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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-[(2-bromophenyl)methyl]-N-methyl-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C13H14BrN3OS2
N-[(2-bromophenyl)methyl]-N-methyl-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— 2-[[2-(3-Bromophenyl)-1,3-thiazol-4-yl]methylsulfanyl]-5-methyl-1,3,4-thiadiazole —— C13H10BrN3S3
2-[[2-(3-Bromophenyl)-1,3-thiazol-4-yl]methylsulfanyl]-5-methyl-1,3,4-thiadiazole
—— 2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]acetamide —— C15H19N3OS2
2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]acetamide
—— (3S,4R)-4-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-1,1-dioxothiolan-3-ol —— C17H23N3O3S3
(3S,4R)-4-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-1,1-dioxothiolan-3-ol
—— N-[4-(3,4-dimethylphenyl)sulfanylphenyl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C19H19N3OS3
N-[4-(3,4-dimethylphenyl)sulfanylphenyl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— N-[(1S)-1-(4-chlorophenyl)ethyl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C13H14ClN3OS2
N-[(1S)-1-(4-chlorophenyl)ethyl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— 2-[[2-(4-Fluorophenyl)-1,3-thiazol-4-yl]methylsulfanyl]-5-methyl-1,3,4-thiadiazole —— C13H10FN3S3
2-[[2-(4-Fluorophenyl)-1,3-thiazol-4-yl]methylsulfanyl]-5-methyl-1,3,4-thiadiazole
—— 1-(5-Chlorothiophen-2-yl)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C14H8ClFN2O2S2
1-(5-Chlorothiophen-2-yl)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— N-[3-[(4-methylphenyl)methyl]-1,3-thiazol-2-ylidene]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C16H16N4OS3
N-[3-[(4-methylphenyl)methyl]-1,3-thiazol-2-ylidene]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— (2R)-1-[1-(furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propan-1-one —— C17H19N3O2S2
(2R)-1-[1-(furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propan-1-one
—— dimethyl-[(1S)-2-[[2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl]amino]-1-phenylethyl]azanium —— C15H21N4OS2+
dimethyl-[(1S)-2-[[2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl]amino]-1-phenylethyl]azanium
—— N-(1-cyanocyclohexyl)-N-methyl-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C13H18N4OS2
N-(1-cyanocyclohexyl)-N-methyl-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— N-[4-(2,5-dimethylphenyl)sulfanylphenyl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C19H19N3OS3
N-[4-(2,5-dimethylphenyl)sulfanylphenyl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— 2-[[2-(2-Chlorophenyl)-1,3-thiazol-4-yl]methylsulfanyl]-5-methyl-1,3,4-thiadiazole —— C13H10ClN3S3
2-[[2-(2-Chlorophenyl)-1,3-thiazol-4-yl]methylsulfanyl]-5-methyl-1,3,4-thiadiazole
—— 6-Amino-5-[2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl]-1-propylpyrimidine-2,4-dione —— C12H15N5O3S2
6-Amino-5-[2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl]-1-propylpyrimidine-2,4-dione
—— (2R)-N-[(1R,2R)-2-methylcyclohexyl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C13H21N3OS2
(2R)-N-[(1R,2R)-2-methylcyclohexyl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— 1-[2,5-Dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C20H17FN4O3S
1-[2,5-Dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— 2-(2-Fluorophenyl)-5-[[2-(4-fluorophenyl)-1,3-thiazol-4-yl]methylsulfanyl]-1,3,4-oxadiazole —— C18H11F2N3OS2
2-(2-Fluorophenyl)-5-[[2-(4-fluorophenyl)-1,3-thiazol-4-yl]methylsulfanyl]-1,3,4-oxadiazole
—— dimethyl-[(1R)-2-[[2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl]amino]-1-phenylethyl]azanium —— C15H21N4OS2+
dimethyl-[(1R)-2-[[2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl]amino]-1-phenylethyl]azanium
—— 1-[2,5-Dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C19H15FN4O2S2
1-[2,5-Dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— 2-[(2-Chloro-6-fluorophenyl)methylsulfanyl]-5-(2-fluorophenyl)-1,3,4-oxadiazole —— C15H9ClF2N2OS
2-[(2-Chloro-6-fluorophenyl)methylsulfanyl]-5-(2-fluorophenyl)-1,3,4-oxadiazole
—— (2S)-1-[1-(furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propan-1-one —— C17H19N3O2S2
(2S)-1-[1-(furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propan-1-one
—— 2-[[2-(4-Chlorophenyl)-1,3-thiazol-4-yl]methylsulfanyl]-5-methyl-1,3,4-thiadiazole —— C13H10ClN3S3
2-[[2-(4-Chlorophenyl)-1,3-thiazol-4-yl]methylsulfanyl]-5-methyl-1,3,4-thiadiazole
—— 2-[(2-Bromophenyl)methylsulfanyl]-5-(2-fluorophenyl)-1,3,4-oxadiazole —— C15H10BrFN2OS
2-[(2-Bromophenyl)methylsulfanyl]-5-(2-fluorophenyl)-1,3,4-oxadiazole
—— (2S)-N-(1-cyanocyclohexyl)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C13H18N4OS2
(2S)-N-(1-cyanocyclohexyl)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— N-[(2R)-2-(dimethylamino)-2-phenylethyl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C15H20N4OS2
N-[(2R)-2-(dimethylamino)-2-phenylethyl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— (2R)-N-(1-cyanocyclohexyl)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C13H18N4OS2
(2R)-N-(1-cyanocyclohexyl)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— 2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C15H16FN3O3S
2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— N-[(4-chlorophenyl)methyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylacetamide —— C18H15ClFN3O2S
N-[(4-chlorophenyl)methyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylacetamide
—— 2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)-N-methylacetamide —— C16H14FN3O3S
2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)-N-methylacetamide
—— (2R)-1-(4-ethylpiperazin-4-ium-1-yl)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one —— C17H22FN4O2S+
(2R)-1-(4-ethylpiperazin-4-ium-1-yl)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one
—— 1-(5-Bromothiophen-2-yl)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C14H8BrFN2O2S2
1-(5-Bromothiophen-2-yl)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— 6-Amino-5-[2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]-1-propylpyrimidine-2,4-dione —— C17H16FN5O4S
6-Amino-5-[2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]-1-propylpyrimidine-2,4-dione
—— N-[(1R)-1-cyano-1-cyclopropylethyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C16H15FN4O2S
N-[(1R)-1-cyano-1-cyclopropylethyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C11H17N3O3S3
N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— ethyl 2,4-dimethyl-5-[(2S)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate —— C15H19N3O3S2
ethyl 2,4-dimethyl-5-[(2S)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate
—— ethyl 2,4-dimethyl-5-[(2R)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate —— C15H19N3O3S2
ethyl 2,4-dimethyl-5-[(2R)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate
—— (2S)-N-[2-(4-fluorophenyl)ethyl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C14H16FN3OS2
(2S)-N-[2-(4-fluorophenyl)ethyl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— 2-[[2-(4-Chlorophenyl)-1,3-thiazol-4-yl]methylsulfanyl]-5-(2-fluorophenyl)-1,3,4-oxadiazole —— C18H11ClFN3OS2
2-[[2-(4-Chlorophenyl)-1,3-thiazol-4-yl]methylsulfanyl]-5-(2-fluorophenyl)-1,3,4-oxadiazole
—— N-(1-adamantyl)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C20H22FN3O2S
N-(1-adamantyl)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— [(1S)-2-[[2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]amino]-1-phenylethyl]-dimethylazanium —— C20H22FN4O2S+
[(1S)-2-[[2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]amino]-1-phenylethyl]-dimethylazanium
—— (2R)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]cyclohexan-1-one —— C14H13FN2O2S
(2R)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]cyclohexan-1-one
—— 2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methyl-N-(thiophen-2-ylmethyl)acetamide —— C16H14FN3O2S2
2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methyl-N-(thiophen-2-ylmethyl)acetamide
—— 2-[(4-Bromophenyl)methylsulfanyl]-5-(2-fluorophenyl)-1,3,4-oxadiazole —— C15H10BrFN2OS
2-[(4-Bromophenyl)methylsulfanyl]-5-(2-fluorophenyl)-1,3,4-oxadiazole
—— N-(2-methylpropyl)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C9H15N3OS2
N-(2-methylpropyl)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propylacetamide —— C17H20FN3O4S2
N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propylacetamide
—— (2S)-1-(4-ethylpiperazin-4-ium-1-yl)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one —— C17H22FN4O2S+
(2S)-1-(4-ethylpiperazin-4-ium-1-yl)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one
—— 2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S)-1-thiophen-2-ylethyl]acetamide —— C11H13N3OS3
2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S)-1-thiophen-2-ylethyl]acetamide
—— N-[(3-fluorophenyl)methyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylacetamide —— C18H15F2N3O2S
N-[(3-fluorophenyl)methyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylacetamide
—— (2R)-N-cyclopentyl-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C11H17N3OS2
(2R)-N-cyclopentyl-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide