1,3-Dibromo-cyclopenta[c]thiophen-4-one

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,3-Dibromo-cyclopenta[c]thiophen-4-one
• 英文别名: 1,3-Dibromocyclopenta[c]thiophen-4-one
• 化学式: C₇H₂Br₂OS
• 分子量: 293.966
• InChiKey: OQUIRJRSMXEUAH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  45.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,3-dibromo-6-trifluoroacetylamino-5,6-dihydro-4H-cyclopentathiophen-4-one 在 盐酸 、 三氟乙酸 、 sodium nitrite 作用下， 反应 17.0h， 生成 1,3-Dibromo-cyclopenta[c]thiophen-4-one
  参考文献：
  名称：

  Synthesis and biological evaluation of cyclopenta[ c ]thiophene related compounds as new antitumor agents

  摘要：

  A series of 22 cyclopenta[c]thiophene related compounds was obtained by the pharmacomodulation of 6-amino-5,6- dihydro-4H-cyclopenta[c]thiophen-4-ones 1a-g. All compounds were evaluated for potential anticancer activity in the NCI's in vitro human disease-oriented tumor cell line screening panel that consisted of 60 human tumor cell lines arranged in nine subpanels, representing diverse histologies. Among these tested compounds. seven were found to be cytotoxic, especially against leukemia cell lines, allowing us to point out some structure activity relationships. These derivatives were further evaluated for potential in vivo anticancer activity in the hollow fiber assay developed at the NCI, which selected two compounds. If and 3a for standard xenograft testing. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00070-6

文献信息

• First Synthesis of Isothianinhydrin, the Second Thiophene Isostere of Ninhydrin
  作者：Lan Pham Khanh、Patrick Dallemagne、Sylvain Rault

  DOI：10.1055/s-1999-2845

  日期：1999.9

  The first synthesis of isothianinhydrin (5,5-dihydroxy-5,6-dihydro-4H-cyclopenta[c]thiophene-4,6-dione), a thiophene isostere of ninhydrin, and of its bromo and chloro derivatives, is reported, as well as a preliminary evaluation of their interest in fingerprint detection area.

  报告首次合成了茚三酮的噻吩异构体异噻吩海德林（5,5-二羟基-5,6-二氢-4H-环戊并[c]噻吩-4,6-二酮）及其溴和氯衍生物，并初步评估了它们在指纹检测领域的用途。
• SUBSTITUTED OLIGO- OR POLYTHIOPHENES
  申请人：BASF SE

  公开号：EP2254929B1

  公开（公告）日：2018-05-16
• US8436208B2
  申请人：——

  公开号：US8436208B2

  公开（公告）日：2013-05-07