2-methylthio-4-(p-methoxyphenyl)-3H-1,5-benzodiazepine | 67259-55-6

• 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: 2-methylthio-4-(p-methoxyphenyl)-3H-1,5-benzodiazepine
• 英文别名: 2-(4-Methoxyphenyl)-4-(methylthio)-3H-1,5-benzodiazepine；2-(4-methoxyphenyl)-4-methylsulfanyl-3H-1,5-benzodiazepine
• CAS: 67259-55-6
• 化学式: C₁₇H₁₆N₂OS
• 分子量: 296.393
• InChiKey: WTJZQIABEHYFKS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  59.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-methylthio-4-(p-methoxyphenyl)-3H-1,5-benzodiazepine 在 sodium hydride 、 碘甲烷 作用下， 以 乙醇 为溶剂， 反应 3.67h， 生成 5-(4-Methoxy-phenyl)-2-methyl-2,4-dihydro-2,3,6,10b-tetraaza-benzo[e]azulen-1-one
  参考文献：
  名称：

  Cortes, Eduardo; Marinez, Roberto; Ugalde, Martha, Journal of Heterocyclic Chemistry, 1991, vol. 28, # 2, p. 365 - 368

  摘要：

  DOI：
• 作为产物：
  描述：

  4-(4-methoxy-phenyl)-1,3-dihydro-benzo[b][1,4]diazepine-2-thione 生成 2-methylthio-4-(p-methoxyphenyl)-3H-1,5-benzodiazepine
  参考文献：
  名称：

  ELLEFSON C. R.; WOO C. M.; MILLER A.; KEHR J. R., J. MED. CHEM., 1978, 21, NO 9, 952-957

  摘要：

  DOI：

文献信息

• A New Route to 3<i>H</i>-1,5-Benzodiazepines and Heterocylic Ketene Aminals from Benzoyl Substituted Ketene Dithioacetals and Diamines
  作者：Zhi-Tang Huang、Mei-Xiang Wang

  DOI：10.1055/s-1992-26356

  日期：——

  Heterocyclic ketene aminals 5 or 3H-1,5-benzodiazepines 4 were obtained from the reaction of benzoyl substituted ketene dithioacetals 1 with various diamines 2. The mechansim of formation of these two different products are discussed.

  异环酮亚胺5或3H-1,5-苯二氮杂萘4是通过苯甲酰取代的酮二硫代乙酸酯1与各种二胺2反应获得的。讨论了这两种不同产物的形成机制。
• Solid support mediated chemo and regioselective synthesis of 3H-1,5- benzodiazepines from diversely substituted α-oxo ketene dithioacetals
  作者：Nutan Sharma、Tejpal Singh Chundawat、Subash Chandra Mohapatra、Sunita Bhagat

  DOI：10.1039/c3ra43347a

  日期：——

  Solvent free, dry media supported synthesis of a series of 4-aryl/heteroaryl-2-methylthio-3H-1,5-benzodiazepines by chemo- and regioselective cyclization of substituted α-oxoketene dithioacetals with o-phenylenediamines is described. The X-ray crystallographic studies confirmed the formation of the cyclized product.

  描述了无溶剂的干燥介质支持的合成的4-芳基/杂芳基-2-甲硫基-3 H -1,5-苯并二氮杂卓的合成，该取代基是通过邻位苯二胺对取代的α-氧杂环丁烯二硫缩醛的化学和区域选择性环化。X射线晶体学研究证实了环化产物的形成。
• Synthesis and mass spectral fragmentation of 2-methylthio-7-(<i>p</i>-R-phenyl)-8-phenoxy-4,5-benzo-3-aza-2-nonem. III
  作者：E. Cortés、R. Martínez

  DOI：10.1002/jhet.5570200134

  日期：1983.1

  have been synthesized by regiospecific cycloaddition of phenoxyacetyl on to 2-methylthio-4-(p-R-phenyl)-3H-1,5-benzodiazepines IV. The structure was established by ir, 1H-nmr and ms spectral data together with 13C-nmr spectral data of desulfurization products, VIa. Likewise, a study has been made of the fragmentation upon electron impact of IIIa and IV. All the spectra analyzed contain molecular ions and

  通过苯氧乙酰基的区域特异性环加成反应，合成了一系列新的2-甲硫基-7-（对-R-苯基）-8-苯氧基-4,5-苯并-3-氮杂-2-壬基IIIa。甲硫基-4-（p - - [R -苯基）-3- ħ -1,5-苯并二氮杂类IV。该结构由ir，1 H-nmr和ms光谱数据以及脱硫产物VIa的13 C-nmr光谱数据建立。同样地，已经对IIIa和IV的电子撞击时的断裂进行了研究。所有分析的光谱均包含分子离子，主要的裂解途径是从分子离子或从m / e（M + 134）离子发生的。该离子是所有分析化合物的基峰。
• Synthesis and spectral properties of substituted [1,2,4]oxadiazolo[4,5-<i>a</i>] [1,5] benzodiazepines
  作者：Eduardo CortÉS Cortés、Ana MarÍA Mendoza Ambrosio

  DOI：10.1002/jhet.5570330426

  日期：1996.7

  The preparation of twelve novel substituted [1,2,4]oxadiazolo[4,5-a][1,5]benzodiazepines which have potentially useful pharmacological properties; by 1.3-dipolar cycloaddition of benzonitrile oxides, generated in situ from benzohydroxamoyl chloride and triethylamine, to 1,5-benzodiazepine derivatives, is described. The structure of all products was corroborated by ir, 1H-nmr, 13C-nmr and ms.

  制备十二种具有潜在有用药理特性的新型取代的[1,2,4]恶二唑并[4,5- a ] [1,5]苯并二氮杂;；描述了通过由苯并氧肟酸氯和三乙胺原位产生的苯甲腈氧化物的1.3-偶极环加成反应到1，5-苯并二氮杂pine衍生物。ir，1 H-nmr，13 C-nmr和ms证实了所有产物的结构。
• Heterocyclic variants of 1,5-Benzodiazepine system. VII. Synthesis of substituted 2a-Phenyl-4-methylsulfonyl-2-methoxy-1,2,2a,3-tetrahydroazeto[1,2-<i>a</i>][1,5]benzodiazepin-1-ones
  作者：Roberto Martínez、Paulina E. Hernández、Enrique Angeles

  DOI：10.1002/jhet.5570330210

  日期：1996.3

  The preparation of novel 2a-phenyl-4-methylsulfonyl-2-methoxy-1,2,2a,3-tetrahydroazeto[1,2-a][1,5]-benzodiazepin-1-ones is described. The structure of all the products was corroborated by ir, mass spectrometry and 1H and 13C-nmr.

  描述了新型2a-苯基-4-甲基磺酰基-2-甲氧基-1,2,2a，3-四氢hydro并[1,2- a ] [1,5]-苯并二氮杂-1-酮的制备。所有产品的结构均通过红外，质谱和1 H和13 C-nmr证实。