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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-[(E)-1-(4-fluorophenyl)ethylideneamino]-3-prop-2-enylsulfanyl-1H-1,2,4-triazol-5-amine —— C13H14FN5S
N-[(E)-1-(4-fluorophenyl)ethylideneamino]-3-prop-2-enylsulfanyl-1H-1,2,4-triazol-5-amine
—— 2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(1H-pyrrol-2-yl)ethanone —— C14H10FN3OS3
2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(1H-pyrrol-2-yl)ethanone
—— N-[(E)-1-(4-bromophenyl)ethylideneamino]-3-prop-2-enylsulfanyl-1H-1,2,4-triazol-5-amine —— C13H14BrN5S
N-[(E)-1-(4-bromophenyl)ethylideneamino]-3-prop-2-enylsulfanyl-1H-1,2,4-triazol-5-amine
—— 3-[(4-chlorophenyl)methylsulfanyl]-N-[(E)-1-phenylethylideneamino]-1H-1,2,4-triazol-5-amine —— C17H16ClN5S
3-[(4-chlorophenyl)methylsulfanyl]-N-[(E)-1-phenylethylideneamino]-1H-1,2,4-triazol-5-amine
—— N-benzyl-2-[[5-[(2E)-2-(1-phenylethylidene)hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C19H20N6OS
N-benzyl-2-[[5-[(2E)-2-(1-phenylethylidene)hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 1-(2-adamantyl)-2-[[5-[(2E)-2-(1-thiophen-2-ylethylidene)hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C20H25N5OS2
1-(2-adamantyl)-2-[[5-[(2E)-2-(1-thiophen-2-ylethylidene)hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— 3-[(2-chlorophenyl)methylsulfanyl]-N-[(E)-1-pyridin-4-ylethylideneamino]-1H-1,2,4-triazol-5-amine —— C16H15ClN6S
3-[(2-chlorophenyl)methylsulfanyl]-N-[(E)-1-pyridin-4-ylethylideneamino]-1H-1,2,4-triazol-5-amine
—— N-[2-(4-fluorophenyl)ethyl]-2-[[5-[(2E)-2-(1-pyridin-2-ylethylidene)hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C19H20FN7OS
N-[2-(4-fluorophenyl)ethyl]-2-[[5-[(2E)-2-(1-pyridin-2-ylethylidene)hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-(1-adamantylmethyl)-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C24H31N3O2S
N-(1-adamantylmethyl)-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethylacetamide —— C16H18ClN3O4S2
2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethylacetamide
—— 2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethylacetamide —— C16H18ClN3O4S2
2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethylacetamide
—— 2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone —— C20H22ClN3O3S
2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone
—— 2‐(2‐bromobenzylthio)−5‐(4‐chlorophenyl)−1,3,4‐oxadiazole —— C15H10BrClN2OS
2‐(2‐bromobenzylthio)−5‐(4‐chlorophenyl)−1,3,4‐oxadiazole
—— 1-[2-[[5-(4-Chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]pyrrolidin-2-one —— C14H12ClN3O3S
1-[2-[[5-(4-Chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]pyrrolidin-2-one
—— [2-(Cyclopentylamino)-2-oxoethyl] 2-(4-bromophenyl)sulfanylacetate —— C15H18BrNO3S
[2-(Cyclopentylamino)-2-oxoethyl] 2-(4-bromophenyl)sulfanylacetate
—— [2-Oxo-2-(propan-2-ylamino)ethyl] 2-(4-bromophenyl)sulfanylacetate —— C13H16BrNO3S
[2-Oxo-2-(propan-2-ylamino)ethyl] 2-(4-bromophenyl)sulfanylacetate
—— [2-[[(1S,2R)-2-methylcyclohexyl]amino]-2-oxoethyl] 2-(4-bromophenyl)sulfanylacetate —— C17H22BrNO3S
[2-[[(1S,2R)-2-methylcyclohexyl]amino]-2-oxoethyl] 2-(4-bromophenyl)sulfanylacetate
—— [2-[(1-Cyanocyclopentyl)amino]-2-oxoethyl] 2-(4-bromophenyl)sulfanylacetate —— C16H17BrN2O3S
[2-[(1-Cyanocyclopentyl)amino]-2-oxoethyl] 2-(4-bromophenyl)sulfanylacetate
—— [2-(Cyclohexylmethylamino)-2-oxoethyl] 2-(4-bromophenyl)sulfanylacetate —— C17H22BrNO3S
[2-(Cyclohexylmethylamino)-2-oxoethyl] 2-(4-bromophenyl)sulfanylacetate
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C16H19N3O4S2
N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C16H19N3O4S2
N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-(2-cyanoethyl)-2-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C18H23N5OS2
N-(2-cyanoethyl)-2-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 4-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]-N-(4-methylphenyl)-1,3-thiazol-2-amine —— C19H19N5OS2
4-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]-N-(4-methylphenyl)-1,3-thiazol-2-amine
—— methyl 2-[[5-[(2Z)-2-benzylidenehydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetate —— C12H13N5O2S
methyl 2-[[5-[(2Z)-2-benzylidenehydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 7-[(4-Chlorophenyl)sulfanylmethyl]-3-methyl-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C14H11ClN2OS2
7-[(4-Chlorophenyl)sulfanylmethyl]-3-methyl-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— (2S)-2-(4-chlorophenyl)sulfanyl-N-[(2S)-4-phenylbutan-2-yl]propanamide —— C19H22ClNOS
(2S)-2-(4-chlorophenyl)sulfanyl-N-[(2S)-4-phenylbutan-2-yl]propanamide
—— N-(1-adamantylmethyl)-2-(4-chlorophenyl)sulfanylacetamide —— C19H24ClNOS
N-(1-adamantylmethyl)-2-(4-chlorophenyl)sulfanylacetamide
—— [2-[4-(2,5-Dimethylphenyl)sulfanylanilino]-2-oxoethyl] 2-thiophen-2-ylacetate —— C22H21NO3S2
[2-[4-(2,5-Dimethylphenyl)sulfanylanilino]-2-oxoethyl] 2-thiophen-2-ylacetate
—— 4-[(4-chlorophenyl)sulfanylmethyl]-N-(4-methylphenyl)-1,3-thiazol-2-amine —— C17H15ClN2S2
4-[(4-chlorophenyl)sulfanylmethyl]-N-(4-methylphenyl)-1,3-thiazol-2-amine
—— 2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2S)-1-methoxypropan-2-yl]acetamide —— C16H22N4O2S2
2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2S)-1-methoxypropan-2-yl]acetamide
—— [2-[2-(4-Chlorophenyl)sulfanylanilino]-2-oxoethyl] 4-aminobenzoate —— C21H17ClN2O3S
[2-[2-(4-Chlorophenyl)sulfanylanilino]-2-oxoethyl] 4-aminobenzoate
—— (2R)-N-[2-(cyclohexen-1-yl)ethyl]-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C21H28N4OS2
(2R)-N-[2-(cyclohexen-1-yl)ethyl]-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— [2-[4-(2,5-Dimethylphenyl)sulfanylanilino]-2-oxoethyl] 4-aminobenzoate —— C23H22N2O3S
[2-[4-(2,5-Dimethylphenyl)sulfanylanilino]-2-oxoethyl] 4-aminobenzoate
—— 2-[5-[2-[(4-Methyl-1,3-thiazol-2-yl)sulfanyl]acetyl]thiophen-2-yl]-1-morpholin-4-ylethanone —— C16H18N2O3S3
2-[5-[2-[(4-Methyl-1,3-thiazol-2-yl)sulfanyl]acetyl]thiophen-2-yl]-1-morpholin-4-ylethanone
—— 2-[[5-[2-[(1-Cyanocyclohexyl)amino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C13H17N5O2S3
2-[[5-[2-[(1-Cyanocyclohexyl)amino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (2R)-2-[[5-(2-amino-2-oxoethyl)sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S)-1-(4-fluorophenyl)ethyl]propanamide —— C15H17FN4O2S3
(2R)-2-[[5-(2-amino-2-oxoethyl)sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S)-1-(4-fluorophenyl)ethyl]propanamide
—— 2-[[5-[(5-Phenyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C13H11N5O2S3
2-[[5-[(5-Phenyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (2R)-2-ethanimidoyl-3-oxo-4-[(4-pentyl-1,2,4-triazol-3-yl)sulfanyl]butanenitrile —— C13H19N5OS
(2R)-2-ethanimidoyl-3-oxo-4-[(4-pentyl-1,2,4-triazol-3-yl)sulfanyl]butanenitrile
—— 2-[[5-[2-[Di(propan-2-yl)amino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C12H20N4O2S3
2-[[5-[2-[Di(propan-2-yl)amino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (2S)-2-[[4-amino-5-[2-(diethylamino)-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]sulfanyl]-N-cyclopropylpropanamide —— C14H24N6O2S2
(2S)-2-[[4-amino-5-[2-(diethylamino)-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]sulfanyl]-N-cyclopropylpropanamide
—— 2-[[4-amino-5-[2-(diethylamino)-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R,2R)-2-methylcyclohexyl]acetamide —— C17H30N6O2S2
2-[[4-amino-5-[2-(diethylamino)-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R,2R)-2-methylcyclohexyl]acetamide
—— N-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C14H16N4O4S2
N-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— (2R)-N-[(1S,2R)-2-methylcyclohexyl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C17H22N4O2S
(2R)-N-[(1S,2R)-2-methylcyclohexyl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— [2-[Di(propan-2-yl)amino]-2-oxoethyl] 2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetate —— C18H22ClN3O4S
[2-[Di(propan-2-yl)amino]-2-oxoethyl] 2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetate
—— 1-[2,5-Dimethyl-1-(2,2,2-trifluoroethyl)pyrrol-3-yl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone —— C17H15F3N4O2S
1-[2,5-Dimethyl-1-(2,2,2-trifluoroethyl)pyrrol-3-yl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone
—— (2-Morpholin-4-yl-2-oxoethyl) 2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetate —— C16H16ClN3O5S
(2-Morpholin-4-yl-2-oxoethyl) 2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetate
—— 2-[[4-amino-5-[2-(diethylamino)-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R,2S)-2-methylcyclohexyl]acetamide —— C17H30N6O2S2
2-[[4-amino-5-[2-(diethylamino)-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R,2S)-2-methylcyclohexyl]acetamide
—— (2S)-N-[2-(cyclohexen-1-yl)ethyl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C18H22N4O2S
(2S)-N-[2-(cyclohexen-1-yl)ethyl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— N-[(1S,2R)-2-methylcyclohexyl]-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)acetamide —— C16H26N4OS
N-[(1S,2R)-2-methylcyclohexyl]-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)acetamide
—— N-[(2R)-3-methylbutan-2-yl]-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)acetamide —— C14H24N4OS
N-[(2R)-3-methylbutan-2-yl]-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)acetamide