N-(α-pyridyl)benzaldehyde thiosemicarbazone | 66243-84-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N-(α-pyridyl)benzaldehyde thiosemicarbazone
• 英文别名: 1-benzylidine-4-(2'-pyridyl)-thiosemicarbazone；benzaldehyde 2-aminopyridine-N-thiohydrazone；benzaldehyde-2-aminopyridine-N-thiohydrazone；2-Benzylidene-N-(pyridin-2-yl)hydrazine-1-carbothioamide；1-(benzylideneamino)-3-pyridin-2-ylthiourea
• CAS: 66243-84-3
• 化学式: C₁₃H₁₂N₄S
• 分子量: 256.331
• InChiKey: QGFYQRNVIRGUJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  81.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  无水氯化铑(III) 、 N-(α-pyridyl)benzaldehyde thiosemicarbazone 以 丙酮 为溶剂， 生成 trichloro mono(1-benzylidine-4(α-pyridyl)thiosemicarbazone)rhodium(III)
  参考文献：
  名称：

  Ru（III）和Rh（III）与α-吡啶基硫代氨基脲和1-benzilidine-4（α-吡啶基）硫代氨基脲的配合物的磁性和光谱行为

  摘要：

  DOI：

  10.1016/0022-1902(80)80157-6
• 作为产物：
  描述：

  在 一水合肼 作用下， 以 甲醇 为溶剂， 反应 3.75h， 生成 N-(α-pyridyl)benzaldehyde thiosemicarbazone
  参考文献：
  名称：

  Platinum (IV) thiohydrazide, thiodiamine and thiohydrazone complexes: A spectral, antibacterial and cytotoxic study

  摘要：

  Some platinum (IV) complexes [Pt(L)(2)Cl-2] [where, L = 2-aminopyridine-N-thiohydrazide (L-1), (2-aminopyridine-N-thio)-1,3-propanediamine (L-2), benzaidehyde-2-aminopyridine-N-thiohydrazone (L-3) and salicylaldehyde-2-aminopyrtidine-N-thiohydrazone (L-4)] have been synthesized. The thiohydrazides, thiodiamine and thiohydrazones can exist as thione-thiol tautomer and coordinate as a bidentate N-S ligand. The ligands found to act in monobasic bidentate fashion. Analytical data reveals that metal to ligand stoichiometry is 1:2. The complexes have been characterized by elemental analysis, IR, mass, electronic and H-1 NMR spectroscopic studies. In vitro antibacterial and cytotoxic study have also been carried out for some complexes. (c) 2006 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2006.04.038

文献信息

• Thermal and spectral studies of palladium(II) complexes
  作者：A. K. Mishra、S. B. Mishra、N. Manav、N. K. Kaushik

  DOI：10.1007/s10973-006-7608-0

  日期：2007.11

  Palladium(II) complexes of type [Pd(L)Cl2] [where L =2-aminopyridine-N-thiohydrazide (L1), (2-aminopyridine-N-thio)-1,3-propanediamine (L2), benzaldehyde 2-aminopyridine-N-thiohydrazone (L3) and salicylaldehyde-2-aminopyridine-N-thiohydrazone (L4)] have been synthesized. The thiohydrazide, thiodiamine and thiohydrazones can exist as thione-thiol tautomer and coordinate as a bidentate N-S ligand. The

  [Pd（L）Cl 2类型]的钯（II）配合物[其中 L = 2-氨基吡啶-N-硫代酰肼（L 1），（2-氨基吡啶-N-硫代）-1,3-丙二胺（L 2）合成了苯甲醛2-氨基吡啶-N-硫hydr（L 3）和水杨醛-2-氨基吡啶-N-硫hydr（L 4）]。硫代肼，硫代二胺和硫代azo可作为硫酮-硫醇互变异构体存在，并作为二齿NS配体配位。发现该配体以双齿方式起作用。
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Rh: SVol.B3, 1.5.4.2, page 43 - 44
  作者：

  DOI：——

  日期：——
• Syntheses, molecular structures, and self-assemblies of SFe₃, S₂Fe₃, S₃Fe₅, SeFe₃, and Se₂Fe₃ clusters with chelating diaminocarbenes
  作者：Yao-Cheng Shi、Shuai Wang、Sun Xie

  DOI：10.1080/00958972.2015.1079312

  日期：2015.11.2

  The reactions of substituted thioureas and selenoureas with iron carbonyls have been systematically investigated, and five types of SFe3, S2Fe3, S3Fe5, SeFe3, and Se2Fe3 clusters with chelating diaminocarbenes have been synthesized and characterized by X-ray crystallography. The reactions of C3H5NHC(=S)NHAr with Fe-3(CO)(12) afford (mu(3)-S)Fe-3(CO)(7)(mu-CO)(kappa C-3,C,C-C3H5NHCNHAr) (1, Ar = Ph; 2, Ar = 4-H2NC6H4). In contrast, the reactions of (2-C5H4N)NHC(=S)NHN=CHAr with Fe-2(CO)(9) form (mu(3)-S)(2)Fe-3(CO)(7)(kappa N-2,C-(2-C5H4N)NHCNHN=CHAr) (3, Ar = Ph; 4, Ar = 4-CH3C6H4). Likewise, reactions of GNHC(=S)NHC(=O) Ph with Fe-3(CO)(12) provide (mu(3)-S)(2)Fe-3(CO)(7)(kappa N-2,C-GNHCNHC(=O)Ph) (5, G = 2-C5H4N; 6, G = 2-C4H3N2) as well as Fe-3(CO)(8)(mu-CO)(2)(kappa N-2,C-(2-C4H3N2)NHCNHC(=O)Ph). The reaction of (2-C5H4N)NHC(=S) NH2 with Fe-3(CO)(12) gives (mu(3)-S)(2)Fe-3(CO)(7)(kappa N-2,C-(2-C5H4N)NHCNH2) (7). The reactions of GNHC(=S) NHPh with Fe-3(CO)(12) produce (mu(3)-S)(2)Fe-3(CO)(7)(kappa N-2, C-GNHCNHPh) (8, G = 2-C5H4N; 9, G = 2-C4H3N2). Analogously, (2-C5H4N) HC(= S) NH(2- CH3C6H4) offers (mu 3- S) 2Fe(3)(CO) 7(kappa 2N, C( 2- C5H4N) NHCNH(2- CH3C6H4)) (10). However, (2- C5H4N) NHC(= S) NH(2- CH3OC6H4) generates (mu 3- S) 2(mu 4- S) Fe5(CO) 10(mu- CO) 2(kappa 2N, C-(2- C5H4N) NHCNH(2- CH3OC6H4)) (11). Furthermore, the reactions of (2- C5H4N) NHC(= S) NHR with Fe-3(CO) 12 form (mu 3- S) 2(mu 4- S) Fe5(CO) 10(mu- CO) 2(kappa 2N, C( 2- C5H4N) NHCNHR) (12, R = 2- H2NC6H4; 13, R = 4- H2NC6H4; 14, R = 2- C5H4N). Surprisingly, the reaction of (2- C5H4N) NHC(= S) NHC3H5 with Fe-3(CO) 12 leads to (mu 3- S) 2(mu 4- S) Fe5(CO) 10(mu CO) 2(kappa 2N, C-(2- C5H4N) NHCNHC3H5) (15). The reaction of C3H5NHC(= Se) NHPh with Fe-3(CO) 12 affords (mu 3- Se) Fe-3(CO) 7(mu- CO)(kappa 3C, C, C- C3H5NHCNHPh) (16) as well as [(kappa 2N, C- PhNCNHC3H5) Fe2(CO) 6(mu 4- Se) Fe2(CO) 6] 2(mu 4- Se). As with (2- C4H3N2) NHC(= S) NHPh, (2- C4H3N2) NHC(= Se) NHPh offers (mu(3)-Se)(2)Fe-3(CO)(7)(kappa N-2,C-(2-C4H3N2)NHCNHPh) (17). Unlike (2-C5H4N)NHC(=S)NH (2-CH3OC6H4), (2-C5H4N) NHC(=Se) NH(2-CH3OC6H4) yields (mu(3)-Se)(2)Fe-3(CO)(7)(kappa N-2,C-(2-C5H4N) NHCNH(2-CH3OC6H4)) (18). By virtue of N-H...N, N-H...O, and C-H...O intermolecular hydrogen bonds along with other non-covalent interactions, these new organometallic clusters exhibit interesting supramolecular structures
• Magnetic and spectral behaviour of Ru(III) and Rh(III) complexes with α-pyridyl thiosemicarbazide and 1-benzilidine-4(α-pyridyl) thiosemicarbazone
  作者：C.L. Jain、P.N. Mundley、B.L. Khandelwal

  DOI：10.1016/0022-1902(80)80157-6

  日期：1980.1
• Platinum (IV) thiohydrazide, thiodiamine and thiohydrazone complexes: A spectral, antibacterial and cytotoxic study
  作者：A.K. Mishra、S.B. Mishra、N. Manav、R. Kumar、Sharad、R. Chandra、D. Saluja、N.K. Kaushik

  DOI：10.1016/j.saa.2006.04.038

  日期：2007.4

  Some platinum (IV) complexes [Pt(L)(2)Cl-2] [where, L = 2-aminopyridine-N-thiohydrazide (L-1), (2-aminopyridine-N-thio)-1,3-propanediamine (L-2), benzaidehyde-2-aminopyridine-N-thiohydrazone (L-3) and salicylaldehyde-2-aminopyrtidine-N-thiohydrazone (L-4)] have been synthesized. The thiohydrazides, thiodiamine and thiohydrazones can exist as thione-thiol tautomer and coordinate as a bidentate N-S ligand. The ligands found to act in monobasic bidentate fashion. Analytical data reveals that metal to ligand stoichiometry is 1:2. The complexes have been characterized by elemental analysis, IR, mass, electronic and H-1 NMR spectroscopic studies. In vitro antibacterial and cytotoxic study have also been carried out for some complexes. (c) 2006 Elsevier B.V. All rights reserved.