3-(3-吲唑基)丙烯酸 | 67767-10-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡唑类
• 中文名称: 3-(3-吲唑基)丙烯酸
• 英文名称: 3-(3-indazolyl)acrylic acid
• 英文别名: 3-(1(2)H-indazol-3-yl)-acrylic acid；3-Indazolylacrylic acid；3-(1H-indazol-3-yl)prop-2-enoic acid
• CAS: 67767-10-6
• 化学式: C₁₀H₈N₂O₂
• 分子量: 188.186
• InChiKey: RGBWDPJLJNKEPX-UHFFFAOYSA-N

物化性质

• 熔点：
  225-226 °C(Solv: acetic acid (64-19-7))
• 沸点：
  450.8±20.0 °C(Predicted)
• 密度：
  1.439±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  66
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(3-吲唑基)丙烯酸 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 反应 5.0h， 以67%的产率得到3-(1H-indazol-3-yl) propanoic acid
  参考文献：
  名称：

  Control of the Bacterial Wilt of Tomato Plants by a Derivative of 3-Indolepropionic Acid Based on Selective Actions on Ralstonia solanacearum

  摘要：

  3-Indolepropionic acid (IPA)-related compounds having a benzo[b]thiophene or an indazole ring and derivatives having various substituents in the propionic acid moieties were tested for their antibacterial activity against Ralstonia solanacearum. Substitution of the indole ring for other aromatic rings resulted in lowered activity, whereas addition of a methyl or a trifluoromethyl group to the propionic acid moiety had little effect. Of the derivatives, 3-(3-indolyl)butanoic acid (3-IBA) was as active as IPA, exhibiting a 10-fold higher activity with the S configuration than with the R configuration. In contrast with the strong phytotoxicity of IPA, 3-IBA was able to suppress bacterial wilt without affecting the growth of tomato plants.

  DOI：

  10.1021/jf980205f

文献信息

• EP2192116
  申请人：——

  公开号：——

  公开（公告）日：——
• Control of the Bacterial Wilt of Tomato Plants by a Derivative of 3-Indolepropionic Acid Based on Selective Actions on <i>Ralstonia solanacearum</i>
  作者：Kazuhiko Matsuda、Hideyoshi Toyoda、Hitomi Nishio、Takatsugu Nishida、Mitsue Dohgo、Miki Bingo、Yoshinori Matsuda、Satoshi Yoshida、Satoshi Harada、Hiroshi Tanaka、Koichiro Komai、Seiji Ouchi

  DOI：10.1021/jf980205f

  日期：1998.10.1

  3-Indolepropionic acid (IPA)-related compounds having a benzo[b]thiophene or an indazole ring and derivatives having various substituents in the propionic acid moieties were tested for their antibacterial activity against Ralstonia solanacearum. Substitution of the indole ring for other aromatic rings resulted in lowered activity, whereas addition of a methyl or a trifluoromethyl group to the propionic acid moiety had little effect. Of the derivatives, 3-(3-indolyl)butanoic acid (3-IBA) was as active as IPA, exhibiting a 10-fold higher activity with the S configuration than with the R configuration. In contrast with the strong phytotoxicity of IPA, 3-IBA was able to suppress bacterial wilt without affecting the growth of tomato plants.