AU2016248366B2 - Heterocycles useful as IDO and TDO inhibitors - Google Patents
Heterocycles useful as IDO and TDO inhibitors Download PDFInfo
- Publication number
- AU2016248366B2 AU2016248366B2 AU2016248366A AU2016248366A AU2016248366B2 AU 2016248366 B2 AU2016248366 B2 AU 2016248366B2 AU 2016248366 A AU2016248366 A AU 2016248366A AU 2016248366 A AU2016248366 A AU 2016248366A AU 2016248366 B2 AU2016248366 B2 AU 2016248366B2
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- Australia
- Prior art keywords
- compound
- heterocyclyl
- cycloalkyl
- mmol
- mixture
- Prior art date
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- 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 11
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- 208000035475 disorder Diseases 0.000 claims abstract description 4
- 239000000203 mixture Substances 0.000 claims description 140
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 37
- 229910052739 hydrogen Inorganic materials 0.000 claims description 36
- 239000001257 hydrogen Substances 0.000 claims description 34
- 125000003118 aryl group Chemical group 0.000 claims description 30
- -1 CH2-OP(O)2(OR5)2 Inorganic materials 0.000 claims description 29
- 125000001424 substituent group Chemical group 0.000 claims description 27
- 229910052736 halogen Inorganic materials 0.000 claims description 26
- 125000001072 heteroaryl group Chemical group 0.000 claims description 25
- 150000002367 halogens Chemical class 0.000 claims description 23
- 125000004432 carbon atom Chemical group C* 0.000 claims description 21
- 150000002431 hydrogen Chemical class 0.000 claims description 21
- 125000000217 alkyl group Chemical group 0.000 claims description 17
- 229910052799 carbon Inorganic materials 0.000 claims description 17
- 150000003839 salts Chemical class 0.000 claims description 17
- 229910052757 nitrogen Inorganic materials 0.000 claims description 12
- 229910052760 oxygen Inorganic materials 0.000 claims description 11
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- 239000008117 stearic acid Substances 0.000 description 1
- 238000007920 subcutaneous administration Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 239000003765 sweetening agent Substances 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000001544 thienyl group Chemical group 0.000 description 1
- CFOAUYCPAUGDFF-UHFFFAOYSA-N tosmic Chemical compound CC1=CC=C(S(=O)(=O)C[N+]#[C-])C=C1 CFOAUYCPAUGDFF-UHFFFAOYSA-N 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- 230000004614 tumor growth Effects 0.000 description 1
- JQSHBVHOMNKWFT-DTORHVGOSA-N varenicline Chemical compound C12=CC3=NC=CN=C3C=C2[C@H]2C[C@@H]1CNC2 JQSHBVHOMNKWFT-DTORHVGOSA-N 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- BFDBKMOZYNOTPK-UHFFFAOYSA-N vonoprazan Chemical compound C=1C=CN=CC=1S(=O)(=O)N1C=C(CNC)C=C1C1=CC=CC=C1F BFDBKMOZYNOTPK-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
- A61P31/18—Antivirals for RNA viruses for HIV
-
- 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
- A61P37/00—Drugs for immunological or allergic disorders
Landscapes
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Virology (AREA)
- Immunology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- AIDS & HIV (AREA)
- Tropical Medicine & Parasitology (AREA)
- Molecular Biology (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
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| US201562146340P | 2015-04-12 | 2015-04-12 | |
| US62/146,340 | 2015-04-12 | ||
| US201662274292P | 2016-01-02 | 2016-01-02 | |
| US62/274,292 | 2016-01-02 | ||
| PCT/CN2016/079104 WO2016165613A1 (en) | 2015-04-12 | 2016-04-12 | Heterocycles useful as ido and tdo inhibitors |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU2016248366A1 AU2016248366A1 (en) | 2017-11-30 |
| AU2016248366B2 true AU2016248366B2 (en) | 2019-06-13 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2016248366A Ceased AU2016248366B2 (en) | 2015-04-12 | 2016-04-12 | Heterocycles useful as IDO and TDO inhibitors |
Country Status (6)
| Country | Link |
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| US (1) | US10358451B2 (enExample) |
| EP (1) | EP3283488A4 (enExample) |
| JP (1) | JP2018511647A (enExample) |
| CN (1) | CN108026098B (enExample) |
| AU (1) | AU2016248366B2 (enExample) |
| WO (1) | WO2016165613A1 (enExample) |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN105884828A (zh) * | 2015-02-16 | 2016-08-24 | 上海迪诺医药科技有限公司 | 多环化合物、其药物组合物及应用 |
| CN106715440B (zh) * | 2015-04-21 | 2019-02-22 | 江苏恒瑞医药股份有限公司 | 咪唑并异吲哚类衍生物、其制备方法及其在医药上的应用 |
| CN115010712B (zh) | 2015-12-24 | 2025-07-25 | 基因泰克公司 | Tdo2抑制剂 |
| CN107056785B (zh) * | 2016-01-02 | 2021-06-22 | 杭州英创医药科技有限公司 | 作为ido和tdo抑制剂的杂环化合物 |
| WO2017198159A1 (zh) * | 2016-05-16 | 2017-11-23 | 鲁南制药集团股份有限公司 | 含桥环的咪唑衍生物 |
| CN107556316B (zh) * | 2016-06-30 | 2021-11-12 | 鲁南制药集团股份有限公司 | 含桥环的咪唑衍生物 |
| CN107698594A (zh) * | 2016-08-09 | 2018-02-16 | 苏州国匡医药科技有限公司 | 吲哚胺2，3‑双加氧酶抑制剂及其在药学中的用途 |
| TW201815766A (zh) | 2016-09-22 | 2018-05-01 | 美商普雷辛肯公司 | 用於ｉｄｏ及ｔｄｏ調節之化合物及方法以及其適應症 |
| GB201701332D0 (en) * | 2017-01-26 | 2017-03-15 | Tc Biopharm Ltd | Immune cells with modified metabolism and their use thereof |
| JOP20180040A1 (ar) * | 2017-04-20 | 2019-01-30 | Gilead Sciences Inc | مثبطات pd-1/pd-l1 |
| CN107176956B (zh) * | 2017-05-31 | 2019-11-12 | 成都海博锐药业有限公司 | 一种ido抑制剂化合物、药用组合物、用途 |
| EP3645537A1 (en) * | 2017-06-28 | 2020-05-06 | Genentech, Inc. | Tdo2 and ido1 inhibitors |
| EP3645533B1 (en) * | 2017-06-28 | 2025-03-26 | Genentech, Inc. | Tdo2 and ido1 inhibitors |
| CN107501272B (zh) * | 2017-09-05 | 2020-03-31 | 中国药科大学 | 咪唑并异吲哚类ido1抑制剂、其制备方法及应用 |
| CN108424414A (zh) * | 2017-12-08 | 2018-08-21 | 苏州国匡医药科技有限公司 | 一类含杂环的吲哚胺2，3-双加氧酶调节化合物及其在药学中的用途 |
| MX2020008404A (es) | 2018-02-13 | 2020-09-25 | Gilead Sciences Inc | Inhibidores de molecula de muerte programada 1 (pd-1)/ligando de molecula de muerte programada 1 (pd-l1). |
| CN112119072A (zh) | 2018-03-20 | 2020-12-22 | 普莱希科公司 | 用于ido和tdo调节的化合物和方法，以及其适应症 |
| US11352320B2 (en) | 2018-05-31 | 2022-06-07 | Merck Sharp & Dohme Corp. | Substituted [1.1.1] bicyclo compounds as indoleamine 2,3-dioxygenase inhibitors |
| GB201809050D0 (en) | 2018-06-01 | 2018-07-18 | E Therapeutics Plc | Modulators of tryptophan catabolism |
| SI3820572T1 (sl) | 2018-07-13 | 2023-12-29 | Gilead Sciences, Inc. | Inhibitorji pd-1/pd-l1 |
| EP4052705A1 (en) | 2021-03-05 | 2022-09-07 | Universität Basel Vizerektorat Forschung | Compositions for the treatment of ebv associated diseases or conditions |
| JP2024510949A (ja) | 2021-03-05 | 2024-03-12 | ウニヴェルシタット・バーゼル | Ｅｂｖ関連疾患又は状態の治療用組成物 |
Citations (1)
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| CN105884828A (zh) * | 2015-02-16 | 2016-08-24 | 上海迪诺医药科技有限公司 | 多环化合物、其药物组合物及应用 |
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| NO2694640T3 (enExample) | 2011-04-15 | 2018-03-17 | ||
| SG10201707545XA (en) | 2013-03-14 | 2017-10-30 | Newlink Genetics Corp | Tricyclic compounds as inhibitors of immunosuppression mediated by tryptophan metabolization |
| SG11201700579XA (en) | 2014-09-05 | 2017-02-27 | Merck Patent Gmbh | Cyclohexyl-ethyl substituted diaza- and triaza-tricyclic compounds as indole-amine-2,3-dioxygenase (ido) antagonists for the treatment of cancer |
| GB201417369D0 (en) * | 2014-10-01 | 2014-11-12 | Redx Pharma Ltd | Compounds |
| CN105037371A (zh) | 2015-06-30 | 2015-11-11 | 西华大学 | 一种氘代的吲哚胺-2,3-双加氧酶抑制剂 |
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2016
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- 2016-04-12 CN CN201680033890.3A patent/CN108026098B/zh active Active
- 2016-04-12 WO PCT/CN2016/079104 patent/WO2016165613A1/en not_active Ceased
- 2016-04-12 JP JP2017554522A patent/JP2018511647A/ja not_active Withdrawn
- 2016-04-12 AU AU2016248366A patent/AU2016248366B2/en not_active Ceased
- 2016-04-12 US US15/566,052 patent/US10358451B2/en active Active
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105884828A (zh) * | 2015-02-16 | 2016-08-24 | 上海迪诺医药科技有限公司 | 多环化合物、其药物组合物及应用 |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2018511647A (ja) | 2018-04-26 |
| CN108026098A (zh) | 2018-05-11 |
| EP3283488A4 (en) | 2018-10-24 |
| US10358451B2 (en) | 2019-07-23 |
| AU2016248366A1 (en) | 2017-11-30 |
| CN108026098B (zh) | 2019-09-03 |
| US20180127418A1 (en) | 2018-05-10 |
| WO2016165613A1 (en) | 2016-10-20 |
| EP3283488A1 (en) | 2018-02-21 |
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| FGA | Letters patent sealed or granted (standard patent) | ||
| MK14 | Patent ceased section 143(a) (annual fees not paid) or expired |