JP2019537592A5 - - Google Patents
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- Publication number
- JP2019537592A5 JP2019537592A5 JP2019523040A JP2019523040A JP2019537592A5 JP 2019537592 A5 JP2019537592 A5 JP 2019537592A5 JP 2019523040 A JP2019523040 A JP 2019523040A JP 2019523040 A JP2019523040 A JP 2019523040A JP 2019537592 A5 JP2019537592 A5 JP 2019537592A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- pharmaceutically acceptable
- acceptable salt
- thieno
- hydrogen
- 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.)
- Granted
Links
- 150000001875 compounds Chemical group 0.000 claims description 55
- 150000003839 salts Chemical class 0.000 claims description 44
- 229910052739 hydrogen Inorganic materials 0.000 claims description 41
- 239000001257 hydrogen Substances 0.000 claims description 41
- 150000002431 hydrogen Chemical class 0.000 claims description 33
- 125000005843 halogen group Chemical group 0.000 claims description 25
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 22
- 125000000217 alkyl group Chemical group 0.000 claims description 20
- 125000001072 heteroaryl group Chemical group 0.000 claims description 19
- 125000000623 heterocyclic group Chemical group 0.000 claims description 19
- 125000003118 aryl group Chemical group 0.000 claims description 18
- -1 3-azabicyclo [3.1.0] hexane-3-yl ring Chemical group 0.000 claims description 16
- 229910052757 nitrogen Inorganic materials 0.000 claims description 14
- 125000005842 heteroatom Chemical group 0.000 claims description 12
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 12
- 125000003342 alkenyl group Chemical group 0.000 claims description 10
- 125000000304 alkynyl group Chemical group 0.000 claims description 10
- 125000004404 heteroalkyl group Chemical group 0.000 claims description 10
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 10
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims description 9
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 9
- 208000035475 disorder Diseases 0.000 claims description 9
- 229910052760 oxygen Inorganic materials 0.000 claims description 9
- 229910052717 sulfur Inorganic materials 0.000 claims description 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 8
- 125000004043 oxo group Chemical group O=* 0.000 claims description 8
- 125000001424 substituent group Chemical group 0.000 claims description 7
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 6
- 201000000980 schizophrenia Diseases 0.000 claims description 5
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 4
- 125000002618 bicyclic heterocycle group Chemical group 0.000 claims description 4
- 239000008194 pharmaceutical composition Substances 0.000 claims description 4
- 125000003386 piperidinyl group Chemical group 0.000 claims description 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 4
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims description 4
- 208000024827 Alzheimer disease Diseases 0.000 claims description 3
- 208000010877 cognitive disease Diseases 0.000 claims description 3
- MRVSBDFIQMERBM-UHFFFAOYSA-N 12-chloro-11,13-dimethyl-6-piperidin-1-yl-8-thia-4,5,10-triazatricyclo[7.4.0.02,7]trideca-1(13),2,4,6,9,11-hexaene Chemical compound C1N(CCCC1)C1=C2C(C3=C(C(=C(C)N=C3S2)Cl)C)=CN=N1 MRVSBDFIQMERBM-UHFFFAOYSA-N 0.000 claims description 2
- GVLGJRXUAOIVHC-UHFFFAOYSA-N 12-chloro-11,13-dimethyl-6-pyrrolidin-1-yl-8-thia-4,5,10-triazatricyclo[7.4.0.02,7]trideca-1(13),2,4,6,9,11-hexaene Chemical compound C1N(CCC1)C1=C2C(C3=C(C(=C(N=C3S2)C)Cl)C)=CN=N1 GVLGJRXUAOIVHC-UHFFFAOYSA-N 0.000 claims description 2
- UHEAWQZHICBAHM-UHFFFAOYSA-N 12-chloro-3,11,13-trimethyl-6-pyrrolidin-1-yl-8-thia-4,5,10-triazatricyclo[7.4.0.02,7]trideca-1(13),2,4,6,9,11-hexaene Chemical compound N1(CCCC1)C1=NN=C(C=2C3=C(C(Cl)=C(N=C3SC1=2)C)C)C UHEAWQZHICBAHM-UHFFFAOYSA-N 0.000 claims description 2
- DOZPSSBWDBNBQJ-UHFFFAOYSA-N 12-chloro-N-(3,3-difluorocyclobutyl)-11,13-dimethyl-8-thia-4,5,10-triazatricyclo[7.4.0.02,7]trideca-1(13),2,4,6,9,11-hexaen-6-amine Chemical compound ClC1=C(C2=C(SC3=C(N=NC=C32)NC2CC(C2)(F)F)N=C1C)C DOZPSSBWDBNBQJ-UHFFFAOYSA-N 0.000 claims description 2
- KEFRXPGEVQXAPT-UHFFFAOYSA-N 12-chloro-N-(3-methoxypropyl)-11,13-dimethyl-8-thia-4,5,10-triazatricyclo[7.4.0.02,7]trideca-1(13),2,4,6,9,11-hexaen-6-amine Chemical compound C(NC1=C2C(C3=C(C(=C(C)N=C3S2)Cl)C)=CN=N1)CCOC KEFRXPGEVQXAPT-UHFFFAOYSA-N 0.000 claims description 2
- WVOGWNHHQAYQJP-UHFFFAOYSA-N 12-chloro-N-(cyclobutylmethyl)-11,13-dimethyl-8-thia-4,5,10-triazatricyclo[7.4.0.02,7]trideca-1(13),2,4,6,9,11-hexaen-6-amine Chemical compound C1(CNC2=C3C(C4=C(C(Cl)=C(N=C4S3)C)C)=CN=N2)CCC1 WVOGWNHHQAYQJP-UHFFFAOYSA-N 0.000 claims description 2
- MLGZQNHNCVBBHW-UHFFFAOYSA-N 12-chloro-N-[(3-fluoro-4-methoxyphenyl)methyl]-11,13-dimethyl-8-thia-4,5,10-triazatricyclo[7.4.0.02,7]trideca-1(13),2,4,6,9,11-hexaen-6-amine Chemical compound C1=C(C(=CC(=C1)CNC1=NN=CC=2C3=C(C(Cl)=C(N=C3SC1=2)C)C)F)OC MLGZQNHNCVBBHW-UHFFFAOYSA-N 0.000 claims description 2
- ZKUOSIUZGCMGMZ-UHFFFAOYSA-N 12-chloro-N-[[4-(difluoromethoxy)phenyl]methyl]-11,13-dimethyl-8-thia-4,5,10-triazatricyclo[7.4.0.02,7]trideca-1(13),2,4,6,9,11-hexaen-6-amine Chemical compound C(OC1=CC=C(CNC2=C3C(=CN=N2)C2=C(C(Cl)=C(N=C2S3)C)C)C=C1)(F)F ZKUOSIUZGCMGMZ-UHFFFAOYSA-N 0.000 claims description 2
- VFLDMDAQJJPTBJ-UHFFFAOYSA-N 12-chloro-N-cyclobutyl-11,13-dimethyl-8-thia-4,5,10-triazatricyclo[7.4.0.02,7]trideca-1(13),2,4,6,9,11-hexaen-6-amine Chemical compound N(C1CCC1)C1=C2C(C3=C(C(Cl)=C(N=C3S2)C)C)=CN=N1 VFLDMDAQJJPTBJ-UHFFFAOYSA-N 0.000 claims description 2
- QGSRFGZEJRTVOE-UHFFFAOYSA-N 12-chloro-N-cyclopropyl-11,13-dimethyl-8-thia-4,5,10-triazatricyclo[7.4.0.02,7]trideca-1(13),2,4,6,9,11-hexaen-6-amine Chemical compound ClC1=C(C2=C(SC3=C(N=NC=C32)NC2CC2)N=C1C)C QGSRFGZEJRTVOE-UHFFFAOYSA-N 0.000 claims description 2
- NPKFERPNWIWHSE-UHFFFAOYSA-N 6-(3-azabicyclo[3.1.0]hexan-3-yl)-12-chloro-11,13-dimethyl-8-thia-4,5,10-triazatricyclo[7.4.0.02,7]trideca-1(13),2,4,6,9,11-hexaene Chemical compound C1N(CC2C1C2)C1=C2C(C3=C(C(=C(C)N=C3S2)Cl)C)=CN=N1 NPKFERPNWIWHSE-UHFFFAOYSA-N 0.000 claims description 2
- 208000027520 Somatoform disease Diseases 0.000 claims description 2
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 2
- 125000002393 azetidinyl group Chemical group 0.000 claims description 2
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims description 2
- 239000003937 drug carrier Substances 0.000 claims description 2
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims description 2
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 125000002911 monocyclic heterocycle group Chemical group 0.000 claims description 2
- 208000027753 pain disease Diseases 0.000 claims description 2
- 208000019116 sleep disease Diseases 0.000 claims description 2
- BECCJFVVNMJZMR-UHFFFAOYSA-N thieno[2,3-d]pyridazine Chemical compound N1=NC=C2SC=CC2=C1 BECCJFVVNMJZMR-UHFFFAOYSA-N 0.000 claims description 2
- 238000000034 method Methods 0.000 description 8
- 125000003545 alkoxy group Chemical group 0.000 description 4
- 125000001188 haloalkyl group Chemical group 0.000 description 4
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 4
- 208000020016 psychiatric disease Diseases 0.000 description 4
- 208000012661 Dyskinesia Diseases 0.000 description 3
- 125000004429 atom Chemical group 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 230000004064 dysfunction Effects 0.000 description 3
- 125000004438 haloalkoxy group Chemical group 0.000 description 3
- 208000019901 Anxiety disease Diseases 0.000 description 2
- 208000020925 Bipolar disease Diseases 0.000 description 2
- 241000124008 Mammalia Species 0.000 description 2
- 208000019022 Mood disease Diseases 0.000 description 2
- 208000016285 Movement disease Diseases 0.000 description 2
- 208000012902 Nervous system disease Diseases 0.000 description 2
- 230000036506 anxiety Effects 0.000 description 2
- 230000001713 cholinergic effect Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 208000011580 syndromic disease Diseases 0.000 description 2
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 description 1
- 125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
- 208000006096 Attention Deficit Disorder with Hyperactivity Diseases 0.000 description 1
- 208000020706 Autistic disease Diseases 0.000 description 1
- 206010012289 Dementia Diseases 0.000 description 1
- YZCKVEUIGOORGS-OUBTZVSYSA-N Deuterium Chemical group [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 description 1
- 206010026749 Mania Diseases 0.000 description 1
- 208000026139 Memory disease Diseases 0.000 description 1
- 102000014415 Muscarinic acetylcholine receptor Human genes 0.000 description 1
- 108050003473 Muscarinic acetylcholine receptor Proteins 0.000 description 1
- 208000018737 Parkinson disease Diseases 0.000 description 1
- 208000027465 Psychotic Affective disease Diseases 0.000 description 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 description 1
- 238000013542 behavioral therapy Methods 0.000 description 1
- 230000003542 behavioural effect Effects 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 238000009226 cognitive therapy Methods 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- 230000001066 destructive effect Effects 0.000 description 1
- 229910052805 deuterium Inorganic materials 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 208000024714 major depressive disease Diseases 0.000 description 1
- 230000000626 neurodegenerative effect Effects 0.000 description 1
- 230000000926 neurological effect Effects 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 102000005962 receptors Human genes 0.000 description 1
- 108020003175 receptors Proteins 0.000 description 1
- 230000001568 sexual effect Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201662418651P | 2016-11-07 | 2016-11-07 | |
| US62/418,651 | 2016-11-07 | ||
| US201762542621P | 2017-08-08 | 2017-08-08 | |
| US62/542,621 | 2017-08-08 | ||
| PCT/US2017/060306 WO2018085803A1 (en) | 2016-11-07 | 2017-11-07 | Positive allosteric modulators of the muscarinic acetylcholine receptor m4 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2019537592A JP2019537592A (ja) | 2019-12-26 |
| JP2019537592A5 true JP2019537592A5 (enExample) | 2020-12-17 |
| JP7098167B2 JP7098167B2 (ja) | 2022-07-11 |
Family
ID=62076815
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2019523040A Active JP7098167B2 (ja) | 2016-11-07 | 2017-11-07 | ムスカリン性アセチルコリンレセプターｍ４のポジティブアロステリック調節因子 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US11008335B2 (enExample) |
| EP (1) | EP3534901B1 (enExample) |
| JP (1) | JP7098167B2 (enExample) |
| CN (1) | CN109890388B (enExample) |
| BR (1) | BR112018013882A2 (enExample) |
| MA (1) | MA46722A (enExample) |
| WO (1) | WO2018085803A1 (enExample) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2936827T3 (es) | 2016-06-22 | 2023-03-22 | Univ Vanderbilt | Moduladores alostéricos positivos del receptor muscarínico de acetilcolina M4 |
| EP3558309B1 (en) | 2016-11-07 | 2023-07-26 | Vanderbilt University | Positive allosteric modulators of the muscarinic acetylcholine receptor m4 |
| EP3544961B1 (en) | 2016-11-07 | 2021-08-18 | Vanderbilt University | Positive allosteric modulators of the muscarinic acetylcholine receptor m4 |
| TW201930311A (zh) | 2017-12-05 | 2019-08-01 | 泛德比爾特大學 | 蕈毒鹼型乙醯膽鹼受體m4之正向別構調節劑 |
| US12054487B2 (en) | 2018-09-04 | 2024-08-06 | Contineum Therapeutics, Inc. | Muscarinic acetylcholine M1 receptor antagonists |
| US11752149B2 (en) | 2019-12-02 | 2023-09-12 | Pipeline Therapeutics, Inc. | Muscarinic acetylcholine M1 receptor antagonists |
| US20250064833A1 (en) | 2021-12-13 | 2025-02-27 | Sage Therapeutics, Inc. | Combination of muscarinic receptor positive modulators and nmda positive allosteric modulators |
Family Cites Families (40)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5594001A (en) | 1993-04-08 | 1997-01-14 | The Dupont Merck Pharmaceutical Company | Polycyclic systems, and derivatives thereof, as neurotransmitter release enhancers useful in the treatment of cognitive disorders |
| US5654307A (en) | 1994-01-25 | 1997-08-05 | Warner-Lambert Company | Bicyclic compounds capable of inhibiting tyrosine kinases of the epidermal growth factor receptor family |
| IL112248A0 (en) | 1994-01-25 | 1995-03-30 | Warner Lambert Co | Tricyclic heteroaromatic compounds and pharmaceutical compositions containing them |
| AU2001231154A1 (en) | 2000-01-24 | 2001-07-31 | Adherex Technologies Inc. | Peptidomimetic modulators of cell adhesion |
| US6608053B2 (en) | 2000-04-27 | 2003-08-19 | Yamanouchi Pharmaceutical Co., Ltd. | Fused heteroaryl derivatives |
| US20020123485A1 (en) | 2000-07-27 | 2002-09-05 | Alexander John C. | Epoxy steroidal aldosterone antagonist and beta-adrenergic antagonist combination therapy for treatment of congestive heart failure |
| US7291733B2 (en) | 2003-10-10 | 2007-11-06 | Boehringer Ingelheim Pharmaceuticals, Inc. | Substituted tricyclic heterocycles and their uses |
| US20090099165A1 (en) | 2003-10-14 | 2009-04-16 | Arizona Board Of Regents On Behalf Of The University Of Arizona | Protein Kinase Inhibitors |
| WO2005037825A2 (en) | 2003-10-14 | 2005-04-28 | Arizona Board Of Regents On Behalf Of The University Of Arizona | Protein kinase inhibitors |
| AR049300A1 (es) | 2004-06-15 | 2006-07-12 | Schering Corp | Compuestos triciclicos antagonistas de mglur1 como agentes terapeuticos |
| EP1773840B1 (de) | 2004-07-23 | 2010-01-20 | The Medicines Company (Leipzig) GmbH | Substituierte pyrido[3',2':4,5]thieno[3,2-d]pyrimidine und pyrido[3',2':4,5]furo[3,2-d]-pyrimidine zur verwendung als inhibitoren der pda-4 und/oder tnf-alpha freisetzung |
| EP1619196A1 (de) | 2004-07-23 | 2006-01-25 | Curacyte Discovery GmbH | Substituierte Pyrido[3',2':4,5]thieno[3,2-d]pyrimidine und Pyrido[3',2':4,5]furo[3,2-d]-pyrimidine zur Verwendung als Inhibitoren der PDA-4 und/oder TNF-alpha Freisetzung |
| BRPI0517438A (pt) | 2004-10-25 | 2008-10-07 | Lilly Co Eli | composto, método para tratar a condição associada com atividade de receptor muscarìnico m4, uso do composto, e, composição farmacêutica |
| ES2259891B1 (es) | 2004-11-30 | 2007-11-01 | Laboratorios Almirall S.A. | Nuevos derivados de piridotienopirimidina. |
| ES2259892B1 (es) | 2004-11-30 | 2007-11-01 | Laboratorios Almirall S.A. | Nuevos derivados de piridotienopirimidina. |
| WO2006138418A2 (en) | 2005-06-14 | 2006-12-28 | President And Fellows Of Harvard College | Improvement of cognitive performance with sirtuin activators |
| AR059901A1 (es) | 2006-03-20 | 2008-05-07 | Bayer Pharmaceuticals Corp | Compuestos de tetrahidropiridotienopirimidina utiles para tratar o prevenir trastornos proliferativos celulares. |
| JP2009539988A (ja) | 2006-06-12 | 2009-11-19 | バーテックス ファーマシューティカルズ インコーポレイテッド | イオンチャネルの調節因子として有用なチエノピリミジン |
| US20080021063A1 (en) | 2006-07-18 | 2008-01-24 | Kazantsev Aleksey G | Compositions and methods for modulating sirtuin activity |
| US7547781B2 (en) | 2006-09-11 | 2009-06-16 | Curis, Inc. | Quinazoline based EGFR inhibitors containing a zinc binding moiety |
| JP2010514810A (ja) | 2006-12-29 | 2010-05-06 | ライジェル ファーマシューティカルズ， インコーポレイテッド | Ａｘｌインヒビターとして有用な置換トリアゾール |
| US20090105240A1 (en) | 2007-10-17 | 2009-04-23 | Tomas Mustelin | Methods for treating leukemia and myelodysplastic syndrome, and methods for identifying agents for treating same |
| WO2009151569A2 (en) | 2008-06-09 | 2009-12-17 | Combinatorx, Incorporated | Beta adrenergic receptor agonists for the treatment of b-cell proliferative disorders |
| CA2771594C (en) | 2009-08-20 | 2018-05-01 | Karus Therapeutics Limited | Tricyclic heterocyclic compounds as phosphoinositide 3-kinase inhibitors |
| US20110178107A1 (en) | 2010-01-20 | 2011-07-21 | Taigen Biotechnology Co., Ltd. | Hcv protease inhibitors |
| KR20130029368A (ko) * | 2010-02-11 | 2013-03-22 | 벤더르빌트 유니버시티 | Ｍｇｌｕｒ4 알로스테릭 강화제로서 피라졸로피리딘, 피라졸로피라진, 피라졸로피리미딘, 피라졸로티오펜 및 피라졸로티아졸 화합물, 조성물, 및 신경 기능이상을 치료하는 방법 |
| WO2012131297A1 (en) | 2011-03-28 | 2012-10-04 | Jonathan Bayldon Baell | Pyrido [3',2' :4,5] thieno [3, 2-d] pyrimidin- 4 - ylamine derivatives and their therapeutical use |
| WO2013040534A1 (en) | 2011-09-16 | 2013-03-21 | Vanderbilt University | Substituted 1h-pyrazolo[3',4',4,5]thieno[2,3-b]pyridin-3-amine analogs as positive allosteric modulatiors of the muscarinic acetycholine receptor m4 |
| US20130116241A1 (en) | 2011-11-09 | 2013-05-09 | Abbvie Inc. | Novel inhibitor compounds of phosphodiesterase type 10a |
| US9353121B2 (en) | 2011-12-21 | 2016-05-31 | The Regents Of The University Of Colorado, A Body Corporate | Anti-cancer compounds targeting Ral GTPases and methods of using the same |
| US8697888B2 (en) | 2012-01-06 | 2014-04-15 | Vanderbilt University | Substituted (1-(methylsulfonyl)azetidin-3-yl)(heterocycloalkyl)methanone analogs as antagonists of muscarinic acetylcholine M1 receptors |
| WO2013126856A1 (en) | 2012-02-23 | 2013-08-29 | Vanderbilt University | Substituted 5-aminothieno[2,3-c]pyridazine-6-carboxamide analogs as positive allosteric modulators of the muscarinic acetylcholine receptor m4 |
| EP2872144A4 (en) | 2012-07-11 | 2015-12-02 | Nimbus Iris Inc | IRAQ INHIBITOR AND USES THEREOF |
| US9056875B2 (en) * | 2012-08-31 | 2015-06-16 | Vanderbilt University | Substituted pyrazolo[3′,4′:4,5]thieno[2,3-C]pyridazin-3-amine analogs as positive allosteric modulators of the muscarinic acetylcholine receptor M4 |
| US20160200733A1 (en) * | 2013-08-23 | 2016-07-14 | Vanderbilt University | Substituted thieno[2,3-b]pyridine-2-carboxamide analogs as positive allosteric modulators of the muscarinic acetylcholine receptor m4 |
| WO2015027214A1 (en) | 2013-08-23 | 2015-02-26 | Vanderbilt University | Substituted thieno[2,3-c]pyridazine-6-carboxamide analogs as positive allosteric modulators of the muscarinic acetylcholine receptor m4 |
| US9981920B2 (en) | 2014-06-26 | 2018-05-29 | Rodin Therapeutics, Inc. | Inhibitors of histone deacetylase |
| ES2936827T3 (es) | 2016-06-22 | 2023-03-22 | Univ Vanderbilt | Moduladores alostéricos positivos del receptor muscarínico de acetilcolina M4 |
| EP3544961B1 (en) | 2016-11-07 | 2021-08-18 | Vanderbilt University | Positive allosteric modulators of the muscarinic acetylcholine receptor m4 |
| EP3558309B1 (en) | 2016-11-07 | 2023-07-26 | Vanderbilt University | Positive allosteric modulators of the muscarinic acetylcholine receptor m4 |
-
2017
- 2017-11-07 JP JP2019523040A patent/JP7098167B2/ja active Active
- 2017-11-07 WO PCT/US2017/060306 patent/WO2018085803A1/en not_active Ceased
- 2017-11-07 EP EP17867018.8A patent/EP3534901B1/en active Active
- 2017-11-07 MA MA046722A patent/MA46722A/fr unknown
- 2017-11-07 BR BR112018013882-7A patent/BR112018013882A2/pt not_active Application Discontinuation
- 2017-11-07 CN CN201780066073.2A patent/CN109890388B/zh active Active
- 2017-11-07 US US16/347,446 patent/US11008335B2/en active Active
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