2-allyl-3-chloro-6-methylphenol | 1310800-50-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-allyl-3-chloro-6-methylphenol
• 英文别名: 3-Chloro-6-methyl-2-prop-2-enylphenol
• CAS: 1310800-50-0
• 化学式: C₁₀H₁₁ClO
• 分子量: 182.65
• InChiKey: BHUVQJSIUCWLAE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-allyl-3-chloro-6-methylphenol 在 sodium periodate 、 四氧化锇 、 potassium tert-butylate 、 水 、 溴 、 potassium carbonate 、 溶剂黄146 作用下， 以 1,4-二氧六环 、 二甲基亚砜 、 丙酮 、 叔丁醇 为溶剂， 反应 53.0h， 生成 3-bromo-2-chloro-6-methoxy-5-methylbenzaldehyde
  参考文献：
  名称：

  Selective and potent agonists for estrogen receptor beta derived from molecular refinements of salicylaldoximes

  摘要：

  In a continuing effort to improve the subtype selectivity and agonist potency of estrogen receptor beta (ER beta) ligands, we have designed and developed a thus far unexplored structural series obtained by molecular refinements of monoaryl-substituted salicylaldoximes (Salaldox B). The most interesting compounds in this series (2c, d) show remarkably high ER beta-binding affinities, with K(i) values reaching the sub-nanomolar range (K(i) = 0.38 nM for 2c and 0.57 nM for 2d), and have very high levels of ER beta-subtype selectivity. Both compounds show a potent full agonist character on ER beta (EC(50) = 0.23 nM for 2c and 1.3 nM for 2d). Furthermore, 2d shows a remarkable functional subtype selectivity, with a beta/alpha transcription potency ratio 50-fold higher than that of estradiol. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.03.030
• 作为产物：
  描述：

  2-(allyloxy)-4-chloro-1-methylbenzene 以80.0 %的产率得到2-allyl-3-chloro-6-methylphenol
  参考文献：
  名称：

  [EN] HETEROCYCLIC GLP-1 AGONISTS
  [FR] AGONISTES HÉTÉROCYCLIQUES DE GLP-1

  摘要：

  它一般涉及 GLP-1 激动剂和包含 GLP-1 激动剂的药物组合物，以及治疗与 GLP-1 相关的疾病、紊乱或病症的方法。

  公开号：

  WO2023138684A1

文献信息

• [EN] HETEROCYCLIC GLP-1 AGONISTS<br/>[FR] AGONISTES HÉTÉROCYCLIQUES DE GLP-1
  申请人：[en]GASHERBRUM BIO , INC.

  公开号：WO2023138684A1

  公开（公告）日：2023-07-27

  It relates generally to GLP-1 agonists and pharmaceutical compositions comprising the same, as well as methods for treating a GLP-1 associated disease, disorder, or condition.

  它一般涉及 GLP-1 激动剂和包含 GLP-1 激动剂的药物组合物，以及治疗与 GLP-1 相关的疾病、紊乱或病症的方法。
• Selective and potent agonists for estrogen receptor beta derived from molecular refinements of salicylaldoximes
  作者：Simone Bertini、Andrea De Cupertinis、Carlotta Granchi、Barbara Bargagli、Tiziano Tuccinardi、Adriano Martinelli、Marco Macchia、Jillian R. Gunther、Kathryn E. Carlson、John A. Katzenellenbogen、Filippo Minutolo

  DOI：10.1016/j.ejmech.2011.03.030

  日期：2011.6

  In a continuing effort to improve the subtype selectivity and agonist potency of estrogen receptor beta (ER beta) ligands, we have designed and developed a thus far unexplored structural series obtained by molecular refinements of monoaryl-substituted salicylaldoximes (Salaldox B). The most interesting compounds in this series (2c, d) show remarkably high ER beta-binding affinities, with K(i) values reaching the sub-nanomolar range (K(i) = 0.38 nM for 2c and 0.57 nM for 2d), and have very high levels of ER beta-subtype selectivity. Both compounds show a potent full agonist character on ER beta (EC(50) = 0.23 nM for 2c and 1.3 nM for 2d). Furthermore, 2d shows a remarkable functional subtype selectivity, with a beta/alpha transcription potency ratio 50-fold higher than that of estradiol. (C) 2011 Elsevier Masson SAS. All rights reserved.