1-(2-chloroethyl)-3-(2-chloro-pyridin-4-yl)urea | 116681-72-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1-(2-chloroethyl)-3-(2-chloro-pyridin-4-yl)urea
• 英文别名: 1-(2-Chloroethyl)-3-(2-chloro-pyridin-4-yl) urea；1-(2-chloroethyl)-3-(2-chloropyridin-4-yl)urea
• CAS: 116681-72-2
• 化学式: C₈H₉Cl₂N₃O
• 分子量: 234.085
• InChiKey: MIXQYOXGBPEWKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  54
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(2-chloroethyl)-3-(2-chloro-pyridin-4-yl)urea 在 sodium hydride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.5h， 生成 1-(2-Chloro-pyridin-4-yl)-3-[6-(4-methylsulfanyl-phenoxy)-hexyl]-imidazolidin-2-one
  参考文献：
  名称：

  Design, Synthesis, and Structure−Activity Relationship of Pyridyl Imidazolidinones:  A Novel Class of Potent and Selective Human Enterovirus 71 Inhibitors

  摘要：

  When skeletons of Win compounds were used as templates, computer-assisted drug design led to the identification of a novel series of imidazolidinone derivatives with significant antiviral activity against enterovirus 71(EV 71), the infection of which had resulted in about 80 fatalities during the 1998 epidemic outbreak in Taiwan. In addition to inhibiting all the genotypes (A, B, and C) of EV 71 in the submicromolar to low micromolar range, compounds 1 and 8 were extensively evaluated against a variety of viruses, showing potent activity against coxsackievirus A9 (IC50 = 0.47-0.55 muM) and coxsackievirus A24 (IC50 = 0.47-0.55 muM) as well as moderate activity against enterovirus 68 (IC50 = 2.13 muM) and echovirus 9 (IC50 = 2.6 muM). Our SAR studies revealed that imidazolidinone analogues with an aryl substituent at the para position of the phenoxyl ring, such as compounds 20, 21, 27, 57, 58, and 61, in general exhibited the highest activity against EV 71. Among them, compound 20 and its corresponding hydrochloride salt 57, in terms of potency and selectivity index, appear to be the most promising candidates in this series for further development of anti-EV-71 agents. Preliminary results of the study on the mode of action by a time-course experiment suggest that test compounds 1 and 8 can effectively inhibit the virus replication at the early stages, referring to virus attachment or uncoating. This indicates that the surface protein may be the target for this type of compounds.

  DOI：

  10.1021/jm010536a
• 作为产物：
  描述：

  氯乙基异氰酸酯 、 2-氯-4-氨基吡啶 在 silica gel 、 甲醇 、 二氯甲烷 作用下， 以 甲苯 为溶剂， 以to afford 3.3 g of the product (61% yield)的产率得到1-(2-chloroethyl)-3-(2-chloro-pyridin-4-yl)urea
  参考文献：
  名称：

  17a-HYDROXYLASE/C17,20-LYASE INHIBITORS

  摘要：

  本发明提供了式（I）的化合物或其药学上可接受的盐，其中R1、R2、R3、R4、R5和R6如本文所定义。本发明的化合物已被发现可用作17α-羟化酶/C17,20-裂解酶抑制剂。

  公开号：

  US20140228386A1

文献信息

• [EN] 17a-HYDROXYLASE/C17,20-LYASE INHIBITORS<br/>[FR] INHIBITEURS DE 17?-HYDROXYLASE/C17,20-LYASE
  申请人：NOVARTIS AG

  公开号：WO2012149413A1

  公开（公告）日：2012-11-01

  The present invention provides compounds of Formula (I), or a pharmaceutically acceptable salt thereof, where R1, R2, R3, R4, R5 and R6 are as defined herein. The compounds of the present invention have been found to be useful as 17α-hydroxylase/C17,20-lyase inhibitors.

  本发明提供了Formula (I)的化合物，或其药用可接受的盐，其中R1、R2、R3、R4、R5和R6如本文所定义。本发明的化合物被发现可用作17α-羟化酶/C17,20-裂解酶抑制剂。
• 17a-HYDROXYLASE/C17,20-LYASE INHIBITORS
  申请人：Bock Mark Gary

  公开号：US20140228386A1

  公开（公告）日：2014-08-14

  The present invention provides compounds of Formula (I), or a pharmaceutically acceptable salt thereof, where R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are as defined herein. The compounds of the present invention have been found to be useful as 17α-hydroxylase/C 17,20 -lyase inhibitors.

  本发明提供了式（I）的化合物或其药学上可接受的盐，其中R1、R2、R3、R4、R5和R6如本文所定义。本发明的化合物已被发现可用作17α-羟化酶/C17,20-裂解酶抑制剂。
• 17α-hydroxylase/C17,20-lyase inhibitors
  申请人：Bock Mark Gary

  公开号：US09029399B2

  公开（公告）日：2015-05-12

  The present invention provides compounds of Formula (I), or a pharmaceutically acceptable salt thereof, where R1, R2, R3, R4, R5 and R6 are as defined herein. The compounds of the present invention have been found to be useful as 17α-hydroxylase/C17,20-lyase inhibitors.

  本发明提供了式（I）的化合物或其药学上可接受的盐，其中R1、R2、R3、R4、R5和R6如本文所定义。本发明的化合物已被发现可用作17α-羟化酶/C17,20-裂解酶抑制剂。
• 17a-hydroxylase/C17,20-lyase inhibitors
  申请人：Bock Mark Gary

  公开号：US09339501B2

  公开（公告）日：2016-05-17

  The present invention provides compounds of Formula (I), or a pharmaceutically acceptable salt thereof, where R1, R2, R3, R4, R5 and R6 are as defined herein. The compounds of the present invention have been found to be useful as 17α-hydroxylase/C17,20-lyase inhibitors.

  本发明提供了式（I）的化合物或其药学上可接受的盐，其中R1，R2，R3，R4，R5和R6如本文所定义。本发明的化合物已被发现可用作17α-羟化酶/C17,20-裂解酶抑制剂。
• PYRIDINYLUREA COMPOUNDS AND AGRICULTURAL USES
  申请人：FMC Corporation

  公开号：EP0243450A1

  公开（公告）日：1987-11-04