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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-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C16H18FN3O4S2
N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (2R)-N-[2-(4-fluorophenyl)ethyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C19H17F2N3O2S
(2R)-N-[2-(4-fluorophenyl)ethyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— ethyl (2Z)-2-[3-[2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]-4-oxo-1,3-thiazolidin-2-ylidene]acetate —— C15H15N3O5S2
ethyl (2Z)-2-[3-[2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]-4-oxo-1,3-thiazolidin-2-ylidene]acetate
—— 7-[[4-Amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-2-ethyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C11H10F3N7OS2
7-[[4-Amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-2-ethyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— 7-[(5-Benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]-2-ethyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C18H18N6OS2
7-[(5-Benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]-2-ethyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— 2-(4-Fluorophenyl)-5-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1,3,4-oxadiazole —— C15H9FN4O3S
2-(4-Fluorophenyl)-5-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1,3,4-oxadiazole
—— 1-(5-Chlorothiophen-2-yl)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C14H8ClFN2O2S2
1-(5-Chlorothiophen-2-yl)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— N-[(1S)-1-(4-ethylphenyl)ethyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C20H20FN3O2S
N-[(1S)-1-(4-ethylphenyl)ethyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-Ethyl-7-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C16H16N6O2S2
2-Ethyl-7-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— 2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-thiophen-2-ylethyl)acetamide —— C19H21N3O2S3
2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-thiophen-2-ylethyl)acetamide
—— 2-Ethyl-7-({[5-(3-methylphenyl)-1,3,4-oxadiazol-2-YL]sulfanyl}methyl)-5H-[1,3,4]thiadiazolo[3,2-A]pyrimidin-5-one —— C17H15N5O2S2
2-Ethyl-7-({[5-(3-methylphenyl)-1,3,4-oxadiazol-2-YL]sulfanyl}methyl)-5H-[1,3,4]thiadiazolo[3,2-A]pyrimidin-5-one
—— ethyl (2Z)-2-[3-[2-[(4-amino-5-methyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-4-oxo-1,3-thiazolidin-2-ylidene]acetate —— C12H17N5O3S2
ethyl (2Z)-2-[3-[2-[(4-amino-5-methyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-4-oxo-1,3-thiazolidin-2-ylidene]acetate
—— 2-Ethyl-7-[(4H-1,2,4-triazol-3-ylsulfanyl)methyl]-5H-[1,3,4]thiadiazolo[3,2-A]pyrimidin-5-one —— C10H10N6OS2
2-Ethyl-7-[(4H-1,2,4-triazol-3-ylsulfanyl)methyl]-5H-[1,3,4]thiadiazolo[3,2-A]pyrimidin-5-one
—— [(1S)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl] 2-(3,4-dimethylphenyl)sulfanylacetate —— C20H20N2O3S
[(1S)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl] 2-(3,4-dimethylphenyl)sulfanylacetate
—— 2-(3-methylphenyl)-5-[(1S)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole —— C19H16N4O2S
2-(3-methylphenyl)-5-[(1S)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole
—— [2-oxo-2-(2-phenylsulfanylethylamino)ethyl] 4-[(1S)-1-hydroxyethyl]-3,5-dimethyl-1H-pyrrole-2-carboxylate —— C19H24N2O4S
[2-oxo-2-(2-phenylsulfanylethylamino)ethyl] 4-[(1S)-1-hydroxyethyl]-3,5-dimethyl-1H-pyrrole-2-carboxylate
—— 2-[(5-methyl-1,2-oxazol-3-yl)methylsulfanyl]-5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazole —— C16H17N3O2S2
2-[(5-methyl-1,2-oxazol-3-yl)methylsulfanyl]-5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazole
—— [2-[2-(4-Chlorophenyl)sulfanylethylamino]-2-oxoethyl] 2-phenylsulfanylacetate —— C18H18ClNO3S2
[2-[2-(4-Chlorophenyl)sulfanylethylamino]-2-oxoethyl] 2-phenylsulfanylacetate
—— N-[2-(4-chlorophenyl)sulfanylethyl]-2-(4-fluorophenyl)sulfanylacetamide —— C16H15ClFNOS2
N-[2-(4-chlorophenyl)sulfanylethyl]-2-(4-fluorophenyl)sulfanylacetamide
—— 2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-phenylsulfanylethyl)acetamide —— C20H21N3O2S2
2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-phenylsulfanylethyl)acetamide
—— N-[2-(4-chlorophenyl)sulfanylethyl]-2-(2,4-dimethylphenyl)sulfanylacetamide —— C18H20ClNOS2
N-[2-(4-chlorophenyl)sulfanylethyl]-2-(2,4-dimethylphenyl)sulfanylacetamide
—— 2-[(4-amino-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-(cyclohexen-1-yl)-N-(furan-2-ylmethyl)acetamide —— C16H21N5O2S
2-[(4-amino-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-(cyclohexen-1-yl)-N-(furan-2-ylmethyl)acetamide
—— ethyl 2-[2-[(1S)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C17H17N3O3S2
ethyl 2-[2-[(1S)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— N-[2-(4-chlorophenyl)sulfanylethyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C16H14ClN3O2S3
N-[2-(4-chlorophenyl)sulfanylethyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— 1-morpholin-4-yl-2-[5-[2-(1H-1,2,4-triazol-5-ylsulfanyl)acetyl]thiophen-2-yl]ethanone —— C14H16N4O3S2
1-morpholin-4-yl-2-[5-[2-(1H-1,2,4-triazol-5-ylsulfanyl)acetyl]thiophen-2-yl]ethanone
—— 2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-phenylsulfanylethyl)acetamide —— C18H16FN3O2S2
2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-phenylsulfanylethyl)acetamide
—— N-(2-phenylsulfanylethyl)-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C17H16N4O2S2
N-(2-phenylsulfanylethyl)-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— 3-phenyl-5-[(1R)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-thiadiazole-2-thione —— C18H14N4OS3
3-phenyl-5-[(1R)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-thiadiazole-2-thione
—— 2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[2-(4-methylphenyl)sulfanylethyl]acetamide —— C19H18FN3O2S2
2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[2-(4-methylphenyl)sulfanylethyl]acetamide
—— (2S)-2-ethanimidoyl-4-[[5-[(5S)-5-ethyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-3-oxobutanenitrile —— C19H23N5OS2
(2S)-2-ethanimidoyl-4-[[5-[(5S)-5-ethyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-3-oxobutanenitrile
—— 2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-[(2,4-dimethylphenyl)methyl]-N-methylacetamide —— C16H21N5O2S
2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-[(2,4-dimethylphenyl)methyl]-N-methylacetamide
—— 2-[[4-Benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-1-(2,5-dimethylthiophen-3-yl)ethanone —— C21H19N3O2S2
2-[[4-Benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-1-(2,5-dimethylthiophen-3-yl)ethanone
—— N-[1-(5-ethylimino-4-nitrothiophen-2-ylidene)ethyl]hydroxylamine —— C8H11N3O3S
N-[1-(5-ethylimino-4-nitrothiophen-2-ylidene)ethyl]hydroxylamine
—— (3-Cyano-4-imino-2-oxopentyl) 2-(2-chlorophenyl)sulfanylpyridine-3-carboxylate —— C18H14ClN3O3S
(3-Cyano-4-imino-2-oxopentyl) 2-(2-chlorophenyl)sulfanylpyridine-3-carboxylate
—— (2R)-2-ethanimidoyl-4-[[4-ethyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-3-oxobutanenitrile —— C15H17N5O2S
(2R)-2-ethanimidoyl-4-[[4-ethyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-3-oxobutanenitrile
—— (4R)-1-(4-chlorophenyl)-4-(4-methylsulfanylphenyl)-4,7-dihydro-3H-furo[3,4-b]pyridine-2,5-dione —— C20H16ClNO3S
(4R)-1-(4-chlorophenyl)-4-(4-methylsulfanylphenyl)-4,7-dihydro-3H-furo[3,4-b]pyridine-2,5-dione
—— 2-Ethyl-7-[(1-oxidopyridin-1-ium-2-yl)sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C13H12N4O2S2
2-Ethyl-7-[(1-oxidopyridin-1-ium-2-yl)sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— (3S)-3-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]oxolan-2-one —— C13H12N2O2S3
(3S)-3-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]oxolan-2-one
—— N-benzyl-N-ethyl-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C20H21N3OS3
N-benzyl-N-ethyl-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 1-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C17H21N3O2S3
1-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— (2R)-1-(4-ethylpiperazin-1-yl)-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one —— C18H24N4OS3
(2R)-1-(4-ethylpiperazin-1-yl)-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one
—— (2S)-1-(4-ethylpiperazin-1-yl)-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one —— C18H24N4OS3
(2S)-1-(4-ethylpiperazin-1-yl)-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one
—— Methyl 2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C12H12N2O2S3
Methyl 2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— N-cyclopropyl-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C14H15N3OS3
N-cyclopropyl-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-(4-methylcyclohexyl)-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C18H23N3OS3
N-(4-methylcyclohexyl)-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[[4-(2-Methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetonitrile —— C11H9N3S3
2-[[4-(2-Methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetonitrile
—— N-[(2S)-3-methylbutan-2-yl]-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C16H21N3OS3
N-[(2S)-3-methylbutan-2-yl]-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-cyclopentyl-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C16H19N3OS3
N-cyclopentyl-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 5-[(2-Fluorophenyl)methylsulfanyl]-3-(2-methylphenyl)-1,3,4-thiadiazole-2-thione —— C16H13FN2S3
5-[(2-Fluorophenyl)methylsulfanyl]-3-(2-methylphenyl)-1,3,4-thiadiazole-2-thione
—— 1-(1-Ethyl-2,5-dimethylpyrrol-3-yl)-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C19H21N3OS3
1-(1-Ethyl-2,5-dimethylpyrrol-3-yl)-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone