2H-3,1-苯并噻嗪-2,4(1H)-二硫酮,1-甲基- | 16081-99-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻嗪类
• 中文名称: 2H-3,1-苯并噻嗪-2,4(1H)-二硫酮,1-甲基-
• 英文名称: 1-methyl-2H-3,1-benzothiazine-2,4(1H)dithione
• 英文别名: N-methyltrithioisatoic anhydride；1-methyl-1H-benzo[d][1,3]thiazine-2,4-dithione；3-Methyl-3H-4,5-benzo-1,3-thiazin-2,6-dithion；N-Methyltrithioisatosaeureanhydrid；1-Methyl-2H-3,1-benzothiazine-2,4(1H)-dithione；1-methyl-3,1-benzothiazine-2,4-dithione
• CAS: 16081-99-5
• 化学式: C₉H₇NS₃
• 分子量: 225.359
• InChiKey: OVVPUGDELKYOOP-UHFFFAOYSA-N

物化性质

• 沸点：
  360.2±25.0 °C(Predicted)
• 密度：
  1.48±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  92.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2H-3,1-苯并噻嗪-2,4(1H)-二硫酮,1-甲基- 在 盐酸 、 水 、 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 10.0h， 生成 1-methyl-3-thioxo-2,3-dihydro-1H-indole-2,2-diyldiphosphonic acid
  参考文献：
  名称：

  Inhibitory effect of novel S,N-bisphosphonates on some carcinoma cell lines, osteoarthritis, and chronic inflammation

  摘要：

  A new series of S,N-bisphosphonate derivatives was synthesized and evaluated as antitumor agents against breast-, cervix-, liver, and colon cancer diseases. Antiarthritic and antichronic inflammatory properties of the new bisphosphonates (BPs) were also investigated. The studies demonstrated an efficient site selective method for making condensation products of BP-derivatives in high yields from thiazinethiones and tetraethyl methylenebisphosphonate reagent. The bioscreening evaluation showed that one of the tested BPs exhibited remarkable antitumor activity against the four tested carcinoma cell lines; nevertheless, all tested S,N-BP-derivatives (11 compounds) showed significant to moderate anti-inflammatory activity and capable of inhibiting polyarthritis. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.02.047

文献信息

• Reactions of 1,2‐dihydro‐4 <i>H</i> ‐3,1‐benzothiazine‐2,4‐dithiones (trithioisatoic anhydrides) with <i>N</i> ‐substituted benzylamines and trialkyl phosphites
  作者：Masahiko Takahashi、Tomoko Gunji、Akiko Ichikawa

  DOI：10.1002/jhet.5570390527

  日期：2002.9

  Reactions of 1,2-dihydro-4H-3,1-benzothiazine-2,4-dithiones (trithioisatoic anhydrides) 3 with N-substi-tuted benzylamines 9 gave 1,2-dihydroquinazoline-4-thiones 10, o-thioureidodithiobenzoic acid 11, o-aminothiobenzamides 12, 2-amino-3,1-benzothiazine-4-thiones 13, or quinazoline-2,4-dithiones 14, depending on the kinds of amine and the reaction solvent. On the other hand, reaction of 3 with trialkyl

  1,2-二氢-4 H -3,1-苯并噻嗪-2,4-二硫酮（三硫代脲酸酐）3与N-取代的苄胺9的反应得到1,2-二氢喹唑啉-4-硫酮10，邻硫脲二硫代苯甲酸酯酸11，直径： -aminothiobenzamides 12，2-氨基-3,1-苯并噻嗪-4-硫酮13，或喹唑啉-2,4- dithiones 14，这取决于种胺和反应溶剂。另一方面，3与亚磷酸三烷基酯的反应得到二烷基（1,2-二氢-2-thioxo-4 H -3,1-苯并噻嗪-4-基）膦酸酯18。