S-benzimidazolyl dimethylthiocarbamate | 104273-38-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: S-benzimidazolyl dimethylthiocarbamate
• 英文别名: S-(1H-benzimidazol-2-yl) N,N-dimethylcarbamothioate
• CAS: 104273-38-3
• 化学式: C₁₀H₁₁N₃OS
• 分子量: 221.283
• InChiKey: MZLBCCLDNZVIST-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  74.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  在 水 作用下， 以100%的产率得到S-benzimidazolyl dimethylthiocarbamate
  参考文献：
  名称：

  Iminiumsalze in quantitativen Gas/Festk�per- und Festk�rper/Festk�rper-Reaktionen

  摘要：

  Iminium salts that are highly susceptible to hydrolysis are quantitatively prepared and reacted in the solid state without solvents or liquid phases. Atomic force microscopy AFM helps in elucidating the mechanism of these still unusual gas-solid and solid-solid syntheses by recording surface topographies of reacting crystals of L-histidine (10) and triphenylverdazyl (15). Various imines add gaseous HCl or HBr to form stable iminium halides (1, 3, 4, 5, 11) even if frozen liquids of very weak heterocyclic bases are treated at low temperatures. Another way for quantitative yields of iminium salt hydrates (6) starts with solid primary ammonium halides and gaseous acetone. o-Phenylenediamines (7) give quantitatively 1,5-benzodiazepines (9) by solid state cyclization of bis-iminium salt intermediates (8). Crystalline nitroxyls (12) and triphenylverdazyl (15) undergo stoichiometric one-electron transfer with gaseous NO2 or XeF2 to give nitrosonium (14) and azonium salts (17). The solid state chlorination of tetramethylthiuramdisulfide (18) or dimethylthiocarbamoylchloride (20) yields phosgene dimethyliminiumchloride (Viehe salt 21) in quantitative yield. Solid Viehe salt is quantitatively treated with gaseous Cl-2 to give the trichloride 19 and solid SbCl5 or PCl5 to produce the hexachloroantimoniates (22), -phosphates (23). Solid brenzcatechol (24), mercaptobenzimidazole (27), p-nitroaniline (30), N-methyl benzothiazolone-2-hydrazone (34) and acetophenone (41) are treated with 21 to give the corresponding chloroiminium salts (25, 28, 31, 35, 43). p-Toluenesulfonamide (37) and 22 give the chloroiminium salt 38. These quantitative solid-solid reactions are most easily run in ball mills with cooling device. The "waste-free" techniques achieve exclusion of moisture in an elegant way. The preparative use of the versatile products with nucleophiles is indicated. The three-step solid-state mechanisms are discussed.

  DOI：

  10.1002/prac.19983400409

文献信息

• Synthesis of 2-thiobenzimidazole derivatives as potential antifilarial agents
  作者：Siya Ram、Dean S. Wise、Leroy B. Townsend

  DOI：10.1002/jhet.5570220525

  日期：1985.9

  Several 5-benzoyl-2-thiobenzimidazole and 2-thiobenzimidazole aliphatic acids, esters, and N,N-dialkyl-carboxamides and thiocarboxamides were prepared by reacting bromo aliphatic acids, bromo aliphatic esters, and N,N-dialkylcarbamoyl or thiocarbamoyl chlorides with 5-benzoyl-2-thiobenzimidazole or 2-thiobenzimidazole in the presence of base. 2-Thiocarbomethoxy- and 2-thiocarboethoxybenzimidazole were

  几种5-苯甲酰基-2-硫代苯并咪唑和2-硫代苯并咪唑的脂族酸，酯，N，N-二烷基甲酰胺和硫代羧酰胺是通过使溴代脂肪酸，溴代脂族酸酯和N，N-二烷基氨基甲酰基或硫代氨基甲酰氯与5在碱存在下的-苯甲酰基-2-硫代苯并咪唑或2-硫代苯并咪唑 在碱存在下，通过2-硫代苯并咪唑与氯甲酸甲酯或氯甲酸乙酯反应，制得2-硫代羰基甲氧基-和2-硫代羰基乙氧基苯并咪唑。但是，使5-苯甲酰基-2-硫代苯并咪唑与氯甲酸乙酯反应，得到5-苯甲酰基-2-乙基硫代苯并咪唑。
• Benzimidazoles for inhibiting protein tyrosine kinase mediated cellular
  申请人：Warner-Lambert Company

  公开号：US05990146A1

  公开（公告）日：1999-11-23

  Benzimidazoles of Formula I below are inhibitors of protein tyrosine kinases, and are useful in treating cellular proliferation. ##STR1## The compounds are especially useful in treating cancer, atherosclerosis, restenosis, and psoriasis.

  下面的I式苯并咪唑是蛋白酪氨酸激酶的抑制剂，对治疗细胞增殖很有用。这些化合物在治疗癌症、动脉粥样硬化、再狭窄和牛皮癣方面特别有效。
• RAM, S.;WISE, D. S.;TOWNSEND, LEROY, B., J. HETEROCYCL. CHEM., 1985, 22, N 5, 1269-1274
  作者：RAM, S.、WISE, D. S.、TOWNSEND, LEROY, B.

  DOI：——

  日期：——
• US5990146A
  申请人：——

  公开号：US5990146A

  公开（公告）日：1999-11-23
• US6218388B1
  申请人：——

  公开号：US6218388B1

  公开（公告）日：2001-04-17