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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-(3-aminocyclobutyl)-N~4~-methyl-N~4~-[3-(methylthio)benzyl]pyrimidine-2,4-diamine —— C17H23N5S
6-(3-aminocyclobutyl)-N~4~-methyl-N~4~-[3-(methylthio)benzyl]pyrimidine-2,4-diamine
—— 1-(5-{[5-(Cyclohexylthio)-2-furyl]methyl}-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazin-2-yl)propan-1-ol —— C20H29N3O2S
1-(5-{[5-(Cyclohexylthio)-2-furyl]methyl}-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazin-2-yl)propan-1-ol
—— (7E)-4-(furan-2-yl)-7-(furan-2-ylmethylidene)-2-(2-oxopropylsulfanyl)-5,6-dihydrocyclopenta[b]pyridine-3-carbonitrile —— C21H16N2O3S
(7E)-4-(furan-2-yl)-7-(furan-2-ylmethylidene)-2-(2-oxopropylsulfanyl)-5,6-dihydrocyclopenta[b]pyridine-3-carbonitrile
—— N-[2-(3-pyridin-3-yl-1,2,4-oxadiazol-5-yl)ethyl]-2-(pyridin-4-ylthio)acetamide —— C16H15N5O2S
N-[2-(3-pyridin-3-yl-1,2,4-oxadiazol-5-yl)ethyl]-2-(pyridin-4-ylthio)acetamide
—— 3-nitro-N-[(Z)-[5-(4-oxo-3-phenylquinazolin-2-yl)sulfanylfuran-2-yl]methylideneamino]benzamide —— C26H17N5O5S
3-nitro-N-[(Z)-[5-(4-oxo-3-phenylquinazolin-2-yl)sulfanylfuran-2-yl]methylideneamino]benzamide
—— N-{trans-3-[4-methyl-5-(1H-pyrazol-1-ylmethyl)-4H-1,2,4-triazol-3-yl]cyclobutyl}-2-(phenylthio)acetamide —— C19H22N6OS
N-{trans-3-[4-methyl-5-(1H-pyrazol-1-ylmethyl)-4H-1,2,4-triazol-3-yl]cyclobutyl}-2-(phenylthio)acetamide
—— 2-[(3-ethyl-1H-1,2,4-triazol-5-yl)thio]-N-{2-[(1-methyl-1H-tetrazol-5-yl)thio]ethyl}acetamide —— C10H16N8OS2
2-[(3-ethyl-1H-1,2,4-triazol-5-yl)thio]-N-{2-[(1-methyl-1H-tetrazol-5-yl)thio]ethyl}acetamide
—— N-{1-[4-(2-methoxyethyl)-4H-1,2,4-triazol-3-yl]ethyl}-2-(phenylthio)acetamide —— C15H20N4O2S
N-{1-[4-(2-methoxyethyl)-4H-1,2,4-triazol-3-yl]ethyl}-2-(phenylthio)acetamide
—— N-[(3S,4S)-3-(oxan-4-yl)oxan-4-yl]-2-pyridin-2-ylsulfanylacetamide —— C17H24N2O3S
N-[(3S,4S)-3-(oxan-4-yl)oxan-4-yl]-2-pyridin-2-ylsulfanylacetamide
—— 1-{[(4-Chlorophenyl)thio]acetyl}-3-(methoxymethyl)pyrrolidine —— C14H18ClNO2S
1-{[(4-Chlorophenyl)thio]acetyl}-3-(methoxymethyl)pyrrolidine
—— 2-[(4-chlorobenzyl)thio]-N-{2-[(3-methyl-1H-1,2,4-triazol-5-yl)thio]ethyl}propanamide —— C15H19ClN4OS2
2-[(4-chlorobenzyl)thio]-N-{2-[(3-methyl-1H-1,2,4-triazol-5-yl)thio]ethyl}propanamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)thio]-N-[(3R*,4R*)-3-hydroxypiperidin-4-yl]acetamide —— C9H15N5O2S2
2-[(5-amino-1,3,4-thiadiazol-2-yl)thio]-N-[(3R*,4R*)-3-hydroxypiperidin-4-yl]acetamide
—— (E)-2-(4-chlorophenylthio)nicotinaldehyde O-2,4-dichlorobenzyl oxime —— C19H13Cl3N2OS
(E)-2-(4-chlorophenylthio)nicotinaldehyde O-2,4-dichlorobenzyl oxime
—— N-methyl-N-[(5-methyl-2-furyl)methyl]-3-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)thio]propanamide —— C17H18N4O3S
N-methyl-N-[(5-methyl-2-furyl)methyl]-3-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)thio]propanamide
—— (E)-2-(4-chlorophenylthio)nicotinaldehyde oxime —— C12H9ClN2OS
(E)-2-(4-chlorophenylthio)nicotinaldehyde oxime
—— 1-cyclohexyl-3-[(Z)-[5-(4-methylphenyl)sulfanylfuran-2-yl]methylideneamino]urea —— C19H23N3O2S
1-cyclohexyl-3-[(Z)-[5-(4-methylphenyl)sulfanylfuran-2-yl]methylideneamino]urea
—— 2-[(3-ethyl-1H-1,2,4-triazol-5-yl)thio]-N-[2-(1H-imidazol-1-yl)ethyl]-N-methylacetamide —— C12H18N6OS
2-[(3-ethyl-1H-1,2,4-triazol-5-yl)thio]-N-[2-(1H-imidazol-1-yl)ethyl]-N-methylacetamide
—— N-[(3R,4S)-4-(3-methylbut-2-enoxy)oxan-3-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C15H23N3O3S2
N-[(3R,4S)-4-(3-methylbut-2-enoxy)oxan-3-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— (5-{[(4-Methyl-1,3-thiazol-2-yl)thio]acetyl}-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazin-2-yl)(phenyl)methanol —— C19H20N4O2S2
(5-{[(4-Methyl-1,3-thiazol-2-yl)thio]acetyl}-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazin-2-yl)(phenyl)methanol
—— N-{[4-(2-phenylethyl)-4H-1,2,4-triazol-3-yl]methyl}-2-(pyrimidin-2-ylthio)acetamide —— C17H18N6OS
N-{[4-(2-phenylethyl)-4H-1,2,4-triazol-3-yl]methyl}-2-(pyrimidin-2-ylthio)acetamide
—— N-{2-[(5-methyl-1,3,4-thiadiazol-2-yl)thio]ethyl}-4-(1H-1,2,4-triazol-1-yl)butanamide —— C11H16N6OS2
N-{2-[(5-methyl-1,3,4-thiadiazol-2-yl)thio]ethyl}-4-(1H-1,2,4-triazol-1-yl)butanamide
—— N-[2-(4-hydroxypiperidin-1-yl)ethyl]-2-[(4-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio]propanamide —— C15H24N4O3S
N-[2-(4-hydroxypiperidin-1-yl)ethyl]-2-[(4-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio]propanamide
—— N-[cyclopropyl(1-ethyl-1H-1,2,4-triazol-5-yl)methyl]-2-(pyridin-4-ylthio)acetamide —— C15H19N5OS
N-[cyclopropyl(1-ethyl-1H-1,2,4-triazol-5-yl)methyl]-2-(pyridin-4-ylthio)acetamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)thio]-N-[rac-(1S,5S,6R,7R)-7-cyclopentyl-2-oxabicyclo[3.2.0]hept-6-yl]acetamide —— C15H22N4O2S2
2-[(5-amino-1,3,4-thiadiazol-2-yl)thio]-N-[rac-(1S,5S,6R,7R)-7-cyclopentyl-2-oxabicyclo[3.2.0]hept-6-yl]acetamide
—— N-[3-(5-amino-1,3,4-thiadiazol-2-yl)propyl]-2-[(4-methylphenyl)thio]propanamide —— C15H20N4OS2
N-[3-(5-amino-1,3,4-thiadiazol-2-yl)propyl]-2-[(4-methylphenyl)thio]propanamide
—— N-{2-[4-methyl-6-(trifluoromethyl)pyrimidin-2-yl]ethyl}-2-(pyridin-2-ylthio)acetamide —— C15H15F3N4OS
N-{2-[4-methyl-6-(trifluoromethyl)pyrimidin-2-yl]ethyl}-2-(pyridin-2-ylthio)acetamide
—— N-(cis-3-{6-[(2-hydroxyethyl)amino]pyrimidin-4-yl}cyclobutyl)-2-[(4-methyl-1,3-thiazol-2-yl)thio]acetamide —— C16H21N5O2S2
N-(cis-3-{6-[(2-hydroxyethyl)amino]pyrimidin-4-yl}cyclobutyl)-2-[(4-methyl-1,3-thiazol-2-yl)thio]acetamide
—— N-(2,2-dimethyltetrahydro-2H-pyran-4-yl)-N-methyl-2-[(4-methyl-1,3-thiazol-2-yl)thio]acetamide —— C14H22N2O2S2
N-(2,2-dimethyltetrahydro-2H-pyran-4-yl)-N-methyl-2-[(4-methyl-1,3-thiazol-2-yl)thio]acetamide
—— N-[2-(4,6-dimethylpyrimidin-2-yl)ethyl]-2-[(4-methylphenyl)thio]propanamide —— C18H23N3OS
N-[2-(4,6-dimethylpyrimidin-2-yl)ethyl]-2-[(4-methylphenyl)thio]propanamide
—— N-[(1S,5S,6S,7R)-7-(methoxymethyl)-2-oxabicyclo[3.2.0]heptan-6-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C13H19N3O3S2
N-[(1S,5S,6S,7R)-7-(methoxymethyl)-2-oxabicyclo[3.2.0]heptan-6-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— N-{2-[(4-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)amino]ethyl}-2-[(5-methyl-1,3,4-thiadiazol-2-yl)thio]acetamide —— C12H16N6O2S2
N-{2-[(4-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)amino]ethyl}-2-[(5-methyl-1,3,4-thiadiazol-2-yl)thio]acetamide
—— 2-[(5-methyl-1,3,4-thiadiazol-2-yl)thio]-N-[2-(2-oxoimidazolidin-1-yl)ethyl]acetamide —— C10H15N5O2S2
2-[(5-methyl-1,3,4-thiadiazol-2-yl)thio]-N-[2-(2-oxoimidazolidin-1-yl)ethyl]acetamide
—— N-[3-(3,5-dimethyl-1H-1,2,4-triazol-1-yl)propyl]-2-[(3-methyl-1H-1,2,4-triazol-5-yl)thio]acetamide —— C12H19N7OS
N-[3-(3,5-dimethyl-1H-1,2,4-triazol-1-yl)propyl]-2-[(3-methyl-1H-1,2,4-triazol-5-yl)thio]acetamide
—— (5Z)-5-[(3-nitro-4-pyridin-2-ylsulfanylphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C15H9N3O3S3
(5Z)-5-[(3-nitro-4-pyridin-2-ylsulfanylphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— N-[(Z)-(4-bromophenyl)methylideneamino]-N-methyl-4-(4-phenylsulfanylphenyl)-1,3-thiazol-2-amine —— C23H18BrN3S2
N-[(Z)-(4-bromophenyl)methylideneamino]-N-methyl-4-(4-phenylsulfanylphenyl)-1,3-thiazol-2-amine
—— 2-(pyridin-2-ylthio)-N-[1-(4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)ethyl]acetamide —— C16H19N3OS2
2-(pyridin-2-ylthio)-N-[1-(4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)ethyl]acetamide
—— N-[3-(3,5-dimethyl-1H-1,2,4-triazol-1-yl)propyl]-2-(phenylthio)acetamide —— C15H20N4OS
N-[3-(3,5-dimethyl-1H-1,2,4-triazol-1-yl)propyl]-2-(phenylthio)acetamide
—— N,N-dimethyl-2-[(3R,4S)-3-[(2-pyridin-2-ylsulfanylacetyl)amino]oxan-4-yl]oxyacetamide —— C16H23N3O4S
N,N-dimethyl-2-[(3R,4S)-3-[(2-pyridin-2-ylsulfanylacetyl)amino]oxan-4-yl]oxyacetamide
—— N-[1-(1-ethyl-3,5-dimethyl-1H-pyrazol-4-yl)ethyl]-2-(pyridin-2-ylthio)acetamide —— C16H22N4OS
N-[1-(1-ethyl-3,5-dimethyl-1H-pyrazol-4-yl)ethyl]-2-(pyridin-2-ylthio)acetamide
—— 3-(2-methylsulfanylphenyl)-4,5,6,7-tetrahydro-2H-[1,2]oxazolo[5,4-b]azepine —— C14H16N2OS
3-(2-methylsulfanylphenyl)-4,5,6,7-tetrahydro-2H-[1,2]oxazolo[5,4-b]azepine
—— N-[cis-4-(cyclopropylmethoxy)tetrahydro-2H-pyran-3-yl]-2-(pyridin-4-ylthio)acetamide —— C16H22N2O3S
N-[cis-4-(cyclopropylmethoxy)tetrahydro-2H-pyran-3-yl]-2-(pyridin-4-ylthio)acetamide
—— 2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3S,4S)-3-(oxan-4-yl)oxan-4-yl]acetamide —— C15H24N4O3S
2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3S,4S)-3-(oxan-4-yl)oxan-4-yl]acetamide
—— 2-[(4-chlorophenyl)thio]-N-(3-pyridin-4-ylpropyl)acetamide —— C16H17ClN2OS
2-[(4-chlorophenyl)thio]-N-(3-pyridin-4-ylpropyl)acetamide
—— 1-[(3S,4S)-3-ethoxy-4-hydroxypyrrolidin-1-yl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]ethanone —— C12H18N2O3S2
1-[(3S,4S)-3-ethoxy-4-hydroxypyrrolidin-1-yl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]ethanone
—— N-{[2-(dimethylamino)-1,3-thiazol-4-yl]methyl}-2-[(4-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio]propanamide —— C14H19N5O2S2
N-{[2-(dimethylamino)-1,3-thiazol-4-yl]methyl}-2-[(4-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio]propanamide
—— N'-{(Z)-[3-nitro-4-(pyrimidin-2-ylsulfanyl)phenyl]methylidene}benzohydrazide —— C18H13N5O3S
N'-{(Z)-[3-nitro-4-(pyrimidin-2-ylsulfanyl)phenyl]methylidene}benzohydrazide
—— (5-{[(4-methyl-4H-1,2,4-triazol-3-yl)thio]acetyl}-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazin-2-yl)(phenyl)methanol —— C18H20N6O2S
(5-{[(4-methyl-4H-1,2,4-triazol-3-yl)thio]acetyl}-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazin-2-yl)(phenyl)methanol
—— 1-(5-chloro-2-methylphenyl)-3-(2-methylsulfanylphenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]azepine —— C21H22ClN3S
1-(5-chloro-2-methylphenyl)-3-(2-methylsulfanylphenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]azepine
—— (2Z,5E)-5-({5-[(4-chlorophenyl)sulfanyl]thiophen-2-yl}methylidene)-3-ethyl-2-(ethylimino)-1,3-thiazolidin-4-one —— C18H17ClN2OS3
(2Z,5E)-5-({5-[(4-chlorophenyl)sulfanyl]thiophen-2-yl}methylidene)-3-ethyl-2-(ethylimino)-1,3-thiazolidin-4-one
—— 2-(4-methylpyrimidin-2-yl)sulfanyl-N-[(3S,4S)-3-(oxan-4-yl)oxan-4-yl]acetamide —— C17H25N3O3S
2-(4-methylpyrimidin-2-yl)sulfanyl-N-[(3S,4S)-3-(oxan-4-yl)oxan-4-yl]acetamide