2,4-dihydroxy-3,3-dimethylbutanoic acid methylamide | 79691-41-1

• 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: 2,4-dihydroxy-3,3-dimethylbutanoic acid methylamide
• 英文别名: β,β-dimethyl-α,γ-dihydroxybutyric acid N-methylamide；pantoic acid N-methylamide；2,4-dihydroxy-3,3,N-trimethylbutyramide；2,4-dihydroxy-N,3,3-trimethylbutanamide
• CAS: 79691-41-1
• 化学式: C₇H₁₅NO₃
• 分子量: 161.201
• InChiKey: SZRVHGPZNGVMDQ-UHFFFAOYSA-N

物化性质

• 沸点：
  402.7±35.0 °C(Predicted)
• 密度：
  1.108±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  69.6
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,4-dihydroxy-3,3-dimethylbutanoic acid methylamide 在 盐酸 、 高氯酸 作用下， 以 乙酸酐 、 溶剂黄146 为溶剂， 反应 1.55h， 生成 2-(β,β'-dimethylvinyl)-5-(1,1-dimethyl-2-acetoxyethyl)-3-methyl-4(5H)-oxazolonium perchlorate
  参考文献：
  名称：

  Substituted 4(5h)-oxazolones and their salts

  摘要：

  DOI：

  10.1007/bf00475384
• 作为产物：
  描述：

  2,4-dihydroxy-N-phenyl-3,3-dimethylbutyramide 在 对甲苯磺酸 作用下， 以 甲醇 、 二乙二醇二甲醚 、 水 为溶剂， 反应 18.0h， 生成 2,4-dihydroxy-3,3-dimethylbutanoic acid methylamide
  参考文献：
  名称：

  One-pot synthesis of N-substituted pantolactams from pantolactone

  摘要：

  Rac-N-substituted pantolactams (5) are readily obtained in medium to good yields by reaction of rac-pantolactone (1) with primary amines under acid catalysis, whether at 250degreesC in a pressure reactor or under microwave irradiation. It appears that the amine can react with pantolactone at the carbonyl carbon atom to give a hydroxyamide (3) in a reversible way and at the methylene carbon atom to give a gamma-amino acid (4). The last one on dehydration would give the corresponding pantolactam (5). (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00156-x

文献信息

• PANTOTHENAMIDE ANALOGUES
  申请人：MMV Medicines for Malaria Venture

  公开号：EP3674288A1

  公开（公告）日：2020-07-01

  The present invention provides compounds that have antimalarial activity. More in particular, the present invention provides novel compounds that are analogues of pantothenamides. The pantothenamide analogues of this invention have particularly low IC50 values against the asexual blood stages and gametocytes of malaria parasites. Furthermore, the pantothenamide analogues of this invention are characterized by low hepatic metabolism. Therefore, pantothenamide analogues of the invention are particularly suitable for use in therapeutic and/or prophylactic treatment of protozoan infections in a human or animal subject in need thereof. The invention further provides pharmaceutical formulations comprising the pantothenamide analogues as well as the therapeutic and/or prophylactic uses of the pantothenamide analogues and pharmaceutical formulations comprising them.

  本发明提供具有抗疟疾活性的化合物。更具体地说，本发明提供了类泛酰胺的新化合物。本发明的泛酰胺类似物对疟疾寄生虫的无性血液阶段和配子体具有特别低的IC50值。此外，本发明的泛酰胺类似物具有低肝代谢特性。因此，本发明的泛酰胺类似物特别适用于用于治疗和/或预防人类或动物主体中原虫感染。本发明还提供包含泛酰胺类似物的药物配方，以及泛酰胺类似物的治疗和/或预防用途以及包含它们的药物配方。
• Baukov; Shipov; Kramarova, Russian Journal of Organic Chemistry, 1996, vol. 32, # 8, p. 1216 - 1228
  作者：Baukov、Shipov、Kramarova、Mamaeva、Zamyshlyaeva、Anisimova、Negrebetskii

  DOI：——

  日期：——
• Substituted 4(5H)-oxazolones and their salts. 3. Synthesis of 4(5H)-oxazolonium salts from amides of 2,4-dihydroxy-3,3-dimethylbutanoic acid
  作者：F. -U. Lyubke、T. P. Kosulina、V. G. Kul'nevich

  DOI：10.1007/bf00506029

  日期：1981.7
• KULNEVICH V. G.; KOSULINA T. P.; LYUBKE F. U.; ZELIKMAN Z. I., XIMIYA GETEROTSIKL. SOEDIN., 1980, HO 1, 30-35
  作者：KULNEVICH V. G.、 KOSULINA T. P.、 LYUBKE F. U.、 ZELIKMAN Z. I.

  DOI：——

  日期：——
• LYUBKE, F. -U.;KOSULINA, T. P.;KULNEVICH, V. G., XIMIYA GETEROTSIKL. SOEDIN., 1981, N 7, 894-900
  作者：LYUBKE, F. -U.、KOSULINA, T. P.、KULNEVICH, V. G.

  DOI：——

  日期：——