2-acetamido-2-carbethoxy-3-(benzofuran-5-yl)propanoic acid ethyl ester | 328005-80-7

• 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-acetamido-2-carbethoxy-3-(benzofuran-5-yl)propanoic acid ethyl ester
• 英文别名: Diethyl 2-acetamido-2-(1-benzofuran-5-ylmethyl)propanedioate；diethyl 2-acetamido-2-(1-benzofuran-5-ylmethyl)propanedioate
• CAS: 328005-80-7
• 化学式: C₁₈H₂₁NO₆
• 分子量: 347.368
• InChiKey: YTSHGIIRORUBKB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.98
• 重原子数：
  25.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  94.84
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2-acetamido-2-carbethoxy-3-(benzofuran-5-yl)propanoic acid ethyl ester 在 盐酸 、 sodium tetrahydroborate 、 1-氯乙基氯甲酸酯 、 二乙胺基三氟化硫 、 氯甲酸乙酯 、 sodium hydride 、 三乙胺 、 lithium chloride 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 水 、 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran 、 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 55.67h， 生成 [1-(1-Benzofuran-5-yl)-3-fluoropropan-2-yl](methyl)aminehydrochloride
  参考文献：
  名称：

  [EN] BENZOFURAN SALT MORPHIC FORMS AND MIXTURES FOR THE TREATMENT OF MENTAL DISORDERS OR MENTAL ENHANCEMENT
  [FR] FORMES POLYMORPHES DE SELS DE BENZOFURANE ET MÉLANGES POUR LE TRAITEMENT DE TROUBLES MENTAUX OU POUR L'AMÉLIORATION MENTALE

  摘要：

  Salt morphic forms, morphic salt mixtures, and specified salt mixtures of pharmaceutically active benzofuran compositions are provided for the treatment of mental disorders or for mental enhancement, including for entactogenic therapy. The present invention also includes salt morphic forms, morphic salt mixtures, and specified salt mixtures of benzofuran compounds, compositions thereof, and methods for generally modulating central nervous system activity and treating central nervous system disorders.

  公开号：

  WO2023107653A2
• 作为产物：
  描述：

  5-甲基苯并呋喃 在 N-溴代丁二酰亚胺(NBS) 、 sodium ethanolate 、 过氧化苯甲酰 作用下， 以 四氯化碳 、 乙醇 为溶剂， 反应 48.41h， 生成 2-acetamido-2-carbethoxy-3-(benzofuran-5-yl)propanoic acid ethyl ester
  参考文献：
  名称：

  Development of Strategies for the Site-Specific In Vivo Incorporation of Photoreactive Amino Acids: p-Azidophenylalanine, p-Acetylphenylalanine and Benzofuranylalanine

  摘要：

  A major limitation of conventional site-directed mutagenesis is that substitutions are restricted to the 20 naturally occurring amino acids. While this problem can be circumvented in vitro to allow the site-specific incorporation of non-canonical amino acids, no similar in vivo methodologies yet exist. The main requirement for such a system is an aminoacyl-tRNA synthetase able to exclusively recognize a cion-canonical amino acid and a suppressor tRNA. The engineering of such activities in aminoacyl-tRNA synthetases has proven to be problematic due to their high substrate specificity. Here we report progress towards the development of an antibody-based methodology to screen large mutant aminoacyl-tRNA synthetase libraries for specific recognition of the non-canonical photoreactive benzofuran amino acid [3-(5'-benzofuranyl)-alanine]. We also report the chemical synthesis and enantiomeric resolution of this amino acid. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00828-0

文献信息

• [EN] SPECIALIZED COMBINATIONS FOR MENTAL DISORDERS OR MENTAL ENHANCEMENT<br/>[FR] COMBINAISONS SPÉCIALISÉES POUR TRAITER DES TROUBLES MENTAUX OU AMÉLIORER L'ÉTAT MENTAL
  申请人：[en]TACTOGEN INC

  公开号：WO2023107715A1

  公开（公告）日：2023-06-15

  The present invention discloses specialized combinations and methods of use thereof that may be used for beneficially modulating the central nervous system and for treating central nervous system, inflammatory, and metabolic disorders.