4-amino-N-trifluoroacetyl-L-phenylalanine ethyl ester | 579525-49-8

• 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: 4-amino-N-trifluoroacetyl-L-phenylalanine ethyl ester
• 英文别名: ethyl (2S)-3-(4-aminophenyl)-2-[(2,2,2-trifluoroacetyl)amino]propanoate
• CAS: 579525-49-8
• 化学式: C₁₃H₁₅F₃N₂O₃
• 分子量: 304.269
• InChiKey: SUNBAHCDYABLPJ-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  81.4
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4-amino-N-trifluoroacetyl-L-phenylalanine ethyl ester 在 N-氯代丁二酰亚胺 作用下， 以 DMF (N,N-dimethyl-formamide) 为溶剂， 反应 2.5h， 以74%的产率得到4-amino-3,5-dichloro-N-trifluoroacetyl-L-phenylalanine ethyl ester
  参考文献：
  名称：

  AROMATIC AMINO ACID DERIVATIVES AND MEDICINAL COMPOSITIONS

  摘要：

  公开号：

  EP1481965B1

文献信息

• Aromatic amino acid derivates and medicinal compositions
  申请人：Endo Hitoshi

  公开号：US20050119256A1

  公开（公告）日：2005-06-02

  1. An aromatic amino acid derivative represented by the formula (I) or its pharmacologically acceptable salt: wherein, R 1 is a hydrogen atom or an amino-protecting group, R 2 is a halogen atom or an alkyl, aralkyl or aryl group, R 3 is circle over (1)} a hydrogen atom, circle over (2)} an aroylamino group, circle over (3)} a phenyl group substituted with lower alkyl, phenyl, phenoxy, etc. circle over (4)} a naphthyl or tetrahydronaphthyl group optionally substituted with hydroxy, lower alkoxy or di(lower)alkylamino, circle over (5)} an unsaturated mono-cyclic heterocyclic group containing N, O and/or S substituted with lower alkyl, phenyl, naphthyl or tetrahydroquinolyl, circle over (6)} an unsaturated or partially saturated condensed heterocyclic group containing N, O and/or S, optionally substituted with oxo, carboxy, amino, lower alkyl, etc.; X is a halogen atom, an alkyl group or an alkoxy group; Y is oxygen atom or nitrogen atom; I is 0 or 1; m is 0, 1 or 2; n is an integer of 0-5. This compound can inhibit a transporter (LAT1) of essential amino acid which is one of main nutrition for cancer cells and accordingly cause drain of the essential amino acid on the cancer cells and finally can prohibit the multiplication of cancer cells.

  一种芳香族氨基酸衍生物，其化学式为（I）或其药理学上可接受的盐：其中，R1为氢原子或氨基保护基；R2为卤素原子或烷基、芳基烷基或芳基基团；R3为circle over (1)}氢原子，circle over (2)}芳基氨基基团，circle over (3)}苯基，其取代基为较低的烷基、苯基、苯氧基等，circle over (4)}萘基或四氢萘基，可选地取代羟基、较低的烷氧基或二（较低）烷基氨基，circle over (5)}含N、O和/或S的不饱和单环杂环基团，取代基为较低的烷基、苯基、萘基或四氢喹啉基团，circle over (6)}含N、O和/或S的不饱和或部分饱和的紧缩杂环基团，可选地取代为氧代、羧基、氨基、较低的烷基等；X为卤素原子、烷基或烷氧基；Y为氧原子或氮原子；I为0或1；m为0、1或2；n为0-5的整数。该化合物可以抑制癌细胞的主要营养物质之一的必需氨基酸转运体（LAT1），从而导致癌细胞必需氨基酸的流失，最终可以抑制癌细胞的增殖。
• Anticancer agent composition
  申请人：J-Pharma Co., Ltd.

  公开号：US10172835B2

  公开（公告）日：2019-01-08

  A method for treating cancer includes administering to a subject in need of the treatment an anticancer agent composition that includes the following agents as active ingredients; a LAT1 inhibitor, and one or more agents selected from the group consisting of an alkylating agent, a platinum-based antineoplastic agent, an anti-metabolite, a topoisomerase inhibitor, an anti-microtubule polymerizing agent, a hormonal agent, an anti-microtubule depolymerizing agent, an anticancer antibiotic, and a molecular targeted agent.

  一种治疗癌症的方法包括向需要治疗的受试者施用抗癌剂组合物，该组合物包括作为活性成分的下列制剂；LAT1抑制剂，以及选自以下组别的一种或多种制剂：烷化剂、铂类抗肿瘤剂、抗代谢剂、拓扑异构酶抑制剂、抗微管聚合剂、激素制剂、抗微管解聚剂、抗癌抗生素和分子靶向制剂。
• ANTI-MALIGNANT TUMOR AGENT COMPOSITION
  申请人：J-Pharma Co., Ltd.

  公开号：EP2959918B1

  公开（公告）日：2019-05-22
• AN ANTICANCER AGENT COMPOSITION
  申请人：J-PHARMA CO., LTD.

  公开号：US20160279103A1

  公开（公告）日：2016-09-29

  A method for treating cancer includes administering to a subject in need of the treatment an anticancer agent composition that includes the following agents as active ingredients; a LAT1 inhibitor, and one or more agents selected from the group consisting of an alkylating agent, a platinum-based antineoplastic agent, an anti-metabolite, a topoisomerase inhibitor, an anti-microtubule polymerizing agent, a hormonal agent, an anti-microtubule depolymerizing agent, an anticancer antibiotic, and a molecular targeted agent.
• US7345068B2
  申请人：——

  公开号：US7345068B2

  公开（公告）日：2008-03-18