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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
—— [(2R)-2,3-dihydro-1-benzothiophen-2-yl]-[(2S)-2-(1,3,5-trimethylpyrazol-4-yl)pyrrolidin-1-yl]methanone —— C19H23N3OS
[(2R)-2,3-dihydro-1-benzothiophen-2-yl]-[(2S)-2-(1,3,5-trimethylpyrazol-4-yl)pyrrolidin-1-yl]methanone
—— (2R)-N-(1-cyanocyclohexyl)-2-[(3-ethyl-1,2,4-thiadiazol-5-yl)sulfanyl]propanamide —— C14H20N4OS2
(2R)-N-(1-cyanocyclohexyl)-2-[(3-ethyl-1,2,4-thiadiazol-5-yl)sulfanyl]propanamide
—— (2S)-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C9H13N3OS3
(2S)-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-(1-cyanocyclohexyl)-2-[(3-ethyl-1,2,4-thiadiazol-5-yl)sulfanyl]propanamide —— C14H20N4OS2
(2S)-N-(1-cyanocyclohexyl)-2-[(3-ethyl-1,2,4-thiadiazol-5-yl)sulfanyl]propanamide
—— 2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methylacetamide —— C17H22N4O3S2
2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methylacetamide
—— N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C14H17N3O4S3
N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— 1-[(1R)-1-(4-methyl-1,2,4-triazol-3-yl)ethyl]-3-[3-(1,3-thiazol-2-ylsulfanyl)propyl]urea —— C12H18N6OS2
1-[(1R)-1-(4-methyl-1,2,4-triazol-3-yl)ethyl]-3-[3-(1,3-thiazol-2-ylsulfanyl)propyl]urea
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C14H17N3O4S3
N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— (3S)-3-[2-[1-[2-(dimethylamino)ethyl]tetrazol-5-yl]sulfanylethyl]oxolan-2-one —— C11H19N5O2S
(3S)-3-[2-[1-[2-(dimethylamino)ethyl]tetrazol-5-yl]sulfanylethyl]oxolan-2-one
—— 2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide —— C12H12ClF3N2O3S2
2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide
—— N-[(1S,2R,3S)-2,3-dimethylcyclohexyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide —— C17H27N3OS
N-[(1S,2R,3S)-2,3-dimethylcyclohexyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide
—— 2-[2-[(3R)-3-methylpyrrolidin-1-yl]ethylsulfanyl]-5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazole —— C18H25N3OS
2-[2-[(3R)-3-methylpyrrolidin-1-yl]ethylsulfanyl]-5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazole
—— (2S)-N-(2-morpholin-4-ylsulfonylethyl)-2-pyridin-2-ylsulfanylpropanamide —— C14H21N3O4S2
(2S)-N-(2-morpholin-4-ylsulfonylethyl)-2-pyridin-2-ylsulfanylpropanamide
—— N-[(1S,2R,3R)-2,3-dimethylcyclohexyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide —— C17H27N3OS
N-[(1S,2R,3R)-2,3-dimethylcyclohexyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide
—— 2-[(1R,3R)-3-methylsulfonylcyclohexyl]sulfanyl-4-(trifluoromethyl)pyrimidine —— C12H15F3N2O2S2
2-[(1R,3R)-3-methylsulfonylcyclohexyl]sulfanyl-4-(trifluoromethyl)pyrimidine
—— (2R)-N-(2-morpholin-4-ylsulfonylethyl)-2-pyridin-2-ylsulfanylpropanamide —— C14H21N3O4S2
(2R)-N-(2-morpholin-4-ylsulfonylethyl)-2-pyridin-2-ylsulfanylpropanamide
—— 4-(2-methoxyethyl)-3-[2-[(3S)-3-methylpyrrolidin-1-yl]ethylsulfanyl]-1,2,4-triazole —— C12H22N4OS
4-(2-methoxyethyl)-3-[2-[(3S)-3-methylpyrrolidin-1-yl]ethylsulfanyl]-1,2,4-triazole
—— 2-[(1S,3S)-3-methylsulfonylcyclohexyl]sulfanyl-4-(trifluoromethyl)pyrimidine —— C12H15F3N2O2S2
2-[(1S,3S)-3-methylsulfonylcyclohexyl]sulfanyl-4-(trifluoromethyl)pyrimidine
—— 1-[(1S)-1-(4-methyl-1,2,4-triazol-3-yl)ethyl]-3-[3-(1,3-thiazol-2-ylsulfanyl)propyl]urea —— C12H18N6OS2
1-[(1S)-1-(4-methyl-1,2,4-triazol-3-yl)ethyl]-3-[3-(1,3-thiazol-2-ylsulfanyl)propyl]urea
—— N-[(1R,2R,3R)-2,3-dimethylcyclohexyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide —— C17H27N3OS
N-[(1R,2R,3R)-2,3-dimethylcyclohexyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide
—— (3R)-3-[2-[1-[2-(dimethylamino)ethyl]tetrazol-5-yl]sulfanylethyl]oxolan-2-one —— C11H19N5O2S
(3R)-3-[2-[1-[2-(dimethylamino)ethyl]tetrazol-5-yl]sulfanylethyl]oxolan-2-one
—— 2-[(1S,3R)-3-methylsulfonylcyclohexyl]sulfanyl-4-(trifluoromethyl)pyrimidine —— C12H15F3N2O2S2
2-[(1S,3R)-3-methylsulfonylcyclohexyl]sulfanyl-4-(trifluoromethyl)pyrimidine
—— 2-[2-[(3S)-3-methylpyrrolidin-1-yl]ethylsulfanyl]-5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazole —— C18H25N3OS
2-[2-[(3S)-3-methylpyrrolidin-1-yl]ethylsulfanyl]-5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazole
—— 2-[(3S)-2-oxo-3-(1,3,4-thiadiazol-2-ylsulfanyl)pyrrolidin-1-yl]thiophene-3-carbonitrile —— C11H8N4OS3
2-[(3S)-2-oxo-3-(1,3,4-thiadiazol-2-ylsulfanyl)pyrrolidin-1-yl]thiophene-3-carbonitrile
—— 2-[(3R)-2-oxo-3-(1,3,4-thiadiazol-2-ylsulfanyl)pyrrolidin-1-yl]thiophene-3-carbonitrile —— C11H8N4OS3
2-[(3R)-2-oxo-3-(1,3,4-thiadiazol-2-ylsulfanyl)pyrrolidin-1-yl]thiophene-3-carbonitrile
—— (3R)-3-(2,5-dimethyl-4-nitropyrazol-3-yl)sulfanylbutan-2-one —— C9H13N3O3S
(3R)-3-(2,5-dimethyl-4-nitropyrazol-3-yl)sulfanylbutan-2-one
—— (3S)-3-(2,5-dimethyl-4-nitropyrazol-3-yl)sulfanylbutan-2-one —— C9H13N3O3S
(3S)-3-(2,5-dimethyl-4-nitropyrazol-3-yl)sulfanylbutan-2-one
—— (2S)-3-(3-chlorophenyl)sulfanylpropane-1,2-diol —— C9H11ClO2S
(2S)-3-(3-chlorophenyl)sulfanylpropane-1,2-diol
—— (2R)-3-(3-chlorophenyl)sulfanylpropane-1,2-diol —— C9H11ClO2S
(2R)-3-(3-chlorophenyl)sulfanylpropane-1,2-diol
—— dimethyl-[(1S)-2-[[2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetyl]amino]-1-phenylethyl]azanium —— C20H26N5O2S+
dimethyl-[(1S)-2-[[2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetyl]amino]-1-phenylethyl]azanium
—— 1-[2,5-Dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C19H19N5O2S2
1-[2,5-Dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— 2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-propan-2-ylacetamide —— C13H18N4O2S
2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-propan-2-ylacetamide
—— N-[(1R)-1-(2-chlorophenyl)ethyl]-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C18H19ClN4O2S
N-[(1R)-1-(2-chlorophenyl)ethyl]-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (2R)-1-(4-ethylpiperazin-4-ium-1-yl)-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propan-1-one —— C17H26N5O2S+
(2R)-1-(4-ethylpiperazin-4-ium-1-yl)-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propan-1-one
—— 2-(4-Fluorophenyl)-4-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]-1,3-thiazole —— C18H15FN4OS2
2-(4-Fluorophenyl)-4-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]-1,3-thiazole
—— N-[(1S)-1-(2,4-difluorophenyl)ethyl]-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C18H18F2N4O2S
N-[(1S)-1-(2,4-difluorophenyl)ethyl]-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 4-Methyl-3-(2-methylfuran-3-yl)-5-[(3-methylphenyl)methylsulfanyl]-1,2,4-triazole —— C16H17N3OS
4-Methyl-3-(2-methylfuran-3-yl)-5-[(3-methylphenyl)methylsulfanyl]-1,2,4-triazole
—— N-(2-cyanoethyl)-N-methyl-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C14H17N5O2S
N-(2-cyanoethyl)-N-methyl-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (2R)-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one —— C15H20N4O2S
(2R)-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one
—— dimethyl-[(1R)-2-[[2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetyl]amino]-1-phenylethyl]azanium —— C20H26N5O2S+
dimethyl-[(1R)-2-[[2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetyl]amino]-1-phenylethyl]azanium
—— (2S)-1-(4-ethylpiperazin-4-ium-1-yl)-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propan-1-one —— C17H26N5O2S+
(2S)-1-(4-ethylpiperazin-4-ium-1-yl)-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propan-1-one
—— N-[(4-chlorophenyl)methyl]-N-methyl-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C18H19ClN4O2S
N-[(4-chlorophenyl)methyl]-N-methyl-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— methyl (2S)-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propanoate —— C12H15N3O3S
methyl (2S)-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propanoate
—— 2-(4-Chlorophenyl)-4-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]-1,3-thiazole —— C18H15ClN4OS2
2-(4-Chlorophenyl)-4-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]-1,3-thiazole
—— 3-[(2-Chlorophenyl)methylsulfanyl]-4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazole —— C15H14ClN3OS
3-[(2-Chlorophenyl)methylsulfanyl]-4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazole
—— (2S)-1-(4-ethylpiperazin-1-yl)-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propan-1-one —— C17H25N5O2S
(2S)-1-(4-ethylpiperazin-1-yl)-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propan-1-one
—— (2S)-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one —— C15H20N4O2S
(2S)-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one
—— (2R)-N-cyclohexyl-N-ethyl-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C19H28N4O2S
(2R)-N-cyclohexyl-N-ethyl-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2S)-N-benzyl-N-methyl-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C19H22N4O2S
(2S)-N-benzyl-N-methyl-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— N-[(2S)-2-(dimethylamino)-2-phenylethyl]-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C20H25N5O2S
N-[(2S)-2-(dimethylamino)-2-phenylethyl]-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide