{1-[2,4-dimethyl-3-(2-methyl-quinolin-8-yloxymethyl )-phenyl]-pyrrolidin-2-(R)-yl}-methanol | 597543-25-4

• 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: {1-[2,4-dimethyl-3-(2-methyl-quinolin-8-yloxymethyl )-phenyl]-pyrrolidin-2-(R)-yl}-methanol
• 英文别名: {1-[2,4-dimethyl-3-(2-methyl-quinolin-8-yloxymethyl)-phenyl]-pyrrolidin-2-(R)-yl}-methanol；[(2R)-1-[2,4-dimethyl-3-[(2-methylquinolin-8-yl)oxymethyl]phenyl]pyrrolidin-2-yl]methanol
• CAS: 597543-25-4
• 化学式: C₂₄H₂₈N₂O₂
• 分子量: 376.499
• InChiKey: POLBDTQXKIYKEN-HXUWFJFHSA-N

物化性质

• 沸点：
  591.1±50.0 °C(Predicted)
• 密度：
  1.164±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 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：
  45.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  {1-[2,4-dimethyl-3-(2-methyl-quinolin-8-yloxymethyl )-phenyl]-pyrrolidin-2-(R)-yl}-methanol 在 三丁基膦 、 diamide 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 肼 作用下， 以 乙醇 为溶剂， 生成 (E)-3-(6-Acetylamino-pyridin-3-yl)-N-{(R)-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 作用下， 以 二氯甲烷 、 水 、 甲苯 为溶剂， 生成 {1-[2,4-dimethyl-3-(2-methyl-quinolin-8-yloxymethyl )-phenyl]-pyrrolidin-2-(R)-yl}-methanol
  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

文献信息

• Novel heteroaryl alkylamide derivatives useful as bradykinin receptor modulators
  申请人：——

  公开号：US20040192720A1

  公开（公告）日：2004-09-30

  This invention is directed towards novel alkylamide derivatives as bradykinin receptor antagonists useful for the treatment of bradykinin modulated disorders such as pain, inflammation, asthma and allergy. Furthermore, the present invention is directed to novel alkylamide derivatives as bradykinin receptor agonists useful for the treatment of bradykinin modulated disorders such as hypertension and the like.

  这项发明涉及新颖的烷基酰胺衍生物，作为布雷金肽受体拮抗剂，用于治疗布雷金肽调节的疾病，如疼痛、炎症、哮喘和过敏。此外，该发明涉及新颖的烷基酰胺衍生物，作为布雷金肽受体激动剂，用于治疗布雷金肽调节的疾病，如高血压等。
• [EN] NOVEL HETEROARYL ALKYLAMIDE DERIVATIVES USEFUL AS BRADYKININ RECEPTOR MODULATORS<br/>[FR] NOUVEAUX DERIVES HETEROARYLALKYLAMIDE UTILES EN TANT QUE MODULATEURS DU RECEPTEUR DE LA BRADYKININE
  申请人：——

  公开号：WO2003087090A3

  公开（公告）日：2003-12-11
• NOVEL HETEROARYL ALKYLAMIDE DERIVATIVES USEFUL AS BRADYKININ RECEPTOR MODULATORS
  申请人：Ortho-McNeil Pharmaceutical, Inc.

  公开号：EP1495017A2

  公开（公告）日：2005-01-12
• US6958349B2
  申请人：——

  公开号：US6958349B2

  公开（公告）日：2005-10-25
• US7358261B2
  申请人：——

  公开号：US7358261B2

  公开（公告）日：2008-04-15