N-(3-aminophenyl)-4-[N-(pyridin-3-yl)methoxycarbonylaminomethyl]benzamide

• 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-(3-aminophenyl)-4-[N-(pyridin-3-yl)methoxycarbonylaminomethyl]benzamide
• 英文别名: pyridin-3-ylmethyl N-[[4-[(3-aminophenyl)carbamoyl]phenyl]methyl]carbamate
• 化学式: C₂₁H₂₀N₄O₃
• 分子量: 376.415
• InChiKey: CCJQRZIECSQVPL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  106
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-吡啶甲醇 在 草酰氯 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 三乙胺 、 N,N-二甲基甲酰胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 26.0h， 生成 N-(3-aminophenyl)-4-[N-(pyridin-3-yl)methoxycarbonylaminomethyl]benzamide
  参考文献：
  名称：

  Synthesis and Histone Deacetylase Inhibitory Activity of New Benzamide Derivatives

  摘要：

  Newly synthesized benzamide derivatives were evaluated for their inhibitory activity against histone deacetylase. The structure of these derivatives was unrelated to the known inhibitors, and IC50 values of the active compounds were in the range of 2-50 mu M. Structure-activity relationship on the benzanilide moiety showed that the 2'-substituent, an amino or hydroxy group, was indispensable for inhibitory activity. Although the electronic influence of the substituent in the anilide moiety showed only a small effect on inhibitory activity, the steric factor in the anilide moiety, especially at positions 3'and 4', played an important role in interaction with the enzyme. Among these benzamide derivatives, MS-275 (1), which showed significant antitumor activity in vivo, has been selected for further investigation.

  DOI：

  10.1021/jm980565u

文献信息

• Cell differentiation inducer
  申请人：Schering Aktiengesellschaft

  公开号：US20040147569A1

  公开（公告）日：2004-07-29

  The novel benzamide derivative represented by formula (1) and the novel anilide derivative represented by formula (13) of this invention has differentiation-inducing effect, and are, therefore, useful a therapeutic or improving agent for malignant tumors, autoimmune diseases, dermatologic diseases and parasitism. In particular, they are highly effective as an anticancer drug, specifically to a hematologic malignancy and a solid carcinoma. 1

  本发明中由公式（1）表示的新型苯甲酰胺衍生物和由公式（13）表示的新型苯胺酰衍生物具有诱导分化的效果，因此可用作恶性肿瘤、自身免疫性疾病、皮肤病和寄生虫治疗或改善剂。特别是，它们对于血液恶性肿瘤和实体癌具有高度的抗癌药物效果。
• Benzamide derivatives useful as cell differentiation inducers
  申请人：Schering AG

  公开号：EP1437346A1

  公开（公告）日：2004-07-14

  The novel benzamide derivative represented by formula (1) and the novel anilide derivative represented by formula (13) of this invention has differentiation-inducing effect, and are, therefore, useful a therapeutic or improving agent for malignant tumors, autoimmune diseases, dermatologic diseases and parasitism. In particular, they are highly effective as an anticancer drug, specifically to a hematologic malignancy and a solid carcinoma.

  本发明的式(1)代表的新型苯甲酰胺衍生物和式(13)代表的新型苯胺衍生物具有分化诱导作用，因此可用于治疗或改善恶性肿瘤、自身免疫性疾病、皮肤病和寄生虫病。特别是，它们作为抗癌药物，尤其是对血液系统恶性肿瘤和实体癌非常有效。
• Benzamide derivatives, useful as cell differentiation inducers
  申请人：SCHERING AKTIENGESELLSCHAFT

  公开号：EP0847992B1

  公开（公告）日：2004-06-23
• US6174905B1
  申请人：——

  公开号：US6174905B1

  公开（公告）日：2001-01-16
• US6794392B1
  申请人：——

  公开号：US6794392B1

  公开（公告）日：2004-09-21