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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-cyanophenyl)sulfanyl-N-[(1R)-1-(2-ethyl-1,3-thiazol-4-yl)ethyl]benzamide —— C21H19N3OS2
2-(2-cyanophenyl)sulfanyl-N-[(1R)-1-(2-ethyl-1,3-thiazol-4-yl)ethyl]benzamide
—— [(3R)-2,3-dihydro-1-benzothiophen-3-yl]-[(2S)-2-(5-ethyl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]methanone —— C17H19N3O2S
[(3R)-2,3-dihydro-1-benzothiophen-3-yl]-[(2S)-2-(5-ethyl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]methanone
—— [(3S)-2,3-dihydro-1-benzothiophen-3-yl]-[(2R)-2-(5-ethyl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]methanone —— C17H19N3O2S
[(3S)-2,3-dihydro-1-benzothiophen-3-yl]-[(2R)-2-(5-ethyl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]methanone
—— [(3R)-2,3-dihydro-1-benzothiophen-3-yl]-[(2R)-2-(5-ethyl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]methanone —— C17H19N3O2S
[(3R)-2,3-dihydro-1-benzothiophen-3-yl]-[(2R)-2-(5-ethyl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]methanone
—— 3-(2-bromophenyl)sulfanyl-N-[(1S)-1-(2-ethyl-1,3-thiazol-4-yl)ethyl]propanamide —— C16H19BrN2OS2
3-(2-bromophenyl)sulfanyl-N-[(1S)-1-(2-ethyl-1,3-thiazol-4-yl)ethyl]propanamide
—— 2-(2-cyanophenyl)sulfanyl-N-[(1S)-1-(2-ethyl-1,3-thiazol-4-yl)ethyl]benzamide —— C21H19N3OS2
2-(2-cyanophenyl)sulfanyl-N-[(1S)-1-(2-ethyl-1,3-thiazol-4-yl)ethyl]benzamide
—— [(3S)-2,3-dihydro-1-benzothiophen-3-yl]-[(2S)-2-(5-ethyl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]methanone —— C17H19N3O2S
[(3S)-2,3-dihydro-1-benzothiophen-3-yl]-[(2S)-2-(5-ethyl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]methanone
—— 3-(2-bromophenyl)sulfanyl-N-[(1R)-1-(2-ethyl-1,3-thiazol-4-yl)ethyl]propanamide —— C16H19BrN2OS2
3-(2-bromophenyl)sulfanyl-N-[(1R)-1-(2-ethyl-1,3-thiazol-4-yl)ethyl]propanamide
—— (2R)-2-(4-methylpyrimidin-2-yl)sulfanyl-N-propylpropanamide —— C11H17N3OS
(2R)-2-(4-methylpyrimidin-2-yl)sulfanyl-N-propylpropanamide
—— 1-[(2R)-1-methoxypropan-2-yl]-3-[(Z)-(4-methylsulfanylphenyl)methylideneamino]thiourea —— C13H19N3OS2
1-[(2R)-1-methoxypropan-2-yl]-3-[(Z)-(4-methylsulfanylphenyl)methylideneamino]thiourea
—— (2S)-2-(4-methylpyrimidin-2-yl)sulfanyl-N-propylpropanamide —— C11H17N3OS
(2S)-2-(4-methylpyrimidin-2-yl)sulfanyl-N-propylpropanamide
—— (3S)-4-[2-(4-bromo-2,5-dimethylphenyl)sulfanylacetyl]morpholine-3-carbonitrile —— C15H17BrN2O2S
(3S)-4-[2-(4-bromo-2,5-dimethylphenyl)sulfanylacetyl]morpholine-3-carbonitrile
—— (3R)-4-[2-(4-bromo-2,5-dimethylphenyl)sulfanylacetyl]morpholine-3-carbonitrile —— C15H17BrN2O2S
(3R)-4-[2-(4-bromo-2,5-dimethylphenyl)sulfanylacetyl]morpholine-3-carbonitrile
—— [6-(2-chlorophenyl)sulfanylpyridazin-3-yl]-[(3R)-3-methylmorpholin-4-yl]methanone —— C16H16ClN3O2S
[6-(2-chlorophenyl)sulfanylpyridazin-3-yl]-[(3R)-3-methylmorpholin-4-yl]methanone
—— 4-[5-[5-(4-methylpyrazol-1-yl)pentylsulfanyl]-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]morpholine —— C20H32N6O2S
4-[5-[5-(4-methylpyrazol-1-yl)pentylsulfanyl]-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]morpholine
—— (2R)-N-benzyl-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-methylpropanamide —— C15H19N3OS3
(2R)-N-benzyl-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-methylpropanamide
—— 2-ethyl-5-[(1R)-1-[1-(2-thiophen-2-ylethyl)tetrazol-5-yl]sulfanylethyl]-1,3,4-oxadiazole —— C13H16N6OS2
2-ethyl-5-[(1R)-1-[1-(2-thiophen-2-ylethyl)tetrazol-5-yl]sulfanylethyl]-1,3,4-oxadiazole
—— (5S)-5-[[5-[(2-chloro-6-fluorophenyl)methyl]-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3-oxazolidin-2-one —— C13H11ClFN3O3S
(5S)-5-[[5-[(2-chloro-6-fluorophenyl)methyl]-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3-oxazolidin-2-one
—— (5R)-5-[[5-[(2-chloro-6-fluorophenyl)methyl]-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3-oxazolidin-2-one —— C13H11ClFN3O3S
(5R)-5-[[5-[(2-chloro-6-fluorophenyl)methyl]-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3-oxazolidin-2-one
—— 2-ethyl-5-[(1S)-1-[1-(2-thiophen-2-ylethyl)tetrazol-5-yl]sulfanylethyl]-1,3,4-oxadiazole —— C13H16N6OS2
2-ethyl-5-[(1S)-1-[1-(2-thiophen-2-ylethyl)tetrazol-5-yl]sulfanylethyl]-1,3,4-oxadiazole
—— (2S)-N-benzyl-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-methylpropanamide —— C15H19N3OS3
(2S)-N-benzyl-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-methylpropanamide
—— 4-[5-[5-(4-methylpyrazol-1-yl)pentylsulfanyl]-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]morpholine —— C20H32N6O2S
4-[5-[5-(4-methylpyrazol-1-yl)pentylsulfanyl]-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]morpholine
—— (2S)-N-cyclohexyl-N-ethyl-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C15H25N3OS3
(2S)-N-cyclohexyl-N-ethyl-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— [6-(2-chlorophenyl)sulfanylpyridazin-3-yl]-[(3S)-3-methylmorpholin-4-yl]methanone —— C16H16ClN3O2S
[6-(2-chlorophenyl)sulfanylpyridazin-3-yl]-[(3S)-3-methylmorpholin-4-yl]methanone
—— (2R)-N-cyclohexyl-N-ethyl-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C15H25N3OS3
(2R)-N-cyclohexyl-N-ethyl-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2R)-2-(3,4-dimethylphenoxy)-N-(2-phenylsulfanylphenyl)propanamide —— C23H23NO2S
(2R)-2-(3,4-dimethylphenoxy)-N-(2-phenylsulfanylphenyl)propanamide
—— 3-{4-[(4-nitrophenyl)sulfanyl]benzyl}-1,2,3-benzotriazin-4(3H)-one —— C20H14N4O3S
3-{4-[(4-nitrophenyl)sulfanyl]benzyl}-1,2,3-benzotriazin-4(3H)-one
—— (2S)-2-(3,4-dimethylphenoxy)-N-(2-phenylsulfanylphenyl)propanamide —— C23H23NO2S
(2S)-2-(3,4-dimethylphenoxy)-N-(2-phenylsulfanylphenyl)propanamide
—— 4-[[12-(4-Methoxyphenyl)sulfanyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraen-10-yl]methyl]morpholin-4-ium —— C21H24N3O2S2+
4-[[12-(4-Methoxyphenyl)sulfanyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraen-10-yl]methyl]morpholin-4-ium
—— 1-[4-(4-Methoxyphenyl)sulfanyl-3-nitrophenyl]sulfonylpiperidine —— C18H20N2O5S2
1-[4-(4-Methoxyphenyl)sulfanyl-3-nitrophenyl]sulfonylpiperidine
—— N,N-diethyl-4-(4-methoxyphenyl)sulfanyl-3-nitrobenzenesulfonamide —— C17H20N2O5S2
N,N-diethyl-4-(4-methoxyphenyl)sulfanyl-3-nitrobenzenesulfonamide
—— 5-((4-Bromo-2-nitrophenyl)thio)-1-methyl-1h-tetrazole —— C8H6BrN5O2S
5-((4-Bromo-2-nitrophenyl)thio)-1-methyl-1h-tetrazole
—— 4-[[12-(4-Methoxyphenyl)sulfanyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraen-10-yl]methyl]morpholine —— C21H23N3O2S2
4-[[12-(4-Methoxyphenyl)sulfanyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraen-10-yl]methyl]morpholine
—— N-[4-(4-Bromo-2-nitro-phenylsulfanyl)-phenyl]-acetamide —— C14H11BrN2O3S
N-[4-(4-Bromo-2-nitro-phenylsulfanyl)-phenyl]-acetamide
—— Ethyl 4-[2-(2-nitrophenyl)sulfanylbenzoyl]piperazine-1-carboxylate —— C20H21N3O5S
Ethyl 4-[2-(2-nitrophenyl)sulfanylbenzoyl]piperazine-1-carboxylate
—— 4-[[4-(4-Methoxyphenyl)sulfanyl-5,6-dimethylthieno[2,3-d]pyrimidin-2-yl]methyl]morpholine —— C20H23N3O2S2
4-[[4-(4-Methoxyphenyl)sulfanyl-5,6-dimethylthieno[2,3-d]pyrimidin-2-yl]methyl]morpholine
—— (2S)-2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]propanamide —— C17H22N4O2S2
(2S)-2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]propanamide
—— (2R)-2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]propanamide —— C17H22N4O2S2
(2R)-2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]propanamide
—— 2-[[5-(cyclopropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C12H18N4O2S2
2-[[5-(cyclopropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— 2-[(3-Methylphenyl)methylsulfanyl]-5-piperidin-4-yl-1,3,4-oxadiazole —— C15H19N3OS
2-[(3-Methylphenyl)methylsulfanyl]-5-piperidin-4-yl-1,3,4-oxadiazole
—— 2-[(3-Fluorophenyl)methylsulfanyl]-5-piperidin-1-ium-4-yl-1,3,4-oxadiazole —— C14H17FN3OS+
2-[(3-Fluorophenyl)methylsulfanyl]-5-piperidin-1-ium-4-yl-1,3,4-oxadiazole
—— N-[5-[2-[5-(2-amino-2-oxoethyl)thiophen-2-yl]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]-N-cyclopropylpropanamide —— C16H18N4O3S3
N-[5-[2-[5-(2-amino-2-oxoethyl)thiophen-2-yl]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]-N-cyclopropylpropanamide
—— (2R)-N-benzyl-2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-ethylpropanamide —— C21H24N4OS2
(2R)-N-benzyl-2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-ethylpropanamide
—— (2S)-2-(2-phenylsulfanylethyl)piperidin-1-ium —— C13H20NS+
(2S)-2-(2-phenylsulfanylethyl)piperidin-1-ium
—— (2S)-2-[2-(4-chlorophenyl)sulfanylethyl]piperidin-1-ium —— C13H19ClNS+
(2S)-2-[2-(4-chlorophenyl)sulfanylethyl]piperidin-1-ium
—— 3-(5-Ethylsulfanyl-1,3,4-oxadiazol-2-yl)propylazanium —— C7H14N3OS+
3-(5-Ethylsulfanyl-1,3,4-oxadiazol-2-yl)propylazanium
—— 2-[(2-Methylphenyl)methylsulfanyl]-5-piperidin-1-ium-4-yl-1,3,4-oxadiazole —— C15H20N3OS+
2-[(2-Methylphenyl)methylsulfanyl]-5-piperidin-1-ium-4-yl-1,3,4-oxadiazole
—— 2-[(4-Fluorophenyl)methylsulfanyl]-5-piperidin-1-ium-4-yl-1,3,4-oxadiazole —— C14H17FN3OS+
2-[(4-Fluorophenyl)methylsulfanyl]-5-piperidin-1-ium-4-yl-1,3,4-oxadiazole
—— 3-[5-[(2-Chlorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]propylazanium —— C12H15ClN3OS+
3-[5-[(2-Chlorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]propylazanium
—— 3-[5-[(3-Fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]propan-1-amine —— C12H14FN3OS
3-[5-[(3-Fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]propan-1-amine