O-carbamoylsalicylic acid | 107575-63-3

• 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: O-carbamoylsalicylic acid
• 英文别名: 2-carbamoyloxy-benzoic acid；2-carbamoyloxybenzoic acid
• CAS: 107575-63-3
• 化学式: C₈H₇NO₄
• 分子量: 181.148
• InChiKey: MPWFZAIENRGAOK-UHFFFAOYSA-N

物化性质

• 熔点：
  128-130 °C(Solv: ethanol (64-17-5); ethyl ether (60-29-7))
• 沸点：
  419.6±37.0 °C(Predicted)
• 密度：
  1.429±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  89.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  O-carbamoylsalicylic acid 、 2-氯-N,N-二甲基乙酰胺 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2-(2,4-dioxo-4H-benzo[e][1,3]oxazin-3-yl)-N,N-dimethyl-acetamide
  参考文献：
  名称：

  Chemistry of acylsalicylamides. I. Base-catalyzed decomposition of o-benzyloxycarbonylglycyl-n-ethylsalicylamide

  摘要：

  DOI：

  10.1021/jo00800a031
• 作为产物：
  描述：

  柳酸苄酯 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 25.0 ℃ 、68.94 kPa 条件下， 反应 5.0h， 生成 O-carbamoylsalicylic acid
  参考文献：
  名称：

  O-Carbamoylsalicylates: agents for modification of hemoglobins

  摘要：

  To combine the attractive features of cyanate and of O-acetylsalicylate as hemoglobin-modifying agents we have prepared carbamoylsalicylate. This compound is a close analogue of aspirin and also resembles a masked cyanate. O-Carbamoylsalicylate and some related carbamates modify hemoglobin substantially, even at 5 mM concentration.

  DOI：

  10.1021/jm00388a034

文献信息

• [EN] PRODRUGS OF PHENOLIC TRPV1 AGONISTS<br/>[FR] PROMÉDICAMENTS D'AGONISTES DU TRPV1 PHÉNOLIQUE
  申请人：CONCENTRIC ANALGESICS INC

  公开号：WO2017147146A1

  公开（公告）日：2017-08-31

  Described herein are compounds, pharmaceutical compositions and medicaments that include such compounds, and methods of using such compounds to modulate transient receptor potential vanilloid 1 receptor (TRPV1) activity.

  本文描述了包括这些化合物的化合物、药物组合物和药物，以及使用这些化合物调节瞬时受体电位香草醛1受体（TRPV1）活性的方法。
• O-carbamoyl salicylates and their preparation
  申请人：Council of Scientific and Industrial Research

  公开号：EP0090510A2

  公开（公告）日：1983-10-05

  A number of new compounds useful as analgesics, antipyretics and anti-inflammatory agents in mammals being O-carbamoyl salicylates have been discovered. Only one of the salicylates, being O-carbamoyl methyl salicylate is known but nothing about its pharmacological activity. This invention provides novel O-carbamoyl salicylates with aforesaid properties and a novel method of producing same by reacting a salicylate with a chloro sulphonic acid. A typical compound bears the formula

  发现了许多可用作哺乳动物镇痛剂、解热剂和消炎剂的新化合物，它们都是 O-氨基甲酰基水杨酸盐。人们只知道其中一种水杨酸盐，即 O-氨基甲酰基甲基水杨酸盐，但对其药理活性却一无所知。本发明提供了具有上述特性的新型 O-氨基甲酰基水杨酸盐，以及通过水杨酸盐与氯磺酸反应制备水杨酸盐的新方法。典型化合物的化学式为
• Prodrugs of phenolic TRPV1 agonists
  申请人：CONCENTRIC ANALGESICS, INC.

  公开号：US10851123B2

  公开（公告）日：2020-12-01

  Described herein are compounds, pharmaceutical compositions and medicaments that include such compounds, and methods of using such compounds to modulate transient receptor potential vanilloid 1 receptor (TRPV1) activity.

  本文描述了包括此类化合物的化合物、药物组合物和药剂，以及使用此类化合物调节瞬时受体电位香草素 1 受体（TRPV1）活性的方法。
• Enzymatic Deprotection of Methylthiomethyl Esters: Synthesis of O-(Carbamoyl) and O-(Sulfamoyl)salicylic Acids
  作者：Ahmed Kamal

  DOI：10.1080/00397919108021048

  日期：1991.5

  An enzymatic selective deprotection of methylthiomethyl esters via their sulfone derivatives in presence of labile carbamoyloxy as well as sulfamoyloxy functionalities lead to the formation of O-(carbamoyl) and O-(sulfamoyl)salicylic acids respectively.
• KAMAL, AHMED, SYNTH. COMMUN., 21,(1991) N0-11, C. 1293-1299
  作者：KAMAL, AHMED

  DOI：——

  日期：——