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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
—— (Z)-4-(2-fluorophenyl)-3-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-N-prop-2-enyl-1,3-thiazol-2-imine —— C20H18FN3S2
(Z)-4-(2-fluorophenyl)-3-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-N-prop-2-enyl-1,3-thiazol-2-imine
—— N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]methanamine —— C9H12N2S
N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]methanamine
—— (2Z)-2-[4-(4-methylphenyl)-3H-1,3-thiazol-2-ylidene]-3-oxo-4-(1H-1,2,4-triazol-5-ylsulfanyl)butanenitrile —— C16H13N5OS2
(2Z)-2-[4-(4-methylphenyl)-3H-1,3-thiazol-2-ylidene]-3-oxo-4-(1H-1,2,4-triazol-5-ylsulfanyl)butanenitrile
—— 2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[(Z)-(4-ethylphenyl)methylideneamino]acetamide —— C19H21BrN2OS
2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[(Z)-(4-ethylphenyl)methylideneamino]acetamide
—— 6-(2-nitrophenyl)sulfanyl-5-phenyl-3-[(Z)-thiophen-2-ylmethylideneamino]thieno[2,3-d]pyrimidin-4-one —— C23H14N4O3S3
6-(2-nitrophenyl)sulfanyl-5-phenyl-3-[(Z)-thiophen-2-ylmethylideneamino]thieno[2,3-d]pyrimidin-4-one
—— Dimethyl-[[[3-methyl-4-(2-nitrophenyl)sulfanyl-1,2-oxazol-5-yl]amino]methylidene]azanium —— C13H15N4O3S+
Dimethyl-[[[3-methyl-4-(2-nitrophenyl)sulfanyl-1,2-oxazol-5-yl]amino]methylidene]azanium
—— 2-hydroxy-N-[(Z)-[2-(4-methylphenyl)sulfanylquinolin-3-yl]methylideneamino]benzamide —— C24H19N3O2S
2-hydroxy-N-[(Z)-[2-(4-methylphenyl)sulfanylquinolin-3-yl]methylideneamino]benzamide
—— (Z)-1-(2-benzylsulfanyl-5-ethylthiophen-3-yl)-N-[(Z)-(2-benzylsulfanyl-5-ethylthiophen-3-yl)methylideneamino]methanimine —— C28H28N2S4
(Z)-1-(2-benzylsulfanyl-5-ethylthiophen-3-yl)-N-[(Z)-(2-benzylsulfanyl-5-ethylthiophen-3-yl)methylideneamino]methanimine
—— 2-(4-tert-butylphenoxy)-N-[(Z)-(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)methylideneamino]acetamide —— C23H23N5O4S
2-(4-tert-butylphenoxy)-N-[(Z)-(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)methylideneamino]acetamide
—— 2-(4-bromophenyl)sulfanyl-N-[(1R)-1-(furan-2-yl)ethyl]-N-pyridin-2-ylacetamide —— C19H17BrN2O2S
2-(4-bromophenyl)sulfanyl-N-[(1R)-1-(furan-2-yl)ethyl]-N-pyridin-2-ylacetamide
—— 3-(3-methoxyphenyl)-4-[(Z)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]-1H-1,2,4-triazole-5-thione —— C19H16N8O3S2
3-(3-methoxyphenyl)-4-[(Z)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]-1H-1,2,4-triazole-5-thione
—— (2Z,5R)-2-[(Z)-(4-chlorophenyl)methylidenehydrazinylidene]-5-[[4-(difluoromethylsulfanyl)phenyl]methyl]-1,3-thiazolidin-4-one —— C18H14ClF2N3OS2
(2Z,5R)-2-[(Z)-(4-chlorophenyl)methylidenehydrazinylidene]-5-[[4-(difluoromethylsulfanyl)phenyl]methyl]-1,3-thiazolidin-4-one
—— N-[(Z)-(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)methylideneamino]-2-[3-(trifluoromethyl)pyrazol-1-yl]acetamide —— C17H12F3N7O3S
N-[(Z)-(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)methylideneamino]-2-[3-(trifluoromethyl)pyrazol-1-yl]acetamide
—— (Z)-N-[3-[(4-bromophenyl)methylsulfanyl]-5-methyl-1,2,4-triazol-4-yl]-1-(2-fluorophenyl)methanimine —— C17H14BrFN4S
(Z)-N-[3-[(4-bromophenyl)methylsulfanyl]-5-methyl-1,2,4-triazol-4-yl]-1-(2-fluorophenyl)methanimine
—— (Z)-1-(3-bromophenyl)-N-[3-[(4-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]methanimine —— C16H12BrClN4S
(Z)-1-(3-bromophenyl)-N-[3-[(4-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]methanimine
—— 4-[(Z)-(3-benzylsulfanyl-5-methyl-1,2,4-triazol-4-yl)iminomethyl]-N,N-diethylaniline —— C21H25N5S
4-[(Z)-(3-benzylsulfanyl-5-methyl-1,2,4-triazol-4-yl)iminomethyl]-N,N-diethylaniline
—— (Z)-N-[3-[(4-bromophenyl)methylsulfanyl]-5-propyl-1,2,4-triazol-4-yl]-1-thiophen-2-ylmethanimine —— C17H17BrN4S2
(Z)-N-[3-[(4-bromophenyl)methylsulfanyl]-5-propyl-1,2,4-triazol-4-yl]-1-thiophen-2-ylmethanimine
—— (Z)-N-[3-[(4-bromophenyl)methylsulfanyl]-5-propyl-1,2,4-triazol-4-yl]-1-(4-methylphenyl)methanimine —— C20H21BrN4S
(Z)-N-[3-[(4-bromophenyl)methylsulfanyl]-5-propyl-1,2,4-triazol-4-yl]-1-(4-methylphenyl)methanimine
—— (Z)-1-(4-chlorophenyl)-N-[3-[(4-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]methanimine —— C16H12Cl2N4S
(Z)-1-(4-chlorophenyl)-N-[3-[(4-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]methanimine
—— 4-[(Z)-[3-[(4-chlorophenyl)methylsulfanyl]-5-propyl-1,2,4-triazol-4-yl]iminomethyl]-N,N-diethylaniline —— C23H28ClN5S
4-[(Z)-[3-[(4-chlorophenyl)methylsulfanyl]-5-propyl-1,2,4-triazol-4-yl]iminomethyl]-N,N-diethylaniline
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-[4-(diethylamino)phenyl]methylideneamino]-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]triazole-4-carboxamide —— C20H24N12O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-[4-(diethylamino)phenyl]methylideneamino]-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]triazole-4-carboxamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-chlorophenyl)sulfanylmethyl]-N-[(Z)-thiophen-2-ylmethylideneamino]triazole-4-carboxamide —— C17H13ClN8O2S2
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-chlorophenyl)sulfanylmethyl]-N-[(Z)-thiophen-2-ylmethylideneamino]triazole-4-carboxamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(3-methylthiophen-2-yl)methylideneamino]-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]triazole-4-carboxamide —— C15H15N11O2S2
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(3-methylthiophen-2-yl)methylideneamino]-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]triazole-4-carboxamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(2,4-difluorophenyl)methylideneamino]-5-[(4-methylphenyl)sulfanylmethyl]triazole-4-carboxamide —— C20H16F2N8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(2,4-difluorophenyl)methylideneamino]-5-[(4-methylphenyl)sulfanylmethyl]triazole-4-carboxamide
—— 2-[(5-benzylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(Z)-(2-methylphenyl)methylideneamino]acetamide —— C19H18N4OS3
2-[(5-benzylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(Z)-(2-methylphenyl)methylideneamino]acetamide
—— 2-({5-[(2-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(Z)-(3-methylthiophen-2-yl)methylidene]acetohydrazide —— C17H15ClN4OS4
2-({5-[(2-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(Z)-(3-methylthiophen-2-yl)methylidene]acetohydrazide
—— N-[(Z)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-2-nitrobenzamide —— C19H13N5O4S
N-[(Z)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-2-nitrobenzamide
—— (2S)-N-[(Z)-(3-bromophenyl)methylideneamino]-2-[[5-[(4-methylanilino)methyl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C23H25BrN6OS
(2S)-N-[(Z)-(3-bromophenyl)methylideneamino]-2-[[5-[(4-methylanilino)methyl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (4S,8Z)-2-amino-6-ethyl-4-(4-methylsulfanylphenyl)-8-[(4-methylsulfanylphenyl)methylidene]-4,5,6,7-tetrahydropyrano[3,2-c]pyridin-6-ium-3-carbonitrile —— C26H28N3OS2+
(4S,8Z)-2-amino-6-ethyl-4-(4-methylsulfanylphenyl)-8-[(4-methylsulfanylphenyl)methylidene]-4,5,6,7-tetrahydropyrano[3,2-c]pyridin-6-ium-3-carbonitrile
—— N-[(1S,2R)-2-methylcyclopentyl]-3-methylsulfanylaniline —— C13H19NS
N-[(1S,2R)-2-methylcyclopentyl]-3-methylsulfanylaniline
—— (E)-2-[(5-methyl-1H-1,2,4-triazol-3-yl)sulfanyl]-3-thiophen-2-ylprop-2-enoate —— C10H8N3O2S2-
(E)-2-[(5-methyl-1H-1,2,4-triazol-3-yl)sulfanyl]-3-thiophen-2-ylprop-2-enoate
—— N-[(Z)-(3-bromophenyl)methylideneamino]-2-[[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C18H14BrClN4OS3
N-[(Z)-(3-bromophenyl)methylideneamino]-2-[[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[(Z)-(2-bromophenyl)methylideneamino]-2-[[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C18H14BrClN4OS3
N-[(Z)-(2-bromophenyl)methylideneamino]-2-[[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[(E)-(5-bromothiophen-2-yl)methylideneamino]-2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C16H12BrClN4OS4
N-[(E)-(5-bromothiophen-2-yl)methylideneamino]-2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-({5-[(2-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(Z)-phenylmethylidene]acetohydrazide —— C18H15ClN4OS3
2-({5-[(2-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(Z)-phenylmethylidene]acetohydrazide
—— N-[(Z)-(4-ethylphenyl)methylideneamino]-2-[[5-[(4-methylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C21H22N4OS3
N-[(Z)-(4-ethylphenyl)methylideneamino]-2-[[5-[(4-methylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[(5-benzylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(Z)-(5-methylthiophen-2-yl)methylideneamino]acetamide —— C17H16N4OS4
2-[(5-benzylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(Z)-(5-methylthiophen-2-yl)methylideneamino]acetamide
—— 2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(E)-(4-fluorophenyl)methylideneamino]acetamide —— C18H14ClFN4OS3
2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(E)-(4-fluorophenyl)methylideneamino]acetamide
—— 2-[[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(Z)-[(E)-3-(furan-2-yl)prop-2-enylidene]amino]acetamide —— C18H15ClN4O2S3
2-[[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(Z)-[(E)-3-(furan-2-yl)prop-2-enylidene]amino]acetamide
—— 2-(4-chlorophenyl)sulfanyl-3-[(Z)-hydroxyiminomethyl]pyrido[1,2-a]pyrimidin-4-one —— C15H10ClN3O2S
2-(4-chlorophenyl)sulfanyl-3-[(Z)-hydroxyiminomethyl]pyrido[1,2-a]pyrimidin-4-one
—— N'-[(1E)-1-(thiophen-2-yl)ethylidene]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetohydrazide —— C10H11N5OS2
N'-[(1E)-1-(thiophen-2-yl)ethylidene]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetohydrazide
—— methyl 2-[4-[(Z)-(2-chloroacetyl)oxyiminomethyl]-2-methyl-5-(trifluoromethyl)pyrazol-3-yl]sulfanylbenzoate —— C16H13ClF3N3O4S
methyl 2-[4-[(Z)-(2-chloroacetyl)oxyiminomethyl]-2-methyl-5-(trifluoromethyl)pyrazol-3-yl]sulfanylbenzoate
—— (E)-6-(4-chlorobenzylthio)imidazo[2,1-b]thiazole-5-carbaldehyde oxime —— C13H10ClN3OS2
(E)-6-(4-chlorobenzylthio)imidazo[2,1-b]thiazole-5-carbaldehyde oxime
—— N-[(Z)-[5-(3-chloro-4-methylphenyl)furan-2-yl]methylideneamino]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C17H15ClN4O2S2
N-[(Z)-[5-(3-chloro-4-methylphenyl)furan-2-yl]methylideneamino]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— (Z)-1-(5-bromofuran-2-yl)-N-[3-[(4-bromophenyl)methylsulfanyl]-5-methyl-1,2,4-triazol-4-yl]methanimine —— C15H12Br2N4OS
(Z)-1-(5-bromofuran-2-yl)-N-[3-[(4-bromophenyl)methylsulfanyl]-5-methyl-1,2,4-triazol-4-yl]methanimine
—— (Z)-N-[3-[(4-methylphenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-1-thiophen-2-ylmethanimine —— C15H14N4S2
(Z)-N-[3-[(4-methylphenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-1-thiophen-2-ylmethanimine
—— (Z)-N-[3-[(4-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-1-(4-fluorophenyl)methanimine —— C16H12ClFN4S
(Z)-N-[3-[(4-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-1-(4-fluorophenyl)methanimine
—— (Z)-N-[3-[(4-methylphenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-1-pyridin-3-ylmethanimine —— C16H15N5S
(Z)-N-[3-[(4-methylphenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-1-pyridin-3-ylmethanimine
—— N-[(Z)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-4-cyano-2-fluorobenzamide —— C20H12FN5O2S
N-[(Z)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-4-cyano-2-fluorobenzamide
—— N-[(Z)-[4-bromo-5-(4-methylphenyl)sulfanylfuran-2-yl]methylideneamino]acetamide —— C14H13BrN2O2S
N-[(Z)-[4-bromo-5-(4-methylphenyl)sulfanylfuran-2-yl]methylideneamino]acetamide