2-(2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxamido)-3-methylbutanoic acid

• 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: 2-(2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxamido)-3-methylbutanoic acid
• 英文别名: 2-[(2,4-dioxo-1H-pyrimidine-6-carbonyl)amino]-3-methylbutanoic acid
• 化学式: C₁₀H₁₃N₃O₅
• mdl: MFCD09944362
• 分子量: 255.23
• InChiKey: QIZVQGDLNABHAH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  125
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2,6-二氧代-1,2,3,6-四氢-4-嘧啶羰基氯化物 、 D,L-valine 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 生成 2-(2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxamido)-3-methylbutanoic acid
  参考文献：
  名称：

  PREPARATIONS CONTAINING AMINO ACIDS AND OROTIC ACID

  摘要：

  本发明描述了从乳酸和氨基酸分子产生的化合物。这些化合物以氨基酸乳酸盐的形式存在，通过酰胺键结合，并通过两种方法之一制备：1）将乳酸或其衍生物与硫酰卤反应，然后在二氯甲烷和DMAP催化剂的存在下将酰卤与氨基酸结合；或2）保护氨基酸的羧基，然后将氨基酸与DCC活化的乳酸结合，随后去除羧基保护基团。与相关酯相比，所得的氨基酸乳酸酰胺在溶液中具有更高的稳定性。此外，特定的氨基酸用于形成这些化合物，除了乳酸取代基外，还赋予了特定的益处。

  公开号：

  US20090156812A1

文献信息

• PREPARATIONS CONTAINING AMINO ACIDS AND OROTIC ACID
  申请人：MacDougall Joseph

  公开号：US20090156812A1

  公开（公告）日：2009-06-18

  The present invention describes compounds produced from an orotic acid molecule and an amino acid molecule. The compounds being in the form of amino acid orotate compounds bound by an amide linkage and produced by one of two disclosed methods; 1) reacting orotic acid or derivatives thereof with a thionyl halide, and then combining the acyl halide with an amino acid in the presence of dichloromethane and a DMAP catalyst; or 2) protecting the carboxylic acid of an amino acid and then combining the amino acid with a DCC activated orotic acid, followed by removal of the carboxylic acid protecting group. The resulting amino acid orotate amide has an enhanced stability in solution as compared to a related ester. In addition, specific benefits are conferred by the particular amino acid used to form the compounds in addition to, and separate from, the orotate substituent.

  本发明描述了从乳酸和氨基酸分子产生的化合物。这些化合物以氨基酸乳酸盐的形式存在，通过酰胺键结合，并通过两种方法之一制备：1）将乳酸或其衍生物与硫酰卤反应，然后在二氯甲烷和DMAP催化剂的存在下将酰卤与氨基酸结合；或2）保护氨基酸的羧基，然后将氨基酸与DCC活化的乳酸结合，随后去除羧基保护基团。与相关酯相比，所得的氨基酸乳酸酰胺在溶液中具有更高的稳定性。此外，特定的氨基酸用于形成这些化合物，除了乳酸取代基外，还赋予了特定的益处。
• [EN] PREPARATIONS CONTAINING AMINO ACIDS AND OROTIC ACID<br/>[FR] PRÉPARATIONS CONTENANT DES ACIDES AMINÉS ET DE L'ACIDE OROTIQUE
  申请人：IOVATE T & P INC

  公开号：WO2009076743A1

  公开（公告）日：2009-06-25

  The present invention describes compounds produced from an orotic acid molecule and an ammo acid molecule The compounds, which include an amide linkage, are represented by the general Formula (I), wherein R is selected from the group consisting of (CH3)2CHCH2-, (CH3)2CH-, CH3CH2CH(CH3)-, H2NC(=NH)NH(CH2)3-, and C6H5CH2- Formula (I). The compounds are produced by one of two disclosed methods 1) reacting orotic acid or derivatives thereof with a thionyl halide, and then combining the acyl halide with an ammo acid in the presence of dichloromethane and a dimethylammopyπdme (DMAP) catalyst, or 2) protecting the carboxylic acid of an ammo acid with a benzyl group, and then combining the benzyl-protected ammo acid with a dicyclohexylcarbodiimide (DCC) activated orotic acid, followed by removal of the protecting group. The resulting ammo acid orotate amide compounds are aimed at providing enhanced stability in solution compared with the related esters.

  该发明描述了由乳酸分子和氨基酸分子产生的化合物。这些化合物包括酰胺键，由通用式(I)表示，其中R选自(CH3)2CHCH2-、(CH3)2CH-、CH3CH2CH(CH3)-、H2NC(=NH)NH(CH2)3-和C6H5CH2-。这些化合物由两种方法之一制备：1）将乳酸或其衍生物与硫酰卤反应，然后在二氯甲烷和二甲基氨基吡啶(DMAP)催化剂存在下将酰卤与氨基酸结合；2）用苄基保护氨基酸的羧基，然后将苄基保护的氨基酸与二环己基碳二亚胺（DCC）活化的乳酸结合，然后去除保护基。最终产生的氨基酸乳酸酰胺化合物旨在在溶液中提供比相关酯更强的稳定性。
• Preparations containing amino acids and orotic acid
  申请人：Northern Innovations Holding Corp.

  公开号：US08236952B2

  公开（公告）日：2012-08-07

  The present invention describes compounds produced from an orotic acid molecule and an amino acid molecule. The compounds being in the form of amino acid orotate compounds bound by an amide linkage and produced by one of two disclosed methods; 1) reacting orotic acid or derivatives thereof with a thionyl halide, and then combining the acyl halide with an amino acid in the presence of dichloromethane and a DMAP catalyst; or 2) protecting the carboxylic acid of an amino acid and then combining the amino acid with a DCC activated orotic acid, followed by removal of the carboxylic acid protecting group. The resulting amino acid orotate amide has an enhanced stability in solution as compared to a related ester. In addition, specific benefits are conferred by the particular amino acid used to form the compounds in addition to, and separate from, the orotate substituent.

  本发明描述了由乳酸和氨基酸分子产生的化合物。这些化合物采用氨基酸乳酸盐化合物的形式，通过酰胺键结合，并通过两种披露的方法之一生产：1）将乳酸或其衍生物与硫酰卤反应，然后在二氯甲烷和DMAP催化剂的存在下将酰卤与氨基酸结合；或2）保护氨基酸的羧酸基，然后将氨基酸与DCC活化的乳酸结合，随后去除羧酸保护基。所得的氨基酸乳酸酰胺与相关酯相比在溶液中具有增强的稳定性。此外，除了乳酸取代基外，形成化合物所使用的特定氨基酸还具有特定的益处，与乳酸取代基分离。
• US8236952B2
  申请人：——

  公开号：US8236952B2

  公开（公告）日：2012-08-07