(R)-2-(2-Aminopropyl)-5-thiazolebutanoic acid, ethyl ester | 159877-84-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (R)-2-(2-Aminopropyl)-5-thiazolebutanoic acid, ethyl ester
• 英文别名: ethyl 4-[2-[(2R)-2-aminopropyl]-1,3-thiazol-5-yl]butanoate
• CAS: 159877-84-6
• 化学式: C₁₂H₂₀N₂O₂S
• 分子量: 256.369
• InChiKey: BVSCNWNTAWZZFN-SECBINFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  17
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  93.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (R)-2-(2-Aminopropyl)-5-thiazolebutanoic acid, ethyl ester 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 生成 [S-(R*,S*)]-2-[2-[(2-Hydroxy-3-phenoxypropyl)amino]propyl]-5-thiazolebutanoic acid
  参考文献：
  名称：

  BMS-187257, a potent, selective, and novel heterocyclic β3 adrenergic receptor agonist

  摘要：

  Novel heterocyclic beta(3) adrenergic receptor agonists(2) were prepared and evaluated for their ability to bind to human beta(1), beta(2), and beta(3) adrenergic receptors. Stimulatory effects on the beta(3) adrenergic receptor were also measured. BMS-187257 (4b) was found to be a potent and selective beta(3) agonist. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00417-9
• 作为产物：
  描述：

  6-羟基己酸乙酯 在 溴 、 pyridinium chlorochromate 作用下， 以 1,4-二氧六环 、 乙醚 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 (R)-2-(2-Aminopropyl)-5-thiazolebutanoic acid, ethyl ester
  参考文献：
  名称：

  BMS-187257, a potent, selective, and novel heterocyclic β3 adrenergic receptor agonist

  摘要：

  Novel heterocyclic beta(3) adrenergic receptor agonists(2) were prepared and evaluated for their ability to bind to human beta(1), beta(2), and beta(3) adrenergic receptors. Stimulatory effects on the beta(3) adrenergic receptor were also measured. BMS-187257 (4b) was found to be a potent and selective beta(3) agonist. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00417-9

文献信息

• Thiazole and oxazole-based .beta.3 adrenergic receptor agonists
  申请人：Bristol-Myers Squibb Company

  公开号：US05321036A1

  公开（公告）日：1994-06-14

  Compounds having the formula ##STR1## and pharmaceutically acceptable salts thereof where A is ##STR2## R.sub.3 is --(CH.sub.2).sub.n -- or in the case where R.sub.2 is ##STR3## R.sub.3 in addition to the above may be ##STR4## R.sub.4 is hydroxy, alkoxy, amino, alkylamino or dialkylamino; R.sub.5 is hydrogen, fluorine, chlorine, bromine, iodine, --CN, CF.sub.3, lower alkyl, lower alkoxy, cycloalkyl or aryl; R.sub.6 is lower alkyl, cycloalkyl or aryl; R.sub.7, R.sub.7 ', R.sub.8 and R.sub.8 ' are independently hydrogen or a lower alkyl or R.sub.7 and R.sub.8 may together be CH.sub.2 CH.sub.2 ; Z is hydrogen or ##STR5## m is an integer of 1 or 2; n is zero or an integer of 1 to 6; and p is an integer of 1 to 5. These compounds are beta 3 adrenergic receptor agonists and are useful, therefore for example, in the treatment of diabetes, obesity and gastrointestinal diseases.

  具有如下结构式##STR1##及其药用盐的化合物，其中A为##STR2##，R.sub.3为--(CH.sub.2).sub.n--或者在R.sub.2为##STR3##的情况下，R.sub.3还可以是##STR4##，R.sub.4为羟基、烷氧基、氨基、烷基氨基或二烷基氨基；R.sub.5为氢、氟、氯、溴、碘、--CN、CF.sub.3、低烷基、低烷氧基、环烷基或芳基；R.sub.6为低烷基、环烷基或芳基；R.sub.7、R.sub.7'、R.sub.8和R.sub.8'独立地为氢或低烷基，或者R.sub.7和R.sub.8可以一起为CH.sub.2CH.sub.2；Z为氢或##STR5##，m为1或2的整数；n为0或1至6的整数；p为1至5的整数。这些化合物是β3肾上腺素受体激动剂，因此在糖尿病、肥胖和胃肠疾病的治疗中是有用的。