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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
—— (Z)-({4-[(2,6-dichlorophenyl)sulfanyl]-3-nitrophenyl}methylidene)(methoxy)amine —— C14H10Cl2N2O3S
(Z)-({4-[(2,6-dichlorophenyl)sulfanyl]-3-nitrophenyl}methylidene)(methoxy)amine
—— N-[2-(5-ethyl-1,2,4-oxadiazol-3-yl)ethyl]-2-[(4-methylphenyl)thio]propanamide —— C16H21N3O2S
N-[2-(5-ethyl-1,2,4-oxadiazol-3-yl)ethyl]-2-[(4-methylphenyl)thio]propanamide
—— N-{2-[(5-methyl-1,3,4-thiadiazol-2-yl)thio]ethyl}-3-pyridin-3-ylpropanamide —— C13H16N4OS2
N-{2-[(5-methyl-1,3,4-thiadiazol-2-yl)thio]ethyl}-3-pyridin-3-ylpropanamide
—— ((2S,4R)-4-(dimethylamino)-1-{[(3-methyl-1H-1,2,4-triazol-5-yl)thio]acetyl}pyrrolidin-2-yl)methanol —— C12H21N5O2S
((2S,4R)-4-(dimethylamino)-1-{[(3-methyl-1H-1,2,4-triazol-5-yl)thio]acetyl}pyrrolidin-2-yl)methanol
—— N-(6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-3-ylmethyl)-2-[(3-ethyl-1H-1,2,4-triazol-5-yl)thio]acetamide —— C12H17N7OS
N-(6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-3-ylmethyl)-2-[(3-ethyl-1H-1,2,4-triazol-5-yl)thio]acetamide
—— N-{2-[(1-methyl-1H-tetrazol-5-yl)thio]ethyl}-2-(3-thienyl)acetamide —— C10H13N5OS2
N-{2-[(1-methyl-1H-tetrazol-5-yl)thio]ethyl}-2-(3-thienyl)acetamide
—— N-methyl-N-[2-(2-methyl-1H-imidazol-1-yl)ethyl]-2-[(4-methyl-1,3-thiazol-2-yl)thio]acetamide —— C13H18N4OS2
N-methyl-N-[2-(2-methyl-1H-imidazol-1-yl)ethyl]-2-[(4-methyl-1,3-thiazol-2-yl)thio]acetamide
—— N-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-[(5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]acetamide —— C27H21N3O7S2
N-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-[(5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]acetamide
—— 2-[(4-methylpyrimidin-2-yl)thio]-N-[2-(3,4,5-trimethyl-1H-pyrazol-1-yl)ethyl]acetamide —— C15H21N5OS
2-[(4-methylpyrimidin-2-yl)thio]-N-[2-(3,4,5-trimethyl-1H-pyrazol-1-yl)ethyl]acetamide
—— N-[(3R,4S)-4-(3-methylbut-2-enoxy)oxan-3-yl]-2-pyridin-4-ylsulfanylacetamide —— C17H24N2O3S
N-[(3R,4S)-4-(3-methylbut-2-enoxy)oxan-3-yl]-2-pyridin-4-ylsulfanylacetamide
—— 2-(4,5-dimethyl-1H-imidazol-1-yl)-N-{2-[(1-methyl-1H-tetrazol-5-yl)thio]ethyl}acetamide —— C11H17N7OS
2-(4,5-dimethyl-1H-imidazol-1-yl)-N-{2-[(1-methyl-1H-tetrazol-5-yl)thio]ethyl}acetamide
—— N-{2-[(3-methyl-1H-1,2,4-triazol-5-yl)thio]ethyl}-2-(tetrahydrofuran-2-ylmethoxy)acetamide —— C12H20N4O3S
N-{2-[(3-methyl-1H-1,2,4-triazol-5-yl)thio]ethyl}-2-(tetrahydrofuran-2-ylmethoxy)acetamide
—— 4,6,8-trimethyl-N-[(Z)-(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)methylideneamino]quinolin-2-amine —— C23H20N6O2S
4,6,8-trimethyl-N-[(Z)-(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)methylideneamino]quinolin-2-amine
—— N-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]-4,6-dipyrrolidin-1-yl-1,3,5-triazin-2-amine —— C25H28N8O2S
N-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]-4,6-dipyrrolidin-1-yl-1,3,5-triazin-2-amine
—— N-{trans-3-[(3-methylbut-2-en-1-yl)oxy]tetrahydro-2H-pyran-4-yl}-2-[(5-methyl-1,3,4-oxadiazol-2-yl)thio]acetamide —— C15H23N3O4S
N-{trans-3-[(3-methylbut-2-en-1-yl)oxy]tetrahydro-2H-pyran-4-yl}-2-[(5-methyl-1,3,4-oxadiazol-2-yl)thio]acetamide
—— (6Z)-5-imino-6-[(4-methylsulfanylphenyl)methylidene]-2-(2-morpholin-4-yl-2-oxoethyl)-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one —— C19H19N5O3S2
(6Z)-5-imino-6-[(4-methylsulfanylphenyl)methylidene]-2-(2-morpholin-4-yl-2-oxoethyl)-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one
—— 2-[(4-methyl-4H-1,2,4-triazol-3-yl)thio]-N-[trans-3-(pyridin-2-yloxy)tetrahydro-2H-pyran-4-yl]acetamide —— C15H19N5O3S
2-[(4-methyl-4H-1,2,4-triazol-3-yl)thio]-N-[trans-3-(pyridin-2-yloxy)tetrahydro-2H-pyran-4-yl]acetamide
—— Cyclopropyl{5-[2-(phenylthio)ethyl]-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazin-2-yl}methanol —— C18H23N3OS
Cyclopropyl{5-[2-(phenylthio)ethyl]-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazin-2-yl}methanol
—— 6-(3-aminocyclobutyl)-N~4~-methyl-N~4~-[2-(phenylthio)ethyl]pyrimidine-2,4-diamine —— C17H23N5S
6-(3-aminocyclobutyl)-N~4~-methyl-N~4~-[2-(phenylthio)ethyl]pyrimidine-2,4-diamine
—— (2Z)-2-[(4-bromoanilino)-phenylmethylidene]-1-benzothiophen-3-one —— C21H14BrNOS
(2Z)-2-[(4-bromoanilino)-phenylmethylidene]-1-benzothiophen-3-one
—— N-(1-methyl-2-pyrazin-2-ylethyl)-2-[(4-methylpyrimidin-2-yl)thio]acetamide —— C14H17N5OS
N-(1-methyl-2-pyrazin-2-ylethyl)-2-[(4-methylpyrimidin-2-yl)thio]acetamide
—— 2-[2-(ethylthio)-1,3-thiazol-4-yl]-N-{2-[(3-methyl-1H-1,2,4-triazol-5-yl)thio]ethyl}acetamide —— C12H17N5OS3
2-[2-(ethylthio)-1,3-thiazol-4-yl]-N-{2-[(3-methyl-1H-1,2,4-triazol-5-yl)thio]ethyl}acetamide
—— N-{[5-(methoxymethyl)-1,2,4-oxadiazol-3-yl]methyl}-2-(pyrimidin-2-ylthio)acetamide —— C11H13N5O3S
N-{[5-(methoxymethyl)-1,2,4-oxadiazol-3-yl]methyl}-2-(pyrimidin-2-ylthio)acetamide
—— 2-[(4-methylpyrimidin-2-yl)thio]-N-[2-(5-methyl-2-thienyl)ethyl]acetamide —— C14H17N3OS2
2-[(4-methylpyrimidin-2-yl)thio]-N-[2-(5-methyl-2-thienyl)ethyl]acetamide
—— N-[(3R,4R)-4-morpholin-4-yloxolan-3-yl]-2-pyridin-2-ylsulfanylacetamide —— C15H21N3O3S
N-[(3R,4R)-4-morpholin-4-yloxolan-3-yl]-2-pyridin-2-ylsulfanylacetamide
—— 2-[(3-methyl-1H-1,2,4-triazol-5-yl)thio]-N-[(1-pyridin-2-ylpiperidin-3-yl)methyl]acetamide —— C16H22N6OS
2-[(3-methyl-1H-1,2,4-triazol-5-yl)thio]-N-[(1-pyridin-2-ylpiperidin-3-yl)methyl]acetamide
—— N-[(1-isobutyl-1H-imidazol-5-yl)methyl]-2-[(3-methyl-1H-1,2,4-triazol-5-yl)thio]acetamide —— C13H20N6OS
N-[(1-isobutyl-1H-imidazol-5-yl)methyl]-2-[(3-methyl-1H-1,2,4-triazol-5-yl)thio]acetamide
—— 2-[(4-chlorophenyl)thio]-N-[(1-ethyl-1H-imidazol-2-yl)methyl]-N-methylacetamide —— C15H18ClN3OS
2-[(4-chlorophenyl)thio]-N-[(1-ethyl-1H-imidazol-2-yl)methyl]-N-methylacetamide
—— 2-[(4-chlorophenyl)thio]-N-[cis-4-(cyclopropylmethoxy)tetrahydro-2H-pyran-3-yl]acetamide —— C17H22ClNO3S
2-[(4-chlorophenyl)thio]-N-[cis-4-(cyclopropylmethoxy)tetrahydro-2H-pyran-3-yl]acetamide
—— 2-[(4,6-dimethylpyrimidin-2-yl)thio]-N-[2-(3-pyridin-3-yl-1,2,4-oxadiazol-5-yl)ethyl]propanamide —— C18H20N6O2S
2-[(4,6-dimethylpyrimidin-2-yl)thio]-N-[2-(3-pyridin-3-yl-1,2,4-oxadiazol-5-yl)ethyl]propanamide
—— N-methyl-2-[(4-methyl-1,3-thiazol-2-yl)thio]-N-[(3-pyridin-3-yl-1,2,4-oxadiazol-5-yl)methyl]acetamide —— C15H15N5O2S2
N-methyl-2-[(4-methyl-1,3-thiazol-2-yl)thio]-N-[(3-pyridin-3-yl-1,2,4-oxadiazol-5-yl)methyl]acetamide
—— 6-(3-aminocyclobutyl)-N-methyl-N-{2-[(4-methylphenyl)thio]ethyl}pyrimidin-4-amine —— C18H24N4S
6-(3-aminocyclobutyl)-N-methyl-N-{2-[(4-methylphenyl)thio]ethyl}pyrimidin-4-amine
—— N-[(4-hydroxy-3,5-dimethylpyridin-2-yl)methyl]-2-[(4-methylphenyl)thio]propanamide —— C18H22N2O2S
N-[(4-hydroxy-3,5-dimethylpyridin-2-yl)methyl]-2-[(4-methylphenyl)thio]propanamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(4-methylphenyl)methylideneamino]-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]triazole-4-carboxamide —— C17H17N11O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(4-methylphenyl)methylideneamino]-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]triazole-4-carboxamide
—— (4-methylphenyl) N'-(benzylcarbamoyl)-N-butyl-N-[(4-hydroxyphenyl)methyl]carbamimidothioate —— C27H31N3O2S
(4-methylphenyl) N'-(benzylcarbamoyl)-N-butyl-N-[(4-hydroxyphenyl)methyl]carbamimidothioate
—— N-[rac-(1R,5S,6R,7R)-7-benzyl-2-oxabicyclo[3.2.0]hept-6-yl]-2-[(5-methyl-1,3,4-oxadiazol-2-yl)thio]acetamide —— C18H21N3O3S
N-[rac-(1R,5S,6R,7R)-7-benzyl-2-oxabicyclo[3.2.0]hept-6-yl]-2-[(5-methyl-1,3,4-oxadiazol-2-yl)thio]acetamide
—— N-methyl-N-[3-(1-methyl-1H-imidazol-2-yl)propyl]-2-[(4-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio]propanamide —— C16H23N5O2S
N-methyl-N-[3-(1-methyl-1H-imidazol-2-yl)propyl]-2-[(4-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio]propanamide
—— 2-[(4-methyl-1,3-thiazol-2-yl)thio]-N-[(2-pyrazin-2-yl-1,3-thiazol-4-yl)methyl]acetamide —— C14H13N5OS3
2-[(4-methyl-1,3-thiazol-2-yl)thio]-N-[(2-pyrazin-2-yl-1,3-thiazol-4-yl)methyl]acetamide
—— 2-(1-methylimidazol-2-yl)sulfanyl-N-[(3S,4S)-3-(oxan-4-yl)oxan-4-yl]acetamide —— C16H25N3O3S
2-(1-methylimidazol-2-yl)sulfanyl-N-[(3S,4S)-3-(oxan-4-yl)oxan-4-yl]acetamide
—— ethyl (4E)-4-[[2-(4-bromo-2,5-dimethylphenyl)sulfanylacetyl]hydrazinylidene]-3-ethyl-2-methylcyclohex-2-ene-1-carboxylate —— C22H29BrN2O3S
ethyl (4E)-4-[[2-(4-bromo-2,5-dimethylphenyl)sulfanylacetyl]hydrazinylidene]-3-ethyl-2-methylcyclohex-2-ene-1-carboxylate
—— N-{trans-3-[2-(dimethylamino)-2-oxoethoxy]tetrahydro-2H-pyran-4-yl}-2-(pyridin-4-ylthio)acetamide —— C16H23N3O4S
N-{trans-3-[2-(dimethylamino)-2-oxoethoxy]tetrahydro-2H-pyran-4-yl}-2-(pyridin-4-ylthio)acetamide
—— 2-[(3-methyl-1H-1,2,4-triazol-5-yl)thio]-N-{2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]ethyl}acetamide —— C12H15F3N6OS
2-[(3-methyl-1H-1,2,4-triazol-5-yl)thio]-N-{2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]ethyl}acetamide
—— N-{[3-(2-methoxyethyl)-1,2,4-oxadiazol-5-yl]methyl}-2-[(4-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio]propanamide —— C14H19N5O4S
N-{[3-(2-methoxyethyl)-1,2,4-oxadiazol-5-yl]methyl}-2-[(4-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio]propanamide
—— N-[3-(3,5-dimethylisoxazol-4-yl)propyl]-2-[(3-methyl-1H-1,2,4-triazol-5-yl)thio]acetamide —— C13H19N5O2S
N-[3-(3,5-dimethylisoxazol-4-yl)propyl]-2-[(3-methyl-1H-1,2,4-triazol-5-yl)thio]acetamide
—— N-{[3-(2-methoxyethyl)-1,2,4-oxadiazol-5-yl]methyl}-2-[(4-methylphenyl)thio]propanamide —— C16H21N3O3S
N-{[3-(2-methoxyethyl)-1,2,4-oxadiazol-5-yl]methyl}-2-[(4-methylphenyl)thio]propanamide
—— N-[trans-3-methoxytetrahydro-2H-pyran-4-yl]-2-[(2-methylphenyl)thio]acetamide —— C15H21NO3S
N-[trans-3-methoxytetrahydro-2H-pyran-4-yl]-2-[(2-methylphenyl)thio]acetamide
—— 2-[(2-methylphenyl)thio]-N-[2-(4-methyl-1,3-thiazol-2-yl)propyl]acetamide —— C16H20N2OS2
2-[(2-methylphenyl)thio]-N-[2-(4-methyl-1,3-thiazol-2-yl)propyl]acetamide
—— 2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S,5R,6S)-2-oxabicyclo[3.2.0]heptan-6-yl]acetamide —— C11H16N4O2S
2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S,5R,6S)-2-oxabicyclo[3.2.0]heptan-6-yl]acetamide
—— (NZ)-N-(2-pyrimidin-2-ylsulfanylcyclododecylidene)hydroxylamine —— C16H25N3OS
(NZ)-N-(2-pyrimidin-2-ylsulfanylcyclododecylidene)hydroxylamine
—— N-{trans-3-[2-(methoxymethyl)-6-oxo-1,6-dihydropyrimidin-4-yl]cyclobutyl}-2-[(4-methyl-1,3-thiazol-2-yl)thio]acetamide —— C16H20N4O3S2
N-{trans-3-[2-(methoxymethyl)-6-oxo-1,6-dihydropyrimidin-4-yl]cyclobutyl}-2-[(4-methyl-1,3-thiazol-2-yl)thio]acetamide