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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
—— N-[rac-(1S,5S,6S,7R)-7-(methoxymethyl)-2-oxabicyclo[3.2.0]hept-6-yl]-2-[(4-methyl-1,3-thiazol-2-yl)thio]acetamide —— C14H20N2O3S2
N-[rac-(1S,5S,6S,7R)-7-(methoxymethyl)-2-oxabicyclo[3.2.0]hept-6-yl]-2-[(4-methyl-1,3-thiazol-2-yl)thio]acetamide
—— 2-{[3-Chloro-5-(trifluoromethyl)-2-pyridinyl]sulfanyl}-4-[2-(2-thienyl)vinyl]pyrimidine —— C16H9ClF3N3S2
2-{[3-Chloro-5-(trifluoromethyl)-2-pyridinyl]sulfanyl}-4-[2-(2-thienyl)vinyl]pyrimidine
—— 1-(4-Fluorophenyl)-4-{[(5-methyl-1,3,4-thiadiazol-2-yl)thio]acetyl}-1,4-diazepane —— C16H19FN4OS2
1-(4-Fluorophenyl)-4-{[(5-methyl-1,3,4-thiadiazol-2-yl)thio]acetyl}-1,4-diazepane
—— 3,5-dimethyl-N-{2-[(5-methyl-1,3,4-thiadiazol-2-yl)thio]ethyl}isoxazole-4-carboxamide —— C11H14N4O2S2
3,5-dimethyl-N-{2-[(5-methyl-1,3,4-thiadiazol-2-yl)thio]ethyl}isoxazole-4-carboxamide
—— N-[(1S,5S,6R,7R)-7-cyclopentyl-2-oxabicyclo[3.2.0]heptan-6-yl]-2-pyridin-2-ylsulfanylacetamide —— C18H24N2O2S
N-[(1S,5S,6R,7R)-7-cyclopentyl-2-oxabicyclo[3.2.0]heptan-6-yl]-2-pyridin-2-ylsulfanylacetamide
—— N-(6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-3-ylmethyl)-2-[(4-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio]propanamide —— C14H18N6O2S
N-(6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-3-ylmethyl)-2-[(4-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio]propanamide
—— N-[(5-amino-1,3,4-thiadiazol-2-yl)(phenyl)methyl]-2-[(3-methyl-1H-1,2,4-triazol-5-yl)thio]acetamide —— C14H15N7OS2
N-[(5-amino-1,3,4-thiadiazol-2-yl)(phenyl)methyl]-2-[(3-methyl-1H-1,2,4-triazol-5-yl)thio]acetamide
—— N-methyl-1-(4-methyl-1,2,3-thiadiazol-5-yl)-N-{[2-(methylthio)pyrimidin-5-yl]methyl}methanamine —— C11H15N5S2
N-methyl-1-(4-methyl-1,2,3-thiadiazol-5-yl)-N-{[2-(methylthio)pyrimidin-5-yl]methyl}methanamine
—— N-{2-[(4-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)amino]ethyl}-2-[(4-methylpyrimidin-2-yl)thio]acetamide —— C14H18N6O2S
N-{2-[(4-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)amino]ethyl}-2-[(4-methylpyrimidin-2-yl)thio]acetamide
—— 2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(Z)-1-(4-fluorophenyl)ethylideneamino]acetamide —— C19H16ClFN4OS3
2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(Z)-1-(4-fluorophenyl)ethylideneamino]acetamide
—— 2-[[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(Z)-1-pyridin-3-ylethylideneamino]acetamide —— C18H16ClN5OS3
2-[[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(Z)-1-pyridin-3-ylethylideneamino]acetamide
—— (E)-3-[5-(4-chlorophenyl)sulfanylfuran-2-yl]-2-(3-nitrobenzoyl)prop-2-enenitrile —— C20H11ClN2O4S
(E)-3-[5-(4-chlorophenyl)sulfanylfuran-2-yl]-2-(3-nitrobenzoyl)prop-2-enenitrile
—— N-{2-[(1-methyl-1H-tetrazol-5-yl)thio]ethyl}-4-(1H-1,2,4-triazol-1-yl)butanamide —— C10H16N8OS
N-{2-[(1-methyl-1H-tetrazol-5-yl)thio]ethyl}-4-(1H-1,2,4-triazol-1-yl)butanamide
—— (E)-2-(1H-benzimidazol-2-yl)-3-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]prop-2-enenitrile —— C22H13ClN4O2S
(E)-2-(1H-benzimidazol-2-yl)-3-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]prop-2-enenitrile
—— N-{[5-(methoxymethyl)-1,2,4-oxadiazol-3-yl]methyl}-2-(pyridin-4-ylthio)acetamide —— C12H14N4O3S
N-{[5-(methoxymethyl)-1,2,4-oxadiazol-3-yl]methyl}-2-(pyridin-4-ylthio)acetamide
—— N-[(E)-[2-(4,6-dimethoxypyrimidin-2-yl)sulfanylphenyl]methylideneamino]-4-fluoroaniline —— C19H17FN4O2S
N-[(E)-[2-(4,6-dimethoxypyrimidin-2-yl)sulfanylphenyl]methylideneamino]-4-fluoroaniline
—— (5Z)-5-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-3-[(3,4-dichlorophenyl)methyl]-1,3-thiazolidine-2,4-dione —— C23H13Cl3N2O4S2
(5Z)-5-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-3-[(3,4-dichlorophenyl)methyl]-1,3-thiazolidine-2,4-dione
—— N-[(5-amino-1H-1,2,4-triazol-3-yl)methyl]-2-[(4-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio]propanamide —— C11H15N7O2S
N-[(5-amino-1H-1,2,4-triazol-3-yl)methyl]-2-[(4-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio]propanamide
—— N-[(Z)-(5-nitro-2-pyridin-2-ylsulfanylphenyl)methylideneamino]-4,6-dipyrrolidin-1-yl-1,3,5-triazin-2-amine —— C23H25N9O2S
N-[(Z)-(5-nitro-2-pyridin-2-ylsulfanylphenyl)methylideneamino]-4,6-dipyrrolidin-1-yl-1,3,5-triazin-2-amine
—— 2-[(4-chlorophenyl)thio]-N-{trans-3-[5-(hydroxymethyl)-4-methyl-4H-1,2,4-triazol-3-yl]cyclobutyl}acetamide —— C16H19ClN4O2S
2-[(4-chlorophenyl)thio]-N-{trans-3-[5-(hydroxymethyl)-4-methyl-4H-1,2,4-triazol-3-yl]cyclobutyl}acetamide
—— N-(1-pyridin-4-ylpropyl)-2-(pyridin-2-ylthio)acetamide —— C15H17N3OS
N-(1-pyridin-4-ylpropyl)-2-(pyridin-2-ylthio)acetamide
—— 6-(3-aminocyclobutyl)-2-(methoxymethyl)-N-[4-(methylthio)benzyl]pyrimidin-4-amine —— C18H24N4OS
6-(3-aminocyclobutyl)-2-(methoxymethyl)-N-[4-(methylthio)benzyl]pyrimidin-4-amine
—— 3,5-dimethyl-N-{2-[(1-methyl-1H-tetrazol-5-yl)thio]ethyl}isoxazole-4-carboxamide —— C10H14N6O2S
3,5-dimethyl-N-{2-[(1-methyl-1H-tetrazol-5-yl)thio]ethyl}isoxazole-4-carboxamide
—— N-({3-[(methylthio)methyl]-1,2,4-oxadiazol-5-yl}methyl)-2-(pyrimidin-2-ylthio)acetamide —— C11H13N5O2S2
N-({3-[(methylthio)methyl]-1,2,4-oxadiazol-5-yl}methyl)-2-(pyrimidin-2-ylthio)acetamide
—— 2-(4-chlorophenyl)sulfanyl-N-[(3S,4S)-3-(oxan-4-yl)oxan-4-yl]acetamide —— C18H24ClNO3S
2-(4-chlorophenyl)sulfanyl-N-[(3S,4S)-3-(oxan-4-yl)oxan-4-yl]acetamide
—— (14E)-14-[[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylidene]-11-(2,5-dimethoxyphenyl)-15-thia-12,17-diazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,16-pentaen-13-one —— C34H25N3O4S3
(14E)-14-[[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylidene]-11-(2,5-dimethoxyphenyl)-15-thia-12,17-diazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,16-pentaen-13-one
—— {5-[6-amino-2-(methylthio)pyrimidin-4-yl]-5,6,7,8-tetrahydro-4H-pyrazolo[1,5-a][1,4]diazepin-2-yl}(cyclobutyl)methanol —— C17H24N6OS
{5-[6-amino-2-(methylthio)pyrimidin-4-yl]-5,6,7,8-tetrahydro-4H-pyrazolo[1,5-a][1,4]diazepin-2-yl}(cyclobutyl)methanol
—— N-{[4-(3-fluorophenyl)tetrahydro-2H-pyran-4-yl]methyl}-2-(pyridin-4-ylthio)acetamide —— C19H21FN2O2S
N-{[4-(3-fluorophenyl)tetrahydro-2H-pyran-4-yl]methyl}-2-(pyridin-4-ylthio)acetamide
—— N-(4-bromo-3-chlorophenyl)-2-[(5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]acetamide —— C25H17BrClN3O5S2
N-(4-bromo-3-chlorophenyl)-2-[(5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]acetamide
—— (5E)-1-(3,4-dimethylphenyl)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-3-phenyl-2-sulfanylidene-1,3-diazinane-4,6-dione —— C32H25N3O4S2
(5E)-1-(3,4-dimethylphenyl)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-3-phenyl-2-sulfanylidene-1,3-diazinane-4,6-dione
—— (3S,4S)-1-[(5-cyclohexylsulfanylfuran-2-yl)methyl]-4-ethoxypyrrolidin-3-ol —— C17H27NO3S
(3S,4S)-1-[(5-cyclohexylsulfanylfuran-2-yl)methyl]-4-ethoxypyrrolidin-3-ol
—— N-[2-(4-amino-6-hydroxypyrimidin-2-yl)ethyl]-2-[(4-methyl-1,3-thiazol-2-yl)thio]acetamide —— C12H15N5O2S2
N-[2-(4-amino-6-hydroxypyrimidin-2-yl)ethyl]-2-[(4-methyl-1,3-thiazol-2-yl)thio]acetamide
—— 6-(3-aminocyclobutyl)-N-{2-[(3-methyl-1H-1,2,4-triazol-5-yl)thio]ethyl}pyrimidin-4-amine —— C13H19N7S
6-(3-aminocyclobutyl)-N-{2-[(3-methyl-1H-1,2,4-triazol-5-yl)thio]ethyl}pyrimidin-4-amine
—— 2-[(5-methyl-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S,5R,6S)-2-oxabicyclo[3.2.0]heptan-6-yl]acetamide —— C11H16N4O2S
2-[(5-methyl-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S,5R,6S)-2-oxabicyclo[3.2.0]heptan-6-yl]acetamide
—— N-(2-methyl-1-pyridin-2-ylpropyl)-2-(pyridin-2-ylthio)acetamide —— C16H19N3OS
N-(2-methyl-1-pyridin-2-ylpropyl)-2-(pyridin-2-ylthio)acetamide
—— 3-(5-methyl-1H-pyrazol-1-yl)-N-[2-(1H-1,2,3-triazol-5-ylthio)ethyl]propanamide —— C11H16N6OS
3-(5-methyl-1H-pyrazol-1-yl)-N-[2-(1H-1,2,3-triazol-5-ylthio)ethyl]propanamide
—— N-[1-(3-methylpyridin-2-yl)propyl]-2-(pyridin-4-ylthio)acetamide —— C16H19N3OS
N-[1-(3-methylpyridin-2-yl)propyl]-2-(pyridin-4-ylthio)acetamide
—— 2-(pyridin-2-ylthio)-N-[2-(1H-1,2,3-triazol-5-ylthio)ethyl]propanamide —— C12H15N5OS2
2-(pyridin-2-ylthio)-N-[2-(1H-1,2,3-triazol-5-ylthio)ethyl]propanamide
—— N-[2-(5-amino-1H-1,2,4-triazol-3-yl)ethyl]-2-[(4-methyl-1,3-thiazol-2-yl)thio]acetamide —— C10H14N6OS2
N-[2-(5-amino-1H-1,2,4-triazol-3-yl)ethyl]-2-[(4-methyl-1,3-thiazol-2-yl)thio]acetamide
—— 2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]-N-[(3S,4S)-3-(oxan-4-yl)oxan-4-yl]acetamide —— C16H24N2O3S2
2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]-N-[(3S,4S)-3-(oxan-4-yl)oxan-4-yl]acetamide
—— N-[(2-aminopyridin-3-yl)methyl]-2-(pyrimidin-2-ylthio)acetamide —— C12H13N5OS
N-[(2-aminopyridin-3-yl)methyl]-2-(pyrimidin-2-ylthio)acetamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(3R,4R)-4-pyrrolidin-1-yloxolan-3-yl]acetamide —— C12H19N5O2S2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(3R,4R)-4-pyrrolidin-1-yloxolan-3-yl]acetamide
—— Phenyl{5-[(pyridin-2-ylthio)acetyl]-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazin-2-yl}methanol —— C20H20N4O2S
Phenyl{5-[(pyridin-2-ylthio)acetyl]-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazin-2-yl}methanol
—— [(3Z)-2-oxo-3-(1,3,3-trimethylindol-2-ylidene)propyl] 2-[2-nitro-4-(trifluoromethyl)phenyl]sulfanylbenzoate —— C28H23F3N2O5S
[(3Z)-2-oxo-3-(1,3,3-trimethylindol-2-ylidene)propyl] 2-[2-nitro-4-(trifluoromethyl)phenyl]sulfanylbenzoate
—— 2-(4-chlorophenyl)sulfanyl-1-[(3S,4S)-3-ethoxy-4-hydroxypyrrolidin-1-yl]ethanone —— C14H18ClNO3S
2-(4-chlorophenyl)sulfanyl-1-[(3S,4S)-3-ethoxy-4-hydroxypyrrolidin-1-yl]ethanone
—— N-[2-(4-ethyl-3,5-dimethyl-1H-pyrazol-1-yl)ethyl]-2-[(4-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio]propanamide —— C17H25N5O2S
N-[2-(4-ethyl-3,5-dimethyl-1H-pyrazol-1-yl)ethyl]-2-[(4-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio]propanamide
—— N-(3,3-dimethyl-1-pyridin-3-ylbutyl)-2-(pyridin-2-ylthio)acetamide —— C18H23N3OS
N-(3,3-dimethyl-1-pyridin-3-ylbutyl)-2-(pyridin-2-ylthio)acetamide
—— ethyl 2-[[(E)-3-[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]-2-cyanoprop-2-enoyl]amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate —— C26H21N3O4S3
ethyl 2-[[(E)-3-[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]-2-cyanoprop-2-enoyl]amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate
—— {4-[(Pyridin-4-ylthio)acetyl]morpholin-3-yl}methanol —— C12H16N2O3S
{4-[(Pyridin-4-ylthio)acetyl]morpholin-3-yl}methanol
—— N-[(4-methyl-1,4-oxazepan-6-yl)methyl]-2-[(2-methylphenyl)thio]acetamide —— C16H24N2O2S
N-[(4-methyl-1,4-oxazepan-6-yl)methyl]-2-[(2-methylphenyl)thio]acetamide