2-phenyl-4-<α-Z-p-methoxyphenylethylidene>-5(4H)-oxazolone | 69015-82-3

• 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-phenyl-4-<α-Z-p-methoxyphenylethylidene>-5(4H)-oxazolone
• 英文别名: Z-2-phenyl-4-(α-p-methoxyphenylethylidene)-5(4H)-oxazolone；4-[(Z)-1-(4-methoxy-phenyl)-ethylidene]-2-phenyl-4H-oxazol-5-one；(Z)-4-(α-4-Methoxyphenylethyliden)-2-phenyl-5(4H)-oxazolon；2-Phenyl-4-(1-p-methoxy-phenyl-ethyliden)-oxazolin-5-on；(Z)-4-(1-(4-Methoxyphenyl)ethylidene)-2-phenyloxazol-5(4H)-one；(4Z)-4-[1-(4-methoxyphenyl)ethylidene]-2-phenyl-1,3-oxazol-5-one
• CAS: 69015-82-3
• 化学式: C₁₈H₁₅NO₃
• 分子量: 293.322
• InChiKey: KWJOUDYKPRVRCO-VBKFSLOCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  47.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-phenyl-4-<α-Z-p-methoxyphenylethylidene>-5(4H)-oxazolone 在 氢溴酸 作用下， 以 苯 为溶剂， 以90%的产率得到2-phenyl-4-<α-E-p-methoxyphenylethylidene>-5(4H)-oxazolone
  参考文献：
  名称：

  Cativiela, C.; Diaz de Villegas, M. D.; Melendez, E., Journal of Heterocyclic Chemistry, 1985, vol. 22, p. 1655 - 1657

  摘要：

  DOI：
• 作为产物：
  描述：

  对甲氧基苯乙酮 在 ammonium acetate 、 sodium acetate 、 乙酸酐 、 溶剂黄146 作用下， 以 甲苯 为溶剂， 反应 5.0h， 生成 2-phenyl-4-<α-E-p-methoxyphenylethylidene>-5(4H)-oxazolone 、 2-phenyl-4-<α-Z-p-methoxyphenylethylidene>-5(4H)-oxazolone
  参考文献：
  名称：

  烯烃a酸酯和靛红的催化不对称杂Diels-Alder反应：容易获得手性螺恶灵吲哚二氢吡喃酮。

  摘要：

  催化不对称杂Diels-Alder（HDA）反应是通过氢键直接将烯烃a内酯加到isatins上的伽马加成反应而实现的。这种方法可以高效，高效地获得螺环吲哚二氢吡喃酮，并且具有出色的对映选择性。

  DOI：

  10.1039/c4cc03896g

文献信息

• 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
• 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.
• Geometric Isomers of 2-Phenyl-4-(α-arylethylidene)-5(4<i>H</i>)-oxazolones
  作者：C. CATIVIELA、E. MELÉNDEZ

  DOI：10.1055/s-1978-24905

  日期：——
• 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：——
• CATIVIELA, C.;DIAZ, DE, VILLEGAS, M. D.;MELENDEZ, E., J. HETEROCYCL. CHEM., 1985, 22, N 6, 1655-1657
  作者：CATIVIELA, C.、DIAZ, DE, VILLEGAS, M. D.、MELENDEZ, E.

  DOI：——

  日期：——