1-(2-naphthylsulfonyl)-4-[5-(2-hydroxyaminocarbonyl)ethen-1(E)-yl-thiazol-2-yl]piperazine | 867065-55-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-(2-naphthylsulfonyl)-4-[5-(2-hydroxyaminocarbonyl)ethen-1(E)-yl-thiazol-2-yl]piperazine
• 英文别名: (2E)-N-Hydroxy-3-[2-[4-(2-naphthalenylsulfonyl)-1-piperazinyl]-5-thiazolyl]-2-propenamide；(E)-N-hydroxy-3-[2-(4-naphthalen-2-ylsulfonylpiperazin-1-yl)-1,3-thiazol-5-yl]prop-2-enamide
• CAS: 867065-55-2
• 化学式: C₂₀H₂₀N₄O₄S₂
• 分子量: 444.535
• InChiKey: SAIBMQAHQLFEON-SOFGYWHQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  140
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  在 盐酸 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 5.0h， 以91%的产率得到1-(2-naphthylsulfonyl)-4-[5-(2-hydroxyaminocarbonyl)ethen-1(E)-yl-thiazol-2-yl]piperazine
  参考文献：
  名称：

  Design and synthesis of thiazole-5-hydroxamic acids as novel histone deacetylase inhibitors

  摘要：

  We have designed and synthesized a series of structurally novel hydroxamic acid-based histone deacetylase (HDAC) inhibitors characterized by a zinc chelating head group attached directly to a thiazole ring. The thiazole ring connects to a piperazine spacer, which is capped with a sulfonamide group. These novel molecules potently inhibit an HDAC enzyme mixture derived from HeLa cervical carcinoma cells and show potent antiproliferative activity against the breast cancer cell line MCF7. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.07.050

文献信息

• INHIBITORS OF HISTONE DEACETYLASE
  申请人：Anandan Sampath K.

  公开号：US20080139535A1

  公开（公告）日：2008-06-12

  Disclosed are compounds which inhibit histone deacetylase (HDAC) enzymatic activity. Also disclosed are pharmaceutical compositions comprising such compounds as well as methods to treat conditions, particularly proliferative conditions, mediated at least in part by HDAC.

  本发明涉及一种抑制组蛋白去乙酰化酶（HDAC）酶活性的化合物。还涉及包含这些化合物的制药组合物以及治疗至少部分由HDAC介导的疾病状态，特别是增殖性疾病状态的方法。
• US7345043B2
  申请人：——

  公开号：US7345043B2

  公开（公告）日：2008-03-18
• Design and synthesis of thiazole-5-hydroxamic acids as novel histone deacetylase inhibitors
  作者：Sampath-Kumar Anandan、John S. Ward、Richard D. Brokx、Trisha Denny、Mark R. Bray、Dinesh V. Patel、Xiao-Yi Xiao

  DOI：10.1016/j.bmcl.2007.07.050

  日期：2007.11

  We have designed and synthesized a series of structurally novel hydroxamic acid-based histone deacetylase (HDAC) inhibitors characterized by a zinc chelating head group attached directly to a thiazole ring. The thiazole ring connects to a piperazine spacer, which is capped with a sulfonamide group. These novel molecules potently inhibit an HDAC enzyme mixture derived from HeLa cervical carcinoma cells and show potent antiproliferative activity against the breast cancer cell line MCF7. (c) 2007 Elsevier Ltd. All rights reserved.