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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-[(7R)-6-(4-methylphenyl)-3-[(2S)-oxolan-2-yl]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetate —— C17H17N4O3S-
2-[(7R)-6-(4-methylphenyl)-3-[(2S)-oxolan-2-yl]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetate
—— 2-(2-bromophenyl)-5-[(1S)-1-(4-fluorophenyl)ethyl]sulfanyl-1,3,4-oxadiazole —— C16H12BrFN2OS
2-(2-bromophenyl)-5-[(1S)-1-(4-fluorophenyl)ethyl]sulfanyl-1,3,4-oxadiazole
—— 2-[[5-(2-Chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]pyridine-3-carbonitrile —— C14H7ClN4OS
2-[[5-(2-Chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]pyridine-3-carbonitrile
—— 2-(2-bromophenyl)-5-[(1R)-1-(4-fluorophenyl)ethyl]sulfanyl-1,3,4-oxadiazole —— C16H12BrFN2OS
2-(2-bromophenyl)-5-[(1R)-1-(4-fluorophenyl)ethyl]sulfanyl-1,3,4-oxadiazole
—— (2R)-3-(4-methylphenyl)-2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanenitrile —— C18H18N4S2
(2R)-3-(4-methylphenyl)-2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanenitrile
—— 2-[[5-[2-(diethylamino)-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-prop-2-enylacetamide —— C13H20N4O2S3
2-[[5-[2-(diethylamino)-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-prop-2-enylacetamide
—— (1R)-1-[5-(2-aminoethylsulfanyl)-4-benzyl-1,2,4-triazol-3-yl]-N,N-dimethylpropan-1-amine —— C16H25N5S
(1R)-1-[5-(2-aminoethylsulfanyl)-4-benzyl-1,2,4-triazol-3-yl]-N,N-dimethylpropan-1-amine
—— 2-[(7R)-6-(4-methylphenyl)-3-[(2R)-oxolan-2-yl]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetic acid —— C17H18N4O3S
2-[(7R)-6-(4-methylphenyl)-3-[(2R)-oxolan-2-yl]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetic acid
—— (1S)-1-[5-(2-aminoethylsulfanyl)-4-benzyl-1,2,4-triazol-3-yl]-N,N-dimethylpropan-1-amine —— C16H25N5S
(1S)-1-[5-(2-aminoethylsulfanyl)-4-benzyl-1,2,4-triazol-3-yl]-N,N-dimethylpropan-1-amine
—— 7-[[4-Cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-3-methyl-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C18H17N5OS3
7-[[4-Cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-3-methyl-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— 3-[(4-Benzyl-5-cyclopropyl-1,2,4-triazol-3-yl)sulfanylmethyl]-5-(4-fluorophenyl)-4-methyl-1,2-oxazole —— C23H21FN4OS
3-[(4-Benzyl-5-cyclopropyl-1,2,4-triazol-3-yl)sulfanylmethyl]-5-(4-fluorophenyl)-4-methyl-1,2-oxazole
—— 2-[(4-amino-5-tert-butyl-1,2,4-triazol-3-yl)sulfanyl]-N-benzyl-N-tert-butylacetamide —— C19H29N5OS
2-[(4-amino-5-tert-butyl-1,2,4-triazol-3-yl)sulfanyl]-N-benzyl-N-tert-butylacetamide
—— (2R)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]propanamide —— C21H22FN3O2S
(2R)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]propanamide
—— 2-(3,5-dimethyl-4-nitropyrazol-1-yl)-N-[2-(4-methylphenyl)sulfanylethyl]acetamide —— C16H20N4O3S
2-(3,5-dimethyl-4-nitropyrazol-1-yl)-N-[2-(4-methylphenyl)sulfanylethyl]acetamide
—— (2R)-2-chloro-N-(2-phenylsulfanylphenyl)propanamide —— C15H14ClNOS
(2R)-2-chloro-N-(2-phenylsulfanylphenyl)propanamide
—— (2R)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-propan-2-ylpropanamide —— C17H24N4OS
(2R)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-propan-2-ylpropanamide
—— (2S)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-propan-2-ylpropanamide —— C17H24N4OS
(2S)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-propan-2-ylpropanamide
—— (2S)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]propanamide —— C21H22FN3O2S
(2S)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]propanamide
—— (9aS)-3-[(2R)-oxolan-2-yl]-7,8,9,9a-tetrahydro-6H-[1,2,4]triazolo[4,3-b][4,1,2]benzothiadiazine —— C12H16N4OS
(9aS)-3-[(2R)-oxolan-2-yl]-7,8,9,9a-tetrahydro-6H-[1,2,4]triazolo[4,3-b][4,1,2]benzothiadiazine
—— N-(2-methylpropyl)-2-[[5-(piperidin-1-ium-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C14H25N4O2S+
N-(2-methylpropyl)-2-[[5-(piperidin-1-ium-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-(2-methylpropyl)-2-[[5-(piperidin-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C14H24N4O2S
N-(2-methylpropyl)-2-[[5-(piperidin-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (9aR)-3-[(2S)-oxolan-2-yl]-7,8,9,9a-tetrahydro-6H-[1,2,4]triazolo[4,3-b][4,1,2]benzothiadiazine —— C12H16N4OS
(9aR)-3-[(2S)-oxolan-2-yl]-7,8,9,9a-tetrahydro-6H-[1,2,4]triazolo[4,3-b][4,1,2]benzothiadiazine
—— 2-[(4-amino-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[(2R)-butan-2-yl]-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide —— C14H22N4O4S2
2-[(4-amino-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[(2R)-butan-2-yl]-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide
—— 1-[2-(4-chlorophenyl)ethyl]-3-[[(2S)-2-phenylsulfanylpropanoyl]amino]thiourea —— C18H20ClN3OS2
1-[2-(4-chlorophenyl)ethyl]-3-[[(2S)-2-phenylsulfanylpropanoyl]amino]thiourea
—— 1-[2-(4-Chlorophenyl)ethyl]-3-[[2-(2,5-dimethylphenyl)sulfanylacetyl]amino]thiourea —— C19H22ClN3OS2
1-[2-(4-Chlorophenyl)ethyl]-3-[[2-(2,5-dimethylphenyl)sulfanylacetyl]amino]thiourea
—— 1-[3-(4-Fluorophenyl)sulfanylpropanoylamino]-3-(3-methylbutyl)thiourea —— C15H22FN3OS2
1-[3-(4-Fluorophenyl)sulfanylpropanoylamino]-3-(3-methylbutyl)thiourea
—— 1-(3-Methylbutyl)-3-[(2-phenylsulfanylacetyl)amino]thiourea —— C14H21N3OS2
1-(3-Methylbutyl)-3-[(2-phenylsulfanylacetyl)amino]thiourea
—— 1-Cyclopentyl-3-[[2-(2-methylphenyl)sulfanylacetyl]amino]thiourea —— C15H21N3OS2
1-Cyclopentyl-3-[[2-(2-methylphenyl)sulfanylacetyl]amino]thiourea
—— [2-[Methyl-[(4-methylsulfanylphenyl)methyl]amino]-2-oxoethyl] 4-acetyl-1-methylpyrrole-2-carboxylate —— C19H22N2O4S
[2-[Methyl-[(4-methylsulfanylphenyl)methyl]amino]-2-oxoethyl] 4-acetyl-1-methylpyrrole-2-carboxylate
—— [2-[2-(4-Methylphenyl)sulfanylethylamino]-2-oxoethyl] 4-acetyl-1-methylpyrrole-2-carboxylate —— C19H22N2O4S
[2-[2-(4-Methylphenyl)sulfanylethylamino]-2-oxoethyl] 4-acetyl-1-methylpyrrole-2-carboxylate
—— 1-[[2-(4-Bromo-2,5-dimethylphenyl)sulfanylacetyl]amino]-3-cyclopentylthiourea —— C16H22BrN3OS2
1-[[2-(4-Bromo-2,5-dimethylphenyl)sulfanylacetyl]amino]-3-cyclopentylthiourea
—— 1-cyclopentyl-3-[[(2S)-2-phenylsulfanylpropanoyl]amino]thiourea —— C15H21N3OS2
1-cyclopentyl-3-[[(2S)-2-phenylsulfanylpropanoyl]amino]thiourea
—— (2R)-2-[3-cyano-6-thiophen-2-yl-4-(trifluoromethyl)pyridin-2-yl]sulfanyl-N-[(1R)-1-phenylethyl]butanamide —— C23H20F3N3OS2
(2R)-2-[3-cyano-6-thiophen-2-yl-4-(trifluoromethyl)pyridin-2-yl]sulfanyl-N-[(1R)-1-phenylethyl]butanamide
—— 1-Cyclopentyl-3-[[2-(3,4-dimethylphenyl)sulfanylacetyl]amino]thiourea —— C16H23N3OS2
1-Cyclopentyl-3-[[2-(3,4-dimethylphenyl)sulfanylacetyl]amino]thiourea
—— 1-[3-(4-Chlorophenyl)sulfanylpropanoylamino]-3-cyclopentylthiourea —— C15H20ClN3OS2
1-[3-(4-Chlorophenyl)sulfanylpropanoylamino]-3-cyclopentylthiourea
—— 1-cyclopentyl-3-[[(2R)-2-phenylsulfanylpropanoyl]amino]thiourea —— C15H21N3OS2
1-cyclopentyl-3-[[(2R)-2-phenylsulfanylpropanoyl]amino]thiourea
—— 1-Cyclopentyl-3-[3-(4-fluorophenyl)sulfanylpropanoylamino]thiourea —— C15H20FN3OS2
1-Cyclopentyl-3-[3-(4-fluorophenyl)sulfanylpropanoylamino]thiourea
—— (2S)-2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-ethylpropanamide —— C17H25N3O2S
(2S)-2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-ethylpropanamide
—— [(3S)-1,1-dioxothiolan-3-yl] 2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetate —— C18H24N2O5S2
[(3S)-1,1-dioxothiolan-3-yl] 2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetate
—— 2-[[5-(1-Adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(2,5-dimethyl-1-propan-2-ylpyrrol-3-yl)ethanone —— C23H31N3O2S
2-[[5-(1-Adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(2,5-dimethyl-1-propan-2-ylpyrrol-3-yl)ethanone
—— 2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[2-(2-methylphenyl)ethyl]acetamide —— C23H29N3O2S
2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[2-(2-methylphenyl)ethyl]acetamide
—— (2S)-2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(1-cyanocyclohexyl)-N-methylpropanamide —— C23H32N4O2S
(2S)-2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(1-cyanocyclohexyl)-N-methylpropanamide
—— N'-acetyl-2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetohydrazide —— C16H22N4O3S
N'-acetyl-2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetohydrazide
—— 2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]acetamide —— C19H27N3O4S2
2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]acetamide
—— Propan-2-yl 2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetate —— C17H24N2O3S
Propan-2-yl 2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetate
—— (2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one —— C23H29N3O3S
(2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one
—— 2-[[5-(1-Adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(1-ethyl-2,5-dimethylpyrrol-3-yl)ethanone —— C22H29N3O2S
2-[[5-(1-Adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(1-ethyl-2,5-dimethylpyrrol-3-yl)ethanone
—— (2R)-2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(4-ethylpiperazin-1-yl)propan-1-one —— C21H32N4O2S
(2R)-2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(4-ethylpiperazin-1-yl)propan-1-one
—— (2R)-2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(1-cyanocyclohexyl)-N-methylpropanamide —— C23H32N4O2S
(2R)-2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(1-cyanocyclohexyl)-N-methylpropanamide
—— 2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2-fluorophenyl)methyl]acetamide —— C21H24FN3O2S
2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2-fluorophenyl)methyl]acetamide