3-(m-chlorophenoxy)propanol, methanesulfonate ester | 57264-56-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-(m-chlorophenoxy)propanol, methanesulfonate ester
• 英文别名: 3-(3-chlorophenoxy)-propyl 1-methanesulphonate；1-Propanol, 3-(3-chlorophenoxy)-, 1-methanesulfonate；3-(3-chlorophenoxy)propyl methanesulfonate
• CAS: 57264-56-9
• 化学式: C₁₀H₁₃ClO₄S
• 分子量: 264.73
• InChiKey: OQDJENQZXOCAFG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  61
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(m-chlorophenoxy)propanol, methanesulfonate ester 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 8.0h， 生成 {1-benzyl-5-[2-(3-chlorophenoxy)ethoxy]-1H-indol-3-yl}acetic acid methyl ester
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of a series of alkoxy-3-indolylacetic acids as peroxisome proliferator-activated receptor γ/δ agonists

  摘要：

  A series of alkoxy-3-indolylacetic acid analogs has been discovered as peroxisome proliferator-activated receptor (PPAR) agonists. Structure-activity relationship study indicated that PPAR alpha/gamma/delta activities were dependent on the nature of the hydrophobic group, the attachment position of the alkoxy linker to the indole ring, and N-alkylation of indole nitrogen. Some compounds presented significant PPAR gamma/delta activity and molecular modeling suggested their putative binding modes in the ligand binding domain of PPAR gamma. Of these, compound 51 was selected for in vivo study via an evaluation of microsomal stability in mouse and human liver. Compound 51 lowered the levels of fasting blood glucose, insulin, and HbA1c without gain in body weight in db/db mice. When compound 51 was treated, hepatic triglycerides level and the size of adipocytes in white adipose tissue of db/db mice were also reduced as opposed to treatment with rosiglitazone. Taken together, compound 51 shows high potential warranting further studies in models for diabetes and related metabolic disorders and may be in use as a chemical tool for the understanding of PPAR biology. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.04.046
• 作为产物：
  描述：

  3-(3-chlorophenoxy)-1-propanol 以 吡啶 为溶剂， 生成 3-(m-chlorophenoxy)propanol, methanesulfonate ester
  参考文献：
  名称：

  Imidazolium salts

  摘要：

  新型的四元咪唑盐，其中咪唑阳离子的一个氮原子上取代有一个##EQU1##基团，其中每个A是芳基基团，B是脂肪基、芳基取代的脂肪基或芳基基团，这些盐可用作抗微生物剂。

  公开号：

  US03991202A1

文献信息

• Aminodesoxy-1.4;3.6-dianhydrohexitol nitrates and pharmaceutical
  申请人：Firma Willmar Schwabe

  公开号：US04363805A1

  公开（公告）日：1982-12-14

  Aminodesoxy-1.4;3.6-dianhydrohexitol nitrates of the general formula I, ##STR1## wherein R.sup.1 and R.sup.2 possess the meanings given in claim 1, as well as their pharmacologically acceptable acid-addition salts; processes for the preparation of said compounds, and pharmaceutical compositions containing at least one of said compounds.

  一般式I的氨基去氧-1.4;3.6-二羟基环己醇硝酸酯，其中R.sup.1和R.sup.2具有权利要求1中给出的含义，以及它们的药理学上可接受的酸盐；制备上述化合物的方法，以及含有至少一种上述化合物的药物组合物。
• US3991202A
  申请人：——

  公开号：US3991202A

  公开（公告）日：1976-11-09
• US4017631A
  申请人：——

  公开号：US4017631A

  公开（公告）日：1977-04-12
• US4363805A
  申请人：——

  公开号：US4363805A

  公开（公告）日：1982-12-14