KR102232595B1 - 치환된 피리미딘 bmi-1 저해제 - Google Patents
치환된 피리미딘 bmi-1 저해제 Download PDFInfo
- Publication number
- KR102232595B1 KR102232595B1 KR1020167008197A KR20167008197A KR102232595B1 KR 102232595 B1 KR102232595 B1 KR 102232595B1 KR 1020167008197 A KR1020167008197 A KR 1020167008197A KR 20167008197 A KR20167008197 A KR 20167008197A KR 102232595 B1 KR102232595 B1 KR 102232595B1
- Authority
- KR
- South Korea
- Prior art keywords
- pyrimidine
- benzimidazol
- diamine
- phenyl
- methyl
- 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.)
- Expired - Fee Related
Links
- ZVSNKRCYLIIUQO-UHFFFAOYSA-N CCc1nc(cc(cc2)F)c2[n]1-c1nc(Nc2cnc(C(F)(F)F)cc2)nc(N)c1 Chemical compound CCc1nc(cc(cc2)F)c2[n]1-c1nc(Nc2cnc(C(F)(F)F)cc2)nc(N)c1 ZVSNKRCYLIIUQO-UHFFFAOYSA-N 0.000 description 1
- IXLVUFDUJBJEFT-UHFFFAOYSA-N CCc1nc(ccc(F)c2)c2[n]1-c1nc(Nc(cc2)cc(F)c2Cl)nc(N)c1 Chemical compound CCc1nc(ccc(F)c2)c2[n]1-c1nc(Nc(cc2)cc(F)c2Cl)nc(N)c1 IXLVUFDUJBJEFT-UHFFFAOYSA-N 0.000 description 1
- FPDFLYXTKOWKAH-UHFFFAOYSA-N CCc1nc(ccc(F)c2)c2[n]1-c1nc(Nc2cnc(C(F)(F)F)cc2)nc(N)c1 Chemical compound CCc1nc(ccc(F)c2)c2[n]1-c1nc(Nc2cnc(C(F)(F)F)cc2)nc(N)c1 FPDFLYXTKOWKAH-UHFFFAOYSA-N 0.000 description 1
- LMTOWNMJYBIWTI-UHFFFAOYSA-N Cc1nc(SC)nc(C)c1 Chemical compound Cc1nc(SC)nc(C)c1 LMTOWNMJYBIWTI-UHFFFAOYSA-N 0.000 description 1
- CSPGXXIOHYEDNJ-UHFFFAOYSA-N Cc1nc(cc(c(F)c2)F)c2[n]1-c1nc(Nc2ccc(C(F)(F)F)cc2)nc(C#N)c1 Chemical compound Cc1nc(cc(c(F)c2)F)c2[n]1-c1nc(Nc2ccc(C(F)(F)F)cc2)nc(C#N)c1 CSPGXXIOHYEDNJ-UHFFFAOYSA-N 0.000 description 1
- HGRMXISSEDZYIT-UHFFFAOYSA-N Cc1nc(cc(cc2)Cl)c2[n]1-c1nc(SC)nc(Cl)c1 Chemical compound Cc1nc(cc(cc2)Cl)c2[n]1-c1nc(SC)nc(Cl)c1 HGRMXISSEDZYIT-UHFFFAOYSA-N 0.000 description 1
- NICFDLORAOTXMD-UHFFFAOYSA-N Cc1nc(ccc(Cl)c2)c2[nH]1 Chemical compound Cc1nc(ccc(Cl)c2)c2[nH]1 NICFDLORAOTXMD-UHFFFAOYSA-N 0.000 description 1
- AENNVTBAVGDKDP-UHFFFAOYSA-N Cc1nc(ccc(Cl)c2)c2[n]1-c1nc(Nc2ccc(C(F)(F)F)cc2)nc(N)c1 Chemical compound Cc1nc(ccc(Cl)c2)c2[n]1-c1nc(Nc2ccc(C(F)(F)F)cc2)nc(N)c1 AENNVTBAVGDKDP-UHFFFAOYSA-N 0.000 description 1
- KAJZZIAECWLUEH-UHFFFAOYSA-N Cc1nc(ccc(Cl)c2)c2[n]1-c1nc(SC)nc(Cl)c1 Chemical compound Cc1nc(ccc(Cl)c2)c2[n]1-c1nc(SC)nc(Cl)c1 KAJZZIAECWLUEH-UHFFFAOYSA-N 0.000 description 1
- ZLKFERQDWYHBGK-UHFFFAOYSA-N Cc1nc(ccc(F)c2)c2[n]1-c1nc(Nc2ccc(C(F)(F)F)cc2)nc(N)c1 Chemical compound Cc1nc(ccc(F)c2)c2[n]1-c1nc(Nc2ccc(C(F)(F)F)cc2)nc(N)c1 ZLKFERQDWYHBGK-UHFFFAOYSA-N 0.000 description 1
- MCTUWRIGUPPICF-UHFFFAOYSA-N Cc1nc(cccc2)c2[n]1-c1nc(Nc(cc2)ccc2Cl)nc(N)c1 Chemical compound Cc1nc(cccc2)c2[n]1-c1nc(Nc(cc2)ccc2Cl)nc(N)c1 MCTUWRIGUPPICF-UHFFFAOYSA-N 0.000 description 1
- ZUWNUOWRNDEOSQ-UHFFFAOYSA-N Cc1nc(cccc2)c2[n]1-c1nc(Nc(cc2)ccc2OC)nc(N)c1 Chemical compound Cc1nc(cccc2)c2[n]1-c1nc(Nc(cc2)ccc2OC)nc(N)c1 ZUWNUOWRNDEOSQ-UHFFFAOYSA-N 0.000 description 1
- DBEOQWCSCZZUEV-UHFFFAOYSA-N Cc1nc(cccc2)c2[n]1-c1nc(Nc(cc2)ccc2OC)nc(N)c1F Chemical compound Cc1nc(cccc2)c2[n]1-c1nc(Nc(cc2)ccc2OC)nc(N)c1F DBEOQWCSCZZUEV-UHFFFAOYSA-N 0.000 description 1
- QNRDNFFQKNHDSS-UHFFFAOYSA-N N#Cc1cc(-[n](c(C2CC2)nc2c3)c2cc(F)c3F)nc(Nc2ccc(C(F)(F)F)cc2)n1 Chemical compound N#Cc1cc(-[n](c(C2CC2)nc2c3)c2cc(F)c3F)nc(Nc2ccc(C(F)(F)F)cc2)n1 QNRDNFFQKNHDSS-UHFFFAOYSA-N 0.000 description 1
- MUUNVQIOYJNBBB-UHFFFAOYSA-N Nc1cc(-[n](c(C2CC2)nc2c3)c2ccc3Cl)nc(Nc2ccc(C(F)(F)F)cc2)n1 Chemical compound Nc1cc(-[n](c(C2CC2)nc2c3)c2ccc3Cl)nc(Nc2ccc(C(F)(F)F)cc2)n1 MUUNVQIOYJNBBB-UHFFFAOYSA-N 0.000 description 1
- FXYGBAWVXMCAJD-UHFFFAOYSA-N Nc1cc(-[n]2c3cc(Cl)ccc3nc2C2CC2)nc(Nc2ccc(C(F)(F)F)cc2)n1 Chemical compound Nc1cc(-[n]2c3cc(Cl)ccc3nc2C2CC2)nc(Nc2ccc(C(F)(F)F)cc2)n1 FXYGBAWVXMCAJD-UHFFFAOYSA-N 0.000 description 1
- CLBGUSRZWVQBNE-UHFFFAOYSA-N Nc1cc(-[n]2c3ccccc3nc2C(F)F)nc(Nc2ccc(C(F)(F)F)cc2)n1 Chemical compound Nc1cc(-[n]2c3ccccc3nc2C(F)F)nc(Nc2ccc(C(F)(F)F)cc2)n1 CLBGUSRZWVQBNE-UHFFFAOYSA-N 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/4353—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems
- A61K31/437—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems the heterocyclic ring system containing a five-membered ring having nitrogen as a ring hetero atom, e.g. indolizine, beta-carboline
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/506—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim not condensed and containing further heterocyclic rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
- A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
-
- 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
- A61P35/00—Antineoplastic agents
- A61P35/02—Antineoplastic agents specific for leukemia
-
- 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
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/48—Two nitrogen atoms
-
- 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
- C07D401/04—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 directly linked by a ring-member-to-ring-member bond
-
- 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
- C07D403/04—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 directly linked by a ring-member-to-ring-member bond
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2300/00—Mixtures or combinations of active ingredients, wherein at least one active ingredient is fully defined in groups A61K31/00 - A61K41/00
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Epidemiology (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Hematology (AREA)
- Oncology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201361872091P | 2013-08-30 | 2013-08-30 | |
| US61/872,091 | 2013-08-30 | ||
| PCT/US2013/071216 WO2015030847A1 (en) | 2013-08-30 | 2013-11-21 | Substituted pyrimidine bmi-1 inhibitors |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR20160048920A KR20160048920A (ko) | 2016-05-04 |
| KR102232595B1 true KR102232595B1 (ko) | 2021-03-26 |
Family
ID=52587180
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020167008197A Expired - Fee Related KR102232595B1 (ko) | 2013-08-30 | 2013-11-21 | 치환된 피리미딘 bmi-1 저해제 |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US10370371B2 (https=) |
| EP (1) | EP3039015B1 (https=) |
| JP (2) | JP6524094B2 (https=) |
| KR (1) | KR102232595B1 (https=) |
| CN (1) | CN105683166B (https=) |
| AR (1) | AR093580A1 (https=) |
| AU (2) | AU2013399092A1 (https=) |
| CA (1) | CA2922657C (https=) |
| CL (1) | CL2016000466A1 (https=) |
| EA (1) | EA034866B1 (https=) |
| IL (1) | IL244321B (https=) |
| MX (1) | MX370588B (https=) |
| NZ (2) | NZ748260A (https=) |
| TW (1) | TWI692477B (https=) |
| WO (1) | WO2015030847A1 (https=) |
| ZA (1) | ZA201601697B (https=) |
Families Citing this family (32)
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| AR093580A1 (es) * | 2013-08-30 | 2015-06-10 | Ptc Therapeutics Inc | Inhibidores bmi-1 de pirimidina sustituidos |
| GB201321736D0 (en) * | 2013-12-09 | 2014-01-22 | Ucb Pharma Sa | Therapeutic agents |
| EP3365334B1 (en) | 2015-10-21 | 2024-07-17 | Otsuka Pharmaceutical Co., Ltd. | Benzolactam compounds as protein kinase inhibitors |
| US10851082B2 (en) | 2015-10-28 | 2020-12-01 | Northwestern University | Substituted aromatic n-heterocyclic compounds as inhibitors of mitogen-activated protein kinase interacting kinase 1 (MNK1) and 2 (MNK2) |
| EP3405464B1 (en) | 2016-01-22 | 2019-12-04 | Janssen Pharmaceutica NV | New 6-membered heteroaromatic substituted cyanoindoline derivatives as nik inhibitors |
| ES2775449T3 (es) | 2016-01-22 | 2020-07-27 | Janssen Pharmaceutica Nv | Nuevos derivados de cianoindolina sustituida como inhibidores de nik |
| AU2017269335B2 (en) | 2016-05-26 | 2021-07-01 | Recurium Ip Holdings, Llc | EGFR inhibitor compounds |
| ES2837157T3 (es) | 2016-06-30 | 2021-06-29 | Janssen Pharmaceutica Nv | Derivados de cianoindolina como inhibidores de NIK |
| WO2018002217A1 (en) | 2016-06-30 | 2018-01-04 | Janssen Pharmaceutica Nv | Heteroaromatic derivatives as nik inhibitors |
| GB201706327D0 (en) | 2017-04-20 | 2017-06-07 | Otsuka Pharma Co Ltd | A pharmaceutical compound |
| US10793551B2 (en) | 2017-10-19 | 2020-10-06 | Effector Therapeutics Inc. | Benzimidazole-indole inhibitors of Mnk1 and Mnk2 |
| MD3784664T2 (ro) | 2018-04-26 | 2025-06-30 | Pfizer | Derivați de 2-amino-piridină sau de 2-amino-pirimidină utilizați ca inhibitori de kinaze dependente de cicline |
| EP3564235A1 (en) * | 2018-05-03 | 2019-11-06 | Northwestern University | Substituted aromatic n-heterocyclic compounds as inhibitors of mitogen-activated protein kinase interacting kinase 1 (mnk1) and 2 (mnk2) |
| EP3813784B1 (en) * | 2018-06-07 | 2024-01-10 | The Regents Of The University Of Michigan | Prc1 inhibitors and prc1 inhibitors for use in methods of treatment therewith |
| CN113164479A (zh) | 2018-08-17 | 2021-07-23 | Ptc医疗公司 | 用于治疗胰腺癌的方法 |
| US11066404B2 (en) | 2018-10-11 | 2021-07-20 | Incyte Corporation | Dihydropyrido[2,3-d]pyrimidinone compounds as CDK2 inhibitors |
| WO2020168197A1 (en) | 2019-02-15 | 2020-08-20 | Incyte Corporation | Pyrrolo[2,3-d]pyrimidinone compounds as cdk2 inhibitors |
| EA202192117A1 (ru) * | 2019-02-28 | 2021-11-23 | ПиТиСи ТЕРАПЬЮТИКС, ИНК. | Способ лечения множественной миеломы |
| WO2020180959A1 (en) | 2019-03-05 | 2020-09-10 | Incyte Corporation | Pyrazolyl pyrimidinylamine compounds as cdk2 inhibitors |
| WO2020205560A1 (en) | 2019-03-29 | 2020-10-08 | Incyte Corporation | Sulfonylamide compounds as cdk2 inhibitors |
| US11440914B2 (en) | 2019-05-01 | 2022-09-13 | Incyte Corporation | Tricyclic amine compounds as CDK2 inhibitors |
| WO2020223558A1 (en) | 2019-05-01 | 2020-11-05 | Incyte Corporation | Tricyclic amine compounds as cdk2 inhibitors |
| MX2021013531A (es) | 2019-05-05 | 2022-02-11 | Qilu Regor Therapeutics Inc | Inhibidores de cdk. |
| CN114269742B (zh) * | 2019-07-10 | 2024-07-16 | 常州千红生化制药股份有限公司 | 作为治疗剂的4-(咪唑并[1,2-a]吡啶-3-基)-N-(吡啶基)嘧啶-2-胺的衍生物 |
| EP4003992A1 (en) * | 2019-07-24 | 2022-06-01 | Merck Patent GmbH | 4-(imidazo[1,2-a]pyridin-3-yl) -pyrimidine derivatives |
| TW202115024A (zh) | 2019-08-14 | 2021-04-16 | 美商英塞特公司 | 作為cdk2 抑制劑之咪唑基嘧啶基胺化合物 |
| AU2020364007A1 (en) | 2019-10-11 | 2022-04-28 | Incyte Corporation | Bicyclic amines as CDK2 inhibitors |
| US11981671B2 (en) | 2021-06-21 | 2024-05-14 | Incyte Corporation | Bicyclic pyrazolyl amines as CDK2 inhibitors |
| US11976073B2 (en) | 2021-12-10 | 2024-05-07 | Incyte Corporation | Bicyclic amines as CDK2 inhibitors |
| WO2023107705A1 (en) | 2021-12-10 | 2023-06-15 | Incyte Corporation | Bicyclic amines as cdk12 inhibitors |
| WO2023250439A1 (en) * | 2022-06-22 | 2023-12-28 | Tempest Therapeutics, Inc. | Trex1 inhibitors and uses thereof |
| WO2025024388A1 (en) | 2023-07-21 | 2025-01-30 | Accutar Biotechnology Inc. | Aminopyrimidine derivatives as cyclin-dependent kinase inhibitors |
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| US20110039873A1 (en) | 2009-06-08 | 2011-02-17 | Gaeta Federico C A | SUBSTITUTED PYRAZOLO[1,5-a] PYRIDINE COMPOUNDS HAVING MULTI-TARGET ACTIVITY |
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| US10584115B2 (en) | Substituted pyridine and pyrazine BMI-1 inhibitors | |
| US9975878B2 (en) | Substituted triazine BMI-1 inhibitors | |
| BR112016004511B1 (pt) | Composto, composto ou uma forma do mesmo, uso de um composto ou forma do mesmo, e composição farmacêutica para uso no tratamento de um câncer mediado por bmi-1 |
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