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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
—— 1-ethylsulfanyl-4-[(1S)-1-isocyanatoethyl]benzene —— C11H13NOS
1-ethylsulfanyl-4-[(1S)-1-isocyanatoethyl]benzene
—— (3S)-3-[(4-methylsulfanylphenyl)methyl]pyrrolidine —— C12H17NS
(3S)-3-[(4-methylsulfanylphenyl)methyl]pyrrolidine
—— (1S,3S)-3-(4-methylsulfanylphenyl)cyclopentan-1-amine —— C12H17NS
(1S,3S)-3-(4-methylsulfanylphenyl)cyclopentan-1-amine
—— N-[2-(4-chlorophenyl)sulfanylphenyl]-2-(5-ethyl-2-methylpyridin-1-ium-1-yl)acetamide —— C22H22ClN2OS+
N-[2-(4-chlorophenyl)sulfanylphenyl]-2-(5-ethyl-2-methylpyridin-1-ium-1-yl)acetamide
—— 1-[(2R)-1-isocyanatopropan-2-yl]-4-methylsulfanylbenzene —— C11H13NOS
1-[(2R)-1-isocyanatopropan-2-yl]-4-methylsulfanylbenzene
—— (3R)-3-[(4-methylsulfanylphenyl)methyl]pyrrolidine —— C12H17NS
(3R)-3-[(4-methylsulfanylphenyl)methyl]pyrrolidine
—— (1S,3R)-3-(4-methylsulfanylphenyl)cyclopentan-1-amine —— C12H17NS
(1S,3R)-3-(4-methylsulfanylphenyl)cyclopentan-1-amine
—— 1-[(2S)-1-isocyanatopropan-2-yl]-4-methylsulfanylbenzene —— C11H13NOS
1-[(2S)-1-isocyanatopropan-2-yl]-4-methylsulfanylbenzene
—— 1-ethylsulfanyl-4-[(1R)-1-isocyanatoethyl]benzene —— C11H13NOS
1-ethylsulfanyl-4-[(1R)-1-isocyanatoethyl]benzene
—— (3S)-3-(4-methylsulfanylphenyl)cyclopentan-1-one —— C12H14OS
(3S)-3-(4-methylsulfanylphenyl)cyclopentan-1-one
—— (3S)-3-(imidazol-1-ylmethyl)-1-(2-phenylsulfanylethyl)piperidine —— C17H23N3S
(3S)-3-(imidazol-1-ylmethyl)-1-(2-phenylsulfanylethyl)piperidine
—— 4-Benzyl-1-[(4-methylsulfanylphenyl)methyl]pyridin-1-ium —— C20H20NS+
4-Benzyl-1-[(4-methylsulfanylphenyl)methyl]pyridin-1-ium
—— (3R)-3-(imidazol-1-ylmethyl)-1-(2-phenylsulfanylethyl)piperidine —— C17H23N3S
(3R)-3-(imidazol-1-ylmethyl)-1-(2-phenylsulfanylethyl)piperidine
—— (3R)-3-(4-methylsulfanylphenyl)cyclopentan-1-one —— C12H14OS
(3R)-3-(4-methylsulfanylphenyl)cyclopentan-1-one
—— 2-(4-benzylpyridin-1-ium-1-yl)-N-(2-phenylsulfanylphenyl)acetamide —— C26H23N2OS+
2-(4-benzylpyridin-1-ium-1-yl)-N-(2-phenylsulfanylphenyl)acetamide
—— (2R)-2-(3-chloro-4-fluorophenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]propanamide —— C13H15ClFNO3S2
(2R)-2-(3-chloro-4-fluorophenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]propanamide
—— (2S)-2-(3-chloro-4-fluorophenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]propanamide —— C13H15ClFNO3S2
(2S)-2-(3-chloro-4-fluorophenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]propanamide
—— 2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-thiophen-2-ylethyl)acetamide —— C18H19N3O2S2
2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-thiophen-2-ylethyl)acetamide
—— (2S)-4-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile —— C18H16N4O2S2
(2S)-4-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile
—— (2R)-4-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile —— C18H16N4O2S2
(2R)-4-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile
—— (2R)-2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(4-ethylpiperazin-4-ium-1-yl)propan-1-one —— C19H28N5OS2+
(2R)-2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(4-ethylpiperazin-4-ium-1-yl)propan-1-one
—— (2S)-N-(2-cyanoethyl)-N-methyl-2-(2,3,5,6-tetramethylphenyl)sulfanylpropanamide —— C17H24N2OS
(2S)-N-(2-cyanoethyl)-N-methyl-2-(2,3,5,6-tetramethylphenyl)sulfanylpropanamide
—— (2R)-N-(2-cyanoethyl)-N-methyl-2-(2,3,5,6-tetramethylphenyl)sulfanylpropanamide —— C17H24N2OS
(2R)-N-(2-cyanoethyl)-N-methyl-2-(2,3,5,6-tetramethylphenyl)sulfanylpropanamide
—— 2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methyl-N-(thiophen-2-ylmethyl)acetamide —— C18H20N4OS3
2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methyl-N-(thiophen-2-ylmethyl)acetamide
—— 2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)-N-methylacetamide —— C18H20N4O2S2
2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)-N-methylacetamide
—— methyl (2S)-2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate —— C14H17N3O2S2
methyl (2S)-2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate
—— 1-(Azepan-1-yl)-2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C18H24N4OS2
1-(Azepan-1-yl)-2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— 1-[(6S)-6-hydroxy-1,4-oxazepan-4-yl]-3-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propan-1-one —— C15H18N4O4S
1-[(6S)-6-hydroxy-1,4-oxazepan-4-yl]-3-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propan-1-one
—— 1-[(6R)-6-hydroxy-1,4-oxazepan-4-yl]-3-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propan-1-one —— C15H18N4O4S
1-[(6R)-6-hydroxy-1,4-oxazepan-4-yl]-3-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propan-1-one
—— 2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(4-fluorophenyl)methyl]-N-methylacetamide —— C20H21FN4OS2
2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(4-fluorophenyl)methyl]-N-methylacetamide
—— (2S)-N-cyclopropyl-2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C16H20N4OS2
(2S)-N-cyclopropyl-2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— N-(2,3-dimethylphenyl)-5-(2-ethoxyethylsulfanyl)-1,3,4-thiadiazol-2-amine —— C14H19N3OS2
N-(2,3-dimethylphenyl)-5-(2-ethoxyethylsulfanyl)-1,3,4-thiadiazol-2-amine
—— ethyl N-[2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]carbamate —— C15H18N4O3S2
ethyl N-[2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]carbamate
—— 2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-ethyl-N-(2-methylprop-2-enyl)acetamide —— C18H24N4OS2
2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-ethyl-N-(2-methylprop-2-enyl)acetamide
—— N-(2-cyanoethyl)-2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methylacetamide —— C16H19N5OS2
N-(2-cyanoethyl)-2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methylacetamide
—— 2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(3-methoxypropyl)acetamide —— C16H22N4O2S2
2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(3-methoxypropyl)acetamide
—— 2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S)-1-thiophen-2-ylethyl]acetamide —— C18H20N4OS3
2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S)-1-thiophen-2-ylethyl]acetamide
—— (6S)-6-[[2-(4-chlorophenyl)sulfanylethylamino]methyl]-1,4-oxazepan-6-ol —— C14H21ClN2O2S
(6S)-6-[[2-(4-chlorophenyl)sulfanylethylamino]methyl]-1,4-oxazepan-6-ol
—— (6R)-6-[[2-(4-chlorophenyl)sulfanylethylamino]methyl]-1,4-oxazepan-6-ol —— C14H21ClN2O2S
(6R)-6-[[2-(4-chlorophenyl)sulfanylethylamino]methyl]-1,4-oxazepan-6-ol
—— (2R)-2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)propanamide —— C18H20N4O2S2
(2R)-2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)propanamide
—— N-(2-cyanoethyl)-2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C15H17N5OS2
N-(2-cyanoethyl)-2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (2S)-2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)propanamide —— C18H20N4O2S2
(2S)-2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)propanamide
—— [2-[[(2S)-butan-2-yl]carbamoylamino]-2-oxoethyl] 3-(4-methylphenyl)sulfanylpropanoate —— C17H24N2O4S
[2-[[(2S)-butan-2-yl]carbamoylamino]-2-oxoethyl] 3-(4-methylphenyl)sulfanylpropanoate
—— (2R)-1-cyclohexylsulfanyl-3-methylbutan-2-amine —— C11H23NS
(2R)-1-cyclohexylsulfanyl-3-methylbutan-2-amine
—— (2S)-1-cyclohexylsulfanyl-3-methylbutan-2-amine —— C11H23NS
(2S)-1-cyclohexylsulfanyl-3-methylbutan-2-amine
—— 2-(4-ethylpyridin-1-ium-1-yl)-N-(2-phenylsulfanylphenyl)acetamide —— C21H21N2OS+
2-(4-ethylpyridin-1-ium-1-yl)-N-(2-phenylsulfanylphenyl)acetamide
—— (2R)-3-methyl-1-thiophen-2-ylsulfanylbutan-2-amine —— C9H15NS2
(2R)-3-methyl-1-thiophen-2-ylsulfanylbutan-2-amine
—— (2S)-3-methyl-1-thiophen-2-ylsulfanylbutan-2-amine —— C9H15NS2
(2S)-3-methyl-1-thiophen-2-ylsulfanylbutan-2-amine
—— [2-[(1-Cyanocyclohexyl)amino]-2-oxoethyl] 3-(4-methylphenyl)sulfanylpropanoate —— C19H24N2O3S
[2-[(1-Cyanocyclohexyl)amino]-2-oxoethyl] 3-(4-methylphenyl)sulfanylpropanoate
—— [2-(1-Adamantylamino)-2-oxoethyl] 3-(4-methylphenyl)sulfanylpropanoate —— C22H29NO3S
[2-(1-Adamantylamino)-2-oxoethyl] 3-(4-methylphenyl)sulfanylpropanoate