4-[4-(2-bromoethoxy)phenyl]butyric acid methyl ester | 1079821-69-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-[4-(2-bromoethoxy)phenyl]butyric acid methyl ester
• 英文别名: 4-[4-(2-bromoethoxy)phenyl]butanoic acid methyl ester；4-(4-(2-Bromoethoxy)phenyl)butanoic acid methyl ester；methyl 4-[4-(2-bromoethoxy)phenyl]butanoate
• CAS: 1079821-69-4
• 化学式: C₁₃H₁₇BrO₃
• 分子量: 301.18
• InChiKey: FSGLNDCWWZMVKU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  17
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-[4-(2-bromoethoxy)phenyl]butyric acid methyl ester 、 2-苯胺基吡啶 在 sodium hydride 、 potassium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.5h， 以21%的产率得到4-{4-[2-(phenyl-2-pyridinylamino)ethoxy]phenyl}butyric acid methyl ester
  参考文献：
  名称：

  Identification of G protein-coupled receptor 120-selective agonists derived from PPARγ agonists

  摘要：

  A weak, nonselective G protein-coupled receptor 120 (GPR120) agonist 10 was found by screening a series of carboxylic acids derived from the peroxisome proliferator-activated receptor gamma (PPAR gamma) agonist 3. Modification based on the homology model of GPR120 led to the first GPR120-selective agonist 12. These results provide a basis for constructing new tools for probing the biology of GPR120 and for developing new candidate therapeutic agents.

  DOI：

  10.1021/jm800970b
• 作为产物：
  描述：

  4-羟基苯丁酸甲酯 、 2-溴乙醇 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 以19%的产率得到4-[4-(2-bromoethoxy)phenyl]butyric acid methyl ester
  参考文献：
  名称：

  Identification of G protein-coupled receptor 120-selective agonists derived from PPARγ agonists

  摘要：

  A weak, nonselective G protein-coupled receptor 120 (GPR120) agonist 10 was found by screening a series of carboxylic acids derived from the peroxisome proliferator-activated receptor gamma (PPAR gamma) agonist 3. Modification based on the homology model of GPR120 led to the first GPR120-selective agonist 12. These results provide a basis for constructing new tools for probing the biology of GPR120 and for developing new candidate therapeutic agents.

  DOI：

  10.1021/jm800970b

文献信息

• G-Protein-Conjugated Receptor Agonist
  申请人：Tsujimoto Gozoh

  公开号：US20110184031A1

  公开（公告）日：2011-07-28

  Disclosed is a novel aralkyl carboxylic acid compound which has an agonistic activity on GPR-120 and/or GPR-40, particularly GPR-120, and is therefore useful as an appetite regulator, an anti-obesity agent, a therapeutic agent for diabetes, a pancreatic beta differentiating cell growth enhancer, a therapeutic agent for metabolic syndrome, a therapeutic agent for a gastrointestinal disease, a therapeutic agent for a neuropathy, a therapeutic agent for a mental disorder, a therapeutic agent for a pulmonary disease, a therapeutic agent for a pituitary hormone secretion disorder or a lipid flavoring/seasoning agent. The aralkyl carboxylic acid compound is represented by the general formula (I). (I) wherein the ring Q represents a pyridyl or the like; R 1 represents a C 1-6 alkyl group or the like; R 2 represents a hydrogen atom, a C 1-4 alkyl group or a C 1-4 alkoxy group; m and n independently represent an integer of 1 to 5; and X represents an oxygen atom, a sulfur atom or —NR 3 — [wherein R 3 represents a hydrogen atom or a C 1-4 alkyl group].

  本发明揭示了一种新型的芳基羧酸化合物，其具有对GPR-120和/或GPR-40，特别是GPR-120的激动活性，因此可用作食欲调节剂、抗肥胖剂、糖尿病治疗剂、胰岛素分化细胞生长增强剂、代谢综合征治疗剂、胃肠疾病治疗剂、神经病治疗剂、精神障碍治疗剂、肺部疾病治疗剂、垂体激素分泌障碍治疗剂或脂肪调味/调料剂。芳基羧酸化合物由通式（I）表示。其中，环Q表示吡啶基或类似物；R1表示C1-6烷基或类似物；R2表示氢原子、C1-4烷基或C1-4烷氧基；m和n独立地表示1至5的整数；X表示氧原子、硫原子或-NR3- [其中R3表示氢原子或C1-4烷基]。
• G-protein-conjugated receptor agonist
  申请人：Japan Science and Technology Agency

  公开号：US08318781B2

  公开（公告）日：2012-11-27

  Disclosed is a novel aralkyl carboxylic acid compound which has an agonistic activity on GPR-120 and/or GPR-40, particularly GPR-120, and is therefore useful as an appetite regulator, an anti-obesity agent, a therapeutic agent for diabetes, a pancreatic beta differentiating cell growth enhancer, a therapeutic agent for metabolic syndrome, a therapeutic agent for a gastrointestinal disease, a therapeutic agent for a neuropathy, a therapeutic agent for a mental disorder, a therapeutic agent for a pulmonary disease, a therapeutic agent for a pituitary hormone secretion disorder or a lipid flavoring/seasoning agent. The aralkyl carboxylic acid compound is represented by the general formula (I). (I) wherein the ring Q represents a pyridyl or the like; R1 represents a C1-6 alkyl group or the like; R2 represents a hydrogen atom, a C1-4 alkyl group or a C1-4 alkoxy group; m and n independently represent an integer of 1 to 5; and X represents an oxygen atom, a sulfur atom or —NR3— [wherein R3 represents a hydrogen atom or a C1-4 alkyl group].

  本发明揭示了一种新的芳基烷基羧酸化合物，其具有对GPR-120和/或GPR-40，特别是GPR-120的激动作用，因此可用作食欲调节剂、抗肥胖剂、糖尿病治疗剂、胰岛素β分化细胞生长增强剂、代谢综合征治疗剂、胃肠疾病治疗剂、神经病治疗剂、精神障碍治疗剂、肺病治疗剂、垂体激素分泌障碍治疗剂或脂肪调味/调料剂。该芳基烷基羧酸化合物由通式（I）表示。(I)其中环Q代表吡啶基或类似物；R1代表C1-6烷基或类似物；R2代表氢原子、C1-4烷基或C1-4烷氧基；m和n独立地表示1到5的整数；X代表氧原子、硫原子或—NR3—[其中R3代表氢原子或C1-4烷基]。
• G-PROTEIN-CONJUGATED RECEPTOR AGONIST
  申请人：Japan Science and Technology Agency

  公开号：EP2151236A1

  公开（公告）日：2010-02-10

  Disclosed is a novel aralkyl carboxylic acid compound which has an agonistic activity on GPR-120 and/or GPR-40, particularly GPR-120, and is therefore useful as an appetite regulator, an anti-obesity agent, a therapeutic agent for diabetes, a pancreatic beta differentiating cell growth enhancer, a therapeutic agent for metabolic syndrome, a therapeutic agent for a gastrointestinal disease, a therapeutic agent for a neuropathy, a therapeutic agent for a mental disorder, a therapeutic agent for a pulmonary disease, a therapeutic agent for a pituitary hormone secretion disorder or a lipid flavoring/seasoning agent. The aralkyl carboxylic acid compound is represented by the general formula (I). (I) wherein the ring Q represents a pyridyl or the like; R1 represents a C1-6 alkyl group or the like; R2 represents a hydrogen atom, a C1-4 alkyl group or a C1-4 alkoxy group; m and n independently represent an integer of 1 to 5; and X represents an oxygen atom, a sulfur atom or - NR3- [wherein R3 represents a hydrogen atom or a C1-4 alkyl group].

  本发明公开了一种新型芳烷基羧酸化合物，该化合物对 GPR-120 和/或 GPR-40（尤其是 GPR-120）具有激动活性，因此可用作食欲调节剂、抗肥胖剂、糖尿病治疗剂、胰腺β分化细胞生长促进剂、代谢综合征治疗剂、胃肠道疾病治疗剂、神经病治疗剂、精神疾病治疗剂、肺病治疗剂、垂体激素分泌紊乱治疗剂或脂质调味/调料剂。芳烷基羧酸化合物由通式 (I) 表示。(I) 其中环 Q 代表吡啶基或类似物；R1 代表 C1-6 烷基或类似物；R2 代表氢原子、C1-4 烷基或 C1-4 烷氧基；m 和 n 独立地代表 1 至 5 的整数；X 代表氧原子、硫原子或 - NR3-[其中 R3 代表氢原子或 C1-4 烷基]。
• EP2151236
  申请人：——

  公开号：——

  公开（公告）日：——
• US8318781B2
  申请人：——

  公开号：US8318781B2

  公开（公告）日：2012-11-27