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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-[(4-Bromo-2-fluorophenyl)methylsulfanyl]-5-(2-methylphenyl)-1,3,4-oxadiazole —— C16H12BrFN2OS
2-[(4-Bromo-2-fluorophenyl)methylsulfanyl]-5-(2-methylphenyl)-1,3,4-oxadiazole
—— N-[(2S)-1-methoxypropan-2-yl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C15H19N3O3S
N-[(2S)-1-methoxypropan-2-yl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 1-[1-(Furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C22H21N3O3S
1-[1-(Furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— N-[(2S)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H25N3O4S2
N-[(2S)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[(2,6-Difluorophenyl)methylsulfanyl]-3,6-dimethyl-5-[(2-methylphenyl)methyl]pyrimidin-4-one —— C21H20F2N2OS
2-[(2,6-Difluorophenyl)methylsulfanyl]-3,6-dimethyl-5-[(2-methylphenyl)methyl]pyrimidin-4-one
—— N-[(2R)-butan-2-yl]-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H25N3O4S2
N-[(2R)-butan-2-yl]-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(2S)-butan-2-yl]-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H25N3O4S2
N-[(2S)-butan-2-yl]-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-butyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H25N3O4S2
N-butyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(1S)-1-cyano-1-cyclopropylethyl]-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C17H18N4O2S
N-[(1S)-1-cyano-1-cyclopropylethyl]-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 6-Amino-5-[2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]-1-propylpyrimidine-2,4-dione —— C18H19N5O4S
6-Amino-5-[2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]-1-propylpyrimidine-2,4-dione
—— 2-[(2,4-Difluorophenyl)methylsulfanyl]-3-methyl-6-propan-2-ylpyrimidin-4-one —— C15H16F2N2OS
2-[(2,4-Difluorophenyl)methylsulfanyl]-3-methyl-6-propan-2-ylpyrimidin-4-one
—— 3-[(2-Chloro-6-fluorophenyl)methylsulfanyl]-4-cyclohexyl-5-(furan-2-yl)-1,2,4-triazole —— C19H19ClFN3OS
3-[(2-Chloro-6-fluorophenyl)methylsulfanyl]-4-cyclohexyl-5-(furan-2-yl)-1,2,4-triazole
—— 4-N-[[(2S)-1,4-dimethylpiperazin-2-yl]methyl]-2-[(4-methylphenyl)methylsulfanyl]pyrimidine-4,6-diamine —— C19H28N6S
4-N-[[(2S)-1,4-dimethylpiperazin-2-yl]methyl]-2-[(4-methylphenyl)methylsulfanyl]pyrimidine-4,6-diamine
—— 4-N-[[(2R)-1,4-dimethylpiperazin-2-yl]methyl]-2-[(4-methylphenyl)methylsulfanyl]pyrimidine-4,6-diamine —— C19H28N6S
4-N-[[(2R)-1,4-dimethylpiperazin-2-yl]methyl]-2-[(4-methylphenyl)methylsulfanyl]pyrimidine-4,6-diamine
—— (2R)-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]propanamide —— C20H24N4O2S
(2R)-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]propanamide
—— N-[2-(2,4-dioxo-1,3-thiazolidin-3-yl)ethyl]-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C16H16N4O4S2
N-[2-(2,4-dioxo-1,3-thiazolidin-3-yl)ethyl]-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-2-phenylpropyl]acetamide —— C18H20N4O2S
2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-2-phenylpropyl]acetamide
—— (2R)-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C10H12N4O2S
(2R)-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2S)-N-[2-(cyclohexen-1-yl)ethyl]-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C18H24N4O2S
(2S)-N-[2-(cyclohexen-1-yl)ethyl]-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2R)-N-cyclopentyl-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C17H21N3O2S
(2R)-N-cyclopentyl-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— 1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C15H20N4O3S
1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— 2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(2S)-pentan-2-yl]acetamide —— C14H20N4O2S
2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(2S)-pentan-2-yl]acetamide
—— 2-(benzylsulfanyl)-6-ethyl-3-methyl-5-(3-methylbenzyl)-4(3H)-pyrimidinone —— C22H24N2OS
2-(benzylsulfanyl)-6-ethyl-3-methyl-5-(3-methylbenzyl)-4(3H)-pyrimidinone
—— [2-(4-Methylpiperidin-1-yl)-2-oxoethyl] 2-(2-cyanophenyl)sulfanylbenzoate —— C22H22N2O3S
[2-(4-Methylpiperidin-1-yl)-2-oxoethyl] 2-(2-cyanophenyl)sulfanylbenzoate
—— (2R)-N-cyclohexyl-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C19H25N3O2S
(2R)-N-cyclohexyl-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— N-[(2S)-2-(dimethylamino)-2-phenylethyl]-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C22H26N4O2S
N-[(2S)-2-(dimethylamino)-2-phenylethyl]-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(1S)-1-(1-adamantyl)ethyl]-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C24H31N3O2S
N-[(1S)-1-(1-adamantyl)ethyl]-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— ethyl (2R)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-2-phenylacetate —— C20H20N2O3S
ethyl (2R)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-2-phenylacetate
—— (2S)-N-cyclohexyl-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylpropanamide —— C20H27N3O2S
(2S)-N-cyclohexyl-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylpropanamide
—— 2-butylsulfanyl-6-[(3R)-3-(3-propan-2-yl-1,2,4-oxadiazol-5-yl)piperidin-1-yl]pyrimidin-4-amine —— C18H28N6OS
2-butylsulfanyl-6-[(3R)-3-(3-propan-2-yl-1,2,4-oxadiazol-5-yl)piperidin-1-yl]pyrimidin-4-amine
—— 2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethylacetamide —— C18H23N3O4S2
2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethylacetamide
—— 2-[(3-Fluorophenyl)methylsulfanyl]-3,5,6-trimethylpyrimidin-4-one —— C14H15FN2OS
2-[(3-Fluorophenyl)methylsulfanyl]-3,5,6-trimethylpyrimidin-4-one
—— 6-Amino-5-[2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]-1-propylpyrimidine-2,4-dione —— C19H21N5O4S
6-Amino-5-[2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]-1-propylpyrimidine-2,4-dione
—— 2-[(2,6-Difluorophenyl)methylsulfanyl]-3,6-dimethyl-5-[(3-methylphenyl)methyl]pyrimidin-4-one —— C21H20F2N2OS
2-[(2,6-Difluorophenyl)methylsulfanyl]-3,6-dimethyl-5-[(3-methylphenyl)methyl]pyrimidin-4-one
—— 2-butylsulfanyl-6-[(3S)-3-(3-propan-2-yl-1,2,4-oxadiazol-5-yl)piperidin-1-yl]pyrimidin-4-amine —— C18H28N6OS
2-butylsulfanyl-6-[(3S)-3-(3-propan-2-yl-1,2,4-oxadiazol-5-yl)piperidin-1-yl]pyrimidin-4-amine
—— 2-(4-chloro-6-pyrrolidin-1-ylpyrimidin-2-yl)sulfanyl-N-[(1S)-1-phenylethyl]acetamide —— C18H21ClN4OS
2-(4-chloro-6-pyrrolidin-1-ylpyrimidin-2-yl)sulfanyl-N-[(1S)-1-phenylethyl]acetamide
—— 1-(1-hydroxypyridin-1-ium-2-yl)sulfanyl-N,N,N',N'-tetramethylmethanediamine —— C10H18N3OS+
1-(1-hydroxypyridin-1-ium-2-yl)sulfanyl-N,N,N',N'-tetramethylmethanediamine
—— 2-butylsulfanyl-6-[(3R)-3-(pyridin-3-ylmethoxy)piperidin-1-yl]pyrimidin-4-amine —— C19H27N5OS
2-butylsulfanyl-6-[(3R)-3-(pyridin-3-ylmethoxy)piperidin-1-yl]pyrimidin-4-amine
—— 2-butylsulfanyl-6-[(3S)-3-(pyridin-3-ylmethoxy)piperidin-1-yl]pyrimidin-4-amine —— C19H27N5OS
2-butylsulfanyl-6-[(3S)-3-(pyridin-3-ylmethoxy)piperidin-1-yl]pyrimidin-4-amine
—— (2S)-N-cyclopropyl-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C16H20N4OS2
(2S)-N-cyclopropyl-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-cyclopropyl-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C16H20N4OS2
(2R)-N-cyclopropyl-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— N,N-diethyl-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C16H22N4OS2
N,N-diethyl-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C18H24N4O2S2
1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— (2R)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one —— C17H22N4OS2
(2R)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one
—— 2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[2-(4-fluorophenyl)ethyl]acetamide —— C20H21FN4OS2
2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[2-(4-fluorophenyl)ethyl]acetamide
—— 2-Ethanimidoyl-3-oxo-4-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]butanenitrile —— C14H12N4OS3
2-Ethanimidoyl-3-oxo-4-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]butanenitrile
—— Methyl 3-[2,5-dimethyl-3-[2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetyl]pyrrol-1-yl]propanoate —— C19H20N4O4S
Methyl 3-[2,5-dimethyl-3-[2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetyl]pyrrol-1-yl]propanoate
—— 3-[(1S)-1-(2-chlorophenyl)ethyl]sulfanyl-1,2,4-triazol-4-amine —— C10H11ClN4S
3-[(1S)-1-(2-chlorophenyl)ethyl]sulfanyl-1,2,4-triazol-4-amine
—— (2S)-2-[(4-amino-1,2,4-triazol-3-yl)sulfanyl]-N-cyclopentylpropanamide —— C10H17N5OS
(2S)-2-[(4-amino-1,2,4-triazol-3-yl)sulfanyl]-N-cyclopentylpropanamide
—— (2S)-2-[(5-pyrazin-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C9H9N5O2S
(2S)-2-[(5-pyrazin-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide