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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
—— 6-(4-Chlorobenzyl)-3-[(phenylsulfanyl)methyl][1,2,4]triazolo[3,4-b][1,3,4]thiadiazole —— C17H13ClN4S2
6-(4-Chlorobenzyl)-3-[(phenylsulfanyl)methyl][1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
—— 6-(2-Chlorophenyl)-3-(phenylsulfanylmethyl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole —— C16H11ClN4S2
6-(2-Chlorophenyl)-3-(phenylsulfanylmethyl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
—— 6-(4-Methylphenyl)-3-(phenylsulfanylmethyl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole —— C17H14N4S2
6-(4-Methylphenyl)-3-(phenylsulfanylmethyl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
—— (2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-pyrimidin-2-ylsulfanylpropan-1-one —— C15H17N3O2S
(2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-pyrimidin-2-ylsulfanylpropan-1-one
—— 2-(3-chlorophenyl)-5-[(1S)-1-(2-chlorophenyl)ethyl]sulfanyl-1,3,4-oxadiazole —— C16H12Cl2N2OS
2-(3-chlorophenyl)-5-[(1S)-1-(2-chlorophenyl)ethyl]sulfanyl-1,3,4-oxadiazole
—— 2-[(7S)-3-(2-cyclohexylethyl)-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetate —— C20H23N4O2S-
2-[(7S)-3-(2-cyclohexylethyl)-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetate
—— 2-[(7S)-6-(4-chlorophenyl)-3-ethyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetate —— C14H12ClN4O2S-
2-[(7S)-6-(4-chlorophenyl)-3-ethyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetate
—— 2-[(7S)-6-(4-chlorophenyl)-3-ethyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetic acid —— C14H13ClN4O2S
2-[(7S)-6-(4-chlorophenyl)-3-ethyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetic acid
—— 2-[(7R)-3-(2-cyclohexylethyl)-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetate —— C20H23N4O2S-
2-[(7R)-3-(2-cyclohexylethyl)-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetate
—— 2-[(7S)-3-(2-cyclohexylethyl)-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetic acid —— C20H24N4O2S
2-[(7S)-3-(2-cyclohexylethyl)-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetic acid
—— 2-[(7S)-6-(4-chlorophenyl)-3-methyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetate —— C13H10ClN4O2S-
2-[(7S)-6-(4-chlorophenyl)-3-methyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetate
—— [(7s)-6-(4-Chlorophenyl)-3-(Thiophen-2-Yl)-7h-[1,2,4]triazolo[3,4-B][1,3,4]thiadiazin-7-Yl]acetic Acid —— C16H11ClN4O2S2
[(7s)-6-(4-Chlorophenyl)-3-(Thiophen-2-Yl)-7h-[1,2,4]triazolo[3,4-B][1,3,4]thiadiazin-7-Yl]acetic Acid
—— 2-[(7S)-6-(4-chlorophenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetic acid —— C12H9ClN4O2S
2-[(7S)-6-(4-chlorophenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetic acid
—— 2-[(7R)-3-ethyl-6-(4-methylphenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetic acid —— C15H16N4O2S
2-[(7R)-3-ethyl-6-(4-methylphenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetic acid
—— 2-[(7R)-3-(2-cyclohexylethyl)-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetic acid —— C20H24N4O2S
2-[(7R)-3-(2-cyclohexylethyl)-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetic acid
—— 2-[(7S)-3-[(4-fluorophenyl)methyl]-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetic acid —— C19H15FN4O2S
2-[(7S)-3-[(4-fluorophenyl)methyl]-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetic acid
—— 2-[(7S)-3-ethyl-6-thiophen-2-yl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetate —— C12H11N4O2S2-
2-[(7S)-3-ethyl-6-thiophen-2-yl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetate
—— 2-[(1S)-1-(1-cyclopropyltetrazol-5-yl)sulfanylethyl]-5-(4-methylphenyl)-1,3,4-oxadiazole —— C15H16N6OS
2-[(1S)-1-(1-cyclopropyltetrazol-5-yl)sulfanylethyl]-5-(4-methylphenyl)-1,3,4-oxadiazole
—— 2-[(7S)-3-ethyl-6-thiophen-2-yl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetic acid —— C12H12N4O2S2
2-[(7S)-3-ethyl-6-thiophen-2-yl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetic acid
—— 2-[(7R)-3-[(4-fluorophenyl)methyl]-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetate —— C19H14FN4O2S-
2-[(7R)-3-[(4-fluorophenyl)methyl]-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetate
—— 4-[(1-Cyclopentyltetrazol-5-yl)sulfanylmethyl]-2-(4-fluorophenyl)-1,3-thiazole —— C16H16FN5S2
4-[(1-Cyclopentyltetrazol-5-yl)sulfanylmethyl]-2-(4-fluorophenyl)-1,3-thiazole
—— 2-[(1S)-1-(1-cyclopropyltetrazol-5-yl)sulfanylethyl]-5-phenyl-1,3,4-oxadiazole —— C14H14N6OS
2-[(1S)-1-(1-cyclopropyltetrazol-5-yl)sulfanylethyl]-5-phenyl-1,3,4-oxadiazole
—— 1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-[[4-(4-methylphenyl)-1,3-thiazol-2-yl]sulfanyl]ethanone —— C18H22N2O2S2
1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-[[4-(4-methylphenyl)-1,3-thiazol-2-yl]sulfanyl]ethanone
—— N,N-dibenzyl-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C19H19N3OS2
N,N-dibenzyl-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— 2-(Pyridin-2-ylthio)-1-(1h-pyrrol-2-yl)ethan-1-one —— C11H10N2OS
2-(Pyridin-2-ylthio)-1-(1h-pyrrol-2-yl)ethan-1-one
—— N-(1-adamantyl)-2-[[5-(furan-2-yl)-4-(2-methylpropyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C22H30N4O2S
N-(1-adamantyl)-2-[[5-(furan-2-yl)-4-(2-methylpropyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (2R)-2-[[5-(2-chloroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C11H11ClN4OS2
(2R)-2-[[5-(2-chloroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2R)-2-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one —— C17H22N4OS2
(2R)-2-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one
—— (2~{R})-2-[(1-cyclopentyl-1,2,3,4-tetrazol-5-yl)sulfanyl]-~{N}-(furan-2-ylmethyl)propanamide —— C14H19N5O2S
(2~{R})-2-[(1-cyclopentyl-1,2,3,4-tetrazol-5-yl)sulfanyl]-~{N}-(furan-2-ylmethyl)propanamide
—— 2-[[5-(furan-2-yl)-4-(2-methylpropyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2-phenylethyl)acetamide —— C20H24N4O2S
2-[[5-(furan-2-yl)-4-(2-methylpropyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2-phenylethyl)acetamide
—— 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-1-[4-[(3S)-1,1-dioxothiolan-3-yl]piperazin-1-yl]propan-1-one —— C18H28N4O3S2
3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-1-[4-[(3S)-1,1-dioxothiolan-3-yl]piperazin-1-yl]propan-1-one
—— 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-1-[4-[(3R)-1,1-dioxothiolan-3-yl]piperazin-4-ium-1-yl]propan-1-one —— C18H29N4O3S2+
3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-1-[4-[(3R)-1,1-dioxothiolan-3-yl]piperazin-4-ium-1-yl]propan-1-one
—— 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-1-[4-[(3R)-1,1-dioxothiolan-3-yl]piperazin-1-yl]propan-1-one —— C18H28N4O3S2
3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-1-[4-[(3R)-1,1-dioxothiolan-3-yl]piperazin-1-yl]propan-1-one
—— 1-[4-[(3R)-1,1-dioxothiolan-3-yl]piperazin-1-yl]-2-(2-methylphenyl)sulfanylethanone —— C17H24N2O3S2
1-[4-[(3R)-1,1-dioxothiolan-3-yl]piperazin-1-yl]-2-(2-methylphenyl)sulfanylethanone
—— 1-[4-[(3S)-1,1-dioxothiolan-3-yl]piperazin-1-yl]-2-phenylsulfanylethanone —— C16H22N2O3S2
1-[4-[(3S)-1,1-dioxothiolan-3-yl]piperazin-1-yl]-2-phenylsulfanylethanone
—— 1-[4-[(3S)-1,1-dioxothiolan-3-yl]piperazin-4-ium-1-yl]-2-phenylsulfanylethanone —— C16H23N2O3S2+
1-[4-[(3S)-1,1-dioxothiolan-3-yl]piperazin-4-ium-1-yl]-2-phenylsulfanylethanone
—— 1-[4-[(3S)-1,1-dioxothiolan-3-yl]piperazin-4-ium-1-yl]-2-(4-fluorophenyl)sulfanylethanone —— C16H22FN2O3S2+
1-[4-[(3S)-1,1-dioxothiolan-3-yl]piperazin-4-ium-1-yl]-2-(4-fluorophenyl)sulfanylethanone
—— 1-[4-[(3R)-1,1-dioxothiolan-3-yl]piperazin-4-ium-1-yl]-2-phenylsulfanylethanone —— C16H23N2O3S2+
1-[4-[(3R)-1,1-dioxothiolan-3-yl]piperazin-4-ium-1-yl]-2-phenylsulfanylethanone
—— 1-[4-[(3S)-1,1-dioxothiolan-3-yl]piperazin-1-yl]-2-(4-fluorophenyl)sulfanylethanone —— C16H21FN2O3S2
1-[4-[(3S)-1,1-dioxothiolan-3-yl]piperazin-1-yl]-2-(4-fluorophenyl)sulfanylethanone
—— 1-[(1R)-1-[5-chloro-2-(3,4-dichlorophenyl)sulfanylphenyl]ethyl]-4-(2-methoxyethyl)piperazine —— C21H25Cl3N2OS
1-[(1R)-1-[5-chloro-2-(3,4-dichlorophenyl)sulfanylphenyl]ethyl]-4-(2-methoxyethyl)piperazine
—— 2,6-ditert-butyl-4-[2,3,5-trifluoro-6-[(2E)-2-[(2-fluorophenyl)methylidene]hydrazinyl]pyridin-4-yl]sulfanylphenol —— C26H27F4N3OS
2,6-ditert-butyl-4-[2,3,5-trifluoro-6-[(2E)-2-[(2-fluorophenyl)methylidene]hydrazinyl]pyridin-4-yl]sulfanylphenol
—— 1-[(1S)-1-[5-chloro-2-(3,4-dichlorophenyl)sulfanylphenyl]ethyl]-4-(2-methoxyethyl)piperazine-1,4-diium —— C21H27Cl3N2OS+2
1-[(1S)-1-[5-chloro-2-(3,4-dichlorophenyl)sulfanylphenyl]ethyl]-4-(2-methoxyethyl)piperazine-1,4-diium
—— 1-[(1S)-1-[5-chloro-2-(3,4-dichlorophenyl)sulfanylphenyl]ethyl]-4-(2-methoxyethyl)piperazine —— C21H25Cl3N2OS
1-[(1S)-1-[5-chloro-2-(3,4-dichlorophenyl)sulfanylphenyl]ethyl]-4-(2-methoxyethyl)piperazine
—— 2-[4-[(1S)-1-[5-chloro-2-(3,4-dichlorophenyl)sulfanylphenyl]ethyl]piperazine-1,4-diium-1-yl]ethanol —— C20H25Cl3N2OS+2
2-[4-[(1S)-1-[5-chloro-2-(3,4-dichlorophenyl)sulfanylphenyl]ethyl]piperazine-1,4-diium-1-yl]ethanol
—— (7R)-7-methyl-4-(1H-1,2,4-triazol-5-ylsulfanyl)-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidine —— C13H13N5S2
(7R)-7-methyl-4-(1H-1,2,4-triazol-5-ylsulfanyl)-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidine
—— 2-(4-Fluorophenyl)sulfanyl-1-(4-thiophen-2-ylsulfonylpiperazin-1-yl)ethanone —— C16H17FN2O3S3
2-(4-Fluorophenyl)sulfanyl-1-(4-thiophen-2-ylsulfonylpiperazin-1-yl)ethanone
—— (2S)-2-phenylsulfanyl-1-(4-thiophen-2-ylsulfonylpiperazin-1-yl)propan-1-one —— C17H20N2O3S3
(2S)-2-phenylsulfanyl-1-(4-thiophen-2-ylsulfonylpiperazin-1-yl)propan-1-one
—— 2-(4,6-Dimethylpyrimidin-2-yl)sulfanyl-1-(4-thiophen-2-ylsulfonylpiperazin-1-yl)ethanone —— C16H20N4O3S3
2-(4,6-Dimethylpyrimidin-2-yl)sulfanyl-1-(4-thiophen-2-ylsulfonylpiperazin-1-yl)ethanone
—— [2-[2-(2-Methylphenyl)ethylamino]-2-oxoethyl] 3-(4-methylphenyl)sulfanylpropanoate —— C21H25NO3S
[2-[2-(2-Methylphenyl)ethylamino]-2-oxoethyl] 3-(4-methylphenyl)sulfanylpropanoate
—— [2-[(2-fluorophenyl)methylamino]-2-oxoethyl] (2R)-2-phenyl-2-phenylsulfanylacetate —— C23H20FNO3S
[2-[(2-fluorophenyl)methylamino]-2-oxoethyl] (2R)-2-phenyl-2-phenylsulfanylacetate