(2,8-dithia-dibenzo[e,h]azulen-1-yl)methanol | 612824-22-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并硫平类
• 英文名称: (2,8-dithia-dibenzo[e,h]azulen-1-yl)methanol
• 英文别名: (2,8-dithia-dibenzo[e,h]azulene-1-yl)-methanol；4,13-dithiatetracyclo[12.4.0.02,6.07,12]octadeca-1(18),2,5,7,9,11,14,16-octaen-3-ylmethanol
• CAS: 612824-22-3
• 化学式: C₁₇H₁₂OS₂
• 分子量: 296.414
• InChiKey: OPBNNNVVBLOITJ-UHFFFAOYSA-N

物化性质

• 熔点：
  133-136 °C
• 沸点：
  541.6±25.0 °C(Predicted)
• 密度：
  1.369±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  73.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2,8-dithia-dibenzo[e,h]azulen-1-yl)methanol 在 重铬酸吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 生成 2,8-dithia-dibenzo[e,h]azulene-1-carbaldehyde
  参考文献：
  名称：

  [EN] 2-THIA-DIBENZOAZULENES AS INHIBITORS OF TUMOUR NECROSIS FACTOR PRODUCTION AND INTERMEDIATES FOR THE PREPARATION THEREOF
  [FR] 2-THIA-DIBENZOAZULENES COMME INHIBITEURS DE LA PRODUCTION DU FACTEUR ONCONECROSANT ET INTERMEDIAIRES DE PREPARATION CORRESPONDANTS

  摘要：

  本发明涉及2-硫代二苯并蓝类化合物，其药学上可接受的盐和溶剂化合物，以及其制备过程和中间体，以及其抗炎作用，特别是对肿瘤坏死因子-α（TNF-α）产生的抑制、对白细胞介素-1（IL-1）产生的抑制以及其镇痛作用。

  公开号：

  WO2003084962A1
• 作为产物：
  描述：

  2,8-dithia-dibenzo[e,h]azulene-1-carbaldehyde 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 1.0h， 生成 (2,8-dithia-dibenzo[e,h]azulen-1-yl)methanol
  参考文献：
  名称：

  2,8-Dithia-dibenzo[e,h]azulenes and Their 8-Oxa Analogs. Synthesis and Anti-inflammatory Activity

  摘要：

  Synthesis of 2,8-dithia-dibenzo[e,h]azulenes (111, X = S) and their 8-oxa analogs (111, X = 0),1 two novel classes of fused heterocyclic compounds, is described. Starting 11H-dibenzo[b,f]thiepin-10-one, 11H-dibenzo[b,f]oxepin-10-one and its 2-chloro derivative (1a-c) were oxidized to 1,2-diketones (2a-c) which subsequently reacted with 2,2'-dimethyl thiodiglycolate to form fused thiophene ring by Hinsberg cyclization reaction. Substituents at positions C(l) and C(3) were then further transformed in order to obtain aminoalkoxy derivatives 8-11. Structures of regioisomers 6c and 6d were elucidated using two-dimensional NMR techniques. All compounds with tetracyclic skeleton were tested in vitro for their anti-inflammatory activity.

  DOI：

  10.3987/com-09-11755

文献信息

• 2- thia-dibenzoazulenes as inhibitors of tumor necrosis factor production and intermediates for the preparation thereof
  申请人：Mercep Mladen

  公开号：US20050131056A1

  公开（公告）日：2005-06-16

  The present invention relates to compounds of 2-thia-dibenzoazulene class, to their pharmacologically acceptable salts and solvates, to processes and intermediates for the preparation thereof as well as to their antiinflammatory effects, especially to the inhibition of tumour necrosis factor-α (TNF-α) production and the inhibition of interleukin-1 (IL-1) production as well as to their analgetic action.

  本发明涉及2-硫代联苯蓝类化合物、其药学上可接受的盐和溶剂化物、其制备过程和中间体，以及它们的抗炎作用，特别是抑制肿瘤坏死因子-α（TNF-α）的产生和抑制白细胞介素-1（IL-1）的产生，以及它们的镇痛作用。
• 2-Thia-dibenzoazulenes as inhibitors of tumour necrosis factor production and intermediates for the preparation thereof
  申请人：Mercep Mladen

  公开号：US20050182126A1

  公开（公告）日：2005-08-18

  The present invention relates to compounds of 2-thia-dibenzoazulene class, to their pharmacologically acceptable salts and solvates, to processes and intermediates for the preparation thereof as well as to their antiinflammatory effects, especially to the inhibition of tumour necrosis factor-α(TNF-α) production and the inhibition of interleukin-1 (IL-1) production as well as to their analgetic action.

  本发明涉及2-硫代二苯并蓝类化合物，其药理学上可接受的盐和溶剂，其制备过程和中间体，以及其抗炎作用，特别是对肿瘤坏死因子-α（TNF-α）生产的抑制和白细胞介素-1（IL-1）生产的抑制，以及其镇痛作用。
• 2-thia-dibenzoazulenes as inhibitors of tumour necrosis factor production and intermediates for the preparation thereof
  申请人：GlaxoSmithKline Istrazivacki Center Zagreb D.O.O.

  公开号：US07435834B2

  公开（公告）日：2008-10-14

  The present invention relates to compounds of 2-thia-dibenzoazulene class, to their pharmacologically acceptable salts and solvates, to processes and intermediates for the preparation thereof as well as to their antiinflammatory effects, especially to the inhibition of tumour necrosis factor-α(TNF-α) production and the inhibition of interleukin-1 (IL-1) production as well as to their analgetic action.

  本发明涉及2-硫代二苯并蓝类化合物，其药理学上可接受的盐和溶剂，以及其制备过程和中间体，以及其抗炎作用，特别是对肿瘤坏死因子-α（TNF-α）产生的抑制和白细胞介素-1（IL-1）产生的抑制，以及其镇痛作用。
• Conformational properties and chiral separation of dibenzo[b,f]thieno[3,4-d]-fused oxepines and thiepines
  作者：Goran Landek、Ivana Ozimec Landek、Dijana Pešić、Milan Mesić、Vitomir Šunjić

  DOI：10.1007/s00706-013-1072-x

  日期：2013.12

  dynamic properties of planar chiral 1-hydroxymethyl-substituted dibenzo[b,f]thieno[3,4-d]-fused oxepine and thiepine derivatives have been investigated by use of variable-temperature nuclear magnetic resonance spectroscopy combined with line-shape analysis, chiral column chromatography, and molecular modelling. NMR data and computational studies revealed the height of the energy barrier for ring inversion

  摘要平面手性1-羟甲基取代的二苯并[ b，f ]噻吩并[3,4- d ]的动力学性质通过使用变温核磁共振波谱结合线形分析，手性柱色谱和分子建模，研究了[]稠合的奥西平和硫平衍生物。NMR数据和计算研究表明，噻吩衍生物中环转化的能垒高度足以在环境温度下使一对构象对映异构体存在。通过手性柱高效液相色谱法（HPLC）实现了它们的拆分。提出了对映体的绝对构象。这是[ b，d，f ]稠合的噻吩衍生物的平面手性对映异构体的首次色谱分离。 图形概要
• USE OF 2-THIA-DIBENZO[E,H]AZULENES FOR THE MANUFACTURE OF PHARMACEUTICAL FORMULATIONS FOR THE TREATMENT AND PREVENTION OF CENTRAL NERVOUS SYSTEM DISEASES AND DISORDERS
  申请人：Mercep Mladen

  公开号：US20060241099A1

  公开（公告）日：2006-10-26

  The present invention relates to the use of compounds from the group of 2-thia-dibenzo[e,h]azulenes and of their pharmacologically acceptable salts and solvates for the manufacture of a pharmaceutical formulation for the treatment and prevention of diseases, damages and disorders of the central nervous system (CNS) caused by disorders of the neurochemical equilibrium of biogenic amines or other neurotransmitters.

  本发明涉及使用 2-硫杂-二苯并[e,h]薁类化合物及其药理学上可接受的盐和溶解物制造药物制剂，用于治疗和预防因生物胺或其他神经递质的神经化学平衡失调而引起的中枢神经系统（CNS）疾病、损伤和紊乱。