6-(2-oxo-imidazolidin-4-yl)-hexanoic acid | 51775-26-9

• 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: 6-(2-oxo-imidazolidin-4-yl)-hexanoic acid
• 英文别名: 6-(2-Oxo-imidazolidin-4-yl)-hexansaeure；6-(2-Oxoimidazolidin-4-yl)hexanoic acid
• CAS: 51775-26-9
• 化学式: C₉H₁₆N₂O₃
• 分子量: 200.238
• InChiKey: XLSSQNJMENVFNN-UHFFFAOYSA-N

物化性质

• 熔点：
  144.5-145.0 °C(Solv: water (7732-18-5))
• 沸点：
  485.8±18.0 °C(Predicted)
• 密度：
  1.140±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  78.4
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  乙基5-碘戊酸酯 在 platinum(IV) oxide 吡啶 、 盐酸 、 盐酸羟胺 、 氢气 、 potassium carbonate 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 水 、 丙酮 为溶剂， 20.0~40.0 ℃ 、448.17 kPa 条件下， 反应 74.0h， 生成 6-(2-oxo-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

• Budesinsky; Rockova, Collection of Czechoslovak Chemical Communications, 1957, vol. 22, p. 811,813
  作者：Budesinsky、Rockova

  DOI：——

  日期：——
• Specific Force Deficit in Skeletal Muscles of Old Rats Is Partially Explained by the Existence of Denervated Muscle Fibers
  作者：M. G. Urbanchek、E. B. Picken、L. K. Kalliainen、W. M. Kuzon

  DOI：10.1093/gerona/56.5.b191

  日期：2001.5.1

  We tested the hypothesis that denervated muscle fibers account for part of the specific force (sF(0)) deficit observed in muscles from old adult (OA) mammals, Whole muscle force (F-0) was quantified for extensor digitorum longus (EDL) muscles of OA and young adult (YA) rats. EDL muscle sF(0) was calculated by dividing F-0 by either total muscle fiber cross-sectional area (CSA) or by innervated fiber CSA. Innervated fiber CSA was estimated from EDL muscle cross sections labeled for neural cell adhesion molecules, whose presence is a marker for muscle fiber denervation. EDL muscles from OA rats contained significantly more denervated fibers than muscles from YA rats (5.6% vs 1.1% of total CSA), When compared with YA muscle, oil muscle demonstrated deficits of 34.1% for F-0, 28.3% for sF(0), and 24.9 % for sF(0) calculated by using innervated CSA as the denominator, Denervated muscle fibers accounted for 11.3% of the specific force difference between normal YA and OA skeletal muscle, Other mechanisms in addition to denervation account for the majority of the sF(0) deficit with aging.
• Dittmer; Ferger; du Vigneaud, Journal of Biological Chemistry, 1946, vol. 164, p. 26
  作者：Dittmer、Ferger、du Vigneaud

  DOI：——

  日期：——
• 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.