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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-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(3-phenylpropyl)acetamide —— C18H20N4O2S2
2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(3-phenylpropyl)acetamide
—— (2S)-N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-(3,4-difluorophenyl)sulfanylpropanamide —— C15H18F2N2OS
(2S)-N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-(3,4-difluorophenyl)sulfanylpropanamide
—— N-(furan-2-ylmethyl)-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C14H14N4O3S2
N-(furan-2-ylmethyl)-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (2S)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propan-2-ylpropanamide —— C16H21N3O2S
(2S)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propan-2-ylpropanamide
—— N'-acetyl-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetohydrazide —— C14H16N4O3S
N'-acetyl-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetohydrazide
—— 2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-phenylbutyl]acetamide —— C22H25N3O2S
2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-phenylbutyl]acetamide
—— N-(1-cyanocyclopentyl)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H20N4O2S
N-(1-cyanocyclopentyl)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (2R)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-phenylbutyl]propanamide —— C23H27N3O2S
(2R)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-phenylbutyl]propanamide
—— (2R)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propan-2-ylpropanamide —— C16H21N3O2S
(2R)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propan-2-ylpropanamide
—— 2-(3,5-Dimethylphenyl)-5-[(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3,4-oxadiazole —— C17H14N4O2S2
2-(3,5-Dimethylphenyl)-5-[(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3,4-oxadiazole
—— 2-[(5-Phenyl-1,3,4-oxadiazol-2-yl)sulfanylmethyl]-6,7,8,9-tetrahydropyrimido[2,1-b][1,3]benzothiazol-4-one —— C19H16N4O2S2
2-[(5-Phenyl-1,3,4-oxadiazol-2-yl)sulfanylmethyl]-6,7,8,9-tetrahydropyrimido[2,1-b][1,3]benzothiazol-4-one
—— N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H22N4O2S
N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[(3-Chlorophenyl)methylsulfanyl]-5-(3,5-dimethylphenyl)-1,3,4-oxadiazole —— C17H15ClN2OS
2-[(3-Chlorophenyl)methylsulfanyl]-5-(3,5-dimethylphenyl)-1,3,4-oxadiazole
—— 2-(3,5-Dimethylphenyl)-5-[(2-phenyl-1,3-thiazol-4-yl)methylsulfanyl]-1,3,4-oxadiazole —— C20H17N3OS2
2-(3,5-Dimethylphenyl)-5-[(2-phenyl-1,3-thiazol-4-yl)methylsulfanyl]-1,3,4-oxadiazole
—— N-[2-(cyclohexen-1-yl)ethyl]-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C20H25N3O2S
N-[2-(cyclohexen-1-yl)ethyl]-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide —— C16H18ClN3O2S3
2-[[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide
—— [(1R)-1-[4-benzyl-5-[2-oxo-2-(2,2,2-trifluoroethylamino)ethyl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium —— C18H25F3N5OS+
[(1R)-1-[4-benzyl-5-[2-oxo-2-(2,2,2-trifluoroethylamino)ethyl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium
—— 2-[[4-benzyl-5-[(1S)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-(2,2,2-trifluoroethyl)acetamide —— C18H24F3N5OS
2-[[4-benzyl-5-[(1S)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-(2,2,2-trifluoroethyl)acetamide
—— 5-[(4-Bromophenyl)sulfanylmethyl]-3-thiophen-2-yl-1,2,4-oxadiazole —— C13H9BrN2OS2
5-[(4-Bromophenyl)sulfanylmethyl]-3-thiophen-2-yl-1,2,4-oxadiazole
—— 2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2-fluorophenyl)methyl]-N-methylacetamide —— C19H19FN4OS2
2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2-fluorophenyl)methyl]-N-methylacetamide
—— 2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[2-(3-chlorophenyl)ethyl]acetamide —— C19H19ClN4OS2
2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[2-(3-chlorophenyl)ethyl]acetamide
—— 1-(Azocan-1-yl)-2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C18H24N4OS2
1-(Azocan-1-yl)-2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— 2-[(6-chloro-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methylsulfanyl]-5-(3,4-dimethylphenyl)-1,3,4-oxadiazole —— C20H19ClN2O3S
2-[(6-chloro-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methylsulfanyl]-5-(3,4-dimethylphenyl)-1,3,4-oxadiazole
—— (2R)-N-ethyl-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C8H13N3OS3
(2R)-N-ethyl-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-ethyl-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C8H13N3OS3
(2S)-N-ethyl-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— [(2R)-1-(ethylamino)-1-oxopropan-2-yl] 2-(3,4-dimethylphenyl)sulfanylpyridine-3-carboxylate —— C19H22N2O3S
[(2R)-1-(ethylamino)-1-oxopropan-2-yl] 2-(3,4-dimethylphenyl)sulfanylpyridine-3-carboxylate
—— 2-(3,4-dimethylphenyl)-5-[(1R)-1-[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-1,3,4-oxadiazole —— C20H17FN4O2S
2-(3,4-dimethylphenyl)-5-[(1R)-1-[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-1,3,4-oxadiazole
—— [(2S)-1-(ethylamino)-1-oxopropan-2-yl] 2-(2-chlorophenyl)sulfanylpyridine-3-carboxylate —— C17H17ClN2O3S
[(2S)-1-(ethylamino)-1-oxopropan-2-yl] 2-(2-chlorophenyl)sulfanylpyridine-3-carboxylate
—— N-[(3-chlorophenyl)methyl]-2-[(4-methylsulfanylphenyl)methylsulfanyl]acetamide —— C17H18ClNOS2
N-[(3-chlorophenyl)methyl]-2-[(4-methylsulfanylphenyl)methylsulfanyl]acetamide
—— [(2R)-1-(dimethylamino)-1-oxopropan-2-yl] 2-(4-methylphenyl)sulfanylpyridine-3-carboxylate —— C18H20N2O3S
[(2R)-1-(dimethylamino)-1-oxopropan-2-yl] 2-(4-methylphenyl)sulfanylpyridine-3-carboxylate
—— [(2R)-1-(ethylamino)-1-oxopropan-2-yl] 2-(2-chlorophenyl)sulfanylpyridine-3-carboxylate —— C17H17ClN2O3S
[(2R)-1-(ethylamino)-1-oxopropan-2-yl] 2-(2-chlorophenyl)sulfanylpyridine-3-carboxylate
—— 6-Amino-5-[2-(2,5-dimethylphenyl)sulfanylacetyl]-1-methylpyrimidine-2,4-dione —— C15H17N3O3S
6-Amino-5-[2-(2,5-dimethylphenyl)sulfanylacetyl]-1-methylpyrimidine-2,4-dione
—— 6-Amino-5-[2-(2,4-dimethylphenyl)sulfanylacetyl]-1-methylpyrimidine-2,4-dione —— C15H17N3O3S
6-Amino-5-[2-(2,4-dimethylphenyl)sulfanylacetyl]-1-methylpyrimidine-2,4-dione
—— [2-(2-Methoxyethylamino)-2-oxoethyl] 3-(3,4-dimethylphenyl)sulfanylpropanoate —— C16H23NO4S
[2-(2-Methoxyethylamino)-2-oxoethyl] 3-(3,4-dimethylphenyl)sulfanylpropanoate
—— [2-Oxo-2-(propan-2-ylamino)ethyl] 3-(3,4-dimethylphenyl)sulfanylpropanoate —— C16H23NO3S
[2-Oxo-2-(propan-2-ylamino)ethyl] 3-(3,4-dimethylphenyl)sulfanylpropanoate
—— (8aR)-7-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-6,8a-dihydro-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C9H9N5OS3
(8aR)-7-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-6,8a-dihydro-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— Methyl 3-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate —— C13H15N3O2S2
Methyl 3-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate
—— 2-[[4-amino-5-(2-cyclohexylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2-chlorophenyl)methyl]acetamide —— C19H26ClN5OS
2-[[4-amino-5-(2-cyclohexylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2-chlorophenyl)methyl]acetamide
—— (2R)-3-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-2-methylpropanenitrile —— C13H14N4S2
(2R)-3-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-2-methylpropanenitrile
—— (2S)-2-[[4-amino-5-(2-cyclohexylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-cyclopropylpropanamide —— C16H27N5OS
(2S)-2-[[4-amino-5-(2-cyclohexylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-cyclopropylpropanamide
—— 2-[[4-amino-5-(2-cyclohexylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[2-(4-chlorophenyl)ethyl]acetamide —— C20H28ClN5OS
2-[[4-amino-5-(2-cyclohexylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[2-(4-chlorophenyl)ethyl]acetamide
—— N-(1-adamantyl)-2-[[4-amino-5-(2-cyclohexylethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C22H35N5OS
N-(1-adamantyl)-2-[[4-amino-5-(2-cyclohexylethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-[[4-amino-5-(2-cyclohexylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-(3-chlorophenyl)ethyl]acetamide —— C20H28ClN5OS
2-[[4-amino-5-(2-cyclohexylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-(3-chlorophenyl)ethyl]acetamide
—— (3S,4R)-1,1-dioxo-4-pyrimidin-2-ylsulfanylthiolan-3-ol —— C8H10N2O3S2
(3S,4R)-1,1-dioxo-4-pyrimidin-2-ylsulfanylthiolan-3-ol
—— N-(2-methyl-4-oxopentan-2-yl)-3-pyrimidin-2-ylsulfanylpropanamide —— C13H19N3O2S
N-(2-methyl-4-oxopentan-2-yl)-3-pyrimidin-2-ylsulfanylpropanamide
—— N-benzyl-2-[(4-pentyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H22N4OS
N-benzyl-2-[(4-pentyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[2-(4-chlorophenyl)ethyl]-2-[(4-pentyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C17H23ClN4OS
N-[2-(4-chlorophenyl)ethyl]-2-[(4-pentyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— (2R)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[(4-pentyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C18H25FN4OS
(2R)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[(4-pentyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— N-(1-cyanocyclopentyl)-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H22N4O2S2
N-(1-cyanocyclopentyl)-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 1-(5-chlorothiophen-2-yl)-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C17H15ClN2O2S3
1-(5-chlorothiophen-2-yl)-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone