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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-[(1R)-1-(4-bromophenyl)ethyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide —— C15H15BrN2O2S
N-[(1R)-1-(4-bromophenyl)ethyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide
—— (E)-3-[5-(diethylamino)furan-2-yl]-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]prop-2-enoate —— C15H18N3O4S-
(E)-3-[5-(diethylamino)furan-2-yl]-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]prop-2-enoate
—— methyl (3S)-3-[3-hydroxy-6-[(2-methylphenyl)sulfanylmethyl]-4-oxopyran-2-yl]-3-(4-hydroxyphenyl)propanoate —— C23H22O6S
methyl (3S)-3-[3-hydroxy-6-[(2-methylphenyl)sulfanylmethyl]-4-oxopyran-2-yl]-3-(4-hydroxyphenyl)propanoate
—— N-[(1R)-1-(4-ethylphenyl)ethyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide —— C17H20N2O2S
N-[(1R)-1-(4-ethylphenyl)ethyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide
—— ethyl (4R)-4-ethyl-6-[(1-oxidopyridin-1-ium-2-yl)sulfanylmethyl]-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate —— C15H19N3O4S
ethyl (4R)-4-ethyl-6-[(1-oxidopyridin-1-ium-2-yl)sulfanylmethyl]-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate
—— ethyl 2-[2-[(2R)-1-[[(1S)-1-(4-fluorophenyl)ethyl]amino]-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate —— C18H21FN2O3S2
ethyl 2-[2-[(2R)-1-[[(1S)-1-(4-fluorophenyl)ethyl]amino]-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate
—— ethyl 2-[2-[2-oxo-2-[[(2S)-2-phenylpropyl]amino]ethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C18H22N2O3S2
ethyl 2-[2-[2-oxo-2-[[(2S)-2-phenylpropyl]amino]ethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— (2S)-N-(1-cyanocyclohexyl)-2-(1-oxidopyridin-1-ium-2-yl)sulfanylpropanamide —— C15H19N3O2S
(2S)-N-(1-cyanocyclohexyl)-2-(1-oxidopyridin-1-ium-2-yl)sulfanylpropanamide
—— ethyl 2-[2-[(2R)-1-[[(1R)-1-(4-fluorophenyl)ethyl]amino]-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate —— C18H21FN2O3S2
ethyl 2-[2-[(2R)-1-[[(1R)-1-(4-fluorophenyl)ethyl]amino]-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate
—— ethyl 2-[2-[(2R)-1-[[(2R)-2-cyano-3-methylbutan-2-yl]amino]-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate —— C16H23N3O3S2
ethyl 2-[2-[(2R)-1-[[(2R)-2-cyano-3-methylbutan-2-yl]amino]-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate
—— (2S)-N-[2-(4-fluorophenyl)ethyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylpropanamide —— C16H17FN2O2S
(2S)-N-[2-(4-fluorophenyl)ethyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylpropanamide
—— [(1R)-2-[[2-[[4-(2-ethoxy-2-oxoethyl)-1,3-thiazol-2-yl]sulfanyl]acetyl]amino]-1-phenylethyl]-dimethylazanium —— C19H26N3O3S2+
[(1R)-2-[[2-[[4-(2-ethoxy-2-oxoethyl)-1,3-thiazol-2-yl]sulfanyl]acetyl]amino]-1-phenylethyl]-dimethylazanium
—— (2S)-N-(1-adamantyl)-2-(1-oxidopyridin-1-ium-2-yl)sulfanylpropanamide —— C18H24N2O2S
(2S)-N-(1-adamantyl)-2-(1-oxidopyridin-1-ium-2-yl)sulfanylpropanamide
—— 5-[(1R)-1-[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-N-prop-2-enyl-1,3,4-thiadiazol-2-amine —— C15H14FN5OS2
5-[(1R)-1-[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-N-prop-2-enyl-1,3,4-thiadiazol-2-amine
—— (2R)-N,N-dimethyl-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C15H20N4O2S
(2R)-N,N-dimethyl-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— [(1R)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl] 3-(4-fluorophenyl)sulfanylpropanoate —— C20H19FN2O3S
[(1R)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl] 3-(4-fluorophenyl)sulfanylpropanoate
—— (2R)-2-[[4-amino-5-(2-cyclohexylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-ethylpropanamide —— C15H27N5OS
(2R)-2-[[4-amino-5-(2-cyclohexylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-ethylpropanamide
—— 3-[(1S)-1-[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-4-(2-phenylethyl)-1H-1,2,4-triazol-5-one —— C20H18FN5O2S
3-[(1S)-1-[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-4-(2-phenylethyl)-1H-1,2,4-triazol-5-one
—— 2-(4-fluorophenyl)-5-[(1S)-1-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]ethyl]-1,3,4-oxadiazole —— C19H14FN3OS2
2-(4-fluorophenyl)-5-[(1S)-1-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]ethyl]-1,3,4-oxadiazole
—— [(1S)-1-[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]ethyl] 3-(4-fluorophenyl)sulfanylpropanoate —— C19H16F2N2O3S
[(1S)-1-[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]ethyl] 3-(4-fluorophenyl)sulfanylpropanoate
—— 3-[4-(difluoromethylsulfanyl)phenyl]-1-(dimethylamino)-1-[(3R)-1,1-dioxothiolan-3-yl]thiourea —— C14H19F2N3O2S3
3-[4-(difluoromethylsulfanyl)phenyl]-1-(dimethylamino)-1-[(3R)-1,1-dioxothiolan-3-yl]thiourea
—— (2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-(1-methyltetrazol-5-yl)sulfanylpropan-1-one —— C13H17N5O2S
(2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-(1-methyltetrazol-5-yl)sulfanylpropan-1-one
—— ethyl 2-[2-[2-[[(1S)-1-(3,4-dimethylphenyl)ethyl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C19H24N2O3S2
ethyl 2-[2-[2-[[(1S)-1-(3,4-dimethylphenyl)ethyl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— ethyl 2-[2-[2-[[(1S)-1-(4-ethylphenyl)ethyl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C19H24N2O3S2
ethyl 2-[2-[2-[[(1S)-1-(4-ethylphenyl)ethyl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— ethyl 2-[2-[2-[[(1R)-1-(4-ethylphenyl)ethyl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C19H24N2O3S2
ethyl 2-[2-[2-[[(1R)-1-(4-ethylphenyl)ethyl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— N-(cyclohexen-1-yl)-N-ethyl-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C20H26N4O2S
N-(cyclohexen-1-yl)-N-ethyl-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[(5-chlorothiophen-2-yl)methyl]-N-ethyl-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H18ClN3O2S2
N-[(5-chlorothiophen-2-yl)methyl]-N-ethyl-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-(4-Methylphenyl)-5-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]-1,3,4-oxadiazole —— C19H15N3O2S
2-(4-Methylphenyl)-5-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]-1,3,4-oxadiazole
—— 1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C20H18N2O4S
1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— N-(2-cyanoethyl)-N-(furan-2-ylmethyl)-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H18N4O3S
N-(2-cyanoethyl)-N-(furan-2-ylmethyl)-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-octan-2-yl]acetamide —— C19H27N3O2S
2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-octan-2-yl]acetamide
—— N-methyl-N-[(3-methylthiophen-2-yl)methyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C15H15N3O2S3
N-methyl-N-[(3-methylthiophen-2-yl)methyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— 2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-pentylacetamide —— C16H21N3O2S
2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-pentylacetamide
—— N-methyl-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3-methylthiophen-2-yl)methyl]acetamide —— C18H19N3O2S2
N-methyl-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3-methylthiophen-2-yl)methyl]acetamide
—— N-[(2S)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C16H21N3O4S3
N-[(2S)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-[(2S)-5-methylhexan-2-yl]-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H25N3O2S
N-[(2S)-5-methylhexan-2-yl]-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[2-(2-methylphenyl)ethyl]acetamide —— C17H19N5O2S
2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[2-(2-methylphenyl)ethyl]acetamide
—— 2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[2-(3-chlorophenyl)ethyl]acetamide —— C16H16ClN5O2S
2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[2-(3-chlorophenyl)ethyl]acetamide
—— 2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2,4,4-trimethylpentan-2-yl)acetamide —— C16H25N5O2S
2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2,4,4-trimethylpentan-2-yl)acetamide
—— Ethyl 2-[2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1,3-thiazol-4-yl]acetate —— C17H17N3O3S2
Ethyl 2-[2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1,3-thiazol-4-yl]acetate
—— N-[(2R)-heptan-2-yl]-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C18H25N3OS3
N-[(2R)-heptan-2-yl]-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-methyl-N-[(4-methylsulfanylphenyl)methyl]acetamide —— C17H19N5O2S2
2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-methyl-N-[(4-methylsulfanylphenyl)methyl]acetamide
—— N-[(2S)-5-methylhexan-2-yl]-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C18H25N3OS3
N-[(2S)-5-methylhexan-2-yl]-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 3-(Furan-2-yl)-5-[[5-(furan-2-yl)-1,2-oxazol-3-yl]methylsulfanyl]-1,2,4-triazol-4-amine —— C14H11N5O3S
3-(Furan-2-yl)-5-[[5-(furan-2-yl)-1,2-oxazol-3-yl]methylsulfanyl]-1,2,4-triazol-4-amine
—— 2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[3-(N-methylanilino)propyl]acetamide —— C18H22N6O2S
2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[3-(N-methylanilino)propyl]acetamide
—— N-methyl-N-[(5-methylfuran-2-yl)methyl]-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C18H19N3O2S3
N-methyl-N-[(5-methylfuran-2-yl)methyl]-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[2-(2-methylphenyl)ethyl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H22N4O2S
N-[2-(2-methylphenyl)ethyl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-methyl-N-[(4-methylsulfanylphenyl)methyl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H22N4O2S2
N-methyl-N-[(4-methylsulfanylphenyl)methyl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[(2-fluorophenyl)methyl]-N-methyl-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C15H19FN4O2S
N-[(2-fluorophenyl)methyl]-N-methyl-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[(2-methylphenyl)methyl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C15H20N4O2S
N-[(2-methylphenyl)methyl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide