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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-[4-(difluoromethylsulfanyl)phenyl]-5-[(1S)-1-(3-propan-2-yl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-amine —— C16H17F2N5OS3
N-[4-(difluoromethylsulfanyl)phenyl]-5-[(1S)-1-(3-propan-2-yl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-amine
—— N-[(1S)-1-(1-adamantyl)ethyl]-4-phenylsulfanylbutanamide —— C22H31NOS
N-[(1S)-1-(1-adamantyl)ethyl]-4-phenylsulfanylbutanamide
—— 5-[(1R)-1-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-3-propan-2-yl-1,2,4-oxadiazole —— C13H19N5OS
5-[(1R)-1-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-3-propan-2-yl-1,2,4-oxadiazole
—— N-[(1R)-1-(1-adamantyl)ethyl]-4-phenylsulfanylbutanamide —— C22H31NOS
N-[(1R)-1-(1-adamantyl)ethyl]-4-phenylsulfanylbutanamide
—— N-[4-(difluoromethylsulfanyl)phenyl]-5-[(1R)-1-(3-propan-2-yl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-amine —— C16H17F2N5OS3
N-[4-(difluoromethylsulfanyl)phenyl]-5-[(1R)-1-(3-propan-2-yl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-amine
—— 5-[(1S)-1-[[5-cyclopropyl-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-3-propan-2-yl-1,2,4-oxadiazole —— C17H21N5O2S
5-[(1S)-1-[[5-cyclopropyl-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-3-propan-2-yl-1,2,4-oxadiazole
—— N-benzyl-2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-cyclopropylethyl]acetamide —— C22H22ClN3O2S
N-benzyl-2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-cyclopropylethyl]acetamide
—— (4R)-N,N,6-trimethyl-4-(4-methylsulfanylphenyl)-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-5-carboxamide —— C15H19N3OS2
(4R)-N,N,6-trimethyl-4-(4-methylsulfanylphenyl)-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-5-carboxamide
—— (4S)-N,N,6-trimethyl-4-(4-methylsulfanylphenyl)-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-5-carboxamide —— C15H19N3OS2
(4S)-N,N,6-trimethyl-4-(4-methylsulfanylphenyl)-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-5-carboxamide
—— N-benzyl-N-[(1S)-1-cyclopropylethyl]-3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanamide —— C22H29N3OS
N-benzyl-N-[(1S)-1-cyclopropylethyl]-3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanamide
—— N-benzyl-N-[(1R)-1-cyclopropylethyl]-3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanamide —— C22H29N3OS
N-benzyl-N-[(1R)-1-cyclopropylethyl]-3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanamide
—— N-benzyl-2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-cyclopropylethyl]acetamide —— C22H22ClN3O2S
N-benzyl-2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-cyclopropylethyl]acetamide
—— [Amino-[6-amino-3,5-dicyano-4-(cyanomethyl)pyridin-2-yl]sulfanylmethylidene]azanium —— C10H8N7S+
[Amino-[6-amino-3,5-dicyano-4-(cyanomethyl)pyridin-2-yl]sulfanylmethylidene]azanium
—— 3-ethylsulfanyl-N-[(Z)-furan-2-ylmethylideneamino]-1H-1,2,4-triazol-5-amine —— C9H11N5OS
3-ethylsulfanyl-N-[(Z)-furan-2-ylmethylideneamino]-1H-1,2,4-triazol-5-amine
—— ethyl 2-[[5-[(2Z)-2-(furan-2-ylmethylidene)hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetate —— C11H13N5O3S
ethyl 2-[[5-[(2Z)-2-(furan-2-ylmethylidene)hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetate
—— ethyl 2-[[5-[(2Z)-2-benzylidenehydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetate —— C13H15N5O2S
ethyl 2-[[5-[(2Z)-2-benzylidenehydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetate
—— N-[(Z)-(3-bromophenyl)methylideneamino]-3-propylsulfanyl-1H-1,2,4-triazol-5-amine —— C12H14BrN5S
N-[(Z)-(3-bromophenyl)methylideneamino]-3-propylsulfanyl-1H-1,2,4-triazol-5-amine
—— 2-[[5-[(2Z)-2-benzylidenehydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N,N-diethylacetamide —— C15H20N6OS
2-[[5-[(2Z)-2-benzylidenehydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N,N-diethylacetamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C16H20N4O3S3
N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-[(2Z)-2-[(3-bromophenyl)methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N,N-diethylacetamide —— C15H19BrN6OS
2-[[5-[(2Z)-2-[(3-bromophenyl)methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N,N-diethylacetamide
—— N-(prop-2-enylcarbamoyl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C12H13N5O2S2
N-(prop-2-enylcarbamoyl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[(1S)-1-(3-chlorophenyl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H15ClN4OS2
N-[(1S)-1-(3-chlorophenyl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[(2R)-2-(dimethylamino)-2-phenylethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C18H21N5OS2
N-[(2R)-2-(dimethylamino)-2-phenylethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C12H14N4O3S3
N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[(2S)-2-phenylpropyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C17H18N4OS2
N-[(2S)-2-phenylpropyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— ethyl 2,4-dimethyl-5-[(2R)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate —— C18H20N4O3S2
ethyl 2,4-dimethyl-5-[(2R)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate
—— N-[(1S)-1-(4-chlorophenyl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H15ClN4OS2
N-[(1S)-1-(4-chlorophenyl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-benzyl-N-ethyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C17H18N4OS2
N-benzyl-N-ethyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[(4-fluorophenyl)methyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C15H13FN4OS2
N-[(4-fluorophenyl)methyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— dimethyl-[(1S)-1-phenyl-2-[[2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetyl]amino]ethyl]azanium —— C18H22N5OS2+
dimethyl-[(1S)-1-phenyl-2-[[2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetyl]amino]ethyl]azanium
—— N-[(1R)-1-cyclopropylethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]-N-(2,2,2-trifluoroethyl)acetamide —— C15H17F3N4OS2
N-[(1R)-1-cyclopropylethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]-N-(2,2,2-trifluoroethyl)acetamide
—— N-[(1S)-1-cyano-1-cyclopropylethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C14H15N5OS2
N-[(1S)-1-cyano-1-cyclopropylethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 1-[2,5-dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C18H17N5O2S2
1-[2,5-dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— 2-phenyl-5-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-1,3,4-oxadiazole —— C15H11N5OS2
2-phenyl-5-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-1,3,4-oxadiazole
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C13H16N4O3S3
N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[(2R)-2-phenylpropyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C17H18N4OS2
N-[(2R)-2-phenylpropyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[(1R)-1-(4-chlorophenyl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H15ClN4OS2
N-[(1R)-1-(4-chlorophenyl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 3-[(3-methylphenyl)methylsulfanyl]-5-thiophen-2-yl-1H-1,2,4-triazole —— C14H13N3S2
3-[(3-methylphenyl)methylsulfanyl]-5-thiophen-2-yl-1H-1,2,4-triazole
—— 1-thiophen-2-yl-4-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]butan-1-one —— C14H13N3OS3
1-thiophen-2-yl-4-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]butan-1-one
—— 3-[(4-bromo-2-fluorophenyl)methylsulfanyl]-5-thiophen-2-yl-1H-1,2,4-triazole —— C13H9BrFN3S2
3-[(4-bromo-2-fluorophenyl)methylsulfanyl]-5-thiophen-2-yl-1H-1,2,4-triazole
—— methyl 2,4-dimethyl-5-[(2S)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate —— C17H18N4O3S2
methyl 2,4-dimethyl-5-[(2S)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate
—— ethyl 2,4-dimethyl-5-[(2S)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate —— C18H20N4O3S2
ethyl 2,4-dimethyl-5-[(2S)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate
—— 3-[(4-chlorophenyl)methylsulfanyl]-5-thiophen-2-yl-1H-1,2,4-triazole —— C13H10ClN3S2
3-[(4-chlorophenyl)methylsulfanyl]-5-thiophen-2-yl-1H-1,2,4-triazole
—— N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C12H14N4O3S3
N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 1-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C18H22N4O2S2
1-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— 3-[(3-bromophenyl)methylsulfanyl]-5-thiophen-2-yl-1H-1,2,4-triazole —— C13H10BrN3S2
3-[(3-bromophenyl)methylsulfanyl]-5-thiophen-2-yl-1H-1,2,4-triazole
—— dimethyl-[(1R)-1-phenyl-2-[[2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetyl]amino]ethyl]azanium —— C18H22N5OS2+
dimethyl-[(1R)-1-phenyl-2-[[2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetyl]amino]ethyl]azanium
—— 2-(4-bromophenyl)sulfanyl-N-butyl-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide —— C16H22BrNO3S2
2-(4-bromophenyl)sulfanyl-N-butyl-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide
—— 2-(4-bromophenyl)sulfanyl-N-butyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide —— C16H22BrNO3S2
2-(4-bromophenyl)sulfanyl-N-butyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide
—— 2-(4-bromophenyl)sulfanyl-1-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone —— C18H22BrNO2S
2-(4-bromophenyl)sulfanyl-1-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone