JP2012514020A - 置換キナゾリン化合物 - Google Patents
置換キナゾリン化合物 Download PDFInfo
- Publication number
- JP2012514020A JP2012514020A JP2011544017A JP2011544017A JP2012514020A JP 2012514020 A JP2012514020 A JP 2012514020A JP 2011544017 A JP2011544017 A JP 2011544017A JP 2011544017 A JP2011544017 A JP 2011544017A JP 2012514020 A JP2012514020 A JP 2012514020A
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- JP
- Japan
- Prior art keywords
- phenyl
- quinazolin
- ylamino
- chloro
- hydroxy
- 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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- 125000002294 quinazolinyl group Chemical class N1=C(N=CC2=CC=CC=C12)* 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 claims abstract description 140
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims description 15
- 125000003118 aryl group Chemical group 0.000 claims description 11
- 125000001072 heteroaryl group Chemical group 0.000 claims description 11
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims description 11
- 239000001257 hydrogen Substances 0.000 claims description 11
- 229910052739 hydrogen Inorganic materials 0.000 claims description 11
- -1 C 1 -C 4 alkyl Chemical group 0.000 claims description 10
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims description 10
- 150000003839 salts Chemical class 0.000 claims description 10
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 7
- 239000012453 solvate Substances 0.000 claims description 7
- MZHYKEMGPNRRNY-OAQYLSRUSA-N 2-[4-[[6-(2-chloro-5-hydroxyphenyl)quinazolin-2-yl]amino]phenoxy]-1-[(3r)-3-(dimethylamino)pyrrolidin-1-yl]ethanone Chemical compound C1[C@H](N(C)C)CCN1C(=O)COC(C=C1)=CC=C1NC1=NC=C(C=C(C=C2)C=3C(=CC=C(O)C=3)Cl)C2=N1 MZHYKEMGPNRRNY-OAQYLSRUSA-N 0.000 claims description 6
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 6
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 6
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 6
- 229910052736 halogen Inorganic materials 0.000 claims description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 6
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 5
- 150000004677 hydrates Chemical class 0.000 claims description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 3
- 150000002367 halogens Chemical class 0.000 claims description 3
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 3
- UWWLIQXOZPIZNJ-HHHXNRCGSA-N (2r)-1-[2-[3-[4-[[6-(2-chloro-5-hydroxyphenyl)-8-methylquinazolin-2-yl]amino]phenyl]-2-oxoimidazolidin-1-yl]ethyl]pyrrolidine-2-carboxylic acid Chemical compound N1=C2C(C)=CC(C=3C(=CC=C(O)C=3)Cl)=CC2=CN=C1NC(C=C1)=CC=C1N(C1=O)CCN1CCN1CCC[C@@H]1C(O)=O UWWLIQXOZPIZNJ-HHHXNRCGSA-N 0.000 claims description 2
- SIACCBGVOWSQAC-AREMUKBSSA-N (2r)-1-[2-[4-[[6-(2,6-dimethylphenyl)quinazolin-2-yl]amino]phenoxy]ethyl]pyrrolidine-2-carboxylic acid Chemical compound CC1=CC=CC(C)=C1C1=CC=C(N=C(NC=2C=CC(OCCN3[C@H](CCC3)C(O)=O)=CC=2)N=C2)C2=C1 SIACCBGVOWSQAC-AREMUKBSSA-N 0.000 claims description 2
- VTCLJEBTUYBWMX-RUZDIDTESA-N (2r)-1-[2-[4-[[6-(2-chloro-5-hydroxyphenyl)-8-methylquinazolin-2-yl]amino]phenoxy]ethyl]pyrrolidine-2-carboxylic acid Chemical compound N1=C2C(C)=CC(C=3C(=CC=C(O)C=3)Cl)=CC2=CN=C1NC(C=C1)=CC=C1OCCN1CCC[C@@H]1C(O)=O VTCLJEBTUYBWMX-RUZDIDTESA-N 0.000 claims description 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 2
- MHCMBFVCAZAHNM-RUZDIDTESA-N 1-[(3r)-3-(dimethylamino)pyrrolidin-1-yl]-2-[4-[[6-(2,6-dimethylphenyl)quinazolin-2-yl]amino]phenoxy]ethanone Chemical compound C1[C@H](N(C)C)CCN1C(=O)COC(C=C1)=CC=C1NC1=NC=C(C=C(C=C2)C=3C(=CC=CC=3C)C)C2=N1 MHCMBFVCAZAHNM-RUZDIDTESA-N 0.000 claims description 2
- DCUDFYSDQVJVAX-UHFFFAOYSA-N 1-[4-[4-[[6-(2,6-dimethylphenyl)quinazolin-2-yl]amino]phenyl]piperazin-1-yl]ethanone Chemical compound C1CN(C(=O)C)CCN1C(C=C1)=CC=C1NC1=NC=C(C=C(C=C2)C=3C(=CC=CC=3C)C)C2=N1 DCUDFYSDQVJVAX-UHFFFAOYSA-N 0.000 claims description 2
- AMMREYAIIGJNRT-UHFFFAOYSA-N 1-[4-[4-[[6-(2-chloro-5-hydroxyphenyl)-8-methylquinazolin-2-yl]amino]phenyl]piperazin-1-yl]ethanone Chemical compound C1CN(C(=O)C)CCN1C(C=C1)=CC=C1NC1=NC=C(C=C(C=C2C)C=3C(=CC=C(O)C=3)Cl)C2=N1 AMMREYAIIGJNRT-UHFFFAOYSA-N 0.000 claims description 2
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- MCWXXILNYUKEIR-UHFFFAOYSA-N 1-[4-[[6-(2-chloro-5-hydroxyphenyl)-8-methylquinazolin-2-yl]amino]phenyl]-3-(2-pyrrolidin-1-ylethyl)imidazolidin-2-one Chemical compound N1=C2C(C)=CC(C=3C(=CC=C(O)C=3)Cl)=CC2=CN=C1NC(C=C1)=CC=C1N(C1=O)CCN1CCN1CCCC1 MCWXXILNYUKEIR-UHFFFAOYSA-N 0.000 claims description 2
- SDNJFGWENJJGAI-AREMUKBSSA-N 1-[4-[[6-(2-chloro-5-hydroxyphenyl)-8-methylquinazolin-2-yl]amino]phenyl]-3-[2-[(3r)-3-(dimethylamino)pyrrolidin-1-yl]ethyl]imidazolidin-2-one Chemical compound C1[C@H](N(C)C)CCN1CCN1C(=O)N(C=2C=CC(NC=3N=C4C(C)=CC(=CC4=CN=3)C=3C(=CC=C(O)C=3)Cl)=CC=2)CC1 SDNJFGWENJJGAI-AREMUKBSSA-N 0.000 claims description 2
- DYMFCCVAGSKVST-UHFFFAOYSA-N 1-[4-[[6-(2-chloro-5-hydroxyphenyl)quinazolin-2-yl]amino]phenyl]-3-(2-methoxyethyl)imidazolidin-2-one Chemical compound O=C1N(CCOC)CCN1C(C=C1)=CC=C1NC1=NC=C(C=C(C=C2)C=3C(=CC=C(O)C=3)Cl)C2=N1 DYMFCCVAGSKVST-UHFFFAOYSA-N 0.000 claims description 2
- PWAQGFBFYOSQKM-UHFFFAOYSA-N 1-[4-[[6-(2-chloro-5-hydroxyphenyl)quinazolin-2-yl]amino]phenyl]-3-(2-pyrrolidin-1-ylethyl)imidazolidin-2-one Chemical compound OC1=CC=C(Cl)C(C=2C=C3C=NC(NC=4C=CC(=CC=4)N4C(N(CCN5CCCC5)CC4)=O)=NC3=CC=2)=C1 PWAQGFBFYOSQKM-UHFFFAOYSA-N 0.000 claims description 2
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- SUSIZIGAKZXBKA-UHFFFAOYSA-N 4-chloro-3-[2-[3-(hydroxymethyl)anilino]-8-methylquinazolin-6-yl]phenol Chemical compound N1=C2C(C)=CC(C=3C(=CC=C(O)C=3)Cl)=CC2=CN=C1NC1=CC=CC(CO)=C1 SUSIZIGAKZXBKA-UHFFFAOYSA-N 0.000 claims description 2
- LPMCVZGZXTUCIL-UHFFFAOYSA-N 4-chloro-3-[2-[4-(2-pyrrolidin-1-ylethoxy)anilino]quinazolin-6-yl]phenol Chemical compound OC1=CC=C(Cl)C(C=2C=C3C=NC(NC=4C=CC(OCCN5CCCC5)=CC=4)=NC3=CC=2)=C1 LPMCVZGZXTUCIL-UHFFFAOYSA-N 0.000 claims description 2
- VGTYSWHJDXCEDB-UHFFFAOYSA-N 4-chloro-3-[8-methyl-2-[4-(2-pyrrolidin-1-ylethoxy)anilino]quinazolin-6-yl]phenol Chemical compound N1=C2C(C)=CC(C=3C(=CC=C(O)C=3)Cl)=CC2=CN=C1NC(C=C1)=CC=C1OCCN1CCCC1 VGTYSWHJDXCEDB-UHFFFAOYSA-N 0.000 claims description 2
- XNURRHDXCWKBOG-UHFFFAOYSA-N 6-(2,6-dimethylphenyl)-n-(4-piperazin-1-ylphenyl)quinazolin-2-amine Chemical compound CC1=CC=CC(C)=C1C1=CC=C(N=C(NC=2C=CC(=CC=2)N2CCNCC2)N=C2)C2=C1 XNURRHDXCWKBOG-UHFFFAOYSA-N 0.000 claims description 2
- XMEMWQHGCLIHOM-UHFFFAOYSA-N 6-(2,6-dimethylphenyl)-n-[4-(2-pyrrolidin-1-ylethoxy)phenyl]quinazolin-2-amine Chemical compound CC1=CC=CC(C)=C1C1=CC=C(N=C(NC=2C=CC(OCCN3CCCC3)=CC=2)N=C2)C2=C1 XMEMWQHGCLIHOM-UHFFFAOYSA-N 0.000 claims description 2
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Landscapes
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- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP08360043 | 2008-12-29 | ||
| EP08360043.7 | 2008-12-29 | ||
| PCT/EP2009/067494 WO2010076238A1 (en) | 2008-12-29 | 2009-12-18 | Substituted quinazoline compounds |
Publications (2)
| Publication Number | Publication Date |
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| JP2012514020A true JP2012514020A (ja) | 2012-06-21 |
| JP2012514020A5 JP2012514020A5 (cg-RX-API-DMAC7.html) | 2013-03-28 |
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| Application Number | Title | Priority Date | Filing Date |
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| JP2011544017A Pending JP2012514020A (ja) | 2008-12-29 | 2009-12-18 | 置換キナゾリン化合物 |
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Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AR081960A1 (es) | 2010-06-22 | 2012-10-31 | Fovea Pharmaceuticals Sa | Compuestos heterociclicos, su preparacion y su aplicacion terapeutica |
| SG11201500125QA (en) | 2012-07-11 | 2015-02-27 | Blueprint Medicines Corp | Inhibitors of the fibroblast growth factor receptor |
| RS63405B1 (sr) | 2013-10-25 | 2022-08-31 | Blueprint Medicines Corp | Inhibitori receptora faktora rasta fibroblasta |
| US9695165B2 (en) | 2014-01-15 | 2017-07-04 | Blueprint Medicines Corporation | Inhibitors of the fibroblast growth factor receptor |
| KR101715448B1 (ko) * | 2014-07-16 | 2017-03-20 | 주식회사 큐리언트 | 염증성 질환 치료용 화합물 |
| SG11201705192PA (en) | 2014-12-24 | 2017-07-28 | Gilead Sciences Inc | Fused pyrimidine compounds for the treatment of hiv |
| TWI699355B (zh) | 2014-12-24 | 2020-07-21 | 美商基利科學股份有限公司 | 喹唑啉化合物 |
| BR112017013440A2 (pt) | 2014-12-24 | 2018-01-09 | Gilead Sciences, Inc. | compostos de isoquinolina para o tratamento de hiv |
| CN112239459B (zh) * | 2019-07-19 | 2021-11-26 | 中国科学院上海药物研究所 | 稠环嘧啶氨基化合物、其制备方法、药物组合物及应用 |
| CN115916759B (zh) * | 2020-06-19 | 2025-07-15 | 泰州红云制药有限公司 | 取代喹唑啉类化合物、其制备方法、药物组合及应用 |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2006118256A1 (ja) * | 2005-04-28 | 2006-11-09 | Kyowa Hakko Kogyo Co., Ltd. | 2-アミノキナゾリン誘導体 |
| WO2007117607A2 (en) * | 2006-04-06 | 2007-10-18 | Novartis Ag | Quinazolines for pdk1 inhibition |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1235815A1 (en) * | 1999-11-22 | 2002-09-04 | Warner-Lambert Company | Quinazolines and their use for inhibiting cyclin-dependent kinase enzymes |
| MXPA05007503A (es) | 2003-01-17 | 2005-09-21 | Warner Lambert Co | Heterociclicos 2-aminopiridina sustituidos como inhibidores de proliferacion celular. |
| US7691866B2 (en) | 2003-10-16 | 2010-04-06 | Novartis Vaccines And Diagnostics, Inc. | 2,6-disubstituted quinazolines, quinoxalines, quinolines and isoquinolines and methods of their use as inhibitors of Raf kinase |
| EP2543376A1 (en) | 2004-04-08 | 2013-01-09 | Targegen, Inc. | Benzotriazine inhibitors of kinases |
| US7652051B2 (en) | 2004-08-25 | 2010-01-26 | Targegen, Inc. | Heterocyclic compounds and methods of use |
| US20070054916A1 (en) | 2004-10-01 | 2007-03-08 | Amgen Inc. | Aryl nitrogen-containing bicyclic compounds and methods of use |
| JP2008533166A (ja) | 2005-03-16 | 2008-08-21 | ターゲジェン インコーポレーティッド | ピリミジン化合物および使用法 |
| AU2006254825A1 (en) | 2005-06-08 | 2006-12-14 | Targegen, Inc. | Methods and compositions for the treatment of ocular disorders |
| JP2010514693A (ja) * | 2006-12-22 | 2010-05-06 | ノバルティス アーゲー | Ｐｄｋ１阻害のためのキナゾリン |
-
2009
- 2009-12-18 CA CA2748319A patent/CA2748319A1/en not_active Abandoned
- 2009-12-18 CN CN2009801575427A patent/CN102333533A/zh active Pending
- 2009-12-18 WO PCT/EP2009/067494 patent/WO2010076238A1/en not_active Ceased
- 2009-12-18 MA MA34018A patent/MA32968B1/fr unknown
- 2009-12-18 EA EA201101012A patent/EA019110B1/ru not_active IP Right Cessation
- 2009-12-18 MX MX2011007064A patent/MX2011007064A/es active IP Right Grant
- 2009-12-18 PE PE2011001296A patent/PE20120424A1/es not_active Application Discontinuation
- 2009-12-18 EP EP09799340A patent/EP2381943A1/en not_active Withdrawn
- 2009-12-18 AU AU2009334869A patent/AU2009334869A1/en not_active Abandoned
- 2009-12-18 BR BRPI0924067A patent/BRPI0924067A2/pt not_active IP Right Cessation
- 2009-12-18 SG SG2011047339A patent/SG172415A1/en unknown
- 2009-12-18 US US13/142,333 patent/US8389530B2/en not_active Expired - Fee Related
- 2009-12-18 NZ NZ593949A patent/NZ593949A/xx not_active IP Right Cessation
- 2009-12-18 JP JP2011544017A patent/JP2012514020A/ja active Pending
- 2009-12-18 KR KR1020117017495A patent/KR20110120878A/ko not_active Withdrawn
-
2011
- 2011-06-23 IL IL213742A patent/IL213742A0/en unknown
- 2011-06-27 TN TN2011000319A patent/TN2011000319A1/fr unknown
- 2011-06-27 CR CR20110368A patent/CR20110368A/es not_active Application Discontinuation
- 2011-06-28 ZA ZA2011/04777A patent/ZA201104777B/en unknown
- 2011-06-29 CO CO11081323A patent/CO6390105A2/es not_active Application Discontinuation
- 2011-06-29 NI NI201100134A patent/NI201100134A/es unknown
- 2011-06-29 DO DO2011000209A patent/DOP2011000209A/es unknown
- 2011-07-14 EC EC2011011204A patent/ECSP11011204A/es unknown
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2006118256A1 (ja) * | 2005-04-28 | 2006-11-09 | Kyowa Hakko Kogyo Co., Ltd. | 2-アミノキナゾリン誘導体 |
| WO2007117607A2 (en) * | 2006-04-06 | 2007-10-18 | Novartis Ag | Quinazolines for pdk1 inhibition |
Also Published As
| Publication number | Publication date |
|---|---|
| US8389530B2 (en) | 2013-03-05 |
| US20120004210A1 (en) | 2012-01-05 |
| SG172415A1 (en) | 2011-07-28 |
| PE20120424A1 (es) | 2012-05-04 |
| DOP2011000209A (es) | 2011-09-30 |
| CA2748319A1 (en) | 2010-07-08 |
| MA32968B1 (fr) | 2012-01-02 |
| NZ593949A (en) | 2013-08-30 |
| EP2381943A1 (en) | 2011-11-02 |
| ECSP11011204A (es) | 2011-10-31 |
| MX2011007064A (es) | 2012-01-20 |
| BRPI0924067A2 (pt) | 2016-01-26 |
| AU2009334869A2 (en) | 2011-09-29 |
| AU2009334869A1 (en) | 2011-07-14 |
| IL213742A0 (en) | 2011-07-31 |
| CN102333533A (zh) | 2012-01-25 |
| NI201100134A (es) | 2012-03-06 |
| ZA201104777B (en) | 2012-03-28 |
| KR20110120878A (ko) | 2011-11-04 |
| EA201101012A1 (ru) | 2012-01-30 |
| CR20110368A (es) | 2011-12-02 |
| CO6390105A2 (es) | 2012-02-29 |
| WO2010076238A1 (en) | 2010-07-08 |
| TN2011000319A1 (en) | 2012-12-17 |
| EA019110B1 (ru) | 2014-01-30 |
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