methyl 3-(4-(2-bromoethoxy)phenyl)propanoate | 100388-13-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: methyl 3-(4-(2-bromoethoxy)phenyl)propanoate
• 英文别名: methyl 3-[4-(2-bromoethoxy)phenyl]propanoate
• CAS: 100388-13-4
• 化学式: C₁₂H₁₅BrO₃
• 分子量: 287.153
• InChiKey: WFAAIYIQCPKNNM-UHFFFAOYSA-N

物化性质

• 沸点：
  351.6±27.0 °C(Predicted)
• 密度：
  1.351±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 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：

  methyl 3-(4-(2-bromoethoxy)phenyl)propanoate 在 sodium hydroxide 、 sodium hydride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 NCP14
  参考文献：
  名称：

  Design, synthesis, and biological activity of novel PPARγ ligands based on rosiglitazone and 15d-PGJ2

  摘要：

  To develop novel PPAR gamma ligands, we synthesized thirteen 3-{4-(2-aminoethoxy)phenyl}propanoic acid derivatives, which are designed based on the structures of rosiglitazone and 15d-PGJ(2). Among these compounds, compound 9 was found to be as potent as rosiglitazone in a binding assay and a preadipocyte differentiation test. Molecular modeling suggested that the nonyl group of 9 interacted with hydrophobic amino acid residues constructing the hydrophobic region of PPAR gamma protein where the alkyl chain of 15d-PGJ(2) is expected to be located. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.01.074
• 作为产物：
  描述：

  对羟基苯丙酸 、 1,2-二溴乙烷 在 sodium hydroxide 作用下， 生成 methyl 3-(4-(2-bromoethoxy)phenyl)propanoate
  参考文献：
  名称：

  The localization of type 2 diabetes susceptibility gene loci in northern Chinese Han families

  摘要：

  We conducted a genome-wide scan, in which 358 well distributed fluorescent dye-labeled microsatellite marker sets were applied in 32 Chinese Han type 2 diabetes families from Northern China to search for the susceptibility gene loci. The data collected from screening all the chromosomes of genome were genotyped by using genescan and genotyping software, then, parametric and non-parametric multipoint test, and affected sib-pair analysis as well, were used to analyze the data. We identified some susceptibility gene loci residing in chromosomes 1,12,18,20, respectively, or precisely, located around D1S214, D1S207, D1S218, D1S235, D12S336, D18S61 and D20S118. The comparison of this result with those from other regions and races reflected the complexity and heterogeneity of type 2 diabetes.

  DOI：

  10.1007/bf02886269

文献信息

• 一类四氢异喹啉化合物及其盐的制备和医药 用途
  申请人：中国医学科学院药物研究所

  公开号：CN108239029B

  公开（公告）日：2021-04-13

  本发明公开了一类新的四氢异喹啉化合物、其制法和其药物组合物与用途。具体公开了一类通式(Ⅰ)所示化合物及其药学上可接受的盐，这类化合物的制备过程，含有通式(Ⅰ)化合物的药物组合物，以及这类化合物和药物组合物在治疗2型糖尿病、高血脂、脂肪肝相关疾病方面的应用。
• Synthesis and biological evaluation of tyrosine derivatives as peripheral 5HT2A receptor antagonists for nonalcoholic fatty liver disease
  作者：Minhee Kim、Wonil Choi、Jihyeon Yoon、Byung-kwan Jeong、Suvarna H. Pagire、Haushabhau S. Pagire、Jungsun Park、Jung Eun Nam、Chang Joo Oh、Jae-Han Jeon、Seong Soon Kim、Byung Hoi Lee、Jin Sook Song、Myung Ae Bae、In-Kyu Lee、Hail Kim、Jin Hee Ahn

  DOI：10.1016/j.ejmech.2022.114517

  日期：2022.9

  Non-alcoholic fatty liver disease (NAFLD), attributed to excessive fat accumulation in the liver, is reportedly prevalent worldwide. NAFLD is one of the leading causes of chronic liver disease, including non-alcoholic steatohepatitis (NASH), cirrhosis, and hepatic cellular carcinoma (HCC). The peripheral roles of serotonin (5-hydroxytryptamine, 5HT) were found to regulate hepatic lipid metabolism.

  据报道，非酒精性脂肪性肝病 (NAFLD) 归因于肝脏中过多的脂肪堆积，在世界范围内普遍存在。NAFLD 是慢性肝病的主要原因之一，包括非酒精性脂肪性肝炎 (NASH)、肝硬化和肝细胞癌 (HCC)。发现血清素（5-羟色胺，5HT）的外周作用可调节肝脏脂质代谢。在血清素受体亚型中，已知5HT 2A受体调节肝脏脂质代谢。高脂饮食 (HFD) 喂养后肝脏特异性5HT 2A受体敲除 ( 5HT 2A受体 LKO) 小鼠的肝脏脂质积累和肝脏甘油三酯 (TG) 减少。在本研究中，我们探索了一系列新的外周作用 5HT2A受体拮抗剂。化合物14a表现出良好的体外活性，IC 50值为0.17 nM。化合物14a表现出良好的微粒体稳定性，没有显着的 CYP 和 hERG 抑制，以及 5HT 受体亚型选择性。14a的脑血浆比低于量化下限，表明血脑屏障 (BBB) 渗透有限。喂食 HFD 的14a处理的小鼠表现