JP2013523746A5 - - Google Patents
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- Publication number
- JP2013523746A5 JP2013523746A5 JP2013502706A JP2013502706A JP2013523746A5 JP 2013523746 A5 JP2013523746 A5 JP 2013523746A5 JP 2013502706 A JP2013502706 A JP 2013502706A JP 2013502706 A JP2013502706 A JP 2013502706A JP 2013523746 A5 JP2013523746 A5 JP 2013523746A5
- Authority
- JP
- Japan
- Prior art keywords
- group
- phenyl
- oxadiazol
- benzimidazol
- dgat1 inhibitor
- 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.)
- Withdrawn
Links
- 229940127193 DGAT1 inhibitor Drugs 0.000 claims description 40
- 150000003839 salts Chemical class 0.000 claims description 26
- 150000002148 esters Chemical class 0.000 claims description 21
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 20
- 208000011580 syndromic disease Diseases 0.000 claims description 20
- 201000010099 disease Diseases 0.000 claims description 19
- 206010060755 Type V hyperlipidaemia Diseases 0.000 claims description 15
- 125000005842 heteroatom Chemical group 0.000 claims description 12
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 12
- 230000002265 prevention Effects 0.000 claims description 12
- 150000003626 triacylglycerols Chemical class 0.000 claims description 12
- 208000016667 Familial chylomicronemia syndrome Diseases 0.000 claims description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims description 10
- 239000008194 pharmaceutical composition Substances 0.000 claims description 10
- XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Substances CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 9
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 claims description 9
- 125000000217 alkyl group Chemical group 0.000 claims description 8
- 229910052799 carbon Inorganic materials 0.000 claims description 8
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 8
- 230000000291 postprandial effect Effects 0.000 claims description 7
- 208000010201 Exanthema Diseases 0.000 claims description 6
- -1 N-methylpiperidinyl group Chemical group 0.000 claims description 6
- 206010048214 Xanthoma Diseases 0.000 claims description 6
- 206010048215 Xanthomatosis Diseases 0.000 claims description 6
- 125000003118 aryl group Chemical group 0.000 claims description 6
- 230000008021 deposition Effects 0.000 claims description 6
- 201000005884 exanthem Diseases 0.000 claims description 6
- 206010019847 hepatosplenomegaly Diseases 0.000 claims description 6
- 125000000623 heterocyclic group Chemical group 0.000 claims description 6
- 206010037844 rash Diseases 0.000 claims description 6
- 230000000306 recurrent effect Effects 0.000 claims description 6
- 208000024891 symptom Diseases 0.000 claims description 6
- 230000006735 deficit Effects 0.000 claims description 5
- GXALXAKNHIROPE-UHFFFAOYSA-N 2-[4-[4-[5-[[6-(trifluoromethyl)pyridin-3-yl]amino]pyridin-2-yl]phenyl]cyclohexyl]acetic acid Chemical group C1CC(CC(=O)O)CCC1C1=CC=C(C=2N=CC(NC=3C=NC(=CC=3)C(F)(F)F)=CC=2)C=C1 GXALXAKNHIROPE-UHFFFAOYSA-N 0.000 claims description 4
- 125000003368 amide group Chemical group 0.000 claims description 4
- 125000003277 amino group Chemical group 0.000 claims description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 4
- VILAVOFMIJHSJA-UHFFFAOYSA-N dicarbon monoxide Chemical group [C]=C=O VILAVOFMIJHSJA-UHFFFAOYSA-N 0.000 claims description 4
- 125000002950 monocyclic group Chemical group 0.000 claims description 4
- 229920006395 saturated elastomer Polymers 0.000 claims description 4
- 125000006582 (C5-C6) heterocycloalkyl group Chemical group 0.000 claims description 2
- UBGWQKWLRPICHU-UHFFFAOYSA-N 2-[3,5-dichloro-4-[6-[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]-1h-benzimidazol-2-yl]phenoxy]acetic acid Chemical compound ClC1=CC(OCC(=O)O)=CC(Cl)=C1C1=NC2=CC=C(C=3OC(=NN=3)C=3C=CC(Cl)=CC=3)C=C2N1 UBGWQKWLRPICHU-UHFFFAOYSA-N 0.000 claims description 2
- SSCBDEUAEZBUIJ-UHFFFAOYSA-N 2-[4-[6-[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]-1h-benzimidazol-2-yl]-3,5-dimethylphenoxy]acetic acid Chemical compound CC1=CC(OCC(O)=O)=CC(C)=C1C1=NC2=CC=C(C=3OC(=NN=3)C=3C=CC(Cl)=CC=3)C=C2N1 SSCBDEUAEZBUIJ-UHFFFAOYSA-N 0.000 claims description 2
- TUBPDBIOKLNJTG-UHFFFAOYSA-N 3-[4-[6-(5-methoxy-1,3,4-oxadiazol-2-yl)-1h-indol-2-yl]-3,5-dimethylphenyl]propanoic acid Chemical compound O1C(OC)=NN=C1C1=CC=C(C=C(N2)C=3C(=CC(CCC(O)=O)=CC=3C)C)C2=C1 TUBPDBIOKLNJTG-UHFFFAOYSA-N 0.000 claims description 2
- DZTVXQZHWYUNLE-UHFFFAOYSA-N 3-[4-[6-[5-(4-methoxyanilino)-1,3,4-oxadiazol-2-yl]-1h-benzimidazol-2-yl]-3,5-dimethylphenyl]propanoic acid Chemical compound C1=CC(OC)=CC=C1NC1=NN=C(C=2C=C3NC(=NC3=CC=2)C=2C(=CC(CCC(O)=O)=CC=2C)C)O1 DZTVXQZHWYUNLE-UHFFFAOYSA-N 0.000 claims description 2
- 125000003342 alkenyl group Chemical group 0.000 claims description 2
- 125000002947 alkylene group Chemical group 0.000 claims description 2
- 125000000304 alkynyl group Chemical group 0.000 claims description 2
- 125000006267 biphenyl group Chemical group 0.000 claims description 2
- 125000005392 carboxamide group Chemical group NC(=O)* 0.000 claims description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 2
- MUZRGKSNUTWRAF-BHQIMSFRSA-M chembl2364625 Chemical group [Na+].C1C[C@@H](CC(=O)[O-])CC[C@@H]1C1=CC=C(C=2N=CC(NC=3C=NC(=CC=3)C(F)(F)F)=CC=2)C=C1 MUZRGKSNUTWRAF-BHQIMSFRSA-M 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 125000001072 heteroaryl group Chemical group 0.000 claims description 2
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 2
- 229910052757 nitrogen Inorganic materials 0.000 claims description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
- ABLZXFCXXLZCGV-UHFFFAOYSA-N phosphonic acid group Chemical group P(O)(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims description 2
- 125000003003 spiro group Chemical group 0.000 claims description 2
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical group OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 claims description 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea group Chemical group NC(=O)N XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 2
- 239000003112 inhibitor Substances 0.000 claims 4
- 208000006575 hypertriglyceridemia Diseases 0.000 claims 2
- 239000004480 active ingredient Substances 0.000 claims 1
- 210000004204 blood vessel Anatomy 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 230000001227 hypertriglyceridemic effect Effects 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 230000007106 neurocognition Effects 0.000 claims 1
- 235000019260 propionic acid Nutrition 0.000 claims 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 claims 1
- 125000005420 sulfonamido group Chemical group S(=O)(=O)(N*)* 0.000 claims 1
- 238000000034 method Methods 0.000 description 9
- 206010033645 Pancreatitis Diseases 0.000 description 7
- 230000003247 decreasing effect Effects 0.000 description 1
- 125000000565 sulfonamide group Chemical group 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US31881410P | 2010-03-30 | 2010-03-30 | |
| US61/318,814 | 2010-03-30 | ||
| PCT/US2011/030234 WO2011123401A1 (en) | 2010-03-30 | 2011-03-29 | Uses of dgat1 inhibitors |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016114803A Division JP6251321B2 (ja) | 2010-03-30 | 2016-06-08 | Ｄｇａｔ１阻害剤の使用 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2013523746A JP2013523746A (ja) | 2013-06-17 |
| JP2013523746A5 true JP2013523746A5 (enExample) | 2014-05-15 |
Family
ID=44170024
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013502706A Withdrawn JP2013523746A (ja) | 2010-03-30 | 2011-03-29 | Ｄｇａｔ１阻害剤の使用 |
| JP2016114803A Active JP6251321B2 (ja) | 2010-03-30 | 2016-06-08 | Ｄｇａｔ１阻害剤の使用 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016114803A Active JP6251321B2 (ja) | 2010-03-30 | 2016-06-08 | Ｄｇａｔ１阻害剤の使用 |
Country Status (20)
| Country | Link |
|---|---|
| US (1) | US9061012B2 (enExample) |
| EP (1) | EP2552441B1 (enExample) |
| JP (2) | JP2013523746A (enExample) |
| KR (1) | KR20130073884A (enExample) |
| CN (1) | CN102834099B (enExample) |
| AU (1) | AU2011235301B2 (enExample) |
| BR (1) | BR112012024618A2 (enExample) |
| CA (1) | CA2792269A1 (enExample) |
| CL (1) | CL2012002716A1 (enExample) |
| ES (1) | ES2586127T3 (enExample) |
| MA (1) | MA34097B1 (enExample) |
| MX (1) | MX2012011333A (enExample) |
| NZ (1) | NZ602125A (enExample) |
| PH (1) | PH12012501859A1 (enExample) |
| RU (1) | RU2012145950A (enExample) |
| SG (1) | SG183529A1 (enExample) |
| TN (1) | TN2012000458A1 (enExample) |
| TW (1) | TW201136916A (enExample) |
| WO (1) | WO2011123401A1 (enExample) |
| ZA (1) | ZA201206456B (enExample) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AR083417A1 (es) | 2010-10-14 | 2013-02-21 | Novartis Ag | Composiciones farmaceuticas que contienen un dgat1 inhibidor |
| CA2870886A1 (en) * | 2012-04-25 | 2013-10-31 | Korea Research Institute Of Chemical Technology | Novel beta-alanine derivative, pharmaceutically acceptable salts thereof, and pharmaceutical composition comprising same as active ingredient |
| WO2013169648A1 (en) | 2012-05-07 | 2013-11-14 | Novartis Ag | Pharmaceutical combinations comprising a dgat1 inhibtor and a triglyceride lowering drug |
| CA3170716A1 (en) * | 2013-02-14 | 2014-08-21 | Ionis Pharmaceuticals, Inc. | Modulation of apolipoprotein c-iii (apociii) expression in lipoprotein lipase deficient (lpld) populations |
| BR112015027319A8 (pt) | 2013-05-01 | 2018-01-02 | Isis Pharmaceuticals Inc | Métodos e composições para modular a expressão de apolipoproteína (a) |
| US10272058B2 (en) | 2014-03-20 | 2019-04-30 | Cymabay Therapeutics, Inc. | Treatment of intrahepatic cholestatic diseases |
| CA2941401C (en) | 2014-03-20 | 2019-06-11 | Cymabay Therapeutics, Inc. | Treatment of intrahepatic cholestatic diseases |
| HK1231380A1 (zh) * | 2014-06-26 | 2017-12-22 | Cymabay Therapeutics, Inc. | 严重高甘油三酯血症的治疗 |
| US20180125816A1 (en) | 2015-05-11 | 2018-05-10 | Cadila Healthcare Limited | Saroglitazar magnesium for the treatment of chylomicronemia syndrome |
| WO2017064635A2 (en) | 2015-10-14 | 2017-04-20 | Cadila Healthcare Limited | Pyrrole compound, compositions and process for preparation thereof |
| TWI796596B (zh) | 2018-02-13 | 2023-03-21 | 美商基利科學股份有限公司 | Pd‐1/pd‐l1抑制劑 |
| CN111936137B (zh) | 2018-03-16 | 2023-09-08 | 安济药业公司 | 用于治疗严重便秘的组合物和方法 |
| KR102591947B1 (ko) | 2018-04-19 | 2023-10-25 | 길리애드 사이언시즈, 인코포레이티드 | Pd-1/pd-l1 억제제 |
| MX2021000100A (es) | 2018-07-13 | 2021-03-25 | Gilead Sciences Inc | Inhibidores de muerte programada-1 (pd-1)/ ligando de muerte programada 1 (pd-l1). |
| JP7158577B2 (ja) | 2018-10-24 | 2022-10-21 | ギリアード サイエンシーズ， インコーポレイテッド | Ｐｄ－１／ｐｄ－ｌ１阻害剤 |
| WO2020113041A1 (en) * | 2018-11-30 | 2020-06-04 | Hdl Therapeutics, Inc | Methods for treating lipid-related diseases including xanthomas, carotid artery stenoses, and cerebral atherosclerosis |
| JP2021001143A (ja) * | 2019-06-21 | 2021-01-07 | 小林製薬株式会社 | 乳び血漿改善剤 |
Family Cites Families (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1997045439A1 (en) | 1996-05-30 | 1997-12-04 | The Trustees Of Columbia University In The City Of New York | Dna encoding acylcoenzyme a: cholesterol acyltransferase and uses thereof |
| US6344548B1 (en) | 1998-06-24 | 2002-02-05 | The Regents Of The University Of California | Diacylglycerol o-acyltransferase |
| US20030154504A1 (en) | 1998-06-24 | 2003-08-14 | Farese Robert V. | Methods and compositions for modulating carbohydrate metabolism |
| US20030167483A1 (en) | 1998-06-24 | 2003-09-04 | Farese Robert V. | Diacylglycerol O-acyltransferase |
| DE69939426D1 (de) | 1998-06-24 | 2008-10-09 | David Gladstone Inst | Diacylglycerin o-acyltransferase |
| US6100077A (en) | 1998-10-01 | 2000-08-08 | The Trustees Of Columbia University In The City Of New York | Isolation of a gene encoding diacylglycerol acyltransferase |
| US6444427B1 (en) | 2000-07-11 | 2002-09-03 | The Regents Of The University Of California | Polymorphisms in a diacylglycerol acyltransferase gene, and methods of use thereof |
| JP4164645B2 (ja) | 2002-08-09 | 2008-10-15 | 株式会社大塚製薬工場 | Ｄｇａｔ阻害剤 |
| NZ539952A (en) | 2002-11-22 | 2008-05-30 | Japan Tobacco Inc | Fused bicyclic nitrogen-containing heterocyclic compounds for treating diabetes, obesity and syndrome X |
| US20040185559A1 (en) | 2003-03-21 | 2004-09-23 | Isis Pharmaceuticals Inc. | Modulation of diacylglycerol acyltransferase 1 expression |
| AR044152A1 (es) | 2003-05-09 | 2005-08-24 | Bayer Corp | Derivados de alquilarilo, metodo de preparacion y uso para el tratamiento de la obesidad |
| DE10331202A1 (de) * | 2003-07-10 | 2005-03-31 | S.K. Enterprise Gmbh | Verwendung von Molkenpermeat zur Behandlung des Metabolischen Syndroms |
| US7300932B2 (en) | 2003-08-07 | 2007-11-27 | Japan Tobacco Inc. | Pyrrolo[1,2-b]pyridazine derivatives |
| GB0325192D0 (en) | 2003-10-29 | 2003-12-03 | Astrazeneca Ab | Method of use |
| JP2005206492A (ja) | 2004-01-21 | 2005-08-04 | Sankyo Co Ltd | スルホンアミド化合物 |
| AU2005209115A1 (en) | 2004-01-30 | 2005-08-11 | Japan Tobacco Inc. | Anorectic compounds |
| US20070249620A1 (en) | 2004-07-02 | 2007-10-25 | Hitoshi Kurata | Urea Derivative |
| JP2006045209A (ja) | 2004-07-02 | 2006-02-16 | Sankyo Co Ltd | ウレア誘導体 |
| WO2006019020A1 (ja) | 2004-08-16 | 2006-02-23 | Sankyo Company, Limited | 置換されたウレア化合物 |
| EP1805156B1 (en) | 2004-10-15 | 2010-12-22 | Bayer HealthCare LLC | Preparation and use of biphenyl-4-yl-carbonylamino acid derivatives for the treatment of obesity |
| JP2006166742A (ja) * | 2004-12-14 | 2006-06-29 | Japan Health Science Foundation | 高トリグリセリド血症の成因となる２種類のリポタンパクリパーゼ（ｌｐｌ）遺伝子変異及びそれを利用した高トリグリセリド血症を診断するためのｌｐｌ変異検出キット |
| MX2007007101A (es) | 2004-12-14 | 2007-08-21 | Astrazeneca Ab | Derivados de oxadiazol como inhibidores de acil coa:diacilglicerol aciltransferasa. |
| MY155275A (en) * | 2006-03-31 | 2015-09-30 | Novartis Ag | 4-(4-[6-(trifluoromethyl-pyridin-3-ylamino)-n-containing-heteroaryl]-phenyl)-cyclohexyl)-acetic acid derivatives and pharmaceutical uses thereof |
| AR066169A1 (es) * | 2007-09-28 | 2009-07-29 | Novartis Ag | Derivados de benzo-imidazoles, utiles para trastornos asociados con la actividad de dgat |
| CA2719721C (en) * | 2008-03-26 | 2012-12-18 | Daiichi Sankyo Company, Limited | Tetrahydroisoquinoline derivative |
-
2011
- 2011-03-29 CN CN201180016229.9A patent/CN102834099B/zh not_active Expired - Fee Related
- 2011-03-29 US US13/637,372 patent/US9061012B2/en active Active
- 2011-03-29 BR BR112012024618A patent/BR112012024618A2/pt not_active IP Right Cessation
- 2011-03-29 KR KR1020127028214A patent/KR20130073884A/ko not_active Withdrawn
- 2011-03-29 CA CA2792269A patent/CA2792269A1/en not_active Abandoned
- 2011-03-29 TW TW100110831A patent/TW201136916A/zh unknown
- 2011-03-29 AU AU2011235301A patent/AU2011235301B2/en not_active Ceased
- 2011-03-29 ES ES11715329.6T patent/ES2586127T3/es active Active
- 2011-03-29 SG SG2012063848A patent/SG183529A1/en unknown
- 2011-03-29 RU RU2012145950/15A patent/RU2012145950A/ru not_active Application Discontinuation
- 2011-03-29 MA MA35264A patent/MA34097B1/fr unknown
- 2011-03-29 JP JP2013502706A patent/JP2013523746A/ja not_active Withdrawn
- 2011-03-29 EP EP11715329.6A patent/EP2552441B1/en active Active
- 2011-03-29 PH PH1/2012/501859A patent/PH12012501859A1/en unknown
- 2011-03-29 WO PCT/US2011/030234 patent/WO2011123401A1/en not_active Ceased
- 2011-03-29 NZ NZ602125A patent/NZ602125A/en not_active IP Right Cessation
- 2011-03-29 MX MX2012011333A patent/MX2012011333A/es active IP Right Grant
-
2012
- 2012-08-28 ZA ZA2012/06456A patent/ZA201206456B/en unknown
- 2012-09-24 TN TNP2012000458A patent/TN2012000458A1/en unknown
- 2012-09-28 CL CL2012002716A patent/CL2012002716A1/es unknown
-
2016
- 2016-06-08 JP JP2016114803A patent/JP6251321B2/ja active Active
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