3-allylamino-6-chloro-7-methyl-1,4,2-benzodithiazine-1,1-dioxide | 482576-94-3

• 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-allylamino-6-chloro-7-methyl-1,4,2-benzodithiazine-1,1-dioxide
• 英文别名: 6-chloro-7-methyl-1,1-dioxo-N-prop-2-enyl-1lambda6,4,2-benzodithiazin-3-imine；6-chloro-7-methyl-1,1-dioxo-N-prop-2-enyl-1λ6,4,2-benzodithiazin-3-imine
• CAS: 482576-94-3
• 化学式: C₁₁H₁₁ClN₂O₂S₂
• 分子量: 302.806
• InChiKey: YETSVSVHJBNAIW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  92.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-allylamino-6-chloro-7-methyl-1,4,2-benzodithiazine-1,1-dioxide 在 一水合肼 作用下， 以 甲醇 为溶剂， 以92%的产率得到N-[1-Allylamino-1-hydrazino-meth-(Z)-ylidene]-4-chloro-2-mercapto-5-methyl-benzenesulfonamide
  参考文献：
  名称：

  Synthesis, molecular structure and anticancer activity of 1-allyl-3-amino-2-(4-chloro-2-mercaptobenzenesulphonyl)guanidine derivatives

  摘要：

  A series of 3-allylamino-6-chloro-7-R-1.1-dioxo-1.4.2-benzodithiazines (2a-e) vas obtained by the reaction of 6-chloro-3-methylthio- 1.4.2-benzodithiazine-1. 1-dioxides (1a-e) with allylamine. Selective hydrazinolysis of the allylaminobenzodithiazines (2a-e) gave the appropriate 1-allyl 1-3-amino-2-(4-chloro-2-mercaptobenzenesulphonyl)guanidines (3a-e) in good yields. The reaction of 3a with dimethylsulphate under alkaline conditions provided the methylthio derivative 4. The structures of these compounds were confirmed on the basis of elemental analysis. spectral data (IR. H-1- and C-13-NMR) and X-ray analysis. Screening data indicated that the compounds 3a and 3d exhibited significant in vitro activities against numerous human tumour cell lines, whereas compounds 3b and 3c showed a moderate activity. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

  DOI：

  10.1016/s0223-5234(02)01341-7
• 作为产物：
  描述：

  6-chloro-7-methyl-3-methylthio-1,4,2-benzodithiazin 1,1-dioxide 、 丙烯胺 以 苯 为溶剂， 以95%的产率得到3-allylamino-6-chloro-7-methyl-1,4,2-benzodithiazine-1,1-dioxide
  参考文献：
  名称：

  Synthesis, molecular structure and anticancer activity of 1-allyl-3-amino-2-(4-chloro-2-mercaptobenzenesulphonyl)guanidine derivatives

  摘要：

  A series of 3-allylamino-6-chloro-7-R-1.1-dioxo-1.4.2-benzodithiazines (2a-e) vas obtained by the reaction of 6-chloro-3-methylthio- 1.4.2-benzodithiazine-1. 1-dioxides (1a-e) with allylamine. Selective hydrazinolysis of the allylaminobenzodithiazines (2a-e) gave the appropriate 1-allyl 1-3-amino-2-(4-chloro-2-mercaptobenzenesulphonyl)guanidines (3a-e) in good yields. The reaction of 3a with dimethylsulphate under alkaline conditions provided the methylthio derivative 4. The structures of these compounds were confirmed on the basis of elemental analysis. spectral data (IR. H-1- and C-13-NMR) and X-ray analysis. Screening data indicated that the compounds 3a and 3d exhibited significant in vitro activities against numerous human tumour cell lines, whereas compounds 3b and 3c showed a moderate activity. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

  DOI：

  10.1016/s0223-5234(02)01341-7

文献信息

• Synthesis, molecular structure and anticancer activity of 1-allyl-3-amino-2-(4-chloro-2-mercaptobenzenesulphonyl)guanidine derivatives
  作者：Z Brzozowski、F Sączewski、M Gdaniec

  DOI：10.1016/s0223-5234(02)01341-7

  日期：2002.4

  A series of 3-allylamino-6-chloro-7-R-1.1-dioxo-1.4.2-benzodithiazines (2a-e) vas obtained by the reaction of 6-chloro-3-methylthio- 1.4.2-benzodithiazine-1. 1-dioxides (1a-e) with allylamine. Selective hydrazinolysis of the allylaminobenzodithiazines (2a-e) gave the appropriate 1-allyl 1-3-amino-2-(4-chloro-2-mercaptobenzenesulphonyl)guanidines (3a-e) in good yields. The reaction of 3a with dimethylsulphate under alkaline conditions provided the methylthio derivative 4. The structures of these compounds were confirmed on the basis of elemental analysis. spectral data (IR. H-1- and C-13-NMR) and X-ray analysis. Screening data indicated that the compounds 3a and 3d exhibited significant in vitro activities against numerous human tumour cell lines, whereas compounds 3b and 3c showed a moderate activity. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.