diethyl α-acetamido, α-(3-trifluoromethylbenzyl)malonate | 21172-44-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: diethyl α-acetamido, α-(3-trifluoromethylbenzyl)malonate
• 英文别名: Diethyl-α-(3-trifluoromethylbenzyl)-α-acetamidomalonate；Acetylamino-(m-trifluormethylbenzyl)-malonsaeure-diaethylester；1,3-Diethyl 2-(acetylamino)-2-[[3-(trifluoromethyl)phenyl]methyl]propanedioate；diethyl 2-acetamido-2-[[3-(trifluoromethyl)phenyl]methyl]propanedioate
• CAS: 21172-44-1
• 化学式: C₁₇H₂₀F₃NO₅
• 分子量: 375.345
• InChiKey: PNXJMLDAWANCMP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  81.7
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  diethyl α-acetamido, α-(3-trifluoromethylbenzyl)malonate 在 盐酸 作用下， 生成 3-三氟甲基-DL-苯丙氨酸
  参考文献：
  名称：

  4-和5-（ω-芳基烷基）恶唑烷硫酮的合成及其抗生育活性。

  摘要：

  DOI：

  10.1021/jm00312a608
• 作为产物：
  描述：

  1-氯甲基-3-三氟甲基苯 、 乙酰氨基丙二酸二乙酯 生成 diethyl α-acetamido, α-(3-trifluoromethylbenzyl)malonate
  参考文献：
  名称：

  4-和5-（ω-芳基烷基）恶唑烷硫酮的合成及其抗生育活性。

  摘要：

  DOI：

  10.1021/jm00312a608

文献信息

• Singh; Prasad; Errington, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2000, vol. 39, # 1, p. 10 - 15
  作者：Singh、Prasad、Errington、Belokon、Kochetkov、Saxena、Jain、Parmar

  DOI：——

  日期：——
• Synthesis and biological activity of some very hydrophobic superagonist analogs of luteinizing hormone-releasing hormone
  作者：John J. Nestor、Teresa L. Ho、Richard A. Simpson、Bonnie L. Horner、Gordon H. Jones、Georgia I. McRae、Brian H. Vickery

  DOI：10.1021/jm00349a006

  日期：1982.7

  The effect of increased hydrophobicity at position 6 of luteinizing hormone-releasing hormone (LH-RH) has been investigated by the incorporation of a series of 15 very hydrophobic, unnatural D-amino acids at this position. The unnatural amino acids studied can be considered analogues of phenylalanine with carbocyclic aromatic side chains consisting of substituted phenyl (e.g., 2,4,6-trimethylphenyl, p-biphenyl) or polycyclic aromatic (e.g., naphthalene, anthracene) units. When enzymatic resolution (subtilisin Carlsberg) of the most hydrophobic amino acids failed, the racemic amino acids were incorporated, and the diastereomeric LH-RH analogues were resolved by preparative high-performance liquid chromatography. The analogues were synthesized by the solid-phase technique. All of the synthetic compounds were very potent LH-RH superagonists, but [6-(3-(2-naphthyl)-D-alanine)]LH-RH, [6-(3-(2-naphthyl)-D-alanine), 7-(N alpha-methylleucine)]LH-RH and [6-(3-(2,4,6-trimethylphenyl)-D-alanine)]LH-RH appear to be among the most potent LH-RH agonist analogues yet reported when tested in a rat estrus cyclicity suppression assay designed to show the paradoxical antifertility effects of these compounds [ED50 approximately 7 x 10(-8) g; twice daily in saline]. These analogues are twice as potent as [D-Trp6,ProNHEt9]LH-RH in this assay system (i.e., approximately 200 times the potency of LH-RH).
• Synthesis and Antifertility Activity of 4-and5-(ι-Arylalkyl)oxazolidinethiones
  作者：Daniel Lednicer、P. Edward Emmert

  DOI：10.1021/jm00312a608

  日期：1968.11