(2E)-2-[(4-ethylphenyl)methylidene]hydrazine-1-carbothioamide | 1334179-95-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2E)-2-[(4-ethylphenyl)methylidene]hydrazine-1-carbothioamide
• 英文别名: (E)-2-(4-ethylbenzylidene)hydrazinecarbothioamide；2-(4-Ethylbenzylidene)Hydrazinecarbothioamide；[(E)-(4-ethylphenyl)methylideneamino]thiourea
• CAS: 1334179-95-1
• 化学式: C₁₀H₁₃N₃S
• 分子量: 207.299
• InChiKey: GHYBFTMRZWJKKV-KPKJPENVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  82.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  氨基硫脲 、 4-乙基苯甲醛 以 乙醇 、 水 为溶剂， 反应 0.33h， 生成 (2E)-2-[(4-ethylphenyl)methylidene]hydrazine-1-carbothioamide
  参考文献：
  名称：

  Structural requirement(s) of N-phenylthioureas and benzaldehyde thiosemicarbazones as inhibitors of melanogenesis in melanoma B 16 cells

  摘要：

  In order to define the structural requirements of phenylthiourea (PTU), a series of thiourea and thiosemicarbazone analogs were prepared and evaluated as inhibitors of melanogenesis in melanoma B16 cells. The most potent analog was 2-(4-tert-butylbenzylidene)hydrazinecarbothioamide (1u) with an IC50 value of 2.7 mu M in inhibition of melanogenesis. The structure for potent inhibitory activity of these derivatives are required with the direct connection of pi-planar structure to thiourea without steric hinderance in PTU derivatives and the hydrophobic substituent at para position in case of semicarbazones. (C) 2010 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2010.02.067

文献信息

• Selected aryl thiosemicarbazones as a new class of multi-targeted monoamine oxidase inhibitors
  作者：Bijo Mathew、Seung Cheol Baek、Della Grace Thomas Parambi、Jae Pil Lee、Monu Joy、P. R. Annie Rilda、Rugma V. Randev、P. Nithyamol、Vijitha Vijayan、Sini T. Inasu、Githa Elizabeth Mathew、Krishnakumar K. Lohidakshan、Girish Kumar Krishnan、Hoon Kim

  DOI：10.1039/c8md00399h

  日期：——

  A series of 13 phenyl substituted thiosemicarbazones (SB1–SB13) were synthesized and evaluated for their inhibitory potential towards human recombinant monoamine oxidase A and B (MAO-A and MAO-B, respectively) and acetylcholinesterase. The solid state structure of SB4 was ascertained by the single X-ray diffraction technique. Compounds SB5 and SB11 were potent for MAO-A (IC50 1.82 ± 0.14) and MAO-B

  合成了一系列 13 种苯基取代的氨基硫脲 ( SB1-SB13 )，并评估了它们对人重组单胺氧化酶 A 和 B（分别为 MAO-A 和 MAO-B）和乙酰胆碱酯酶的抑制潜力。SB4的固态结构通过单X射线衍射技术确定。化合物SB5和SB11分别对 MAO-A (IC 50 1.82 ± 0.14) 和 MAO-B (IC 50 0.27 ± 0.015 μM) 有效。此外，SB11显示出对 MAO-B 的高选择性指数 (SI > 37.0)。氟取向的影响表明SB11 ( m-fluorine ) 对 MAO-B 的抑制活性是SB12 ( o -fluorine) 的28.2 倍。此外，SB5和SB11分别对 MAO-A 和 MAO-B 的抑制作用在可逆性实验中恢复到接近参考水平。SB5和SB11均表现出竞争性抑制模式，K i值分别为 0.97 ± 0.042 和 0.12 ± 0.006 μM。这些结果表明SB5和SB11分别是
• [EN] SEED DRESSING<br/>[FR] ENROBAGE DE GRAINE
  申请人：A & C CHEMICALS PTY LTD

  公开号：WO2007051249A1

  公开（公告）日：2007-05-10

  [EN] An antifungal seed dressing having a formulation (I) in the form of a liquid including a thiosemicarbazone and a solvent having the following general formula HO-[CH(R₄)-CH(R₅)-O]_n-R where R₁ is alkyl or substituted alkyl having 1-6 carbon atoms, R₄ and R₅ is hydrogen or methyl and n=1-4 or having a formulation (II) including a thiosemicarbazone in the form of a suspension concentrate combined with an emulsified oil.
  [FR] La présente invention a pour objet un enrobage de graine antifongique de formule (I) sous forme d'un liquide incluant une thiosemicarbazone et un solvant de formule générale suivante HO-[CH(R₄)-CH(R₅)-O]_n-R où R₁ représente un groupement alkyle éventuellement substitué en C₁-C₆, R₄ et R₅ représentent un atome d'hydrogène ou un groupement méthyle et n=1-4, ou de formule (II) incluant une thiosemicarbazone sous forme d'une suspension concentrée associée à une huile émulsifiée.
• Structural requirement(s) of N-phenylthioureas and benzaldehyde thiosemicarbazones as inhibitors of melanogenesis in melanoma B 16 cells
  作者：P. Thanigaimalai、Tuan Anh Le Hoang、Ki-Cheul Lee、Seong-Cheol Bang、Vinay K. Sharma、Cheong-Yong Yun、Eunmiri Roh、Bang-Yeon Hwang、Youngsoo Kim、Sang-Hun Jung

  DOI：10.1016/j.bmcl.2010.02.067

  日期：2010.5

  In order to define the structural requirements of phenylthiourea (PTU), a series of thiourea and thiosemicarbazone analogs were prepared and evaluated as inhibitors of melanogenesis in melanoma B16 cells. The most potent analog was 2-(4-tert-butylbenzylidene)hydrazinecarbothioamide (1u) with an IC50 value of 2.7 mu M in inhibition of melanogenesis. The structure for potent inhibitory activity of these derivatives are required with the direct connection of pi-planar structure to thiourea without steric hinderance in PTU derivatives and the hydrophobic substituent at para position in case of semicarbazones. (C) 2010 Published by Elsevier Ltd.