JP2016520065A5 - - Google Patents
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- JP2016520065A5 JP2016520065A5 JP2016513086A JP2016513086A JP2016520065A5 JP 2016520065 A5 JP2016520065 A5 JP 2016520065A5 JP 2016513086 A JP2016513086 A JP 2016513086A JP 2016513086 A JP2016513086 A JP 2016513086A JP 2016520065 A5 JP2016520065 A5 JP 2016520065A5
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- JP
- Japan
- Prior art keywords
- membered
- sulfur
- ring
- oxygen
- nitrogen
- 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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- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 31
- 229910052757 nitrogen Inorganic materials 0.000 claims description 26
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 22
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 22
- 229910052760 oxygen Inorganic materials 0.000 claims description 22
- 239000001301 oxygen Substances 0.000 claims description 22
- 229910052717 sulfur Inorganic materials 0.000 claims description 22
- 239000011593 sulfur Substances 0.000 claims description 22
- 150000001875 compounds Chemical class 0.000 claims description 20
- 125000005842 heteroatom Chemical group 0.000 claims description 19
- 239000000203 mixture Substances 0.000 claims description 19
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 13
- 229920006395 saturated elastomer Polymers 0.000 claims description 13
- 229910052739 hydrogen Inorganic materials 0.000 claims description 12
- 239000001257 hydrogen Substances 0.000 claims description 12
- 229910052736 halogen Inorganic materials 0.000 claims description 11
- 150000002367 halogens Chemical class 0.000 claims description 11
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 9
- 125000002911 monocyclic heterocycle group Chemical group 0.000 claims description 7
- 150000003839 salts Chemical class 0.000 claims description 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
- 208000008589 Obesity Diseases 0.000 claims description 6
- 150000002431 hydrogen Chemical class 0.000 claims description 6
- 208000030159 metabolic disease Diseases 0.000 claims description 6
- 235000020824 obesity Nutrition 0.000 claims description 6
- 125000001072 heteroaryl group Chemical group 0.000 claims description 5
- 230000002401 inhibitory effect Effects 0.000 claims description 5
- YZCKVEUIGOORGS-OUBTZVSYSA-N Deuterium Chemical compound [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 claims description 4
- 125000001931 aliphatic group Chemical group 0.000 claims description 4
- 125000002619 bicyclic group Chemical group 0.000 claims description 4
- 229910052799 carbon Inorganic materials 0.000 claims description 4
- 229910052805 deuterium Inorganic materials 0.000 claims description 4
- 125000000623 heterocyclic group Chemical group 0.000 claims description 4
- NOESYZHRGYRDHS-UHFFFAOYSA-N insulin Chemical compound N1C(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(NC(=O)CN)C(C)CC)CSSCC(C(NC(CO)C(=O)NC(CC(C)C)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CCC(N)=O)C(=O)NC(CC(C)C)C(=O)NC(CCC(O)=O)C(=O)NC(CC(N)=O)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CSSCC(NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2C=CC(O)=CC=2)NC(=O)C(CC(C)C)NC(=O)C(C)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2NC=NC=2)NC(=O)C(CO)NC(=O)CNC2=O)C(=O)NCC(=O)NC(CCC(O)=O)C(=O)NC(CCCNC(N)=N)C(=O)NCC(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC(O)=CC=3)C(=O)NC(C(C)O)C(=O)N3C(CCC3)C(=O)NC(CCCCN)C(=O)NC(C)C(O)=O)C(=O)NC(CC(N)=O)C(O)=O)=O)NC(=O)C(C(C)CC)NC(=O)C(CO)NC(=O)C(C(C)O)NC(=O)C1CSSCC2NC(=O)C(CC(C)C)NC(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CC(N)=O)NC(=O)C(NC(=O)C(N)CC=1C=CC=CC=1)C(C)C)CC1=CN=CN1 NOESYZHRGYRDHS-UHFFFAOYSA-N 0.000 claims description 4
- 125000001620 monocyclic carbocycle group Chemical group 0.000 claims description 4
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims description 3
- 125000004429 atom Chemical group 0.000 claims description 3
- 239000012472 biological sample Substances 0.000 claims description 3
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 3
- 208000035143 Bacterial infection Diseases 0.000 claims description 2
- 208000008020 Cohen syndrome Diseases 0.000 claims description 2
- 208000032928 Dyslipidaemia Diseases 0.000 claims description 2
- 206010017533 Fungal infection Diseases 0.000 claims description 2
- 208000031226 Hyperlipidaemia Diseases 0.000 claims description 2
- 102000004877 Insulin Human genes 0.000 claims description 2
- 108090001061 Insulin Proteins 0.000 claims description 2
- 208000017170 Lipid metabolism disease Diseases 0.000 claims description 2
- 208000012708 MOMO syndrome Diseases 0.000 claims description 2
- 208000031888 Mycoses Diseases 0.000 claims description 2
- 208000030852 Parasitic disease Diseases 0.000 claims description 2
- CXOFVDLJLONNDW-UHFFFAOYSA-N Phenytoin Chemical compound N1C(=O)NC(=O)C1(C=1C=CC=CC=1)C1=CC=CC=C1 CXOFVDLJLONNDW-UHFFFAOYSA-N 0.000 claims description 2
- 201000010769 Prader-Willi syndrome Diseases 0.000 claims description 2
- 229940100389 Sulfonylurea Drugs 0.000 claims description 2
- 229940123464 Thiazolidinedione Drugs 0.000 claims description 2
- 239000002671 adjuvant Substances 0.000 claims description 2
- 229940125681 anticonvulsant agent Drugs 0.000 claims description 2
- 239000001961 anticonvulsive agent Substances 0.000 claims description 2
- 239000000935 antidepressant agent Substances 0.000 claims description 2
- 229940005513 antidepressants Drugs 0.000 claims description 2
- 239000000164 antipsychotic agent Substances 0.000 claims description 2
- 229940005529 antipsychotics Drugs 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 208000022362 bacterial infectious disease Diseases 0.000 claims description 2
- 125000005605 benzo group Chemical group 0.000 claims description 2
- 229940124558 contraceptive agent Drugs 0.000 claims description 2
- 239000003433 contraceptive agent Substances 0.000 claims description 2
- 125000001047 cyclobutenyl group Chemical group C1(=CCC1)* 0.000 claims description 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 2
- 208000035475 disorder Diseases 0.000 claims description 2
- 229940079593 drug Drugs 0.000 claims description 2
- 239000003814 drug Substances 0.000 claims description 2
- 239000003937 drug carrier Substances 0.000 claims description 2
- 230000000694 effects Effects 0.000 claims description 2
- 230000003054 hormonal effect Effects 0.000 claims description 2
- 229940125396 insulin Drugs 0.000 claims description 2
- 125000003566 oxetanyl group Chemical group 0.000 claims description 2
- 229960002036 phenytoin Drugs 0.000 claims description 2
- FIADGNVRKBPQEU-UHFFFAOYSA-N pizotifen Chemical compound C1CN(C)CCC1=C1C2=CC=CC=C2CCC2=C1C=CS2 FIADGNVRKBPQEU-UHFFFAOYSA-N 0.000 claims description 2
- 229960004572 pizotifen Drugs 0.000 claims description 2
- 230000002062 proliferating effect Effects 0.000 claims description 2
- AEQFSUDEHCCHBT-UHFFFAOYSA-M sodium valproate Chemical compound [Na+].CCCC(C([O-])=O)CCC AEQFSUDEHCCHBT-UHFFFAOYSA-M 0.000 claims description 2
- 150000003431 steroids Chemical class 0.000 claims description 2
- 208000024891 symptom Diseases 0.000 claims description 2
- 208000011580 syndromic disease Diseases 0.000 claims description 2
- 150000001467 thiazolidinediones Chemical class 0.000 claims description 2
- 229940102566 valproate Drugs 0.000 claims description 2
- 239000003981 vehicle Substances 0.000 claims description 2
- 208000008338 non-alcoholic fatty liver disease Diseases 0.000 claims 2
- 206010053219 non-alcoholic steatohepatitis Diseases 0.000 claims 2
- 102000000452 Acetyl-CoA carboxylase Human genes 0.000 claims 1
- 108010016219 Acetyl-CoA carboxylase Proteins 0.000 claims 1
- 108010018763 Biotin carboxylase Proteins 0.000 claims 1
- 230000005764 inhibitory process Effects 0.000 claims 1
- 238000000034 method Methods 0.000 description 10
- 125000001183 hydrocarbyl group Chemical group 0.000 description 2
- KDLCGRKHKVMFHR-DEOSSOPVSA-N CC(C)(C(N)=O)N(C(c(cc(cc1)-c2ncc[o]2)c1N1C[C@@H](c2cc(F)ccc2OC)OC2CCOCC2)=O)C1=O Chemical compound CC(C)(C(N)=O)N(C(c(cc(cc1)-c2ncc[o]2)c1N1C[C@@H](c2cc(F)ccc2OC)OC2CCOCC2)=O)C1=O KDLCGRKHKVMFHR-DEOSSOPVSA-N 0.000 description 1
- IVABDSKSJOSSRT-DEOSSOPVSA-N CC(C)(C(O)=O)N(C(c(cc(cc1)-c2ncc[o]2)c1N1C[C@@H](c2cc(F)ccc2OC)OC2CCOCC2)=O)C1=O Chemical compound CC(C)(C(O)=O)N(C(c(cc(cc1)-c2ncc[o]2)c1N1C[C@@H](c2cc(F)ccc2OC)OC2CCOCC2)=O)C1=O IVABDSKSJOSSRT-DEOSSOPVSA-N 0.000 description 1
- RHVOBHXRHOANLT-QFIPXVFZSA-N CC(C)(C(O)=O)N(C(c(cc(cc1)Br)c1N1C[C@@H](c2cc(F)ccc2OC)OC2CCOCC2)=O)C1=O Chemical compound CC(C)(C(O)=O)N(C(c(cc(cc1)Br)c1N1C[C@@H](c2cc(F)ccc2OC)OC2CCOCC2)=O)C1=O RHVOBHXRHOANLT-QFIPXVFZSA-N 0.000 description 1
- SOEUICFXQSKRNO-UHFFFAOYSA-N CC(C)(C(O)=O)N(C(c1nc(C(F)(F)F)ccc1N1CC(/C=[O]/C2CCOCC2)c2ccccc2OC)=O)C1=O Chemical compound CC(C)(C(O)=O)N(C(c1nc(C(F)(F)F)ccc1N1CC(/C=[O]/C2CCOCC2)c2ccccc2OC)=O)C1=O SOEUICFXQSKRNO-UHFFFAOYSA-N 0.000 description 1
- QPRWHLAQHYQMQZ-UHFFFAOYSA-N CC(C)(C(O)=O)N(C(c1nc(C2CCC2)ccc1N1CC(/C=[O]/C2CCOCC2)c2ccccc2OC)=O)C1=O Chemical compound CC(C)(C(O)=O)N(C(c1nc(C2CCC2)ccc1N1CC(/C=[O]/C2CCOCC2)c2ccccc2OC)=O)C1=O QPRWHLAQHYQMQZ-UHFFFAOYSA-N 0.000 description 1
- PYXUHQFFTOKVQG-UHFFFAOYSA-N CC(C)/[O]=C(/CN(c(ccc(-c1ncc[o]1)c1)c1C(N1C(C)(C)C(O)=O)=O)C1=O)\c1ccccc1OC Chemical compound CC(C)/[O]=C(/CN(c(ccc(-c1ncc[o]1)c1)c1C(N1C(C)(C)C(O)=O)=O)C1=O)\c1ccccc1OC PYXUHQFFTOKVQG-UHFFFAOYSA-N 0.000 description 1
- FEABGNJLMRLXKO-UHFFFAOYSA-N COc1ccccc1CCN(c(cc1)c(C(N2CC(O)=O)=S)nc1-c1ncc[o]1)C2=S Chemical compound COc1ccccc1CCN(c(cc1)c(C(N2CC(O)=O)=S)nc1-c1ncc[o]1)C2=S FEABGNJLMRLXKO-UHFFFAOYSA-N 0.000 description 1
- UCRIFBCDWXVRAR-UHFFFAOYSA-N COc1ccccc1CCN(c(cc1)c(C(N2CCc3ncc[o]3)=O)nc1-c1ncc[o]1)C2=O Chemical compound COc1ccccc1CCN(c(cc1)c(C(N2CCc3ncc[o]3)=O)nc1-c1ncc[o]1)C2=O UCRIFBCDWXVRAR-UHFFFAOYSA-N 0.000 description 1
- QDKRWQAYFXFZNL-UHFFFAOYSA-N COc1ccccc1CCN(c1c(C(N2CC(O)=O)=O)nc(-c3ncc[o]3)nn1)C2=O Chemical compound COc1ccccc1CCN(c1c(C(N2CC(O)=O)=O)nc(-c3ncc[o]3)nn1)C2=O QDKRWQAYFXFZNL-UHFFFAOYSA-N 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 206010028980 Neoplasm Diseases 0.000 description 1
- 229940121373 acetyl-coa carboxylase inhibitor Drugs 0.000 description 1
- 230000002293 adipogenic effect Effects 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 201000011510 cancer Diseases 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 238000000338 in vitro Methods 0.000 description 1
- 238000001727 in vivo Methods 0.000 description 1
- 230000031146 intracellular signal transduction Effects 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201361821831P | 2013-05-10 | 2013-05-10 | |
| US61/821,831 | 2013-05-10 | ||
| PCT/US2014/037370 WO2014182951A1 (en) | 2013-05-10 | 2014-05-08 | Acc inhibitors and uses thereof |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2016520065A JP2016520065A (ja) | 2016-07-11 |
| JP2016520065A5 true JP2016520065A5 (https=) | 2017-07-06 |
| JP6417403B2 JP6417403B2 (ja) | 2018-11-07 |
Family
ID=51867755
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016513086A Active JP6417403B2 (ja) | 2013-05-10 | 2014-05-08 | Ａｃｃ阻害剤及びその使用 |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US10208044B2 (https=) |
| EP (1) | EP2994141A4 (https=) |
| JP (1) | JP6417403B2 (https=) |
| KR (1) | KR20160005365A (https=) |
| CN (1) | CN105358155A (https=) |
| AU (1) | AU2014262547A1 (https=) |
| BR (1) | BR112015028214A2 (https=) |
| CA (1) | CA2911822A1 (https=) |
| CL (1) | CL2015003317A1 (https=) |
| EA (1) | EA201591962A1 (https=) |
| HK (2) | HK1221662A1 (https=) |
| MX (1) | MX2015015416A (https=) |
| WO (1) | WO2014182951A1 (https=) |
| ZA (1) | ZA201508355B (https=) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MX2015015422A (es) | 2013-05-10 | 2016-06-21 | Nimbus Apollo Inc | Inhibidores de acetil-coa carboxilasa (acc) y usos de los mismos. |
| EA201591959A1 (ru) | 2013-05-10 | 2016-03-31 | Нимбус Аполло, Инк. | Ингибиторы акк и их применение |
| CA2911818A1 (en) | 2013-05-10 | 2014-11-13 | Nimbus Apollo, Inc. | Acc inhibitors and uses thereof |
| EP3670496A3 (en) | 2013-10-17 | 2020-09-30 | Shionogi&Co., Ltd. | Acc2 inhibitors |
| JP2018501276A (ja) * | 2015-01-09 | 2018-01-18 | ギリアド アポロ， エルエルシー | 非アルコール性脂肪肝疾患の処置のためのａｃｃ阻害剤併用療法 |
| AR106472A1 (es) | 2015-10-26 | 2018-01-17 | Gilead Apollo Llc | Inhibidores de acc y usos de los mismos |
| BR112018009212B1 (pt) | 2015-11-25 | 2022-06-14 | Gilead Apollo, Llc | Método para controlar patógenos fúngicos agrícolas |
| CA3004796C (en) * | 2015-11-25 | 2023-11-14 | Gilead Apollo, Llc | Pyrazole acc inhibitors and uses thereof |
| HUE053175T2 (hu) | 2015-11-25 | 2021-06-28 | Gilead Apollo Llc | ACC-gátló észterek és azok alkalmazása |
| EP3380479B1 (en) | 2015-11-25 | 2022-12-07 | Gilead Apollo, LLC | Triazole acc inhibitors and uses thereof |
| CN108341830B (zh) | 2017-01-22 | 2021-03-02 | 广东东阳光药业有限公司 | 噻吩并嘧啶衍生物及其在药物中的应用 |
| WO2019015583A1 (en) | 2017-07-17 | 2019-01-24 | Nanjing Ruijie Pharmatech Co., Ltd. | NOVEL COMPOUNDS AND THEIR USES AS ACC INHIBITORS |
| KR20190036705A (ko) | 2017-09-28 | 2019-04-05 | 한미약품 주식회사 | (2r)-2-(2-메톡시페닐)-2-(옥산-4-일옥시)에탄-1-올 화합물의 신규 제조방법 및 이에 사용되는 중간체 |
| CN110950884B (zh) * | 2018-09-27 | 2024-03-26 | 上海翰森生物医药科技有限公司 | 含二并环类衍生物抑制剂、其制备方法和应用 |
| CN110343650B (zh) * | 2019-05-28 | 2020-12-29 | 浙江工业大学 | 一种产两性霉素b的重组结节链霉菌及其应用 |
| EP3995498A4 (en) | 2019-07-02 | 2023-03-01 | Sunshine Lake Pharma Co., Ltd. | THIENOPYRIMIDI DERIVATIVES WITH STEREO CONFIGURATION AND THEIR USE IN MEDICINE |
| AR119594A1 (es) | 2019-08-09 | 2021-12-29 | Gilead Sciences Inc | Derivados de tienopirimidina como inhibidores acc y usos de los mismos |
| US11478533B2 (en) | 2020-04-27 | 2022-10-25 | Novo Nordisk A/S | Semaglutide for use in medicine |
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| MY162167A (en) | 2011-04-22 | 2017-05-31 | Pfizer | Substituted acetyl-coa carboxylase inhibitors |
| US20150246938A1 (en) * | 2011-09-09 | 2015-09-03 | Shionogi & Co., Ltd. | Novel olefin derivative |
| US20130116241A1 (en) | 2011-11-09 | 2013-05-09 | Abbvie Inc. | Novel inhibitor compounds of phosphodiesterase type 10a |
| LT2776038T (lt) * | 2011-11-11 | 2018-04-25 | Gilead Apollo, Llc | Acc inhibitoriai ir jų panaudojimas |
| FR2985185B1 (fr) * | 2012-01-04 | 2013-12-27 | Sanofi Sa | Utilisation en therapeutique de derives d'imidazopyridine |
| EA201591959A1 (ru) | 2013-05-10 | 2016-03-31 | Нимбус Аполло, Инк. | Ингибиторы акк и их применение |
| MX2015015422A (es) | 2013-05-10 | 2016-06-21 | Nimbus Apollo Inc | Inhibidores de acetil-coa carboxilasa (acc) y usos de los mismos. |
| CA2911818A1 (en) | 2013-05-10 | 2014-11-13 | Nimbus Apollo, Inc. | Acc inhibitors and uses thereof |
-
2014
- 2014-05-08 AU AU2014262547A patent/AU2014262547A1/en not_active Abandoned
- 2014-05-08 BR BR112015028214A patent/BR112015028214A2/pt not_active Application Discontinuation
- 2014-05-08 HK HK16109920.8A patent/HK1221662A1/zh unknown
- 2014-05-08 EP EP14795147.9A patent/EP2994141A4/en not_active Withdrawn
- 2014-05-08 EA EA201591962A patent/EA201591962A1/ru unknown
- 2014-05-08 HK HK16109662.0A patent/HK1221420A1/zh unknown
- 2014-05-08 US US14/890,358 patent/US10208044B2/en active Active
- 2014-05-08 JP JP2016513086A patent/JP6417403B2/ja active Active
- 2014-05-08 MX MX2015015416A patent/MX2015015416A/es unknown
- 2014-05-08 WO PCT/US2014/037370 patent/WO2014182951A1/en not_active Ceased
- 2014-05-08 CA CA2911822A patent/CA2911822A1/en not_active Abandoned
- 2014-05-08 CN CN201480036146.XA patent/CN105358155A/zh active Pending
- 2014-05-08 KR KR1020157035038A patent/KR20160005365A/ko not_active Withdrawn
-
2015
- 2015-11-10 CL CL2015003317A patent/CL2015003317A1/es unknown
- 2015-11-12 ZA ZA2015/08355A patent/ZA201508355B/en unknown
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