2,3-dihydro-2-methylbenzofuran-6-carboxylic acid | 1261963-69-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 香豆素
• 英文名称: 2,3-dihydro-2-methylbenzofuran-6-carboxylic acid
• 英文别名: 2-Methyl-2,3-dihydro-1-benzofuran-6-carboxylicacid；2-methyl-2,3-dihydro-1-benzofuran-6-carboxylic acid
• CAS: 1261963-69-2
• 化学式: C₁₀H₁₀O₃
• 分子量: 178.188
• InChiKey: NZQOYONFCYTKEM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,3-dihydro-2-methylbenzofuran-6-carboxylic acid 在 氯化亚砜 、 sodium hydroxide 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 2.0h， 生成 N'-tert-butyl-2,3-dihydro-2-methylbenzofuran-6-carbohydrazide
  参考文献：
  名称：

  Synthesis, Crystal Structures, Insecticidal Activities, and Structure−Activity Relationships of Novel N′-tert-Butyl-N′-substituted-benzoyl-N-[di(octa)hydro]benzofuran{(2,3-dihydro)benzo[1,3]([1,4])dioxine}carbohydrazide Derivatives

  摘要：

  Several series of novel N'-tert-butyl-N'-substituted-benzoyl-N[di(octa)hydro]benzofuran{(2,3-dihydro)benzo[1,3]([1,4])dioxine)carbohydrazide derivatives Ia, Ib, IIa-IIg, IIIa, IIIb, and Va-Vc were designed and synthesized. Their structures were confirmed by H-1 NMR spectra, HAMS, and X-ray single-crystal structures. The larvicidal activities against oriental armyworm, beet armyworm, diamond-back moth, and corn borer of these compounds were evaluated and contrasted with those of RH-2485, JS-118, and ANS-118. The larvicidal activities against oriental armyworm indicate that monosubstituent or multisubstituents and the substituting group position cannot promote increasing activities and that the cycle region in the general structure of IIa-IIg is much more sensitive to activity than that in the general structure of Ia and Ib. The space volume of the A ring in the structure of Va cannot be too large; if it is, the activity will be decreased significantly. Stomach toxicities against beet armyworm, diamond-back moth, and corn borer of compounds Ia, Ib and IIg indicate that benzoheterocyclic analogues of N'-tert-butyl-N,N'-diacylhydrazines show significant selectivities to different lepidopterous pests.

  DOI：

  10.1021/jf104196t
• 作为产物：
  描述：

  methyl 3-(prop-2-ynyloxy)benzoate 在 palladium 10% on activated carbon 、 氢气 、 溶剂黄146 、 cesium fluoride 、 N,N-二乙基苯胺 、 sodium hydroxide 作用下， 以 水 为溶剂， 70.0 ℃ 、7.09 MPa 条件下， 反应 59.0h， 生成 2,3-dihydro-2-methylbenzofuran-6-carboxylic acid
  参考文献：
  名称：

  Synthesis, Crystal Structures, Insecticidal Activities, and Structure−Activity Relationships of Novel N′-tert-Butyl-N′-substituted-benzoyl-N-[di(octa)hydro]benzofuran{(2,3-dihydro)benzo[1,3]([1,4])dioxine}carbohydrazide Derivatives

  摘要：

  Several series of novel N'-tert-butyl-N'-substituted-benzoyl-N[di(octa)hydro]benzofuran{(2,3-dihydro)benzo[1,3]([1,4])dioxine)carbohydrazide derivatives Ia, Ib, IIa-IIg, IIIa, IIIb, and Va-Vc were designed and synthesized. Their structures were confirmed by H-1 NMR spectra, HAMS, and X-ray single-crystal structures. The larvicidal activities against oriental armyworm, beet armyworm, diamond-back moth, and corn borer of these compounds were evaluated and contrasted with those of RH-2485, JS-118, and ANS-118. The larvicidal activities against oriental armyworm indicate that monosubstituent or multisubstituents and the substituting group position cannot promote increasing activities and that the cycle region in the general structure of IIa-IIg is much more sensitive to activity than that in the general structure of Ia and Ib. The space volume of the A ring in the structure of Va cannot be too large; if it is, the activity will be decreased significantly. Stomach toxicities against beet armyworm, diamond-back moth, and corn borer of compounds Ia, Ib and IIg indicate that benzoheterocyclic analogues of N'-tert-butyl-N,N'-diacylhydrazines show significant selectivities to different lepidopterous pests.

  DOI：

  10.1021/jf104196t

文献信息

• Quinoline derivatives as inhibitors of heat shock factor 1 pathway activity
  申请人：Cancer Research Technology Limited

  公开号：US10647678B2

  公开（公告）日：2020-05-12

  The present invention relates to compounds of formula I wherein R, R4 and Q are each as defined herein. The compounds of the present invention are inhibitors of heat shock factor 1 pathway (HSF1 pathway). In particular, the present invention relates to the use of these compounds as therapeutic agents for the treatment and/or prevention of proliferative diseases, such as cancer. The present invention also relates to processes for the preparation of these compounds, and to pharmaceutical compositions comprising them.

  本发明涉及式 I 的化合物 其中R、R4和Q各自如本文所定义。本发明的化合物是热休克因子 1 途径（HSF1 途径）的抑制剂。特别是，本发明涉及将这些化合物用作治疗和/或预防增殖性疾病（如癌症）的治疗剂。本发明还涉及这些化合物的制备工艺以及包含这些化合物的药物组合物。
• QUINOLINE DERIVATIVES AS INHIBITORS OF HEAT SHOCK FACTOR 1 PATHWAY ACTIVITY
  申请人：CANCER RESEARCH TECHNOLOGY LIMITED

  公开号：EP3283484A1

  公开（公告）日：2018-02-21
• [EN] QUINOLINE DERIVATIVES AS INHIBITORS OF HEAT SHOCK FACTOR 1 PATHWAY ACTIVITY<br/>[FR] DÉRIVÉS DE QUINOLÉINE UTILISÉS EN TANT QU'INHIBITEURS DE L'ACTIVITÉ DE LA VOIE DU FACTEUR DE CHOC THERMIQUE 1
  申请人：CANCER RES TECH LTD

  公开号：WO2016156872A1

  公开（公告）日：2016-10-06

  The present invention relates to compounds of formula I, wherein R1, R4 and Q are each as defined herein. The compounds of the present invention are inhibitors of heat shock factor 1 pathway (HSF1 pathway). In particular, the present invention relates to the use of these compounds as therapeutic agents for the treatment and/or prevention of proliferative diseases, such as cancer. The present invention also relates to processes for the preparation of these compounds, and to pharmaceutical compositions comprising them.