JP6999550B2 - １，３，４－チアジアゾール化合物およびがんの治療におけるその使用 - Google Patents
１，３，４－チアジアゾール化合物およびがんの治療におけるその使用 Download PDFInfo
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- JP6999550B2 JP6999550B2 JP2018526716A JP2018526716A JP6999550B2 JP 6999550 B2 JP6999550 B2 JP 6999550B2 JP 2018526716 A JP2018526716 A JP 2018526716A JP 2018526716 A JP2018526716 A JP 2018526716A JP 6999550 B2 JP6999550 B2 JP 6999550B2
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- methoxy
- phenyl
- thiadiazole
- mmol
- amino
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- 206010028980 Neoplasm Diseases 0.000 title claims description 50
- 201000011510 cancer Diseases 0.000 title claims description 45
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- 150000004869 1,3,4-thiadiazoles Chemical class 0.000 title description 2
- -1 1,2,4-triazine-3-yl Chemical group 0.000 claims description 279
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- 150000001875 compounds Chemical class 0.000 claims description 134
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 123
- 150000003839 salts Chemical class 0.000 claims description 109
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 107
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 33
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- 239000008194 pharmaceutical composition Substances 0.000 claims description 14
- 230000001404 mediated effect Effects 0.000 claims description 11
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- 125000001153 fluoro group Chemical group F* 0.000 claims description 6
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- FYADHXFMURLYQI-UHFFFAOYSA-N 1,2,4-triazine Chemical compound C1=CN=NC=N1 FYADHXFMURLYQI-UHFFFAOYSA-N 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 102100025960 Glutaminase kidney isoform, mitochondrial Human genes 0.000 claims 4
- 101000856990 Homo sapiens Glutaminase kidney isoform, mitochondrial Proteins 0.000 claims 4
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Classifications
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- 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
- A61K31/495—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
- A61K31/50—Pyridazines; Hydrogenated pyridazines
- A61K31/501—Pyridazines; Hydrogenated pyridazines not condensed and containing further heterocyclic 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
- A61K31/53—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with three nitrogens as the only ring hetero atoms, e.g. chlorazanil, melamine
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Epidemiology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Medicinal Preparation (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201562260789P | 2015-11-30 | 2015-11-30 | |
| US62/260,789 | 2015-11-30 | ||
| PCT/EP2016/079250 WO2017093299A1 (en) | 2015-11-30 | 2016-11-30 | 1,3,4-thiadiazole compounds and their use in treating cancer |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2018535986A JP2018535986A (ja) | 2018-12-06 |
| JP2018535986A5 JP2018535986A5 (enExample) | 2020-01-16 |
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| TW201730188A (zh) | 2015-11-30 | 2017-09-01 | 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 |
| US10323028B2 (en) | 2015-11-30 | 2019-06-18 | Astrazeneca Ab | 1,3,4-thiadiazole compounds and their use in treating cancer |
| 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 |
| EP3640250B1 (en) * | 2017-06-13 | 2021-12-15 | Medshine Discovery Inc. | Compound as gls1 inhibitor |
| ES2939506T3 (es) * | 2018-10-16 | 2023-04-24 | Medshine Discovery Inc | Derivado de tiadiazol y usos del mismo como inhibidor de GLS1 para el tratamiento de cáncer |
| WO2025196446A1 (en) * | 2024-03-22 | 2025-09-25 | Sitryx Therapeutics Limited | Thiadiazoles as glutaminase 1 inhibitors |
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| JP2014533699A (ja) | 2011-11-21 | 2014-12-15 | キャリセラ バイオサイエンシーズ， インコーポレイテッド | グルタミナーゼのヘテロ環式阻害剤 |
| WO2015101957A2 (en) | 2014-01-06 | 2015-07-09 | Rhizen Pharmaceuticals Sa | Novel glutaminase inhibitors |
| JP2019501134A (ja) | 2015-11-30 | 2019-01-17 | アストラゼネカ・アクチエボラーグＡｓｔｒａｚｅｎｅｃａ Ａｋｔｉｅｂｏｌａｇ | １，３，４−チアジアゾール化合物および癌の治療におけるその使用 |
| JP6538830B2 (ja) | 2014-05-30 | 2019-07-03 | アストラゼネカ・アクチエボラーグＡｓｔｒａｚｅｎｅｃａ Ａｋｔｉｅｂｏｌａｇ | １，３，４−チアジアゾール化合物および癌を治療する際のその使用 |
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| US6451828B1 (en) * | 2000-08-10 | 2002-09-17 | Elan Pharmaceuticals, Inc. | Selective inhibition of glutaminase by bis-thiadiazoles |
| WO2014078645A1 (en) * | 2012-11-16 | 2014-05-22 | Calithera Biosciences, Inc. | Heterocyclic glutaminase inhibitors |
| US9029531B2 (en) | 2012-11-22 | 2015-05-12 | Agios Pharmaceuticals, Inc. | Compounds and their methods of use |
| EP3116872A4 (en) * | 2014-03-14 | 2017-08-30 | Calithera Biosciences, Inc. | Combination therapy with glutaminase inhibitors |
| GB201520959D0 (en) | 2015-11-27 | 2016-01-13 | Astrazeneca Ab And Cancer Res Technology Ltd | Bis-pyridazine compounds and their use in treating cancer |
| US10323028B2 (en) | 2015-11-30 | 2019-06-18 | Astrazeneca Ab | 1,3,4-thiadiazole compounds and their use in treating cancer |
| 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 |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| JP2014533699A (ja) | 2011-11-21 | 2014-12-15 | キャリセラ バイオサイエンシーズ， インコーポレイテッド | グルタミナーゼのヘテロ環式阻害剤 |
| WO2015101957A2 (en) | 2014-01-06 | 2015-07-09 | Rhizen Pharmaceuticals Sa | Novel glutaminase inhibitors |
| JP6538830B2 (ja) | 2014-05-30 | 2019-07-03 | アストラゼネカ・アクチエボラーグＡｓｔｒａｚｅｎｅｃａ Ａｋｔｉｅｂｏｌａｇ | １，３，４−チアジアゾール化合物および癌を治療する際のその使用 |
| JP2019501134A (ja) | 2015-11-30 | 2019-01-17 | アストラゼネカ・アクチエボラーグＡｓｔｒａｚｅｎｅｃａ Ａｋｔｉｅｂｏｌａｇ | １，３，４−チアジアゾール化合物および癌の治療におけるその使用 |
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| ES2914333T3 (es) | 2022-06-09 |
| CN108349966A (zh) | 2018-07-31 |
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