2-甲基-3-硫代氨基脲 | 21185-13-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 2-甲基-3-硫代氨基脲
• 英文名称: N-methylthiosemicarbazide
• 英文别名: 2-methylhydrazinecarbothioamide；4(N)-methylthiosemicarbazide；N-methyl thiosemicarbazide；N-methyl-thiosemicarbazide；1-methylthiosemicarbazide；methyl-thiosemicarbazide；Methylaminothiourea
• CAS: 21185-13-7
• 化学式: C₂H₇N₃S
• mdl: MFCD19982620
• 分子量: 105.164
• InChiKey: JQPZTRBYIRCNAP-UHFFFAOYSA-N

物化性质

• 熔点：
  173-175 °C(lit.)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  6
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  82.2
• 氢给体数：
  3
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2930909090

反应信息

• 作为反应物：
  描述：

  2-甲基-3-硫代氨基脲 、 5-硝基水杨醛 在 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 6.0h， 以83%的产率得到5-nitro-salicylaldehyde-N¹-methyl-thiosemicarbazone
  参考文献：
  名称：

  Synthesis, structures and antimicrobial activity of 5-nitro-salicylaldehyde-thiosemicarbazonates of zinc(II) coordinated to substituted bipyridines/phenanthrolines

  摘要：

  Reactions of zinc(II) with 5-nitro-salicylaldehyde-N-1 -substituted thiosemicarbazones {(5-NO2-2-HO-C6H4)C-2(H)=N-3-(NH)-H-2-C-1(=S)-(NHR)-H-1; R = H, H2L1; Me, H2L2; Et, H2L3; Ph, H2L4 ) and 4,4'-dimethyl-2,2'-bipyridine (dm-bipy), 2,9-dimethyl-1,10-phenanthroline (dm-phen) and 3,4,7,8-tetramethyl-1, 10-phenanthroline (tm-phen) as co-ligands, have yielded complexes of stoichiometry, [Zn(L-n)(L)] {n = 1-4; L = dm-bipy, 1, 4, 7, 10; dm-phen, 2, 5, 8, 11; tm-phen, 3, 6, 9, 12) characterized by elemental analysis, infrared and electronic absorption spectroscopy and single crystal X-ray crystallography. Complexes 9 and 10 have distorted trigonal bipyramidal geometry (tau = 0.529-0.580), while complexes 5, 8 and 11 have distorted square pyramidal geometry (tau = 0.004-0.250). They displayed fluorescence bands at lambda(max) - 430-440 nm. In comparison to unsubstituted bipyridines/phenanthrolines, these zinc(II) complexes have shown higher antimicrobial activity with low minimum inhibitory concentration (MIC) against the clinical isolate methicillin resistant Staphylococcus aureus (MRSA), Gram positive bacteria, namely, Staphylococcus aureus (MTCC740), Enterococcus faecalis (MTCC439), Gram negative bacteria, namely, Klebsiella pneumonia 1 (MTCC109), Escherichia coli (MTCC119), Salmonella typhimurium 1 (MTCC98) and one yeast strain Candida albicans (MTCC227). These complexes tested were found to be cytotoxic to microorganisms (bactericidal/fungicidal). (C) 2018 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2018.03.027
• 作为产物：
  描述：

  异硫氢酸三甲基硅酯 、 甲基肼 生成 2-甲基-3-硫代氨基脲
  参考文献：
  名称：

  Jensen,K.A. et al., Acta Chemica Scandinavica (1947), 1968, vol. 22, p. 1 - 50

  摘要：

  DOI：

文献信息

• Structural design, synthesis and pharmacological evaluation of thiazoles against Trypanosoma cruzi
  作者：Gevanio Bezerra de Oliveira Filho、Marcos Veríssimo de Oliveira Cardoso、José Wanderlan Pontes Espíndola、Dayane Albuquerque Oliveira e Silva、Rafaela Salgado Ferreira、Pollyanne Lacerda Coelho、Pâmela Silva dos Anjos、Emanuelle de Souza Santos、Cássio Santana Meira、Diogo Rodrigo Magalhaes Moreira、Milena Botelho Pereira Soares、Ana Cristina Lima Leite

  DOI：10.1016/j.ejmech.2017.09.047

  日期：2017.12

  (Discrete Typing Units). Therefore, new drugs to treat this disease are necessary. Thiazole compounds have been described as potent trypanocidal agents. Here we report the structural planning, synthesis and anti-T. cruzi evaluation of a new series of 1,3-thiazoles (7–28), which were designed by placing this heterocycle instead of thiazolidin-4-one ring. The synthesis was conducted in an ultrasonic bath

  恰加斯病是美洲大陆最严重的健康问题之一。苯并硝唑（BDZ）和尼呋替莫（NFX）是唯一获准用于治疗的药物，除了在T. cruzi DTU（Discrete Typing Units）之间的易感性不同之外，在慢性阶段还表现出强烈的副作用和无效性。因此，治疗这种疾病的新药是必要的。噻唑化合物已被描述为有效的锥虫杀虫剂。在这里，我们报告了一系列新的1,3-噻唑类化合物的结构规划，合成和抗T. cruzi评估（7–28），这是通过放置该杂环而不是噻唑烷丁4一环来设计的。在室温下在超声浴中以2-丙醇为溶剂进行合成。通过改变连接在苯基和噻唑环上的取代基，观察到取代基保留，增强或大大提高了它们的抗克鲁维氏球菌活性。在一些情况下，在噻唑（化合物的5位甲基9，12和23）增加的杀锥虫属性。苯基交换为吡啶基杂环导致活性增加，从而产生最有效的抗锥虫病菌形式的化合物（14，IC 50trypo = 0.37μM）。
• [EN] 2-AMINO-1,3,4-THIADIAZINE AND 2-AMINO-1,3,4-OXADIAZINE BASED ANTIFUNGAL AGENTS<br/>[FR] AGENTS ANTIFONGIQUES À BASE DE 2-AMINO-1,3,4-THIADIAZINE ET DE 2-AMINO-1,3,4-OXADIAZINE
  申请人：F2G LTD

  公开号：WO2017009651A1

  公开（公告）日：2017-01-19

  The invention provides a compound which is a diazine of formula (I) or a tautomer thereof, or a pharmaceutically acceptable salt thereof, for use as an antifungal agent: (I) wherein X, N', C', A and E are as defined herein. The invention also provides a compound of Formula (I) as defined herein.

  该发明提供了一种化合物，其为式(I)的二氮杂环化合物或其互变异构体，或其药学上可接受的盐，用作抗真菌剂：(I)其中X、N'、C'、A和E如本文所定义。该发明还提供了一种如本文所定义的式(I)的化合物。
• Influence of terminal substitution on structural, DNA, Protein binding, anticancer and antibacterial activities of palladium(ii) complexes containing 3-methoxy salicylaldehyde-4(N) substituted thiosemicarbazones
  作者：P. Kalaivani、R. Prabhakaran、E. Ramachandran、F. Dallemer、G. Paramaguru、R. Renganathan、P. Poornima、V. Vijaya Padma、K. Natarajan

  DOI：10.1039/c1dt11838b

  日期：——

  of the complexes with calf-thymus DNA (CT-DNA) has been explored by absorption and emission titration methods. Based on the observations, an electrostatic binding mode of DNA has been proposed. The protein binding studies were monitored by quenching of tryptophan and tyrosine residues in the presence of complexes using Lysozyme as model protein. Antibacterial activity studies of the complexes have been

  在与[PdCl 2（PPh 3）2 ]的等摩尔反应中，观察到3-甲氧基水杨醛-4（N）-取代的硫代半氨基甲酮的可变螯合行为。通过各种分析，光谱技术（质量，1 H-NMR，吸收，IR）对新配合物进行了表征。所有新的配合物都通过单晶X射线衍射进行结构表征。晶体学结果表明，配位体ħ 2大号1和H 2大号4被协调作为络合物binegative三齿ONS供体配体1和4通过形成6个五元环。但是，配体H 2通过形成五元螯合环，L 2和H 2 L 3以单负性二齿NS供体的形式在2和3中与钯结合。从该研究中发现，在末端4（N）-氮上的取代可能对硫代半脲的螯合能力有影响。2和3中存在氢键可能负责防止酚氧与金属离子的配位。络合物与小牛胸腺DNA（CT-DNA）的相互作用已通过吸收和发射滴定法进行了研究。基于这些观察，已经提出了DNA的静电结合模式。蛋白质结合研究通过淬灭色氨酸溶菌酶作为模型蛋白，在复合物存在下，
• Thiosemicarbazone platinacycles with tertiary phosphines. Preparation of novel heterodinuclear platinum–tungsten complexes
  作者：Darío Lata、M. Teresa Pereira、Juan M. Ortigueira、Javier Martínez、Brais Bermúdez、Jesús J. Fernández、José M. Vila

  DOI：10.1016/j.poly.2012.04.015

  日期：2012.6

  afforded the tetranuclear platinum(II) compounds [Pt(R1C6H3)C(H) NN C(S)NHR2}]4 (1a–1f) with the ligand as terdentate [C,N,S] after C–H activation and NH deprotonation. The reaction of 1a–1f with PPh3 in 1:4 M ratio gave the mononuclear compounds [Pt(R1C6H3)C(H) NN C(S)NHR2}(PPh3)] (2a–2f). Treatment of 1a–1f with large-bite diphosphines Ph2P(CH2)nPPh2 (n = 2, dppe; n = 3, dppp; n = 4, dppb) afforded the

  硫代半咔唑（R1C6H4）C（H）NN（H）C（S）NHR2的抽象处理[R1，R2：4-Me，H（a）; 4-Me，Me（b）; 4-Me，Et（c）; 2-Me，H（d）; 2-Me，Me（e）; 2-Me，Et（f）]与顺式[PtMe2（cod）]提供四核铂（II）化合物[Pt （（R1C6H3）C（H）NN C（S）NHR2}] 4（1a-1f） C–H活化和NH去质子化后，配体为齿状[C，N，S]。1a-1f与PPh3以1：4 M的比例反应生成单核化合物[Pt （（R1C6H3）C（H）NN C（S）NHR2}（PPh3）]（2a-2f）。用大剂量二膦Ph2P（CH2）nPPh2（n = 2，dppe; n = 3，dppp; n = 4，dppb）处理1a-1f得到双核化合物[Pt [（R1C6H3）C（H）N –N = C（S）NHR2]} 2 μ-Ph2P（ ）n
• Synthesis, characterization and binding affinities of rhenium(I) thiosemicarbazone complexes for the estrogen receptor (α/β)
  作者：Ara Núñez-Montenegro、Rosa Carballo、Ezequiel M. Vázquez-López

  DOI：10.1016/j.jinorgbio.2014.06.012

  日期：2014.11

  The binding affinities towards estrogen receptors (ERs) α and β of a set of thiosemicarbazone ligands (HLn) and their rhenium(I) carbonyl complexes [ReX(HLn)(CO)3] (X = Cl, Br) were determined by a competitive standard radiometric assay with [3H]-estradiol. The ability of the coordinated thiosemicarbazone ligands to undergo deprotonation and the lability of the ReX bond were used as a synthetic strategy

  确定了一组硫代半碳胺配体（HL n）及其rh（I）羰基配合物[ReX（HL n）（CO）3 ]（X = Cl，Br）对雌激素受体（ER）α和β的结合亲和力用[ 3 H]-雌二醇进行竞争性标准放射分析。配位的硫代半碳胺配体的去质子化能力和Re X键的不稳定性被用作合成策略，以获得[Re（hpy）（L n）（CO）3 ]（hpy = 3-或4-羟基吡啶） 。包含额外的hpy配体赋予了新的硫代半氨基甲酸酯复合物对雌激素受体的亲和力提高，因此抑制常数的值（Ki）可以确定其中的一些。通常，两种ER亚型的K i值都表明对ERα有明显的选择性。