5-(4-ethoxycarbonyl-4-phenylpentylsulfanyl)-2-methyl-2-phenylpentanoic acid ethyl ester | 412937-86-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 5-(4-ethoxycarbonyl-4-phenylpentylsulfanyl)-2-methyl-2-phenylpentanoic acid ethyl ester
• 英文别名: 5-(4-ethoxycarbonyl-4-phenyl-pentylsulfanyl)-2-methyl-2-phenyl-pentanoic acid ethyl ester；ethyl 5-(5-ethoxy-4-methyl-5-oxo-4-phenylpentyl)sulfanyl-2-methyl-2-phenylpentanoate
• CAS: 412937-86-1
• 化学式: C₂₈H₃₈O₄S
• 分子量: 470.673
• InChiKey: NIYGOMFQVDTRQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  33
• 可旋转键数：
  16
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  77.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-(4-ethoxycarbonyl-4-phenylpentylsulfanyl)-2-methyl-2-phenylpentanoic acid ethyl ester 在 甲醇 、 锂硼氢 、 盐酸 、 氯化铵 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 16.0h， 以41%的产率得到5-(5-Hydroxy-4-methyl-4-phenyl-pentylsulfanyl)-2-methyl-2-phenyl-pentan-1-ol
  参考文献：
  名称：

  [EN] SULFIDE AND DISULFIDE COMPOUNDS AND COMPOSITIONS FOR CHOLESTEROL MANAGEMENT AND RELATED USES
  [FR] COMPOSES SULFURES ET DISULFURES ET COMPOSITIONS POUR LE CONTROLE DE CHOLESTEROL ET UTILISATIONS ASSOCIEES

  摘要：

  该发明涵盖了新型硫化物和二硫化物化合物，包括硫化物和二硫化物化合物的组合物，以及用于治疗和预防心血管疾病、血脂异常、蛋白异常和葡萄糖代谢紊乱的方法，包括给予含有醚化合物的组合物。该发明的化合物、组合物和方法还可用于治疗和预防阿尔茨海默病、X综合征、过氧化物酶体增殖激活受体相关疾病、败血症、血栓性疾病、肥胖、胰腺炎、高血压、肾脏疾病、癌症、炎症和阳痿。在某些实施例中，该发明的化合物、组合物和方法可与其他治疗药物联合治疗，如降胆固醇和降血糖药物。

  公开号：

  WO2005068418A1
• 作为产物：
  描述：

  ethyl 5-bromo-2-methyl-2-phenylpentanoate 在 sodium sulfide nonahydrate 作用下， 以 sodium hydroxide 、 乙醇 、 水 为溶剂， 以85%的产率得到5-(4-ethoxycarbonyl-4-phenylpentylsulfanyl)-2-methyl-2-phenylpentanoic acid ethyl ester
  参考文献：
  名称：

  Sulfide and disulfide compounds and compositions for cholesterol management and related uses

  摘要：

  本发明涵盖了新型硫化物和二硫化物化合物，包含硫化物和二硫化物化合物的组合物，以及使用含有醚化合物的组合物进行治疗和预防心血管疾病、脂质代谢异常、蛋白质异常和葡萄糖代谢紊乱的方法。本发明的化合物、组合物和方法还可用于治疗和预防阿尔茨海默病、X综合征、过氧化物酶体增殖物激活受体相关疾病、败血症、血栓性疾病、肥胖症、胰腺炎、高血压、肾脏疾病、癌症、炎症和阳痿。在某些实施例中，本发明的化合物、组合物和方法与其他治疗剂如降胆固醇和降血糖药物联合治疗非常有效。

  公开号：

  US20050020694A1

文献信息

• Influence of Various Central Moieties on the Hypolipidemic Properties of Long Hydrocarbon Chain Diols and Diacids
  作者：Daniela C. Oniciu、Jean-Louis H. Dasseux、Jing Yang、Ralf Mueller、Emil Pop、Anna Denysenko、Caiming Duan、Tian-Bao Huang、Lianhao Zhang、Brian R. Krause、Sandra L. Drake、Narendra Lalwani、Clay T. Cramer、Brian Goetz、Michael E. Pape、Andrew McKee、Gregory J. Fici、Janell M. Lutostanski、Stephen C. Brown、Charles L. Bisgaier

  DOI：10.1021/jm050650j

  日期：2006.1.1

  A series of long (11-15) hydrocarbon chain diols and diacids with various central functional groups and terminal gem-dimethyl or -methyl/aryl substituents was synthesized and evaluated in both in vivo and in vitro assays for its potential to favorably alter lipid disorders including metabolic syndrome. Compounds were assessed for their effects on the de novo incorporation of radiolabeled acetate into lipids in primary cultures of rat hepatocytes, as well as for their effects on lipid and glycemic variables in obese female Zucker fatty rats, Crl:(ZUC)-faBR. The most active compounds were hydroxyl-substituted symmetrical diacids and diols with a 13-atom chain and terminal gem-dimethyl substituents. Furthermore, biological activity was enhanced by central substitution with O, C=O, S, S=O compared to the methylene analogues and was diminished for compounds with central functional groups such as carbamate, ester, urea, acetylmethylene, and hydroxymethylene.
• SULFIDE AND DISULFIDE COMPOUNDS AND COMPOSITIONS FOR CHOLESTEROL MANAGEMENT AND RELATED USES
  申请人：Esperion Therapeutics Inc.

  公开号：EP1363879A2

  公开（公告）日：2003-11-26
• US6703422B2
  申请人：——

  公开号：US6703422B2

  公开（公告）日：2004-03-09
• [EN] SULFIDE AND DISULFIDE COMPOUNDS AND COMPOSITIONS FOR CHOLESTEROL MANAGEMENT AND RELATED USES<br/>[FR] COMPOSES ET COMPOSITIONS DE SULFURE ET DE DISULFURE POUR LE TRAITEMENT DU CHOLESTEROL ET UTILISATIONS ASSOCIEES
  申请人：ESPERION THERAPEUTICS INC

  公开号：WO2002030884A2

  公开（公告）日：2002-04-18

  The present invention relates to novel sulfide and disulfide compounds, compositions comprising sulfide and disulfide compounds, and methods useful for treating and preventing cardiovascular diseases, dyslipidemias, dysproteinemias, and glucose metabolism disorders comprising administering a composition comprising an ether compound. The compounds, compositions, and methods of the invention are also useful for treating and preventing Alzheimer's Disease, Syndrome X, peroxisome proliferator activated receptor-related disorders, septicemia, thrombotic disorders, obesity, pancreatits, hypertension, renal disease, cancer, inflammation, and impotence. In certain embodiments, the compounds, compositions, and methods of the invention are useful in combination therapy with other therapeutics, such as hypocholesterolemic and hypoglycemic agents.