CAS: 331741-94-7; N-((4-Methoxyphenoxy)Carbonyl)-N-(4-(2-(5-Methyl-2-Phenyloxazol-4-yl)Ethoxy)Benzyl)Glycine

该化合物是一种合成化合物,属于双重过氧化性扩散活化受体(PPAR)激动剂(PPAR),具体针对PPAR-alpha和PPAR-gamma,主要被调查用于治疗2型糖尿病和相关的代谢性疾病,因为它有能力提高胰岛素的敏感性和脂肪新陈代谢性能;该化合物显示出了反炎特性,并显示出影响葡萄糖的足部植物.Murriglitazar的行动机制涉及调和与葡萄糖和脂质代谢有关的基因表达,这可以对血糖和脂质产生有益影响.然而,与许多调查药物一样,它可能具有副作用,包括增重和液体保留,这是PAR-gamma抗体的常见问题.其发展需要接受检查,在临床前和早期研究中表现出希望,但进一步研究对于充分了解其功效和安全性特征是必要的.

结构式图片

上下游产品

N-[[4-[2-(5-甲基-2-苯基-4-恶唑基)乙氧基]苯基]甲基]甘氨酸甲酯 {4-[2-(5-Methyl-2-Phenyloxazol-4-yl)Ethoxy]Benzylamino}Acetic Acid Methyl Ester 331746-65-7
4-[2-(5-甲基-2-苯基-1,3-恶唑-4-基)乙氧基]苯甲醛 4-[2-(5-Methyl-2-Phenyl-4-Oxazolyl)Ethoxy]Benzaldehyde 103788-59-6
Methyl 2-[[4-[2-(5-Methyl-2-Phenyl-1,3-Oxazol-4-yl)Ethoxy]Phenyl]Methylideneamino]Acetate 951403-91-1
2-(5-甲基-2-苯基-1,3-恶唑-4-基)-1-乙醇 (5-Methyl-2-Phenyloxazol-4-yl)Ethanol 103788-65-4
2-(5-甲基-2-苯基-1,3-恶唑-4-基)乙基甲烷磺酸酯 2-(2-Phenyl-5-Methyloxazole-4-yl)Ethyl Methanesulfonate 227029-27-8

合成工艺路线路线简述

    📜2-(5-甲基-2-苯基-1,3-恶唑-4-基)-1-乙醇置于lithium Hydroxide,Sodium Tetrahydroborate,4 A Molecular Sieve,Magnesium Sulfate,Potassium Carbonate,三乙胺体系中,用 四氢呋喃,甲醇,二氯甲烷,乙腈 作为反应溶剂,化学反应 45.0H,反应生成 莫格列地
    参考文献:Design And Synthesis Of N-[(4-Methoxyphenoxy)Carbonyl]-N-[[4-[2-(5-Methyl-2-Phenyl-4-Oxazolyl)Ethoxy]Phenyl]Methyl]Glycine [muraglitazar/bms-298585],A Novel Peroxisome Proliferator-Activated Receptor α/γ Dual Agonist With Efficacious Glucose And Lipid-Lowering Activities
    标题:Design And Synthesis Of N-[(4-Methoxyphenoxy)Carbonyl]-N-[[4-[2-(5-Methyl-2-Phenyl-4-Oxazolyl)Ethoxy]Phenyl]Methyl]Glycine [muraglitazar/bms-298585],A Novel Peroxisome Proliferator-Activated Receptor α/γ Dual Agonist With Efficacious Glucose And Lipid-Lowering Activities
    摘要:Muraglitazar/bms-298585 (2) Has Been Identified As A Non-Thiazolidinedione Ppar Alpha/gamma Dual Agonist That Shows Potent Activity In Vitro At Human Ppar Alpha (Ec50 = 320 Nm) And Ppar Gamma (Ec50 = 110 Nm). Compound 2 Shows Excellent Efficacy For Lowering Glucose,Insulin,Triglycerides,And Free Fatty Acids In Genetically Obese,Severely Diabetic Db/db Mice And Has A Favorable Adme Profile. Compound 2 Is Currently In Clinical Development For The Treatment Of Type 2 Diabetes And Dyslipidemia.
    DOI:10.1021/jm0496436

    海关参考信息

    专利信息


    专利号:US-2009156465-A1
    优先权日:2005-12-30
    标题:Derivatives of beta-amino acid as dipeptidyl peptidase-iv inhibitors
    发明人:SATTIGERI JITENDRA A; AHMED SHAHADAT; ANDAPPAN MURUGAIAH M S; SETHI SACHIN; SHARMA LALIMA; PAL CHANCHAL KUMAR; KANDALKAR SACHIN RAMESH; MAHAJAN DIPAK C; KISHORE KAUSHAL; BHATIA SUMATI; GADHAVE ANIL G; BANSAL VINAY S; DAVIS JOSEPH ALEXANAND
    权利人:SATTIGERI JITENDRA A; AHMED SHAHADAT; ANDAPPAN MURUGAIAH M S; SETHI SACHIN; SHARMA LALIMA; PAL CHANCHAL KUMAR; KANDALKAR SACHIN RAMESH; MAHAJAN DIPAK C; KISHORE KAUSHAL; BHATIA SUMATI; GADHAVE ANIL G; BANSAL VINAY S; DAVIS JOSEPH ALEXANAND
    摘要:The present invention relates to β-amino acid derivatives as dipeptidyl peptidase-IV inhibitors and the processes for the synthesis of the same. This invention also relates to pharmacological compositions containing the compounds of the present invention, and methods of treating diabetes, especially type 2 diabetes, as well as prediabetes, diabetic dyslipidemia, metabolic acidosis, ketosis, satiety disorders, and obesity. These inhibitors can also be used to treat conditions manifested by a variety of metabolic, neurological, anti-inflammatory, and autoimmune disorders like inflammatory disease, multiple sclerosis, rheumatoid arthritis; viral, cancer and gastrointestinal disorders. The compounds of this invention can also be used for treatment of infertility arising due to polycystic ovary syndrome.

    专利号:US-2008300251-A1
    优先权日:2005-09-05
    标 题 :Derivatives of 3-Azabicyclo[3.1.0] Hexane as Dipeptidyl Peptidase-IV Inhibitors
    发明人:SATTIGERI JITENDRA A; ANDAPPAN MURUGAIAH M S; KISHORE KAUSHAL; SETHI SACHIN; KANDALKAR SACHIN RAMESH; PAL CHANCHAL KUMAR; MAHAJAN DIPAK C; AHMED SHAHADAT; PARKALE SANTHOSH SADASHIV; SRINIVASAN T; SHARMA LALIMA; BANSAL VINAY S; CHUGH ANITA; DAVIS JOSEPH ALEXANAND
    权利人:SATTIGERI JITENDRA A; ANDAPPAN MURUGAIAH M S; KISHORE KAUSHAL; SETHI SACHIN; KANDALKAR SACHIN RAMESH; PAL CHANCHAL KUMAR; MAHAJAN DIPAK C; AHMED SHAHADAT; PARKALE SANTHOSH SADASHIV; SRINIVASAN T; SHARMA LALIMA; BANSAL VINAY S; CHUGH ANITA; DAVIS JOSEPH ALEXANAND
    摘要:The present invention relates to novel 3-azabicyclo[3.1.0]hexane derivatives as dipeptidyl peptidase-IV inhibitors and the processes for the synthesis of the said compounds. This invention also relates to pharmacological compositions containing the compounds of the present invention, and methods of treating diabetes, especially type 2 diabetes, as well as prediabetes, diabetic dyslipidemia, metabolic acidosis, ketosis, satiety disorders, and obesity. These inhibitors can also be used to treat conditions manifested by a variety of metabolic, neurological, anti-inflammatory, and autoimmune disorders like inflammatory disease, multiple sclerosis, rheumatoid arthritis; viral, cancer and gastrointestinal disorders. The compounds of this invention can also be used for treatment of infertility arising due to polycystic ovary syndrome.

    专利号:US-2024400552-A1
    优先权日:2016-11-11
    标题 :Heterocyclic modulators of lipid synthesis
    发明人:BUCKLEY DOUGLAS I; DUKE GREGORY; WAGMAN ALLAN S; EVANCHIK MARC; MCDOWELL ROBERT S
    权利人:SAGIMET BIOSCIENCES INC
    摘要:Compounds that are fatty acid synthesis modulators are provided. The compounds may be used to treat disorders characterized by dysregulation of the fatty acid synthase function by modulating the function and/or the fatty acid synthase pathway. Methods are provided for treating such disorders including viral infections, such as hepatitis C infection, cancer and metabolic disorders, such as non-alcoholic steatohepatitis (NASH).

    专利号:US-11622968-B2
    优先权日:2011-03-08
    标 题:Heterocyclic modulators of lipid synthesis
    发明人:BUCKLEY DOUGLAS; DUKE GREGORY; WAGMAN ALLAN S; EVANCHIK MARC; MCDOWELL ROBERT S
    权利人:SAGIMET BIOSCIENCES INC
    摘要:Compounds that are fatty acid synthesis modulators are provided. The compounds may be used to treat disorders characterized by disregulation of the fatty acid synthase function by modulating the function and/or the fatty acid synthase pathway. Methods are provided for treating such disorders including viral infections, such as hepatitis C infection, cancer and metabolic disorders, such as non-alcoholic steatohepatitis (NASH).

    专利号:US-2009118296-A1
    优先权日:2005-07-20
    标 题:Heteroaromatic Compounds As Inhibitors Of Stearoyl-Coenzyme A Delta-9 Desaturase
    发明人:BLACK CAMERON; DESCHENES DENIS; GAGNON MARC; LACHANCE NICOLAS; LEBLANC YVES; LEGER SERGE; LI CHUN SING; OBALLA RENATA M
    权利人:MERCK FROSST CANADA LTD
    摘要:Heteroaromatic compounds of structural formula (I) are selective inhibitors of stearoyl-coenzyme A delta-9 desaturase (SCD1) relative to other known stearoyl-coenzyme A desaturases. The compounds of the present invention are useful for the prevention and treatment of conditions related to abnormal lipid synthesis and metabolism, including cardiovascular disease; atherosclerosis; lipid disorders; obesity; diabetes; neurological disease; metabolic syndrome; insulin resistance; and fatty liver disease.

    专利号:US-2009318476-A1
    优先权日:2006-08-09
    标 题 :Azacycloalkane Derivatives as Inhibitors of Stearoyl-Coenzyme a Delta-9 Desaturase
    发明人:RAMTOHUL YEEMAM K
    权利人:MERCK FROSST CANADA LTD
    摘要:Azacycloalkane derivatives of structural formula I are selective inhibitors of stearoyl-coenzyme A delta-9 desaturase (SCD1) relative to other known stearoyl-coenzyme A desaturases. The compounds of the present invention are useful for the prevention and treatment of conditions related to abnormal lipid synthesis and metabolism, including cardiovascular disease, such as atherosclerosis; obesity; diabetes; neurological disease; metabolic syndrome; insulin resistance; and liver steatosis. Formula (I).

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    📌 第三方产品分析报告

    ✅ COA系统入驻 | 共享模式

    主要参考文献


    1: Coletta DK, Fernandez M, Cersosimo E, Gastaldelli A, Musi N, DeFronzo RA. The effect of muraglitazar on adiponectin signalling, mitochondrial function and fat oxidation genes in human skeletal muscle in vivo. Diabet Med. 2015 May;32(5):657-64. doi: 10.1111/dme.12664. Epub 2015 Jan 7. doi: 10.1186/ar4211.
    3: Fernandez M, Gastaldelli A, Triplitt C, Hardies J, Casolaro A, Petz R, Tantiwong P, Musi N, Cersosimo E, Ferrannini E, DeFronzo RA. Metabolic effects of muraglitazar in type 2 diabetic subjects. Diabetes Obes Metab. 2011 Oct;13(10):893-902. doi: 10.1111/j.1463-1326.2011.01429.x.

    合成参考文献


    参考文献:10.1016/j.mehy.2006.04.020
    摘要:Stulc T, Ceska R. Is it safe to combine PPAR agonists A lesson from muraglitazar. Med Hypotheses. 2006;67(3):669. doi: 10.1016/j.mehy.2006.04.020.
    参考文献:10.1007/s12272-001-1133-2
    摘要:Kim Y, Kang B, Jeon R. Synthesis of polymeric thiazolidinedione and fibrate conjugates. Archives of Pharmacal Research. 2008 Feb;31(2):148–53. doi: 10.1007/s12272-001-1133-2.
    参考文献:10.1111/j.1463-1326.2011.01429.x
    摘要:Fernandez M, Gastaldelli A, Triplitt C, Hardies J, Casolaro A, Petz R, Tantiwong P, Musi N, Cersosimo E, Ferrannini E, DeFronzo RA. Metabolic effects of muraglitazar in type 2 diabetic subjects. Diabetes Obes Metab. 2011 Oct;13(10):893–902. doi: 10.1111/j.1463-1326.2011.01429.x.
    参考文献:10.1007/s10439-015-1477-2
    摘要:Soares JS, Moore JE. Biomechanical Challenges to Polymeric Biodegradable Stents. Annals of Biomedical Engineering. 2015 Oct 13;44(2):560–79. doi: 10.1007/s10439-015-1477-2.
    参考文献:10.1016/j.bmcl.2008.05.014
    摘要:Ye XY, Li YX, Farrelly D, Flynn N, Gu L, Locke KT, Lippy J, O'Malley K, Twamley C, Zhang L, Ryono DE, Zahler R, Hariharan N, Cheng PT. Design, synthesis, and structure-activity relationships of piperidine and dehydropiperidine carboxylic acids as novel, potent dual PPARalpha/gamma agonists. Bioorg Med Chem Lett. 2008 Jun 15;18(12):3545–50. doi: 10.1016/j.bmcl.2008.05.014.
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