N-(2,6-dimethylphenyl)-α-alanine ethyl ester | 70598-57-1

• 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: N-(2,6-dimethylphenyl)-α-alanine ethyl ester
• 英文别名: ethyl α-(2,6-dimethylanilino)propionate；α-<2,6-Dimethylanilino>-propionsaeureaethylester；Ethyl alpha-(2,6-dimethylanilino)propionate；ethyl 2-(2,6-dimethylanilino)propanoate
• CAS: 70598-57-1
• 化学式: C₁₃H₁₉NO₂
• 分子量: 221.299
• InChiKey: SYJRLJHALUPLFM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(2,6-dimethylphenyl)-α-alanine ethyl ester 以 四氯化碳 、 苯 为溶剂， 反应 248.0h， 生成 N-<4-(1-hydroxy-1-methoxycarbonyl-2,2,2-trifluoroethyl)-2,6-dimethylphenyl>-N-chloroacetyl-α-alanine ethyl ester
  参考文献：
  名称：

  Hexafluoroacetone and methyl trifluoropyruvate as precursors of modified esters of N-acyl-N-phenyl-?-amino acids

  摘要：

  The C-oxyalkylation of N-aryl-alpha-amino acids by hexafluoroacetone (1) and methyl trifluoropyruvate (2), followed by acylation of the products 3-13, 15, and 17 formed, was carried out. The activity of the synthesized anilides against pathogens of plant fungus diseases was studied.

  DOI：

  10.1007/bf00864339
• 作为产物：
  描述：

  2,6-二甲基苯胺 、 2-溴丙酸乙酯 以 苯 为溶剂， 以to give ethyl α-(2,6-dimethylanilino)propionate的产率得到N-(2,6-dimethylphenyl)-α-alanine ethyl ester
  参考文献：
  名称：

  N-Substituted 2,6-dialkylanilines and process for their preparation

  摘要：

  小说N-取代的2,6-二烷基苯胺及其制备方法，通过将2,6-二烷基苯胺与羰基化合物反应，随后进行催化氢化反应制备N-取代的2,6-二烷基苯胺。 该产品是制备染料和农药的起始材料。

  公开号：

  US04255587A1

文献信息

• Verfahren zur Herstellung von N-substituierten 2,6-Dialkylanilinen
  申请人：BASF Aktiengesellschaft

  公开号：EP0003304A2

  公开（公告）日：1979-08-08

  Neue N-substituierte 2,6-Dialkylaniline und Verfahren zur Herstellung von N-substituierten 2,6-Dialkylanilinen durch Umsetzung von 2,6-Dialkylanilinen mit Carbonylverbindungen und anschließende katalytische Hydrierung mit Wasserstoff. Die nach dem Verfahren der Erfindung herstellbaren Verbindungen sind wertvolle Ausgangsstoffe für die Herstellung von Farbstoffen und Schädlingsbekämpfungsmitteln.

  新的 N-取代的 2,6-二烷基苯胺和通过 2,6-二烷基苯胺与羰基化合物反应并随后与氢催化加氢制备 N-取代的 2,6-二烷基苯胺的工艺。 通过本发明的工艺可以生产出的化合物是生产染料和杀虫剂的重要起始原料。
• Potential antisecretory antidiarrheals. 2. .alpha.2-Adrenergic 2-[(aryloxy)alkyl]imidazolines
  作者：Alan E. Moormann、Barnett S. Pitzele、P. H. Jones、Gary W. Gullikson、David Albin、Stella S. Yu、Robert G. Bianchi、Elizabeth L. Sanguinetti、Barbara Rubin

  DOI：10.1021/jm00164a024

  日期：1990.2

  Lofexidine, an alpha 2-agonist, has central hypotensive activity and peripheral intestinal antisecretory activity. Analogues were synthesized with increased polarity in an attempt to prevent penetration of the blood-brain barrier. The compounds were evaluated in the cholera toxin treated ligated jejunum of the rat and in the Ussing chamber with a rabbit ileum preparation. Active compounds were determined to be alpha 2-adrenergic agonists by yohimbine reversals of their Ussing chamber activities. The 2,6-dimethyl derivative of lofexidine, 4a, was as active as lofexidine in vivo, but derivatives with 2,6-substituents larger than ethyl were inactive. (Aryloxy)alkyl derivatives which have an imidazoline and a methyl or larger group as part of the alkyl exhibited the best antisecretory activity. Compounds with substituents in the para position of the phenyl ring were generally inactive. 3-Amino-2,6-dimethyl derivative 21 was twice as active as 4a. A 2-methyl substituent is required in the 3-amino series to retain good activity. 2-Methyl derivative 12a had activity comparable to that of 4a, while 6-methyl derivative 12f was inactive. Substituents on the 3-amino group did not affect the activity, but substituting a hydroxyl for the amino group produced an inactive compound. Replacing the phenyl moiety with a 4-indole resulted in retention of activity, but other heterocycles were inactive. Compound 12a was resolved and d isomer 32 was five times more potent than l isomer 33. The more active compounds in the rat cholera toxin assay (RCTA), when evaluated in the dog, exhibited antisecretory activity but also exhibited central nervous system (CNS) effects, sedation and ataxia, at 10 mg/kg, and in spontaneously hypertensive rats at 50 mg/kg. A measure of polarity, log P, was calculated for the (aryloxy)alkyl groups. Regression analysis showed no correlation of antisecretory ED50 to the calculated log P. The active compounds did not show a separation of the central CNS effects from the peripheral antisecretory activity by increasing the polarity.
• 646. Chemical and physical properties of some sydnones
  作者：D. Ll. Hammick、Denys J. Voaden

  DOI：10.1039/jr9610003303

  日期：——
• ZEEH, B.;THEOBALD, H.;AMMERMANN, E.;POMMER, E. -H.
  作者：ZEEH, B.、THEOBALD, H.、AMMERMANN, E.、POMMER, E. -H.

  DOI：——

  日期：——
• US4255587A
  申请人：——

  公开号：US4255587A

  公开（公告）日：1981-03-10