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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
—— N-[2-(4-fluorophenyl)ethyl]-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C16H18FN3OS3
N-[2-(4-fluorophenyl)ethyl]-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (2S)-N-butyl-2-pyrazin-2-ylsulfanylpropanamide —— C11H17N3OS
(2S)-N-butyl-2-pyrazin-2-ylsulfanylpropanamide
—— N-[[4-(dimethylamino)phenyl]methyl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H20N4O3S
N-[[4-(dimethylamino)phenyl]methyl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[3-(N-methylanilino)propyl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H22N4O3S
N-[3-(N-methylanilino)propyl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[[4-(dimethylamino)phenyl]methyl]-N-methyl-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H22N4O3S
N-[[4-(dimethylamino)phenyl]methyl]-N-methyl-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— [2-[[4-(Dimethylamino)phenyl]methyl-methylamino]-2-oxoethyl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate —— C20H26N4O3S
[2-[[4-(Dimethylamino)phenyl]methyl-methylamino]-2-oxoethyl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate
—— [2-[[4-(Dimethylamino)phenyl]methylamino]-2-oxoethyl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate —— C19H24N4O3S
[2-[[4-(Dimethylamino)phenyl]methylamino]-2-oxoethyl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate
—— N-[2-(N-ethyl-3-methylanilino)ethyl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C20H24N4O3S
N-[2-(N-ethyl-3-methylanilino)ethyl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[[4-(dimethylamino)phenyl]methyl]-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C19H23N5OS2
N-[[4-(dimethylamino)phenyl]methyl]-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-[3-(N-methylanilino)propyl]acetamide —— C16H22N6O2S
2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-[3-(N-methylanilino)propyl]acetamide
—— N-[[4-(dimethylamino)phenyl]methyl]-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-methylacetamide —— C20H25N5OS2
N-[[4-(dimethylamino)phenyl]methyl]-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-methylacetamide
—— 2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-[2-(N-ethyl-3-methylanilino)ethyl]acetamide —— C17H24N6O2S
2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-[2-(N-ethyl-3-methylanilino)ethyl]acetamide
—— N-(1-ethylpiperidin-4-yl)-2-pyrazin-2-ylsulfanylacetamide —— C13H20N4OS
N-(1-ethylpiperidin-4-yl)-2-pyrazin-2-ylsulfanylacetamide
—— (2R)-N-butyl-2-pyrazin-2-ylsulfanylpropanamide —— C11H17N3OS
(2R)-N-butyl-2-pyrazin-2-ylsulfanylpropanamide
—— 2-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]acetamide —— C14H17F3N6OS
2-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]acetamide
—— 2-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[2-(N-ethyl-3-methylanilino)ethyl]acetamide —— C16H21F3N6OS
2-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[2-(N-ethyl-3-methylanilino)ethyl]acetamide
—— 2-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]-N-methylacetamide —— C15H19F3N6OS
2-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]-N-methylacetamide
—— 2-[(4-amino-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[3-(N-methylanilino)propyl]acetamide —— C15H22N6OS
2-[(4-amino-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[3-(N-methylanilino)propyl]acetamide
—— 2-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[3-(N-methylanilino)propyl]acetamide —— C15H19F3N6OS
2-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[3-(N-methylanilino)propyl]acetamide
—— N-[2-(N-ethyl-3-methylanilino)ethyl]-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)acetamide —— C20H29N5OS
N-[2-(N-ethyl-3-methylanilino)ethyl]-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)acetamide
—— N-[[4-(dimethylamino)phenyl]methyl]-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)acetamide —— C18H25N5OS
N-[[4-(dimethylamino)phenyl]methyl]-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)acetamide
—— 2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methyl-N-(thiophen-3-ylmethyl)acetamide —— C18H20N4OS3
2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methyl-N-(thiophen-3-ylmethyl)acetamide
—— N-[3-(N-methylanilino)propyl]-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)acetamide —— C19H27N5OS
N-[3-(N-methylanilino)propyl]-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)acetamide
—— 2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[2-(2-fluorophenyl)ethyl]acetamide —— C20H21FN4OS2
2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[2-(2-fluorophenyl)ethyl]acetamide
—— 2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(3-propan-2-yloxypropyl)acetamide —— C18H26N4O2S2
2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(3-propan-2-yloxypropyl)acetamide
—— 2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]-N-methylacetamide —— C20H21ClN4O2S
2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]-N-methylacetamide
—— 2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-pentylacetamide —— C17H24N4OS2
2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-pentylacetamide
—— N-(2,4-dimethylphenyl)-5-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C20H19N5OS2
N-(2,4-dimethylphenyl)-5-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— 2-[(4-amino-5-tert-butyl-1,2,4-triazol-3-yl)sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]-N-methylacetamide —— C18H28N6OS
2-[(4-amino-5-tert-butyl-1,2,4-triazol-3-yl)sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]-N-methylacetamide
—— N-butyl-2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methylacetamide —— C17H24N4OS2
N-butyl-2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methylacetamide
—— N-(2,4-dimethylphenyl)-5-[(1-propyltetrazol-5-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C15H19N7S2
N-(2,4-dimethylphenyl)-5-[(1-propyltetrazol-5-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— 2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methyl-N-[(5-methylfuran-2-yl)methyl]acetamide —— C19H22N4O2S2
2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methyl-N-[(5-methylfuran-2-yl)methyl]acetamide
—— (2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C15H17N3O4S2
(2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2Z)-2-(2,5,6,7,8,9-hexahydro-[1,2,4]triazolo[4,3-a]azepin-3-ylidene)-3-oxo-4-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]butanenitrile —— C19H18N6O2S
(2Z)-2-(2,5,6,7,8,9-hexahydro-[1,2,4]triazolo[4,3-a]azepin-3-ylidene)-3-oxo-4-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]butanenitrile
—— (2S)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-(thiophen-2-ylmethyl)propanamide —— C16H15N3O2S2
(2S)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-(thiophen-2-ylmethyl)propanamide
—— (2R)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-prop-2-enylpropanamide —— C14H15N3O2S
(2R)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-prop-2-enylpropanamide
—— (2R)-N-[(4-fluorophenyl)methyl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C18H16FN3O2S
(2R)-N-[(4-fluorophenyl)methyl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C16H19N3O4S2
(2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2R)-N-cycloheptyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C18H23N3O2S
(2R)-N-cycloheptyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2S)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-prop-2-enylpropanamide —— C14H15N3O2S
(2S)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-prop-2-enylpropanamide
—— (2R)-N-benzyl-N-tert-butyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C22H25N3O2S
(2R)-N-benzyl-N-tert-butyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C16H19N3O4S2
(2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C16H19N3O4S2
(2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2R)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-(thiophen-2-ylmethyl)propanamide —— C16H15N3O2S2
(2R)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-(thiophen-2-ylmethyl)propanamide
—— [(3S)-1,1-dioxothiolan-3-yl] 2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetate —— C14H14N2O5S2
[(3S)-1,1-dioxothiolan-3-yl] 2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetate
—— (2R)-N-tert-butyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C15H19N3O2S
(2R)-N-tert-butyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-benzyl-N-tert-butyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C22H25N3O2S
(2S)-N-benzyl-N-tert-butyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— 2-Phenyl-5-[(3-thiophen-3-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3,4-oxadiazole —— C15H10N4O2S2
2-Phenyl-5-[(3-thiophen-3-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3,4-oxadiazole
—— (2S)-N-(2-methylpropyl)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C15H19N3O2S
(2S)-N-(2-methylpropyl)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-(1-cyanocyclohexyl)-N-methyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C19H22N4O2S
(2S)-N-(1-cyanocyclohexyl)-N-methyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide