MXPA05012762A - Derivados de la quinazolina macrociclica como agentes antiproliferativos. - Google Patents
Derivados de la quinazolina macrociclica como agentes antiproliferativos.Info
- Publication number
- MXPA05012762A MXPA05012762A MXPA05012762A MXPA05012762A MXPA05012762A MX PA05012762 A MXPA05012762 A MX PA05012762A MX PA05012762 A MXPA05012762 A MX PA05012762A MX PA05012762 A MXPA05012762 A MX PA05012762A MX PA05012762 A MXPA05012762 A MX PA05012762A
- Authority
- MX
- Mexico
- Prior art keywords
- 2alkyl
- 5alkyl
- 3alkyl
- 6alkyl
- amino
- Prior art date
Links
- 230000001028 anti-proliverative effect Effects 0.000 title 1
- 125000002294 quinazolinyl group Chemical class N1=C(N=CC2=CC=CC=C12)* 0.000 title 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000000815 N-oxide group Chemical group 0.000 abstract 1
- 125000004466 alkoxycarbonylamino group Chemical group 0.000 abstract 1
- 230000000259 anti-tumor effect Effects 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 238000007824 enzymatic assay Methods 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
- 230000009422 growth inhibiting effect Effects 0.000 abstract 1
- 238000000338 in vitro Methods 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
- 102000027426 receptor tyrosine kinases Human genes 0.000 abstract 1
- 108091008598 receptor tyrosine kinases Proteins 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D498/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D498/06—Peri-condensed systems
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- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C229/06—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton
- C07C229/10—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton the nitrogen atom of the amino group being further bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings
- C07C229/16—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton the nitrogen atom of the amino group being further bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings to carbon atoms of hydrocarbon radicals substituted by amino or carboxyl groups, e.g. ethylenediamine-tetra-acetic acid, iminodiacetic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/40—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino groups bound to carbon atoms of at least one six-membered aromatic ring and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/70—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
- C07D239/72—Quinazolines; Hydrogenated quinazolines
- C07D239/86—Quinazolines; Hydrogenated quinazolines with hetero atoms directly attached in position 4
- C07D239/88—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/70—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
- C07D239/72—Quinazolines; Hydrogenated quinazolines
- C07D239/86—Quinazolines; Hydrogenated quinazolines with hetero atoms directly attached in position 4
- C07D239/93—Sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/70—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
- C07D239/72—Quinazolines; Hydrogenated quinazolines
- C07D239/86—Quinazolines; Hydrogenated quinazolines with hetero atoms directly attached in position 4
- C07D239/94—Nitrogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Urology & Nephrology (AREA)
- Vascular Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Abstract
La presente invencion se refiere a los compuestos de formula (I), las formas N-oxidos, las sales de adicion farmaceuticamente aceptables y las formas estereoquimicamente isomeras de los mismos, donde: Z representa O, CH2, NH o S, en particular Z representa NH; Y representa -alquilo de C3-9-,-alquinilo de C3-9-, -alquilo de C3-7-CO-NH- sustituido en forma optativa con amino, mono- o di(alquilo de C1-4)amino o alquiloxicarbonilamino de C1-4-,-alquenilo de C3-7-CO-NH- opcionalmente sustituido con amino, mono- o di(alquilo de C1-4)amino o alquiloxicarbonilamino de C1-4-, alquiloxi de C1-5-alquilo de C1-5, alquilo de C1-5-NR13, alquilo de C1-5-alquilo de C1-5-NR14-CO-alquilo de C1-5, -alquilo de C1-5-CO-NR15-alquilo de C1-5-, -alquilo de C1-6-CO-NH-, -alquilo de C1-6-NH-CO-, -alquilo de C1-3-NH-CS-Het20-, -alquilo de C1-3-NH-CO-Het20-, -alquilo de C1-2-CO-Het21-CO-, Het22-CH2-CO-NH- alquilo de C1-3; CO-NH- alquilo de C1-6, NH-CO- alquilo de C1-6, -CO-alquilo de C1-7, alquilo de C1-7-CO-, alquilo de C1-6-CO- alquilo de C1-6, alquilo de C1-2-NH-CO-CR16-R17-NH-,-alquilo de C1-2-CO-NH-CR18R19-CO-, -alquilo de C1-2-CO-NR20- alquilo de C1-3-CO-, alquilo de C1-2-NR21-CH2-CO-NH-alquilo de C1-3, o NR22-CO- alquilo de C1-3-NH-; X1 representa un enlace directo O, o -O- alquilo de C1-2-; CO, -CO-alquilo de C1-2, NR11, -NR11-alquilo de C1-2, CH2, -O-N=CH o alquilo de C1-2; X2 representa un enlace directo, O, -O-alquilo de C1-2-, CO, CO-alquilo de C1-2, NR12,-NR12-alquilo de C1-2-, -CH2-, -O-N=CH- o - alquilo de C1-2-; el efecto inhibidor de crecimiento de actividad anti-tumor de los compuestos presentes que se han demostrado in vivo, en ensayos enzimaticos en el receptor de EGFR de tirosina cinasa.
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP0305723 | 2003-05-27 | ||
| EP0310266 | 2003-09-15 | ||
| EP0351061 | 2003-12-18 | ||
| PCT/EP2004/005621 WO2004105765A1 (en) | 2003-05-27 | 2004-05-25 | Macrocyclic quinazoline derivatives as antiproliferative agents |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MXPA05012762A true MXPA05012762A (es) | 2006-02-13 |
Family
ID=33493782
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MXPA05012762A MXPA05012762A (es) | 2003-05-27 | 2004-05-25 | Derivados de la quinazolina macrociclica como agentes antiproliferativos. |
Country Status (31)
| Country | Link |
|---|---|
| US (4) | US7648975B2 (es) |
| EP (2) | EP2305687A1 (es) |
| JP (1) | JP4887151B2 (es) |
| KR (1) | KR101143878B1 (es) |
| CN (1) | CN102718775B (es) |
| AR (2) | AR045687A1 (es) |
| AT (1) | ATE544454T1 (es) |
| AU (1) | AU2004243487B2 (es) |
| BR (1) | BRPI0410714B8 (es) |
| CA (1) | CA2525214C (es) |
| CL (1) | CL2004001267A1 (es) |
| CO (1) | CO5640038A2 (es) |
| CY (1) | CY1113002T1 (es) |
| DK (1) | DK1633365T3 (es) |
| EA (1) | EA009064B1 (es) |
| ES (1) | ES2381976T3 (es) |
| HR (1) | HRP20120351T1 (es) |
| IL (3) | IL172154A0 (es) |
| IS (1) | IS3030B (es) |
| JO (1) | JO2785B1 (es) |
| MX (1) | MXPA05012762A (es) |
| MY (1) | MY148633A (es) |
| NO (1) | NO334209B1 (es) |
| NZ (1) | NZ544154A (es) |
| PA (1) | PA8603801A1 (es) |
| PL (1) | PL1633365T3 (es) |
| PT (1) | PT1633365E (es) |
| SI (1) | SI1633365T1 (es) |
| TW (3) | TWI468372B (es) |
| UA (1) | UA84010C2 (es) |
| WO (1) | WO2004105765A1 (es) |
Families Citing this family (53)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PA8603801A1 (es) | 2003-05-27 | 2004-12-16 | Janssen Pharmaceutica Nv | Derivados de la quinazolina |
| JP2007512255A (ja) * | 2003-11-13 | 2007-05-17 | アンビット バイオサイエンシス コーポレーション | キナーゼ調節因子としての尿素誘導体 |
| WO2005058913A1 (en) | 2003-12-18 | 2005-06-30 | Janssen Pharmaceutica N.V. | Pyrido- and pyrimidopyrimidine derivatives as anti- proliferative agents |
| MXPA06007018A (es) | 2003-12-18 | 2006-08-31 | Janssen Pharmaceutica Nv | Derivados de 3-ciano-quinolino con actividad anti-proliferativa. |
| JO3088B1 (ar) * | 2004-12-08 | 2017-03-15 | Janssen Pharmaceutica Nv | مشتقات كوينازولين كبيرة الحلقات و استعمالها بصفتها موانع كينيز متعددة الاهداف |
| NI200700147A (es) | 2004-12-08 | 2019-05-10 | Janssen Pharmaceutica Nv | Derivados de quinazolina inhibidores de cinasas dirigidos a multip |
| MY169441A (en) | 2004-12-08 | 2019-04-11 | Janssen Pharmaceutica Nv | 2,4, (4,6) pyrimidine derivatives |
| BRPI0606905B1 (pt) | 2005-02-23 | 2021-06-01 | Shionogi & Co., Ltd. | Derivados de quinazolina tendo atividade inibitória de tirosina cinase e composição farmacêutica que os compreende |
| GB0509227D0 (en) * | 2005-05-05 | 2005-06-15 | Chroma Therapeutics Ltd | Intracellular enzyme inhibitors |
| WO2007003525A2 (en) * | 2005-06-30 | 2007-01-11 | Janssen Pharmaceutica N.V. | Cyclic anilino-pyridinotriazines as gsk-3 inhibitors |
| AU2007274284B2 (en) | 2006-07-13 | 2012-04-26 | Janssen Pharmaceutica N.V. | Mtki quinazoline derivatives |
| JP2009242240A (ja) * | 2006-08-04 | 2009-10-22 | Mebiopharm Co Ltd | 含ホウ素キナゾリン誘導体 |
| US7547781B2 (en) | 2006-09-11 | 2009-06-16 | Curis, Inc. | Quinazoline based EGFR inhibitors containing a zinc binding moiety |
| CA2662587C (en) * | 2006-09-11 | 2013-08-06 | Curis, Inc. | Quinazoline based egfr inhibitors |
| CA2662617C (en) | 2006-09-11 | 2014-11-18 | Changgeng Qian | Quinazoline based egfr inhibitors containing a zinc binding moiety |
| AU2007310845A1 (en) * | 2006-10-27 | 2008-05-02 | Janssen Pharmaceutica Nv | Use of MTKI 1 for treating or preventing bone cancer |
| EP2407783A1 (en) | 2006-10-27 | 2012-01-18 | Janssen Pharmaceutica, N.V. | A method for pharmacologically profiling compounds |
| EA200970418A1 (ru) * | 2006-10-27 | 2009-10-30 | Янссен Фармацевтика Нв | Применение мультитаргетного ингибитора киназ для лечения или предупреждения рака головного мозга |
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| US8119616B2 (en) | 2007-09-10 | 2012-02-21 | Curis, Inc. | Formulation of quinazoline based EGFR inhibitors containing a zinc binding moiety |
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| TWI406853B (zh) * | 2010-04-07 | 2013-09-01 | Dev Center Biotechnology | Ｅｇｆｒ與ｖｅｇｆｒ－２雙重抑制劑及其用途與製法 |
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| DK2822953T5 (en) * | 2012-03-06 | 2017-09-11 | Pfizer | Macrocyclic derivatives for the treatment of proliferative diseases |
| CN104513253A (zh) * | 2013-10-01 | 2015-04-15 | 南京波尔泰药业科技有限公司 | 用于治疗增殖性疾病的大环化合物 |
| RU2733405C2 (ru) * | 2014-02-07 | 2020-10-01 | Экзитера Фармасьютикалз Инк. | Терапевтические соединения и композиции |
| MA39822A (fr) | 2014-04-03 | 2018-02-06 | Janssen Pharmaceutica Nv | Dérivés de pyrimidine bicycle |
| MA39823A (fr) * | 2014-04-03 | 2018-01-09 | Janssen Pharmaceutica Nv | Dérivés de pyridine macrocyclique |
| ES2941630T3 (es) | 2014-11-16 | 2023-05-24 | Array Biopharma Inc | Forma cristalina de sulfato de hidrógeno de (S)-N-(5-((R)-2-(2,5-difluorofenil)-pirrolidin-1-il)-pirazolo[1,5-a]pirimidin-3-il)-3-hidroxipirrolidin-1-carboxamida |
| KR20180086187A (ko) | 2015-10-05 | 2018-07-30 | 더 트러스티이스 오브 콜롬비아 유니버시티 인 더 시티 오브 뉴욕 | 자가포식 유동의 활성체 및 포스포리파제 d 및 타우를 포함하는 단백질 응집물의 클리어런스 및 단백질질환의 치료 |
| TN2019000271A1 (en) | 2015-10-26 | 2021-01-07 | Univ Colorado Regents | Point mutations in trk inhibitor-resistant cancer and methods relating to the same |
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| PE20190437A1 (es) | 2016-05-18 | 2019-03-27 | Loxo Oncology Inc | Procesos para la preparacion de (s)-n-(5-((r)-2-(2,5-difluorofenil)pirrolidin-1-il)-pirazolo[1,5-a]pirimidin-3-il)-3-hidroxipirrolidin-1-carboxamida y sales del mismo |
| JOP20190092A1 (ar) | 2016-10-26 | 2019-04-25 | Array Biopharma Inc | عملية لتحضير مركبات بيرازولو[1، 5-a]بيريميدين وأملاح منها |
| JOP20190213A1 (ar) | 2017-03-16 | 2019-09-16 | Array Biopharma Inc | مركبات حلقية ضخمة كمثبطات لكيناز ros1 |
| EP3720438B1 (en) | 2017-12-07 | 2023-08-30 | Amplyx Pharmaceuticals, Inc. | Heterocycle substituted pyridine derivative antifungal agents |
| CN112638371A (zh) | 2018-06-25 | 2021-04-09 | 安普利克斯制药公司 | 被杂环和氨基取代的吡啶衍生物 |
| US20230126352A1 (en) * | 2020-01-31 | 2023-04-27 | Oncodesign Sa | Macrocyclic rip2-kinase inhibitors |
| US20230159556A1 (en) * | 2020-04-20 | 2023-05-25 | Tenova Pharmaceuticals Inc. | Novel protein kinase inhibitors |
| IL313548A (en) | 2021-12-16 | 2024-08-01 | Kinnate Biopharma Inc | MET kinase inhibitors |
| WO2024017258A1 (zh) * | 2022-07-19 | 2024-01-25 | 百极弘烨(南通)医药科技有限公司 | Egfr小分子抑制剂、含其的药物组合物及其用途 |
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| WO2000020402A1 (en) | 1998-10-01 | 2000-04-13 | Astrazeneca Ab | Chemical compounds |
| FR2809400B1 (fr) * | 2000-05-25 | 2004-04-09 | Inst Francais Du Petrole | Materiaux comportant des groupements organiques contenant du soufre et du phosphore lie par l'intermediaire d'atomes d'oxygenes a un oxyde mineral |
| PA8603801A1 (es) | 2003-05-27 | 2004-12-16 | Janssen Pharmaceutica Nv | Derivados de la quinazolina |
| JO3088B1 (ar) * | 2004-12-08 | 2017-03-15 | Janssen Pharmaceutica Nv | مشتقات كوينازولين كبيرة الحلقات و استعمالها بصفتها موانع كينيز متعددة الاهداف |
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