(S)-2-Amino-3-{4-[4-(2,4-dioxo-thiazolidin-5-ylmethyl)-phenoxy]-phenyl}-propionic acid methyl ester hydrochloric acid salt | 724760-24-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S)-2-Amino-3-{4-[4-(2,4-dioxo-thiazolidin-5-ylmethyl)-phenoxy]-phenyl}-propionic acid methyl ester hydrochloric acid salt
• 英文别名: 5-[4-(4-(2-amino-2-methoxycarbonylethyl)phenoxy)benzyl]thiazolidin-2,4-dione hydrochloride；2-Amino-3-[4-[4-[(2,4-dioxo-5-thiazolidinyl)methyl]phenoxy]phenyl]propanoic acid methyl ester hydrochloride；methyl 2-amino-3-[4-[4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy]phenyl]propanoate;hydrochloride
• CAS: 724760-24-1
• 化学式: C₂₀H₂₀N₂O₅S*ClH
• 分子量: 436.916
• InChiKey: USGKBRMYSUMVLX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.84
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  133
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  BOC-甘氨酸 、 (S)-2-Amino-3-{4-[4-(2,4-dioxo-thiazolidin-5-ylmethyl)-phenoxy]-phenyl}-propionic acid methyl ester hydrochloric acid salt 在 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 反应 2.67h， 以59.1%的产率得到5-[4-(4-(2-(2-t-Butoxycarbonylaminoacetamido)-2-methoxycarbonylethyl)phenoxy)-benzyl]thiazolidin-2,4-dione
  参考文献：
  名称：

  Dipeptide phenyl ethers

  摘要：

  新型二肽醚对降低血糖、血清胰岛素、游离脂肪酸、胆固醇和甘油三酯水平有效。这些二肽醚还可用于治疗和/或预防糖尿病、肥胖、炎症以及多发性硬化和类风湿关节炎等自身免疫疾病。

  公开号：

  US20050075293A1

文献信息

• Amino acid phenoxy ethers
  申请人：——

  公开号：US20040142991A1

  公开（公告）日：2004-07-22

  Novel amino acid phenyl ethers are provided which exhibit activity for the treatment of immunological diseases, inflammation, obesity, hyperlipidemia, hypertension, neurological diseases and diabetes.

  提供了一种新型氨基酸苯基醚，具有治疗免疫性疾病、炎症、肥胖症、高脂血症、高血压、神经系统疾病和糖尿病的活性。
• Novel diphenyl ether derivatives
  申请人：Nag Bishwajit

  公开号：US20050288341A1

  公开（公告）日：2005-12-29

  Novel diphenyl ether derivatives are provided that exhibit activity useful for reducing glucose, cholesterol, and/or triglyceride levels in plasma, and for treatment of obesity, inflammation, immunological diseases, autoimmune diseases, diabetes and disorders associated with insulin resistance.

  提供了新颖的二苯醚衍生物，具有降低血浆中葡萄糖、胆固醇和/或甘油三酯水平以及治疗肥胖、炎症、免疫性疾病、自身免疫性疾病、糖尿病和与胰岛素抵抗相关的疾病的有用活性。
• Novel heterocyclic diphenyl ethers
  申请人：Neogi Partha

  公开号：US20060247285A1

  公开（公告）日：2006-11-02

  The present invention relates to novel heterocyclic diphenyl ether and diphenyl amine compounds, derivatives, analogs, tautomeric forms, stereoisomers, polymorphs, hydrates, solvates, pharmaceutically acceptable salts and pharmaceutically acceptable solvates thereof and pharmaceutically acceptable compositions containing these singly or in combination. The compounds of the present invention are effective in lowering blood glucose, serum insulin, free fatty acids, cholesterol and triglyceride levels and are useful in the treatment and/or prophylaxis of diabetes. The compounds of the present invention are effective in treatment of obesity, inflammation, autoimmune diseases such as multiple sclerosis and rheumatoid arthritis and immunological diseases, including the treatment of cancer. Furthermore, the compounds are useful for the treatment of disorders associated with insulin resistance.

  本发明涉及新型杂环二苯醚和二苯胺化合物、衍生物、类似物、互变异构体、立体异构体、多晶形、水合物、溶剂物、其药学上可接受的盐和药学上可接受的溶剂物以及包含这些化合物的药学上可接受的组合物。本发明的化合物能够有效降低血糖、血清胰岛素、游离脂肪酸、胆固醇和甘油三酯水平，适用于糖尿病的治疗和/或预防。本发明的化合物在肥胖、炎症、自身免疫疾病如多发性硬化症和类风湿性关节炎以及免疫性疾病的治疗中也具有有效性，包括癌症的治疗。此外，这些化合物对于治疗胰岛素抵抗相关的疾病也是有用的。
• AMINO ACID PHENOXY ETHERS, THEIR PREPARATION AND USES
  申请人：Bexel Pharmaceuticals Inc

  公开号：EP1583529B1

  公开（公告）日：2011-11-09
• SALTS OF (S)-2-AMINO-3-{4-[4-(2,4-DIOXO-THIAZOLIDIN-5-YLMETHYL)-PHENOXY]-PHENYL}-PROPIONIC ACID AND ITS METHYL ESTER AS INTERLEUKIN INHIBITORS FOR THE TREATMENT OF OBESITY OR DIABETES
  申请人：Bexel Pharmaceuticals Inc

  公开号：EP1848700B1

  公开（公告）日：2015-12-30