4-allyl-1-(2-hydroxybenzoyl)thiosemicarbazide

• 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: 4-allyl-1-(2-hydroxybenzoyl)thiosemicarbazide
• 英文别名: N-allyl-2-(2-hydroxybenzoyl)hydrazinecarbothioamide；2-[(2-hydroxyphenyl)carbonyl]-N-(prop-2-en-1-yl)hydrazinecarbothioamide；1-[(2-hydroxybenzoyl)amino]-3-prop-2-enylthiourea
• 化学式: C₁₁H₁₃N₃O₂S
• 分子量: 251.309
• InChiKey: RKUJPWNBHAMFMG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  106
• 氢给体数：
  4
• 氢受体数：
  3

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  水杨酰肼	2-Hydroxybenzoylhydrazine	936-02-7	C7H8N2O2	152.153

反应信息

• 作为反应物：
  描述：

  4-allyl-1-(2-hydroxybenzoyl)thiosemicarbazide 在 sodium hydroxide 作用下， 反应 4.0h， 以89.59%的产率得到4-allyl-5-(2-hydroxyphenyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione
  参考文献：
  名称：

  Synthesis, Antibacterial and Antifungal Activity of 4-Substituted-5-Aryl-1,2,4-Triazoles

  摘要：

  合成了几种4-烯丙基/氨基-5-芳基-1,2,4-三唑并测试了它们对大肠杆菌、枯草芽孢杆菌、沙门氏菌、金黄色葡萄球菌、黑曲霉和白色念珠菌的抗菌和抗真菌效果。4-烯丙基-5-芳基-1,2,4-三唑通过适当的一取代-4-烯丙基缩氨基硫脲的氧化环合得到，而4-氨基-5-芳基-1,2,4-三唑通过适当取代的二硫代氨基甲酸钾盐与水合肼的环合反应得到。这些新合成的化合物通过IR、1H-NMR、13C-NMR和UV光谱数据以及元素分析进行了表征。

  DOI：

  10.3390/61000815
• 作为产物：
  描述：

  水杨酰肼 、 天然芥菜籽油 以 乙醇 为溶剂， 以84.39%的产率得到4-allyl-1-(2-hydroxybenzoyl)thiosemicarbazide
  参考文献：
  名称：

  Synthesis, Antibacterial and Antifungal Activity of 4-Substituted-5-Aryl-1,2,4-Triazoles

  摘要：

  合成了几种4-烯丙基/氨基-5-芳基-1,2,4-三唑并测试了它们对大肠杆菌、枯草芽孢杆菌、沙门氏菌、金黄色葡萄球菌、黑曲霉和白色念珠菌的抗菌和抗真菌效果。4-烯丙基-5-芳基-1,2,4-三唑通过适当的一取代-4-烯丙基缩氨基硫脲的氧化环合得到，而4-氨基-5-芳基-1,2,4-三唑通过适当取代的二硫代氨基甲酸钾盐与水合肼的环合反应得到。这些新合成的化合物通过IR、1H-NMR、13C-NMR和UV光谱数据以及元素分析进行了表征。

  DOI：

  10.3390/61000815

文献信息

• Comparative spectroscopic and DFT calculations of binary and ternary complexes derived from 4-allyl-1-(2-hydroxybenzoyl) thiosemicarbazide (L1) and 2,2′-dipyridyl
  作者：Mossad R. Mlahi、Shaker J. Azhari、Ahmed A. El-Asmy、Mohsen M. Mostafa

  DOI：10.1016/j.saa.2014.06.098

  日期：2015.1

  Five metal complexes derived the reactions of 4-allyl-(2-hydroxybenzoyl) thiosemicarbazide (L-1) with MX2 (M = CO2+, Cu2+ and Zn2+ ions; X = Cl- in case of Co2+ and Cu2+ ions and Cl- and AC(-) in case of Zn2+ ion) in EtOH were synthesized and characterized. The results suggested that the binary and ternary complexes have the general formulae, [Cu(L-1-2H)(EtOH)], [Co(L-1-2H)(H2O)(2)]center dot H2O and [Zn(L-1-2H) (H2O)(1/2)]center dot 1/2EtOH, [Cu-2(dipy)(L-1-2H)(OH)(2)(H2O)], [Co(dipy)(L-1-2H)]center dot 4H(2)O and [Zn(dipy)(L-1-2H)]. The binary and ternary complexes were characterized by elemental analyses, molar conductivities, spectral (IR, UV-vis; H-1 NMR, mass), thermal (TGA, DTG) and magnetic moments measurements. The mode of chelation is suggested using spectral data. The existence of OH group in the ternary complexes is confirmed from the results of IR, mass and H-1 NMR spectra. All the geometries of the ligands and the complexes are confirmed using DFT method from DMOL3. The biological activity for the L-1 and two metal complexes were tested against DNA. (C) 2014 Elsevier B.V. All rights reserved.
• Synthesis and antimicrobial activity of o- and p-hydroxybenzoic acid thiosemicarbazides
  作者：O. A. Nurkenov、Zh. B. Satpaeva、I. V. Kulakov、S. B. Akhmetova、S. K. Zhaugasheva

  DOI：10.1134/s107036321204010x

  日期：2012.4

  The ortho- and para-hydroxybenzoic acid thiosemicarbazide derivatives which are potentially biologically active substances were obtained by the reaction of the corresponding hydrazides with various isothiocyanates. Their structures were determined using IR, H-1 NMR spectroscopy, and mass spectrometry. Pronounced antimicrobial activity of synthesized derivatives was revealed.
• Molecular structure and vibrational bands and chemical shift assignments of 4-allyl-5-(2-hydroxyphenyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione by DFT and ab initio HF calculations
  作者：Tuncay Karakurt、Muharrem Dinçer、Ahmet Çetin、Memet Şekerci

  DOI：10.1016/j.saa.2010.05.006

  日期：2010.9

  The title molecule, 4-allyl-5-(2-hydroxyphenyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione (C11H11N3OS), was synthesized and characterized by IR-NMR spectroscopy and single-crystal X-ray diffraction. The compound crystallizes in the monoclinic space group is P2(1)/c,a=9.0907(5)angstrom,b = 9.1288(7)angstrom, c= 13.6222(7)angstrom, alpha=90 degrees, beta=98.442(4), y=90 degrees and V=2683.7(6)angstrom(3),F(000)=488, D-x = 1.386 g/cm(3). In addition to the molecular geometry from X-ray experiment, the molecular geometry, vibrational frequencies, gauge including atomic orbital (GIAO) H-1 and C-13 chemical shift values of the title compound in the ground state have been calculated using the Hartree-Fock (HF) and density functional method (DFT/BLYP and DFT/B3LYP) with 6-31G(d) basis set. To determine conformational flexibility, molecular energy profile of the title compound was obtained by HF/6-31G(d) calculations with respect to selected degree of torsional freedom, which was varied from 180 degrees to +180 degrees in steps of 10 degrees. Besides, molecular electrostatic potential (MEP), frontier molecular orbitals (FMO), and several thermodynamic properties were performed by the HF and DRT methods. (c) 2010 Elsevier B.V. All rights reserved.
• AGAEV, K. A.;TURKEVICH, M. M., FARMATS. ZH., 1982, N 4, 36-38
  作者：AGAEV, K. A.、TURKEVICH, M. M.

  DOI：——

  日期：——
• BUDEANU, C.;IORGA, T.;RUSAN, M., REV. CHIM., RSR, 1983, 34, N 9, 791-794
  作者：BUDEANU, C.、IORGA, T.、RUSAN, M.

  DOI：——

  日期：——