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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
—— 1-Morpholin-4-yl-3-(2-morpholin-4-yl-2-oxoethyl)sulfanyl-5,6,7,8-tetrahydroisoquinolin-2-ium-4-carbonitrile —— C20H27N4O3S+
1-Morpholin-4-yl-3-(2-morpholin-4-yl-2-oxoethyl)sulfanyl-5,6,7,8-tetrahydroisoquinolin-2-ium-4-carbonitrile
—— 3-(Butylsulfanyl)-6-methyl[1,2,4]triazino[5,6-d][3,1]benzoxazepine —— C15H16N4OS
3-(Butylsulfanyl)-6-methyl[1,2,4]triazino[5,6-d][3,1]benzoxazepine
—— 1-(Morpholin-4-yl)-3-{[2-(morpholin-4-yl)ethyl]sulfanyl}-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile —— C20H28N4O2S
1-(Morpholin-4-yl)-3-{[2-(morpholin-4-yl)ethyl]sulfanyl}-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile
—— [(1S,2S)-2-methyl-1-(5-propan-2-ylsulfanyl-1,3,4-oxadiazol-2-yl)butyl]azanium —— C10H20N3OS+
[(1S,2S)-2-methyl-1-(5-propan-2-ylsulfanyl-1,3,4-oxadiazol-2-yl)butyl]azanium
—— 2-(2-fluorophenyl)sulfanyl-N-[(Z)-pyridin-3-ylmethylideneamino]acetamide —— C14H12FN3OS
2-(2-fluorophenyl)sulfanyl-N-[(Z)-pyridin-3-ylmethylideneamino]acetamide
—— N-[(Z)-(2-chlorophenyl)methylideneamino]-2-(2-fluorophenyl)sulfanylacetamide —— C15H12ClFN2OS
N-[(Z)-(2-chlorophenyl)methylideneamino]-2-(2-fluorophenyl)sulfanylacetamide
—— N-[(4-tert-butylcyclohexylidene)amino]-2-(2-fluorophenyl)sulfanylacetamide —— C18H25FN2OS
N-[(4-tert-butylcyclohexylidene)amino]-2-(2-fluorophenyl)sulfanylacetamide
—— N-(1H-imidazol-2-ylmethyl)-N-[(1R)-1-phenylethyl]-2-pyridin-4-ylsulfanylacetamide —— C19H20N4OS
N-(1H-imidazol-2-ylmethyl)-N-[(1R)-1-phenylethyl]-2-pyridin-4-ylsulfanylacetamide
—— 2-(2-fluorophenyl)sulfanyl-N-[(Z)-(2,4,6-trimethylphenyl)methylideneamino]acetamide —— C18H19FN2OS
2-(2-fluorophenyl)sulfanyl-N-[(Z)-(2,4,6-trimethylphenyl)methylideneamino]acetamide
—— 2-(2-fluorophenyl)sulfanyl-N-[(Z)-pyridin-2-ylmethylideneamino]acetamide —— C14H12FN3OS
2-(2-fluorophenyl)sulfanyl-N-[(Z)-pyridin-2-ylmethylideneamino]acetamide
—— N-[(Z)-[(Z)-2-bromo-3-phenylprop-2-enylidene]amino]-2-(2-fluorophenyl)sulfanylacetamide —— C17H14BrFN2OS
N-[(Z)-[(Z)-2-bromo-3-phenylprop-2-enylidene]amino]-2-(2-fluorophenyl)sulfanylacetamide
—— N-(cyclooctylideneamino)-2-(2-fluorophenyl)sulfanylacetamide —— C16H21FN2OS
N-(cyclooctylideneamino)-2-(2-fluorophenyl)sulfanylacetamide
—— 2-(2-fluorophenyl)sulfanyl-N-[(Z)-(3-methylthiophen-2-yl)methylideneamino]acetamide —— C14H13FN2OS2
2-(2-fluorophenyl)sulfanyl-N-[(Z)-(3-methylthiophen-2-yl)methylideneamino]acetamide
—— N-[(5-methyl-1H-imidazol-4-yl)methyl]-N-[(1S)-1-phenylethyl]-2-pyridin-4-ylsulfanylacetamide —— C20H22N4OS
N-[(5-methyl-1H-imidazol-4-yl)methyl]-N-[(1S)-1-phenylethyl]-2-pyridin-4-ylsulfanylacetamide
—— ethyl (1S,2R)-2-[[cyclohexyl-(2-pyridin-4-ylsulfanylacetyl)amino]methyl]cyclopropane-1-carboxylate —— C20H28N2O3S
ethyl (1S,2R)-2-[[cyclohexyl-(2-pyridin-4-ylsulfanylacetyl)amino]methyl]cyclopropane-1-carboxylate
—— N-(cyclohexylmethyl)-N-(furan-2-ylmethyl)-2-pyridin-4-ylsulfanylacetamide —— C19H24N2O2S
N-(cyclohexylmethyl)-N-(furan-2-ylmethyl)-2-pyridin-4-ylsulfanylacetamide
—— 2-[(Z)-(4-methylsulfanylphenyl)methylideneamino]guanidine —— C9H12N4S
2-[(Z)-(4-methylsulfanylphenyl)methylideneamino]guanidine
—— N-[4-(2,5-dimethylphenyl)sulfanylphenyl]-2-(4-oxo-1,2,3-benzotriazin-3-yl)acetamide —— C23H20N4O2S
N-[4-(2,5-dimethylphenyl)sulfanylphenyl]-2-(4-oxo-1,2,3-benzotriazin-3-yl)acetamide
—— N,N-dimethyl-3-[3-(phenylsulfanylmethyl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazol-6-yl]aniline —— C18H17N5S2
N,N-dimethyl-3-[3-(phenylsulfanylmethyl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazol-6-yl]aniline
—— 3-[(2-Hydroxyethyl)sulfanyl]-1-(morpholin-4-yl)-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile —— C16H21N3O2S
3-[(2-Hydroxyethyl)sulfanyl]-1-(morpholin-4-yl)-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile
—— 2-[4-chloro-6-[cyclohexyl(methyl)amino]pyrimidin-2-yl]sulfanyl-N-(2-pyrrolidin-1-ylethyl)acetamide —— C19H30ClN5OS
2-[4-chloro-6-[cyclohexyl(methyl)amino]pyrimidin-2-yl]sulfanyl-N-(2-pyrrolidin-1-ylethyl)acetamide
—— propan-2-yl N'-acetylcarbamimidothioate —— C6H12N2OS
propan-2-yl N'-acetylcarbamimidothioate
—— (6R)-6-(2,3-dimethylanilino)-2-(ethylamino)-4-ethylimino-7H-[1,3]thiazolo[3,2-a][1,3,5]triazin-6-ol —— C17H24N6OS
(6R)-6-(2,3-dimethylanilino)-2-(ethylamino)-4-ethylimino-7H-[1,3]thiazolo[3,2-a][1,3,5]triazin-6-ol
—— 2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[(3R)-3-phenyl-3,4-dihydropyrazol-2-yl]ethanone —— C19H15ClN4O2S
2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[(3R)-3-phenyl-3,4-dihydropyrazol-2-yl]ethanone
—— 3-{[2-Oxo-2-(pyrrolidin-1-yl)ethyl]sulfanyl}-1-(pyrrolidin-1-yl)-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile —— C20H26N4OS
3-{[2-Oxo-2-(pyrrolidin-1-yl)ethyl]sulfanyl}-1-(pyrrolidin-1-yl)-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile
—— 4,5-dibromo-1-methyl-2-[(4-nitrophenyl)sulfanyl]-1H-imidazole —— C10H7Br2N3O2S
4,5-dibromo-1-methyl-2-[(4-nitrophenyl)sulfanyl]-1H-imidazole
—— methyl 2-[2-[[(2R)-oxan-2-yl]methylsulfanyl]-6-oxo-1H-pyrimidin-4-yl]acetate —— C13H18N2O4S
methyl 2-[2-[[(2R)-oxan-2-yl]methylsulfanyl]-6-oxo-1H-pyrimidin-4-yl]acetate
—— 2-(4-chlorophenyl)sulfanyl-N-[2-(furan-2-ylmethyl)pyrazol-3-yl]pyridine-3-carboxamide —— C20H15ClN4O2S
2-(4-chlorophenyl)sulfanyl-N-[2-(furan-2-ylmethyl)pyrazol-3-yl]pyridine-3-carboxamide
—— 2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-3-methylbutan-2-yl]acetamide —— C17H23N3O2S
2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-3-methylbutan-2-yl]acetamide
—— 5-[(2-fluorophenyl)methylsulfanyl]-N-(3-methylphenyl)-1,3,4-thiadiazol-2-amine —— C16H14FN3S2
5-[(2-fluorophenyl)methylsulfanyl]-N-(3-methylphenyl)-1,3,4-thiadiazol-2-amine
—— (2R)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C20H21FN4OS2
(2R)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— N-[(1R)-1-cyano-1-cyclopropylethyl]-2-pyrimidin-2-ylsulfanylacetamide —— C12H14N4OS
N-[(1R)-1-cyano-1-cyclopropylethyl]-2-pyrimidin-2-ylsulfanylacetamide
—— 4-[(4-methyl-1,3-thiazol-2-yl)sulfanylmethyl]-N-phenyl-1,3-thiazol-2-amine —— C14H13N3S3
4-[(4-methyl-1,3-thiazol-2-yl)sulfanylmethyl]-N-phenyl-1,3-thiazol-2-amine
—— N-(1-Cyanocyclohexyl)-2-((5-(o-tolylamino)-1,3,4-thiadiazol-2-yl)thio)acetamide —— C18H21N5OS2
N-(1-Cyanocyclohexyl)-2-((5-(o-tolylamino)-1,3,4-thiadiazol-2-yl)thio)acetamide
—— (2R)-N-[(1R,2R,3S)-2,3-dimethylcyclohexyl]-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C20H28N4OS2
(2R)-N-[(1R,2R,3S)-2,3-dimethylcyclohexyl]-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-[(1S,2R,3S)-2,3-dimethylcyclohexyl]-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C20H28N4OS2
(2R)-N-[(1S,2R,3S)-2,3-dimethylcyclohexyl]-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 5-benzylsulfanyl-N-(2-fluorophenyl)-1,3,4-thiadiazol-2-amine —— C15H12FN3S2
5-benzylsulfanyl-N-(2-fluorophenyl)-1,3,4-thiadiazol-2-amine
—— (2R)-4-[[5-(3-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile —— C16H12FN5OS3
(2R)-4-[[5-(3-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile
—— 2-(1-methyltetrazol-5-yl)sulfanyl-N-[(1S)-1-thiophen-2-ylethyl]acetamide —— C10H13N5OS2
2-(1-methyltetrazol-5-yl)sulfanyl-N-[(1S)-1-thiophen-2-ylethyl]acetamide
—— (2S)-1-[(3R)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-(1-methyltetrazol-5-yl)sulfanylpropan-1-one —— C18H17ClN6O2S
(2S)-1-[(3R)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-(1-methyltetrazol-5-yl)sulfanylpropan-1-one
—— (2S)-4-[[5-(3-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile —— C16H12FN5OS3
(2S)-4-[[5-(3-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile
—— Methyl 4-[2,5-dimethyl-3-[2-(1-methyltetrazol-5-yl)sulfanylacetyl]pyrrol-1-yl]butanoate —— C15H21N5O3S
Methyl 4-[2,5-dimethyl-3-[2-(1-methyltetrazol-5-yl)sulfanylacetyl]pyrrol-1-yl]butanoate
—— 2-(4-Fluorophenyl)-4-[(1-methyltetrazol-5-yl)sulfanylmethyl]-1,3-thiazole —— C12H10FN5S2
2-(4-Fluorophenyl)-4-[(1-methyltetrazol-5-yl)sulfanylmethyl]-1,3-thiazole
—— (2S)-1-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-(1-methyltetrazol-5-yl)sulfanylpropan-1-one —— C18H17ClN6O2S
(2S)-1-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-(1-methyltetrazol-5-yl)sulfanylpropan-1-one
—— (2S)-N-benzyl-N-methyl-2-(1-methyltetrazol-5-yl)sulfanylpropanamide —— C13H17N5OS
(2S)-N-benzyl-N-methyl-2-(1-methyltetrazol-5-yl)sulfanylpropanamide
—— 1-(1-Ethyl-2,5-dimethylpyrrol-3-yl)-2-(1-methyltetrazol-5-yl)sulfanylethanone —— C12H17N5OS
1-(1-Ethyl-2,5-dimethylpyrrol-3-yl)-2-(1-methyltetrazol-5-yl)sulfanylethanone
—— [2-Oxo-2-(2-phenylsulfanylanilino)ethyl] 6-chloropyridine-3-carboxylate —— C20H15ClN2O3S
[2-Oxo-2-(2-phenylsulfanylanilino)ethyl] 6-chloropyridine-3-carboxylate
—— 1-Ethyl-3-(2-phenylsulfanylphenyl)thiourea —— C15H16N2S2
1-Ethyl-3-(2-phenylsulfanylphenyl)thiourea
—— (2S)-2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]cyclohexan-1-one —— C16H19N3OS2
(2S)-2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]cyclohexan-1-one
—— 4-[[4-(2,5-Dimethylphenyl)sulfanylphenyl]sulfonylamino]benzoate —— C21H18NO4S2-
4-[[4-(2,5-Dimethylphenyl)sulfanylphenyl]sulfonylamino]benzoate