AU2014342593B2 - N-(1-hydroxy-3-(pyrrolidinyl)propan-2-yl)pyrrolidine-3-carboxamide derivatives as glucosylceramide synthase inhibitors - Google Patents
N-(1-hydroxy-3-(pyrrolidinyl)propan-2-yl)pyrrolidine-3-carboxamide derivatives as glucosylceramide synthase inhibitors Download PDFInfo
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- AU2014342593B2 AU2014342593B2 AU2014342593A AU2014342593A AU2014342593B2 AU 2014342593 B2 AU2014342593 B2 AU 2014342593B2 AU 2014342593 A AU2014342593 A AU 2014342593A AU 2014342593 A AU2014342593 A AU 2014342593A AU 2014342593 B2 AU2014342593 B2 AU 2014342593B2
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- carboxamide
- pyrrolidine
- hydroxy
- propan
- pyrrolidin
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- WLIITOIDQYZZQQ-ZSADTWRWSA-N O[C@@H]([C@@H](CN1CCCC1)NC([C@H](CC1)CN1c1cc(Oc2ccccn2)ccc1Cl)=O)c(cc1)cc(Cl)c1OC1CC1 Chemical compound O[C@@H]([C@@H](CN1CCCC1)NC([C@H](CC1)CN1c1cc(Oc2ccccn2)ccc1Cl)=O)c(cc1)cc(Cl)c1OC1CC1 WLIITOIDQYZZQQ-ZSADTWRWSA-N 0.000 description 1
- AUFRMEKBTGYCPK-PIRIWWGTSA-N O[C@@H]([C@@H](CN1CCCC1)NC([C@H](CC1)CN1c1ccc(CCCC2)c2c1)=O)c1ccc2OCCOc2c1 Chemical compound O[C@@H]([C@@H](CN1CCCC1)NC([C@H](CC1)CN1c1ccc(CCCC2)c2c1)=O)c1ccc2OCCOc2c1 AUFRMEKBTGYCPK-PIRIWWGTSA-N 0.000 description 1
- KVFCHJKLPMTNIO-KFACBJOOSA-N O[C@@H]([C@@H](CN1CCCC1)NC([C@H](CC1)CN1c1cccc(-c(cc2)ccc2F)n1)=O)c1cc(F)c2OCCOc2c1 Chemical compound O[C@@H]([C@@H](CN1CCCC1)NC([C@H](CC1)CN1c1cccc(-c(cc2)ccc2F)n1)=O)c1cc(F)c2OCCOc2c1 KVFCHJKLPMTNIO-KFACBJOOSA-N 0.000 description 1
- LTLCKGXZOCJHAI-OLLUBJOZSA-N O[C@@H]([C@@H](CN1CCCC1)NC([C@H](CC1)CN1c1ccccc1)=O)c(cc1F)ccc1OC1CC1 Chemical compound O[C@@H]([C@@H](CN1CCCC1)NC([C@H](CC1)CN1c1ccccc1)=O)c(cc1F)ccc1OC1CC1 LTLCKGXZOCJHAI-OLLUBJOZSA-N 0.000 description 1
- SJVVTMVWGITWSY-PQNGQFLHSA-N O[C@@H]([C@@H](CN1CCCC1)NC([C@H]1CN(CC2(CCOCC2)O)CC1)=O)c1ccc2OCCOc2c1 Chemical compound O[C@@H]([C@@H](CN1CCCC1)NC([C@H]1CN(CC2(CCOCC2)O)CC1)=O)c1ccc2OCCOc2c1 SJVVTMVWGITWSY-PQNGQFLHSA-N 0.000 description 1
- USDLLEUCVDENQS-LSCGWGKXSA-N O[C@@H]([C@@H](CN1CCCC1)NC([C@H]1CN(CCc(cc2)ccc2Cl)CC1)=O)c1ccc2OCCOc2c1 Chemical compound O[C@@H]([C@@H](CN1CCCC1)NC([C@H]1CN(CCc(cc2)ccc2Cl)CC1)=O)c1ccc2OCCOc2c1 USDLLEUCVDENQS-LSCGWGKXSA-N 0.000 description 1
- VIBJPUXLAKVICD-UHFFFAOYSA-N Oc(c(Cl)c1)ccc1Br Chemical compound Oc(c(Cl)c1)ccc1Br VIBJPUXLAKVICD-UHFFFAOYSA-N 0.000 description 1
- UEVFFMZHGNYDKM-UHFFFAOYSA-N Oc(cc(cc1)Br)c1Cl Chemical compound Oc(cc(cc1)Br)c1Cl UEVFFMZHGNYDKM-UHFFFAOYSA-N 0.000 description 1
- OMJAUAQKUSAPIJ-UHFFFAOYSA-N [O-][N+](c1ccc(CCCC2)c2c1)=O Chemical compound [O-][N+](c1ccc(CCCC2)c2c1)=O OMJAUAQKUSAPIJ-UHFFFAOYSA-N 0.000 description 1
Classifications
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- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D207/16—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
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- C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D319/10—1,4-Dioxanes; Hydrogenated 1,4-dioxanes
- C07D319/14—1,4-Dioxanes; Hydrogenated 1,4-dioxanes condensed with carbocyclic rings or ring systems
- C07D319/16—1,4-Dioxanes; Hydrogenated 1,4-dioxanes condensed with carbocyclic rings or ring systems condensed with one six-membered ring
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- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
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- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
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- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
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- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
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- C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
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- C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
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- 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
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- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
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| CN107011251B (zh) * | 2017-03-29 | 2020-08-11 | 温州医科大学 | 一种2-(2-氯苯氧基)吡啶化合物的合成方法及其用途 |
| CN110068638B (zh) * | 2019-05-21 | 2021-11-26 | 中山大学孙逸仙纪念医院 | 一种特异分离富集人血清中酸性鞘脂及糖鞘脂的方法 |
| WO2021221953A1 (en) | 2020-04-28 | 2021-11-04 | The Regents Of The University Of Michigan | Pyridine inhibitors of glucosylceramide synthase and therapeutic methods using the same |
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| WO2008011483A2 (en) | 2006-07-19 | 2008-01-24 | Allergan, Inc. | Methods for treating chronic pain using 1- (hetero) aryl-1-hydroxy 2,3-diamino-propyl amines and related compounds |
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| EP2594563B1 (en) * | 2007-05-31 | 2018-07-18 | Genzyme Corporation | 2-acylaminopropanol-type glucosylceramide synthase inhibitors |
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| CA2731685A1 (en) | 2008-07-28 | 2010-02-04 | Genzyme Corporation | Glucosylceramide synthase inhibition for the treatment of collapsing glomerulopathy and other glomerular disease |
| WO2010098145A1 (en) * | 2009-02-27 | 2010-09-02 | Raqualia Pharma Inc. | Oxyindole derivatives with motilin receptor agonistic activity |
| WO2013059119A1 (en) * | 2011-10-17 | 2013-04-25 | The Regents Of The University Of Michigan | Glucosylceramide synthase inhibitors and therapeutic methods using the same |
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2014
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- 2014-10-28 NZ NZ719028A patent/NZ719028A/en unknown
- 2014-10-28 US US15/032,613 patent/US10239832B2/en active Active
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|---|---|
| JP2016535051A (ja) | 2016-11-10 |
| SI3063141T1 (sl) | 2018-11-30 |
| US20190276398A1 (en) | 2019-09-12 |
| AU2014342593A1 (en) | 2016-05-05 |
| US11358932B2 (en) | 2022-06-14 |
| SMT201800411T1 (it) | 2018-09-13 |
| IL245208B (en) | 2020-09-30 |
| CA2927798C (en) | 2022-03-15 |
| HUE040220T2 (hu) | 2019-02-28 |
| WO2015065937A1 (en) | 2015-05-07 |
| HRP20181197T1 (hr) | 2018-11-30 |
| TW201609635A (zh) | 2016-03-16 |
| US20160280643A1 (en) | 2016-09-29 |
| MX376685B (es) | 2025-03-07 |
| CN105849102B (zh) | 2020-10-16 |
| NZ719028A (en) | 2021-12-24 |
| TWI655185B (zh) | 2019-04-01 |
| IL245208A0 (en) | 2016-06-30 |
| EP3063141A1 (en) | 2016-09-07 |
| JP6526652B2 (ja) | 2019-06-05 |
| EP3063141B1 (en) | 2018-02-28 |
| CA2927798A1 (en) | 2015-05-07 |
| MX2016005437A (es) | 2016-08-05 |
| CN105849102A (zh) | 2016-08-10 |
| US10239832B2 (en) | 2019-03-26 |
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