methyl 3-chloro-6-hydroxy-2-methylbenzoate | 203109-73-3

• 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: methyl 3-chloro-6-hydroxy-2-methylbenzoate
• 英文别名: Methyl 3-chloro-6-hydroxy-2-methylbenzoate
• CAS: 203109-73-3
• 化学式: C₉H₉ClO₃
• 分子量: 200.622
• InChiKey: HLBZSWLSLNDDET-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 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：

  methyl 3-chloro-6-hydroxy-2-methylbenzoate 在 水 、 sodium hydroxide 作用下， 反应 2.0h， 以95%的产率得到3-chloro-6-hydroxy-2-methylbenzoic acid
  参考文献：
  名称：

  Synthesis of Inducamides A and B

  摘要：

  The inducamides are a family of chlorinated alkaloids featuring an amide arising from union of an L-tryptophan to a rare chlorosalicylic acid unit, the production of which is linked to a chemically induced mutation in the RNA polymerase of Streptomyces sp. (SNC-109-M3). The synthesis of inducamides A and B has been accomplished by the coupling of 6-hydroxy-3-chloro-2-methylbenzoic acid with L-6-chlorotryptophan and L-tryptophan, respectively, followed by ester hydrolysis. The spectroscopic data and optical rotation for each synthetic sample confirm the structures of these silent secondary metabolites and their biosynthesis from L-tryptophan.

  DOI：

  10.1021/acs.jnatprod.5b00889
• 作为产物：
  描述：

  2-甲氧基-6-甲基苯甲酸甲酯 在 aluminum (III) chloride 、 N-氯代丁二酰亚胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 84.0h， 生成 methyl 3-chloro-6-hydroxy-2-methylbenzoate
  参考文献：
  名称：

  Synthesis of Inducamides A and B

  摘要：

  The inducamides are a family of chlorinated alkaloids featuring an amide arising from union of an L-tryptophan to a rare chlorosalicylic acid unit, the production of which is linked to a chemically induced mutation in the RNA polymerase of Streptomyces sp. (SNC-109-M3). The synthesis of inducamides A and B has been accomplished by the coupling of 6-hydroxy-3-chloro-2-methylbenzoic acid with L-6-chlorotryptophan and L-tryptophan, respectively, followed by ester hydrolysis. The spectroscopic data and optical rotation for each synthetic sample confirm the structures of these silent secondary metabolites and their biosynthesis from L-tryptophan.

  DOI：

  10.1021/acs.jnatprod.5b00889

文献信息

• COMPOUNDS FOR THE TREATMENT OF NEUROMUSCULAR DISORDERS
  申请人：[en]NMD PHARMA A/S

  公开号：WO2024121129A1

  公开（公告）日：2024-06-13

  The present disclosure relates to compounds suitable for treating, ameliorating and/or preventing neuromuscular disorders, including the reversal of drug-induced neuromuscular blockade. The compounds as defined herein can inhibit the CIC-1 ion channel.
• Synthesis of Inducamides A and B
  作者：Lydia M. Scott、Jonathan Sperry

  DOI：10.1021/acs.jnatprod.5b00889

  日期：2016.3.25

  The inducamides are a family of chlorinated alkaloids featuring an amide arising from union of an L-tryptophan to a rare chlorosalicylic acid unit, the production of which is linked to a chemically induced mutation in the RNA polymerase of Streptomyces sp. (SNC-109-M3). The synthesis of inducamides A and B has been accomplished by the coupling of 6-hydroxy-3-chloro-2-methylbenzoic acid with L-6-chlorotryptophan and L-tryptophan, respectively, followed by ester hydrolysis. The spectroscopic data and optical rotation for each synthetic sample confirm the structures of these silent secondary metabolites and their biosynthesis from L-tryptophan.