4-(4-((2,4-dichlorophenethyl)carbamoyl)-2-(3-methoxybenzamido)phenyl)-N-ethyl-1,4-diazepane-1-carboxamide | 870998-14-4

• 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: 4-(4-((2,4-dichlorophenethyl)carbamoyl)-2-(3-methoxybenzamido)phenyl)-N-ethyl-1,4-diazepane-1-carboxamide
• 英文别名: 4-[4-[2-(2,4-dichlorophenyl)ethylcarbamoyl]-2-[(3-methoxybenzoyl)amino]phenyl]-N-ethyl-1,4-diazepane-1-carboxamide
• CAS: 870998-14-4
• 化学式: C₃₁H₃₅Cl₂N₅O₄
• 分子量: 612.556
• InChiKey: JBRHSZDIQKDZTL-UHFFFAOYSA-N

物化性质

• 沸点：
  773.5±60.0 °C(Predicted)
• 密度：
  1.299±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  42
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  103
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-硝基-4-氟苯甲酰氯 在 4-二甲氨基吡啶 、 sodium dithionite 、 碳酸氢钠 、 三乙胺 作用下， 以 1,4-二氧六环 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 4-(4-((2,4-dichlorophenethyl)carbamoyl)-2-(3-methoxybenzamido)phenyl)-N-ethyl-1,4-diazepane-1-carboxamide
  参考文献：
  名称：

  Identification and initial evaluation of 4-N-aryl-[1,4]diazepane ureas as potent CXCR3 antagonists

  摘要：

  The identification and evaluation of aryl-[1,4]diazepane ureas as functional antagonists of the chemokine receptor CXCR3 are described. Specific examples exhibit IC50 values of similar to 60 nM in a calcium mobilization functional assay, and dose-dependently inhibit CXCR3 functional response to CXCL11 (interferon-inducible T-cell alpha chemoattractant/I-TAC) as measured by T-cell chemotaxis, with a potency of approximately 100 nM. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.09.020

文献信息

• Substituted [1,4]-diazepanes as CXCR3 antagonists and their use in the treatment of inflammatory disorders
  申请人：Cole Andrew G.

  公开号：US20080312215A1

  公开（公告）日：2008-12-18

  CXCR3 inhibitors of formula are disclosed. Inhibition of CXCR3 activation is useful for treating disorders resulting from CXCR3-associated T-cell mediated function, such as inflammatory bowel disease, multiple sclerosis, rheumatoid arthritis and diabetes, as well as in the prevention of allograft rejection. N-ethyl-1,4-diazepane-1-carboxamides in which R 1 is substituted or unsubstituted arylalkyl and R 3 is substituted or unsubstituted aryl are particularly preferred.

  公开了化学式为CXCR3抑制剂的配方。抑制CXCR3激活对于治疗由CXCR3相关T细胞介导功能引起的疾病非常有用，例如炎症性肠病、多发性硬化症、类风湿性关节炎和糖尿病，以及预防移植排斥。其中，R1为取代或未取代芳基烷基，R3为取代或未取代芳基的N-乙基-1,4-二氮杂环烷-1-羧酰胺特别受欢迎。
• [EN] SUBSTITUTED [1,4]-DIAZEPANES AS CXCR3 ANTAGONISTS AND THEIR USE IN THE TREATMENT OF INFLAMMATORY DISORDERS<br/>[FR] [1,4]-DIAZÉPANES SUBSTITUÉS EN TANT QU'ANTAGONISTES DE CXCR3 ET LEUR EMPLOI DANS LE TRAITEMENT DE TROUBLES INFLAMMATOIRES
  申请人：PHARMACOPEIA DRUG DISCOVERY

  公开号：WO2007002742A1

  公开（公告）日：2007-01-04

  [EN] CXCR3 inhibitors of formula are disclosed. Inhibition of CXCR3 activation is useful for treating disorders resulting from CXCR3 -associated T-cell mediated function, such as inflammatory bowel disease, multiple sclerosis, rheumatoid arthritis and diabetes, as well as in the prevention of allograft rejection. N-ethyl-l,4-diazepane-l-carboxamides in which R1 is substituted or unsubstituted arylalkyl and R3 is substituted or unsubstituted aryl are particularly preferred.
  [FR] La présente invention décrit des inhibiteurs de CXCR3 de formule. L'inhibition de l'activation de CXCR3 peut être employée dans le traitement de troubles résultants de fonctions liées aux cellules T associées à CXCR3, tels qu'une affection abdominale inflammatoire, une sclérose en plaques, une polyarthrite rhumatoïde et un diabète, de même que dans la prévention d'un rejet d'allogreffe. Les N-éthyl-1,4-diazépane-1-carboxamides dans lesquels R1 représente un groupement arylalkyle éventuellement substitué et R3 représente un groupement aryle éventuellement substitué sont particulièrement préférés.
• Identification and initial evaluation of 4-N-aryl-[1,4]diazepane ureas as potent CXCR3 antagonists
  作者：Andrew G. Cole、Ilana L. Stroke、Marc-Raleigh Brescia、Srilatha Simhadri、Joan J. Zhang、Zahid Hussain、Michael Snider、Christopher Haskell、Sofia Ribeiro、Kenneth C. Appell、Ian Henderson、Maria L. Webb

  DOI：10.1016/j.bmcl.2005.09.020

  日期：2006.1

  The identification and evaluation of aryl-[1,4]diazepane ureas as functional antagonists of the chemokine receptor CXCR3 are described. Specific examples exhibit IC50 values of similar to 60 nM in a calcium mobilization functional assay, and dose-dependently inhibit CXCR3 functional response to CXCL11 (interferon-inducible T-cell alpha chemoattractant/I-TAC) as measured by T-cell chemotaxis, with a potency of approximately 100 nM. (c) 2005 Elsevier Ltd. All rights reserved.