N-(6-formyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-3-(naphthalene-2-sulfonylamino)-3-phenyl-propionamide | 784202-87-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-(6-formyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-3-(naphthalene-2-sulfonylamino)-3-phenyl-propionamide
• CAS: 784202-87-5
• 化学式: C₃₀H₂₈N₂O₄S
• 分子量: 512.629
• InChiKey: KEMGLKLVBCUWRP-YPJJGMIRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.26
• 重原子数：
  37.0
• 可旋转键数：
  8.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  92.34
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  哌啶 、 N-(6-formyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-3-(naphthalene-2-sulfonylamino)-3-phenyl-propionamide 在 三乙酰氧基硼氢化钠 、 溶剂黄146 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 16.0h， 生成 (3R)-3-((2-naphthalenylsulfonyl)amino)-3-phenyl-N-((1R)-6-(1-piperidinylmethyl)-1,2,3,4-tetrahydro-1-naphthalenyl)propanamide 、 (3R)-3-((2-naphthalenylsulfonyl)amino)-3-phenyl-N-((1S)-6-(1-piperidinylmethyl)-1,2,3,4-tetrahydro-1-naphthalenyl)propanamide
  参考文献：
  名称：

  Identification of a Nonpeptidic and Conformationally Restricted Bradykinin B1 Receptor Antagonist with Anti-Inflammatory Activity

  摘要：

  We report the discovery of chroman 28, a potent and selective antagonist of human, nonhuman primate, rat, and rabbit bradykinin B1 receptors (0.4-17 nM). At 90 mg/kg s.c., 28 decreased plasma extravasation in two rodent models of inflammation. A novel method to calculate entropy is introduced and ascribed similar to 30% of the gained affinity between "flexible" 4 (K-i = 132 nM) and "rigid" 28 (K-i = 0.77 nM) to decreased conformational entropy.

  DOI：

  10.1021/jm061224g
• 作为产物：
  描述：

  在 manganese(IV) oxide 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 16.0h， 生成 N-(6-formyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-3-(naphthalene-2-sulfonylamino)-3-phenyl-propionamide
  参考文献：
  名称：

  Identification of a Nonpeptidic and Conformationally Restricted Bradykinin B1 Receptor Antagonist with Anti-Inflammatory Activity

  摘要：

  We report the discovery of chroman 28, a potent and selective antagonist of human, nonhuman primate, rat, and rabbit bradykinin B1 receptors (0.4-17 nM). At 90 mg/kg s.c., 28 decreased plasma extravasation in two rodent models of inflammation. A novel method to calculate entropy is introduced and ascribed similar to 30% of the gained affinity between "flexible" 4 (K-i = 132 nM) and "rigid" 28 (K-i = 0.77 nM) to decreased conformational entropy.

  DOI：

  10.1021/jm061224g