6,7-dihydro-12H-5-thia-12-azadibenzo[a,e]azulene | 1781-22-2

• 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: 6,7-dihydro-12H-5-thia-12-azadibenzo[a,e]azulene
• 英文别名: 7,12-dihydro-6H-benzo[2,3]thiepino[4,5-b]indole；6,7-dihydro-12H-benzothiepino[5,4-b]indole；6,7-Dihydro-12H-<1>benzothiepino<5,4-b>-indol；6,7-dihydro-12H-benzothiepino [5,4-b]indole；7,12-dihydro-6H-[1]benzothiepino[5,4-b]indole
• CAS: 1781-22-2
• 化学式: C₁₆H₁₃NS
• 分子量: 251.352
• InChiKey: IDPKHRYWZAYPQF-UHFFFAOYSA-N

物化性质

• 熔点：
  158.5-159 °C
• 沸点：
  492.6±24.0 °C(Predicted)
• 密度：
  1.284±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  41.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  6,7-dihydro-12H-5-thia-12-azadibenzo[a,e]azulene 在 sodium hydride 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 13.0h， 生成 1-(6-(6,7-dihydro-12H-benzo[2,3]thiepino[4,5-b]indol-12-yl)-2-hydroxyhexyl) piperidine-4-carbonitrile
  参考文献：
  名称：

  Tricyclic dihydrobenzoxazepine and tetracyclic indole derivatives can specifically target bacterial DNA ligases and can distinguish them from human DNA ligase I

  摘要：

  DNA连接酶是所有生物体中DNA代谢的关键组成部分。

  DOI：

  10.1039/c5ob00439j
• 作为产物：
  描述：

  3,4-二氢-2H-苯并[B]硫杂卓-5-酮 在 盐酸 、 溶剂黄146 作用下， 以 乙醇 、 水 为溶剂， 反应 6.0h， 生成 6,7-dihydro-12H-5-thia-12-azadibenzo[a,e]azulene
  参考文献：
  名称：

  Tricyclic dihydrobenzoxazepine and tetracyclic indole derivatives can specifically target bacterial DNA ligases and can distinguish them from human DNA ligase I

  摘要：

  DNA连接酶是所有生物体中DNA代谢的关键组成部分。

  DOI：

  10.1039/c5ob00439j

文献信息

• [EN] NOVEL N-SUBSTITUTED DIHYDROBENZOTHIEPINO, DIHYDROBENZOXEPINO AND TETRAHYDRO BENZOCYCLOHEPTA INDOLES AS SELECTIVE ESTROGEN RECEPTOR MODULATORS<br/>[FR] NOUVEAUX DIHYDROBENZOTHIEPINO, DIHYDROBENZOXEPINO ET TETRAHYDRO BENZOCYCLOHEPTA INDOLES N-SUBSTITUES UTILISES EN TANT QUE MODULATEURS DU RECEPTEUR DES OESTROGENES
  申请人：COUNCIL SCIENT IND RES

  公开号：WO2005094833A1

  公开（公告）日：2005-10-13

  The invention provides a novel class of N-substituted dihydrobenzothiepino, dihydrobenzoxepino and tetrahydro benzocyclohepta indoles of Formula (I) and their pharmaceutically acceptable salts, and methods for of synthesizing these compounds. The invention further comprises pharmaceutical compositions and methods of use for these compounds for the treatment of estrogen related diseases or disorders.

  这项发明提供了一类新型的Formula (I)的N-取代二氢苯并噻吩、二氢苯并氧吩和四氢苯并环庚哌啉以及它们的药用盐，以及合成这些化合物的方法。该发明还包括用于治疗雌激素相关疾病或紊乱的这些化合物的药用组合物和使用方法。
• Synthesis and structure guided evaluation of estrogen agonist and antagonist activities of some new tetrazolyl indole derivatives
  作者：Uma Sharan Singh、Ravi Shankar、Gaya P. Yadav、Geetika Kharkwal、Anila Dwivedi、Govind Keshri、M.M. Singh、P.R. Moulik、K. Hajela

  DOI：10.1016/j.ejmech.2007.10.035

  日期：2008.10

  Several regioisomeric tetrazolyl indole derivatives with structurally modified alkyl substituents at the tetracyclic indole nitrogen containing N-ethyl amino tetrazole moiety have been synthesized and screened for their ER binding affinity, agonist (estrogenic), antagonist (antiestrogenic) and anti-implantation activities. N-2 regioisomers were found to be moderately antagonists and one compound showed

  已经合成了几种在四环吲哚含氮的N-乙基氨基四唑部分具有结构修饰的烷基取代基的区域异构四唑基吲哚衍生物，并对其ER结合亲和力，激动剂（雌激素），拮抗剂（抗雌激素）和抗植入活性进行了筛选。发现N-2区域异构体是中度拮抗剂，一种化合物在10 mg / kg剂量下显示100％的避孕功效。与雌二醇和雷洛昔芬进行的分子对接研究表明两种区域异构体与结合位点的结合方式不同。
• Novel-N substituted dihydrobenzothiepino, dihydrobenzoxepino and tetrahydro benzocyclohepta indoles as selective estrogen receptor modulators
  申请人：Hajela Kanchan

  公开号：US20050282863A1

  公开（公告）日：2005-12-22

  The invention provides a novel class of N-substituted dihydrobenzothiepino, dihydrobenzoxepino and tetrahydro benzocyclohepta indoles and their pharmaceutically acceptable salts, and methods for of synthesizing these compounds. The invention further comprises pharmaceutical compositions and methods of use for these compounds for the treatment of estrogen related diseases or disorders.

  本发明提供了一种新型的N-取代的二氢苯并硫吩、二氢苯并氧吩和四氢苯并环庚基吲哚及其药学上可接受的盐，并提供了合成这些化合物的方法。本发明还包括这些化合物的药物组成物和用于治疗雌激素相关疾病或疾病的方法。
• Synthesis and biological evaluation of indolyl bisphosphonates as anti-bone resorptive and anti-leishmanial agents
  作者：Uma Sharan Singh、Ravi Shankar、Avinash Kumar、Ritu Trivedi、Naibedya Chattopadhyay、Nishi Shakya、Shraddha Palne、Suman Gupta、K. Hajela

  DOI：10.1016/j.bmc.2008.08.024

  日期：2008.9

  A series of indole conjugated bisphosphonate derivatives have been synthesized and evaluated for their in vitro anti-bone resorptive activity using bone marrow osteoclast culture. Two bisphosphonates 23 and 24 significantly inhibited osteoclastogenesis, 23 showed inhibition at 10 and 100 pM which was lower than the concentration of standard drug alendronate, and 24 inhibited osteoclastogenesis at 100 nM which was comparable to alendronate. Two other compounds 13 and 14 also showed inhibition comparable to alendronate, but were cytotoxic in the osteoblast cells. The two active bisphosphonates 23 and 24 induced significant osteoclast apoptosis at concentrations 100 nM for compound 24 and at 10 pM for compound 23 compared to alendronate. In vivo effect of active bisphosphonates 23 and 24 resulted in osteoclastogenesis of bone marrow cells (BMCs) to almost 40-50% (23 showing 8.4% decrease and 24 showing 9.0%) compared to 16.5% of the ovariectomized group. Further, screening of anti-leishmanial activity, four compounds 24-25 and 27-28 showed more than 80% inhibition against both the promastigote and amastigote stages of the Leishmania parasite. (C) 2008 Elsevier Ltd. All rights reserved.
• Aksanova,L.A. et al., Journal of general chemistry of the USSR, 1964, vol. 34, p. 3417 - 3421
  作者：Aksanova,L.A. et al.

  DOI：——

  日期：——