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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-[7-(3,5-dimethylphenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanyl-N-methylacetamide —— C19H21N5O3S
2-[7-(3,5-dimethylphenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanyl-N-methylacetamide
—— 2-(7-butyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C19H27N5O4S
2-(7-butyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— 2-[7-(2-fluorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanyl-N-methylacetamide —— C17H16FN5O3S
2-[7-(2-fluorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanyl-N-methylacetamide
—— 2-(7-cyclohexyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N,N-diethylacetamide —— C20H29N5O3S
2-(7-cyclohexyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N,N-diethylacetamide
—— 2-[1,3-dimethyl-7-(2-methylphenyl)-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanyl-N-propan-2-ylacetamide —— C20H23N5O3S
2-[1,3-dimethyl-7-(2-methylphenyl)-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanyl-N-propan-2-ylacetamide
—— 2-[1,3-dimethyl-7-(2-methylpropyl)-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanyl-N-propan-2-ylacetamide —— C17H25N5O3S
2-[1,3-dimethyl-7-(2-methylpropyl)-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanyl-N-propan-2-ylacetamide
—— methyl 2,4-dimethyl-5-[(2R)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate —— C14H17N3O3S2
methyl 2,4-dimethyl-5-[(2R)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate
—— N-[(1S,2R,3R)-2,3-dimethylcyclohexyl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C13H21N3OS2
N-[(1S,2R,3R)-2,3-dimethylcyclohexyl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— N-[(1R,2R,3R)-2,3-dimethylcyclohexyl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C13H21N3OS2
N-[(1R,2R,3R)-2,3-dimethylcyclohexyl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— (2R)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C14H16FN3OS2
(2R)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (1R,6S,7S,9S)-12-imino-9-(4-methylsulfanylphenyl)-10,11-dioxatricyclo[5.3.2.01,6]dodecane-7,8,8-tricarbonitrile —— C20H18N4O2S
(1R,6S,7S,9S)-12-imino-9-(4-methylsulfanylphenyl)-10,11-dioxatricyclo[5.3.2.01,6]dodecane-7,8,8-tricarbonitrile
—— methyl 2,4-dimethyl-5-[(2S)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate —— C14H17N3O3S2
methyl 2,4-dimethyl-5-[(2S)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate
—— N-[(2S)-butan-2-yl]-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C13H21N3O3S3
N-[(2S)-butan-2-yl]-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— 2-[[5-(Furan-2-yl)-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C13H10N3O4S-
2-[[5-(Furan-2-yl)-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— tert-butyl N-[(1S,2R)-1-[5-[(2-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-2-methylbutyl]carbamate —— C19H26FN3O3S
tert-butyl N-[(1S,2R)-1-[5-[(2-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-2-methylbutyl]carbamate
—— N-[(1R,2R)-2-methylcyclohexyl]-2-phenylsulfanylacetamide —— C15H21NOS
N-[(1R,2R)-2-methylcyclohexyl]-2-phenylsulfanylacetamide
—— N-(4-phenyl-1,3-thiazol-2-yl)-N-prop-2-enyl-2-(2,3,5,6-tetramethylphenyl)sulfanylacetamide —— C24H26N2OS2
N-(4-phenyl-1,3-thiazol-2-yl)-N-prop-2-enyl-2-(2,3,5,6-tetramethylphenyl)sulfanylacetamide
—— (1R)-1-[5-[[5-(5-bromothiophen-2-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-4-(2-morpholin-4-ylethyl)-1,2,4-triazol-3-yl]-N,N-dimethylpropan-1-amine —— C20H28BrN7O2S2
(1R)-1-[5-[[5-(5-bromothiophen-2-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-4-(2-morpholin-4-ylethyl)-1,2,4-triazol-3-yl]-N,N-dimethylpropan-1-amine
—— N-[(1R)-1-(3-chlorophenyl)ethyl]-2-(2,3,5,6-tetramethylphenyl)sulfanylacetamide —— C20H24ClNOS
N-[(1R)-1-(3-chlorophenyl)ethyl]-2-(2,3,5,6-tetramethylphenyl)sulfanylacetamide
—— N-(1-adamantyl)-2-(2,3,5,6-tetramethylphenyl)sulfanylacetamide —— C22H31NOS
N-(1-adamantyl)-2-(2,3,5,6-tetramethylphenyl)sulfanylacetamide
—— 2-(2,3,5,6-Tetramethylphenyl)sulfanylacetamide —— C12H17NOS
2-(2,3,5,6-Tetramethylphenyl)sulfanylacetamide
—— N-[(1R)-1-phenylethyl]-2-(2,3,5,6-tetramethylphenyl)sulfanylacetamide —— C20H25NOS
N-[(1R)-1-phenylethyl]-2-(2,3,5,6-tetramethylphenyl)sulfanylacetamide
—— 5-chloro-4-methylsulfanyl-1H-pyridazin-6-one —— C5H5ClN2OS
5-chloro-4-methylsulfanyl-1H-pyridazin-6-one
—— 1-(1-Adamantyl)-2-(2,3,5,6-tetramethylphenyl)sulfanylethanone —— C22H30OS
1-(1-Adamantyl)-2-(2,3,5,6-tetramethylphenyl)sulfanylethanone
—— 2-[(2,3,4,5,6-Pentafluorophenyl)sulfanylmethyl]-5-phenyl-1,3,4-oxadiazole —— C15H7F5N2OS
2-[(2,3,4,5,6-Pentafluorophenyl)sulfanylmethyl]-5-phenyl-1,3,4-oxadiazole
—— N-(4-methylcyclohexyl)-2-(2,3,5,6-tetramethylphenyl)sulfanylacetamide —— C19H29NOS
N-(4-methylcyclohexyl)-2-(2,3,5,6-tetramethylphenyl)sulfanylacetamide
—— 3-Methyl-7-[(2,3,4,5,6-pentafluorophenyl)sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C14H7F5N2OS2
3-Methyl-7-[(2,3,4,5,6-pentafluorophenyl)sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— 2-[4-(Furan-2-yl)-6-(trifluoromethyl)pyrimidin-2-yl]sulfanyl-1-(4-methylpiperazin-4-ium-1-yl)ethanone —— C16H18F3N4O2S+
2-[4-(Furan-2-yl)-6-(trifluoromethyl)pyrimidin-2-yl]sulfanyl-1-(4-methylpiperazin-4-ium-1-yl)ethanone
—— [(1S)-1-[5-[(2-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-2-methylpropyl]azanium —— C13H17FN3OS+
[(1S)-1-[5-[(2-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-2-methylpropyl]azanium
—— 5-[5-[(4-Fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]pentylazanium —— C14H19FN3OS+
5-[5-[(4-Fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]pentylazanium
—— (2S)-N-[(Z)-butan-2-ylideneamino]-2-(4-chlorophenyl)sulfanylpropanamide —— C13H17ClN2OS
(2S)-N-[(Z)-butan-2-ylideneamino]-2-(4-chlorophenyl)sulfanylpropanamide
—— (2R)-N-cyclopropyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C14H15N3O2S
(2R)-N-cyclopropyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (4R)-3-acetyl-2-methyl-6-(phenylsulfanylmethylsulfanyl)-4-thiophen-2-yl-3,4-dihydropyridine-5-carbonitrile —— C20H18N2OS3
(4R)-3-acetyl-2-methyl-6-(phenylsulfanylmethylsulfanyl)-4-thiophen-2-yl-3,4-dihydropyridine-5-carbonitrile
—— (2R)-N-benzyl-2-(2,4-dimethylphenyl)sulfanylpropanamide —— C18H21NOS
(2R)-N-benzyl-2-(2,4-dimethylphenyl)sulfanylpropanamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C14H15N3O4S2
N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— (4S)-5-acetyl-6-methyl-4-(3-methylthiophen-2-yl)-2-(phenylsulfanylmethylsulfanyl)-3,4-dihydropyridine-3-carbonitrile —— C21H20N2OS3
(4S)-5-acetyl-6-methyl-4-(3-methylthiophen-2-yl)-2-(phenylsulfanylmethylsulfanyl)-3,4-dihydropyridine-3-carbonitrile
—— N-[(3-chlorophenyl)methyl]-2-(2,4-dimethylphenyl)sulfanylacetamide —— C17H18ClNOS
N-[(3-chlorophenyl)methyl]-2-(2,4-dimethylphenyl)sulfanylacetamide
—— N-cyclohexyl-2-(2,5-dimethylphenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide —— C20H29NO3S2
N-cyclohexyl-2-(2,5-dimethylphenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide
—— N-benzyl-2-(2,4-dimethylphenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide —— C21H25NO3S2
N-benzyl-2-(2,4-dimethylphenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide
—— (2R)-2-(2,4-dimethylphenyl)sulfanyl-N-(furan-2-ylmethyl)propanamide —— C16H19NO2S
(2R)-2-(2,4-dimethylphenyl)sulfanyl-N-(furan-2-ylmethyl)propanamide
—— N-(1-adamantyl)-2-(2,4-dimethylphenyl)sulfanylacetamide —— C20H27NOS
N-(1-adamantyl)-2-(2,4-dimethylphenyl)sulfanylacetamide
—— N-benzyl-2-(2,4-dimethylphenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide —— C21H25NO3S2
N-benzyl-2-(2,4-dimethylphenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide
—— 2-[(2-Bromophenyl)methylsulfanyl]-5-phenyl-1,3,4-oxadiazole —— C15H11BrN2OS
2-[(2-Bromophenyl)methylsulfanyl]-5-phenyl-1,3,4-oxadiazole
—— 2-(2,5-Dimethylphenyl)sulfanyl-1-(5-phenyl-3,4-dihydropyrazol-2-yl)ethanone —— C19H20N2OS
2-(2,5-Dimethylphenyl)sulfanyl-1-(5-phenyl-3,4-dihydropyrazol-2-yl)ethanone
—— (2R)-2-(2,5-dimethylphenyl)sulfanyl-N-(furan-2-ylmethyl)propanamide —— C16H19NO2S
(2R)-2-(2,5-dimethylphenyl)sulfanyl-N-(furan-2-ylmethyl)propanamide
—— 7-[(2,4-Dimethylphenyl)sulfanylmethyl]-3-methyl-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C16H16N2OS2
7-[(2,4-Dimethylphenyl)sulfanylmethyl]-3-methyl-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— N-[(2R)-3-methylbutan-2-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C15H19N3O2S
N-[(2R)-3-methylbutan-2-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— 2-(2,5-dimethylphenyl)sulfanyl-N-[2-(4-fluorophenyl)ethyl]acetamide —— C18H20FNOS
2-(2,5-dimethylphenyl)sulfanyl-N-[2-(4-fluorophenyl)ethyl]acetamide
—— N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H15FN4OS2
N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 3-(2-methylpropylsulfanyl)-5-thiophen-2-yl-1H-1,2,4-triazole —— C10H13N3S2
3-(2-methylpropylsulfanyl)-5-thiophen-2-yl-1H-1,2,4-triazole