3,5-dimethyl-3,4-dihydro-1H-1,5-benzodiazepine-2-thione | 202537-06-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: 3,5-dimethyl-3,4-dihydro-1H-1,5-benzodiazepine-2-thione
• CAS: 202537-06-2
• 化学式: C₁₁H₁₄N₂S
• 分子量: 206.312
• InChiKey: DUSBOLKBPJVKSB-UHFFFAOYSA-N

物化性质

• 熔点：
  137-139 °C(Solv: methanol (67-56-1))
• 沸点：
  310.1±52.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  47.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,5-dimethyl-3,4-dihydro-1H-1,5-benzodiazepine-2-thione 在 盐酸羟胺 、 sodium acetate 作用下， 以 乙醇 为溶剂， 反应 8.0h， 生成 N-(1,3-dimethyl-2,3-dihydro-1,5-benzodiazepin-4-yl)hydroxylamine
  参考文献：
  名称：

  新型[1,2,4]恶二唑并[4,3-a][1,5]苯二氮卓衍生物的便捷合成

  摘要：

  通过四氢-1,5苯并二氮杂环热分子内环化制备新型三环取代的5,6-二氢-4H-[1,2,4]恶二唑并[4,3-a][1,5]苯并二氮杂-1-酮衍生物-2-one O-(乙氧基羰基)肟。后者是从相应的羟基亚氨基-1,5-苯二氮卓类和氯甲酸乙酯中获得的。

  DOI：

  10.3998/ark.5550190.0012.b08
• 作为产物：
  描述：

  3,4-dimethyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-2-one 在 tetraphosphorus decasulfide 作用下， 以 吡啶 为溶剂， 反应 2.0h， 以72%的产率得到3,5-dimethyl-3,4-dihydro-1H-1,5-benzodiazepine-2-thione
  参考文献：
  名称：

  2,3-Dihydro-1H-1,5-benzodiazepines: A conversion of thiolactams to amidines

  摘要：

  The synthesis of a new series of diversely N-4 substituted amidines of 2,3-dihydro-1H-1,5-benzodiazepine has been accomplished starting from tetrahydro-1,5-benzodiazepin-2-one derivatives. These compounds were transformed into the desired thiolactams 2a-i which reacted in the presence of mercuric chloride with ammonia, as well as primary or secondary amines to give amidines 3a-i. Hydrazidines 3j-1 were prepared by treatment of thiolactams with an excess of hydrazine.

  DOI：

  10.1007/bf00807260

文献信息

• A convenient synthesis of novel [1,2,4]oxadiazolo[4,3-a][1,5]benzodiazepine derivatives
  作者：Lidija Kosychova、Zita Stumbreviciute、Regina Janciene、Zita Staniulyte、Benedikta Dale Puodziunaite

  DOI：10.3998/ark.5550190.0012.b08

  日期：——

  Novel tricyclic substituted 5,6-dihydro-4H-[1,2,4]oxadiazolo[4,3-a][1,5]benzodiazepin-1-one derivatives were prepared by the thermal intramolecular cyclization of tetrahydro-1,5benzodiazepin-2-one O-(ethoxycarbonyl)oximes. The latter were obtained from the corresponding hydroxyimino-1,5-benzodiazepines and ethyl chloroformate.

  通过四氢-1,5苯并二氮杂环热分子内环化制备新型三环取代的5,6-二氢-4H-[1,2,4]恶二唑并[4,3-a][1,5]苯并二氮杂-1-酮衍生物-2-one O-(乙氧基羰基)肟。后者是从相应的羟基亚氨基-1,5-苯二氮卓类和氯甲酸乙酯中获得的。
• A straightforward synthesis of novel 4H-thiazolo[3,2-d][1,5]benzodiazepine derivatives
  作者：Regina Janciene、Ausra Vektariene、Zita Stumbreviciute、Lidija Kosychova、Algirdas Klimavicius、Benedikta D. Puodziunaite

  DOI：10.1002/hc.20026

  日期：——

  20026 INTRODUCTION Benzodiazepines and their annelated derivatives ex-hibit a wide spectrum of biological activities andhave found applications in pharmaceutical chem-istry [1]. More recently, considerable efforts havebeen devoted to discover new biologically activecompounds in antitumor antibiotic group by the re-placement of the pyrrole fused ring of pyrrolo[2,1- c ][1,4]benzodiazepine system by thiazole

  摘要：通过不同取代的 2,3,4,5-四氢-1,5-苯并二氮杂卓的反应一步合成了新型 4H-噻唑并[3,2-d][1,5]苯并二氮杂鎓盐。 -2(1H)-硫酮和溴乙醛二乙缩醛。环化显然受苯二氮卓系统中取代基性质的影响。介绍了理论建模和 B3LYP DFT 计算研究。2004 Wiley Periodicals, Inc. 杂原子化学 C15:363–368, 2004; 在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.20026 引言 苯二氮卓类及其退火衍生物表现出广泛的生物活性，并已在药物化学中得到应用 [1]。最近，
• Synthsis and mild conversion of 1,5-benzodiazepine iminothioethers into hydrazides
  作者：B. Puodžiünaité、L. Kosychova、R. Jančiené、Z. Stumbrevičiüté

  DOI：10.1007/bf02290727

  日期：1998.3
• Synthesis and spectral characterization of novel 1,5-benzodiazepine oxime derivatives
  作者：Lina Rekovic、Lidija Kosychova、Irina Bratkovskaja、Regina Vidziunaite

  DOI：10.2298/jsc180226090r

  日期：——

  Three new 1,3,4,5-tetrahydro-2 H -1,5-benzodiazepin-2-one oximes were synthesized and characterized by the methods of 1H- and 13C-NMR, IR and elemental analysis. Along with previously described compounds bearing one additional methyl group on the 5th nitrogen atom, the new compounds were characterized in bulk by UV–Vis and fluorescence spectroscopy in various sol­vents. The influence of the nature

  合成了三种新的1,3,4,5-四氢-2 H -1,5-苯并二氮杂-2-酮肟，并通过1H-和13C-NMR，IR和元素分析方法进行了表征。除了先前描述的在第5个氮原子上带有一个附加甲基的化合物外，这些新化合物还通过各种溶剂中的UV-Vis和荧光光谱进行了表征。研究并讨论了有机溶剂的性质对标题化合物光谱的影响。
• 2,3-Dihydro-1H-1,5-benzodiazepines: A conversion of thiolactams to amidines
  作者：B. Puodžiūnaitė、L. Kosychova、R. Jančienė、Z. Stumbrevičiūtė

  DOI：10.1007/bf00807260

  日期：1997.12

  The synthesis of a new series of diversely N-4 substituted amidines of 2,3-dihydro-1H-1,5-benzodiazepine has been accomplished starting from tetrahydro-1,5-benzodiazepin-2-one derivatives. These compounds were transformed into the desired thiolactams 2a-i which reacted in the presence of mercuric chloride with ammonia, as well as primary or secondary amines to give amidines 3a-i. Hydrazidines 3j-1 were prepared by treatment of thiolactams with an excess of hydrazine.