[(2S)-1-[2,4-dimethyl-3-[(2-methylquinolin-8-yl)oxymethyl]phenyl]pyrrolidin-2-yl]methanamine | 597543-23-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: [(2S)-1-[2,4-dimethyl-3-[(2-methylquinolin-8-yl)oxymethyl]phenyl]pyrrolidin-2-yl]methanamine
• CAS: 597543-23-2
• 化学式: C₂₄H₂₉N₃O
• 分子量: 375.514
• InChiKey: JCXGPDDQYBNQCL-FQEVSTJZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  51.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-3-(6-acetylamino-pyridin-3-yl)acrylic acid 、 [(2S)-1-[2,4-dimethyl-3-[(2-methylquinolin-8-yl)oxymethyl]phenyl]pyrrolidin-2-yl]methanamine 在 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 生成 (E)-3-(6-Acetylamino-pyridin-3-yl)-N-{(S)-1-[2,4-dimethyl-3-(2-methyl-quinolin-8-yloxymethyl)-phenyl]-pyrrolidin-2-ylmethyl}-acrylamide
  参考文献：
  名称：

  Design and synthesis of novel pyrrolidine-containing bradykinin antagonists

  摘要：

  The design and synthesis of novel pyrrolidine-containing bradykinin antagonists, 11, are described. Conformational analysis suggested that a pyrrolidine moiety could substitute for the N-methyl cis-amide moiety of FR 173657. The in vitro binding data showed that the (S)-isomer of 11 was potent in the bradykinin 132 receptor-binding assay with a K-i of 33 nM. The opposite isomer, (R)-II, had a K-i of 46 nM. The in vitro binding data confirmed our conformational hypothesis. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00309-3
• 作为产物：
  描述：

  8-羟基喹哪啶 在 sodium tetrahydroborate 、 tris(dibenzylideneacetone)dipalladium (0) 、 三丁基膦 、 三叔丁基膦 、 diamide 、 三乙胺 、 三氟乙酸 、 sodium t-butanolate 、 肼 作用下， 以 乙醇 、 二氯甲烷 、 水 、 甲苯 为溶剂， 生成 [(2S)-1-[2,4-dimethyl-3-[(2-methylquinolin-8-yl)oxymethyl]phenyl]pyrrolidin-2-yl]methanamine
  参考文献：
  名称：

  Design and synthesis of novel pyrrolidine-containing bradykinin antagonists

  摘要：

  The design and synthesis of novel pyrrolidine-containing bradykinin antagonists, 11, are described. Conformational analysis suggested that a pyrrolidine moiety could substitute for the N-methyl cis-amide moiety of FR 173657. The in vitro binding data showed that the (S)-isomer of 11 was potent in the bradykinin 132 receptor-binding assay with a K-i of 33 nM. The opposite isomer, (R)-II, had a K-i of 46 nM. The in vitro binding data confirmed our conformational hypothesis. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00309-3