N-{[1-(2-(4-(3-methylbenzoyl)piperazine-1-yl)ethyl)-pyrrolidine-(3R)-yl-carbamoyl]-methyl}-3-trifluoromethylbenzamide | 1226894-84-3

• 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: N-{[1-(2-(4-(3-methylbenzoyl)piperazine-1-yl)ethyl)-pyrrolidine-(3R)-yl-carbamoyl]-methyl}-3-trifluoromethylbenzamide
• 英文别名: (R)-N-(2-(1-(2-(4-(3-methylbenzoyl)piperazin-1-yl)ethyl)pyrrolidin-3-ylamino)-2-oxoethyl)-3-(trifluoromethyl)benzamide；N-[2-[[(3R)-1-[2-[4-(3-methylbenzoyl)piperazin-1-yl]ethyl]pyrrolidin-3-yl]amino]-2-oxoethyl]-3-(trifluoromethyl)benzamide
• CAS: 1226894-84-3
• 化学式: C₂₈H₃₄F₃N₅O₃
• 分子量: 545.605
• InChiKey: NVHAHTZSEKLNOR-XMMPIXPASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  39
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  85
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  (R)-N-(2-氧代-2-(吡咯烷-3-基氨基)乙基)-3-(三氟甲基)苯甲酰胺 、 在 三乙酰氧基硼氢化钠 作用下， 以 四氢呋喃 为溶剂， 生成 N-{[1-(2-(4-(3-methylbenzoyl)piperazine-1-yl)ethyl)-pyrrolidine-(3R)-yl-carbamoyl]-methyl}-3-trifluoromethylbenzamide
  参考文献：
  名称：

  Synthesis and biological evaluation of 3-aminopyrrolidine derivatives as CC chemokine receptor 2 antagonists

  摘要：

  Novel 3-aminopyrrolidine derivatives were synthesized and evaluated for their antagonistic activity against human chemokine receptor 2. Structure-activity studies on 3-aminopyrrolidine incorporating heteroatomic carbocycle moieties led to piperidine compound 19, and piperazine compounds 42, 47 and 49 as highly potent hCCR2 antagonists. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.02.072

文献信息

• PIPERAZINYL 3-AMINOPYRROLIDINE DERIVATIVES AS A CCR2 ANTAGONIST
  申请人：Lim Jee Woong

  公开号：US20120190689A1

  公开（公告）日：2012-07-26

  The present invention relates to compounds of chemical formula 1 and having CCR2 (chemokine receptor 2) antagonistic effects, and salts or isomers thereof. These compounds are very useful for treating, preventing, or relieving rheumatoid arthritis, arteriosclerosis, multiple sclerosis, asthma, and various diseases related to CCR2. wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 and R 9 is the same as defined in the specification.

  本发明涉及化学式1的化合物及其具有CCR2（趋化因子受体2）拮抗作用的盐或异构体。这些化合物对于治疗、预防或缓解类风湿性关节炎、动脉硬化、多发性硬化症、哮喘以及与CCR2相关的各种疾病非常有用。其中R1、R2、R3、R4、R5、R6、R7、R8和R9的定义与说明书中相同。
• US8575173B2
  申请人：——

  公开号：US8575173B2

  公开（公告）日：2013-11-05
• Synthesis and biological evaluation of 3-aminopyrrolidine derivatives as CC chemokine receptor 2 antagonists
  作者：Jee Woong Lim、Youna Oh、Jong-Hoon Kim、Min-Ho Oak、Yongho Na、Jung-Ok Lee、Seung-Woo Lee、Heeyeong Cho、Woo-Kyu Park、Gildon Choi、Jongmin Kang

  DOI：10.1016/j.bmcl.2010.02.072

  日期：2010.4

  Novel 3-aminopyrrolidine derivatives were synthesized and evaluated for their antagonistic activity against human chemokine receptor 2. Structure-activity studies on 3-aminopyrrolidine incorporating heteroatomic carbocycle moieties led to piperidine compound 19, and piperazine compounds 42, 47 and 49 as highly potent hCCR2 antagonists. (C) 2010 Elsevier Ltd. All rights reserved.