5-(5-methyl-2-thioxo-imidazolidin-4-yl)-hexanoic acid

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 5-(5-methyl-2-thioxo-imidazolidin-4-yl)-hexanoic acid
• 英文别名: 6-[(4S,5S)-5-methyl-2-sulfanylideneimidazolidin-4-yl]hexanoic acid
• 化学式: C₁₀H₁₈N₂O₂S
• 分子量: 230.331
• InChiKey: IGDCBDFGZORCIK-YUMQZZPRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  93.4
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  7,8-diaminononanoic acid methyl ester dihydrochloride 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 5-(5-methyl-2-thioxo-imidazolidin-4-yl)-hexanoic acid
  参考文献：
  名称：

  Inhibitors of biotin biosynthesis as potential herbicides

  摘要：

  Isosteric derivatives and analogues of the 7-keto-8-aminopelargonic acid (KAPA), 7,8-diaminopelargonic acid (DAPA) and desthiobiotin (DTB) vitamer intermediates involved in the biosynthetic pathway of biotin were prepared and evaluated as potential herbicides. The most active compound was desmethyl-KAPA which displayed a GR(50) (concentration of the active compound that causes a 50% growth inhibition) value of 8 ppm, where values <50 ppm are considered herbicidal. Other KAPA analogs where the terminal Me group was replaced by bulkier substituents such as Et, i-Pr and HOCH2 showed moderate activity. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.12.047

文献信息

• Inhibitors of biotin biosynthesis as potential herbicides
  作者：Ayelet Nudelman、Dana Marcovici-Mizrahi、Abraham Nudelman、Dennis Flint、Vernon Wittenbach

  DOI：10.1016/j.tet.2003.12.047

  日期：2004.2

  Isosteric derivatives and analogues of the 7-keto-8-aminopelargonic acid (KAPA), 7,8-diaminopelargonic acid (DAPA) and desthiobiotin (DTB) vitamer intermediates involved in the biosynthetic pathway of biotin were prepared and evaluated as potential herbicides. The most active compound was desmethyl-KAPA which displayed a GR(50) (concentration of the active compound that causes a 50% growth inhibition) value of 8 ppm, where values <50 ppm are considered herbicidal. Other KAPA analogs where the terminal Me group was replaced by bulkier substituents such as Et, i-Pr and HOCH2 showed moderate activity. (C) 2003 Elsevier Ltd. All rights reserved.