顺式-曲尼司特 | 91920-58-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 中文名称: 顺式-曲尼司特
• 中文别名: 顺式曲尼司；2 - [[(2Z)-3-(3,4-二甲氧基苯基)-1-氧代-2-丙烯-1-基]氨基]苯甲酸
• 英文名称: (Z)-N-(3,4-dimethoxycinnamoyl)anthranilic acid
• 英文别名: N-(cis-3,4-dimethoxycinnamoyl)anthranilic acid；cis-Tranilast；2-[[(Z)-3-(3,4-dimethoxyphenyl)prop-2-enoyl]amino]benzoic acid
• CAS: 91920-58-0
• 化学式: C₁₈H₁₇NO₅
• 分子量: 327.337
• InChiKey: NZHGWWWHIYHZNX-NTMALXAHSA-N

物化性质

• 熔点：
  138-141°C
• 沸点：
  585.6±50.0 °C(Predicted)
• 密度：
  1.299±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于丙酮（少许）、DMSO（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  84.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  顺式-曲尼司特 以 水 为溶剂， 生成 反式-曲尼司特
  参考文献：
  名称：

  Utsuki, Tadanobu; Hirayama, Fumitoshi; Uekama, Kaneto, journal of the chemical society-perkin transactions 2, 1993, # 1, p. 109 - 114

  摘要：

  DOI：
• 作为产物：
  描述：

  反式-曲尼司特 以 水 为溶剂， 生成 顺式-曲尼司特
  参考文献：
  名称：

  Utsuki, Tadanobu; Hirayama, Fumitoshi; Uekama, Kaneto, journal of the chemical society-perkin transactions 2, 1993, # 1, p. 109 - 114

  摘要：

  DOI：

文献信息

• CATO, TOSIO;AOYANAGI, SAKAEH;KATO, ATSUYUKI
  作者：CATO, TOSIO、AOYANAGI, SAKAEH、KATO, ATSUYUKI

  DOI：——

  日期：——
• Effect of UV-Absorbing Agents on Photodegradation of Tranilast in Oily Gels.
  作者：Naohide HORI、Makiko FUJII、Kazuhiko IKEGAMI、Den-ichi MOMOSE、Noriyasu SAITO、Mitsuo MATSUMOTO

  DOI：10.1248/cpb.47.1713

  日期：——

  Tranilast (TL) oily gels containing UV-absorbing agents (UV absorber) were prepared, and the effect of the agents against photodegradation of TL was investigated. When 0.1% TL oily gel without UV absorber was exposed to light, TL was photochemically decomposed to the extent of 74.1% of its initial content at the end of the first hour. Although there were differences in the preventive effect on photodegradation of TL depending on the UV absorbers employed, 2-(2-benzotriazolyl)-p-cresol (BTPC) was the most effective absorber. The addition of UV absorbers to the oily gel did not affect the release of TL from the gel, the skin permeation, or the skin concentration of TL following topical application. UV absorbers added to TL oily gel penetrated into skin; however, their concentration in skin was similar to that following application of commercial sunscreen. These results suggest that the addition of UV absorbers to the oily gel of TL may be useful in preventing photodegradation of TL in the gel.
• Hyaluronidase-inhibitory and anti-allergic activities of the photo-irradiated products of tranilast.
  作者：HISAO KAKEGAWA、NAOKI MITSUO、HITOSHI MATSUMOTO、TOSHIO SATOH、MASAAKI AKAGI、KENJI TASAKA

  DOI：10.1248/cpb.33.3738

  日期：——

  We found that N-(trans-3, 4-dimethoxycinnamoyl) anthranilic acid (tranilast) is readily transformed by photo-irradiation to N-(cis-3, 4-dimethoxycinnamoyl) anthranilic acid (cis-isomer) and a cyclobutane derivative (dimer). Of these photo-irradiated products of tranilast, the cis-isomer was found to inhibit hyaluronidase more effectively than tranilast. From these results, it wsa expected that the cis-isomer might have more effective anti-allergic activity than tranilast ; indeed, the cis-isomer was found to show more effective prevention than tranilast of (1) histamine release from sensitized rat peritoneal mast cells induced by antigen (egg white albumin), (2) histamine release from rat peritoneal mast cells induced by concanavalin A and calcium ionophore A-23187, and (3) the 48 h homologous passive cutaneous anaphylaxis (PCA) in rats.
• JPS60156641A
  申请人：——

  公开号：JPS60156641A

  公开（公告）日：1985-08-16