(±)-3-(3.4-dihydroxyphenyl)-2-methyl-DL-alanine methyl ester | 158190-23-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (±)-3-(3.4-dihydroxyphenyl)-2-methyl-DL-alanine methyl ester
• 英文别名: 3,4-Dihydroxy-α-methyl-phenylalanin-methylester；Methylester von Methyldopa；3-Hydroxy-Alpha-methyl-tyrosine Methyl Ester；methyl 2-amino-3-(3,4-dihydroxyphenyl)-2-methylpropanoate
• CAS: 158190-23-9
• 化学式: C₁₁H₁₅NO₄
• 分子量: 225.244
• InChiKey: MKFJJXIMFTXSEM-UHFFFAOYSA-N

物化性质

• 熔点：
  >120oC (dec.)
• 沸点：
  386.9±37.0 °C(Predicted)
• 密度：
  1.280±0.06 g/cm3(Predicted)
• 溶解度：
  DMSO（轻微）、甲醇（轻微、加热、超声处理）

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  92.8
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (±)-3-(3.4-dihydroxyphenyl)-2-methyl-DL-alanine methyl ester 在 sodium periodate 作用下， 以 phosphate buffer 为溶剂， 反应 0.17h， 生成 2-methyldopachrome methyl ester
  参考文献：
  名称：

  Inhibition of macrophage migration inhibitory factor (MIF) tautomerase activity by dopachrome analogs

  摘要：

  A macrophage migration inhibitory factor (MIF) dopachrome tautomerization assay was employed for identification of MIF inhibitors. One group of dopachrome analogs was identified which inhibits MIF tautomerase activity. In particular, the analogs with a leaving group at beta position displayed activity at a concentration of tenfold less than that of the MIF-substrate. These findings could lead to a better understanding of MIF biological activities and the development of agents for the treatment of MIF related diseases.

  DOI：

  10.1016/s0960-894x(99)00561-2

文献信息

• COMPOUND AND USE THEREOF
  申请人：Feliqs Corporation

  公开号：EP4101839A1

  公开（公告）日：2022-12-14

  Provided is a compound that achieves a good balance between the LO• scavenging ability and the LOO• scavenging ability. The compound of the present invention or a salt thereof is represented by the following formula (1). In the formula (1), R1 and R2 may be the same or different and are each independently a hydrogen atom or an alkyl group, R3 is -OR4 or - NHR5, R4 is a sec-butyl group, a tert-butyl group, or an iso-butyl group, and R5 is a sec-butyl group, a tert-butyl group, or an iso-butyl group.

  本发明提供了一种在清除 LO 能力和清除 LOO 能力之间达到良好平衡的化合物。本发明的化合物或其盐由下式（1）表示。在式 (1) 中，R1 和 R2 可以相同或不同，且各自独立地为氢原子或烷基，R3 为-OR4 或-NHR5，R4 为仲丁基、叔丁基或异丁基，R5 为仲丁基、叔丁基或异丁基。
• SUGUMARAN, MANICKAM;DALI, HEMALATHA;SEMENSI, VICTOR, BIOORG. CHEM., 18,(1990) N, C. 144-153
  作者：SUGUMARAN, MANICKAM、DALI, HEMALATHA、SEMENSI, VICTOR

  DOI：——

  日期：——
• SCHMITZ, E.;ANDREAE, S.;SCHRAMM, S.;ALBERT, F. -M.;LOHMANN, D.
  作者：SCHMITZ, E.、ANDREAE, S.、SCHRAMM, S.、ALBERT, F. -M.、LOHMANN, D.

  DOI：——

  日期：——
• METHOD FOR TREATING HYDROCARBON-BEARING FORMATIONS WITH FLUORINATED EPOXIDES
  申请人：Board of Regents, The University of Texas System

  公开号：EP2300555A2

  公开（公告）日：2011-03-30
• METHODS OF TREATING A HYDROCARBON-BEARING FORMATION, A WELL BORE, AND PARTICLES
  申请人：Board of Regents, The University of Texas System

  公开号：EP2300558A2

  公开（公告）日：2011-03-30