barbatic acid | 17636-16-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: barbatic acid
• 英文别名: 2-hydroxy-4-((2-hydroxy-4-methoxy-3,6-dimethylbenzoyl)oxy)-3,6-dimethylbenzoic acid；barbatinic acid；Barbatinsaeure；2-hydroxy-4-(2-hydroxy-4-methoxy-3,6-dimethyl-benzoyloxy)-3,6-dimethyl-benzoic acid；2-Hydroxy-4-(2-hydroxy-4-methoxy-3,6-dimethyl-benzoyloxy)-3,6-dimethyl-benzoesaeure；Rhizoninsaeure-(3-oxy-2.5-dimethyl-4-carboxy-phenylester)；Benzoic acid, 2-hydroxy-4-((2-hydroxy-4-methoxy-3,6-dimethylbenzoyl)oxy)-3,6-dimethyl-；2-hydroxy-4-(2-hydroxy-4-methoxy-3,6-dimethylbenzoyl)oxy-3,6-dimethylbenzoic acid
• CAS: 17636-16-7
• 化学式: C₁₉H₂₀O₇
• 分子量: 360.364
• InChiKey: NMKBRSYSHBPUPY-UHFFFAOYSA-N

物化性质

• 熔点：
  191 °C
• 沸点：
  574.5±50.0 °C(Predicted)
• 密度：
  1.328±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  113
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  barbatic acid 在 氢氧化钾 作用下， 生成 2-hydroxy-4-methoxy-3,6-dimethylbenzoic acid
  参考文献：
  名称：

  Airway complications in infants: comparison of laryngeal mask airway and the facemask-oral airway

  摘要：

  Purpose: To compare the incidence of airway complications in children less than one year of age whose airways were maintained during anesthesia with either a laryngeal mask airway (LMA) or a facemask and oral airway (FM-OA),Methods: We randomized 49 - ASA class 1&2 - infants to an LMA or FM-OA group. All infants were undergoing minor general, urological or orthopedic procedures, Anesthesia was induced and maintained with halothane in nitrous oxide 50% and oxygen. The airway was. removed in both groups when the infant was awake. The occurrence of airway complications (breath-holding, coughing, laryngospasm, secretions, obstruction and oxygen saturation < 95%) at induction of anesthesia, intraoperatively and during emergence from anesthesia was recorded.Results: Airway complications occurred perioperaively in 15 of 27 infants in the LMA group and in 5 of 22 infants in the FM-OA group (P :0.02).Conclusion: In infants, the use of the LMA is associated with an increased incidence of airway complications compared with the use of the FM-OA.

  DOI：

  10.1007/bf03020944
• 作为产物：
  描述：

  benzyl 2-hydroxy-4-((2-hydroxy-4-methoxy-3,6-dimethylbenzoyl)oxy)-3,6-dimethylbenzoate 在 palladium 10% on activated carbon 、 氢气 作用下， 以 乙酸乙酯 为溶剂， 反应 24.0h， 以88%的产率得到barbatic acid
  参考文献：
  名称：

  巴巴酸的合成

  摘要：

  摘要 以市售的酒石酸甲酯为起始原料，通过八个步骤实现了一种合成活性巴巴酸的新方法，总收率为 22.3%。这种合成提供了获得多克数量的巴巴巴酸的途径，其具有良好的纯度，可用于参考供应以及进一步的分析和毒理学研究。

  DOI：

  10.1080/10286020.2021.2023506

文献信息

• Lichen acids, plant growth inhibitors from Usnea longissima
  作者：Yukiko Nishitoba、Iroyuki Nishimura、Tohru Nishiyama、Junya Mizutani

  DOI：10.1016/s0031-9422(00)82466-8

  日期：1987.1

  Abstract Eight components, depsides and orcinol derivatives which exhibit growth-inhibitory activity agai.

  摘要 八种成分，糖苷和地黄酚衍生物，它们再次表现出抑制生长的活性。
• Depsides as non-redox inhibitors of leukotriene B4 biosynthesis and HaCaT cell growth. 1. Novel analogues of barbatic and diffractaic acid
  作者：Sunil Kumar KC、Klaus Müller

  DOI：10.1016/s0223-5234(99)00132-4

  日期：1999.12

  A series of barbatic and diffractaic acid analogues has been synthesized and evaluated as inhibitors of leukotriene B-4 (LTB4) biosynthesis and as antiproliferative agents. The 4-O-demethyl barbatic and diffractaic acid derivatives were among the most active compounds in both assays. In particular, ethyl 4-O-demethylbarbatate was the most potent LTB4 biosynthesis inhibitor of this series, with an IC50 value in the submicromolar range. Because the compounds did not show appreciable reactivity against a stable free radical, 2,2-diphenyl-1-picrylhydrazyl, and did not produce appreciable amounts of deoxyribose degradation as a measure of their potency to generate hydroxyl radicals, a simple redox effect could not explain their biological activity. Also, there was no nonspecific cytotoxicity as documented by the activity of lactate dehydrogenase released from the cytoplasm of keratinocytes, which was in the control range. (C) 1999 Editions scientifiques et medicales Elsevier SAS.
• Hesse, Journal fur praktische Chemie (Leipzig 1954), 1903, vol. <2> 68, p. 12
  作者：Hesse

  DOI：——

  日期：——
• Fujikawa, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1936, vol. 56, p. 237,245; dtsch. Ref. S. 25, 27
  作者：Fujikawa

  DOI：——

  日期：——
• Fujikawa; Shimamura; Tarui, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1941, vol. 61, p. 191,194; dtsch. Ref. S. 81
  作者：Fujikawa、Shimamura、Tarui

  DOI：——

  日期：——