1,3-dichloro-cyclopenta(c) thiophene-4-one | 57311-34-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,3-dichloro-cyclopenta(c) thiophene-4-one
• 英文别名: 1,3-dichloro-cyclopenta(c)-thiophene-4-one；1,3-dichlorocyclopenta[c]thiophen-4-one
• CAS: 57311-34-9
• 化学式: C₇H₂Cl₂OS
• 分子量: 205.064
• InChiKey: OYCVLEGAUGFXEI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 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

• 作为反应物：
  描述：

  咪唑钠 、 1,3-dichloro-cyclopenta(c) thiophene-4-one 以 氯仿 为溶剂， 反应 3.0h， 以25%的产率得到1,3-Dichloro-6-imidazol-1-yl-5,6-dihydrocyclopenta[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
• 作为产物：
  描述：

  1,3-dichloro-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-dichloro-cyclopenta(c) thiophene-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。
• Thienohydantoin derivatives
  申请人：Pfizer Inc.

  公开号：US04127665A1

  公开（公告）日：1978-11-28

  Novel spiro-thienohydantoin derivatives useful as aldose reductase inhibitors and as therapeutic agents for the treatment of chronic diabetic complications are disclosed. Preferred compounds include 6,7-dihydro-spiro-[benzo(b)thiophene-4(5H),4'-imidazolidine]-2',5'-dione, 2-chloro-spiro-[cyclopenta(b) thiophene-4,4'-imidazolidine]-2',5'-dione, spiro-[cyclopenta(c)thiophene-4,4'-imidazolidine]-2',5'-dione, 1-chloro-spiro[cyclopenta(c)thiophene-4,4'-imidazolidine]-2',5'-dione and 1,3-dichloro-spiro[cyclopenta(c)thiophene-4,4'-imidazolidine]-2',5'-dione.

  本发明揭示了一种作为醛糖还原酶抑制剂和治疗慢性糖尿病并发症的治疗剂的新颖螺环噻唑醇衍生物。首选化合物包括6,7-二氢螺-[苯并(b)噻吩-4(5H),4'-咪唑烷]-2',5'-二酮、2-氯螺-[环戊(b)噻吩-4,4'-咪唑烷]-2',5'-二酮、螺-[环戊(c)噻吩-4,4'-咪唑烷]-2',5'-二酮、1-氯螺-[环戊(c)噻吩-4,4'-咪唑烷]-2',5'-二酮和1,3-二氯螺-[环戊(c)噻吩-4,4'-咪唑烷]-2',5'-二酮。
• Imidazol-Derivate
  申请人：CIBA-GEIGY AG

  公开号：EP0347378A1

  公开（公告）日：1989-12-20

  Imidazol-Derivate der Formel I sowie stereochemisch isomere Formen davon und deren Salze, haben nützliche herbizide Eigenschaften. Die Substituenten R1, L und X haben die hierin definierten Bedeutung.

  式 I 的咪唑衍生物及其立体异构体形式和盐类具有有用的除草特性。 及其立体异构体和盐类具有有用的除草特性。取代基 R1、L 和 X 具有本文所定义的含义。
• US4127665A
  申请人：——

  公开号：US4127665A

  公开（公告）日：1978-11-28
• US4992090A
  申请人：——

  公开号：US4992090A

  公开（公告）日：1991-02-12