation | 1,2,4,5-tetra substituted imidazoles as modulators of multi-drug resistance |
| ES2140354B1 (es) * | 1998-08-03 | 2000-11-01 | S A L V A T Lab Sa | Imidazo (1,2a) azinas sustituidas como inhibidores selectivos de la cox-2. |
-
2004
- 2004-07-29 ES ES04763583T patent/ES2298798T3/es not_active Expired - Lifetime
- 2004-07-29 ZA ZA200601706A patent/ZA200601706B/en unknown
- 2004-07-29 BR BRPI0412636-0A patent/BRPI0412636A/pt not_active IP Right Cessation
- 2004-07-29 KR KR1020067001923A patent/KR20060034303A/ko not_active Withdrawn
- 2004-07-29 EA EA200600330A patent/EA009038B1/ru not_active IP Right Cessation
- 2004-07-29 AU AU2004263297A patent/AU2004263297A1/en not_active Abandoned
- 2004-07-29 CA CA002534292A patent/CA2534292A1/en not_active Abandoned
- 2004-07-29 WO PCT/EP2004/008476 patent/WO2005014598A1/en not_active Ceased
- 2004-07-29 EP EP04763583A patent/EP1660500B1/en not_active Expired - Lifetime
- 2004-07-29 DE DE602004010680T patent/DE602004010680T2/de not_active Expired - Fee Related
- 2004-07-29 AT AT04763583T patent/ATE380816T1/de not_active IP Right Cessation
- 2004-07-29 JP JP2006521521A patent/JP2007500160A/ja not_active Withdrawn
- 2004-07-29 CN CNA2004800279669A patent/CN1860121A/zh active Pending
-
2006
- 2006-01-27 US US11/340,856 patent/US20060189631A1/en not_active Abandoned
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