3,4-bis(2,5-dimethylthiophen-3-yl)cyclobut-3-ene-1,2-dione | 143486-01-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 3,4-bis(2,5-dimethylthiophen-3-yl)cyclobut-3-ene-1,2-dione
• 英文别名: 3,4-Bis(2,5-dimethyl-3-thienyl)cyclo-butenedione
• CAS: 143486-01-5
• 化学式: C₁₆H₁₄O₂S₂
• 分子量: 302.418
• InChiKey: NXWLBQNDKAIVEO-UHFFFAOYSA-N

物化性质

• 沸点：
  463.7±55.0 °C(Predicted)
• 密度：
  1.340±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  90.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,4-bis(2,5-dimethylthiophen-3-yl)cyclobut-3-ene-1,2-dione 在 溴 、 对甲苯磺酰氯 作用下， 以 溶剂黄146 为溶剂， 反应 20.0h， 以82%的产率得到3,4-bis(4-bromo-2,5-dimethylthiophen-3-yl)cyclobut-3-ene-1,2-dione
  参考文献：
  名称：

  Synthesis of photochromic derivatives of cyclobutene-1,2-dione

  摘要：

  The photochromic properties of thienyl- and thieno[3,2-b]thiophenyl-substituted cyclobutene-1,2-diones were examined.

  DOI：

  10.1070/mc2002v012n04abeh001608
• 作为产物：
  描述：

  2,5-二甲基噻吩 、 3,4-二氯-3-环丁烯-1,2-二酮 在 三氯化铝 作用下， 以 正庚烷 、 1,2-二氯乙烷 为溶剂， 反应 27.0h， 以75%的产率得到3,4-bis(2,5-dimethylthiophen-3-yl)cyclobut-3-ene-1,2-dione
  参考文献：
  名称：

  摘要：

  The conditions for acylation of 2,5-dimethylthiophene with squaric, acid dichloride were optimized, and 3,4-bis(2,5-dimethylthiophen-3-yl)cyclobut-3-ene-1,2-dione was obtained in good yield. X-ray diffraction analysis demonstrated that the by-product has the structure of 1a,1b-dichloro-5-(2,5-dimethylthiophen-3-yl)-3-hydroxy-4,5a-dimethyl-1b,4a,5,5a-tetrahydro-1aH-1-thiacyclopropa[a]pentalen-2-one.

  DOI：

  10.1023/a:1020923309195

文献信息

• [EN] NEW INDOLE COMPOUNDS HAVING ANTIPROTOZOAL ACTIVITY AND ITS USE AS WELL AS METHODS FOR PRODUCING THE SAME<br/>[FR] NOUVEAUX COMPOSÉS D'INDOLE AYANT UNE ACTIVITÉ ANTIPROTOZOAIRE, LEUR UTILISATION ET PROCÉDÉS POUR LES PRODUIRE
  申请人：UNIV BRAUNSCHWEIG TECH

  公开号：WO2017008826A1

  公开（公告）日：2017-01-19

  In a first aspect, the present invention relates to new compounds as depicted in formula (I). In particular, compounds according to the present invention are bisindolylcyclobuten-dione-based structures having antiprotozoal activity. In a further aspect, pharmaceutical compositions containing the same are provided as well as the use of the compounds and pharmaceutical compositions for the prophylaxis and treatment of parasite based diseases including malaria. Finally, methods for the treatment of parasite diseases including malaria are provided.

  在第一个方面，本发明涉及新化合物，如公式（I）所示。具体来说，根据本发明的化合物是具有抗原虫活性的双吲哚基环丁二酮结构。在另一个方面，还提供含有这些化合物的药物组合物，以及用于预防和治疗包括疟疾在内的寄生虫性疾病的化合物和药物组合物的用途。最后，提供了治疗包括疟疾在内的寄生虫病的方法。
• Quantitative Self-Sensitized Photooxidation of 1,2-Diarylcyclobutene Derivatives by Singlet Oxygen
  作者：Peter Belser、Joël Kühni、Jean-Luc Debieux

  DOI：10.1055/s-2007-966007

  日期：2007.5

  Ligands 1 and 2 underwent quantitative photooxidation when they were reacted with singlet oxygen sensitized by methylene blue. However, the quantitative reaction became self-sensitized for the compound Ru(1) wherein the ruthenium complex acted as a sensitizer.

  配体 1 和 2 在与亚甲蓝敏化的单线态氧反应时发生定量光氧化。然而，对于其中钌络合物作为敏化剂的化合物Ru(1)，定量反应变得自敏化。
• Friedel-crafts acylation of 2,5-dimethylthiophene in the presence of pyridine
  作者：V. Z. Shirinyan、N. V. Kosterina、A. V. Kolotaev、L. I. Belen'kii、M. M. Krayushkin

  DOI：10.1007/bf02283556

  日期：2000.2
• ——
  作者：V. Z. Shirinyan、M. M. Krayushkin、L. I. Belen'kii、L. G. Vorontsova、Z.A. Starikova、A. Yu. Martynkin、V. L. Ivanov、B. M. Uzhinov

  DOI：10.1023/a:1017588717074

  日期：——
• Synthesis and Photochromism of Dihetarylethenes and Spiro Compounds based on Thiophene Derivatives
  作者：V. Z. Shirinian、M. M. Krayushkin、D. M. Nikalin、A. A. Shimkin、O. Yu. Kuznetsova、A. V. Metelitsa、V. I. Minkin

  DOI：10.1080/15421400590946703

  日期：2005.6.1

  Different types of diarylethenes bearing thiophene derivatives were synthesized by a short way and its photchromic properties were examined. It has been demonstrated for the first time that the photochromism of diarylcyclobutenediones depends on aryl substituents and dithienylcyclobutenediones in contrast to the annulated thiophene derivatives of cyclobutenedione, do not exhibit photochromic properties. An efficient approach for the synthesis of spiro compounds of the thieno[3,2-b]pyrrole series was developed starting from easily accessible substituted thienylhydrazine.