AU2014373773C1 - Compounds and methods of use - Google Patents
Compounds and methods of use Download PDFInfo
- Publication number
- AU2014373773C1 AU2014373773C1 AU2014373773A AU2014373773A AU2014373773C1 AU 2014373773 C1 AU2014373773 C1 AU 2014373773C1 AU 2014373773 A AU2014373773 A AU 2014373773A AU 2014373773 A AU2014373773 A AU 2014373773A AU 2014373773 C1 AU2014373773 C1 AU 2014373773C1
- Authority
- AU
- Australia
- Prior art keywords
- chloro
- fluorophenyl
- nicotinamide
- ylamino
- pyridin
- 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.)
- Ceased
Links
- 0 *c(cc(cc1)Cl)c1F Chemical compound *c(cc(cc1)Cl)c1F 0.000 description 13
- LCEINQHGZAFADC-UHFFFAOYSA-N CC(c1cnccc1C)=O Chemical compound CC(c1cnccc1C)=O LCEINQHGZAFADC-UHFFFAOYSA-N 0.000 description 2
- GGTUVWGMCFXUAS-UHFFFAOYSA-N OB(c1cc(Cl)ccc1F)O Chemical compound OB(c1cc(Cl)ccc1F)O GGTUVWGMCFXUAS-UHFFFAOYSA-N 0.000 description 2
- NGSTWLXXLWWVCT-UHFFFAOYSA-N CC(C)(C)OC(Nc(cnc(Cl)c1)c1Cl)=O Chemical compound CC(C)(C)OC(Nc(cnc(Cl)c1)c1Cl)=O NGSTWLXXLWWVCT-UHFFFAOYSA-N 0.000 description 1
- MKOODRFNKBVGIZ-UHFFFAOYSA-N CC(C)c(cc1)c(Nc(ccnc2)c2C(OC)=O)nc1-c1cc(C)ccc1F Chemical compound CC(C)c(cc1)c(Nc(ccnc2)c2C(OC)=O)nc1-c1cc(C)ccc1F MKOODRFNKBVGIZ-UHFFFAOYSA-N 0.000 description 1
- CEYJCOXGTVGPIB-UHFFFAOYSA-N CC(C)c(cnc(-c(cc(C)cc1)c1F)c1)c1Nc1ccncc1C(O)=O Chemical compound CC(C)c(cnc(-c(cc(C)cc1)c1F)c1)c1Nc1ccncc1C(O)=O CEYJCOXGTVGPIB-UHFFFAOYSA-N 0.000 description 1
- JNWOOYCILRUAAX-UHFFFAOYSA-N CC(C)c(cnc(-c1cc(C)ccc1F)c1)c1Nc1ccncc1C(NCCNC(C)=O)=O Chemical compound CC(C)c(cnc(-c1cc(C)ccc1F)c1)c1Nc1ccncc1C(NCCNC(C)=O)=O JNWOOYCILRUAAX-UHFFFAOYSA-N 0.000 description 1
- XDHZSOHHUNDLNQ-UHFFFAOYSA-N CC(C)c(cnc(-c1ccccc1)c1)c1Nc1ccncc1C(NCC(C)O)=O Chemical compound CC(C)c(cnc(-c1ccccc1)c1)c1Nc1ccncc1C(NCC(C)O)=O XDHZSOHHUNDLNQ-UHFFFAOYSA-N 0.000 description 1
- QGMSQMSDEUEWCM-UHFFFAOYSA-N CC(CNC(c(cncc1)c1Nc1cc(-c(cc(cc2)Cl)c2F)ncc1C(C)(C)OC)=O)O Chemical compound CC(CNC(c(cncc1)c1Nc1cc(-c(cc(cc2)Cl)c2F)ncc1C(C)(C)OC)=O)O QGMSQMSDEUEWCM-UHFFFAOYSA-N 0.000 description 1
- DAKZISABEDGGSV-UHFFFAOYSA-N CC(NCCN)=O Chemical compound CC(NCCN)=O DAKZISABEDGGSV-UHFFFAOYSA-N 0.000 description 1
- TUIXUFOQXGRSKJ-UHFFFAOYSA-N CC(c(cnc(-c1cc(Cl)ccc1F)c1)c1Cl)O Chemical compound CC(c(cnc(-c1cc(Cl)ccc1F)c1)c1Cl)O TUIXUFOQXGRSKJ-UHFFFAOYSA-N 0.000 description 1
- NIJMHZCHTZXLJX-UHFFFAOYSA-N CC1(CN)CC1 Chemical compound CC1(CN)CC1 NIJMHZCHTZXLJX-UHFFFAOYSA-N 0.000 description 1
- AYIIJUXPACBMPD-AWEZNQCLSA-N C[C@@H](CNC(c(cncc1)c1Nc1c(C(C)=C)c(N)nc(-c(cc(cc2)Cl)c2F)c1)=C)O Chemical compound C[C@@H](CNC(c(cncc1)c1Nc1c(C(C)=C)c(N)nc(-c(cc(cc2)Cl)c2F)c1)=C)O AYIIJUXPACBMPD-AWEZNQCLSA-N 0.000 description 1
- YGBFLTWIYFUAGX-HNNXBMFYSA-N C[C@@H](CNC(c1cnccc1Nc(cc(-c(cccc1)c1F)nc1)c1C(C)=C)=O)O Chemical compound C[C@@H](CNC(c1cnccc1Nc(cc(-c(cccc1)c1F)nc1)c1C(C)=C)=O)O YGBFLTWIYFUAGX-HNNXBMFYSA-N 0.000 description 1
- OXOOACCHCRZJIB-FQEVSTJZSA-N C[C@@H](CNC(c1cnccc1Nc(cc(-c1cc(Cl)ccc1F)nc1)c1[BrH]C[F]c(c(-c(nc1)cc(Nc(ccnc2)c2C(O)=O)c1Br)c1)ccc1Cl)=O)O Chemical compound C[C@@H](CNC(c1cnccc1Nc(cc(-c1cc(Cl)ccc1F)nc1)c1[BrH]C[F]c(c(-c(nc1)cc(Nc(ccnc2)c2C(O)=O)c1Br)c1)ccc1Cl)=O)O OXOOACCHCRZJIB-FQEVSTJZSA-N 0.000 description 1
- SPICZPCIWHHXED-UHFFFAOYSA-N Cc(cc(C(F)(F)F)cc1)c1F Chemical compound Cc(cc(C(F)(F)F)cc1)c1F SPICZPCIWHHXED-UHFFFAOYSA-N 0.000 description 1
- YSNVKDGEALPJGC-UHFFFAOYSA-N Cc(cc(cc1)F)c1F Chemical compound Cc(cc(cc1)F)c1F YSNVKDGEALPJGC-UHFFFAOYSA-N 0.000 description 1
- MMZYCBHLNZVROM-UHFFFAOYSA-N Cc(cccc1)c1F Chemical compound Cc(cccc1)c1F MMZYCBHLNZVROM-UHFFFAOYSA-N 0.000 description 1
- VJYXZJGDFJJDGF-UHFFFAOYSA-N Cc1cccc(C(F)(F)F)c1 Chemical compound Cc1cccc(C(F)(F)F)c1 VJYXZJGDFJJDGF-UHFFFAOYSA-N 0.000 description 1
- OSOUNOBYRMOXQQ-UHFFFAOYSA-N Cc1cccc(Cl)c1 Chemical compound Cc1cccc(Cl)c1 OSOUNOBYRMOXQQ-UHFFFAOYSA-N 0.000 description 1
- IASBMUIXBJNMDW-UHFFFAOYSA-N Nc1ccncc1C(O)=O Chemical compound Nc1ccncc1C(O)=O IASBMUIXBJNMDW-UHFFFAOYSA-N 0.000 description 1
- YWMSCKNECPYDLX-UHFFFAOYSA-N Nc1nc(Cl)cc(Cl)c1C(O)=O Chemical compound Nc1nc(Cl)cc(Cl)c1C(O)=O YWMSCKNECPYDLX-UHFFFAOYSA-N 0.000 description 1
- ILMIEWNDXAKVNI-UHFFFAOYSA-N OC(c(cnc(Cl)c1)c1Cl)=O Chemical compound OC(c(cnc(Cl)c1)c1Cl)=O ILMIEWNDXAKVNI-UHFFFAOYSA-N 0.000 description 1
- YAOCNBNZTZOKSF-UHFFFAOYSA-N OCC(CO)NC(c(cncc1)c1Nc1cc(-c(cc(cc2)Cl)c2F)ncc1OC(F)(F)F)=O Chemical compound OCC(CO)NC(c(cncc1)c1Nc1cc(-c(cc(cc2)Cl)c2F)ncc1OC(F)(F)F)=O YAOCNBNZTZOKSF-UHFFFAOYSA-N 0.000 description 1
- MXBVNILGVJVVMH-UHFFFAOYSA-N c1cc(ccnc2)c2nc1 Chemical compound c1cc(ccnc2)c2nc1 MXBVNILGVJVVMH-UHFFFAOYSA-N 0.000 description 1
- VMLKTERJLVWEJJ-UHFFFAOYSA-N c1cc(nccc2)c2nc1 Chemical compound c1cc(nccc2)c2nc1 VMLKTERJLVWEJJ-UHFFFAOYSA-N 0.000 description 1
- FLBAYUMRQUHISI-UHFFFAOYSA-N c1cc2cccnc2nc1 Chemical compound c1cc2cccnc2nc1 FLBAYUMRQUHISI-UHFFFAOYSA-N 0.000 description 1
Classifications
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- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A61K31/4439—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. omeprazole
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- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A61K31/444—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a six-membered ring with nitrogen as a ring heteroatom, e.g. amrinone
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- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/445—Non condensed piperidines, e.g. piperocaine
- A61K31/4523—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems
- A61K31/4545—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems containing a six-membered ring with nitrogen as a ring hetero atom, e.g. pipamperone, anabasine
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- C—CHEMISTRY; METALLURGY
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- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
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- C07D213/73—Unsubstituted amino or imino radicals
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- C07D—HETEROCYCLIC COMPOUNDS
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- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
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- C07D213/82—Amides; Imides in position 3
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- C—CHEMISTRY; METALLURGY
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—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
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- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
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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
- C07D471/04—Ortho-condensed systems
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- C07D487/04—Ortho-condensed systems
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- 2014-12-31 CN CN201810955135.1A patent/CN109045032A/zh active Pending
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| US20040198728A1 (en) * | 2003-04-04 | 2004-10-07 | Cell Therapeutics, Inc. | Pyridines and uses thereof |
| WO2005033105A2 (en) * | 2003-09-30 | 2005-04-14 | Amgen Inc. | Vanilloid receptor ligands and their use in treatments |
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| US10030004B2 (en) | 2018-07-24 |
| CY1123290T1 (el) | 2021-06-25 |
| US10501436B2 (en) | 2019-12-10 |
| JP2017501200A (ja) | 2017-01-12 |
| HUE050761T2 (hu) | 2021-01-28 |
| AU2014373773B2 (en) | 2018-10-04 |
| AU2018282363A1 (en) | 2019-01-17 |
| CN106132950B (zh) | 2018-11-09 |
| US20200071296A1 (en) | 2020-03-05 |
| EP3089971A1 (en) | 2016-11-09 |
| CA2935392A1 (en) | 2015-07-09 |
| DK3089971T3 (da) | 2020-08-31 |
| AU2018282363B2 (en) | 2019-12-19 |
| RS60718B1 (sr) | 2020-09-30 |
| LT3089971T (lt) | 2020-10-12 |
| WO2015103355A1 (en) | 2015-07-09 |
| AU2014373773A1 (en) | 2016-07-21 |
| PL3089971T3 (pl) | 2021-01-25 |
| US20220000847A1 (en) | 2022-01-06 |
| US11053216B2 (en) | 2021-07-06 |
| CN109045032A (zh) | 2018-12-21 |
| JP2019048899A (ja) | 2019-03-28 |
| US20160326137A1 (en) | 2016-11-10 |
| CA2935392C (en) | 2022-07-26 |
| SI3089971T1 (sl) | 2020-11-30 |
| EP3089971B1 (en) | 2020-07-29 |
| US11702401B2 (en) | 2023-07-18 |
| JP6474166B2 (ja) | 2019-02-27 |
| CN106132950A (zh) | 2016-11-16 |
| ES2813875T3 (es) | 2021-03-25 |
| HRP20201384T1 (hr) | 2020-11-27 |
| US20180208577A1 (en) | 2018-07-26 |
| PT3089971T (pt) | 2020-09-03 |
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