3-ethoxy-5-methoxybenzoic acid | 62502-03-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-ethoxy-5-methoxybenzoic acid
• 英文别名: 3-Ethoxy-5-methoxybenzoesaeure；3-Aethoxy-5-methoxy-benzoesaeure；3-Ethoxy-5-methoxybenzoic acid
• CAS: 62502-03-8
• 化学式: C₁₀H₁₂O₄
• 分子量: 196.203
• InChiKey: QENKSFRQXANPAD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-fluorobenzenesulfonylhydrazide 、 3-ethoxy-5-methoxybenzoic acid 在 N-羟基-7-氮杂苯并三氮唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 乙腈 为溶剂， 反应 17.0h， 以65%的产率得到N'-(3-ethoxy-5-methoxybenzoyl)-2-fluorobenzenesulfonohydrazide
  参考文献：
  名称：

  Discovery of Acylsulfonohydrazide-Derived Inhibitors of the Lysine Acetyltransferase, KAT6A, as Potent Senescence-Inducing Anti-Cancer Agents

  摘要：

  A high-throughput screen designed to discover new inhibitors of histone acetyltransferase KAT6A uncovered CTX-0124143 (1), a unique aryl acylsulfonohydrazide with an IC50 of 1.0 mu M. Using this acylsulfonohydrazide as a template, we herein disclose the results of our extensive structure-activity relationship investigations, which resulted in the discovery of advanced compounds such as 55 and 80. These two compounds represent significant improvements on our recently reported prototypical lead WM-8014 (3) as they are not only equivalently potent as inhibitors of KAT6A but are less lipophilic and significantly more stable to microsomal degradation. Furthermore, during this process, we discovered a distinct structural subclass that contains key 2-fluorobenzenesulfonyl and phenylpyridine motifs, culminating in the discovery of WM-1119 (4). This compound is a highly potent KAT6A inhibitor (IC50 = 6.3 nM; K-D = 0.002 mu M), competes with Ac-CoA by binding to the Ac-CoA binding site, and has an oral bioavailability of 56% in rats.

  DOI：

  10.1021/acs.jmedchem.9b02071
• 作为产物：
  描述：

  乙醇 、 3-羟基-5-甲氧基苯甲酸 在 硫酸 作用下， 生成 3-ethoxy-5-methoxybenzoic acid
  参考文献：
  名称：

  v. Wacek, Chemische Berichte, 1930, vol. 63, p. 2984,2988

  摘要：

  DOI：

文献信息

• [EN] ARYL SULFONOHYDRAZIDES<br/>[FR] ARYL-SULFONOHYDRAZIDES
  申请人：UNIV MONASH

  公开号：WO2016198507A1

  公开（公告）日：2016-12-15

  Compound of formula (I) wherein A is selected from (i), where RF1 is H or F; (ii); (iii) a N-containing C6 heteroaryl group; and B is (B), where X1 is either CRF2 or N, where RF2 is H or F; X2 is either CR3 or N, where R3 is selected from H, Me, CI, F OMe; X3 is either CH or N; X4 is either CRF3 or N, where RF3 is H or F; where only one or two of X1, X2, X3 and X4 may be N; and R4 is selected from I, optionally substituted phenyl, optionally substituted C5-6 heteroaryl; optionally substituted C1-6 aIkyI and optionally substituted C1-6 alkoxy, which are useful in the treatment of a condition ameliorated by the inhibition of MOZ.

  化合物的结构式（I），其中A从（i）中选择，其中RF1为H或F；（ii）；（iii）含氮的C6杂环芳基团；B为（B），其中X1为CRF2或N，其中RF2为H或F；X2为CR3或N，其中R3从H，Me，CI，F OMe中选择；X3为CH或N；X4为CRF3或N，其中RF3为H或F；其中X1、X2、X3和X4中仅有一个或两个可能为N；R4从I，可选择取代的苯基，可选择取代的C5-6杂环芳基；可选择取代的C1-6烷基和可选择取代的C1-6烷氧基中选择，这些化合物在通过抑制MOZ改善的疾病治疗中有用。
• Aryl sulfonohydrazides
  申请人：MONASH UNIVERSITY

  公开号：US10829446B2

  公开（公告）日：2020-11-10

  Compound of formula I: wherein: A is selected from: (i) where RF1 is H or F; (ii) (iii) a N-containing C6 heteroaryl group; and B is where X1 is either CRF2 or N, where RF2 is H or F; X2 is either CR3 or N, where R3 is selected from H, Me, Cl, F OMe; X3 is either CH or N; X4 is either CRF3 or N, where RF3 is H or F; where only one or two of X1, X2, X3 and X4 may be N; and R4 is selected from I, optionally substituted phenyl, optionally substituted C5-6 heteroaryl; optionally substituted C1-6 alkyl and optionally substituted C1-6 alkoxy, which are useful in the treatment of a condition ameliorated by the inhibition of MOZ.

  式 I 的化合物： 其中 A 选自 (i) 其中 RF1 为 H 或 F； (ii) (iii) 含 N 的 C6 杂芳基；以及 B 是 其中 X1 是 CRF2 或 N，其中 RF2 是 H 或 F；X2 是 CR3 或 N，其中 R3 选自 H、Me、Cl、F OMe；X3 是 CH 或 N；X4 是 CRF3 或 N，其中 RF3 是 H 或 F；其中 X1、X2、X3 和 X4 中只有一个或两个可以是 N；以及 R4 选自 I、任选取代的苯基、任选取代的 C5-6 杂芳基、任选取代的 C1-6 烷基和任选取代的 C1-6 烷氧基，它们可用于治疗通过抑制 MOZ 而改善的病症。
• Stilbene glucosides in the bark of Picea sitchensis
  作者：Masakazu Aritomi、Dervilla M.X. Donnelly

  DOI：10.1016/s0031-9422(00)88881-0

  日期：1976.1
• EP3307258B1
  申请人：——

  公开号：EP3307258B1

  公开（公告）日：2020-12-16
• ARYL SULFONOHYDRAZIDES
  申请人：MONASH UNIVERSITY

  公开号：US20180222857A1

  公开（公告）日：2018-08-09

  Compound of formula I: wherein: A is selected from: (i) where R F1 is H or F; (ii) (iii) a N-containing C 6 heteroaryl group; and B is where X 1 is either CR F2 or N, where R F2 is H or F; X 2 is either CR 3 or N, where R 3 is selected from H, Me, Cl, F OMe; X 3 is either CH or N; X 4 is either CR F3 or N, where R F3 is H or F; where only one or two of X 1 , X 2 , X 3 and X 4 may be N; and R 4 is selected from I, optionally substituted phenyl, optionally substituted C 5-6 heteroaryl; optionally substituted C 1-6 alkyl and optionally substituted C 1-6 alkoxy, which are useful in the treatment of a condition ameliorated by the inhibition of MOZ.