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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
—— 10-[(4-Methylpiperidin-1-yl)methyl]-12-pyrimidin-2-ylsulfanyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraene —— C20H23N5S2
10-[(4-Methylpiperidin-1-yl)methyl]-12-pyrimidin-2-ylsulfanyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraene
—— 10-(Phenylsulfanylmethyl)-12-pyrimidin-2-ylsulfanyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraene —— C20H16N4S3
10-(Phenylsulfanylmethyl)-12-pyrimidin-2-ylsulfanyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraene
—— 2,5,6-Trimethyl-4-pyrimidin-2-ylsulfanylthieno[2,3-d]pyrimidine —— C13H12N4S2
2,5,6-Trimethyl-4-pyrimidin-2-ylsulfanylthieno[2,3-d]pyrimidine
—— 2-(4-Methylpyrimidin-2-yl)sulfanyl-5-nitrobenzonitrile —— C12H8N4O2S
2-(4-Methylpyrimidin-2-yl)sulfanyl-5-nitrobenzonitrile
—— N,N-diethyl-4-(4-methylpyrimidin-2-yl)sulfanyl-3-nitrobenzenesulfonamide —— C15H18N4O4S2
N,N-diethyl-4-(4-methylpyrimidin-2-yl)sulfanyl-3-nitrobenzenesulfonamide
—— 2-(2-Nitro-4-piperidin-1-ylsulfonylphenyl)sulfanylpyrimidine —— C15H16N4O4S2
2-(2-Nitro-4-piperidin-1-ylsulfonylphenyl)sulfanylpyrimidine
—— 1-[4-(4-Methylpyrimidin-2-yl)sulfanyl-3-nitrophenyl]sulfonylazepane —— C17H20N4O4S2
1-[4-(4-Methylpyrimidin-2-yl)sulfanyl-3-nitrophenyl]sulfonylazepane
—— 4-[[5,6-Dimethyl-4-(4-methylpyrimidin-2-yl)sulfanylthieno[2,3-d]pyrimidin-2-yl]methyl]morpholine —— C18H21N5OS2
4-[[5,6-Dimethyl-4-(4-methylpyrimidin-2-yl)sulfanylthieno[2,3-d]pyrimidin-2-yl]methyl]morpholine
—— 10-[(4-Methylpiperidin-1-yl)methyl]-12-(4-methylpyrimidin-2-yl)sulfanyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraene —— C21H25N5S2
10-[(4-Methylpiperidin-1-yl)methyl]-12-(4-methylpyrimidin-2-yl)sulfanyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraene
—— 10-[(4-Methylpiperidin-1-ium-1-yl)methyl]-12-(4-methylpyrimidin-2-yl)sulfanyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraene —— C21H26N5S2+
10-[(4-Methylpiperidin-1-ium-1-yl)methyl]-12-(4-methylpyrimidin-2-yl)sulfanyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraene
—— [5,6-Dimethyl-4-(4-methylpyrimidin-2-yl)sulfanylthieno[2,3-d]pyrimidin-2-yl]methyl-diethylazanium —— C18H24N5S2+
[5,6-Dimethyl-4-(4-methylpyrimidin-2-yl)sulfanylthieno[2,3-d]pyrimidin-2-yl]methyl-diethylazanium
—— 4,6-Dimethyl-2-(2-nitro-4-piperidin-1-ylsulfonylphenyl)sulfanylpyrimidine —— C17H20N4O4S2
4,6-Dimethyl-2-(2-nitro-4-piperidin-1-ylsulfonylphenyl)sulfanylpyrimidine
—— (7R)-4-(4,6-dimethylpyrimidin-2-yl)sulfanyl-7-methyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidine —— C17H18N4S2
(7R)-4-(4,6-dimethylpyrimidin-2-yl)sulfanyl-7-methyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidine
—— 4-(4,6-Dimethylpyrimidin-2-yl)sulfanylthieno[2,3-d]pyrimidine —— C12H10N4S2
4-(4,6-Dimethylpyrimidin-2-yl)sulfanylthieno[2,3-d]pyrimidine
—— 4-[[4-(4,6-Dimethylpyrimidin-2-yl)sulfanyl-5,6-dimethylthieno[2,3-d]pyrimidin-2-yl]methyl]morpholine —— C19H23N5OS2
4-[[4-(4,6-Dimethylpyrimidin-2-yl)sulfanyl-5,6-dimethylthieno[2,3-d]pyrimidin-2-yl]methyl]morpholine
—— 2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-phenylethyl]acetamide —— C18H16ClN3O2S
2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-phenylethyl]acetamide
—— 4-benzyl-3-[(3S,5S)-5-methyl-2-oxooxolan-3-yl]sulfanyl-1H-1,2,4-triazol-5-one —— C14H15N3O3S
4-benzyl-3-[(3S,5S)-5-methyl-2-oxooxolan-3-yl]sulfanyl-1H-1,2,4-triazol-5-one
—— 4-benzyl-3-[(3R,5R)-5-methyl-2-oxooxolan-3-yl]sulfanyl-1H-1,2,4-triazol-5-one —— C14H15N3O3S
4-benzyl-3-[(3R,5R)-5-methyl-2-oxooxolan-3-yl]sulfanyl-1H-1,2,4-triazol-5-one
—— 4-benzyl-3-[(3R,5S)-5-methyl-2-oxooxolan-3-yl]sulfanyl-1H-1,2,4-triazol-5-one —— C14H15N3O3S
4-benzyl-3-[(3R,5S)-5-methyl-2-oxooxolan-3-yl]sulfanyl-1H-1,2,4-triazol-5-one
—— 1-[[2-(4-Bromo-2-methylphenyl)sulfanylacetyl]amino]-3-(3-methoxypropyl)-1-methylthiourea —— C15H22BrN3O2S2
1-[[2-(4-Bromo-2-methylphenyl)sulfanylacetyl]amino]-3-(3-methoxypropyl)-1-methylthiourea
—— 1-[3-(4-Chlorophenyl)sulfanylpropanoylamino]-3-(3-methoxypropyl)-1-methylthiourea —— C15H22ClN3O2S2
1-[3-(4-Chlorophenyl)sulfanylpropanoylamino]-3-(3-methoxypropyl)-1-methylthiourea
—— N-benzyl-5-(3-methylbut-2-enylsulfanyl)-1,3,4-thiadiazol-2-amine —— C14H17N3S2
N-benzyl-5-(3-methylbut-2-enylsulfanyl)-1,3,4-thiadiazol-2-amine
—— 2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methyl-N-(thiophen-2-ylmethyl)acetamide —— C17H18N4OS3
2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methyl-N-(thiophen-2-ylmethyl)acetamide
—— (2R)-2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2S)-2-cyano-3-methylbutan-2-yl]propanamide —— C18H23N5OS2
(2R)-2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2S)-2-cyano-3-methylbutan-2-yl]propanamide
—— methyl (2R)-2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate —— C13H15N3O2S2
methyl (2R)-2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate
—— (2S)-2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2S)-2-cyano-3-methylbutan-2-yl]propanamide —— C18H23N5OS2
(2S)-2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2S)-2-cyano-3-methylbutan-2-yl]propanamide
—— (2R)-2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[2-(4-fluorophenyl)ethyl]propanamide —— C20H21FN4OS2
(2R)-2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[2-(4-fluorophenyl)ethyl]propanamide
—— (2R)-2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S,2R)-2-methylcyclohexyl]propanamide —— C19H26N4OS2
(2R)-2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S,2R)-2-methylcyclohexyl]propanamide
—— (2R)-2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-cyclohexyl-N-ethylpropanamide —— C20H28N4OS2
(2R)-2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-cyclohexyl-N-ethylpropanamide
—— 4-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-diethylbutanamide —— C17H24N4OS2
4-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-diethylbutanamide
—— 2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-ethyl-N-(2-methylprop-2-enyl)acetamide —— C17H22N4OS2
2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-ethyl-N-(2-methylprop-2-enyl)acetamide
—— N-benzyl-5-[(1R)-1-phenylethyl]sulfanyl-1,3,4-thiadiazol-2-amine —— C17H17N3S2
N-benzyl-5-[(1R)-1-phenylethyl]sulfanyl-1,3,4-thiadiazol-2-amine
—— (2S)-2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]cyclohexan-1-one —— C15H17N3OS2
(2S)-2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]cyclohexan-1-one
—— 2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S)-1-(4-ethylphenyl)ethyl]acetamide —— C21H24N4OS2
2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S)-1-(4-ethylphenyl)ethyl]acetamide
—— 1-[2,5-Dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]-2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C20H21N5O3S
1-[2,5-Dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]-2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— 3-[[2-(4-Fluorophenyl)-1,3-thiazol-4-yl]methylsulfanyl]-5-thiophen-2-yl-1,2,4-triazol-4-amine —— C16H12FN5S3
3-[[2-(4-Fluorophenyl)-1,3-thiazol-4-yl]methylsulfanyl]-5-thiophen-2-yl-1,2,4-triazol-4-amine
—— N'-acetyl-2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetohydrazide —— C13H15N5O2S2
N'-acetyl-2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetohydrazide
—— N'-[3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoyl]cyclohexanecarbohydrazide —— C17H26N4O2S
N'-[3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoyl]cyclohexanecarbohydrazide
—— 2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1R)-1-thiophen-2-ylethyl]acetamide —— C17H18N4OS3
2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1R)-1-thiophen-2-ylethyl]acetamide
—— 2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S)-1-(3,4-dimethylphenyl)ethyl]acetamide —— C21H24N4OS2
2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S)-1-(3,4-dimethylphenyl)ethyl]acetamide
—— 2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(1-cyanocyclohexyl)-N-methylacetamide —— C19H23N5OS2
2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(1-cyanocyclohexyl)-N-methylacetamide
—— 2-[[5-(Benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(1-ethyl-2,5-dimethylpyrrol-3-yl)ethanone —— C19H22N4OS2
2-[[5-(Benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(1-ethyl-2,5-dimethylpyrrol-3-yl)ethanone
—— 2-[[5-(Benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(2,5-dimethyl-1-propan-2-ylpyrrol-3-yl)ethanone —— C20H24N4OS2
2-[[5-(Benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(2,5-dimethyl-1-propan-2-ylpyrrol-3-yl)ethanone
—— N'-[2-(1-adamantyl)acetyl]-3-(3,4-difluorophenyl)sulfanylpropanehydrazide —— C21H26F2N2O2S
N'-[2-(1-adamantyl)acetyl]-3-(3,4-difluorophenyl)sulfanylpropanehydrazide
—— 2-(1-adamantyl)-N'-[2-(2,5-difluorophenyl)sulfanylacetyl]acetohydrazide —— C20H24F2N2O2S
2-(1-adamantyl)-N'-[2-(2,5-difluorophenyl)sulfanylacetyl]acetohydrazide
—— methyl (2S)-2-[(4-benzyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanoate —— C17H17N3O2S2
methyl (2S)-2-[(4-benzyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanoate
—— 6-Amino-5-[2-[(4,5-dicyclopropyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]-3-methyl-1-(2-methylpropyl)pyrimidine-2,4-dione —— C19H26N6O3S
6-Amino-5-[2-[(4,5-dicyclopropyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]-3-methyl-1-(2-methylpropyl)pyrimidine-2,4-dione
—— methyl (2R)-2-[(4-benzyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanoate —— C17H17N3O2S2
methyl (2R)-2-[(4-benzyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanoate
—— 3-(3,4-difluorophenyl)sulfanyl-N-[(4-methylphenyl)methyl]propanamide —— C17H17F2NOS
3-(3,4-difluorophenyl)sulfanyl-N-[(4-methylphenyl)methyl]propanamide
—— 2-(5-Ethyl-4-methylthiophen-2-yl)-5-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3,4-oxadiazole —— C16H14N4O3S2
2-(5-Ethyl-4-methylthiophen-2-yl)-5-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3,4-oxadiazole