3,4-dihydro-2H-1,5-benzodithiepine | 78269-38-2

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 3,4-dihydro-2H-1,5-benzodithiepine
• CAS: 78269-38-2
• 化学式: C₉H₁₀S₂
• 分子量: 182.31
• InChiKey: XIZWKFJENMQBFI-UHFFFAOYSA-N

物化性质

• 熔点：
  62.5-63.9 °C
• 沸点：
  286.5±10.0 °C(Predicted)
• 密度：
  1.191±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,4-dihydro-2H-1,5-benzodithiepine 在 Pseudomonas putida 9816/11 、 氧气 作用下， 生成 (+)-(R)-1,2,3,4-tetrahydro-2H-1,5-benzodithiepine-1-oxide 、 (S)-1,2,3,4-tetrahydro-2H-1,5-benzodithiepine-1-oxide
  参考文献：
  名称：

  Dioxygenase-catalysed sulfoxidation of bicyclic alkylaryl sulfides and chemoenzymatic synthesis of acyclic disulfoxides

  摘要：

  Toluene- and naphthalene-dioxygenase-catalysed oxidation of six bicyclic disulfide substrates, using whole cells of Pseudomonas putida, gave the corresponding monosulfoxides with high ee values and enantiocomplementarity, in most cases. Two alcohol-sulfoxide diastereoisomers, formed from the reaction of the (R)-1,3-benzodithiole-1-oxide metabolite with n-butyllithium and benzaldehyde, were separated and stereochemically assigned. Treatment, of enantiopure (1R,3R)-benzo-1,3-dithiole-1,3-dioxide, obtained by chemoenzymatic synthesis, with alkyllithium reagents, resulted in a novel ring-opening reaction which proceeded with inversion of configuration to yield a series of acyclic disulfoxides. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.10.107
• 作为产物：
  描述：

  1,3-二溴丙烷 、 1,2-苯二硫醇 在 potassium carbonate 作用下， 以 戊醇 为溶剂， 反应 10.0h， 以47%的产率得到3,4-dihydro-2H-1,5-benzodithiepine
  参考文献：
  名称：

  Menard, D.; St-Jacques, M., Canadian Journal of Chemistry, 1986, vol. 64, p. 2142 - 2151

  摘要：

  DOI：

文献信息

• Stereoselective reductase-catalysed deoxygenation of sulfoxides in aerobic and anaerobic bacteria
  作者：Derek R. Boyd、Narain D. Sharma、Alistair W. T. King、Steven D. Shepherd、Christopher C. R. Allen、Robert A. Holt、Heather R. Luckarift、Howard Dalton

  DOI：10.1039/b313714g

  日期：——

  reductase-catalysed deoxygenations of sulfoxides, was found. The deoxygenations proceeded simultaneously, with the expected dioxygenase-catalysed asymmetric sulfoxidation of sulfides, during some biotransformations with the aerobic bacterium Pseudomonas putida UV4. Stereoselective reductase-catalysed asymmetric deoxygenation of racemic alkylaryl, dialkyl and phenolic sulfoxides was observed, without evidence

  找到了直接和间接的证据，证明了亚砜有预料不到的立体选择性还原酶催化的脱氧作用。在需氧细菌恶臭假单胞菌UV4的一些生物转化过程中，脱氧同时进行，预期的双加氧酶催化的硫化物不对称硫氧化。使用厌氧细菌菌株，观察到立体选择性还原酶催化的外消旋烷基芳基，二烷基和酚亚砜的不对称脱氧反应，而没有逆向硫氧化反应的迹象。从厌氧细菌Citrobacter braakii DMSO 11的完整细胞中获得的纯化的二甲基亚砜还原酶，从相应的外消旋物中得到对映体纯的烷基芳基亚砜和硫代亚磺酸盐样品。
• Furanone derivatives
  申请人：——

  公开号：US20030176361A1

  公开（公告）日：2003-09-18

  Furanone derivatives and the pharmaceutically acceptable salts thereof have cytoprotective activity and protective activity for neuroinflammation, and neurodegenerative disorders; they are useful in the treatment of stroke, cerebral ischemia, myocardial infarction, myocardial ischemia, chronic heart failure, inflammation and other oxidative stress-related conditions, as well as Alzheimer's disease and senile dementia; they are also useful in the manufacture of pharmaceutical formulations for the treatment of such conditions.

  呋喃酮衍生物及其药用盐具有细胞保护活性和对神经炎症以及神经退行性疾病的保护活性；它们在中风、脑缺血、心肌梗死、心肌缺血、慢性心力衰竭、炎症和其他氧化应激相关疾病的治疗中具有用途，同时也适用于阿尔茨海默病和老年性痴呆症的治疗；它们还可用于制造用于治疗这些疾病的药物配方。
• Exchange reactions of 1,3-bis(nitroarylthio)propanes with propane-1,3-dithiols
  作者：A. V. Miroshnichenko、D. V. Demchuk、G. I. Nikishin

  DOI：10.1007/s11172-006-0232-0

  日期：2006.1

  Base-catalyzed reactions of propane-1,3-dithiols with 2-chloronitrobenzene, 3,4-dichloronitrobenzene, and 2-chloro-3-nitropyridine afforded 1,3-bis(nitroarylthio)propanes, whose thiolate-thiolate exchange with propane-1,3-dithiols gave dihydrobenzodithiepines.

  在碱催化下，丙烷-1,3-二硫醇与 2-氯硝基苯、3,4-二氯硝基苯和 2-氯-3-硝基吡啶发生反应，生成 1,3-双（硝基芳硫基）丙烷，其硫酸盐-硫酸盐与丙烷-1,3-二硫醇发生交换，生成二氢苯并二硫杂卓。
• Preventives and remedies for central nervous system diseases
  申请人：——

  公开号：US20030207863A1

  公开（公告）日：2003-11-06

  A prophylactic or therapeutic agent for central nervous system diseases based on amyloid &bgr;40 secretion inhibitory activity of a compound having urotensin II receptor antagonistic activity or a salt thereof.

  一种预防或治疗中枢神经系统疾病的药剂，基于一种具有尿泰松II受体拮抗活性或其盐的化合物对淀粉样蛋白β40分泌抑制活性。
• Preventives/remedies for urinary disturbance
  申请人：Ishihara Yuji

  公开号：US20050197362A1

  公开（公告）日：2005-09-08

  Preventives/remedies for voiding disturbance containing a compound having both of an acetylcholinesterase inhibitory action and an α1 antagonistic action which exhibits an excellent effect of improving the urinary function of the bladder (i.e., effects of improving urine flow rate and voiding efficiency) without affecting the urinary pressure or the blood pressure.

  具有乙酰胆碱酯酶抑制作用和α1拮抗作用的化合物的预防/治疗措施，可以显著改善膀胱的尿液功能（即改善尿流率和排尿效率的效果），而不影响尿压或血压。