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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
—— 3-[(4-Methylsulfanylphenyl)methylsulfanyl]-5-(trifluoromethyl)-1,2,4-triazol-4-amine —— C11H11F3N4S2
3-[(4-Methylsulfanylphenyl)methylsulfanyl]-5-(trifluoromethyl)-1,2,4-triazol-4-amine
—— 2-(4-bromophenyl)sulfanyl-N-(1-propylpiperidin-4-yl)acetamide —— C16H23BrN2OS
2-(4-bromophenyl)sulfanyl-N-(1-propylpiperidin-4-yl)acetamide
—— 2-(4-bromo-2-methylphenyl)sulfanyl-N-(1-propylpiperidin-4-yl)acetamide —— C17H25BrN2OS
2-(4-bromo-2-methylphenyl)sulfanyl-N-(1-propylpiperidin-4-yl)acetamide
—— 3-[5-[(1S)-1-cyano-2-(4-methylphenyl)ethyl]sulfanyl-4-(2-methylpropyl)-1,2,4-triazol-3-yl]propanamide —— C19H25N5OS
3-[5-[(1S)-1-cyano-2-(4-methylphenyl)ethyl]sulfanyl-4-(2-methylpropyl)-1,2,4-triazol-3-yl]propanamide
—— 3-[2-(1-cyclopropyl-2,5-dimethylpyrrol-3-yl)-2-oxoethyl]sulfanyl-4-propyl-1H-1,2,4-triazol-5-one —— C16H22N4O2S
3-[2-(1-cyclopropyl-2,5-dimethylpyrrol-3-yl)-2-oxoethyl]sulfanyl-4-propyl-1H-1,2,4-triazol-5-one
—— (2S)-N-(cyclooctylmethyl)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C15H26N4OS
(2S)-N-(cyclooctylmethyl)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2R)-N-(cyclooctylmethyl)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C15H26N4OS
(2R)-N-(cyclooctylmethyl)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— 5-(carbamoylamino)-N-[2-(4-chlorophenyl)sulfanylethyl]pentanamide —— C14H20ClN3O2S
5-(carbamoylamino)-N-[2-(4-chlorophenyl)sulfanylethyl]pentanamide
—— [(1R,3S)-3-methoxycyclohexyl] (2R)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanoate —— C13H21N3O3S
[(1R,3S)-3-methoxycyclohexyl] (2R)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanoate
—— N-[(3-propyl-1,2,4-oxadiazol-5-yl)methyl]-2-(2,2,2-trifluoroethylsulfanyl)aniline —— C14H16F3N3OS
N-[(3-propyl-1,2,4-oxadiazol-5-yl)methyl]-2-(2,2,2-trifluoroethylsulfanyl)aniline
—— (2R)-2-(4-amino-6-methylpyrimidin-2-yl)sulfanyl-3-methyl-N-[[(2R)-oxolan-2-yl]methyl]butanamide —— C15H24N4O2S
(2R)-2-(4-amino-6-methylpyrimidin-2-yl)sulfanyl-3-methyl-N-[[(2R)-oxolan-2-yl]methyl]butanamide
—— [(1S,3S)-3-methoxycyclohexyl] (2R)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanoate —— C13H21N3O3S
[(1S,3S)-3-methoxycyclohexyl] (2R)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanoate
—— (2S)-2-(4-amino-6-methylpyrimidin-2-yl)sulfanyl-3-methyl-N-[[(2R)-oxolan-2-yl]methyl]butanamide —— C15H24N4O2S
(2S)-2-(4-amino-6-methylpyrimidin-2-yl)sulfanyl-3-methyl-N-[[(2R)-oxolan-2-yl]methyl]butanamide
—— 1-benzyl-N-[2-(4-chlorophenyl)sulfanylethyl]-3,5-dimethylpyrazole-4-carboxamide —— C21H22ClN3OS
1-benzyl-N-[2-(4-chlorophenyl)sulfanylethyl]-3,5-dimethylpyrazole-4-carboxamide
—— N-[(2S)-2-(dimethylamino)-2-(4-methylphenyl)ethyl]-2-pyridin-4-ylsulfanylacetamide —— C18H23N3OS
N-[(2S)-2-(dimethylamino)-2-(4-methylphenyl)ethyl]-2-pyridin-4-ylsulfanylacetamide
—— (2R)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-thiophen-2-ylethyl)propanamide —— C19H21N3O2S2
(2R)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-thiophen-2-ylethyl)propanamide
—— (2S)-2-(4-amino-6-methylpyrimidin-2-yl)sulfanyl-3-methyl-N-[[(2S)-oxolan-2-yl]methyl]butanamide —— C15H24N4O2S
(2S)-2-(4-amino-6-methylpyrimidin-2-yl)sulfanyl-3-methyl-N-[[(2S)-oxolan-2-yl]methyl]butanamide
—— (2R)-2-(4-amino-6-methylpyrimidin-2-yl)sulfanyl-3-methyl-N-[[(2S)-oxolan-2-yl]methyl]butanamide —— C15H24N4O2S
(2R)-2-(4-amino-6-methylpyrimidin-2-yl)sulfanyl-3-methyl-N-[[(2S)-oxolan-2-yl]methyl]butanamide
—— N-[2-(4-chlorophenyl)sulfanylethyl]-1-methylpyrazole-4-carboxamide —— C13H14ClN3OS
N-[2-(4-chlorophenyl)sulfanylethyl]-1-methylpyrazole-4-carboxamide
—— N-[(2R)-2-(dimethylamino)-2-(4-methylphenyl)ethyl]-2-pyridin-4-ylsulfanylacetamide —— C18H23N3OS
N-[(2R)-2-(dimethylamino)-2-(4-methylphenyl)ethyl]-2-pyridin-4-ylsulfanylacetamide
—— N-[2-(4-chlorophenyl)sulfanylethyl]-4-oxo-4-thiophen-2-ylbutanamide —— C16H16ClNO2S2
N-[2-(4-chlorophenyl)sulfanylethyl]-4-oxo-4-thiophen-2-ylbutanamide
—— N-[2-(4-chlorophenyl)sulfanylethyl]-3-(3,6-dioxo-1H-pyridazin-2-yl)propanamide —— C15H16ClN3O3S
N-[2-(4-chlorophenyl)sulfanylethyl]-3-(3,6-dioxo-1H-pyridazin-2-yl)propanamide
—— (2S)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-thiophen-2-ylethyl)propanamide —— C19H21N3O2S2
(2S)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-thiophen-2-ylethyl)propanamide
—— 2-[(1S)-1-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-phenyl-1,3,4-oxadiazole —— C20H19N5O2S
2-[(1S)-1-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-phenyl-1,3,4-oxadiazole
—— N-butyl-3-(4-chlorophenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]propanamide —— C17H24ClNO3S2
N-butyl-3-(4-chlorophenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]propanamide
—— 2-[(1R)-1-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-phenyl-1,3,4-oxadiazole —— C20H19N5O2S
2-[(1R)-1-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-phenyl-1,3,4-oxadiazole
—— 4-(4-chlorophenyl)sulfanyl-N-[(2S)-2-hydroxy-3,3-dimethylbutyl]butanamide —— C16H24ClNO2S
4-(4-chlorophenyl)sulfanyl-N-[(2S)-2-hydroxy-3,3-dimethylbutyl]butanamide
—— 4-(4-chlorophenyl)sulfanyl-N-[(2R)-2-hydroxy-3,3-dimethylbutyl]butanamide —— C16H24ClNO2S
4-(4-chlorophenyl)sulfanyl-N-[(2R)-2-hydroxy-3,3-dimethylbutyl]butanamide
—— 4-bromo-N'-[3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoyl]-1H-pyrrole-2-carbohydrazide —— C15H18BrN5O2S
4-bromo-N'-[3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoyl]-1H-pyrrole-2-carbohydrazide
—— 3-(4-fluorophenyl)sulfanyl-N-[(2R)-2-(2-hydroxyethyl)-4-methylpentyl]propanamide —— C17H26FNO2S
3-(4-fluorophenyl)sulfanyl-N-[(2R)-2-(2-hydroxyethyl)-4-methylpentyl]propanamide
—— 3-(4-fluorophenyl)sulfanyl-N-[(2S)-2-(2-hydroxyethyl)-4-methylpentyl]propanamide —— C17H26FNO2S
3-(4-fluorophenyl)sulfanyl-N-[(2S)-2-(2-hydroxyethyl)-4-methylpentyl]propanamide
—— 5-[[(3S)-oxan-3-yl]methylsulfanyl]-1-prop-2-enyltetrazole —— C10H16N4OS
5-[[(3S)-oxan-3-yl]methylsulfanyl]-1-prop-2-enyltetrazole
—— 4-bromo-N'-[2-(2,5-difluorophenyl)sulfanylacetyl]-1H-pyrrole-2-carbohydrazide —— C13H10BrF2N3O2S
4-bromo-N'-[2-(2,5-difluorophenyl)sulfanylacetyl]-1H-pyrrole-2-carbohydrazide
—— 4-bromo-N'-(2-phenylsulfanylacetyl)-1H-pyrrole-2-carbohydrazide —— C13H12BrN3O2S
4-bromo-N'-(2-phenylsulfanylacetyl)-1H-pyrrole-2-carbohydrazide
—— 4-bromo-N'-(3-phenylsulfanylpropanoyl)-1H-pyrrole-2-carbohydrazide —— C14H14BrN3O2S
4-bromo-N'-(3-phenylsulfanylpropanoyl)-1H-pyrrole-2-carbohydrazide
—— 4-bromo-N'-[2-(2-methylphenyl)sulfanylacetyl]-1H-pyrrole-2-carbohydrazide —— C14H14BrN3O2S
4-bromo-N'-[2-(2-methylphenyl)sulfanylacetyl]-1H-pyrrole-2-carbohydrazide
—— 5-[(2R)-4-phenylsulfanylbutan-2-yl]sulfanyl-1-(2,2,2-trifluoroethyl)tetrazole —— C13H15F3N4S2
5-[(2R)-4-phenylsulfanylbutan-2-yl]sulfanyl-1-(2,2,2-trifluoroethyl)tetrazole
—— 5-[[(3R)-oxan-3-yl]methylsulfanyl]-1-prop-2-enyltetrazole —— C10H16N4OS
5-[[(3R)-oxan-3-yl]methylsulfanyl]-1-prop-2-enyltetrazole
—— 5-[(2S)-4-phenylsulfanylbutan-2-yl]sulfanyl-1-(2,2,2-trifluoroethyl)tetrazole —— C13H15F3N4S2
5-[(2S)-4-phenylsulfanylbutan-2-yl]sulfanyl-1-(2,2,2-trifluoroethyl)tetrazole
—— 2-methyl-N-[[(3R)-1-[(2S)-4-phenylsulfanylbutan-2-yl]piperidin-3-yl]methyl]propanamide —— C20H32N2OS
2-methyl-N-[[(3R)-1-[(2S)-4-phenylsulfanylbutan-2-yl]piperidin-3-yl]methyl]propanamide
—— 2-methyl-N-[[(3S)-1-[(2S)-4-phenylsulfanylbutan-2-yl]piperidin-3-yl]methyl]propanamide —— C20H32N2OS
2-methyl-N-[[(3S)-1-[(2S)-4-phenylsulfanylbutan-2-yl]piperidin-3-yl]methyl]propanamide
—— (2R)-N,N-dibenzyl-2-[(5-oxo-4-prop-2-enyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C22H24N4O2S
(2R)-N,N-dibenzyl-2-[(5-oxo-4-prop-2-enyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— methyl 2,4-dimethyl-5-[(2S)-2-[(5-oxo-4-prop-2-enyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate —— C16H20N4O4S
methyl 2,4-dimethyl-5-[(2S)-2-[(5-oxo-4-prop-2-enyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate
—— (2S)-N,N-dibenzyl-2-[(5-oxo-4-prop-2-enyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C22H24N4O2S
(2S)-N,N-dibenzyl-2-[(5-oxo-4-prop-2-enyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— methyl 2,4-dimethyl-5-[(2R)-2-[(5-oxo-4-prop-2-enyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate —— C16H20N4O4S
methyl 2,4-dimethyl-5-[(2R)-2-[(5-oxo-4-prop-2-enyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate
—— 4-methyl-2-[(1R)-1-[(5-morpholin-4-yl-1,3,4-thiadiazol-2-yl)sulfanyl]ethyl]-1H-pyrimidin-6-one —— C13H17N5O2S2
4-methyl-2-[(1R)-1-[(5-morpholin-4-yl-1,3,4-thiadiazol-2-yl)sulfanyl]ethyl]-1H-pyrimidin-6-one
—— 4-methyl-2-[(1S)-1-(1,3,4-thiadiazol-2-ylsulfanyl)ethyl]-1H-pyrimidin-6-one —— C9H10N4OS2
4-methyl-2-[(1S)-1-(1,3,4-thiadiazol-2-ylsulfanyl)ethyl]-1H-pyrimidin-6-one
—— 4-methyl-2-[(1S)-1-[(5-morpholin-4-yl-1,3,4-thiadiazol-2-yl)sulfanyl]ethyl]-1H-pyrimidin-6-one —— C13H17N5O2S2
4-methyl-2-[(1S)-1-[(5-morpholin-4-yl-1,3,4-thiadiazol-2-yl)sulfanyl]ethyl]-1H-pyrimidin-6-one
—— 4-methyl-2-[(1R)-1-(1,3,4-thiadiazol-2-ylsulfanyl)ethyl]-1H-pyrimidin-6-one —— C9H10N4OS2
4-methyl-2-[(1R)-1-(1,3,4-thiadiazol-2-ylsulfanyl)ethyl]-1H-pyrimidin-6-one
—— 6-methyl-2-[(1R)-1-[[5-(3-methylthiophen-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]-1H-pyrimidin-4-one —— C14H14N4O2S2
6-methyl-2-[(1R)-1-[[5-(3-methylthiophen-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]-1H-pyrimidin-4-one