CN104936954B - 化合物及其使用方法 - Google Patents
化合物及其使用方法 Download PDFInfo
- Publication number
- CN104936954B CN104936954B CN201380070365.5A CN201380070365A CN104936954B CN 104936954 B CN104936954 B CN 104936954B CN 201380070365 A CN201380070365 A CN 201380070365A CN 104936954 B CN104936954 B CN 104936954B
- Authority
- CN
- China
- Prior art keywords
- compound
- bis
- diyl
- alkyl
- pharmaceutically acceptable
- 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
- 0 CC*CCC(**1)NCC1(CCCCC=C*C)*(C*C)O Chemical compound CC*CCC(**1)NCC1(CCCCC=C*C)*(C*C)O 0.000 description 22
- ILKMRGYMWPSVGC-ZUVZAJTGSA-O CC(C)C(C)/N=C\C=C\[OH+]C Chemical compound CC(C)C(C)/N=C\C=C\[OH+]C ILKMRGYMWPSVGC-ZUVZAJTGSA-O 0.000 description 1
- TYBZGZQRWHXBDE-WCIBSUBMSA-N CC(C/C(/N)=C/CSC(N(C1)CC1(F)[I]=C)=C)=O Chemical compound CC(C/C(/N)=C/CSC(N(C1)CC1(F)[I]=C)=C)=O TYBZGZQRWHXBDE-WCIBSUBMSA-N 0.000 description 1
- HXQQSPHXKFJBGK-UHFFFAOYSA-O CC[OH+]C12C(C)CC=C(CC=O)C1C2 Chemical compound CC[OH+]C12C(C)CC=C(CC=O)C1C2 HXQQSPHXKFJBGK-UHFFFAOYSA-O 0.000 description 1
- SQGODQFFBDHBQG-DAXSKMNVSA-N CNC/N=C\SCN Chemical compound CNC/N=C\SCN SQGODQFFBDHBQG-DAXSKMNVSA-N 0.000 description 1
- ULELCQYQCBHXFY-UHFFFAOYSA-N CNCCC1CC1 Chemical compound CNCCC1CC1 ULELCQYQCBHXFY-UHFFFAOYSA-N 0.000 description 1
- RHLAPGIFNVGFGN-UHFFFAOYSA-N CNNC(N)S/C(/N)=N\NC Chemical compound CNNC(N)S/C(/N)=N\NC RHLAPGIFNVGFGN-UHFFFAOYSA-N 0.000 description 1
- XCCRJHWBOVFHFE-UHFFFAOYSA-N COC(Cc1c[s]c(N(C2)CC2(F)F)n1)=O Chemical compound COC(Cc1c[s]c(N(C2)CC2(F)F)n1)=O XCCRJHWBOVFHFE-UHFFFAOYSA-N 0.000 description 1
- RSAZQXGQPHMNFK-UHFFFAOYSA-N COC(Cc1nc(OC)ccc1)=O Chemical compound COC(Cc1nc(OC)ccc1)=O RSAZQXGQPHMNFK-UHFFFAOYSA-N 0.000 description 1
- GBGFELNDJZOYFR-ROUUACIJSA-N O=C(Cc(cc1)ccc1Cl)Nc1nnc([C@@H](CCC2)C[C@H]2c2nnc(NC(Cc(cc3)ccc3Cl)=O)[s]2)[s]1 Chemical compound O=C(Cc(cc1)ccc1Cl)Nc1nnc([C@@H](CCC2)C[C@H]2c2nnc(NC(Cc(cc3)ccc3Cl)=O)[s]2)[s]1 GBGFELNDJZOYFR-ROUUACIJSA-N 0.000 description 1
- QYDLXNAERLXRNE-ROUUACIJSA-N O=C(Cc(cc1)ccc1F)Nc1nnc([C@@H](CCC2)C[C@H]2c2nnc(NC(Cc(cc3)ccc3F)=O)[s]2)[s]1 Chemical compound O=C(Cc(cc1)ccc1F)Nc1nnc([C@@H](CCC2)C[C@H]2c2nnc(NC(Cc(cc3)ccc3F)=O)[s]2)[s]1 QYDLXNAERLXRNE-ROUUACIJSA-N 0.000 description 1
- LNGJOYPCXLOTKL-UHFFFAOYSA-N OC(C(CC1)CC1C(O)=O)=O Chemical compound OC(C(CC1)CC1C(O)=O)=O LNGJOYPCXLOTKL-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings
-
- 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
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/433—Thidiazoles
-
- 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
- C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
- C07D285/01—Five-membered rings
- C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
- C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
- C07D285/12—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles
- C07D285/125—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles with oxygen, sulfur or nitrogen atoms, directly attached to ring carbon atoms, the nitrogen atoms not forming part of a nitro radical
- C07D285/135—Nitrogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Epidemiology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
- Plural Heterocyclic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201380070365.5A CN104936954B (zh) | 2012-11-22 | 2013-11-21 | 化合物及其使用方法 |
| CN201810824418.2A CN108727307A (zh) | 2012-11-22 | 2013-11-21 | 化合物及其使用方法 |
Applications Claiming Priority (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNPCT/CN2012/085023 | 2012-11-22 | ||
| PCT/CN2012/085023 WO2014079011A1 (en) | 2012-11-22 | 2012-11-22 | Heterocyclic compounds for inhibiting glutaminase and their methods of use |
| PCT/CN2013/000294 WO2014079136A1 (en) | 2012-11-22 | 2013-03-15 | Compounds, pharmaceutical compositions and uses as glutaminase inhibitors for treating cancers thereof |
| CNPCT/CN2013/000294 | 2013-03-15 | ||
| CN201380070365.5A CN104936954B (zh) | 2012-11-22 | 2013-11-21 | 化合物及其使用方法 |
| PCT/CN2013/001428 WO2014079150A1 (en) | 2012-11-22 | 2013-11-21 | Compounds and their methods of use |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201810824418.2A Division CN108727307A (zh) | 2012-11-22 | 2013-11-21 | 化合物及其使用方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN104936954A CN104936954A (zh) | 2015-09-23 |
| CN104936954B true CN104936954B (zh) | 2018-08-14 |
Family
ID=50775393
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201380070365.5A Expired - Fee Related CN104936954B (zh) | 2012-11-22 | 2013-11-21 | 化合物及其使用方法 |
| CN201810824418.2A Pending CN108727307A (zh) | 2012-11-22 | 2013-11-21 | 化合物及其使用方法 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201810824418.2A Pending CN108727307A (zh) | 2012-11-22 | 2013-11-21 | 化合物及其使用方法 |
Country Status (36)
Families Citing this family (36)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8604016B2 (en) | 2011-11-21 | 2013-12-10 | Calithera Biosciences Inc. | Heterocyclic inhibitors of glutaminase |
| BR112015010955A2 (pt) | 2012-11-16 | 2017-07-11 | Calithera Biosciences Inc | inibidores de glutaminase heterocíclica |
| SG11201504022RA (en) | 2012-11-21 | 2015-06-29 | Agios Pharmaceuticals Inc | Glutamase inhibitors and method of use |
| WO2014079011A1 (en) | 2012-11-22 | 2014-05-30 | Agios Pharmaceuticals, Inc. | Heterocyclic compounds for inhibiting glutaminase and their methods of use |
| BR112015012536A2 (pt) * | 2012-12-03 | 2017-07-11 | Calithera Biosciences Inc | tratamento de câncer com inibidores heterocíclicos da glutaminase |
| JP6437452B2 (ja) | 2013-01-14 | 2018-12-12 | インサイト・ホールディングス・コーポレイションＩｎｃｙｔｅ Ｈｏｌｄｉｎｇｓ Ｃｏｒｐｏｒａｔｉｏｎ | Ｐｉｍキナーゼ阻害剤として有用な二環式芳香族カルボキサミド化合物 |
| RS60244B1 (sr) | 2013-01-15 | 2020-06-30 | Incyte Holdings Corp | Jedinjenja tiazolkarboksamida i piridinkarboksamida korisna kao inhibitori pim kinaze |
| CN105658653A (zh) | 2013-08-23 | 2016-06-08 | 因赛特公司 | 可用作pim激酶抑制剂的呋喃并-和噻吩并-吡啶甲酰胺化合物 |
| CA2934700A1 (en) | 2014-01-06 | 2015-07-09 | Rhizen Pharmaceuticals Sa | Glutaminase inhibitors |
| US10000479B2 (en) * | 2014-03-21 | 2018-06-19 | Agios Pharmaceuticals, Inc. | Compounds and their methods of use |
| EP3556757A1 (en) * | 2014-04-30 | 2019-10-23 | Pfizer Inc | Cycloalkyl-linked diheterocycle derivatives |
| GB201409624D0 (en) | 2014-05-30 | 2014-07-16 | Astrazeneca Ab | 1,3,4-thiadiazole compounds and their use in treating cancer |
| WO2016004404A2 (en) | 2014-07-03 | 2016-01-07 | Board Of Regents, University Of Texas System | Gls1 inhibitors for treating disease |
| WO2016010897A1 (en) | 2014-07-14 | 2016-01-21 | Incyte Corporation | Bicyclic heteroaromatic carboxamide compounds useful as pim kinase inhibitors |
| US9580418B2 (en) | 2014-07-14 | 2017-02-28 | Incyte Corporation | Bicyclic aromatic carboxamide compounds useful as Pim kinase inhibitors |
| WO2016014890A1 (en) * | 2014-07-24 | 2016-01-28 | Calithera Biosciences, Inc. | Treatment of multiple myeloma with heterocyclic inhibitors of glutaminase |
| CA2957225A1 (en) | 2014-08-07 | 2016-02-11 | Calithera Biosciences, Inc. | Crystal forms of glutaminase inhibitors |
| US10245254B2 (en) | 2014-10-03 | 2019-04-02 | University of Pittsburgh—of the Commonwealth System of Higher Education | Glutaminase inhibitors |
| BR112017021312A2 (pt) | 2015-04-06 | 2018-06-26 | Calithera Biosciences Inc | tratamento de câncer de pulmão com inibidores de glutaminase |
| WO2016196244A1 (en) | 2015-05-29 | 2016-12-08 | Incyte Corporation | Pyridineamine compounds useful as pim kinase inhibitors |
| WO2017004359A1 (en) * | 2015-06-30 | 2017-01-05 | Board Of Regents, University Of Texas System | Gls1 inhibitors for treating disease |
| TWI734699B (zh) | 2015-09-09 | 2021-08-01 | 美商英塞特公司 | Ｐｉｍ激酶抑制劑之鹽 |
| US9920032B2 (en) | 2015-10-02 | 2018-03-20 | Incyte Corporation | Heterocyclic compounds useful as pim kinase inhibitors |
| CN108601767A (zh) | 2015-10-05 | 2018-09-28 | 卡利泰拉生物科技公司 | 用谷氨酰胺酶抑制剂和免疫肿瘤学药剂的组合疗法 |
| TW201731511A (zh) * | 2015-11-30 | 2017-09-16 | 阿斯特捷利康公司 | １，３，４-噻二唑化合物及其在治療癌症中之用途 |
| CN109503570B (zh) * | 2015-12-18 | 2020-08-25 | 诺言医药科技(上海)有限公司 | 一种含有索拉非尼的药物组合物及其应用 |
| SG11201804664XA (en) | 2015-12-22 | 2018-07-30 | Univ Texas | Salt forms and polymorphs of (r)-1-(4-(6-(2-(4-(3,3-difluorocyclobutoxy)-6-methylpyridin-2-yl) acetamido) pyridazin-3-yl)-2-fluorobutyl)-n-methyl-1h-1,2,3-triazole-4-carboxamide |
| WO2018039441A1 (en) | 2016-08-25 | 2018-03-01 | Calithera Biosciences, Inc. | Combination therapy with glutaminase inhibitors |
| KR20190040302A (ko) | 2016-08-25 | 2019-04-17 | 칼리테라 바이오사이언시즈, 인코포레이티드 | 글루타미나제 억제제와의 병용 요법 |
| RU2020112558A (ru) | 2017-10-18 | 2021-11-18 | Боард Оф Регентс, Зе Юниверсити Оф Тексас Систем | Терапия на основе ингибитора глутаминазы |
| AR113922A1 (es) | 2017-12-08 | 2020-07-01 | Incyte Corp | Terapia de combinación de dosis baja para el tratamiento de neoplasias mieloproliferativas |
| CN113194752A (zh) | 2018-06-01 | 2021-07-30 | 康奈尔大学 | Pi3k相关疾病或病症的组合疗法 |
| EP3876928B1 (en) | 2018-11-08 | 2024-10-23 | Merck Sharp & Dohme LLC | Inhibitors of histone deacetylase useful for the treatment or prevention of hiv infection |
| US20220400732A1 (en) * | 2019-03-21 | 2022-12-22 | Cornell University | Anti-fructose therapy for colorectal and small intestine cancers |
| CN110746416A (zh) * | 2019-09-05 | 2020-02-04 | 中国药科大学 | 含有三氮唑结构的谷氨酰胺酶gls1抑制剂或其可药用的盐、其制备方法及用途 |
| CN112898200A (zh) * | 2021-01-20 | 2021-06-04 | 都创(上海)医药科技股份有限公司 | 5-溴-6-甲氧基吡啶-2-羧酸酯的合成方法 |
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| US20020115698A1 (en) * | 2000-08-10 | 2002-08-22 | Newcomb Robert W. | Selective inhibition of glutaminase by bis-thiadiazoles |
| WO2013078123A1 (en) * | 2011-11-21 | 2013-05-30 | Calithera Biosciences Inc. | Heterocyclic inhibitors of glutaminase |
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| US9029531B2 (en) | 2012-11-22 | 2015-05-12 | Agios Pharmaceuticals, Inc. | Compounds and their methods of use |
| WO2014079011A1 (en) | 2012-11-22 | 2014-05-30 | Agios Pharmaceuticals, Inc. | Heterocyclic compounds for inhibiting glutaminase and their methods of use |
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-
2012
- 2012-11-22 WO PCT/CN2012/085023 patent/WO2014079011A1/en not_active Ceased
-
2013
- 2013-03-15 WO PCT/CN2013/000294 patent/WO2014079136A1/en not_active Ceased
- 2013-11-21 BR BR112015011830A patent/BR112015011830A2/pt not_active Application Discontinuation
- 2013-11-21 CN CN201380070365.5A patent/CN104936954B/zh not_active Expired - Fee Related
- 2013-11-21 EP EP13857585.7A patent/EP2922850B1/en active Active
- 2013-11-21 SI SI201331140T patent/SI2922850T1/sl unknown
- 2013-11-21 CA CA2893510A patent/CA2893510C/en active Active
- 2013-11-21 TR TR2018/12360T patent/TR201812360T4/tr unknown
- 2013-11-21 MX MX2015006493A patent/MX367389B/es active IP Right Grant
- 2013-11-21 SG SG10201609940RA patent/SG10201609940RA/en unknown
- 2013-11-21 EA EA201590987A patent/EA030646B1/ru not_active IP Right Cessation
- 2013-11-21 PL PL13857585T patent/PL2922850T3/pl unknown
- 2013-11-21 JP JP2015543242A patent/JP6333277B2/ja not_active Expired - Fee Related
- 2013-11-21 LT LTEP13857585.7T patent/LT2922850T/lt unknown
- 2013-11-21 SM SM20180504T patent/SMT201800504T1/it unknown
- 2013-11-21 AU AU2013347771A patent/AU2013347771B2/en not_active Ceased
- 2013-11-21 UA UAA201506066A patent/UA117360C2/uk unknown
- 2013-11-21 WO PCT/CN2013/001428 patent/WO2014079150A1/en not_active Ceased
- 2013-11-21 HR HRP20181628TT patent/HRP20181628T1/hr unknown
- 2013-11-21 ES ES13857585.7T patent/ES2690390T3/es active Active
- 2013-11-21 CN CN201810824418.2A patent/CN108727307A/zh active Pending
- 2013-11-21 EA EA201890754A patent/EA201890754A1/ru unknown
- 2013-11-21 PT PT13857585T patent/PT2922850T/pt unknown
- 2013-11-21 US US14/646,634 patent/US10087172B2/en active Active
- 2013-11-21 NZ NZ708382A patent/NZ708382A/en unknown
- 2013-11-21 DK DK13857585.7T patent/DK2922850T3/en active
- 2013-11-21 RS RS20181133A patent/RS57859B1/sr unknown
- 2013-11-21 KR KR1020157016414A patent/KR20150085079A/ko not_active Ceased
- 2013-11-21 PE PE2015000674A patent/PE20151072A1/es unknown
- 2013-11-21 SG SG11201504049VA patent/SG11201504049VA/en unknown
- 2013-11-21 MY MYPI2015001355A patent/MY177344A/en unknown
- 2013-11-21 EP EP18183580.2A patent/EP3456719A1/en not_active Withdrawn
- 2013-11-21 HU HUE13857585A patent/HUE040111T2/hu unknown
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