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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-[(2R)-2-(dimethylamino)-2-phenylethyl]-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H23N5OS
N-[(2R)-2-(dimethylamino)-2-phenylethyl]-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 1-[(2S,6R)-2,6-dimethylmorpholin-4-yl]-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C12H20N4O2S
1-[(2S,6R)-2,6-dimethylmorpholin-4-yl]-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— 2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-1-[4-[(1S)-1-phenylethyl]piperazin-4-ium-1-yl]ethanone —— C18H26N5OS+
2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-1-[4-[(1S)-1-phenylethyl]piperazin-4-ium-1-yl]ethanone
—— (1S)-N,N-dimethyl-1-[5-[[2-[(Z)-2-phenylethenyl]-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-yl]sulfanyl]-1,3,4-oxadiazol-2-yl]propan-1-amine —— C25H27N5OS2
(1S)-N,N-dimethyl-1-[5-[[2-[(Z)-2-phenylethenyl]-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-yl]sulfanyl]-1,3,4-oxadiazol-2-yl]propan-1-amine
—— 2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethylacetamide —— C12H20N4O3S2
2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethylacetamide
—— 2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methylacetamide —— C11H18N4O3S2
2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methylacetamide
—— 2-[(Z)-(2-fluorophenyl)methylideneamino]oxy-N-[2-(4-methylphenyl)sulfanylethyl]acetamide —— C18H19FN2O2S
2-[(Z)-(2-fluorophenyl)methylideneamino]oxy-N-[2-(4-methylphenyl)sulfanylethyl]acetamide
—— 2-[(Z)-(3-fluorophenyl)methylideneamino]oxy-N-(2-phenylsulfanylethyl)acetamide —— C17H17FN2O2S
2-[(Z)-(3-fluorophenyl)methylideneamino]oxy-N-(2-phenylsulfanylethyl)acetamide
—— 2-(4,5-dichloro-6-oxopyridazin-1-yl)-N-[2-(4-methylphenyl)sulfanylethyl]acetamide —— C15H15Cl2N3O2S
2-(4,5-dichloro-6-oxopyridazin-1-yl)-N-[2-(4-methylphenyl)sulfanylethyl]acetamide
—— 2-[(5Z)-3-[4-(difluoromethylsulfanyl)phenyl]-4-oxo-5-(pyridin-2-ylmethylidene)-1,3-thiazolidin-2-ylidene]propanedinitrile —— C19H10F2N4OS2
2-[(5Z)-3-[4-(difluoromethylsulfanyl)phenyl]-4-oxo-5-(pyridin-2-ylmethylidene)-1,3-thiazolidin-2-ylidene]propanedinitrile
—— 1-[3-(3,4-difluorophenyl)sulfanylpropanoylamino]-3-[(2S)-1-methoxypropan-2-yl]thiourea —— C14H19F2N3O2S2
1-[3-(3,4-difluorophenyl)sulfanylpropanoylamino]-3-[(2S)-1-methoxypropan-2-yl]thiourea
—— 2-(2,5-difluorophenyl)sulfanyl-N-[2-[(2-fluorophenyl)methylsulfanyl]ethyl]acetamide —— C17H16F3NOS2
2-(2,5-difluorophenyl)sulfanyl-N-[2-[(2-fluorophenyl)methylsulfanyl]ethyl]acetamide
—— 5-[2-[(Z)-2-(4-bromophenyl)-1-cyanoethenyl]-1,3-thiazol-4-yl]-6-methyl-2-methylsulfanylpyridine-3-carbonitrile —— C20H13BrN4S2
5-[2-[(Z)-2-(4-bromophenyl)-1-cyanoethenyl]-1,3-thiazol-4-yl]-6-methyl-2-methylsulfanylpyridine-3-carbonitrile
—— 1-[[2-(2,5-Difluorophenyl)sulfanylacetyl]amino]-3-(3-methoxypropyl)-1-methylthiourea —— C14H19F2N3O2S2
1-[[2-(2,5-Difluorophenyl)sulfanylacetyl]amino]-3-(3-methoxypropyl)-1-methylthiourea
—— (3R)-1-cyclopentyl-5-oxo-N-(2-phenylsulfanylphenyl)pyrrolidine-3-carboxamide —— C22H24N2O2S
(3R)-1-cyclopentyl-5-oxo-N-(2-phenylsulfanylphenyl)pyrrolidine-3-carboxamide
—— N-(3-methoxypropyl)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C14H17N3O3S
N-(3-methoxypropyl)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— 1-(1-ethyl-2,5-dimethyl-1H-pyrrol-3-yl)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone —— C18H19N3O2S
1-(1-ethyl-2,5-dimethyl-1H-pyrrol-3-yl)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone
—— N-[(1S)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)ethyl]-2-phenylsulfanylpyridine-3-carboxamide —— C22H20N2O3S
N-[(1S)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)ethyl]-2-phenylsulfanylpyridine-3-carboxamide
—— ethyl (2R)-2-[4-bromo-2-methylsulfanyl-6-(trifluoromethyl)pyrimidin-5-yl]propanoate —— C11H12BrF3N2O2S
ethyl (2R)-2-[4-bromo-2-methylsulfanyl-6-(trifluoromethyl)pyrimidin-5-yl]propanoate
—— 1-[1-(2-Methoxyethyl)-2,5-dimethylpyrrol-3-yl]-2-[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanylethanone —— C17H21N5O2S2
1-[1-(2-Methoxyethyl)-2,5-dimethylpyrrol-3-yl]-2-[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanylethanone
—— 2-[(1R)-1-(1-cyclopentyltetrazol-5-yl)sulfanylethyl]-5-(4-fluorophenyl)-1,3,4-oxadiazole —— C16H17FN6OS
2-[(1R)-1-(1-cyclopentyltetrazol-5-yl)sulfanylethyl]-5-(4-fluorophenyl)-1,3,4-oxadiazole
—— 2-[(1-Cyclopentyltetrazol-5-yl)sulfanylmethyl]-5-phenyl-1,3,4-oxadiazole —— C15H16N6OS
2-[(1-Cyclopentyltetrazol-5-yl)sulfanylmethyl]-5-phenyl-1,3,4-oxadiazole
—— 1-(1-Ethyl-2,5-dimethylpyrrol-3-yl)-2-[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanylethanone —— C16H19N5OS2
1-(1-Ethyl-2,5-dimethylpyrrol-3-yl)-2-[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanylethanone
—— 3-[(1-Cyclopropyltetrazol-5-yl)sulfanylmethyl]-5-thiophen-2-yl-1,2-oxazole —— C12H11N5OS2
3-[(1-Cyclopropyltetrazol-5-yl)sulfanylmethyl]-5-thiophen-2-yl-1,2-oxazole
—— 3-[(1-Cyclopentyltetrazol-5-yl)sulfanylmethyl]-5-(4-fluorophenyl)-4-methyl-1,2-oxazole —— C17H18FN5OS
3-[(1-Cyclopentyltetrazol-5-yl)sulfanylmethyl]-5-(4-fluorophenyl)-4-methyl-1,2-oxazole
—— 5-[(4-Prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]pentanenitrile —— C10H14N4S
5-[(4-Prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]pentanenitrile
—— 3-[(1S)-1-(2-chlorophenyl)ethyl]sulfanyl-5-thiophen-2-yl-1H-1,2,4-triazole —— C14H12ClN3S2
3-[(1S)-1-(2-chlorophenyl)ethyl]sulfanyl-5-thiophen-2-yl-1H-1,2,4-triazole
—— 2-methyl-5-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-1,3,4-oxadiazole —— C10H9N5OS2
2-methyl-5-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-1,3,4-oxadiazole
—— (2R)-N-cyclopropyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C12H14N4OS2
(2R)-N-cyclopropyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— methyl (2S)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanoate —— C10H11N3O2S2
methyl (2S)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanoate
—— (2R)-1-(4-ethylpiperazin-4-ium-1-yl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propan-1-one —— C15H22N5OS2+
(2R)-1-(4-ethylpiperazin-4-ium-1-yl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propan-1-one
—— 1-[2-(Cyclohexen-1-yl)ethyl]-3-(2-methoxyethyl)thiourea —— C12H22N2OS
1-[2-(Cyclohexen-1-yl)ethyl]-3-(2-methoxyethyl)thiourea
—— (2R)-N-(1-cyanocyclohexyl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C16H19N5OS2
(2R)-N-(1-cyanocyclohexyl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2S)-1-(4-ethylpiperazin-4-ium-1-yl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propan-1-one —— C15H22N5OS2+
(2S)-1-(4-ethylpiperazin-4-ium-1-yl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propan-1-one
—— N-[(3-fluorophenyl)methyl]-N-methyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H15FN4OS2
N-[(3-fluorophenyl)methyl]-N-methyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— (2R)-1-[1-(furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propan-1-one —— C20H20N4O2S2
(2R)-1-[1-(furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propan-1-one
—— 6-Amino-1-cyclopropyl-5-[2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]pyrimidine-2,4-dione —— C18H17N5O4S
6-Amino-1-cyclopropyl-5-[2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]pyrimidine-2,4-dione
—— 1-[4-(2,4-dimethylphenyl)sulfanylphenyl]-3-[[(2R)-oxolan-2-yl]methyl]thiourea —— C20H24N2OS2
1-[4-(2,4-dimethylphenyl)sulfanylphenyl]-3-[[(2R)-oxolan-2-yl]methyl]thiourea
—— 2-[2-[2,5-dimethyl-1-(1H-1,2,4-triazol-5-yl)pyrrol-3-yl]-2-oxoethyl]sulfanyl-4,6-dimethylpyridine-3-carbonitrile —— C18H18N6OS
2-[2-[2,5-dimethyl-1-(1H-1,2,4-triazol-5-yl)pyrrol-3-yl]-2-oxoethyl]sulfanyl-4,6-dimethylpyridine-3-carbonitrile
—— 3-[[(4S)-1,3-dioxan-4-yl]methylsulfanyl]-5-thiophen-2-yl-1H-1,2,4-triazole —— C11H13N3O2S2
3-[[(4S)-1,3-dioxan-4-yl]methylsulfanyl]-5-thiophen-2-yl-1H-1,2,4-triazole
—— 3-[[(4R)-1,3-dioxan-4-yl]methylsulfanyl]-5-thiophen-2-yl-1H-1,2,4-triazole —— C11H13N3O2S2
3-[[(4R)-1,3-dioxan-4-yl]methylsulfanyl]-5-thiophen-2-yl-1H-1,2,4-triazole
—— methyl 4-[2,5-dimethyl-3-[2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetyl]pyrrol-1-yl]butanoate —— C19H22N4O3S2
methyl 4-[2,5-dimethyl-3-[2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetyl]pyrrol-1-yl]butanoate
—— N-[(3-chlorophenyl)methyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C15H13ClN4OS2
N-[(3-chlorophenyl)methyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 6-Amino-1-cyclopropyl-5-[2-[[5-(4-ethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]pyrimidine-2,4-dione —— C19H19N5O4S
6-Amino-1-cyclopropyl-5-[2-[[5-(4-ethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]pyrimidine-2,4-dione
—— (2R)-N-[(1S,2R)-2-methylcyclohexyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C16H22N4OS2
(2R)-N-[(1S,2R)-2-methylcyclohexyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— 3-(3-phenylpropylsulfanyl)-5-thiophen-2-yl-1H-1,2,4-triazole —— C15H15N3S2
3-(3-phenylpropylsulfanyl)-5-thiophen-2-yl-1H-1,2,4-triazole
—— 1-(5-chlorothiophen-2-yl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C12H8ClN3OS3
1-(5-chlorothiophen-2-yl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— (2S)-N-(1-adamantyl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C19H24N4OS2
(2S)-N-(1-adamantyl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— N-[(1R)-1-(2,4-difluorophenyl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H14F2N4OS2
N-[(1R)-1-(2,4-difluorophenyl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— (2S)-1-[1-(furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propan-1-one —— C20H20N4O2S2
(2S)-1-[1-(furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propan-1-one