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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-[(S)-dodecylsulfinyl]propane-1,3-diol —— C15H32O3S
2-[(S)-dodecylsulfinyl]propane-1,3-diol
—— (2S)-2-chloro-3-dodecylsulfonylpropan-1-ol —— C15H31ClO3S
(2S)-2-chloro-3-dodecylsulfonylpropan-1-ol
—— 1-[(2R)-2,3-dichloropropyl]sulfonyldecane —— C13H26Cl2O2S
1-[(2R)-2,3-dichloropropyl]sulfonyldecane
—— (2R)-2-chloro-3-dodecylsulfonylpropan-1-ol —— C15H31ClO3S
(2R)-2-chloro-3-dodecylsulfonylpropan-1-ol
—— 7-[(S)-octylsulfinyl]heptan-1-ol —— C15H32O2S
7-[(S)-octylsulfinyl]heptan-1-ol
—— 1-[(2S)-2,3-dichloropropyl]sulfonyldecane —— C13H26Cl2O2S
1-[(2S)-2,3-dichloropropyl]sulfonyldecane
—— 7-[(R)-octylsulfinyl]heptan-1-ol —— C15H32O2S
7-[(R)-octylsulfinyl]heptan-1-ol
—— (2S)-1-chloro-3-octylsulfonylpropan-2-ol —— C11H23ClO3S
(2S)-1-chloro-3-octylsulfonylpropan-2-ol
—— 2-[(E)-(2-oxo-1-benzothiophen-3-ylidene)amino]guanidine —— C9H8N4OS
2-[(E)-(2-oxo-1-benzothiophen-3-ylidene)amino]guanidine
—— O-[(5R,7R)-3-methyl-1-adamantyl] methylsulfanylmethanethioate —— C13H20OS2
O-[(5R,7R)-3-methyl-1-adamantyl] methylsulfanylmethanethioate
—— N-[(Z)-[4-bromo-5-(4-chlorophenyl)sulfanylfuran-2-yl]methylideneamino]-2,4-dichlorobenzamide —— C18H10BrCl3N2O2S
N-[(Z)-[4-bromo-5-(4-chlorophenyl)sulfanylfuran-2-yl]methylideneamino]-2,4-dichlorobenzamide
—— 1-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-3-[[(1R,2R)-2-[[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]carbamothioylamino]cyclopentyl]methyl]thiourea —— C22H32N4S2
1-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-3-[[(1R,2R)-2-[[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]carbamothioylamino]cyclopentyl]methyl]thiourea
—— 1-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-3-[[(1R,2S)-2-[[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]carbamothioylamino]cyclopentyl]methyl]thiourea —— C22H32N4S2
1-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-3-[[(1R,2S)-2-[[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]carbamothioylamino]cyclopentyl]methyl]thiourea
—— 3-[(1S,2R,4R)-2-bicyclo[2.2.1]hept-5-enyl]-1,1-bis(2-cyanoethyl)thiourea —— C14H18N4S
3-[(1S,2R,4R)-2-bicyclo[2.2.1]hept-5-enyl]-1,1-bis(2-cyanoethyl)thiourea
—— 1-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-3-[[(1S,2S)-2-[[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]carbamothioylamino]cyclopentyl]methyl]thiourea —— C22H32N4S2
1-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-3-[[(1S,2S)-2-[[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]carbamothioylamino]cyclopentyl]methyl]thiourea
—— 3-[(1S,2S,4R)-2-bicyclo[2.2.1]hept-5-enyl]-1,1-bis(2-cyanoethyl)thiourea —— C14H18N4S
3-[(1S,2S,4R)-2-bicyclo[2.2.1]hept-5-enyl]-1,1-bis(2-cyanoethyl)thiourea
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]-N-[(Z)-1-pyridin-2-ylethylideneamino]triazole-4-carboxamide —— C16H16N12O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]-N-[(Z)-1-pyridin-2-ylethylideneamino]triazole-4-carboxamide
—— 3-[(Z)-(3-butyl-4-oxo-2-thioxo-1,3-thiazolidin-5-ylidene)methyl]-9-methyl-2-(phenylsulfanyl)-4H-pyrido[1,2-a]pyrimidin-4-one —— C23H21N3O2S3
3-[(Z)-(3-butyl-4-oxo-2-thioxo-1,3-thiazolidin-5-ylidene)methyl]-9-methyl-2-(phenylsulfanyl)-4H-pyrido[1,2-a]pyrimidin-4-one
—— 1-[(2S)-2,3-dibromopropyl]sulfonyloctane —— C11H22Br2O2S
1-[(2S)-2,3-dibromopropyl]sulfonyloctane
—— 1-[(2R)-2,3-dibromopropyl]sulfonyloctane —— C11H22Br2O2S
1-[(2R)-2,3-dibromopropyl]sulfonyloctane
—— [(1S,2R,4R)-2-bicyclo[2.2.1]hept-5-enyl]thiourea —— C8H12N2S
[(1S,2R,4R)-2-bicyclo[2.2.1]hept-5-enyl]thiourea
—— N-[(Z)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-2-naphthalen-1-ylacetamide —— C24H18N4O2S
N-[(Z)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-2-naphthalen-1-ylacetamide
—— (2S)-1,2-dichloro-3-ethylsulfonylpropane —— C5H10Cl2O2S
(2S)-1,2-dichloro-3-ethylsulfonylpropane
—— [(1S,2S,4R)-2-bicyclo[2.2.1]hept-5-enyl]thiourea —— C8H12N2S
[(1S,2S,4R)-2-bicyclo[2.2.1]hept-5-enyl]thiourea
—— (Z)-4-[4-(4,6-dimethylpyrimidin-2-yl)sulfanylanilino]-2-methyl-4-oxobut-2-enoic acid —— C17H17N3O3S
(Z)-4-[4-(4,6-dimethylpyrimidin-2-yl)sulfanylanilino]-2-methyl-4-oxobut-2-enoic acid
—— N-[(E)-(4-methylsulfanylphenyl)methylideneamino]heptanamide —— C15H22N2OS
N-[(E)-(4-methylsulfanylphenyl)methylideneamino]heptanamide
—— (5E)-5-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-3-naphthalen-1-yl-2-sulfanylidene-1,3-thiazolidin-4-one —— C26H15ClN2O3S3
(5E)-5-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-3-naphthalen-1-yl-2-sulfanylidene-1,3-thiazolidin-4-one
—— N-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]-4,6-di(piperidin-1-yl)-1,3,5-triazin-2-amine —— C27H32N8O2S
N-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]-4,6-di(piperidin-1-yl)-1,3,5-triazin-2-amine
—— 6-[2-[[(E)-(3-methyl-5-oxo-1-phenylpyrazol-4-ylidene)methyl]amino]phenyl]-3-[(4-methylphenyl)methylsulfanyl]-2H-1,2,4-triazin-5-one —— C28H24N6O2S
6-[2-[[(E)-(3-methyl-5-oxo-1-phenylpyrazol-4-ylidene)methyl]amino]phenyl]-3-[(4-methylphenyl)methylsulfanyl]-2H-1,2,4-triazin-5-one
—— (2E)-2-{3,3-Dichloro-2-[(4-methylphenyl)sulfanyl]-1-nitroprop-2-EN-1-ylidene}-1,3-oxazolidine —— C13H12Cl2N2O3S
(2E)-2-{3,3-Dichloro-2-[(4-methylphenyl)sulfanyl]-1-nitroprop-2-EN-1-ylidene}-1,3-oxazolidine
—— N-[(Z)-heptylideneamino]-2-(4-methyl-6-morpholin-4-ylpyrimidin-2-yl)sulfanylacetamide —— C18H29N5O2S
N-[(Z)-heptylideneamino]-2-(4-methyl-6-morpholin-4-ylpyrimidin-2-yl)sulfanylacetamide
—— 1-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-3-[(1R,5S)-3,3,5-trimethylcyclohexyl]thiourea —— C17H28N2S
1-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-3-[(1R,5S)-3,3,5-trimethylcyclohexyl]thiourea
—— 1-[(1R,2S,4S)-2-bicyclo[2.2.1]hept-5-enyl]-3-cyclododecylthiourea —— C20H34N2S
1-[(1R,2S,4S)-2-bicyclo[2.2.1]hept-5-enyl]-3-cyclododecylthiourea
—— 1-[(1R,2S,4S)-2-bicyclo[2.2.1]hept-5-enyl]-3-cyclohexylthiourea —— C14H22N2S
1-[(1R,2S,4S)-2-bicyclo[2.2.1]hept-5-enyl]-3-cyclohexylthiourea
—— N,N-dimethyl-4-[(Z)-(3-methylsulfanyl-1,2,4-triazol-4-yl)iminomethyl]aniline —— C12H15N5S
N,N-dimethyl-4-[(Z)-(3-methylsulfanyl-1,2,4-triazol-4-yl)iminomethyl]aniline
—— 1-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-3-[(1R,5R)-3,3,5-trimethylcyclohexyl]thiourea —— C17H28N2S
1-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-3-[(1R,5R)-3,3,5-trimethylcyclohexyl]thiourea
—— (Z)-1-(5-chloro-2-fluorophenyl)-N-(3-methylsulfanyl-1,2,4-triazol-4-yl)methanimine —— C10H8ClFN4S
(Z)-1-(5-chloro-2-fluorophenyl)-N-(3-methylsulfanyl-1,2,4-triazol-4-yl)methanimine
—— 1-[(1R,2S,4S)-2-bicyclo[2.2.1]hept-5-enyl]-3-(2-methylbut-3-yn-2-yl)thiourea —— C13H18N2S
1-[(1R,2S,4S)-2-bicyclo[2.2.1]hept-5-enyl]-3-(2-methylbut-3-yn-2-yl)thiourea
—— 3-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-1,1-dipropylthiourea —— C14H24N2S
3-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-1,1-dipropylthiourea
—— 1-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-3-[(1S,5R)-3,3,5-trimethylcyclohexyl]thiourea —— C17H28N2S
1-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-3-[(1S,5R)-3,3,5-trimethylcyclohexyl]thiourea
—— 3-[(1R,2S,4S)-2-bicyclo[2.2.1]hept-5-enyl]-1,1-dipropylthiourea —— C14H24N2S
3-[(1R,2S,4S)-2-bicyclo[2.2.1]hept-5-enyl]-1,1-dipropylthiourea
—— 1-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-3-(2-methylbut-3-yn-2-yl)thiourea —— C13H18N2S
1-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-3-(2-methylbut-3-yn-2-yl)thiourea
—— 1-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-3-[(1S,5S)-3,3,5-trimethylcyclohexyl]thiourea —— C17H28N2S
1-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-3-[(1S,5S)-3,3,5-trimethylcyclohexyl]thiourea
—— 1-[(1R,2S,4S)-2-bicyclo[2.2.1]hept-5-enyl]-3-(4-hydroxy-2-methylbutan-2-yl)thiourea —— C13H22N2OS
1-[(1R,2S,4S)-2-bicyclo[2.2.1]hept-5-enyl]-3-(4-hydroxy-2-methylbutan-2-yl)thiourea
—— N-[(Z)-[5-(4-oxo-3-phenylquinazolin-2-yl)sulfanylfuran-2-yl]methylideneamino]pyridine-4-carboxamide —— C25H17N5O3S
N-[(Z)-[5-(4-oxo-3-phenylquinazolin-2-yl)sulfanylfuran-2-yl]methylideneamino]pyridine-4-carboxamide
—— 1-benzyl-3-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]thiourea —— C22H20N4O2S2
1-benzyl-3-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]thiourea
—— N-[(Z)-benzylideneamino]-2-(5-methoxypyrimidin-2-yl)sulfanylacetamide —— C14H14N4O2S
N-[(Z)-benzylideneamino]-2-(5-methoxypyrimidin-2-yl)sulfanylacetamide
—— 3-methyl-N-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]benzamide —— C22H19N3O3S
3-methyl-N-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]benzamide
—— N-[(Z)-[4-(1,3-benzothiazol-2-ylsulfanyl)-3-nitrophenyl]methylideneamino]-2-naphthalen-1-yloxyacetamide —— C26H18N4O4S2
N-[(Z)-[4-(1,3-benzothiazol-2-ylsulfanyl)-3-nitrophenyl]methylideneamino]-2-naphthalen-1-yloxyacetamide
—— 3-(4-methylphenyl)sulfanyl-N-[(E)-pyridin-4-ylmethylideneamino]propanamide —— C16H17N3OS
3-(4-methylphenyl)sulfanyl-N-[(E)-pyridin-4-ylmethylideneamino]propanamide