2-(2-[methylaminocarbonyl]amino-thiazol-4-yl)-N-(3,5-bis-trifluoromethyl-benzyl)-4-(phenyl-4'-piperidine)-1'-butyramide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 2-(2-[methylaminocarbonyl]amino-thiazol-4-yl)-N-(3,5-bis-trifluoromethyl-benzyl)-4-(phenyl-4'-piperidine)-1'-butyramide
• 英文别名: 1-(4-(1-(3,5-Bis(trifluoromethyl)benzylamino)-1-oxo-4-(4-phenylpiperidin-1-yl)butan-2-yl)thiazol-2-yl)-3-methylurea；N-[[3,5-bis(trifluoromethyl)phenyl]methyl]-2-[2-(methylcarbamoylamino)-1,3-thiazol-4-yl]-4-(4-phenylpiperidin-1-yl)butanamide
• 化学式: C₂₉H₃₁F₆N₅O₂S
• 分子量: 627.654
• InChiKey: LIXMBCYLTAANQS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  43
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  115
• 氢给体数：
  3
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  2-(2-tert-butoxycarbonylamino-thiazol-4-yl)-N-(3,5-bis-trifluoromethyl-benzyl)-4-(phenyl-4'-piperidine)-1'-butyramide 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 2-(2-[methylaminocarbonyl]amino-thiazol-4-yl)-N-(3,5-bis-trifluoromethyl-benzyl)-4-(phenyl-4'-piperidine)-1'-butyramide
  参考文献：
  名称：

  α-Aminothiazole-γ-aminobutanoic amides as potent, small molecule CCR2 receptor antagonists

  摘要：

  A series of racemic and homochiral alpha-aminothiazole-gamma-aminobutyroamides that display high affinities for human and murine CCR2 and functional antagonism by inhibition of monocyte recruitment are described. A representative example is (2S)2- [2-(acetyl amino)-1, 3-thiazol-4-yl]-N-[3-methyl-5-(trifluoromethyl)benzyl]-4-(4-phenylpiperidin-1-yl)butanamide, which shows 5 nM affinity for human monocytes and CHO cells expressing the human CCR2b receptor. It also inhibited MCP-1 initiated chemotaxis of human monocytes with an IC50 of 0.69 nM. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.10.059

文献信息

• [EN] GAMMA-AMINOAMIDE MODULATORS OF CHEMOKINE RECEPTOR ACTIVITY<br/>[FR] MODULATEURS GAMMA-AMINOAMIDES DE L'ACTIVITE DE RECEPTEUR DE CHIMIOKINE
  申请人：MERCK & CO INC

  公开号：WO2004041279A1

  公开（公告）日：2004-05-21

  The present invention is directed to compounds of the formula (I), wherein R1, R2, R3, R4, R5, R6, R7, R8, R11, R12, W, X, and n are defined herein, which are useful as modulators of chemokine receptor activity. In particular, these compounds are useful as modulators of the chemokine receptor CCR-2.

  本发明涉及式(I)的化合物，其中R1、R2、R3、R4、R5、R6、R7、R8、R11、R12、W、X和n在此处定义，这些化合物可用作趋化因子受体活性的调节剂。特别是，这些化合物可用作趋化因子受体CCR-2的调节剂。
• US7247725B2
  申请人：——

  公开号：US7247725B2

  公开（公告）日：2007-07-24