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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-(1H-benzimidazol-2-ylsulfanyl)phenyl]-2-(2-methylphenoxy)acetamide —— C22H19N3O2S
N-[4-(1H-benzimidazol-2-ylsulfanyl)phenyl]-2-(2-methylphenoxy)acetamide
—— (2S)-2-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one —— C17H22N4OS2
(2S)-2-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one
—— 2-[[5-(furan-2-yl)-4-propan-2-yl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-phenylethyl]acetamide —— C19H22N4O2S
2-[[5-(furan-2-yl)-4-propan-2-yl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-phenylethyl]acetamide
—— N-benzyl-2-[[5-(furan-2-yl)-4-propan-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C18H20N4O2S
N-benzyl-2-[[5-(furan-2-yl)-4-propan-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (2S)-2-[[5-(2-chloroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C11H11ClN4OS2
(2S)-2-[[5-(2-chloroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 2-[(1R)-1-(1-cyclopentyltetrazol-5-yl)sulfanylethyl]-5-(3-methylphenyl)-1,3,4-oxadiazole —— C17H20N6OS
2-[(1R)-1-(1-cyclopentyltetrazol-5-yl)sulfanylethyl]-5-(3-methylphenyl)-1,3,4-oxadiazole
—— N-[4-(1H-benzimidazol-2-ylsulfanyl)phenyl]-2-phenoxyacetamide —— C21H17N3O2S
N-[4-(1H-benzimidazol-2-ylsulfanyl)phenyl]-2-phenoxyacetamide
—— 2-[[5-(furan-2-yl)-4-(2-methylpropyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-phenylethyl]acetamide —— C20H24N4O2S
2-[[5-(furan-2-yl)-4-(2-methylpropyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-phenylethyl]acetamide
—— 2-[(1S)-1-(1-cyclopentyltetrazol-5-yl)sulfanylethyl]-5-(3-methylphenyl)-1,3,4-oxadiazole —— C17H20N6OS
2-[(1S)-1-(1-cyclopentyltetrazol-5-yl)sulfanylethyl]-5-(3-methylphenyl)-1,3,4-oxadiazole
—— (Z)-2-methylsulfonyl-3-[4-(trifluoromethylsulfanyl)phenyl]prop-2-enenitrile —— C11H8F3NO2S2
(Z)-2-methylsulfonyl-3-[4-(trifluoromethylsulfanyl)phenyl]prop-2-enenitrile
—— 1-[(3R)-3-(furan-2-yl)-5-[(Z)-2-(furan-2-yl)ethenyl]-3,4-dihydropyrazol-2-yl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)ethanone —— C17H15N5O3S
1-[(3R)-3-(furan-2-yl)-5-[(Z)-2-(furan-2-yl)ethenyl]-3,4-dihydropyrazol-2-yl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)ethanone
—— 1-[(3S)-3-(furan-2-yl)-5-[(Z)-2-(furan-2-yl)ethenyl]-3,4-dihydropyrazol-2-yl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)ethanone —— C17H15N5O3S
1-[(3S)-3-(furan-2-yl)-5-[(Z)-2-(furan-2-yl)ethenyl]-3,4-dihydropyrazol-2-yl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)ethanone
—— (Z)-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-yl)-3-[4-(trifluoromethylsulfanyl)phenyl]prop-2-enenitrile —— C17H15F3N4S
(Z)-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-yl)-3-[4-(trifluoromethylsulfanyl)phenyl]prop-2-enenitrile
—— 1-[4-[(3R)-1,1-dioxothiolan-3-yl]piperazin-4-ium-1-yl]-2-(4-fluorophenyl)sulfanylethanone —— C16H22FN2O3S2+
1-[4-[(3R)-1,1-dioxothiolan-3-yl]piperazin-4-ium-1-yl]-2-(4-fluorophenyl)sulfanylethanone
—— 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-1-[4-[(3S)-1,1-dioxothiolan-3-yl]piperazin-4-ium-1-yl]propan-1-one —— C18H29N4O3S2+
3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-1-[4-[(3S)-1,1-dioxothiolan-3-yl]piperazin-4-ium-1-yl]propan-1-one
—— 1-[4-[(3R)-1,1-dioxothiolan-3-yl]piperazin-1-yl]-2-phenylsulfanylethanone —— C16H22N2O3S2
1-[4-[(3R)-1,1-dioxothiolan-3-yl]piperazin-1-yl]-2-phenylsulfanylethanone
—— 3-(4-chlorophenyl)sulfanyl-1-[4-[(3R)-1,1-dioxothiolan-3-yl]piperazin-4-ium-1-yl]propan-1-one —— C17H24ClN2O3S2+
3-(4-chlorophenyl)sulfanyl-1-[4-[(3R)-1,1-dioxothiolan-3-yl]piperazin-4-ium-1-yl]propan-1-one
—— 1-[4-[(3S)-1,1-dioxothiolan-3-yl]piperazin-4-ium-1-yl]-2-(2-methylphenyl)sulfanylethanone —— C17H25N2O3S2+
1-[4-[(3S)-1,1-dioxothiolan-3-yl]piperazin-4-ium-1-yl]-2-(2-methylphenyl)sulfanylethanone
—— 3-(4-chlorophenyl)sulfanyl-1-[4-[(3S)-1,1-dioxothiolan-3-yl]piperazin-1-yl]propan-1-one —— C17H23ClN2O3S2
3-(4-chlorophenyl)sulfanyl-1-[4-[(3S)-1,1-dioxothiolan-3-yl]piperazin-1-yl]propan-1-one
—— 1-[4-[(3R)-1,1-dioxothiolan-3-yl]piperazin-1-yl]-2-(4-fluorophenyl)sulfanylethanone —— C16H21FN2O3S2
1-[4-[(3R)-1,1-dioxothiolan-3-yl]piperazin-1-yl]-2-(4-fluorophenyl)sulfanylethanone
—— 1-[4-[(3R)-1,1-dioxothiolan-3-yl]piperazin-4-ium-1-yl]-2-(2-methylphenyl)sulfanylethanone —— C17H25N2O3S2+
1-[4-[(3R)-1,1-dioxothiolan-3-yl]piperazin-4-ium-1-yl]-2-(2-methylphenyl)sulfanylethanone
—— Bis[[3-(4-chlorophenyl)sulfanylphenyl]methyl] sulfite —— C26H20Cl2O3S3
Bis[[3-(4-chlorophenyl)sulfanylphenyl]methyl] sulfite
—— 3-benzyl-5-[(Z)-but-2-enyl]sulfanyl-4-methyl-1,2,4-triazole —— C14H17N3S
3-benzyl-5-[(Z)-but-2-enyl]sulfanyl-4-methyl-1,2,4-triazole
—— 3-[(Z)-but-2-enyl]sulfanyl-4-(2-phenylethyl)-1H-1,2,4-triazol-5-one —— C14H17N3OS
3-[(Z)-but-2-enyl]sulfanyl-4-(2-phenylethyl)-1H-1,2,4-triazol-5-one
—— 1-[(1R)-1-[5-chloro-2-(3,4-dichlorophenyl)sulfanylphenyl]ethyl]-4-(2-methoxyethyl)piperazine-1,4-diium —— C21H27Cl3N2OS+2
1-[(1R)-1-[5-chloro-2-(3,4-dichlorophenyl)sulfanylphenyl]ethyl]-4-(2-methoxyethyl)piperazine-1,4-diium
—— (1S,9R)-17-(4-bromophenyl)-8,16-dithia-6,14,17-triazatetracyclo[7.7.1.02,7.010,15]heptadeca-2(7),3,5,10(15),11,13-hexaene —— C18H12BrN3S2
(1S,9R)-17-(4-bromophenyl)-8,16-dithia-6,14,17-triazatetracyclo[7.7.1.02,7.010,15]heptadeca-2(7),3,5,10(15),11,13-hexaene
—— (7S)-7-methyl-4-(1H-1,2,4-triazol-5-ylsulfanyl)-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidine —— C13H13N5S2
(7S)-7-methyl-4-(1H-1,2,4-triazol-5-ylsulfanyl)-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidine
—— Methyl 6-phenylsulfanylpyrimidine-4-carboxylate —— C12H10N2O2S
Methyl 6-phenylsulfanylpyrimidine-4-carboxylate
—— 3-(4-Methylphenyl)sulfanyl-1-(4-thiophen-2-ylsulfonylpiperazin-1-yl)propan-1-one —— C18H22N2O3S3
3-(4-Methylphenyl)sulfanyl-1-(4-thiophen-2-ylsulfonylpiperazin-1-yl)propan-1-one
—— 2-(3,4-Dimethylphenyl)sulfanyl-1-(4-thiophen-2-ylsulfonylpiperazin-1-yl)ethanone —— C18H22N2O3S3
2-(3,4-Dimethylphenyl)sulfanyl-1-(4-thiophen-2-ylsulfonylpiperazin-1-yl)ethanone
—— 2-(2,5-Dimethylphenyl)sulfanyl-1-(4-thiophen-2-ylsulfonylpiperazin-1-yl)ethanone —— C18H22N2O3S3
2-(2,5-Dimethylphenyl)sulfanyl-1-(4-thiophen-2-ylsulfonylpiperazin-1-yl)ethanone
—— 2-(2-Fluorophenyl)sulfanyl-1-(4-thiophen-2-ylsulfonylpiperazin-1-yl)ethanone —— C16H17FN2O3S3
2-(2-Fluorophenyl)sulfanyl-1-(4-thiophen-2-ylsulfonylpiperazin-1-yl)ethanone
—— [2-[2-(2-Fluorophenyl)ethylamino]-2-oxoethyl] 3-(4-methylphenyl)sulfanylpropanoate —— C20H22FNO3S
[2-[2-(2-Fluorophenyl)ethylamino]-2-oxoethyl] 3-(4-methylphenyl)sulfanylpropanoate
—— [2-[(2-Methylphenyl)methylamino]-2-oxoethyl] 3-(4-methylphenyl)sulfanylpropanoate —— C20H23NO3S
[2-[(2-Methylphenyl)methylamino]-2-oxoethyl] 3-(4-methylphenyl)sulfanylpropanoate
—— 5-(2-methoxyethyl)-1-methyl-4-methylsulfanylpyrrol-3-amine —— C9H16N2OS
5-(2-methoxyethyl)-1-methyl-4-methylsulfanylpyrrol-3-amine
—— [2-[2-(3-Chlorophenyl)ethylamino]-2-oxoethyl] 3-(4-methylphenyl)sulfanylpropanoate —— C20H22ClNO3S
[2-[2-(3-Chlorophenyl)ethylamino]-2-oxoethyl] 3-(4-methylphenyl)sulfanylpropanoate
—— [2-oxo-2-[[(S)-phenyl(thiophen-2-yl)methyl]amino]ethyl] 3-phenylsulfanylpropanoate —— C22H21NO3S2
[2-oxo-2-[[(S)-phenyl(thiophen-2-yl)methyl]amino]ethyl] 3-phenylsulfanylpropanoate
—— [2-[1-Adamantyl(2-cyanoethyl)amino]-2-oxoethyl] 3-phenylsulfanylpropanoate —— C24H30N2O3S
[2-[1-Adamantyl(2-cyanoethyl)amino]-2-oxoethyl] 3-phenylsulfanylpropanoate
—— [2-oxo-2-[[(R)-phenyl(thiophen-2-yl)methyl]amino]ethyl] 3-phenylsulfanylpropanoate —— C22H21NO3S2
[2-oxo-2-[[(R)-phenyl(thiophen-2-yl)methyl]amino]ethyl] 3-phenylsulfanylpropanoate
—— 2-(2-methoxyethyl)-5-methylsulfanyl-1H-pyrrol-3-amine —— C8H14N2OS
2-(2-methoxyethyl)-5-methylsulfanyl-1H-pyrrol-3-amine
—— 5-(2-methoxyethyl)-4-methylsulfanylthiophene-3-carbaldehyde —— C9H12O2S2
5-(2-methoxyethyl)-4-methylsulfanylthiophene-3-carbaldehyde
—— 5-methyl-4-methylsulfanyl-1H-pyrrol-3-amine —— C6H10N2S
5-methyl-4-methylsulfanyl-1H-pyrrol-3-amine
—— 3-[2-(difluoromethylsulfanyl)-4,6-dimethylpyrimidin-5-yl]-N-[2-(2-fluorophenyl)ethyl]propanamide —— C18H20F3N3OS
3-[2-(difluoromethylsulfanyl)-4,6-dimethylpyrimidin-5-yl]-N-[2-(2-fluorophenyl)ethyl]propanamide
—— 2-methoxy-1-(1-methyl-3-methylsulfanylpyrrol-2-yl)ethanone —— C9H13NO2S
2-methoxy-1-(1-methyl-3-methylsulfanylpyrrol-2-yl)ethanone
—— 5-(2-methoxyethyl)-4-methylsulfanyl-1H-pyrrol-3-amine —— C8H14N2OS
5-(2-methoxyethyl)-4-methylsulfanyl-1H-pyrrol-3-amine
—— 5-ethyl-4-methylsulfanyl-1H-pyrrol-3-amine —— C7H12N2S
5-ethyl-4-methylsulfanyl-1H-pyrrol-3-amine
—— 3-[2-(2-amino-2-oxoethyl)sulfanyl-4,6-dimethylpyrimidin-5-yl]-N-[(2-methylphenyl)methyl]propanamide —— C19H24N4O2S
3-[2-(2-amino-2-oxoethyl)sulfanyl-4,6-dimethylpyrimidin-5-yl]-N-[(2-methylphenyl)methyl]propanamide
—— (2S)-N-[(1R)-1-phenylbutyl]-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C18H24N4OS2
(2S)-N-[(1R)-1-phenylbutyl]-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— ethyl (2E)-2-[4-oxo-3-[2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]ethyl]-1,3-thiazolidin-2-ylidene]acetate —— C19H22N4O4S2
ethyl (2E)-2-[4-oxo-3-[2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]ethyl]-1,3-thiazolidin-2-ylidene]acetate
—— (2R)-N-propan-2-yl-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C11H18N4OS2
(2R)-N-propan-2-yl-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide