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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-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
—— 4-methyl-2-[(1S)-1-[[5-[(2-methyl-1,3-thiazol-4-yl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]-1H-pyrimidin-6-one —— C14H15N5O2S2
4-methyl-2-[(1S)-1-[[5-[(2-methyl-1,3-thiazol-4-yl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]-1H-pyrimidin-6-one
—— 4-methyl-2-[(1R)-1-[[5-[(2-methyl-1,3-thiazol-4-yl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]-1H-pyrimidin-6-one —— C14H15N5O2S2
4-methyl-2-[(1R)-1-[[5-[(2-methyl-1,3-thiazol-4-yl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]-1H-pyrimidin-6-one
—— 6-methyl-2-[(1S)-1-[[5-(3-methylthiophen-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]-1H-pyrimidin-4-one —— C14H14N4O2S2
6-methyl-2-[(1S)-1-[[5-(3-methylthiophen-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]-1H-pyrimidin-4-one
—— 5-[methyl-[(2R,3R)-3-methylsulfonylbutan-2-yl]amino]pentan-1-ol —— C11H25NO3S
5-[methyl-[(2R,3R)-3-methylsulfonylbutan-2-yl]amino]pentan-1-ol
—— 5-[methyl-[(2R,3S)-3-methylsulfonylbutan-2-yl]amino]pentan-1-ol —— C11H25NO3S
5-[methyl-[(2R,3S)-3-methylsulfonylbutan-2-yl]amino]pentan-1-ol
—— 5-[methyl-[(2S,3S)-3-methylsulfonylbutan-2-yl]amino]pentan-1-ol —— C11H25NO3S
5-[methyl-[(2S,3S)-3-methylsulfonylbutan-2-yl]amino]pentan-1-ol
—— 5-[methyl-[(2S,3R)-3-methylsulfonylbutan-2-yl]amino]pentan-1-ol —— C11H25NO3S
5-[methyl-[(2S,3R)-3-methylsulfonylbutan-2-yl]amino]pentan-1-ol
—— 11-Methyl-10-(7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraen-12-ylsulfanyl)-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9-trien-12-one —— C19H16N4OS3
11-Methyl-10-(7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraen-12-ylsulfanyl)-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9-trien-12-one
—— 3-Butyl-5,6-dimethyl-2-thieno[2,3-d]pyrimidin-4-ylsulfanylthieno[2,3-d]pyrimidin-4-one —— C18H18N4OS3
3-Butyl-5,6-dimethyl-2-thieno[2,3-d]pyrimidin-4-ylsulfanylthieno[2,3-d]pyrimidin-4-one
—— 2-(2-Nitrophenyl)sulfanyl-3-phenylthieno[2,3-d]pyrimidin-4-one —— C18H11N3O3S2
2-(2-Nitrophenyl)sulfanyl-3-phenylthieno[2,3-d]pyrimidin-4-one
—— 5-Nitro-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]benzonitrile —— C16H9N3O2S2
5-Nitro-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]benzonitrile
—— 3-Ethyl-2-thieno[2,3-d]pyrimidin-4-ylsulfanyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-one —— C18H16N4OS3
3-Ethyl-2-thieno[2,3-d]pyrimidin-4-ylsulfanyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-one
—— 2-(4-Methylsulfonyl-2-nitrophenyl)sulfanyl-4-phenyl-1,3-thiazole —— C16H12N2O4S3
2-(4-Methylsulfonyl-2-nitrophenyl)sulfanyl-4-phenyl-1,3-thiazole
—— 3-(2-Methoxyethyl)-2-(2-nitrophenyl)sulfanyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-one —— C19H19N3O4S2
3-(2-Methoxyethyl)-2-(2-nitrophenyl)sulfanyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-one
—— 4-[(4-Phenyl-1,3-thiazol-2-yl)sulfanyl]thieno[2,3-d]pyrimidine —— C15H9N3S3
4-[(4-Phenyl-1,3-thiazol-2-yl)sulfanyl]thieno[2,3-d]pyrimidine
—— N-ethyl-5-[(2S)-1,1,1-trifluoropropan-2-yl]sulfanyl-1,3,4-thiadiazol-2-amine —— C7H10F3N3S2
N-ethyl-5-[(2S)-1,1,1-trifluoropropan-2-yl]sulfanyl-1,3,4-thiadiazol-2-amine
—— 3-[(1S,2S,4S)-2,4-dimethylcyclohexyl]-1-ethyl-1-[(2S)-1-ethylsulfonylpropan-2-yl]urea —— C16H32N2O3S
3-[(1S,2S,4S)-2,4-dimethylcyclohexyl]-1-ethyl-1-[(2S)-1-ethylsulfonylpropan-2-yl]urea
—— N-ethyl-5-[(2R)-1,1,1-trifluoropropan-2-yl]sulfanyl-1,3,4-thiadiazol-2-amine —— C7H10F3N3S2
N-ethyl-5-[(2R)-1,1,1-trifluoropropan-2-yl]sulfanyl-1,3,4-thiadiazol-2-amine
—— 3-[(1R,2S,4S)-2,4-dimethylcyclohexyl]-1-ethyl-1-[(2R)-1-ethylsulfonylpropan-2-yl]urea —— C16H32N2O3S
3-[(1R,2S,4S)-2,4-dimethylcyclohexyl]-1-ethyl-1-[(2R)-1-ethylsulfonylpropan-2-yl]urea
—— 1-(2-tert-butylsulfonylethyl)-3-[(1R,2R,4R)-2,4-dimethylcyclohexyl]urea —— C15H30N2O3S
1-(2-tert-butylsulfonylethyl)-3-[(1R,2R,4R)-2,4-dimethylcyclohexyl]urea
—— 1-(2-tert-butylsulfonylethyl)-3-[(1S,2R,4S)-2,4-dimethylcyclohexyl]urea —— C15H30N2O3S
1-(2-tert-butylsulfonylethyl)-3-[(1S,2R,4S)-2,4-dimethylcyclohexyl]urea
—— 3-[(1S,2S,4S)-2,4-dimethylcyclohexyl]-1-ethyl-1-[(2R)-1-ethylsulfonylpropan-2-yl]urea —— C16H32N2O3S
3-[(1S,2S,4S)-2,4-dimethylcyclohexyl]-1-ethyl-1-[(2R)-1-ethylsulfonylpropan-2-yl]urea
—— 1-[2-(2-fluorophenyl)sulfanylethyl]-3-[(2S)-1-(1,2,4-triazol-1-yl)propan-2-yl]urea —— C14H18FN5OS
1-[2-(2-fluorophenyl)sulfanylethyl]-3-[(2S)-1-(1,2,4-triazol-1-yl)propan-2-yl]urea
—— 3-[(1R,2S,4S)-2,4-dimethylcyclohexyl]-1-ethyl-1-[(2S)-1-ethylsulfonylpropan-2-yl]urea —— C16H32N2O3S
3-[(1R,2S,4S)-2,4-dimethylcyclohexyl]-1-ethyl-1-[(2S)-1-ethylsulfonylpropan-2-yl]urea