AR066876A1 - Derivados de amida para inhibir el crecimiento de celulas cancerigenas y una composicion farmaceutica que los comprende. - Google Patents
Derivados de amida para inhibir el crecimiento de celulas cancerigenas y una composicion farmaceutica que los comprende.Info
- Publication number
- AR066876A1 AR066876A1 ARP080102395A ARP080102395A AR066876A1 AR 066876 A1 AR066876 A1 AR 066876A1 AR P080102395 A ARP080102395 A AR P080102395A AR P080102395 A ARP080102395 A AR P080102395A AR 066876 A1 AR066876 A1 AR 066876A1
- Authority
- AR
- Argentina
- Prior art keywords
- alkyl
- group
- substituted
- alkoxy
- aryl
- Prior art date
Links
- 239000008194 pharmaceutical composition Substances 0.000 title abstract 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 8
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 abstract 6
- 125000003118 aryl group Chemical group 0.000 abstract 6
- 125000000623 heterocyclic group Chemical group 0.000 abstract 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 5
- 229910052739 hydrogen Inorganic materials 0.000 abstract 4
- 239000001257 hydrogen Substances 0.000 abstract 4
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 4
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 229910052736 halogen Inorganic materials 0.000 abstract 3
- 150000002367 halogens Chemical class 0.000 abstract 3
- 125000003342 alkenyl group Chemical group 0.000 abstract 2
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 2
- 125000000304 alkynyl group Chemical group 0.000 abstract 2
- 125000003368 amide group Chemical group 0.000 abstract 2
- 150000001408 amides Chemical class 0.000 abstract 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 2
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 2
- 125000004663 dialkyl amino group Chemical group 0.000 abstract 2
- 125000002950 monocyclic group Chemical group 0.000 abstract 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 2
- 229910052760 oxygen Inorganic materials 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- 229910052717 sulfur Inorganic materials 0.000 abstract 2
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 abstract 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 abstract 1
- 206010059866 Drug resistance Diseases 0.000 abstract 1
- 102000001301 EGF receptor Human genes 0.000 abstract 1
- 108060006698 EGF receptor Proteins 0.000 abstract 1
- 206010071990 Tyrosine kinase mutation Diseases 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 125000004104 aryloxy group Chemical group 0.000 abstract 1
- 230000005907 cancer growth Effects 0.000 abstract 1
- 125000005265 dialkylamine group Chemical group 0.000 abstract 1
- 102000052116 epidermal growth factor receptor activity proteins Human genes 0.000 abstract 1
- 108700015053 epidermal growth factor receptor activity proteins Proteins 0.000 abstract 1
- ORTFAQDWJHRMNX-UHFFFAOYSA-N hydroxidooxidocarbon(.) Chemical group O[C]=O ORTFAQDWJHRMNX-UHFFFAOYSA-N 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- YOHYSYJDKVYCJI-UHFFFAOYSA-N n-[3-[[6-[3-(trifluoromethyl)anilino]pyrimidin-4-yl]amino]phenyl]cyclopropanecarboxamide Chemical compound FC(F)(F)C1=CC=CC(NC=2N=CN=C(NC=3C=C(NC(=O)C4CC4)C=CC=3)C=2)=C1 YOHYSYJDKVYCJI-UHFFFAOYSA-N 0.000 abstract 1
- 230000002018 overexpression Effects 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 125000003396 thiol group Chemical class [H]S* 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing three or more hetero rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Hydrogenated Pyridines (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Derivado de amida y una sal farmacéuticamente aceptable del mismo que inhibe el crecimiento de las células cancerígenas inducido por la sobreexpresion de un receptor del factor de crecimiento epidérmico y también evita el desarrollo de la resistencia a las drogas causado por la mutacion de la EGFR tirosina quinasa, y a una composicion farmacéutica que comprende el mismo como un ingrediente activo. Reivindicacion 1: Un derivado de amida de formula (1) o una sal farmacéuticamente aceptable del mismo: caracterizado porque: A es el grupo de formulas (2) siendo R4, R5, R6 y R7 cada uno independientemente hidrogeno, halogeno, N-alquilo C1-6 o N-hidroxi amido o C-alquilo C1-6 amido inverso(-NHCOC1-6), hidroxicarbonilo (-COOH), alquiloxicarbonilo C1-6 (-COOC1-6) alquilo C1-6, o alquilo C1-6 substituido con un grupo hidroxi, dialquilamina C1-6 o grupo heterocíclico; R1 es un grupo arilo o heterocíclico substituido con uno a cinco X, o alquilo C1-6 substituido con arilo; R2 es hidrogeno, hidroxi, alcoxi C1-6, o alcoxi C1-6 substituido con un grupo alcoxi C1-6 o heterocíclico; R3 es hidrogeno, -COOH, alquiloxicarbonilo C1-6, o amido N-no substituido o N-substituido con Y; na y nb son cada uno un entero que oscila entre 0 y 6; en donde: x es hidrogeno, halogeno, hidroxi, ciano, nitro, (mono-, di-, o trihalogeno)metilo, mercapto, alquiltio C1-6, acrilamido, alquilo C1-6, alquenilo C1-6, alquinilo C1-6, alcoxi C1-6, ariloxi, dialquilamino C1-6, o alquilo C1-6 o alcoxi C1-6 substituido con Z, con la condicion de que cuando el numero de X es dos o más, los grupos X pueden fusionarse entre sí para formar una estructura de anillo; Y es hidroxi, alquilo C1-6 o alquilo C1-6 substituido con Z, conteniendo el alquilo C1-6 una a cuatro de la parte seleccionada entre el grupo que consiste en N, O, S, SO y SO2 y Z es un grupo alquilo C1-6, arilo o heterocíclico, siendo dicho grupo arilo un grupo aromático monocíclico o bicíclico C5-12, siendo dicho grupo heterocíclico un grupo aromático o no aromático monocíclico o bicíclico C5-12 que contiene una a cuatro de la parte seleccionada entre el grupo que consiste en N, O, S, SO y SO2 y siendo dichos grupos arilo y heterocíclico no substituidos o substituidos con substituyente seleccionados entre el grupo que consiste en halogeno, hidroxilo, amino, nitro, ciano, alquilo C1-6, alquenilo C1-6, alquinilo C1-6, alcoxi C1-6, monoalquilamino C1-6 y dialquilamino C1-6.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR20070054997 | 2007-06-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR066876A1 true AR066876A1 (es) | 2009-09-16 |
Family
ID=40094307
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP080102395A AR066876A1 (es) | 2007-06-05 | 2008-06-05 | Derivados de amida para inhibir el crecimiento de celulas cancerigenas y una composicion farmaceutica que los comprende. |
| ARP170103011A AR110003A2 (es) | 2007-06-05 | 2017-10-30 | Derivado de amida |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP170103011A AR110003A2 (es) | 2007-06-05 | 2017-10-30 | Derivado de amida |
Country Status (24)
| Country | Link |
|---|---|
| US (1) | US8188102B2 (es) |
| EP (1) | EP2167492B1 (es) |
| JP (1) | JP5155391B2 (es) |
| KR (1) | KR101013319B1 (es) |
| CN (1) | CN101679384B (es) |
| AR (2) | AR066876A1 (es) |
| AU (1) | AU2008260772B2 (es) |
| BR (1) | BRPI0811069B1 (es) |
| CA (1) | CA2687180C (es) |
| DK (1) | DK2167492T3 (es) |
| ES (1) | ES2558623T3 (es) |
| HR (1) | HRP20160007T1 (es) |
| HU (1) | HUE028243T2 (es) |
| IL (1) | IL202154A (es) |
| MX (1) | MX2009012772A (es) |
| MY (1) | MY144972A (es) |
| NZ (1) | NZ582412A (es) |
| PL (1) | PL2167492T3 (es) |
| PT (1) | PT2167492E (es) |
| RU (1) | RU2434010C2 (es) |
| TW (1) | TWI377944B (es) |
| UA (1) | UA96045C2 (es) |
| WO (1) | WO2008150118A2 (es) |
| ZA (1) | ZA201000022B (es) |
Families Citing this family (70)
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| US7547781B2 (en) | 2006-09-11 | 2009-06-16 | Curis, Inc. | Quinazoline based EGFR inhibitors containing a zinc binding moiety |
| US8604044B2 (en) | 2006-09-11 | 2013-12-10 | Curis, Inc. | Quinazoline based EGFR inhibitors containing a zinc binding moiety |
| US8119616B2 (en) | 2007-09-10 | 2012-02-21 | Curis, Inc. | Formulation of quinazoline based EGFR inhibitors containing a zinc binding moiety |
| US9908884B2 (en) | 2009-05-05 | 2018-03-06 | Dana-Farber Cancer Institute, Inc. | EGFR inhibitors and methods of treating disorders |
| KR101217526B1 (ko) * | 2010-06-11 | 2013-01-02 | 한미사이언스 주식회사 | 아마이드 유도체 또는 이의 약학적으로 허용 가능한 염을 포함하는 약제학적 조성물 |
| US8828391B2 (en) | 2011-05-17 | 2014-09-09 | Boehringer Ingelheim International Gmbh | Method for EGFR directed combination treatment of non-small cell lung cancer |
| KR101317809B1 (ko) | 2011-06-07 | 2013-10-16 | 한미약품 주식회사 | 암세포의 성장을 억제하는 아마이드 유도체 및 비금속염 활택제를 포함하는 약학 조성물 |
| KR101272613B1 (ko) * | 2011-10-05 | 2013-06-10 | 한미사이언스 주식회사 | 1-(4-(4-(3,4-디클로로-2-플루오로페닐아미노)-7-메톡시퀴나졸린-6-일옥시)피페리딘-1-일)프로프-2-엔-1-온 염산염의 제조 방법 및 이에 사용되는 중간체 |
| CA2861010A1 (en) | 2012-01-13 | 2013-07-18 | Xiao Xu | Heterocyclic compounds and uses as anticancer agents |
| US9034885B2 (en) | 2012-01-13 | 2015-05-19 | Acea Biosciences Inc. | EGFR modulators and uses thereof |
| US9586965B2 (en) | 2012-01-13 | 2017-03-07 | Acea Biosciences Inc. | Pyrrolo[2,3-d]pyrimidine compounds as inhibitors of protein kinases |
| US9464089B2 (en) | 2012-01-13 | 2016-10-11 | Acea Biosciences Inc. | Heterocyclic compounds and uses thereof |
| RS55704B1 (sr) | 2012-01-17 | 2017-07-31 | Astellas Pharma Inc | Jedinjenje pirazin karboksamida |
| CN102659764A (zh) * | 2012-04-16 | 2012-09-12 | 中国科学院广州生物医药与健康研究院 | 酪氨酸激酶不可逆抑制剂及其制备方法和用途 |
| KR20140096571A (ko) * | 2013-01-28 | 2014-08-06 | 한미약품 주식회사 | 1-(4-(4-(3,4-디클로로-2-플루오로페닐아미노)-7-메톡시퀴나졸린-6-일옥시)피페리딘-1-일)프로프-2-엔-1-온의 제조방법 |
| CN112592334B (zh) | 2013-07-11 | 2023-10-27 | 艾森医药公司 | 嘧啶衍生物作为激酶抑制剂 |
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| CN106068262B (zh) * | 2014-04-11 | 2019-10-29 | 海思科医药集团股份有限公司 | 喹唑啉衍生物及其制备方法和在医药上的应用 |
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| EP3773551B1 (en) * | 2018-03-27 | 2024-10-16 | Board of Regents, The University of Texas System | Compounds with anti-tumor activity against cancer cells bearing her2 exon 19 mutations |
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| MXPA03001332A (es) * | 2000-08-21 | 2004-07-08 | Astrazeneca Ab | Derivados de quinazolina. |
| TWI324597B (en) * | 2002-03-28 | 2010-05-11 | Astrazeneca Ab | Quinazoline derivatives |
| AU2003226705B2 (en) * | 2002-03-30 | 2008-11-06 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | 4-(N-phenylamino)-quinazolines / quinolines as tyrosine kinase inhibitors |
| ATE421513T1 (de) * | 2002-04-10 | 2009-02-15 | Dongbu Hitek Co Ltd | Benzopyranderivate, die mit sekundären aminen einschliesslich tetrazol substituiert sind, verfahren zu deren herstellung und pharmazeutische zusammensetzungen, die diese enthalten |
| GB0309009D0 (en) * | 2003-04-22 | 2003-05-28 | Astrazeneca Ab | Quinazoline derivatives |
| WO2005012290A1 (en) * | 2003-07-29 | 2005-02-10 | Astrazeneca Ab | Piperidyl-quinazoline derivatives as tyrosine kinase inhibitors |
| JP2007505873A (ja) * | 2003-09-16 | 2007-03-15 | アストラゼネカ アクチボラグ | チロシンキナーゼ阻害剤としてのキナゾリン誘導体 |
| GB0322409D0 (en) * | 2003-09-25 | 2003-10-29 | Astrazeneca Ab | Quinazoline derivatives |
| CA2540008A1 (en) * | 2003-09-25 | 2005-04-07 | Astrazeneca Ab | Quinazoline derivatives |
| JPWO2005090332A1 (ja) * | 2004-03-23 | 2008-01-31 | 萬有製薬株式会社 | 置換キナゾリン又はピリドピリミジン誘導体 |
| WO2007023073A2 (de) * | 2005-08-22 | 2007-03-01 | Boehringer Ingelheim International Gmbh | Bicyclische heterocyclen, diese verbindungen enthaltende arzneimittel, deren verwendung und verfahren zu ihrer herstellung |
| WO2007055513A1 (en) * | 2005-11-08 | 2007-05-18 | Hanmi Pharm. Co., Ltd. | Quinazoline derivatives as a signal transduction inhibitor and method for the preparation thereof |
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