6,11-Dihydrodibenzothiepin-11-one 5,5-dioxide | 33301-21-2

• 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: 6,11-Dihydrodibenzothiepin-11-one 5,5-dioxide
• 英文别名: 5,5-dioxo-6,11-dihydrodibenzothiepin-11-one；dibenzo[b,e]thiepin-11(6H)-one-5,5-dioxide；11-Oxo-6,11-dihydro-dibenzothiepin-5,5-dioxid；11-Oxo-6,11-dihydro-dibenzthiepin-5,5-dioxid；Dibenzothiepin-11-on-5,5-dioxid；Dibenzo(b,e)thiepin-11(6H)-one-5,5-dioxide；5,5-dioxo-6H-benzo[c][1]benzothiepin-11-one
• CAS: 33301-21-2
• 化学式: C₁₄H₁₀O₃S
• 分子量: 258.298
• InChiKey: RXQLFFXTZURZDP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  59.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6,11-Dihydrodibenzothiepin-11-one 5,5-dioxide 在 sodium tetrahydroborate 、 氯化亚砜 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 1.5h， 生成 1-(10,10-Dioxo-10,11-dihydro-5H-10λ6-thia-dibenzo[a,d]cyclohepten-5-yl)-4-((E)-3-phenyl-allyl)-piperazine; compound with oxalic acid
  参考文献：
  名称：

  Synthesis and Biological Activity of 11-(4-(Cinnamyl)-1-piperazinyl)-6,11-dihydrodibenz(b,e)oxepin Derivatives, Potential Agents for the Treatment of Cerebrovascular Disorders.

  摘要：

  合成了一系列11-[4-（肉桂基）-1-哌嗪基]-6，11-二氢二苯并[b，e]氧芴及其相关化合物，并评价了它们对完全缺血、常压缺氧、脂质过氧化和惊厥的保护活性。通过对这一系列化合物的构效关系研究，发现了（E）-1-（3-氟-6，11-二氢二苯并[b，e]氧芑-11-基）-4-（3-苯基-2-丙烯基）哌嗪二马来酸盐（50），AJ-3941，它具有最适合的联合药理活性。

  DOI：

  10.1248/cpb.39.2564
• 作为产物：
  描述：

  6,11-dihydrodibenzo[b,e]thiepin-11-ol 在 过氧乙酸 作用下， 以 溶剂黄146 为溶剂， 以50%的产率得到6,11-Dihydrodibenzothiepin-11-one 5,5-dioxide
  参考文献：
  名称：

  New triazine derivatives as potent modulators of multidrug resistance

  摘要：

  A series of 70 triazine derivatives have been synthesized and tested for their capacity to modulate multidrug resistance (MDR) in DC-3F/AD and KB-A1 tumor cells in vitro, in comparison with verapamil (VRP), a calcium channel antagonist currently used in therapy as an antihypertensive drug, which also shows MDR modulating activity. Among the 12 selected compounds, 16 (S9788) showed high MDR reversing properties in vitro (300- and 6-fold VRP at 5-mu-M in DC-3F/AD and KB-A1 cells, respectively) and induced a strong accumulation of adriamycin. The relationship between the increase of ADR accumulation and the fold reversal induced by these compounds and their lack of effects on the sensitive DC-3F cells suggest that they act mainly by inhibiting the P-glycoprotein (Pgp) catalyzed efflux of cytotoxic agents, as already described for a majority of MDR modulators. In vivo, in association with the antitumor drug vincristine (0.25 mg/kg), 16 (100 mg/kg) increased the TIC by 39% in mice bearing the resistant tumor cell line P388/VCR. According to these interesting properties, 16 was selected for a clinical development because it was more bioavailable than 34, even though it was less active.

  DOI：

  10.1021/jm00091a017

文献信息

• N,N-diethyl-N'-{dibenzo[b,e]thiepin-11(6H)-ylidene}-1,3-propanediamine
  申请人：Hoffmann-La Roche Inc.

  公开号：US03985895A1

  公开（公告）日：1976-10-12

  Dibenzo[b,e]thiepin derivatives of the formula ##SPC1## Wherein X is sulfur or sulfonyl and R is hydrogen or methyl, are described. The compounds of formula I are useful as diuretic agents.

  描述了具有以下公式的二苯并[b,e]噻吩衍生物##SPC1##其中X是硫或磺酰基，R是氢或甲基。公式I的化合物可用作利尿剂。
• Dengue virus replication inhibition by dibenzothiepin derivatives
  作者：Dragos P. Mihai、George M. Nitulescu、Jessica L. Smith、Alec J. Hirsch、Camelia E. Stecoza

  DOI：10.1007/s00044-018-02286-1

  日期：2019.3.15

  scaffold, the dibenzo[b,e]thiepine moiety, extensively used in antidepressants drugs. A series of dihydrodibenzo[b,e]thiepin derivatives were synthesized and tested at 10 µg/mL in HEK293 cells infected with DENV2. The replication inhibitory effect was average and depends on the chemical structure. The best antiviral effect was recorded for compounds, (E)-(2-methyl-6,11-dihydrodibenzo[b,e]thiepin-11-ylidene)amino

  提出的研究既使用针对登革热病毒（DENV）解旋酶的基于靶标的药物设计策略，又使用了广泛用于抗抑郁药的已知支架二苯并[b，e]噻庚因部分。合成了一系列二氢二苯并[b，e] thiepin衍生物，并在感染DENV2的HEK293细胞中以10 µg / mL的浓度对其进行了测试。复制抑制作用是平均的，并且取决于化学结构。化合物（E）-（2-甲基-6,11-二氢二苯并[b，e]噻吩-11亚基）氨基丁酸酯（TM3）和（E）-（2-甲基-6） ，11-二氢二苯并[b，e]噻吩-11亚基）氨基3-氟苯甲酸酯（TM24）; 导致90％（1 log）病毒滴度抑制的浓度（IC 90）对于TM3为10 µM，对于TM24为0.25 µM。为了预测被测化合物与DENV2 NS3解旋酶以及对多巴胺D4受体的结合亲和力，并建立了计算机-体外相关性，进行了分子对接研究。所获得的结果表明，抗病毒机制是复杂的，并且根据结构
• Tricyclic compounds and uses thereof in medicine
  申请人：Sunshine Lake Pharma Co., Ltd.

  公开号：US10183917B2

  公开（公告）日：2019-01-22

  The present invention relates to novel tricyclic compounds which can bind to FXR and act as modulators of the FXR, or a stereoisomer, a geometric isomer, a tautomer, an N-oxide, a hydrate, a solvate, a metabolite, a pharmaceutically acceptable salt or a prodrug thereof, and the uses of the compounds for the treatment of diseases and/or conditions mediated by FXR. The invention further provides a pharmaceutical composition containing the compound disclosed herein and a method of treatment of diseases and/or conditions mediated by FXR comprising administering the compound or the pharmaceutical composition.

  本发明涉及能与FXR结合并作为FXR调节剂的新型三环化合物，或其立体异构体、几何异构体、同分异构体、N-氧化物、水合物、溶质、代谢物、药学上可接受的盐或原药，以及该化合物用于治疗由FXR介导的疾病和/或病症的用途。本发明进一步提供了一种含有本文公开的化合物的药物组合物，以及一种治疗由FXR介导的疾病和/或病症的方法，该方法包括施用该化合物或药物组合物。
• Substituted polycyclic carbamoyl pyridone derivative prodrug
  申请人：Shionogi & Co., Ltd.

  公开号：US10202379B2

  公开（公告）日：2019-02-12

  The present invention provides a compound having antiviral effects, particularly having growth inhibitory activity on influenza viruses, a preferred example of the compound being a substituted 3-hydroxy-4-pyridone derivative prodrug having cap-dependent endonuclease inhibitory activity.

  本发明提供了一种具有抗病毒作用，特别是对流感病毒具有生长抑制活性的化合物，该化合物的一个优选实例是具有帽依赖性内切酶抑制活性的取代 3-羟基-4-吡啶酮衍生物原药。
• Imine analogs of tricyclic antidepressants
  作者：Engelbert Ciganek、Roy T. Uyeda、Marvin Cohen、Dewey H. Smith

  DOI：10.1021/jm00135a018

  日期：1981.3

  Analogues of tricyclic antidepressants were synthesized in which the alpha-carbon of the side chain was replaced by nitrogen. The antidepressant activity of these imines, as measured by the reversal of the effects of tetrabenazine in mice, showed a structure-activity relationship similar to that of the carbon analogues. The most active imine (19) was six times as potent as amitriptyline. Some of the compounds differed from amitriptyline in that they produced stimulation in mice.