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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-[(1R)-1-(4-chlorophenyl)sulfanylethyl]-5-thiophen-2-yl-1,3,4-oxadiazole —— C14H11ClN2OS2
2-[(1R)-1-(4-chlorophenyl)sulfanylethyl]-5-thiophen-2-yl-1,3,4-oxadiazole
—— 3-[(1R)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1H-1,2,4-triazol-5-amine —— C10H10N6OS2
3-[(1R)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1H-1,2,4-triazol-5-amine
—— N-[(1R)-1-(1-adamantyl)ethyl]-2-[[5-(butylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C20H32N4OS2
N-[(1R)-1-(1-adamantyl)ethyl]-2-[[5-(butylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-(2-methylphenyl)-5-prop-2-enylsulfanyl-1,3,4-thiadiazol-2-amine —— C12H13N3S2
N-(2-methylphenyl)-5-prop-2-enylsulfanyl-1,3,4-thiadiazol-2-amine
—— 5-[(1-butyltetrazol-5-yl)methylsulfanyl]-N-(3,4-dimethylphenyl)-1,3,4-thiadiazol-2-amine —— C16H21N7S2
5-[(1-butyltetrazol-5-yl)methylsulfanyl]-N-(3,4-dimethylphenyl)-1,3,4-thiadiazol-2-amine
—— N-(2-methylphenyl)-5-[(1S)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-amine —— C17H15N5OS3
N-(2-methylphenyl)-5-[(1S)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-amine
—— N-(2-cyanoethyl)-N-methyl-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C15H17N5OS2
N-(2-cyanoethyl)-N-methyl-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-(2-methylphenyl)-5-[(1R)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-amine —— C17H15N5OS3
N-(2-methylphenyl)-5-[(1R)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-amine
—— N-(3-methylphenyl)-5-[(1S)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-amine —— C17H15N5OS3
N-(3-methylphenyl)-5-[(1S)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-amine
—— N-(cyclopenten-1-yl)-2-[[5-[4-(diethylamino)phenyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-ethylacetamide —— C21H28N4O2S
N-(cyclopenten-1-yl)-2-[[5-[4-(diethylamino)phenyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-ethylacetamide
—— 3-[4,6-dimethyl-2-(methylsulfanyl)pyrimidin-5-yl]-N-[(4-fluorophenyl)methyl]propanamide —— C17H20FN3OS
3-[4,6-dimethyl-2-(methylsulfanyl)pyrimidin-5-yl]-N-[(4-fluorophenyl)methyl]propanamide
—— (2R)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C20H21FN4OS2
(2R)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2S)-2-[[5-(2-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(methylcarbamoyl)propanamide —— C13H14FN5O2S2
(2S)-2-[[5-(2-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(methylcarbamoyl)propanamide
—— N-[(1S)-1-cyano-1-cyclopropylethyl]-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C17H19N5OS2
N-[(1S)-1-cyano-1-cyclopropylethyl]-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-(cyclopropylmethyl)-2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylacetamide —— C19H26N4OS2
N-(cyclopropylmethyl)-2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylacetamide
—— 3-(2-Piperidin-1-ium-1-ylethylsulfanyl)-1-piperidin-1-yl-5,6,7,8-tetrahydroisoquinolin-2-ium-4-carbonitrile —— C22H34N4S+2
3-(2-Piperidin-1-ium-1-ylethylsulfanyl)-1-piperidin-1-yl-5,6,7,8-tetrahydroisoquinolin-2-ium-4-carbonitrile
—— methyl (2S)-2-[(4-cyano-1-morpholin-4-yl-5,6,7,8-tetrahydroisoquinolin-3-yl)sulfanyl]butanoate —— C19H25N3O3S
methyl (2S)-2-[(4-cyano-1-morpholin-4-yl-5,6,7,8-tetrahydroisoquinolin-3-yl)sulfanyl]butanoate
—— 3-{[3-(Dimethylamino)propyl]sulfanyl}-1-(piperidin-1-yl)-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile —— C20H30N4S
3-{[3-(Dimethylamino)propyl]sulfanyl}-1-(piperidin-1-yl)-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile
—— 3-[(4-Cyano-1-piperidin-1-yl-5,6,7,8-tetrahydroisoquinolin-2-ium-3-yl)sulfanyl]propyl-dimethylazanium —— C20H32N4S+2
3-[(4-Cyano-1-piperidin-1-yl-5,6,7,8-tetrahydroisoquinolin-2-ium-3-yl)sulfanyl]propyl-dimethylazanium
—— 3-{[2-(Dimethylamino)ethyl]sulfanyl}-1-(piperidin-1-yl)-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile —— C19H28N4S
3-{[2-(Dimethylamino)ethyl]sulfanyl}-1-(piperidin-1-yl)-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile
—— 3-{[3-(Dimethylamino)propyl]sulfanyl}-1-(morpholin-4-yl)-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile —— C19H28N4OS
3-{[3-(Dimethylamino)propyl]sulfanyl}-1-(morpholin-4-yl)-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile
—— 4-Methyl-6-(2-morpholin-4-ium-4-ylethylsulfanyl)-2-phenylpyrimidine-5-carbonitrile —— C18H21N4OS+
4-Methyl-6-(2-morpholin-4-ium-4-ylethylsulfanyl)-2-phenylpyrimidine-5-carbonitrile
—— 3-[(4-Cyano-1-morpholin-4-yl-5,6,7,8-tetrahydroisoquinolin-2-ium-3-yl)sulfanyl]propyl-dimethylazanium —— C19H30N4OS+2
3-[(4-Cyano-1-morpholin-4-yl-5,6,7,8-tetrahydroisoquinolin-2-ium-3-yl)sulfanyl]propyl-dimethylazanium
—— 1-(4-Methylpiperidin-1-yl)-3-{[2-(pyrrolidin-1-yl)ethyl]sulfanyl}-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile —— C22H32N4S
1-(4-Methylpiperidin-1-yl)-3-{[2-(pyrrolidin-1-yl)ethyl]sulfanyl}-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile
—— 1-(Piperidin-1-yl)-3-{[2-(pyrrolidin-1-yl)ethyl]sulfanyl}-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile —— C21H30N4S
1-(Piperidin-1-yl)-3-{[2-(pyrrolidin-1-yl)ethyl]sulfanyl}-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile
—— 3-{[2-(Morpholin-4-yl)-2-oxoethyl]sulfanyl}-1-(piperidin-1-yl)-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile —— C21H28N4O2S
3-{[2-(Morpholin-4-yl)-2-oxoethyl]sulfanyl}-1-(piperidin-1-yl)-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile
—— 2-[(4-Cyano-1-piperidin-1-yl-5,6,7,8-tetrahydroisoquinolin-2-ium-3-yl)sulfanyl]acetamide —— C17H23N4OS+
2-[(4-Cyano-1-piperidin-1-yl-5,6,7,8-tetrahydroisoquinolin-2-ium-3-yl)sulfanyl]acetamide
—— [5-(4-Bromophenyl)furan-2-yl]methyl-[3-(1-methyltetrazol-5-yl)sulfanylpropyl]azanium —— C16H19BrN5OS+
[5-(4-Bromophenyl)furan-2-yl]methyl-[3-(1-methyltetrazol-5-yl)sulfanylpropyl]azanium
—— 2-[(4-Cyano-1-pyrrolidin-1-yl-5,6,7,8-tetrahydroisoquinolin-2-ium-3-yl)sulfanyl]ethyl-dimethylazanium —— C18H28N4S+2
2-[(4-Cyano-1-pyrrolidin-1-yl-5,6,7,8-tetrahydroisoquinolin-2-ium-3-yl)sulfanyl]ethyl-dimethylazanium
—— 3-[(4-Fluorobenzyl)sulfanyl]-1-(morpholin-4-yl)-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile —— C21H22FN3OS
3-[(4-Fluorobenzyl)sulfanyl]-1-(morpholin-4-yl)-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile
—— 3-[[5-(3-Bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate —— C11H8BrN2O3S-
3-[[5-(3-Bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate
—— 2-[[5-(2-Methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetate —— C9H7N2O4S-
2-[[5-(2-Methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetate
—— 2-[4-[(5-Amino-1,3,4-thiadiazol-2-yl)sulfanylmethyl]phenyl]acetic acid —— C11H11N3O2S2
2-[4-[(5-Amino-1,3,4-thiadiazol-2-yl)sulfanylmethyl]phenyl]acetic acid
—— 2-[[5-(5-methylthiophen-3-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C14H18N4O2S2
2-[[5-(5-methylthiophen-3-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— ethyl 2-[[5-ethyl-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]acetate —— C13H21N3O3S
ethyl 2-[[5-ethyl-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 2-Phenylsulfanyl-1-(4-prop-2-enylpiperazin-4-ium-1-yl)ethanone —— C15H21N2OS+
2-Phenylsulfanyl-1-(4-prop-2-enylpiperazin-4-ium-1-yl)ethanone
—— 1-(4-Morpholinyl)-3-{[2-(4-morpholinyl)-2-oxoethyl]sulfanyl}-5,6,7,8-tetrahydro-4-isoquinolinecarbonitrile —— C20H26N4O3S
1-(4-Morpholinyl)-3-{[2-(4-morpholinyl)-2-oxoethyl]sulfanyl}-5,6,7,8-tetrahydro-4-isoquinolinecarbonitrile
—— 3-[(4-Chlorobenzyl)sulfanyl]-1-(morpholin-4-yl)-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile —— C21H22ClN3OS
3-[(4-Chlorobenzyl)sulfanyl]-1-(morpholin-4-yl)-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile
—— 3-[(2-Hydroxyethyl)sulfanyl]-1-(pyrrolidin-1-yl)-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile —— C16H21N3OS
3-[(2-Hydroxyethyl)sulfanyl]-1-(pyrrolidin-1-yl)-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile
—— 6-Methyl-3-(pentylsulfanyl)[1,2,4]triazino[5,6-d][3,1]benzoxazepine —— C16H18N4OS
6-Methyl-3-(pentylsulfanyl)[1,2,4]triazino[5,6-d][3,1]benzoxazepine
—— 3-(2-Methoxyethylsulfanyl)-1-pyrrolidin-1-yl-5,6,7,8-tetrahydroisoquinolin-2-ium-4-carbonitrile —— C17H24N3OS+
3-(2-Methoxyethylsulfanyl)-1-pyrrolidin-1-yl-5,6,7,8-tetrahydroisoquinolin-2-ium-4-carbonitrile
—— 3-[(4-Chlorophenyl)methylsulfanyl]-1-morpholin-4-yl-5,6,7,8-tetrahydroisoquinolin-2-ium-4-carbonitrile —— C21H23ClN3OS+
3-[(4-Chlorophenyl)methylsulfanyl]-1-morpholin-4-yl-5,6,7,8-tetrahydroisoquinolin-2-ium-4-carbonitrile
—— N-butyl-N-[(2-methylphenyl)methyl]-2-pyridin-4-ylsulfanylacetamide —— C19H24N2OS
N-butyl-N-[(2-methylphenyl)methyl]-2-pyridin-4-ylsulfanylacetamide
—— 2-[[4-methyl-5-(3-methylbutyl)-6-oxo-1H-pyrimidin-2-yl]sulfanyl]acetate —— C12H17N2O3S-
2-[[4-methyl-5-(3-methylbutyl)-6-oxo-1H-pyrimidin-2-yl]sulfanyl]acetate
—— (2R)-N-(2-morpholin-4-ylethyl)-2-phenylsulfanylpropanamide —— C15H22N2O2S
(2R)-N-(2-morpholin-4-ylethyl)-2-phenylsulfanylpropanamide
—— (2S)-N-(2-morpholin-4-ium-4-ylethyl)-2-phenylsulfanylpropanamide —— C15H23N2O2S+
(2S)-N-(2-morpholin-4-ium-4-ylethyl)-2-phenylsulfanylpropanamide
—— N-[(Z)-(1-benzyl-3,5-dimethylpyrazol-4-yl)methylideneamino]-2-(2-fluorophenyl)sulfanylacetamide —— C21H21FN4OS
N-[(Z)-(1-benzyl-3,5-dimethylpyrazol-4-yl)methylideneamino]-2-(2-fluorophenyl)sulfanylacetamide
—— N-(2-phenylethyl)-2-pyridin-4-ylsulfanyl-N-(1,3-thiazol-2-ylmethyl)acetamide —— C19H19N3OS2
N-(2-phenylethyl)-2-pyridin-4-ylsulfanyl-N-(1,3-thiazol-2-ylmethyl)acetamide
—— N-[(Z)-(2,5-dimethylphenyl)methylideneamino]-2-(2-fluorophenyl)sulfanylacetamide —— C17H17FN2OS
N-[(Z)-(2,5-dimethylphenyl)methylideneamino]-2-(2-fluorophenyl)sulfanylacetamide
—— (1S)-1-(3-fluoro-4-methylsulfanylphenyl)-N-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylmethyl)ethanamine —— C17H23FN4S
(1S)-1-(3-fluoro-4-methylsulfanylphenyl)-N-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylmethyl)ethanamine