N-月桂酰-4-氨基丁酸 | 52558-70-0

• 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
• 中文名称: N-月桂酰-4-氨基丁酸
• 中文别名: 苯甲胺,2,4-二甲氧基-3-甲基-
• 英文名称: γ-carboxypropylamide of lauric acid
• 英文别名: N-dodecanoyl-γ-amino butyric acid；N-Dodecanoyl-4-aminobutyric acid；4-(dodecanoylamino)butanoic acid
• CAS: 52558-70-0
• 化学式: C₁₆H₃₁NO₃
• 分子量: 285.427
• InChiKey: BIXOTZHITGYMGF-UHFFFAOYSA-N

物化性质

• 熔点：
  76-78 °C
• 沸点：
  481.3±28.0 °C(Predicted)
• 密度：
  0.973±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  20
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2924199090

反应信息

• 作为产物：
  描述：

  月桂酸 、 4-氨基丁酸 在 N,N'-羰基二咪唑 作用下， 以 氯仿 为溶剂， 反应 2.0h， 以62.1%的产率得到N-月桂酰-4-氨基丁酸
  参考文献：
  名称：

  Synthesis and pharmacological study of γ-carboxypropylamides of higher fatty acids

  摘要：

  DOI：

  10.1007/bf00764657

文献信息

• Organic compounds
  申请人：Givaudan S.A.

  公开号：US10836712B2

  公开（公告）日：2020-11-17

  A flavour composition comprising a compound according to the formula (I) or edible salts thereof, wherein R1 is an alkyl residue containing 6 to 20 carbon atoms, or an alkene residue containing from 9 to 25 carbon atoms with 1 to 6 double bonds, R1 together with the carbonyl group to which it is attached is a residue of a carboxylic acid, and NR2R3, in which R3 is H or together with R2 and the N-atom to which they are attached, a 5-membered ring, is a residue of an amino acid, in particular a proteinogenic amino acid, ornithine, gamma-aminobutyric acid or beta alanine, or a 1-amino cycloalkyl carboxylic acid.

  一种包含符合式(I)的化合物或其可食用盐的风味组合物，其中R1是含有6至20个碳原子的烷基残基，或者含有9至25个碳原子且具有1至6个双键的烯烃残基，R1与其连接的羰基一起是羧酸的残基，NR2R3中，R3为H或与R2和它们连接的N原子一起是一个5元环的残基，是一种氨基酸的残基，特别是一种蛋白质原性氨基酸、鸟氨酸、γ-氨基丁酸或β-丙氨酸，或者是一种1-氨基环烷基羧酸的残基。
• Method for preparing N-long chain acyl neutral amino acid
  申请人：AJINOMOTO CO. INC.

  公开号：US20030125227A1

  公开（公告）日：2003-07-03

  A method for preparing a highly purified N-long chain acyl neutral amino acid for use of a detergent and the like in a simple and convenient manner and in a high yield by reacting a neutral amino acid such as glycine, &ggr;-aminobutyric acid, and alanine, with a saturated or unsaturated fatty acid halide having 8 to 22 carbon atoms, wherein the reaction is performed in a mixture of water and one or more kinds of hydrophilic organic solvents selected from the group consisting of acetone, acetonitrile, a secondary alcohol having 3 or 4 carbon atoms, and a tertiary alcohol having 4 carbon atoms such as isopropanol, sec-butanol, and tert-butanol in the presence of a base.

  一种制备高度纯化的N长链酰基中性氨基酸的方法，以便在洗涤剂等中简单方便地使用，并且高收率。该方法是将中性氨基酸（如甘氨酸、γ-氨基丁酸和丙氨酸）与具有8到22个碳原子的饱和或不饱和脂肪酸卤化物反应，反应在水和从丙酮、乙腈、具有3或4个碳原子的二级醇和四碳原子的三级醇（如异丙醇、丁醇和叔丁醇）中选择的一种或多种亲水性有机溶剂的混合物中，在碱的存在下进行。
• N-Acyl-Amino Acid Derivatives for Improvement of the Flavour Profile Edible Compositions
  申请人：Givaudan S.A.

  公开号：US20150086694A1

  公开（公告）日：2015-03-26

  The use of a compound according to formula (I) or the edible salts thereof in an edible composition to mask or modulate an undesired taste or off-taste contained in the edible composition wherein R 1 is an alkyl residue containing 6 to 20 carbon atoms, or an alkene residue containing from 9 to 25 carbon atoms with 1 to 6 double bonds, R 1 together with the carbonyl group to which it is attached is a residue of a carboxylic acid, and NR 2 R 3 , in which R 3 is H or together with R 2 and the N-atom to which they are attached, a 5-membered ring, is a residue of an amino acid, in particular a proteinogenic amino acid, ornithine, gamma-aminobutyric acid or beta alanine, or a 1-amino cycloalkyl carboxylic acid.

  根据公式（I）或其可食用盐在可食用组合物中的使用，以掩盖或调节可食用组合物中所含的不良味道或异味，其中R1是含6至20个碳原子的烷基残基，或含有1至6个双键的9至25个碳原子的烯烃残基，R1与其附着的羰基基团一起是羧酸的残基，而NR2R3中，R3为H或与R2和它们所附着的N原子一起，形成一个5元环，是氨基酸的残基，特别是蛋白质原氨基酸、鸟氨酸、γ-氨基丁酸或β-丙氨酸，或1-氨基环烷基羧酸的残基。
• Cosmetic composition
  申请人：Ajinomoto Co., Inc.

  公开号：EP0928608A2

  公开（公告）日：1999-07-14

  An N-long-chain acyl neutral amino acid ester containing a straight-chain or branched-chain, saturated or unsaturated acyl group having from 6 to 22 carbon atoms, where the hydrocarbon group of the alcohol constituting the ester is a straight-chain or branched-chain, saturated or unsaturated hydrocarbon group having from 1 to 10 carbon atoms disclosed herein is an oily material suitable for cosmetic compositions, which provide an excellent feeling upon use and also an excellent hair conditioning effect to a cosmetic composition containing the same. Further, an ultraviolet ray-absorbing composition characterized by containing, as active ingredients, an ultraviolet ray absorbent, and the above-mentioned N-long-chain acyl neutral amino acid ester or/and an N-long-chain acyl acidic amino acid diester containing a straight-chain or branched-chain, saturated or unsaturated acyl group having from 6 to 22 carbon atoms, where the hydrocarbon group of the alcohol constituting the ester is a straight-chain or branched-chain, saturated or unsaturated hydrocarbon group having from 1 to 10 carbon atoms is an ultraviolet ray-absorbing composition which stabilizes the sparingly-soluble ultraviolet ray absorbent contained therein, and which is also excellent in feeling. Still further, an inorganic pigment composition characterized by containing, as active ingredients, an inorganic pigment and the above-mentioned N-long-chain acyl neutral amino acid ester or/and the above-mentioned N-long-chain acyl acidic amino acid diester is an inorganic pigment composition which is excellent in the dispersion (stability) of the inorganic pigment, which is less irritative to the skin, and which is also excellent in a feeling upon use because of lack of stickiness or the like.

  本发明公开了一种含有直链或支链、饱和或不饱和酰基（具有 6 至 22 个碳原子）的 N-长链酰基中性氨基酸酯，其中构成该酯的醇的烃基是直链或支链、饱和或不饱和烃基（具有 1 至 10 个碳原子），是一种适用于化妆品组合物的油性材料，使用时可提供极佳的触感，对含有该材料的化妆品组合物也具有极佳的头发护理效果。 此外，一种紫外线吸收组合物，其特征在于，作为活性成分，含有紫外线吸收剂和上述 N-长链酰基中性氨基酸酯或/和 N-长链酰基酸性氨基酸二酯，其中 N-长链酰基酸性氨基酸二酯含有直链或支链、具有 6 至 22 个碳原子的饱和或不饱和酰基、其中构成酯的醇的烃基是具有 1 至 10 个碳原子的直链或支链、饱和或不饱和烃基的紫外线吸收组合物，这种紫外线吸收组合物可以稳定其中所含的少溶性紫外线吸收剂，而且具有良好的手感。 此外，一种无机颜料组合物，其特征在于作为有效成分含有无机颜料和上述 N-长链酰基中性氨基酸酯或/和上述 N-长链酰基酸性氨基酸二酯，是一种无机颜料组合物，该无机颜料组合物在无机颜料的分散性（稳定性）方面非常出色，对皮肤的刺激性较小，并且由于没有粘性等，使用时的感觉也非常出色。
• N-acyl derivatives of gamma amino-butyric acid and beta alanine as food flavouring compounds
  申请人：Givaudan S.A.

  公开号：US10645955B2

  公开（公告）日：2020-05-12

  A flavour composition comprising a compound according to the formula (I) and edible salts thereof, wherein R1 is an alkyl residue containing 6 to 20 carbon atoms, or an alkene residue containing from 9 to 25 carbon atoms with 1 to 6 double bonds, R1 together with the carbonyl group to which it is attached is a residue of a carboxylic acid, and m is 0 or 1.

  一种香料组合物，包含符合式（I）的化合物 及其食用盐、 其中 R1 是含有 6 至 20 个碳原子的烷基残基，或含有 9 至 25 个碳原子并带有 1 至 6 个双键的烯基残基，R1 与所连接的羰基一起是羧酸残基，以及 m 为 0 或 1。