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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
—— 1,4-Diamino-2,3-dicyano-1,4-bis(phenylthio)butadiene 218601-71-9 C18H14N4S2
1,4-Diamino-2,3-dicyano-1,4-bis(phenylthio)butadiene
—— (E)-2-(4-chlorophenylthio)nicotinaldehyde O-3-fluorobenzyl oxime —— C19H14ClFN2OS
(E)-2-(4-chlorophenylthio)nicotinaldehyde O-3-fluorobenzyl oxime
—— 5-({4-bromo-5-[(4-chlorophenyl)sulfanyl]-2-furyl}methylene)-1-(3,5-dimethylphenyl)-2-thioxodihydro-4,6(1H,5H)-pyrimidinedione —— C23H16BrClN2O3S2
5-({4-bromo-5-[(4-chlorophenyl)sulfanyl]-2-furyl}methylene)-1-(3,5-dimethylphenyl)-2-thioxodihydro-4,6(1H,5H)-pyrimidinedione
—— N-[(Z)-[3-bromo-4-(dimethylamino)phenyl]methylideneamino]-3-(4-chlorophenyl)sulfanylpropanamide —— C18H19BrClN3OS
N-[(Z)-[3-bromo-4-(dimethylamino)phenyl]methylideneamino]-3-(4-chlorophenyl)sulfanylpropanamide
—— 2-[[5-[(4-methylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(E)-1-phenylethylideneamino]acetamide —— C20H20N4OS3
2-[[5-[(4-methylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(E)-1-phenylethylideneamino]acetamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E)-1-(4-methylphenyl)ethylidene]-5-{[(4-methylphenyl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide —— C22H22N8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E)-1-(4-methylphenyl)ethylidene]-5-{[(4-methylphenyl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide
—— 3-[(Z)-(3-benzyl-4-oxo-2-thioxo-1,3-thiazolidin-5-ylidene)methyl]-9-methyl-2-(phenylsulfanyl)-4H-pyrido[1,2-a]pyrimidin-4-one —— C26H19N3O2S3
3-[(Z)-(3-benzyl-4-oxo-2-thioxo-1,3-thiazolidin-5-ylidene)methyl]-9-methyl-2-(phenylsulfanyl)-4H-pyrido[1,2-a]pyrimidin-4-one
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]-N-[(Z)-1-pyridin-3-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-3-ylethylideneamino]triazole-4-carboxamide
—— (Z)-4-(dimethylamino)-3-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]but-3-en-2-one —— C10H13F3N4OS
(Z)-4-(dimethylamino)-3-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]but-3-en-2-one
—— (5Z)-3-(3-imidazol-1-ylpropyl)-5-[(4-methylsulfanylphenyl)methylidene]-2-phenylimino-1,3-thiazolidin-4-one —— C23H22N4OS2
(5Z)-3-(3-imidazol-1-ylpropyl)-5-[(4-methylsulfanylphenyl)methylidene]-2-phenylimino-1,3-thiazolidin-4-one
—— N-[(E)-[2-[[5-(3-chlorophenyl)-4-ethyl-1,2,4-triazol-3-yl]sulfanyl]-5-nitrophenyl]methylideneamino]-2-hydroxybenzamide —— C24H19ClN6O4S
N-[(E)-[2-[[5-(3-chlorophenyl)-4-ethyl-1,2,4-triazol-3-yl]sulfanyl]-5-nitrophenyl]methylideneamino]-2-hydroxybenzamide
—— N-[(Z)-(4-oxo-2-phenylsulfanylpyrido[1,2-a]pyrimidin-3-yl)methylideneamino]benzamide —— C22H16N4O2S
N-[(Z)-(4-oxo-2-phenylsulfanylpyrido[1,2-a]pyrimidin-3-yl)methylideneamino]benzamide
—— 2-[(4-methylphenyl)sulfanyl]-N'-{(E)-[4-(methylsulfanyl)phenyl]methylidene}acetohydrazide —— C17H18N2OS2
2-[(4-methylphenyl)sulfanyl]-N'-{(E)-[4-(methylsulfanyl)phenyl]methylidene}acetohydrazide
—— 2-[(4-bromophenyl)methylsulfanyl]-N-[(Z)-(5-pyridin-2-ylsulfanylfuran-2-yl)methylideneamino]acetamide —— C19H16BrN3O2S2
2-[(4-bromophenyl)methylsulfanyl]-N-[(Z)-(5-pyridin-2-ylsulfanylfuran-2-yl)methylideneamino]acetamide
—— (Z)-2-amino-3-[[2-(4-chlorophenyl)sulfanyl-5-nitrophenyl]methylideneamino]but-2-enedinitrile —— C17H10ClN5O2S
(Z)-2-amino-3-[[2-(4-chlorophenyl)sulfanyl-5-nitrophenyl]methylideneamino]but-2-enedinitrile
—— N'-[2-[[(E)-4-[2-(3-aminopropylamino)ethyldisulfanyl]but-2-enyl]disulfanyl]ethyl]propane-1,3-diamine —— C14H32N4S4
N'-[2-[[(E)-4-[2-(3-aminopropylamino)ethyldisulfanyl]but-2-enyl]disulfanyl]ethyl]propane-1,3-diamine
—— (5E)-3-heptyl-5-[(9-methyl-4-oxo-2-phenylsulfanylpyrido[1,2-a]pyrimidin-3-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C26H27N3O2S3
(5E)-3-heptyl-5-[(9-methyl-4-oxo-2-phenylsulfanylpyrido[1,2-a]pyrimidin-3-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— N-[(Z)-1-(2-chlorophenyl)ethylideneamino]-2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C19H16Cl2N4OS3
N-[(Z)-1-(2-chlorophenyl)ethylideneamino]-2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[(Z)-(5-quinolin-8-ylsulfanylfuran-2-yl)methylideneamino]furan-2-carboxamide —— C19H13N3O3S
N-[(Z)-(5-quinolin-8-ylsulfanylfuran-2-yl)methylideneamino]furan-2-carboxamide
—— (E)-3-ethoxy-1-methylsulfonyl-3-oxoprop-1-en-2-olate —— C6H9O5S-
(E)-3-ethoxy-1-methylsulfonyl-3-oxoprop-1-en-2-olate
—— (4Z)-2-(3,4-dimethylphenyl)-4-[[4-[4-[[(Z)-[1-(3,4-dimethylphenyl)-3-methyl-5-oxopyrazol-4-ylidene]methyl]amino]phenyl]sulfanylanilino]methylidene]-5-methylpyrazol-3-one —— C38H36N6O2S
(4Z)-2-(3,4-dimethylphenyl)-4-[[4-[4-[[(Z)-[1-(3,4-dimethylphenyl)-3-methyl-5-oxopyrazol-4-ylidene]methyl]amino]phenyl]sulfanylanilino]methylidene]-5-methylpyrazol-3-one
—— 2-benzylsulfanyl-N-[(Z)-1-(4-butylphenyl)ethylideneamino]pyrimidin-4-amine —— C23H26N4S
2-benzylsulfanyl-N-[(Z)-1-(4-butylphenyl)ethylideneamino]pyrimidin-4-amine
—— methyl (1E)-N-[methyl-[methyl-[(E)-1-methylsulfanylethylideneamino]oxycarbonylsulfinamoyl]carbamoyl]oxyethanimidothioate —— C10H18N4O5S3
methyl (1E)-N-[methyl-[methyl-[(E)-1-methylsulfanylethylideneamino]oxycarbonylsulfinamoyl]carbamoyl]oxyethanimidothioate
—— 5-({5-Methyl-5H-[1,2,4]triazino[5,6-B]indol-3-YL}sulfanyl)-4-nitro-2,1,3-benzothiadiazole —— C16H9N7O2S2
5-({5-Methyl-5H-[1,2,4]triazino[5,6-B]indol-3-YL}sulfanyl)-4-nitro-2,1,3-benzothiadiazole
—— Methyl 2-[(6-phenyl-1,2,4-triazin-3-yl)sulfanyl]propanoate —— C13H13N3O2S
Methyl 2-[(6-phenyl-1,2,4-triazin-3-yl)sulfanyl]propanoate
—— propan-2-yl (2Z)-7-methyl-5-[4-(methylsulfanyl)phenyl]-3-oxo-2-(thiophen-2-ylmethylidene)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C23H22N2O3S3
propan-2-yl (2Z)-7-methyl-5-[4-(methylsulfanyl)phenyl]-3-oxo-2-(thiophen-2-ylmethylidene)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— propan-2-yl (2Z)-2-(4-hydroxybenzylidene)-7-methyl-5-[4-(methylsulfanyl)phenyl]-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C25H24N2O4S2
propan-2-yl (2Z)-2-(4-hydroxybenzylidene)-7-methyl-5-[4-(methylsulfanyl)phenyl]-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— (Z)-1-[5-(4-methylphenyl)sulfanylfuran-2-yl]-N-(1,2,4-triazol-4-yl)methanimine 6194-67-8 C14H12N4OS
(Z)-1-[5-(4-methylphenyl)sulfanylfuran-2-yl]-N-(1,2,4-triazol-4-yl)methanimine
—— 2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-N-[(Z)-thiophen-2-ylmethylideneamino]propanamide —— C14H16N4OS2
2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-N-[(Z)-thiophen-2-ylmethylideneamino]propanamide
—— (E)-3-[2-(4-chlorophenyl)sulfanylphenyl]-2-(4-chlorophenyl)sulfonylprop-2-enenitrile —— C21H13Cl2NO2S2
(E)-3-[2-(4-chlorophenyl)sulfanylphenyl]-2-(4-chlorophenyl)sulfonylprop-2-enenitrile
—— (2E)-2-[(3-methylphenyl)methylidene]-1-benzothiophen-3-one —— C16H12OS
(2E)-2-[(3-methylphenyl)methylidene]-1-benzothiophen-3-one
—— Cyto2E11 13514-68-6 C16H18N2S2
Cyto2E11
—— (2E)-2-[(4-bromothiophen-2-yl)methylidene]-6-chloro-4-methyl-1-benzothiophen-3-one —— C14H8BrClOS2
(2E)-2-[(4-bromothiophen-2-yl)methylidene]-6-chloro-4-methyl-1-benzothiophen-3-one
—— 1-[(E)-3-(dimethylamino)prop-2-enoyl]-6,6-dimethyl-3-methylsulfanyl-5,7-dihydro-2-benzothiophen-4-one —— C16H21NO2S2
1-[(E)-3-(dimethylamino)prop-2-enoyl]-6,6-dimethyl-3-methylsulfanyl-5,7-dihydro-2-benzothiophen-4-one
—— [(E)-1-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]ethylideneamino]urea —— C15H13ClN4O3S
[(E)-1-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]ethylideneamino]urea
—— (E)-[methylsulfanyl(phenylsulfanyl)methylidene]cyanamide —— C9H8N2S2
(E)-[methylsulfanyl(phenylsulfanyl)methylidene]cyanamide
—— (NZ)-N-[2-methyl-2-(4-methylphenyl)sulfanylpropylidene]hydroxylamine —— C11H15NOS
(NZ)-N-[2-methyl-2-(4-methylphenyl)sulfanylpropylidene]hydroxylamine
—— (E)-3-nitro-4-(p-tolylthio)benzaldehyde O-2,6-dichlorobenzyl oxime —— C21H16Cl2N2O3S
(E)-3-nitro-4-(p-tolylthio)benzaldehyde O-2,6-dichlorobenzyl oxime
—— ethyl 2-[[4-amino-5-oxo-6-[(E)-2-thiophen-2-ylethenyl]-1,2,4-triazin-3-yl]sulfanyl]acetate —— C13H14N4O3S2
ethyl 2-[[4-amino-5-oxo-6-[(E)-2-thiophen-2-ylethenyl]-1,2,4-triazin-3-yl]sulfanyl]acetate
—— (E)-[(3-chloro-2-methylphenyl)sulfanyl-methylsulfanylmethylidene]cyanamide —— C10H9ClN2S2
(E)-[(3-chloro-2-methylphenyl)sulfanyl-methylsulfanylmethylidene]cyanamide
—— [(Z)-[3-(4-chlorophenyl)sulfanyl-5-(trifluoromethyl)pyridin-2-yl]methylideneamino]thiourea —— C14H10ClF3N4S2
[(Z)-[3-(4-chlorophenyl)sulfanyl-5-(trifluoromethyl)pyridin-2-yl]methylideneamino]thiourea
—— (6E)-6-[(4-methylsulfanylphenyl)methylidene]-8,9-dihydro-7H-benzo[7]annulen-5-one —— C19H18OS
(6E)-6-[(4-methylsulfanylphenyl)methylidene]-8,9-dihydro-7H-benzo[7]annulen-5-one
—— (6E)-6-[[[2,6-bis(phenylsulfanyl)pyridin-3-yl]amino]methylidene]-2,4-dichlorocyclohexa-2,4-dien-1-one —— C24H16Cl2N2OS2
(6E)-6-[[[2,6-bis(phenylsulfanyl)pyridin-3-yl]amino]methylidene]-2,4-dichlorocyclohexa-2,4-dien-1-one
—— 5-(2-((4-Chlorophenyl)thio)-5-nitrobenzylidene)-2-thioxo-1,3-thiazolidin-4-one —— C16H9ClN2O3S3
5-(2-((4-Chlorophenyl)thio)-5-nitrobenzylidene)-2-thioxo-1,3-thiazolidin-4-one
—— (2R)-2-[(Z)-(4-methylsulfanylphenyl)methylideneamino]oxy-N-[(2S)-4-phenylbutan-2-yl]propanamide —— C21H26N2O2S
(2R)-2-[(Z)-(4-methylsulfanylphenyl)methylideneamino]oxy-N-[(2S)-4-phenylbutan-2-yl]propanamide
—— 2-[[4-(4-chlorophenyl)-5-(pyrrolidin-1-ium-1-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-3-nitropyridine —— C18H18ClN6O2S+
2-[[4-(4-chlorophenyl)-5-(pyrrolidin-1-ium-1-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-3-nitropyridine
—— (2S)-3-amino-2-[2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetyl]but-3-enenitrile —— C10H11N3OS2
(2S)-3-amino-2-[2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetyl]but-3-enenitrile
—— 3-(4-methylphenyl)sulfanyl-N-[(Z)-pyridin-4-ylmethylideneamino]propanamide —— C16H17N3OS
3-(4-methylphenyl)sulfanyl-N-[(Z)-pyridin-4-ylmethylideneamino]propanamide
—— 2-[(Z)-(4-methylsulfanylphenyl)methylideneamino]oxy-N-[(2R)-4-phenylbutan-2-yl]acetamide —— C20H24N2O2S
2-[(Z)-(4-methylsulfanylphenyl)methylideneamino]oxy-N-[(2R)-4-phenylbutan-2-yl]acetamide
—— N-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]-3-(4-methylphenyl)sulfanylpropanamide —— C19H23N3OS
N-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]-3-(4-methylphenyl)sulfanylpropanamide