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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
—— 2-[[5-(Butylamino)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]-7-methyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C13H16N6OS3
2-[[5-(Butylamino)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]-7-methyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— 2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]acetamide —— C19H19ClN4O2S
2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]acetamide
—— (2R)-N-[(4-methylphenyl)methyl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C19H19N3O2S
(2R)-N-[(4-methylphenyl)methyl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— methyl N-[(2R)-2-[[5-(butylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoyl]carbamate —— C11H18N4O3S2
methyl N-[(2R)-2-[[5-(butylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoyl]carbamate
—— methyl N-[(2R)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoyl]carbamate —— C13H13N3O4S
methyl N-[(2R)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoyl]carbamate
—— (2S)-N-[(4-fluorophenyl)methyl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C18H16FN3O2S
(2S)-N-[(4-fluorophenyl)methyl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C17H21N3O4S2
(2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— N-[(1R)-1-cyclopropylethyl]-2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C17H22N4OS2
N-[(1R)-1-cyclopropylethyl]-2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 3-[4-Ethyl-5-[2-[(4-fluorophenyl)methylamino]-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide —— C16H20FN5O2S
3-[4-Ethyl-5-[2-[(4-fluorophenyl)methylamino]-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide
—— 2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methyl-N-[(3-methylthiophen-2-yl)methyl]acetamide —— C19H22N4OS3
2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methyl-N-[(3-methylthiophen-2-yl)methyl]acetamide
—— 3-[4-Ethyl-5-[2-oxo-2-(2,2,2-trifluoroethylamino)ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide —— C11H16F3N5O2S
3-[4-Ethyl-5-[2-oxo-2-(2,2,2-trifluoroethylamino)ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide
—— N-[(1S)-1-cyclopropylethyl]-2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C17H22N4OS2
N-[(1S)-1-cyclopropylethyl]-2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 3-[5-[2-(2,5-Dimethyl-1-propan-2-ylpyrrol-3-yl)-2-oxoethyl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]propanamide —— C18H27N5O2S
3-[5-[2-(2,5-Dimethyl-1-propan-2-ylpyrrol-3-yl)-2-oxoethyl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]propanamide
—— (2S)-N-[(2-chlorophenyl)methyl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C18H16ClN3O2S
(2S)-N-[(2-chlorophenyl)methyl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (E)-2-[4-(furan-2-yl)-6-(trifluoromethyl)pyrimidin-2-yl]sulfanyl-3-hydroxy-N-methylbut-2-enamide —— C14H12F3N3O3S
(E)-2-[4-(furan-2-yl)-6-(trifluoromethyl)pyrimidin-2-yl]sulfanyl-3-hydroxy-N-methylbut-2-enamide
—— ethyl 5-[(2S)-2-[4-(difluoromethylsulfanyl)anilino]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C19H22F2N2O3S
ethyl 5-[(2S)-2-[4-(difluoromethylsulfanyl)anilino]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— N-[[(5R,7R)-3-chloro-1-adamantyl]methyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide —— C18H23ClN2O2S
N-[[(5R,7R)-3-chloro-1-adamantyl]methyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide
—— methyl 5-[(2R)-2-[4-(difluoromethylsulfanyl)anilino]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C18H20F2N2O3S
methyl 5-[(2R)-2-[4-(difluoromethylsulfanyl)anilino]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— (2S)-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N,N-dimethylpropanamide —— C13H14ClN3O2S
(2S)-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N,N-dimethylpropanamide
—— 2-[[5-(4-Methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(5-methylthiophen-2-yl)ethanone —— C16H15N3OS3
2-[[5-(4-Methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(5-methylthiophen-2-yl)ethanone
—— Ethyl 2-[2-[[5-(2,5-dimethylfuran-3-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1,3-thiazol-4-yl]acetate —— C16H17N3O4S2
Ethyl 2-[2-[[5-(2,5-dimethylfuran-3-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1,3-thiazol-4-yl]acetate
—— N-[[(5S,7S)-3-chloro-1-adamantyl]methyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide —— C18H23ClN2O2S
N-[[(5S,7S)-3-chloro-1-adamantyl]methyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide
—— 2-[[5-(2-Methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(5-methylthiophen-2-yl)ethanone —— C16H15N3OS3
2-[[5-(2-Methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(5-methylthiophen-2-yl)ethanone
—— N-[2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]acetamide —— C12H12FN3O2S
N-[2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]acetamide
—— 2-(3-chloro-4-fluorophenyl)sulfanyl-N-[[4-(dimethylamino)phenyl]methyl]acetamide —— C17H18ClFN2OS
2-(3-chloro-4-fluorophenyl)sulfanyl-N-[[4-(dimethylamino)phenyl]methyl]acetamide
—— 2-[[4-(3-methoxypropyl)-5-oxo-1H-1,2,4-triazol-3-yl]sulfanylmethyl]-6,7,8,9-tetrahydropyrimido[2,1-b][1,3]benzothiazol-4-one —— C17H21N5O3S2
2-[[4-(3-methoxypropyl)-5-oxo-1H-1,2,4-triazol-3-yl]sulfanylmethyl]-6,7,8,9-tetrahydropyrimido[2,1-b][1,3]benzothiazol-4-one
—— tert-butylsulfanylmethanediamine —— C5H13N2S-
tert-butylsulfanylmethanediamine
—— N-[2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)ethyl]acetamide —— C11H18N4OS
N-[2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)ethyl]acetamide
—— (2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2-phenylethyl)propanamide —— C19H20N4OS2
(2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2-phenylethyl)propanamide
—— 2-[(5-Methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-6,7,8,9-tetrahydropyrimido[2,1-b][1,3]benzothiazol-4-one —— C14H14N4OS4
2-[(5-Methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-6,7,8,9-tetrahydropyrimido[2,1-b][1,3]benzothiazol-4-one
—— (2S)-N-tert-butyl-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C17H24N4OS2
(2S)-N-tert-butyl-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2R)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(thiophen-2-ylmethyl)propanamide —— C18H20N4OS3
(2R)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(thiophen-2-ylmethyl)propanamide
—— (2S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]propanamide —— C15H18N4O3S3
(2S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]propanamide
—— (2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-cycloheptylpropanamide —— C18H24N4OS2
(2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-cycloheptylpropanamide
—— (2R)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(4-fluorophenyl)methyl]propanamide —— C20H21FN4OS2
(2R)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(4-fluorophenyl)methyl]propanamide
—— (2S)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(4-fluorophenyl)methyl]propanamide —— C20H21FN4OS2
(2S)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(4-fluorophenyl)methyl]propanamide
—— 3-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-methyl-4-oxopentan-2-yl)propanamide —— C17H20FN3O3S
3-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-methyl-4-oxopentan-2-yl)propanamide
—— methyl N-[(2S)-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoyl]carbamate —— C14H16N4O3S2
methyl N-[(2S)-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoyl]carbamate
—— (2R)-N-tert-butyl-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C16H22N4OS2
(2R)-N-tert-butyl-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2R)-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(4-methylphenyl)methyl]propanamide —— C20H22N4OS2
(2R)-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(4-methylphenyl)methyl]propanamide
—— N-(1-adamantylmethyl)-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C17H23F3N4OS
N-(1-adamantylmethyl)-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (2R)-N-[(1R,2S)-2-methylcyclohexyl]-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C14H21F3N4OS
(2R)-N-[(1R,2S)-2-methylcyclohexyl]-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— N-[(2S)-2-(dimethylamino)-2-phenylethyl]-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C16H20F3N5OS
N-[(2S)-2-(dimethylamino)-2-phenylethyl]-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (2S)-1-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-3-morpholin-4-ium-4-ylpropan-2-ol —— C15H23N4O2S2+
(2S)-1-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-3-morpholin-4-ium-4-ylpropan-2-ol
—— N-(cyclohexylcarbamoyl)-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C13H18F3N5O2S
N-(cyclohexylcarbamoyl)-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[(1S)-1-(3,4-dimethylphenyl)ethyl]-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C16H19F3N4OS
N-[(1S)-1-(3,4-dimethylphenyl)ethyl]-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (3S,4R)-4-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-1,1-dioxothiolan-3-ol —— C17H17N3O4S2
(3S,4R)-4-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-1,1-dioxothiolan-3-ol
—— ethyl 2,4-dimethyl-5-[(2S)-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate —— C16H19F3N4O3S
ethyl 2,4-dimethyl-5-[(2S)-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate
—— (2R)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C15H16F4N4OS
(2R)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— N-[(2R)-2-(dimethylamino)-2-phenylethyl]-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C16H20F3N5OS
N-[(2R)-2-(dimethylamino)-2-phenylethyl]-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide