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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
—— 2-[(3,5-dimethyl-1H-pyrazol-4-yl)sulfanyl]-N-[(4-fluorophenyl)methyl]acetamide —— C14H16FN3OS
2-[(3,5-dimethyl-1H-pyrazol-4-yl)sulfanyl]-N-[(4-fluorophenyl)methyl]acetamide
—— (2S)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R,2S)-2-methylcyclohexyl]propanamide —— C12H21N5OS
(2S)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R,2S)-2-methylcyclohexyl]propanamide
—— (2S)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S,2S)-2-methylcyclohexyl]propanamide —— C12H21N5OS
(2S)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S,2S)-2-methylcyclohexyl]propanamide
—— 2-[(1R,2R,4R)-2-bicyclo[2.2.1]heptanyl]-N-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]phenyl]acetamide —— C18H22N4OS
2-[(1R,2R,4R)-2-bicyclo[2.2.1]heptanyl]-N-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]phenyl]acetamide
—— 2-[(1R,2S,4R)-2-bicyclo[2.2.1]heptanyl]-N-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]phenyl]acetamide —— C18H22N4OS
2-[(1R,2S,4R)-2-bicyclo[2.2.1]heptanyl]-N-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]phenyl]acetamide
—— 6-Amino-1-cyclopropyl-5-[2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]pyrimidine-2,4-dione —— C12H14N6O3S
6-Amino-1-cyclopropyl-5-[2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]pyrimidine-2,4-dione
—— (2R)-N-[(2R)-4-phenylbutan-2-yl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C19H22N4OS2
(2R)-N-[(2R)-4-phenylbutan-2-yl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (Z)-3-amino-2-[2-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetyl]but-2-enenitrile —— C17H19N5O2S2
(Z)-3-amino-2-[2-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetyl]but-2-enenitrile
—— 2-(4-fluorophenyl)-5-[(1R)-1-(4-fluorophenyl)ethyl]sulfanyl-1,3,4-oxadiazole —— C16H12F2N2OS
2-(4-fluorophenyl)-5-[(1R)-1-(4-fluorophenyl)ethyl]sulfanyl-1,3,4-oxadiazole
—— 1-(1-Cyclopropyl-2,5-dimethylpyrrol-3-yl)-2-(1-propan-2-yltetrazol-5-yl)sulfanylethanone —— C15H21N5OS
1-(1-Cyclopropyl-2,5-dimethylpyrrol-3-yl)-2-(1-propan-2-yltetrazol-5-yl)sulfanylethanone
—— (Z)-3-amino-2-[2-[[4-[[(2R)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetyl]but-2-enenitrile —— C17H19N5O2S2
(Z)-3-amino-2-[2-[[4-[[(2R)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetyl]but-2-enenitrile
—— N-benzyl-2-[(3,5-dimethyl-1H-pyrazol-4-yl)sulfanyl]acetamide —— C14H17N3OS
N-benzyl-2-[(3,5-dimethyl-1H-pyrazol-4-yl)sulfanyl]acetamide
—— 4,5,6-trimethyl-2-[2-oxo-2-[(2R)-2-thiophen-2-ylpyrrolidin-1-yl]ethyl]sulfanylpyridine-3-carbonitrile —— C19H21N3OS2
4,5,6-trimethyl-2-[2-oxo-2-[(2R)-2-thiophen-2-ylpyrrolidin-1-yl]ethyl]sulfanylpyridine-3-carbonitrile
—— [(3R,4S)-4-hydroxy-1,1-dioxothiolan-3-yl]-[2-(4-methylphenyl)sulfanylethyl]azanium —— C13H20NO3S2+
[(3R,4S)-4-hydroxy-1,1-dioxothiolan-3-yl]-[2-(4-methylphenyl)sulfanylethyl]azanium
—— N-(1-cyano-4-methylcyclohexyl)-2-[(4,5-dicyclopropyl-4H-1,2,4-triazol-3-yl)sulfanyl]-N-methylacetamide —— C19H27N5OS
N-(1-cyano-4-methylcyclohexyl)-2-[(4,5-dicyclopropyl-4H-1,2,4-triazol-3-yl)sulfanyl]-N-methylacetamide
—— 6-Amino-1-cyclopropyl-5-[2-(2,5-difluorophenyl)sulfanylacetyl]pyrimidine-2,4-dione —— C15H13F2N3O3S
6-Amino-1-cyclopropyl-5-[2-(2,5-difluorophenyl)sulfanylacetyl]pyrimidine-2,4-dione
—— 2-(1-benzyltetrazol-5-yl)sulfanyl-1-[(2S,6R)-2,6-dimethylmorpholin-4-yl]ethanone —— C16H21N5O2S
2-(1-benzyltetrazol-5-yl)sulfanyl-1-[(2S,6R)-2,6-dimethylmorpholin-4-yl]ethanone
—— 2-[(4,5-Dicyclopropyl-1,2,4-triazol-3-yl)sulfanyl]-1-thiophen-2-ylethanone —— C14H15N3OS2
2-[(4,5-Dicyclopropyl-1,2,4-triazol-3-yl)sulfanyl]-1-thiophen-2-ylethanone
—— (2S)-N-(cyclohexylmethyl)-2-[[5-[4-(diethylamino)phenyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C22H32N4O2S
(2S)-N-(cyclohexylmethyl)-2-[[5-[4-(diethylamino)phenyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— N-[[(2S)-oxolan-2-yl]methyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C13H16N4O2S2
N-[[(2S)-oxolan-2-yl]methyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 1-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanylethanone —— C18H23N5O2S2
1-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanylethanone
—— (Z)-3-amino-2-[2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetyl]but-2-enenitrile —— C14H12N4O2S
(Z)-3-amino-2-[2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetyl]but-2-enenitrile
—— 1-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanylethanone —— C18H23N5O2S2
1-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanylethanone
—— 5-(4-Methylphenyl)-4-(1-methyltetrazol-5-yl)sulfanylthieno[2,3-d]pyrimidine 920689-78-7 C15H12N6S2
5-(4-Methylphenyl)-4-(1-methyltetrazol-5-yl)sulfanylthieno[2,3-d]pyrimidine
—— 2-[[4-Benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-1-(1-ethyl-2,5-dimethylpyrrol-3-yl)ethanone —— C23H24N4O2S
2-[[4-Benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-1-(1-ethyl-2,5-dimethylpyrrol-3-yl)ethanone
—— 1-Methyl-2-[2-nitro-4-(trifluoromethylsulfonyl)phenyl]sulfanylimidazole —— C11H8F3N3O4S2
1-Methyl-2-[2-nitro-4-(trifluoromethylsulfonyl)phenyl]sulfanylimidazole
—— 2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-(1-propylpiperidin-4-yl)acetamide —— C18H27BrN2OS
2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-(1-propylpiperidin-4-yl)acetamide
—— 2-(4-bromophenyl)sulfanyl-N-(1-propylpiperidin-1-ium-4-yl)acetamide —— C16H24BrN2OS+
2-(4-bromophenyl)sulfanyl-N-(1-propylpiperidin-1-ium-4-yl)acetamide
—— 6-Amino-1-cyclopropyl-5-[2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]pyrimidine-2,4-dione —— C18H17N5O4S
6-Amino-1-cyclopropyl-5-[2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]pyrimidine-2,4-dione
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-(1-methyltetrazol-5-yl)sulfanylacetamide —— C10H17N5O3S2
N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-(1-methyltetrazol-5-yl)sulfanylacetamide
—— 2-[[2-(4-Chlorophenyl)-1,3-thiazol-4-yl]methylsulfanyl]-5-phenyl-1,3,4-oxadiazole —— C18H12ClN3OS2
2-[[2-(4-Chlorophenyl)-1,3-thiazol-4-yl]methylsulfanyl]-5-phenyl-1,3,4-oxadiazole
—— 5-Chloro-4-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]thiadiazole —— C13H12ClN5S3
5-Chloro-4-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]thiadiazole
—— 3-[5-[(1R)-1-cyano-2-(4-methylphenyl)ethyl]sulfanyl-4-(2-methylpropyl)-1,2,4-triazol-3-yl]propanamide —— C19H25N5OS
3-[5-[(1R)-1-cyano-2-(4-methylphenyl)ethyl]sulfanyl-4-(2-methylpropyl)-1,2,4-triazol-3-yl]propanamide
—— 2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)ethanone —— C20H19N3O3S2
2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)ethanone
—— 6-Amino-1-cyclopropyl-5-[2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]pyrimidine-2,4-dione —— C17H14FN5O4S
6-Amino-1-cyclopropyl-5-[2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]pyrimidine-2,4-dione
—— 6-Amino-1-cyclopropyl-5-[2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]pyrimidine-2,4-dione —— C15H18N6O3S
6-Amino-1-cyclopropyl-5-[2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]pyrimidine-2,4-dione
—— 6-Amino-1-cyclopropyl-5-[2-[(4-pentyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]pyrimidine-2,4-dione —— C16H22N6O3S
6-Amino-1-cyclopropyl-5-[2-[(4-pentyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]pyrimidine-2,4-dione
—— 2-(2-cyanophenyl)sulfanyl-N-[(2R)-1,2,3,4-tetrahydronaphthalen-2-yl]benzamide —— C24H20N2OS
2-(2-cyanophenyl)sulfanyl-N-[(2R)-1,2,3,4-tetrahydronaphthalen-2-yl]benzamide
—— 2-(2-cyanophenyl)sulfanyl-N-[(2S)-1,2,3,4-tetrahydronaphthalen-2-yl]benzamide —— C24H20N2OS
2-(2-cyanophenyl)sulfanyl-N-[(2S)-1,2,3,4-tetrahydronaphthalen-2-yl]benzamide
—— N-[2-(4-chlorophenyl)sulfanylethyl]-2-[5-(4-fluorophenyl)-2-oxo-1,3,4-oxadiazol-3-yl]acetamide —— C18H15ClFN3O3S
N-[2-(4-chlorophenyl)sulfanylethyl]-2-[5-(4-fluorophenyl)-2-oxo-1,3,4-oxadiazol-3-yl]acetamide
—— (E)-N-[2-(4-chlorophenyl)sulfanylethyl]-3-(furan-2-yl)prop-2-enamide —— C15H14ClNO2S
(E)-N-[2-(4-chlorophenyl)sulfanylethyl]-3-(furan-2-yl)prop-2-enamide
—— 4-bromo-N'-[2-(2,4-dimethylphenyl)sulfanylacetyl]-1H-pyrrole-2-carbohydrazide —— C15H16BrN3O2S
4-bromo-N'-[2-(2,4-dimethylphenyl)sulfanylacetyl]-1H-pyrrole-2-carbohydrazide
—— 4-bromo-N'-[2-(4-methylphenyl)sulfanylacetyl]-1H-pyrrole-2-carbohydrazide —— C14H14BrN3O2S
4-bromo-N'-[2-(4-methylphenyl)sulfanylacetyl]-1H-pyrrole-2-carbohydrazide
—— (6E)-6-[[5-[(4-chlorophenyl)methylsulfanyl]furan-2-yl]methylidene]-5-imino-[1,3]thiazolo[3,2-a]pyrimidin-7-one —— C18H12ClN3O2S2
(6E)-6-[[5-[(4-chlorophenyl)methylsulfanyl]furan-2-yl]methylidene]-5-imino-[1,3]thiazolo[3,2-a]pyrimidin-7-one
—— N-[2-[(5E)-5-[(4-chlorophenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]ethyl]-2-phenylsulfanylacetamide —— C20H17ClN2O3S2
N-[2-[(5E)-5-[(4-chlorophenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]ethyl]-2-phenylsulfanylacetamide
—— (6E)-6-[[5-[(4-chlorophenyl)methylsulfanyl]furan-2-yl]methylidene]-5-imino-3-methyl-[1,3]thiazolo[3,2-a]pyrimidin-7-one —— C19H14ClN3O2S2
(6E)-6-[[5-[(4-chlorophenyl)methylsulfanyl]furan-2-yl]methylidene]-5-imino-3-methyl-[1,3]thiazolo[3,2-a]pyrimidin-7-one
—— (6E)-6-[(5-benzylsulfanylfuran-2-yl)methylidene]-5-imino-3-phenyl-[1,3]thiazolo[3,2-a]pyrimidin-7-one —— C24H17N3O2S2
(6E)-6-[(5-benzylsulfanylfuran-2-yl)methylidene]-5-imino-3-phenyl-[1,3]thiazolo[3,2-a]pyrimidin-7-one
—— (6E)-3-benzylsulfanyl-6-[[5-[(4-chlorophenyl)methylsulfanyl]furan-2-yl]methylidene]-5-imino-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one —— C24H17ClN4O2S3
(6E)-3-benzylsulfanyl-6-[[5-[(4-chlorophenyl)methylsulfanyl]furan-2-yl]methylidene]-5-imino-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one
—— (6E)-6-[[5-[(4-chlorophenyl)methylsulfanyl]furan-2-yl]methylidene]-5-imino-3-phenyl-[1,3]thiazolo[3,2-a]pyrimidin-7-one —— C24H16ClN3O2S2
(6E)-6-[[5-[(4-chlorophenyl)methylsulfanyl]furan-2-yl]methylidene]-5-imino-3-phenyl-[1,3]thiazolo[3,2-a]pyrimidin-7-one
—— (6E)-6-[[5-[(4-chlorophenyl)methylsulfanyl]furan-2-yl]methylidene]-5-imino-2-methyl-[1,3]thiazolo[3,2-a]pyrimidin-7-one —— C19H14ClN3O2S2
(6E)-6-[[5-[(4-chlorophenyl)methylsulfanyl]furan-2-yl]methylidene]-5-imino-2-methyl-[1,3]thiazolo[3,2-a]pyrimidin-7-one