Trimethylammonium N-(2-thiazolyl)dithiocarbamate | 50716-28-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: Trimethylammonium N-(2-thiazolyl)dithiocarbamate
• 英文别名: triethylammonium N-(2-thiazolyl)dithiocarbamate；triethyl ammonium thiazol-2-ylcarbamodithioate；triethylammonium thiazol-2-ylcarbamodithioate；thiazol-2-yl-dithiocarbamic acid; triethylamine salt；Thiazol-2-yl-dithiocarbamidsaeure; Verbindung mit Triaethylamin；N,N-diethylethanamine; thiazol-2-ylcarbamodithioic acid；N-(1,3-thiazol-2-yl)carbamodithioate;triethylazanium
• CAS: 50716-28-4
• 化学式: C₄H₄N₂S₃*C₆H₁₅N
• 分子量: 277.479
• InChiKey: BAUDWVIJAFXHAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.12
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  89.5
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Trimethylammonium N-(2-thiazolyl)dithiocarbamate 在 三乙胺 作用下， 以 乙醇 为溶剂， 生成 3''-ethyl-4',5'-dimethyl-2''-thioxo-2'',3''-dihydro-[2,3';2',5'']terthiazol-4''-one
  参考文献：
  名称：

  Thiazolocyanines

  摘要：

  DOI：

  10.1007/bf00472307
• 作为产物：
  描述：

  2-氨基噻唑 、 三乙胺 在 二硫化碳 作用下， 生成 Trimethylammonium N-(2-thiazolyl)dithiocarbamate
  参考文献：
  名称：

  二硫代缩二脲。第二部分 一些环状导数

  摘要：

  DOI：

  10.1039/jr9550000803

文献信息

• Dithiocarbamates Strongly Inhibit Carbonic Anhydrases and Show Antiglaucoma Action in Vivo
  作者：Fabrizio Carta、Mayank Aggarwal、Alfonso Maresca、Andrea Scozzafava、Robert McKenna、Emanuela Masini、Claudiu T. Supuran

  DOI：10.1021/jm300031j

  日期：2012.2.23

  with carbon disulfide in the presence of bases. These compounds were tested for the inhibition of four human (h) isoforms of the zinc enzyme carbonic anhydrase, CA (EC 4.2.1.1), hCA I, II, IX, and XII, involved in pathologies such as glaucoma (CA II and XII) or cancer (CA IX). Several low nanomolar inhibitors targeting these CAs were detected. The X-ray crystal structure of the hCA II adduct with morpholine

  在碱存在下，伯胺/仲胺与二硫化碳反应制备了一系列二硫代氨基甲酸酯。测试了这些化合物对锌酶碳酸酐酶 CA (EC 4.2.1.1)、hCA I、II、IX 和 XII 的四种人类 (h) 亚型的抑制作用，这些亚型涉及青光眼（CA II 和 XII）等病理学) 或癌症 (CA IX)。检测到几种针对这些 CA 的低纳摩尔抑制剂。hCA II 与吗啉二硫代氨基甲酸酯的 X 射线晶体结构证明了这些化合物的抑制机制，它们通过二硫代氨基甲酸酯锌结合功能的硫原子与金属离子配位。一些二硫代氨基甲酸盐在葡糖眼动物模型中显示出有效的降低眼内压的活性。
• [EN] CARBONIC ANHYDRASE INHIBITOR COMPRISING A DITHIOCARBAMATE<br/>[FR] INHIBITEURS D'ANHYDRASE CARBONIQUE
  申请人：UNI I OSLO

  公开号：WO2013050426A1

  公开（公告）日：2013-04-11

  A carbonic anhydrase inhibitor which comprises a compound of general formula: R1R2N-CS2-M+ for use in the treatment of microbial infection, eye disease or cancer; wherein R1 and R2 are each independently selected from H or an organic substituent, or together form a ring, and optionally contain one or more heteroatoms; wherein R and R2 together comprise at least 5 carbon atoms or at least 2 carbon atoms and a heteroatom, or R2 comprises at least 4 carbon atoms; and wherein M+ comprises a monovalent cation.

  一种碳酸酐酶抑制剂，包括通用结构式的化合物：R1R2N-CS2-M+，用于治疗微生物感染、眼部疾病或癌症；其中R1和R2分别独立地选自H或有机取代基，或者一起形成一个环，并且可选地包含一个或多个杂原子；其中R和R2一起至少包含5个碳原子或至少2个碳原子和一个杂原子，或者R2至少包含4个碳原子；M+包括一价阳离子。
• Dithiobiurets. Part II. Some cyclic derivatives
  作者：A. E. S. Fairfull、D. A. Peak

  DOI：10.1039/jr9550000803

  日期：——
• Cyclization of N-alkylazinium cations with bifunctional nucleophiles. 10. Isomeric thiazolo[4,5-b]quinoxalines in reactions of N-methylquinoxalinium ions with dithiocarbamates
  作者：V. N. Charushin、V. G. Baklykov、O. N. Chupakhin、G. M. Petrova、E. O. Sidorov

  DOI：10.1007/bf00514310

  日期：1984.5
• Syntheses of new Fe/S clusters via reactions of Fe3(CO)12 and salts of heteroallyl anions of type [GCS2]− (G=Ph2PS, ArCOCH2, 2-C5H4NNH and 2-C3H2NSNH) with electrophiles
  作者：Yao-Cheng Shi、Huan-Ren Cheng、Qiang Fu、Fei Gu、Yan-Hua Wu

  DOI：10.1016/j.poly.2013.03.049

  日期：2013.6

  The reaction of Fe-3(CO)(12) and [NEt4][GCS(2)] with an electrophile CH3I in THF affords complex Fe-2(CO)(6)(mu-GC(S)SCH3) (G = Ph2PS, 1). The reaction of Fe-3(CO)(12) with PhCOCH2CS2H and NEt3 forms a red-brown solution of [HNEt3][Fe-2(CO)(6)(mu-GCS(2))] identified by IR and ESI-MS (G = PhCOCH2). The reactions of the solution with a series of electrophiles E-X such as CH3I, PhCH2Br and CH2=CHCH2Br produce complexes Fe-2(CO)(6) (mu-GC(S)SE) (2, E = CH3; 3, E = CH2Ph; 4, E = CH2CH=CH2). In the absence of NEt3, the reaction of Fe-3(CO)(12) and PhCOCH2CS2H gives complex Fe-2(CO)(6)(mu-S2C=CHCOPh) (5). The reaction of GCS(2)H with NEt3, Fe-3 (CO)(12) and CH3I yields complexes Fe-2(CO)(6)(mu-GC(S)SCH3) (G = 4-MeOC6H4COCH2, 6; G = C5H5FeC5H4COCH2, 7). The reaction of Fe(C5H4COCH2CS2H)(2), NEt3 and Fe-3(CO)(12) with CH3I affords complex Fe[(mu-C5H4COCH2C(S)SCH3)Fe-2(CO)(6)](2) (8). Unlike the above-mentioned cases, the reaction of Fe-3(CO)(12) and [HNEt3][GCS(2)] (G = 2-C5H4NNH, 2-C3H2NSNH) with PhCOCI generates the corresponding complexes Fe-2 (CO)(5)(mu-k(2)N,S:k(2)C-2-C5H4NN(COPh)CS)(mu-k(2)S-SCOPh) (9) and Fe-2(CO)(5)(mu-k(2)N,S:k(2)C-2-C3H2NSN(COPh) CS)(mu-k(2)S-SCOPh) (10). All new complexes have been characterized by elemental analysis, IR, H-1 and C-13 NMR spectroscopy as well as P-31 NMR spectroscopy for I, structures of them have been unequivocally determined by X-ray crystallography. (C) 2013 Elsevier Ltd. All rights reserved.