methyl N-[(4-hydroxyphenyl)methylideneamino]carbamodithioate | 26151-75-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: methyl N-[(4-hydroxyphenyl)methylideneamino]carbamodithioate
• CAS: 26151-75-7
• 化学式: C₉H₁₀N₂OS₂
• 分子量: 226.323
• InChiKey: JJYIZRFPOMCRJR-UHFFFAOYSA-N

物化性质

• 沸点：
  384.2±44.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  102
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl N-[(4-hydroxyphenyl)methylideneamino]carbamodithioate 在 三乙胺 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  新型缩硫脲衍生物的合成、抗菌和抗癌活性

  摘要：

  合成了对氨基苯甲酸 (PABA) 的硫缩氨基脲并测试了它们的抗菌和抗癌活性。发现异羟肟酸酯衍生物 4a-4l 比它们的酸对应物具有更好的抗微生物和抗癌活性。发现化合物4d对大肠杆菌、肺炎克雷伯菌、金黄色葡萄球菌、霍乱弧菌和枯草芽孢杆菌具有良好的抗菌活性，IC50值约为1 µM。化合物 4f 对白色念珠菌显示出有效的抗真菌活性 (IC50 = 1.29 µM)，化合物 4h 显示出有效的抗癌活性 (IC50 = 0.07 µM)。

  DOI：

  10.1002/ardp.201000201
• 作为产物：
  描述：

  肼基二硫代甲酸甲酯 、 对羟基苯甲醛 以 甲醇 为溶剂， 以60%的产率得到methyl N-[(4-hydroxyphenyl)methylideneamino]carbamodithioate
  参考文献：
  名称：

  Methyl-2-arylidene hydrazinecarbodithioates: synthesis and biological activity

  摘要：

  摘要：甲基-2-芳基亚硫酰肼-卡巴二硫酸酯尽管其金属配合物因其生物活性而被广泛报道，但并未引起研究人员的特别关注。本研究考察了十二种甲基-2-芳基亚硫酰肼-卡巴二硫酸酯的细胞静止和抗病毒活性，这些化合物被许多研究人员报告为噻唑半脒的合成中间体和其金属配合物的制备。具有三齿配体特征的IIc、IIi和IIl化合物被发现对HL60人类前粒细胞白血病细胞具有最低的IC50值（分别为6.5μM、≈1μM和0.8μM）。它们对人类胚胎肺（HEL）成纤维细胞增殖抑制最强（分别为5.3μM、17μM和2.6μM）。化合物IIc和IIl对野生型单纯疱疹病毒（HSV）、带状疱疹病毒（VZV）和阿昔洛韦耐药HSV具有抗病毒活性；然而，这些活性在化合物显著抑制HL60和HEL细胞增殖的浓度下被观察到。

  DOI：

  10.2478/s11696-013-0346-4

文献信息

• A Facile and Convenient Method for the Synthesis of Bis-Hydrazonoyl Halides and Bis-(1,3,4-Thiadiazol-3-ylphenoxy)Ethers
  作者：Ashraf A. Abbas、Nora M. Rateb

  DOI：10.1080/104265090517226

  日期：2005.2

  Abstract New bis(thiadiazole) derivatives 7a–m were prepared in good yields by the reaction of the appropriate hydrazonoyl halides 4a–e with the bis-Schiff bases 9a–c. Similarly, the bis(thiadiazole) derivatives 17a–g were prepared by the reaction of the novel bis-hydrazonoyl halides 13a–d with schiff bases 3a–d.

  摘要 通过适当的腙酰卤 4a-e 与双席夫碱 9a-c 反应，以良好的收率制备了新的双（噻二唑）衍生物 7a-m。同样，双（噻二唑）衍生物 17a-g 是通过新型双腙酰卤 13a-d 与席夫碱 3a-d 反应制备的。
• DE1934809
  申请人：——

  公开号：——

  公开（公告）日：——
• Synthesis and Ribonucleotide reductase inhibitory activity of thiosemicarbazones
  作者：Kesavan Krishnan、Kumari Prathiba、Venkatesan Jayaprakash、Arijit Basu、Nibha Mishra、Bingsen Zhou、Shuya Hu、Yun Yen

  DOI：10.1016/j.bmcl.2008.09.097

  日期：2008.12

  Ribonucleotide reductase (RR) is an important therapeutic target for anticancer drugs. The structure of human RR features a 1: 1 complex of two homodimeric subunits, hRRM1 and hRRM2. Prokaryotically expressed and highly purified recombinant human RR subunits, hRRM1 and hRRM2, were used for holoenzyme-based [(3)H] CDP reduction in vitro assay. Ten new thiosemicarbazones (7-16) were synthesized and screened for their RR inhibitory activity. Two thiosemicarbazones derived from p-hydroxy benzaldehyde (9 and 10) were found to be active but less potent than the standard, Hydroxyurea (HU). Guided by the activity of compounds 9 and 10, 11 new thiosemicarbazones (17-27) derived from p-hydroxy benzaldehyde were prepared and screened for their RR inhibitory activity. All the 11 compounds were more potent than HU. (C) 2008 Elsevier Ltd. All rights reserved.
• Synthesis antimicrobial and anticancer activity of N′-arylmethylidene-piperazine-1-carbothiohydrazide
  作者：Umasankar Kulandaivelu、Boyapati Shireesha、Chidara Mahesh、Jannu Vincent Vidyasagar、Tadikonda Rama Rao、K. N. Jayaveera、Philipp Saiko、Geraldine Graser、Thomas Szekeres、Venkatesan Jayaprakash

  DOI：10.1007/s00044-012-0279-4

  日期：2013.6

  Ten newly synthesized thiosemicarbazones of piperazine (3a-3j) were evaluated for their antibacterial and antifungal activity against non-pathogenic strains of Escherichia coli (NCIM 2068), Klebsiella pneumonia (NCIM 2957), Staphylococcus aureus (NCIM 2079), and Bacillus subtilis (NCIM 2921); pathogenic strains of Vibrio cholerae, protease, Candida albicans and Aspergillus niger. All the 10 compounds (3a-3j) were found to be better than Ciprofloxacin against B. subtilis and four molecules (3c, 3d, 3e, and 3h) against S. aureus. Compound 3j, a derivative of benzophenone, has been identified as a potent and promising candidate against C. albicans. The compounds were also evaluated for their anticancer activity against HBL-100 and HL60 cell lines. Compound 3a, a p-hydroxy benzaldehyde derivative, has been identified as a potent and promising candidate.
• Synthesis, Antimicrobial and Anticancer Activity of New Thiosemicarbazone Derivatives
  作者：Umasankar Kulandaivelu、Valisakka Gari Padmini、Kyatham Suneetha、Boyapati Shireesha、Jannu Vincent Vidyasagar、Tadikonda Rama Rao、Jayaveera K N、Arijit Basu、Venkatesan Jayaprakash

  DOI：10.1002/ardp.201000201

  日期：2011.2

  Thiosemicarbazones of p‐aminobenzoic acid (PABA) were synthesized and tested for their antimicrobial and anticancer activity. Hydroxamate derivatives 4a–4l were found to have better antimicrobial and anticancer activity than their acid counterpart. Compound 4d was found to have good antimicrobial activity against Escherichia coli, Klebsiella pneumoniae, Staphylococcus aureus, Vibrio cholerae, and Bacillus

  合成了对氨基苯甲酸 (PABA) 的硫缩氨基脲并测试了它们的抗菌和抗癌活性。发现异羟肟酸酯衍生物 4a-4l 比它们的酸对应物具有更好的抗微生物和抗癌活性。发现化合物4d对大肠杆菌、肺炎克雷伯菌、金黄色葡萄球菌、霍乱弧菌和枯草芽孢杆菌具有良好的抗菌活性，IC50值约为1 µM。化合物 4f 对白色念珠菌显示出有效的抗真菌活性 (IC50 = 1.29 µM)，化合物 4h 显示出有效的抗癌活性 (IC50 = 0.07 µM)。