[2-Bromo-4-(3-hydroxy-propyl)-phenyl]-carbamic acid ethyl ester | 866403-61-4

• 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: [2-Bromo-4-(3-hydroxy-propyl)-phenyl]-carbamic acid ethyl ester
• 英文别名: Ethyl 2-bromo-4-(3-hydroxypropyl)phenylcarbamate；ethyl N-[2-bromo-4-(3-hydroxypropyl)phenyl]carbamate
• CAS: 866403-61-4
• 化学式: C₁₂H₁₆BrNO₃
• 分子量: 302.168
• InChiKey: RKQZAXULZSEQGV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [2-Bromo-4-(3-hydroxy-propyl)-phenyl]-carbamic acid ethyl ester 在 四(三苯基膦)钯 、 三溴化磷 、 sodium carbonate 作用下， 以 乙二醇二甲醚 、 乙酸乙酯 为溶剂， 生成 ethyl 5-(3-bromopropyl)-1,1'-biphenyl-2-ylcarbamate
  参考文献：
  名称：

  4-Phenyl-1,2,3,6-tetrahydropyridine, an excellent fragment to improve the potency of PARP-1 inhibitors

  摘要：

  We have shown that a 4-phenyl-1,2,3,6-tetrahydropyridine fragment plays an important role in improving inhibitory potency against poly(ADP-ribose) polymerise-1 (PARP-1). Various benzamide analogues linked with this fragment via alkyl spacers have been prepared and evaluated. As a result, some of them have been found to be highly potent PARP-1 inhibitors. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.06.094
• 作为产物：
  描述：

  ethyl 4-(3-hydroxypropyl)phenylcarbamate 在 溴 、 sodium acetate 、 溶剂黄146 作用下， 以92%的产率得到[2-Bromo-4-(3-hydroxy-propyl)-phenyl]-carbamic acid ethyl ester
  参考文献：
  名称：

  4-Phenyl-1,2,3,6-tetrahydropyridine, an excellent fragment to improve the potency of PARP-1 inhibitors

  摘要：

  We have shown that a 4-phenyl-1,2,3,6-tetrahydropyridine fragment plays an important role in improving inhibitory potency against poly(ADP-ribose) polymerise-1 (PARP-1). Various benzamide analogues linked with this fragment via alkyl spacers have been prepared and evaluated. As a result, some of them have been found to be highly potent PARP-1 inhibitors. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.06.094

文献信息

• Phenanthridinones as parp inhibitors
  申请人：Yamamoto Hirofumi

  公开号：US20050171101A1

  公开（公告）日：2005-08-04

  A compound of the formula (I): wherein ring A is a carbocyclic group, R1 is hydrogen or a halogen atom or a lower alkyl group, R2 is a di(lower)alkylamino group or N-containing heterocyclic group, among which the N-containing heterocyclic group may be substituted with one or more substituent(s), Y is an oxygen or sulfur atom, n is an integer from 0 to 2, and m is an integer from 0 to 4, or its prodrug, or their salt which has poly(adenosine 5′-diphospho-ribose)polymerase inhibiting activity.

  化合物的式子(I)如下：其中环A是一个碳环基团，R1是氢原子或卤素原子或低碳基团，R2是二(低)烷基氨基团或含N的杂环基团，其中含N的杂环基团可以被一个或多个取代基取代，Y是氧原子或硫原子，n是0到2之间的整数，m是0到4之间的整数，或其前药，或其具有聚腺苷酸二磷酸核糖酶抑制活性的盐。
• 4-Phenyl-1,2,3,6-tetrahydropyridine, an excellent fragment to improve the potency of PARP-1 inhibitors
  作者：Junya Ishida、Kouji Hattori、Hirofumi Yamamoto、Akinori Iwashita、Kayoko Mihara、Nobuya Matsuoka

  DOI：10.1016/j.bmcl.2005.06.094

  日期：2005.10

  We have shown that a 4-phenyl-1,2,3,6-tetrahydropyridine fragment plays an important role in improving inhibitory potency against poly(ADP-ribose) polymerise-1 (PARP-1). Various benzamide analogues linked with this fragment via alkyl spacers have been prepared and evaluated. As a result, some of them have been found to be highly potent PARP-1 inhibitors. (c) 2005 Elsevier Ltd. All rights reserved.