Z-2-benzoylamino-3-p-methoxyphenyl-2-butenoic acid | 105962-37-6

• 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: Z-2-benzoylamino-3-p-methoxyphenyl-2-butenoic acid
• 英文别名: methyl Z-2-benzamido-3-p-methoxyphenyl-2-butanoate；methyl (Z)-2-benzamido-3-(4-methoxyphenyl)but-2-enoate
• CAS: 105962-37-6
• 化学式: C₁₉H₁₉NO₄
• 分子量: 325.364
• InChiKey: RATQANDMVCYBJR-LGMDPLHJSA-N

物化性质

• 熔点：
  138-140 °C
• 沸点：
  531.9±50.0 °C(Predicted)
• 密度：
  1.166±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3H-Pyrazole-3-carboxylic acid,3-(benzoylamino)-4,5-dihydro-4-(4-methoxyphenyl)-, methyl ester, cis- 以 乙二醇 为溶剂， 反应 0.17h， 以77%的产率得到Z-2-benzoylamino-3-p-methoxyphenyl-2-butenoic acid
  参考文献：
  名称：

  On the synthesis of methyl (z/e)-2-acetamido(or benzamido)-3-aryl 2-butenoates

  摘要：

  DOI：

  10.1016/s0040-4020(01)87457-3

文献信息

• Side Chain Methyl Substitution in the δ-Opioid Receptor Antagonist TIPP Has an Important Effect on the Activity Profile
  作者：Dirk Tourwé、Els Mannekens、Trang Nguyen Thi Diem、Patricia Verheyden、Hendrika Jaspers、Géza Tóth、Antal Péter、István Kertész、Gabriella Török、Nga N. Chung、Peter W. Schiller

  DOI：10.1021/jm981011u

  日期：1998.12.1

  The delta-opioid antagonist H-Tyr-Tic-Phe-Phe-OH (TIPP-OH) or its C-terminal amide analogue was systematically modified topologically by substitution of each amino acid residue by all stereoisomers of the corresponding beta-methyl amino acid. The potency and selectivity (delta- vs mu- and kappa-opioid receptor) were evaluated by radioreceptor binding assays. Agonist or antagonist potency were assayed in the mouse vas deferens and in the guinea pig ileum. In the TIPP analogues containing L-beta-methyl amino acids the influence on delta-receptor affinity and on delta-antagonist potency is limited, the [(2S,3R)-beta-MePhe(3)]TIPP-OH analogue being among the most potent delta-antagonists reported. In the D-beta-methyl amino acid series, the [D-beta-MeTic(2)] analogues are delta-selective antagonists whereas [D-Tic(2)]TIPP-NH2 is a delta-agonist. NMR studies did not indicate any influence of the beta-methyl substituent on the conformation of the Tic residue. The [(2R,3S)-beta-MePhe(3)]TIPP-NH2 is a potent delta-agonist, its C-terminal carboxylic acid analogue being more delta-selective but displaying partial agonism in both the delta- and mu-bioassay. These results constitute further examples of a profound influence of beta-methyl substitution on the potency, selectivity, and signal transduction properties of a peptide.
• CATIVIELA, C.;DIAZ, DE, VILLEGAS, M. D.;MELENDEZ, E., TETRAHEDRON, 1986, 42, N 2, 583-589
  作者：CATIVIELA, C.、DIAZ, DE, VILLEGAS, M. D.、MELENDEZ, E.

  DOI：——

  日期：——
• On the synthesis of methyl (z/e)-2-acetamido(or benzamido)-3-aryl 2-butenoates
  作者：C. Cativiela、M.D. Diaz de Villegas、E. Nelendez

  DOI：10.1016/s0040-4020(01)87457-3

  日期：1986.1