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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
—— (4Z)-2,5-dimethyl-4-[(5-methylsulfanylthiophen-2-yl)methylidene]pyrazol-3-one —— C11H12N2OS2
(4Z)-2,5-dimethyl-4-[(5-methylsulfanylthiophen-2-yl)methylidene]pyrazol-3-one
—— N-[1-(4-methyl-1,3-thiazol-2-yl)ethyl]-3-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)thio]propanamide —— C16H17N5O2S2
N-[1-(4-methyl-1,3-thiazol-2-yl)ethyl]-3-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)thio]propanamide
—— (NZ)-N-(5,6-dihydrothieno[2,3-b]thiopyran-4-ylidene)hydroxylamine —— C7H7NOS2
(NZ)-N-(5,6-dihydrothieno[2,3-b]thiopyran-4-ylidene)hydroxylamine
—— N-[(4-ethyl-1,3-thiazol-2-yl)methyl]-2-[(4-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio]propanamide —— C14H18N4O2S2
N-[(4-ethyl-1,3-thiazol-2-yl)methyl]-2-[(4-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio]propanamide
—— 4-{[(3-ethyl-1H-1,2,4-triazol-5-yl)thio]acetyl}-2-(1H-pyrazol-1-ylmethyl)-1,4-oxazepane —— C15H22N6O2S
4-{[(3-ethyl-1H-1,2,4-triazol-5-yl)thio]acetyl}-2-(1H-pyrazol-1-ylmethyl)-1,4-oxazepane
—— (Z)-3-(2-methylsulfanylthiophen-3-yl)-2-(thiophene-2-carbonyl)prop-2-enenitrile —— C13H9NOS3
(Z)-3-(2-methylsulfanylthiophen-3-yl)-2-(thiophene-2-carbonyl)prop-2-enenitrile
—— 5-(3-chlorobenzylidene)-5,6-dihydro-4H-thieno[2,3-b]thiin-4-one —— C14H9ClOS2
5-(3-chlorobenzylidene)-5,6-dihydro-4H-thieno[2,3-b]thiin-4-one
—— 4-{[2-(ethylthio)-1,3-thiazol-4-yl]acetyl}-2-(1H-pyrazol-1-ylmethyl)-1,4-oxazepane —— C16H22N4O2S2
4-{[2-(ethylthio)-1,3-thiazol-4-yl]acetyl}-2-(1H-pyrazol-1-ylmethyl)-1,4-oxazepane
—— [(Z)-(5-methylsulfanylthiophen-2-yl)methylideneamino]urea —— C7H9N3OS2
[(Z)-(5-methylsulfanylthiophen-2-yl)methylideneamino]urea
—— 1-Cyclohexyl-4-[(pyridin-4-ylthio)acetyl]-1,4-diazepane —— C18H27N3OS
1-Cyclohexyl-4-[(pyridin-4-ylthio)acetyl]-1,4-diazepane
—— (Z)-3-(2-methylsulfanylthiophen-3-yl)-2-methylsulfonylprop-2-enenitrile —— C9H9NO2S3
(Z)-3-(2-methylsulfanylthiophen-3-yl)-2-methylsulfonylprop-2-enenitrile
—— (5E)-2-heptyl-5-[(4-methylsulfanylphenyl)methylidene]cyclopentan-1-one —— C20H28OS
(5E)-2-heptyl-5-[(4-methylsulfanylphenyl)methylidene]cyclopentan-1-one
—— diethyl (2E)-5-amino-7-(4-methylsulfanylphenyl)-2-[(4-methylsulfanylphenyl)methylidene]-3-oxo-7H-[1,3]thiazolo[3,2-a]pyridine-6,8-dicarboxylate —— C28H28N2O5S3
diethyl (2E)-5-amino-7-(4-methylsulfanylphenyl)-2-[(4-methylsulfanylphenyl)methylidene]-3-oxo-7H-[1,3]thiazolo[3,2-a]pyridine-6,8-dicarboxylate
—— dimethyl (2E)-5-amino-7-(4-methylsulfanylphenyl)-2-[(4-methylsulfanylphenyl)methylidene]-3-oxo-7H-[1,3]thiazolo[3,2-a]pyridine-6,8-dicarboxylate —— C26H24N2O5S3
dimethyl (2E)-5-amino-7-(4-methylsulfanylphenyl)-2-[(4-methylsulfanylphenyl)methylidene]-3-oxo-7H-[1,3]thiazolo[3,2-a]pyridine-6,8-dicarboxylate
—— S-[5-(trifluoromethyl)pyridin-2-yl] (Z)-3-thiophen-2-yl-2-thiophen-3-ylprop-2-enethioate —— C17H10F3NOS3
S-[5-(trifluoromethyl)pyridin-2-yl] (Z)-3-thiophen-2-yl-2-thiophen-3-ylprop-2-enethioate
—— N-[2-(4-ethyl-1,3-thiazol-2-yl)ethyl]-2-[(4-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio]propanamide —— C15H20N4O2S2
N-[2-(4-ethyl-1,3-thiazol-2-yl)ethyl]-2-[(4-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio]propanamide
—— 1-(1-{[(4-Chlorophenyl)thio]acetyl}pyrrolidin-3-yl)-4-methylpiperazine —— C17H24ClN3OS
1-(1-{[(4-Chlorophenyl)thio]acetyl}pyrrolidin-3-yl)-4-methylpiperazine
—— 2-[(2-{4-[(2-Methyl-1,3-thiazol-4-yl)methyl]piperazin-1-yl}-2-oxoethyl)thio]pyrimidine —— C15H19N5OS2
2-[(2-{4-[(2-Methyl-1,3-thiazol-4-yl)methyl]piperazin-1-yl}-2-oxoethyl)thio]pyrimidine
—— (1R*,5S*)-3-{[2-(ethylthio)-1,3-thiazol-4-yl]acetyl}-6-methyl-3,6-diazabicyclo[3.2.2]nonan-7-one —— C15H21N3O2S2
(1R*,5S*)-3-{[2-(ethylthio)-1,3-thiazol-4-yl]acetyl}-6-methyl-3,6-diazabicyclo[3.2.2]nonan-7-one
—— 2-(4-acetyl-3,5-dimethyl-1H-pyrazol-1-yl)-N-[2-(1H-1,2,4-triazol-5-ylthio)ethyl]acetamide —— C13H18N6O2S
2-(4-acetyl-3,5-dimethyl-1H-pyrazol-1-yl)-N-[2-(1H-1,2,4-triazol-5-ylthio)ethyl]acetamide
—— N-[2-(3-methylpyridin-2-yl)ethyl]-2-[(4-methyl-1,3-thiazol-2-yl)thio]acetamide —— C14H17N3OS2
N-[2-(3-methylpyridin-2-yl)ethyl]-2-[(4-methyl-1,3-thiazol-2-yl)thio]acetamide
—— N-[2-(2-oxoimidazolidin-1-yl)ethyl]-2-(phenylthio)acetamide —— C13H17N3O2S
N-[2-(2-oxoimidazolidin-1-yl)ethyl]-2-(phenylthio)acetamide
—— (5E)-5-[(4-methylphenyl)methylidene]-3-(3-methylsulfanylphenyl)-1,3-thiazolidine-2,4-dione —— C18H15NO2S2
(5E)-5-[(4-methylphenyl)methylidene]-3-(3-methylsulfanylphenyl)-1,3-thiazolidine-2,4-dione
—— 4-(Diaminomethylideneamino)butanethioamide —— C5H12N4S
4-(Diaminomethylideneamino)butanethioamide
—— 4-Amino-2-hydroxybutanethioamide —— C4H10N2OS
4-Amino-2-hydroxybutanethioamide
—— 2-Hydroxy-3-methylbutanethioamide —— C5H11NOS
2-Hydroxy-3-methylbutanethioamide
—— N-(furan-2-ylmethyl)-2-{[4-methyl-6-(trifluoromethyl)pyrimidin-2-yl]sulfanyl}acetamide —— C13H12F3N3O2S
N-(furan-2-ylmethyl)-2-{[4-methyl-6-(trifluoromethyl)pyrimidin-2-yl]sulfanyl}acetamide
—— 2-methyl-N-(2-((4-methyl-4H-1,2,4-triazol-3-yl)thio)ethyl)-4,5,6,7-tetrahydro-1H-benzo[d]imidazole-5-carboxamide —— C14H20N6OS
2-methyl-N-(2-((4-methyl-4H-1,2,4-triazol-3-yl)thio)ethyl)-4,5,6,7-tetrahydro-1H-benzo[d]imidazole-5-carboxamide
—— N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-2-[3-(trifluoromethyl)pyrazol-1-yl]acetamide —— C14H13F3N4OS
N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-2-[3-(trifluoromethyl)pyrazol-1-yl]acetamide
—— 1-(3-((6-(Dimethylamino)pyridazin-3-yl)oxy)pyrrolidin-1-yl)-2-((4-fluorophenyl)thio)ethanone —— C18H21FN4O2S
1-(3-((6-(Dimethylamino)pyridazin-3-yl)oxy)pyrrolidin-1-yl)-2-((4-fluorophenyl)thio)ethanone
—— tert-butyl N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]carbamate —— C13H18N2O2S
tert-butyl N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]carbamate
—— 2-((4-Fluorophenyl)thio)-1-(3-(pyridazin-3-yloxy)pyrrolidin-1-yl)ethanone —— C16H16FN3O2S
2-((4-Fluorophenyl)thio)-1-(3-(pyridazin-3-yloxy)pyrrolidin-1-yl)ethanone
—— 2-((1-methyl-1H-tetrazol-5-yl)thio)-1-(3-((6-methylpyridazin-3-yl)oxy)pyrrolidin-1-yl)ethanone —— C13H17N7O2S
2-((1-methyl-1H-tetrazol-5-yl)thio)-1-(3-((6-methylpyridazin-3-yl)oxy)pyrrolidin-1-yl)ethanone
—— 3-(2-oxo-2-(3-(pyridazin-3-yloxy)pyrrolidin-1-yl)ethyl)-2,3,7,8-tetrahydrocyclopenta[d]thiazolo[3,2-a]pyrimidin-5(6H)-one —— C19H21N5O3S
3-(2-oxo-2-(3-(pyridazin-3-yloxy)pyrrolidin-1-yl)ethyl)-2,3,7,8-tetrahydrocyclopenta[d]thiazolo[3,2-a]pyrimidin-5(6H)-one
—— 3-((1-(2-(Pyridin-4-ylthio)acetyl)pyrrolidin-3-yl)oxy)pyrazine-2-carbonitrile —— C16H15N5O2S
3-((1-(2-(Pyridin-4-ylthio)acetyl)pyrrolidin-3-yl)oxy)pyrazine-2-carbonitrile
—— 3-((1-(3-(Phenylthio)propanoyl)pyrrolidin-3-yl)oxy)pyrazine-2-carbonitrile —— C18H18N4O2S
3-((1-(3-(Phenylthio)propanoyl)pyrrolidin-3-yl)oxy)pyrazine-2-carbonitrile
—— 1-(3-(Pyrazin-2-yloxy)pyrrolidin-1-yl)-2-(pyridin-4-ylthio)ethanone —— C15H16N4O2S
1-(3-(Pyrazin-2-yloxy)pyrrolidin-1-yl)-2-(pyridin-4-ylthio)ethanone
—— N-((1r,4r)-4-((5-fluoropyrimidin-2-yl)oxy)cyclohexyl)-3-(phenylthio)propanamide —— C19H22FN3O2S
N-((1r,4r)-4-((5-fluoropyrimidin-2-yl)oxy)cyclohexyl)-3-(phenylthio)propanamide
—— N-((1r,4r)-4-((4,6-dimethylpyrimidin-2-yl)oxy)cyclohexyl)-3-(phenylthio)propanamide —— C21H27N3O2S
N-((1r,4r)-4-((4,6-dimethylpyrimidin-2-yl)oxy)cyclohexyl)-3-(phenylthio)propanamide
—— 2-(3-cyano-4,6-dimethylpyridin-2-yl)sulfanyl-N-[1-(4-fluorophenyl)ethyl]acetamide —— C18H18FN3OS
2-(3-cyano-4,6-dimethylpyridin-2-yl)sulfanyl-N-[1-(4-fluorophenyl)ethyl]acetamide
—— 2-(3-cyano-4,6-dimethylpyridin-2-yl)sulfanyl-N-(3-methylbutan-2-yl)acetamide —— C15H21N3OS
2-(3-cyano-4,6-dimethylpyridin-2-yl)sulfanyl-N-(3-methylbutan-2-yl)acetamide
—— N-((1r,4r)-4-((5-chloropyrimidin-2-yl)oxy)cyclohexyl)-2-((1-methyl-1H-tetrazol-5-yl)thio)acetamide —— C14H18ClN7O2S
N-((1r,4r)-4-((5-chloropyrimidin-2-yl)oxy)cyclohexyl)-2-((1-methyl-1H-tetrazol-5-yl)thio)acetamide
—— 2-((1-methyl-1H-tetrazol-5-yl)thio)-N-((1r,4r)-4-(pyrimidin-2-yloxy)cyclohexyl)acetamide —— C14H19N7O2S
2-((1-methyl-1H-tetrazol-5-yl)thio)-N-((1r,4r)-4-(pyrimidin-2-yloxy)cyclohexyl)acetamide
—— 2-(Pyridin-4-ylthio)-1-(7-(o-tolyl)-1,4-thiazepan-4-yl)ethanone —— C19H22N2OS2
2-(Pyridin-4-ylthio)-1-(7-(o-tolyl)-1,4-thiazepan-4-yl)ethanone
—— 1-(7-(2,5-difluorophenyl)-1,4-thiazepan-4-yl)-2-((1-methyl-1H-tetrazol-5-yl)thio)ethanone —— C15H17F2N5OS2
1-(7-(2,5-difluorophenyl)-1,4-thiazepan-4-yl)-2-((1-methyl-1H-tetrazol-5-yl)thio)ethanone
—— 2-((4-fluorophenyl)thio)-N-((1r,4r)-4-(pyrimidin-2-yloxy)cyclohexyl)acetamide —— C18H20FN3O2S
2-((4-fluorophenyl)thio)-N-((1r,4r)-4-(pyrimidin-2-yloxy)cyclohexyl)acetamide
—— 2-(Pyridin-4-ylthio)-1-(7-(thiophen-2-yl)-1,4-thiazepan-4-yl)ethanone —— C16H18N2OS3
2-(Pyridin-4-ylthio)-1-(7-(thiophen-2-yl)-1,4-thiazepan-4-yl)ethanone
—— 3-(2-oxo-2-(7-(thiophen-2-yl)-1,4-thiazepan-4-yl)ethyl)-2,3,7,8-tetrahydrocyclopenta[d]thiazolo[3,2-a]pyrimidin-5(6H)-one —— C20H23N3O2S3
3-(2-oxo-2-(7-(thiophen-2-yl)-1,4-thiazepan-4-yl)ethyl)-2,3,7,8-tetrahydrocyclopenta[d]thiazolo[3,2-a]pyrimidin-5(6H)-one
—— 3-(2-(7-(furan-2-yl)-1,4-thiazepan-4-yl)-2-oxoethyl)-2,3,7,8-tetrahydrocyclopenta[d]thiazolo[3,2-a]pyrimidin-5(6H)-one —— C20H23N3O3S2
3-(2-(7-(furan-2-yl)-1,4-thiazepan-4-yl)-2-oxoethyl)-2,3,7,8-tetrahydrocyclopenta[d]thiazolo[3,2-a]pyrimidin-5(6H)-one
—— 1-(7-(2,5-Difluorophenyl)-1,4-thiazepan-4-yl)-2-(pyridin-4-ylthio)ethanone —— C18H18F2N2OS2
1-(7-(2,5-Difluorophenyl)-1,4-thiazepan-4-yl)-2-(pyridin-4-ylthio)ethanone