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有机硫化合物

有机硫化合物是指含有硫原子的有机化合物。这些化合物在自然界中广泛存在,在医药、农药和材料科学等领域有着重要的应用。有机硫化合物因其化学性质独特,在药物设计、合成化学以及材料制备方面扮演着重要角色。

1. 结构与分类

有机硫化合物可以按硫的连接方式分为饱和和不饱和类,如二硫化物、噻吩衍生物、砜等。常见的结构类型有:

  • 二硫化物:含-S-S-键的化合物。
  • 硫醚(Thiols):含有-R-S-H或-R-S-R 基团的化合物。
  • 磺酸酯(Sulfonates)与磺酸盐(Sulfonates):带有-SO3H基团的化合物,广泛应用于合成和制药领域。
  • 噻吩及其衍生物:具有环状结构的有机硫化物。
2. 生物学活性

许多有机硫化合物在生物学上有重要功能或应用潜力。例如:

  • 某些硫醚类药物被用于抗真菌、抗菌以及抗癌治疗。
  • 硫代葡萄糖苷(Glycosinolate)是十字花科植物中的一种天然存在物质,具有生物活性。
3. 合成方法

有机硫化合物可通过多种途径合成:

  • 亲核取代反应:使用含硫试剂与卤化物进行反应。
  • 自由基加成法:采用氧化剂引发自由基形成,通过烯烃与H2S、R-S-H等反应制备。
  • 金属催化转化:利用钯、铜等催化剂促进特定硫化过程。
4. 应用领域

有机硫化合物的应用广泛:

  • 医药领域:用于开发抗菌剂、抗病毒药物及抗癌药物等。
  • 农学研究:某些有机硫化合物作为生物农药的有效成分,能够抑制病害的发生。
  • 材料科学与技术:在导电聚合物和塑料添加剂中有重要应用。
5. 环境与安全性

尽管有机硫化合物具有许多潜在益处,但其生产和使用也可能对环境造成影响。因此,在设计和合成这些化合物时需要考虑可持续性和环保性因素。

以上是对有机硫化合物的简单介绍,包括它们的结构、生物学活性、合成方法及其应用领域等基本信息。

中文名称 英文名称 CAS号 化学式 结构式图片
—— [(Z)-1-(4-phenylsulfanylphenyl)ethylideneamino]thiourea —— C15H15N3S2
[(Z)-1-(4-phenylsulfanylphenyl)ethylideneamino]thiourea
—— 2-methoxy-N-(3-methylsulfonylpropyl)propan-1-amine —— C8H19NO3S
2-methoxy-N-(3-methylsulfonylpropyl)propan-1-amine
—— Tert-butyl 4-[2-[3-cyano-6-(trifluoromethyl)pyridin-2-yl]sulfanyl-2-(1,3-thiazol-5-yl)ethyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate —— C22H25F3N4O3S2
Tert-butyl 4-[2-[3-cyano-6-(trifluoromethyl)pyridin-2-yl]sulfanyl-2-(1,3-thiazol-5-yl)ethyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate
—— 3-[3-[4-(Methoxyiminomethyl)oxan-4-yl]phenyl]sulfanylpropanoic acid —— C16H21NO4S
3-[3-[4-(Methoxyiminomethyl)oxan-4-yl]phenyl]sulfanylpropanoic acid
—— (2E)-2-cyano-N-(furan-2-ylmethyl)-3-{5-[(4-methylphenyl)sulfanyl]furan-2-yl}prop-2-enamide —— C20H16N2O3S
(2E)-2-cyano-N-(furan-2-ylmethyl)-3-{5-[(4-methylphenyl)sulfanyl]furan-2-yl}prop-2-enamide
—— ethane;2-methyl-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3]thiazin-3-one —— C8H15N3OS
ethane;2-methyl-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3]thiazin-3-one
—— (E)-4-oxo-4-[2-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylanilino]but-2-enoic acid —— C15H10F3N3O3S
(E)-4-oxo-4-[2-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylanilino]but-2-enoic acid
—— 1-(1,1-Difluoroethylsulfanyl)propane —— C5H10F2S
1-(1,1-Difluoroethylsulfanyl)propane
—— ethyl N'-(2-hydroxyethoxy)carbamimidothioate —— C5H12N2O2S
ethyl N'-(2-hydroxyethoxy)carbamimidothioate
—— (Z)-5-((2-((4-chlorophenyl)thio)-6-methoxyquinolin-3-yl)methylene)-2-thioxothiazolidin-4-one —— C20H13ClN2O2S3
(Z)-5-((2-((4-chlorophenyl)thio)-6-methoxyquinolin-3-yl)methylene)-2-thioxothiazolidin-4-one
—— (E)-N-[(4-chlorophenyl)methoxy]-2-(4-chlorophenyl)sulfanyl-1-phenylethanimine —— C21H17Cl2NOS
(E)-N-[(4-chlorophenyl)methoxy]-2-(4-chlorophenyl)sulfanyl-1-phenylethanimine
—— O-ethyl N-prop-2-enoylcarbamothioate —— C6H9NO2S
O-ethyl N-prop-2-enoylcarbamothioate
—— 3-(phenylsulfanyl)-N'-[(1E)-1-(thiophen-2-yl)ethylidene]propanehydrazide —— C15H16N2OS2
3-(phenylsulfanyl)-N'-[(1E)-1-(thiophen-2-yl)ethylidene]propanehydrazide
—— [(Z)-[3,3-dimethyl-1-(1-oxidopyridin-1-ium-2-yl)sulfanylbutan-2-ylidene]amino] N-phenylcarbamate —— C18H21N3O3S
[(Z)-[3,3-dimethyl-1-(1-oxidopyridin-1-ium-2-yl)sulfanylbutan-2-ylidene]amino] N-phenylcarbamate
—— N-[(E)-2-methoxyethenyl]tetradecanethioamide —— C17H33NOS
N-[(E)-2-methoxyethenyl]tetradecanethioamide
—— 2-Hept-2-en-3-ylsulfanyl-3-iminopropanenitrile —— C10H16N2S
2-Hept-2-en-3-ylsulfanyl-3-iminopropanenitrile
—— 1-Butan-2-yl-3-propan-2-ylsulfanylpyrrole-2,5-diol —— C11H19NO2S
1-Butan-2-yl-3-propan-2-ylsulfanylpyrrole-2,5-diol
—— [2-(4-Propylphenyl)sulfanylphenyl]hydrazine —— C15H18N2S
[2-(4-Propylphenyl)sulfanylphenyl]hydrazine
—— ethyl {3-[4-(1-butyl-3-phenethylureido)phenylsulphanyl]phenyl}acetate 735273-85-5 C29H34N2O3S
ethyl {3-[4-(1-butyl-3-phenethylureido)phenylsulphanyl]phenyl}acetate
—— N-[4-[2-[2-(1-methyl-2,5-dihydro-1,3-benzodiazepin-5-yl)ethenyl]phenyl]sulfanylphenyl]acetamide —— C26H25N3OS
N-[4-[2-[2-(1-methyl-2,5-dihydro-1,3-benzodiazepin-5-yl)ethenyl]phenyl]sulfanylphenyl]acetamide
—— 2-(2-Fluorophenyl)sulfanyl-1-methylimidazole —— C10H9FN2S
2-(2-Fluorophenyl)sulfanyl-1-methylimidazole
—— N-[(Z)-(5-phenylsulfanylfuran-2-yl)methylideneamino]-3-(trifluoromethyl)benzamide —— C19H13F3N2O2S
N-[(Z)-(5-phenylsulfanylfuran-2-yl)methylideneamino]-3-(trifluoromethyl)benzamide
—— (5-cyano-4-methylsulfanylpyridin-2-yl)methyl N-tert-butylcarbamate —— C13H17N3O2S
(5-cyano-4-methylsulfanylpyridin-2-yl)methyl N-tert-butylcarbamate
—— tert-butyl (4S)-4-[(2R)-2-(3-cyanopyridin-2-yl)sulfanyl-2-phenylethyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate —— C24H29N3O3S
tert-butyl (4S)-4-[(2R)-2-(3-cyanopyridin-2-yl)sulfanyl-2-phenylethyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate
—— N-[(Z)-1-(3-bromophenyl)ethylideneamino]-2-[[5-[(4-methylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C20H19BrN4OS3
N-[(Z)-1-(3-bromophenyl)ethylideneamino]-2-[[5-[(4-methylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[(Z)-[4-bromo-5-(4-chlorophenyl)sulfanylfuran-2-yl]methylideneamino]pyridine-3-carboxamide —— C17H11BrClN3O2S
N-[(Z)-[4-bromo-5-(4-chlorophenyl)sulfanylfuran-2-yl]methylideneamino]pyridine-3-carboxamide
—— 2-[(5-benzylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(Z)-1-(3-bromophenyl)ethylideneamino]acetamide —— C19H17BrN4OS3
2-[(5-benzylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(Z)-1-(3-bromophenyl)ethylideneamino]acetamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-chlorophenyl)sulfanylmethyl]-N-[(Z)-(2,4,6-trimethylphenyl)methylideneamino]triazole-4-carboxamide —— C22H21ClN8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-chlorophenyl)sulfanylmethyl]-N-[(Z)-(2,4,6-trimethylphenyl)methylideneamino]triazole-4-carboxamide
—— 2-(2-Hydroxy-3,5-dimethylphenyl)sulfanyl-4,6-dimethylphenol;(2-hydroxy-3-methyl-5-pentylphenyl) 2-hydroxy-3-methyl-5-pentylbenzenesulfinate —— C40H52O6S2
2-(2-Hydroxy-3,5-dimethylphenyl)sulfanyl-4,6-dimethylphenol;(2-hydroxy-3-methyl-5-pentylphenyl) 2-hydroxy-3-methyl-5-pentylbenzenesulfinate
—— N-octadecylthiolan-2-imine —— C22H43NS
N-octadecylthiolan-2-imine
—— 2-[(5-benzylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]acetamide —— C19H18N4OS4
2-[(5-benzylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]acetamide
—— 5-(2-{[(2-Bromobenzyl)oxy]imino}ethyl)-3-{[3-chloro-5-(trifluoromethyl)-2-pyridinyl]sulfanyl}-4-isothiazolecarbonitrile —— C19H11BrClF3N4OS2
5-(2-{[(2-Bromobenzyl)oxy]imino}ethyl)-3-{[3-chloro-5-(trifluoromethyl)-2-pyridinyl]sulfanyl}-4-isothiazolecarbonitrile
—— Ethane;methanethione —— C3H8S
Ethane;methanethione
—— ethyl (2Z)-5-amino-6-cyano-2-[4-(methylsulfanyl)benzylidene]-7-[4-(methylsulfanyl)phenyl]-3-oxo-2,3-dihydro-7H-[1,3]thiazolo[3,2-a]pyridine-8-carboxylate —— C26H23N3O3S3
ethyl (2Z)-5-amino-6-cyano-2-[4-(methylsulfanyl)benzylidene]-7-[4-(methylsulfanyl)phenyl]-3-oxo-2,3-dihydro-7H-[1,3]thiazolo[3,2-a]pyridine-8-carboxylate
—— [(Z)-[5-(4-chlorophenyl)sulfanyl-1-methyl-3-(trifluoromethyl)pyrazol-4-yl]methylideneamino] benzoate —— C19H13ClF3N3O2S
[(Z)-[5-(4-chlorophenyl)sulfanyl-1-methyl-3-(trifluoromethyl)pyrazol-4-yl]methylideneamino] benzoate
—— [3-[3-[Hexylcarbamoyl(2-phenylethyl)amino]phenyl]sulfanylphenyl] butanoate —— C31H38N2O3S
[3-[3-[Hexylcarbamoyl(2-phenylethyl)amino]phenyl]sulfanylphenyl] butanoate
—— 2-(3-Chloropropylsulfinyl)ethanimine —— C5H10ClNOS
2-(3-Chloropropylsulfinyl)ethanimine
—— 5-Thieno[3,2-b]pyridin-7-ylsulfanylpyridin-2-amine —— C12H9N3S2
5-Thieno[3,2-b]pyridin-7-ylsulfanylpyridin-2-amine
—— N-[1-(4-chlorophenyl)-3-(4-fluorophenylthio)-2-propenylidene]-2-fluoroaniline 1140915-66-7 C21H14ClF2NS
N-[1-(4-chlorophenyl)-3-(4-fluorophenylthio)-2-propenylidene]-2-fluoroaniline
—— 6,7-Dihydro-1,4-thiazepine —— C5H7NS
6,7-Dihydro-1,4-thiazepine
—— [4-[4-[Heptyl(2-phenylethylcarbamoyl)amino]phenyl]sulfanylphenyl] butanoate —— C32H40N2O3S
[4-[4-[Heptyl(2-phenylethylcarbamoyl)amino]phenyl]sulfanylphenyl] butanoate
—— N-[(Z)-(4-bromophenyl)methylideneamino]-4-(4-phenylsulfanylphenyl)-1,3-thiazol-2-amine —— C22H16BrN3S2
N-[(Z)-(4-bromophenyl)methylideneamino]-4-(4-phenylsulfanylphenyl)-1,3-thiazol-2-amine
—— (2Z)-6-chloro-4-methyl-2-(pyridin-3-ylmethylidene)-1-benzothiophen-3-one —— C15H10ClNOS
(2Z)-6-chloro-4-methyl-2-(pyridin-3-ylmethylidene)-1-benzothiophen-3-one
—— Carbamoyloxycarbothioyl carbamate —— C3H4N2O4S
Carbamoyloxycarbothioyl carbamate
—— S-[5-(trifluoromethyl)pyridin-2-yl] (E)-3-thiophen-2-yl-2-thiophen-3-ylprop-2-enethioate —— C17H10F3NOS3
S-[5-(trifluoromethyl)pyridin-2-yl] (E)-3-thiophen-2-yl-2-thiophen-3-ylprop-2-enethioate
—— 4-[2-[6-amino-8-(3-methylthiophen-2-yl)sulfanyl-7H-purin-3-ium-3-yl]ethyl]piperidine-1-carbaldehyde —— C18H23N6OS2+
4-[2-[6-amino-8-(3-methylthiophen-2-yl)sulfanyl-7H-purin-3-ium-3-yl]ethyl]piperidine-1-carbaldehyde
—— 1-(Tricosyldisulfanyl)tricosane —— C46H94S2
1-(Tricosyldisulfanyl)tricosane
—— 2,3-Dihydrothieno[3,4-b][1,4]oxathiine;ethane —— C8H12OS2
2,3-Dihydrothieno[3,4-b][1,4]oxathiine;ethane
—— 1-(4,5,6,7-Tetrahydro-1-benzothiophen-2-ylsulfanyl)ethanethiol —— C10H14S3
1-(4,5,6,7-Tetrahydro-1-benzothiophen-2-ylsulfanyl)ethanethiol
—— 3-(Disulfanyl)-2-methylhexa-2,4-diene —— C7H12S2
3-(Disulfanyl)-2-methylhexa-2,4-diene