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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
—— 2-(2,4-difluorophenyl)sulfanyl-N-[(1S)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-methylpropyl]acetamide —— C21H23F2NO3S
2-(2,4-difluorophenyl)sulfanyl-N-[(1S)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-methylpropyl]acetamide
—— 2-(2,4-difluorophenyl)sulfanyl-N-(1-ethylpiperidin-4-yl)acetamide —— C15H20F2N2OS
2-(2,4-difluorophenyl)sulfanyl-N-(1-ethylpiperidin-4-yl)acetamide
—— N-benzyl-2-(2,4-difluorophenyl)sulfanyl-N-[(3S)-1,1-dioxo-2,3-dihydrothiophen-3-yl]acetamide —— C19H17F2NO3S2
N-benzyl-2-(2,4-difluorophenyl)sulfanyl-N-[(3S)-1,1-dioxo-2,3-dihydrothiophen-3-yl]acetamide
—— 2-(2,4-difluorophenyl)sulfanyl-N-(2-methyl-2-morpholin-4-ylpropyl)acetamide —— C16H22F2N2O2S
2-(2,4-difluorophenyl)sulfanyl-N-(2-methyl-2-morpholin-4-ylpropyl)acetamide
—— 1-Methyl-3-(3-phenylsulfanylpropyl)thiourea —— C11H16N2S2
1-Methyl-3-(3-phenylsulfanylpropyl)thiourea
—— 1-[2-(4-Bromophenyl)sulfanylethyl]-3-(2-morpholin-4-ylethyl)thiourea —— C15H22BrN3OS2
1-[2-(4-Bromophenyl)sulfanylethyl]-3-(2-morpholin-4-ylethyl)thiourea
—— 1-Benzyl-3-[2-(4-bromophenyl)sulfanylethyl]thiourea —— C16H17BrN2S2
1-Benzyl-3-[2-(4-bromophenyl)sulfanylethyl]thiourea
—— 1-[2-(4-Bromophenyl)sulfanylethyl]-3-methylthiourea —— C10H13BrN2S2
1-[2-(4-Bromophenyl)sulfanylethyl]-3-methylthiourea
—— 1-[2-(4-Bromophenyl)sulfanylethyl]-3-[2-(dimethylamino)ethyl]thiourea —— C13H20BrN3S2
1-[2-(4-Bromophenyl)sulfanylethyl]-3-[2-(dimethylamino)ethyl]thiourea
—— 2-[2-(4-Bromophenyl)sulfanylethylcarbamothioylamino]ethyl-dimethylazanium —— C13H21BrN3S2+
2-[2-(4-Bromophenyl)sulfanylethylcarbamothioylamino]ethyl-dimethylazanium
—— [2-(2-Fluoroanilino)-2-oxoethyl] 2-(2-cyanophenyl)sulfanylbenzoate —— C22H15FN2O3S
[2-(2-Fluoroanilino)-2-oxoethyl] 2-(2-cyanophenyl)sulfanylbenzoate
—— 2-[(2R)-1-(4-ethylpiperazin-4-ium-1-yl)-1-oxopropan-2-yl]sulfanyl-4-propyl-1H-pyrimidin-6-one —— C16H27N4O2S+
2-[(2R)-1-(4-ethylpiperazin-4-ium-1-yl)-1-oxopropan-2-yl]sulfanyl-4-propyl-1H-pyrimidin-6-one
—— N-[(2-bromophenyl)methyl]-N-methyl-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C17H20BrN3O2S
N-[(2-bromophenyl)methyl]-N-methyl-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-[(3S)-3-methyl-1,1-dioxothiolan-3-yl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C14H21N3O4S2
N-[(3S)-3-methyl-1,1-dioxothiolan-3-yl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— [2-[4-(3,4-Dimethylphenyl)sulfanylanilino]-2-oxoethyl] 2,3-dihydro-1,4-dioxine-5-carboxylate —— C21H21NO5S
[2-[4-(3,4-Dimethylphenyl)sulfanylanilino]-2-oxoethyl] 2,3-dihydro-1,4-dioxine-5-carboxylate
—— N-(furan-2-ylmethyl)-N-methyl-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C15H19N3O3S
N-(furan-2-ylmethyl)-N-methyl-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-(3-methoxypropyl)-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C13H21N3O3S
N-(3-methoxypropyl)-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C14H21N3O4S2
N-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— (2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propan-1-one —— C19H19N3O3S
(2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propan-1-one
—— ethyl 2,4-dimethyl-5-[2-(4-methylphenyl)sulfanylacetyl]-1H-pyrrole-3-carboxylate —— C18H21NO3S
ethyl 2,4-dimethyl-5-[2-(4-methylphenyl)sulfanylacetyl]-1H-pyrrole-3-carboxylate
—— (2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-(butylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one —— C17H24N4O2S2
(2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-(butylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one
—— (2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propan-1-one —— C17H22N4O2S
(2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propan-1-one
—— 1-(5-Chloro-2-phenylsulfanylphenyl)-3-ethylthiourea —— C15H15ClN2S2
1-(5-Chloro-2-phenylsulfanylphenyl)-3-ethylthiourea
—— 3-[2-[(4-Benzyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetyl]-1,3-oxazolidin-2-one —— C18H16N4O3S2
3-[2-[(4-Benzyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetyl]-1,3-oxazolidin-2-one
—— 3-Methyl-5-[(2-thiophen-3-yl-1,3-thiazol-4-yl)methylsulfanyl]-1,2,4-triazol-4-amine —— C11H11N5S3
3-Methyl-5-[(2-thiophen-3-yl-1,3-thiazol-4-yl)methylsulfanyl]-1,2,4-triazol-4-amine
—— 3-Cyclopropyl-5-[(5-thiophen-2-yl-1,2-oxazol-3-yl)methylsulfanyl]-1,2,4-triazol-4-amine —— C13H13N5OS2
3-Cyclopropyl-5-[(5-thiophen-2-yl-1,2-oxazol-3-yl)methylsulfanyl]-1,2,4-triazol-4-amine
—— 3-Cyclopropyl-5-[[5-(4-fluorophenyl)-4-methyl-1,2-oxazol-3-yl]methylsulfanyl]-1,2,4-triazol-4-amine —— C16H16FN5OS
3-Cyclopropyl-5-[[5-(4-fluorophenyl)-4-methyl-1,2-oxazol-3-yl]methylsulfanyl]-1,2,4-triazol-4-amine
—— 3-[[5-(4-Fluorophenyl)-4-methyl-1,2-oxazol-3-yl]methylsulfanyl]-5-methyl-1,2,4-triazol-4-amine —— C14H14FN5OS
3-[[5-(4-Fluorophenyl)-4-methyl-1,2-oxazol-3-yl]methylsulfanyl]-5-methyl-1,2,4-triazol-4-amine
—— 1-(5-Chloro-2-phenylsulfanylphenyl)-3-(3-morpholin-4-ium-4-ylpropyl)thiourea —— C20H25ClN3OS2+
1-(5-Chloro-2-phenylsulfanylphenyl)-3-(3-morpholin-4-ium-4-ylpropyl)thiourea
—— 3-[[5-(4-Fluorophenyl)-4-methyl-1,2-oxazol-3-yl]methylsulfanyl]-5-(trifluoromethyl)-1,2,4-triazol-4-amine —— C14H11F4N5OS
3-[[5-(4-Fluorophenyl)-4-methyl-1,2-oxazol-3-yl]methylsulfanyl]-5-(trifluoromethyl)-1,2,4-triazol-4-amine
—— 3-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanylmethyl)-5-thiophen-2-yl-1,2-oxazole —— C15H16N4OS2
3-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanylmethyl)-5-thiophen-2-yl-1,2-oxazole
—— 2-(4-Chlorophenyl)-5-[[5-(4-fluorophenyl)-4-methyl-1,2-oxazol-3-yl]methylsulfanyl]-1,3,4-oxadiazole —— C19H13ClFN3O2S
2-(4-Chlorophenyl)-5-[[5-(4-fluorophenyl)-4-methyl-1,2-oxazol-3-yl]methylsulfanyl]-1,3,4-oxadiazole
—— 3-Cyclopropyl-5-[(2-thiophen-3-yl-1,3-thiazol-4-yl)methylsulfanyl]-1,2,4-triazol-4-amine —— C13H13N5S3
3-Cyclopropyl-5-[(2-thiophen-3-yl-1,3-thiazol-4-yl)methylsulfanyl]-1,2,4-triazol-4-amine
—— 3-[2-[[5-(4-Chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]-1,3-oxazolidin-2-one —— C13H10ClN3O4S
3-[2-[[5-(4-Chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]-1,3-oxazolidin-2-one
—— N-benzyl-5-[(5-thiophen-2-yl-1,2-oxazol-3-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C17H14N4OS3
N-benzyl-5-[(5-thiophen-2-yl-1,2-oxazol-3-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— [(2R)-1-[2-cyanoethyl(methyl)amino]-1-oxopropan-2-yl] 2-(4-methylphenyl)sulfanylpyridine-3-carboxylate —— C20H21N3O3S
[(2R)-1-[2-cyanoethyl(methyl)amino]-1-oxopropan-2-yl] 2-(4-methylphenyl)sulfanylpyridine-3-carboxylate
—— [(2R)-1-(2-methylpropylamino)-1-oxopropan-2-yl] 2-(4-methylphenyl)sulfanylpyridine-3-carboxylate —— C20H24N2O3S
[(2R)-1-(2-methylpropylamino)-1-oxopropan-2-yl] 2-(4-methylphenyl)sulfanylpyridine-3-carboxylate
—— [(2R)-1-[2-cyanoethyl(methyl)amino]-1-oxopropan-2-yl] 2-(3,4-dimethylphenyl)sulfanylpyridine-3-carboxylate —— C21H23N3O3S
[(2R)-1-[2-cyanoethyl(methyl)amino]-1-oxopropan-2-yl] 2-(3,4-dimethylphenyl)sulfanylpyridine-3-carboxylate
—— [(2S)-1-oxo-1-(prop-2-enylamino)propan-2-yl] 2-(3,4-dimethylphenyl)sulfanylpyridine-3-carboxylate —— C20H22N2O3S
[(2S)-1-oxo-1-(prop-2-enylamino)propan-2-yl] 2-(3,4-dimethylphenyl)sulfanylpyridine-3-carboxylate
—— (2S)-2-(4-fluorophenyl)sulfanyl-N-(2-phenylethyl)propanamide —— C17H18FNOS
(2S)-2-(4-fluorophenyl)sulfanyl-N-(2-phenylethyl)propanamide
—— (2R)-N-cycloheptyl-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C15H24N4OS
(2R)-N-cycloheptyl-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2S)-N-cycloheptyl-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C15H24N4OS
(2S)-N-cycloheptyl-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2R)-N-[(2-chlorophenyl)methyl]-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C15H17ClN4OS
(2R)-N-[(2-chlorophenyl)methyl]-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— [(2S)-1-(methoxycarbonylamino)-1-oxopropan-2-yl] 2-(4-methylphenyl)sulfanylpyridine-3-carboxylate —— C18H18N2O5S
[(2S)-1-(methoxycarbonylamino)-1-oxopropan-2-yl] 2-(4-methylphenyl)sulfanylpyridine-3-carboxylate
—— (2R)-2-(4-fluorophenyl)sulfanyl-N-(2-phenylethyl)propanamide —— C17H18FNOS
(2R)-2-(4-fluorophenyl)sulfanyl-N-(2-phenylethyl)propanamide
—— (2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-(4-fluorophenyl)sulfanylpropanamide —— C13H16FNO3S2
(2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-(4-fluorophenyl)sulfanylpropanamide
—— [(2S)-1-[2-cyanoethyl(methyl)amino]-1-oxopropan-2-yl] 2-(4-methylphenyl)sulfanylpyridine-3-carboxylate —— C20H21N3O3S
[(2S)-1-[2-cyanoethyl(methyl)amino]-1-oxopropan-2-yl] 2-(4-methylphenyl)sulfanylpyridine-3-carboxylate
—— [(2R)-1-oxo-1-(prop-2-enylamino)propan-2-yl] 2-(4-methylphenyl)sulfanylpyridine-3-carboxylate —— C19H20N2O3S
[(2R)-1-oxo-1-(prop-2-enylamino)propan-2-yl] 2-(4-methylphenyl)sulfanylpyridine-3-carboxylate
—— [(2S)-1-oxo-1-(2-phenylsulfanylanilino)propan-2-yl] 4-(hydroxymethyl)benzoate —— C23H21NO4S
[(2S)-1-oxo-1-(2-phenylsulfanylanilino)propan-2-yl] 4-(hydroxymethyl)benzoate
—— (2S)-2-(3,4-dimethylphenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethylpropanamide —— C17H25NO3S2
(2S)-2-(3,4-dimethylphenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethylpropanamide