N'-(pyridine-4-carbonyl)-hydrazinecarbodithioic acid ethyl ester | 66528-29-8

• 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'-(pyridine-4-carbonyl)-hydrazinecarbodithioic acid ethyl ester
• 英文别名: N'-(pyridine-4-carbonyl)hydrazinecarbodithioic acid ethyl ester；H2pchce；3-isonicotinoyl-dithiocarbazic acid ethyl ester；3-Isonicotinoyl-dithiocarbazidsaeure-aethylester；N'-(pyridine-4-carbonyl)hydrazine carbodithioic acid ethyl ester；ethyl N-(pyridine-4-carbonylamino)carbamodithioate
• CAS: 66528-29-8
• 化学式: C₉H₁₁N₃OS₂
• 分子量: 241.338
• InChiKey: SSWSSADGFWLLHB-UHFFFAOYSA-N

物化性质

• 熔点：
  174-175 °C (decomp)
• 密度：
  1.313±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  111
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N'-(pyridine-4-carbonyl)-hydrazinecarbodithioic acid ethyl ester 在 zinc perchlorate 作用下， 以 甲醇 为溶剂， 以1.78 g的产率得到4-[5-ethylsulfanyl-(1,3,4)thiadiazol-2-yl]pyridinium perchlorate
  参考文献：
  名称：

  5-Pyridine 4-yl-3H-(1,3,4) Oxadiazole-2 Thione Hydrochloride Monohydrate, (I), and 4 [5-Ethylsulfanyl)-(1,3,4) Thiadiazole-2-yl]-Pyridinium Perchlorate, (II)

  摘要：

  标题化合物C7H8ClN3O2S(I)和C9H10ClN3O4S2(II)均结晶在单斜晶P21/c空间群，单位胞参数(I)a=7.9402(7)、b=10.6312(9)、c=11.7626(10)埃，β=99.271(5)°，Z=4；(II)a=5.1439(2)、b=9.0636(4)、c=27.1814(7)埃，β=95.116(2)°，Z=4。在(I)中，分子由5-吡啶-4-基团连接到(1,3,4)氧二唑-2硫酮盐酸盐一水合物中位置5处的碳原子。氧二唑和吡啶环的平均平面之间的角度是9.6(6)°。(I)中的晶体堆积由强的N–H···O氢键与溶剂水分子和弱的O–H···Cl、O–H···S、N–H···Cl分子间相互作用稳定。化合物(II)的晶体结构由4个[5-乙硫基)-(1,3,4)噻二唑-2-基]-吡啶高氯酸盐，(C9H10N3S2)+(ClO4)−，阴离子-阳离子对组成，包含强的分子间N–H···O氢键和弱的C–H···O和N–H···O分子间相互作用，在离子间形成协作的氢键，无限链O–H···O–H···O–H网络，在单位胞中生成一个片状结构。还由弱的分子间Cg···Cg π–π和Cl–O···Cg π-环相互作用提供额外的分子堆积稳定性的支持。对每种化合物的几何优化MOPAC AM1计算提供了对其各自晶体结构特征的支持。5-吡啶-4-基-3H-(1,3,4)氧二唑-2-硫酮盐酸盐一水合物，C7H8ClN3O2S，(I)和4 [5-乙硫基)-(1,3,4)噻二唑-2-基]-吡啶高氯酸盐，C9H10ClN3O4S2，(II)的晶体结构被研究。两种分子均结晶在单斜晶P21/c空间群。(I)中的晶体堆积由强的N–H···O氢键与溶剂水分子和弱的O–H···Cl、O–H···S、N–H···Cl分子间相互作用稳定。化合物(II)的晶体结构由阴离子-阳离子对，(C9H10N3S2)+(ClO4)−，包含强的分子间N–H···O氢键和弱的C–H···O和N–H···O分子间相互作用，在离子间形成协作的氢键，无限链O–H···O–H···O–H网络，在单位胞中生成一个片状结构。两种结构的几何和堆积参数被描述并比较到一个MOPAC AM1计算。

  DOI：

  10.1007/s10870-010-9824-5
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 乙醇 作用下， 生成 N'-(pyridine-4-carbonyl)-hydrazinecarbodithioic acid ethyl ester
  参考文献：
  名称：

  Yoshida; Asai, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1954, vol. 74, p. 951

  摘要：

  DOI：

文献信息

• Antiproliferative activity and electrochemical oxygen evolution by Ni(<scp>ii</scp>) complexes of <i>N</i>′-(aroyl)-hydrazine carbodithioates
  作者：R. Chaurasia、Shivendra Kumar Pandey、Devesh Kumar Singh、M. K. Bharty、Vellaichamy Ganesan、S. K. Hira、P. P. Manna、A. Bharti、Ray J. Butcher

  DOI：10.1039/d1dt02285g

  日期：——

  [Ni(Hmbhce)2(py)2] (1), [Ni(pchce)(o-phen)2]·CH3OH·H2O (2) and [Ni(hbhce)(o-phen)2]·1.75CHCl3·H2O (3) have been synthesized and fully characterized by various physicochemical and X-ray crystallography techniques. The photoluminescence study and thermal degradations were also examined. The treatment of K562 cells with the increasing concentrations of the nickel salts, ligands, and complexes 1, 2, and 3 showed dose-dependent

  过渡金属络合物的电化学水分解正在迅速出现。镍络合物在各种生物活动中也起着非常重要的作用。这里，三个新的配体 H 2 mbhce = N '-(4-甲基-苯甲酰基)、H 2 pchce = N '-(吡啶-羰基) 和 H 2 hbhce = N '-(2-羟基-苯甲酰基)肼碳二硫酸乙酯}及其相应的Ni( II )配合物[Ni(Hmbhce) 2 (py) 2 ] ( 1 ), [Ni(pchce)( o -phen ) 2 ]·CH 3 OH·H 2 O ( 2) 和[Ni(hbhce)( o -phen ) 2 ]·1.75CHCl 3 ·H 2 O ( 3 ) 已经合成并通过各种物理化学和X射线晶体学技术进行了充分表征。还检查了光致发光研究和热降解。用增加浓度的镍盐、配体和复合物1、2和3处理K562细胞显示出剂量依赖性细胞毒性。配体的细胞毒活性表明，与其他配体 H 2 pbhce 和
• Synthesis, spectral and X-ray structural studies of Ni(II) complexes of N′-acylhydrazine carbodithioic acid esters containing ethylenediamine or o-phenanthroline as coligands
  作者：M.K. Bharty、A.K. Srivastava、Ram Dulare、R.J. Butcher、N.K. Singh

  DOI：10.1016/j.poly.2010.12.043

  日期：2011.4

  The new complexes [Ni(Hbstbh)(2)(en)] (1) and [Ni(Hpchce)(o-phen)(2)]Cl center dot CH3OH center dot H2O (2) with N'-benzoyl hydrazine carbodithioic acid benzyl ester (H(2)bstbh) and [N'-(pyridine-4-carbonyl)-hydrazine]-carbodithioic acid ethyl ester (H(2)pchce) have been synthesized, containing ethylenediamine (en) or o-phenanthroline (o-phen) as coligands. The ligands and their complexes have been characterized by elemental analyses, IR, magnetic susceptibility and single crystal X-ray data. [Ni(Hbstbh)(2)(en)] (1) and [Ni(Hpchce)(o-phen)(2)]Cl center dot CH3OH center dot H2O (2) crystallized in the monoclinic and triclinic systems, space group C2/c and P - 1, respectively. The (N, O) donor sites of the bidentate ligands chelate the Ni(II) center and form a five-membered CN2ONi ring. The resulting complexes are paramagnetic and have a distorted octahedral geometry. (C) 2011 Elsevier Ltd. All rights reserved.
• Isonicotinyldithiocarbazates
  申请人：UPJOHN CO

  公开号：US02813870A1

  公开（公告）日：1957-11-19
• Synthesis, spectral and structural studies of a Mn(II) complex of [N′-(pyridine-4-carbonyl)-hydrazine]-carbodithioic acid ethyl ester and Mn(II) and Ni(II) complexes of [N′-(pyridine-4-carbonyl)-hydrazine]-carbodithioic acid methyl ester
  作者：N.K. Singh、M.K. Bharty、S.K. Kushawaha、U.P. Singh、Pooja Tyagi

  DOI：10.1016/j.poly.2010.02.038

  日期：2010.5

  The new complexes [Mn(Hpchce)(2)(o-phen)], 2[Mn(pchcm)(o-phen)(2)])center dot 7H(2)O and [Ni(Hpchcm)(o-phen)(2)]Cl center dot CH3OH with [N'-(pyridine-4-carbonyl)-hydrazine]-carbodithioic acid ethyl ester (H(2)pchce) and [N'-(pyridine-4-carbonyl)-hydrazinej-carbodithioic acid methyl ester (H(2)pchcm) have been synthesized, containing o-phenanthroline (o-phen) as a coligand. These ligands and their complexes have been characterized by elemental analyses, IR, magnetic susceptibility and single crystal X-ray data. H2pchce (2), [Mn(Hpchce)(2)(o-phen)] (3) (2[Mn(pchcm)(o-phen)(2)])center dot 7H(2)O (4) and [Ni(Hpchcm)(o-phen)(2)]Cl center dot CH3OH (5) crystallized in the monoclinic system, space group Pc, C2/c, P21/n and P21/n, respectively. The (N, O) donor sites of the bidentate ligands chelate the Mn(II) and Ni(II) centers forming a five-membered CN2OM ring. The resulting complexes are paramagnetic and have a distorted octahedral geometry. (c) 2010 Elsevier Ltd. All rights reserved.
• 5-Pyridine 4-yl-3H-(1,3,4) Oxadiazole-2 Thione Hydrochloride Monohydrate, (I), and 4 [5-Ethylsulfanyl)-(1,3,4) Thiadiazole-2-yl]-Pyridinium Perchlorate, (II)
  作者：Jerry P. Jasinski、M. K. Bharty、N. K. Singh、S. K. Kushwaha、Ray J. Butcher

  DOI：10.1007/s10870-010-9824-5

  日期：2011.1

  The title compounds C7H8ClN3O2S, (I), and C9H10ClN3O4S2, (II), both crystallize in monoclinic space group P21 /c with unit cell parameters (I) a = 7.9402(7), b = 10.6312(9), c = 11.7626(10), Å, β = 99.271(5)°, Z = 4 and (II) a = 5.1439(2), b = 9.0636(4), c = 27.1814 (7), Å, β = 95.116(2)°, Z = 4. In (I) the molecule consists of a 5-pyridine-4-yl group bonded to the carbon atom at the 5 position of (1, 3, 4) oxadiazole-2 thione hydrochloride monohydrate. The angle between the mean planes of the oxadiazole and pyridine rings is 9.6(6)°. Crystal packing in (I) is stabilized by strong N–H···O hydrogen bonds in concert with a solvent water molecule and weak O–H···Cl, O–H···S, N–H···Cl intermolecular interactions. The crystal structure of compound (II) consists of 4 [5-ethylsulfanyl)-(1, 3, 4) thiadiazole-2-yl]-pyridinium perchlorate, (C9H10N3S2)+(ClO4)−, cation–anion pairs, containing strong intermolecular N–H···O hydrogen bonds and weak C–H···O and N–H···O intermolecular interactions operating between the ionic species that form a cooperative hydrogen-bonded, infinite chain O–H···O–H···O–H network which generates a sheet motif structure in the unit cell. It is also supported by weak intermolecular Cg···Cg π–π and Cl–O···Cg π-ring interactions which gives additional support to molecular packing stability in the unit cell. Geometry optimized MOPAC AM1 computational calculations on each compound provides support to the structural features in their respective crystal structures. The crystal structures of 5-Pyridine 4-yl-3H-(1,3,4) oxadiazole-2 thione hydrochloride monohydrate, C7H8ClN3O2S, (I), and 4 [5-Ethylsulfanyl)-(1,3,4) thiadiazole-2-yl]-pyridinium perchlorate, C9H10ClN3O4S2, (II) are investigated. Both molecules crystallize in the monoclinic space group P21 /c. Crystal packing in (I) is stabilized by strong N–H···O hydrogen bonds in concert with a solvent water molecule and weak O–H···Cl, O–H···S, N–H···Cl intermolecular interactions. The crystal structure of compound (II) consists of cation–anion pairs, (C9H10N3S2)+(ClO4)−, containing strong intermolecular N–H···O hydrogen bonds and weak C–H···O and N–H···O intermolecular interactions operating between the ionic species which form a cooperative hydrogen-bonded, infinite chain O–H···O–H···O–H network which generates a sheet motif structure in the unit cell. The geometric and packing parameters of both structures are described and compared to a MOPAC AM1 computational calculation.

  标题化合物C7H8ClN3O2S(I)和C9H10ClN3O4S2(II)均结晶在单斜晶P21/c空间群，单位胞参数(I)a=7.9402(7)、b=10.6312(9)、c=11.7626(10)埃，β=99.271(5)°，Z=4；(II)a=5.1439(2)、b=9.0636(4)、c=27.1814(7)埃，β=95.116(2)°，Z=4。在(I)中，分子由5-吡啶-4-基团连接到(1,3,4)氧二唑-2硫酮盐酸盐一水合物中位置5处的碳原子。氧二唑和吡啶环的平均平面之间的角度是9.6(6)°。(I)中的晶体堆积由强的N–H···O氢键与溶剂水分子和弱的O–H···Cl、O–H···S、N–H···Cl分子间相互作用稳定。化合物(II)的晶体结构由4个[5-乙硫基)-(1,3,4)噻二唑-2-基]-吡啶高氯酸盐，(C9H10N3S2)+(ClO4)−，阴离子-阳离子对组成，包含强的分子间N–H···O氢键和弱的C–H···O和N–H···O分子间相互作用，在离子间形成协作的氢键，无限链O–H···O–H···O–H网络，在单位胞中生成一个片状结构。还由弱的分子间Cg···Cg π–π和Cl–O···Cg π-环相互作用提供额外的分子堆积稳定性的支持。对每种化合物的几何优化MOPAC AM1计算提供了对其各自晶体结构特征的支持。5-吡啶-4-基-3H-(1,3,4)氧二唑-2-硫酮盐酸盐一水合物，C7H8ClN3O2S，(I)和4 [5-乙硫基)-(1,3,4)噻二唑-2-基]-吡啶高氯酸盐，C9H10ClN3O4S2，(II)的晶体结构被研究。两种分子均结晶在单斜晶P21/c空间群。(I)中的晶体堆积由强的N–H···O氢键与溶剂水分子和弱的O–H···Cl、O–H···S、N–H···Cl分子间相互作用稳定。化合物(II)的晶体结构由阴离子-阳离子对，(C9H10N3S2)+(ClO4)−，包含强的分子间N–H···O氢键和弱的C–H···O和N–H···O分子间相互作用，在离子间形成协作的氢键，无限链O–H···O–H···O–H网络，在单位胞中生成一个片状结构。两种结构的几何和堆积参数被描述并比较到一个MOPAC AM1计算。