ethyl 2-chloro-5-cyclopropylbenzoate | 1119088-79-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ethyl 2-chloro-5-cyclopropylbenzoate
• CAS: 1119088-79-7
• 化学式: C₁₂H₁₃ClO₂
• 分子量: 224.687
• InChiKey: DYRAXJTYMHFVAO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  ethyl 2-chloro-5-cyclopropylbenzoate 在 lithium hydroxide monohydrate 、 氯甲酸异丙酯 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 0.08h， 生成
  参考文献：
  名称：

  Identification, Optimization, and Pharmacology of Acylurea GHS-R1a Inverse Agonists

  摘要：

  Ghrelin plays a major physiological role in the control of food intake, and inverse agonists of the ghrelin receptor (GHS-R1a) are widely considered to offer utility as antiobesity agents by lowering the set-point for hunger between meals. We identified an acylurea series of ghrelin modulators from high throughput screening and optimized binding affinity through structure activity relationship studies. Furthermore, we identified specific substructural changes, which switched partial agonist activity to inverse agonist activity, and optimized physicochemical and DMPK properties to afford the non-CNS penetrant inverse agonist 22 (AZ-GHS-22) and the CNS penetrant inverse agonist 38 (AZ-GHS-38). Free feeding efficacy experiments showed that CNS exposure was necessary to obtain reduced food intake in mice, and it was demonstrated using GHS-R1a null and wild-type mice that this effect operates through a mechanism involving GHS-R1a.

  DOI：

  10.1021/jm500610n
• 作为产物：
  描述：

  环丙基硼酸频哪醇酯 、 5-溴-2-氯苯甲酸乙酯 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride caesium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 2.0h， 以92%的产率得到ethyl 2-chloro-5-cyclopropylbenzoate
  参考文献：
  名称：

  [EN] AZABIPHENYLAMINOBENZOIC ACID DERIVATIVES AS DHODH INHIBITORS
  [FR] DÉRIVÉS D'ACIDE AZABIPHÉNYLAMINOBENZOÏQUE COMME INHIBITEURS DE LA DHODH

  摘要：

  揭示了具有化学结构式(I)的新的阿扎比苯胺基苯甲酸衍生物；以及它们的制备过程、包含它们的药物组合物以及它们在治疗中作为脱氢乳酸脱氢酶（DHODH）抑制剂的用途。

  公开号：

  WO2009021696A1

文献信息

• [EN] BENZOTHIAZOLES AS GHRELIN RECEPTOR MODULATORS<br/>[FR] AGENTS THÉRAPEUTIQUES - 802
  申请人：ASTRAZENECA AB

  公开号：WO2009047558A1

  公开（公告）日：2009-04-16

  A compound of formula (I) or a pharmaceutically acceptable salt thereof in which R1, R2 , R3, R4 and m are as described in the specification for use in the treatment of obesity and/or diabetes.

  化合物的分子式（I）或其药用盐，其中R1、R2、R3、R4和m如说明书中所述，用于治疗肥胖和/或糖尿病。
• AZABIPHENYLAMINOBENZOIC ACID DERIVATIVES AS DHODH INHIBITORS
  申请人：Castro Palomino Laria Julio Cesar

  公开号：US20110212945A1

  公开（公告）日：2011-09-01

  The present disclosure relates to new azabiphenylaminobenzoic acid derivatives of formula (I); as well as processes for their preparation, pharmaceutical compositions comprising them, and their use in therapy as inhibitors of the dehydroorotate dihydrogenase (DHODH).

  本公开涉及新的式(I)的氮杂联苯氨基苯甲酸衍生物，以及它们的制备方法，包括它们的制药组合物，以及它们在治疗中作为脱氢鸟嘌呤二氢酶（DHODH）抑制剂的用途。
• THERAPEUTIC AGENTS
  申请人：ALLEN Jack McQueen

  公开号：US20120115845A1

  公开（公告）日：2012-05-10

  A compound of formula I or a pharmaceutically acceptable salt thereof in which R 1 , R 2 , R 3 , R 4 and m are as described in the specification for use in the treatment of obesity and/or diabetes.

  公式I的化合物或其药学上可接受的盐，其中R1、R2、R3、R4和m如说明书所述，用于治疗肥胖症和/或糖尿病。
• BENZOTHIAZOLES AS GHRELIN RECEPTOR MODULATORS
  申请人：Allen Jack McQueen

  公开号：US20110124621A1

  公开（公告）日：2011-05-26

  A compound of formula I or a pharmaceutically acceptable salt thereof in which R 1 , R 2 , R 3 , R 4 and m are as described in the specification for use in the treatment of obesity and/or diabetes.

  化合物I的式或其药学上可接受的盐，其中R1、R2、R3、R4和m如规范所述，用于治疗肥胖和/或糖尿病。
• Azabiphenylaminobenzoic acid derivatives as DHODH inhibitors
  申请人：Castro Palomino Laria Julio Cesar

  公开号：US08536165B2

  公开（公告）日：2013-09-17

  The present disclosure relates to new azabiphenylaminobenzoic acid derivatives of formula (I); as well as processes for their preparation, pharmaceutical compositions comprising them, and their use in therapy as inhibitors of the dehydroorotate dihydrogenase (DHODH).

  本公开涉及公式（I）的新型氮杂双苯胺基苯甲酸衍生物，以及它们的制备方法、包含它们的制药组合物和它们作为脱氢鸟嘌呤双氢酶（DHODH）抑制剂在治疗中的应用。