AU2019243186A1 - Thienopyrimidinone compounds - Google Patents
Thienopyrimidinone compounds Download PDFInfo
- Publication number
- AU2019243186A1 AU2019243186A1 AU2019243186A AU2019243186A AU2019243186A1 AU 2019243186 A1 AU2019243186 A1 AU 2019243186A1 AU 2019243186 A AU2019243186 A AU 2019243186A AU 2019243186 A AU2019243186 A AU 2019243186A AU 2019243186 A1 AU2019243186 A1 AU 2019243186A1
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- Prior art keywords
- unsubstituted
- substituted
- compound
- alkyl
- formula
- 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.)
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- GFZLEUSLQORNJJ-UHFFFAOYSA-N thieno[3,2-d]pyrimidine 5-oxide Chemical class C1=NC=C2S(=O)C=CC2=N1 GFZLEUSLQORNJJ-UHFFFAOYSA-N 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims abstract description 386
- 239000000203 mixture Substances 0.000 claims abstract description 78
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- 102000004169 proteins and genes Human genes 0.000 claims abstract description 29
- 208000035475 disorder Diseases 0.000 claims abstract description 24
- 150000003839 salts Chemical class 0.000 claims description 119
- 125000000217 alkyl group Chemical group 0.000 claims description 111
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 105
- 229910052739 hydrogen Inorganic materials 0.000 claims description 105
- 239000001257 hydrogen Substances 0.000 claims description 105
- 125000000623 heterocyclic group Chemical group 0.000 claims description 103
- 229910052736 halogen Inorganic materials 0.000 claims description 61
- 150000002367 halogens Chemical group 0.000 claims description 61
- 150000002431 hydrogen Chemical group 0.000 claims description 61
- YZCKVEUIGOORGS-OUBTZVSYSA-N Deuterium Chemical group [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 claims description 46
- 229910052805 deuterium Inorganic materials 0.000 claims description 45
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 45
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- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims description 36
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 36
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 35
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 35
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- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims description 28
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- 125000001188 haloalkyl group Chemical group 0.000 claims description 26
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- 125000000719 pyrrolidinyl group Chemical group 0.000 claims description 9
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- 125000001544 thienyl group Chemical group 0.000 claims description 4
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- 125000000714 pyrimidinyl group Chemical group 0.000 claims description 2
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 27
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- 125000003342 alkenyl group Chemical group 0.000 description 24
- 125000000304 alkynyl group Chemical group 0.000 description 24
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 23
- 125000000392 cycloalkenyl group Chemical group 0.000 description 21
- 239000003960 organic solvent Substances 0.000 description 20
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- 125000003710 aryl alkyl group Chemical group 0.000 description 19
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- GHYOCDFICYLMRF-UTIIJYGPSA-N (2S,3R)-N-[(2S)-3-(cyclopenten-1-yl)-1-[(2R)-2-methyloxiran-2-yl]-1-oxopropan-2-yl]-3-hydroxy-3-(4-methoxyphenyl)-2-[[(2S)-2-[(2-morpholin-4-ylacetyl)amino]propanoyl]amino]propanamide Chemical compound C1(=CCCC1)C[C@@H](C(=O)[C@@]1(OC1)C)NC([C@H]([C@@H](C1=CC=C(C=C1)OC)O)NC([C@H](C)NC(CN1CCOCC1)=O)=O)=O GHYOCDFICYLMRF-UTIIJYGPSA-N 0.000 description 12
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D495/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
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| FR2750862B1 (fr) | 1996-07-12 | 1998-10-16 | Dupin Jean Pierre | Utilisation d'heterocycles diazotes fusionnes avec un systeme aromatique ou heteroaromatique pour le traitement des maladies thrombo-emboliques |
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| AR106472A1 (es) | 2015-10-26 | 2018-01-17 | Gilead Apollo Llc | Inhibidores de acc y usos de los mismos |
| RU2018117503A (ru) | 2015-10-27 | 2019-11-28 | Мерк Шарп И Доум Корп. | ЗАМЕЩЕННЫЕ ИНДАЗОЛЬНЫЕ СОЕДИНЕНИЯ В КАЧЕСТВЕ ИНГИБИТОРОВ RORγТ И ИХ ПРИМЕНЕНИЕ |
| CA3010801A1 (en) * | 2016-01-08 | 2017-07-13 | Celgene Corporation | Methods for treating cancer and the use of biomarkers as a predictor of clinical sensitivity to therapies |
| US11395820B2 (en) * | 2016-03-16 | 2022-07-26 | H. Lee Moffitt Cancer Center And Research Institute, Inc. | Small molecules against cereblon to enhance effector t cell function |
| CA3043938A1 (en) * | 2016-12-21 | 2018-06-28 | Biotheryx, Inc. | Thienopyrrole derivatives for use in targeting proteins, compositions, methods, and uses thereof |
| US10406165B2 (en) * | 2017-03-14 | 2019-09-10 | Biotheryx, Inc. | Compounds targeting proteins, compositions, methods, and uses thereof |
-
2019
- 2019-03-28 EP EP19716755.4A patent/EP3774815A1/en not_active Withdrawn
- 2019-03-28 WO PCT/US2019/024612 patent/WO2019191451A1/en not_active Ceased
- 2019-03-28 CA CA3094988A patent/CA3094988A1/en not_active Abandoned
- 2019-03-28 AU AU2019243186A patent/AU2019243186A1/en not_active Abandoned
- 2019-03-28 US US16/368,409 patent/US10584133B2/en active Active
- 2019-03-28 JP JP2020552869A patent/JP2021519786A/ja active Pending
- 2019-03-28 CN CN201980036091.5A patent/CN112313236A/zh active Pending
- 2019-03-29 TW TW108111421A patent/TW202003524A/zh unknown
Also Published As
| Publication number | Publication date |
|---|---|
| TW202003524A (zh) | 2020-01-16 |
| US20190322682A1 (en) | 2019-10-24 |
| US10584133B2 (en) | 2020-03-10 |
| WO2019191451A1 (en) | 2019-10-03 |
| EP3774815A1 (en) | 2021-02-17 |
| JP2021519786A (ja) | 2021-08-12 |
| CA3094988A1 (en) | 2019-10-03 |
| CN112313236A (zh) | 2021-02-02 |
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| MK4 | Application lapsed section 142(2)(d) - no continuation fee paid for the application |