4,4'-(1,2,4-thiadiazole-3,5-diyl)diphenol | 1122660-12-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4,4'-(1,2,4-thiadiazole-3,5-diyl)diphenol
• 英文别名: 4,4'-(1,2,4-Thiadiazole-3,5-diyl)diphenol；4-[5-(4-hydroxyphenyl)-1,2,4-thiadiazol-3-yl]phenol
• CAS: 1122660-12-1
• 化学式: C₁₄H₁₀N₂O₂S
• 分子量: 270.312
• InChiKey: OOPPNNBRKLRYBI-UHFFFAOYSA-N

物化性质

• 沸点：
  521.9±60.0 °C(predicted)
• 密度：
  1.402±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  94.5
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-甲氧基硫代苯甲胺 在 3-(1-萘基)-2,4-二氧杂螺[5.5]十一烷 、 氢溴酸 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 8.02h， 生成 4,4'-(1,2,4-thiadiazole-3,5-diyl)diphenol
  参考文献：
  名称：

  Optimizing thiadiazole analogues of resveratrol versus three chemopreventive targets

  摘要：

  Chemoprevention is an approach to decrease cancer morbidity and mortality through inhibition of carcinogenesis and prevention of disease progression. Although the trans stilbene derivative resveratrol has chemopreventive properties, its action is compromised by weak non-specific effects on many biological targets. Replacement of the stilbene ethylenic bridge of resveratrol with a 1,2,4-thiadiazole heterocycle and modification of the substituents on the two aromatic rings afforded potential chemopreventive agents with enhanced potencies and selectivities when evaluated as inhibitors of aromatase and NF-kappa B and inducers of quinone reductase 1 (QR1). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.09.031

文献信息

• 17BETA-HYDROXYSTEROID DEHYDROGENASE TYPE 1 INHIBITORS FOR THE TREATMENT OF HORMONE-RELATED DISEASES
  申请人：Hartmann Rolf

  公开号：US20110046147A1

  公开（公告）日：2011-02-24

  The invention relates to 17beta-hydroxysteroid dehydrogenase type 1 (17betaHSD1) inhibitors, the preparation thereof and the use thereof for the treatment and prophylaxis of hormone-related, especially estrogen-related or androgen-related, diseases.

  该发明涉及17beta-羟基类固醇脱氢酶1型（17betaHSD1）抑制剂，其制备以及用于治疗和预防激素相关疾病，特别是雌激素相关或雄激素相关疾病的用途。
• An unexpected synthesis of 3,5-diaryl-1,2,4-thiadiazoles from thiobenzamides and methyl bromocyanoacetate
  作者：Abdelrahman S. Mayhoub、Evgeny Kiselev、Mark Cushman

  DOI：10.1016/j.tetlet.2011.07.068

  日期：2011.9

  Aryl thioamides undergo very rapid condensation in the presence of methyl bromocyanoacetate to provide quantitative yields of 3,5-diaryl-1,2,4-thiadiazoles with an easy work-up and a high degree of product purity. The method can be scaled up with no loss in efficiency. (C) 2011 Elsevier Ltd. All rights reserved.
• 17BETA-HYDROXYSTEROID-DEHYDROGENASE-TYP1-INHIBITOREN ZUR BEHANDLUNG HORMONABHÄNGIGER ERKRANKUNGEN
  申请人：Universität des Saarlandes

  公开号：EP2190421A2

  公开（公告）日：2010-06-02
• [DE] 17BETA-HYDROXYSTEROID-DEHYDROGENASE-TYP1-INHIBITOREN ZUR BEHANDLUNG HORMONABHÄNGIGER ERKRANKUNGEN<br/>[EN] 17BETA-HYDROXYSTEROID DEHYDROGENASE TYPE 1 INHIBITORS FOR THE TREATMENT OF HORMONE-DEPENDENT DISEASES<br/>[FR] INHIBITEURS 17BÊTA-HYDROXYSTÉROÏD-DÉHYDROGÉNASE DE TYPE 1 POUR TRAITER DES MALADIES HORMONO-DÉPENDANTES
  申请人：UNIV SAARLAND

  公开号：WO2009027346A2

  公开（公告）日：2009-03-05

  Die Erfindung betrifft 17Beta-Hydroxysteroid-Dehydrogenase-Typ1 (17betaHSD1) Inhibitoren, deren Herstellung und Verwendung zur Behandlung und Prophylaxe hormonabhängiger, insbesondere estrogenabhängiger oder androgenabhängiger Erkrankungen.
• Self-coupling of electron acceptor units in conjugated microporous polymers strengthening local donor-acceptor interaction for improving photocatalytic activity
  作者：Lin-Fu Xie、Jian-Ping Chen、Ling Niu、Xiu-Jian Wang、Ting-Hong Huang、Liu-Cheng Gui、Qing-Ling Ni

  DOI：10.1016/j.apcata.2024.119888

  日期：2024.9