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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-[(5Z)-5-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]-N-(2,3,4-trifluorophenyl)acetamide —— C24H13ClF3N3O5S2
2-[(5Z)-5-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]-N-(2,3,4-trifluorophenyl)acetamide
—— 2-((4-Chlorophenyl)sulfanyl)nicotinaldehyde O-methyloxime —— C13H11ClN2OS
2-((4-Chlorophenyl)sulfanyl)nicotinaldehyde O-methyloxime
—— (E)-2-(4-chlorophenylthio)nicotinaldehyde O-4-fluorobenzyl oxime —— C19H14ClFN2OS
(E)-2-(4-chlorophenylthio)nicotinaldehyde O-4-fluorobenzyl oxime
—— 2-({5-[(2-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(Z)-(4-methylphenyl)methylidene]acetohydrazide —— C19H17ClN4OS3
2-({5-[(2-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(Z)-(4-methylphenyl)methylidene]acetohydrazide
—— (E)-3-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]-2-cyano-N-(3-cyano-4,5,6,7-tetrahydro-1-benzothiophen-2-yl)prop-2-enamide —— C24H17N5O2S2
(E)-3-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]-2-cyano-N-(3-cyano-4,5,6,7-tetrahydro-1-benzothiophen-2-yl)prop-2-enamide
—— (5Z)-5-(3H-1-benzothiophen-2-ylidene)-2-sulfanylidene-1,3-thiazolidin-4-one —— C11H7NOS3
(5Z)-5-(3H-1-benzothiophen-2-ylidene)-2-sulfanylidene-1,3-thiazolidin-4-one
—— (5E)-3-benzyl-5-{2-[(4-chlorophenyl)sulfanyl]benzylidene}-2-thioxo-1,3-thiazolidin-4-one —— C23H16ClNOS3
(5E)-3-benzyl-5-{2-[(4-chlorophenyl)sulfanyl]benzylidene}-2-thioxo-1,3-thiazolidin-4-one
—— 2-[[4-ethyl-5-[(4-fluoroanilino)methyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[(Z)-(4-fluorophenyl)methylideneamino]acetamide —— C20H20F2N6OS
2-[[4-ethyl-5-[(4-fluoroanilino)methyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[(Z)-(4-fluorophenyl)methylideneamino]acetamide
—— (5Z)-3-[(2,4-dichlorophenyl)methyl]-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-1,3-thiazolidine-2,4-dione —— C24H16Cl2N2O4S2
(5Z)-3-[(2,4-dichlorophenyl)methyl]-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-1,3-thiazolidine-2,4-dione
—— 2,4-dichloro-N-[(Z)-[5-[(6-nitro-1,3-benzothiazol-2-yl)sulfanyl]furan-2-yl]methylideneamino]benzamide —— C19H10Cl2N4O4S2
2,4-dichloro-N-[(Z)-[5-[(6-nitro-1,3-benzothiazol-2-yl)sulfanyl]furan-2-yl]methylideneamino]benzamide
—— (14E)-14-[[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylidene]-11-thiophen-2-yl-15-thia-12,17-diazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,16-pentaen-13-one —— C30H19N3O2S4
(14E)-14-[[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylidene]-11-thiophen-2-yl-15-thia-12,17-diazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,16-pentaen-13-one
—— (5Z)-3-[(2-chloro-6-fluorophenyl)methyl]-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-1,3-thiazolidine-2,4-dione —— C24H16ClFN2O4S2
(5Z)-3-[(2-chloro-6-fluorophenyl)methyl]-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-1,3-thiazolidine-2,4-dione
—— 2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-N-[(Z)-(5-methylfuran-2-yl)methylideneamino]acetamide —— C14H16N4O2S
2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-N-[(Z)-(5-methylfuran-2-yl)methylideneamino]acetamide
—— N-[(Z)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylideneamino]pentanamide —— C17H18N4O2S
N-[(Z)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylideneamino]pentanamide
—— 1-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]-3-phenylthiourea —— C21H18N4O2S2
1-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]-3-phenylthiourea
—— N-[(Z)-(4-butylphenyl)methylideneamino]-2-(2-ethylsulfanyl-6-methylpyrimidin-4-yl)oxyacetamide —— C20H26N4O2S
N-[(Z)-(4-butylphenyl)methylideneamino]-2-(2-ethylsulfanyl-6-methylpyrimidin-4-yl)oxyacetamide
—— (2E)-2-(1H-benzimidazol-2-yl)-3-{5-[(4-methylphenyl)sulfanyl]furan-2-yl}prop-2-enenitrile —— C21H15N3OS
(2E)-2-(1H-benzimidazol-2-yl)-3-{5-[(4-methylphenyl)sulfanyl]furan-2-yl}prop-2-enenitrile
—— N-(2-methoxyphenyl)-2-[(5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]acetamide —— C26H21N3O6S2
N-(2-methoxyphenyl)-2-[(5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]acetamide
—— (5E)-3-(3-chlorophenyl)-5-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C22H12Cl2N2O3S3
(5E)-3-(3-chlorophenyl)-5-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— (NE)-N-[4-(4-chlorophenyl)sulfanyl-3-nitro-1,1-dioxo-2H-thiophen-5-ylidene]hydroxylamine —— C10H7ClN2O5S2
(NE)-N-[4-(4-chlorophenyl)sulfanyl-3-nitro-1,1-dioxo-2H-thiophen-5-ylidene]hydroxylamine
—— N-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]benzamide —— C21H17N3O3S
N-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]benzamide
—— 2-[(5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]-N-naphthalen-1-ylacetamide —— C29H21N3O5S2
2-[(5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]-N-naphthalen-1-ylacetamide
—— N-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]furan-2-carboxamide —— C18H12ClN3O4S
N-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]furan-2-carboxamide
—— 6-[5-bromo-2-[[(E)-(3-methyl-5-oxo-1-phenylpyrazol-4-ylidene)methyl]amino]phenyl]-3-ethylsulfanyl-2H-1,2,4-triazin-5-one —— C22H19BrN6O2S
6-[5-bromo-2-[[(E)-(3-methyl-5-oxo-1-phenylpyrazol-4-ylidene)methyl]amino]phenyl]-3-ethylsulfanyl-2H-1,2,4-triazin-5-one
—— (E)-3-[5-[4-(difluoromethylsulfanyl)phenyl]furan-2-yl]-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-yl)prop-2-enenitrile —— C21H18F2N4OS
(E)-3-[5-[4-(difluoromethylsulfanyl)phenyl]furan-2-yl]-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-yl)prop-2-enenitrile
—— 3-[2-(4-Fluorophenyl)vinyl]-2-quinoxalinyl phenyl sulfide —— C22H15FN2S
3-[2-(4-Fluorophenyl)vinyl]-2-quinoxalinyl phenyl sulfide
—— ethyl (Z)-3-(4-methylsulfanylanilino)but-2-enoate —— C13H17NO2S
ethyl (Z)-3-(4-methylsulfanylanilino)but-2-enoate
—— (3E)-5-(4-methylphenyl)-3-(4-{[4-methyl-5-(pyridin-3-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}-3-nitrobenzylidene)furan-2(3H)-one —— C26H19N5O4S
(3E)-5-(4-methylphenyl)-3-(4-{[4-methyl-5-(pyridin-3-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}-3-nitrobenzylidene)furan-2(3H)-one
—— (E)-3-amino-2-[2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]but-2-enenitrile —— C15H15N5OS2
(E)-3-amino-2-[2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]but-2-enenitrile
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-chlorophenyl)sulfanyl]methyl}-N'-[(1E)-1-(4-methylphenyl)ethylidene]-1H-1,2,3-triazole-4-carbohydrazide —— C21H19ClN8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-chlorophenyl)sulfanyl]methyl}-N'-[(1E)-1-(4-methylphenyl)ethylidene]-1H-1,2,3-triazole-4-carbohydrazide
—— 2-[(E)-2-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]ethenyl]-1H-benzimidazole —— C18H14N6O2S
2-[(E)-2-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]ethenyl]-1H-benzimidazole
—— N'-{(Z)-[4-(1,3-benzothiazol-2-ylsulfanyl)-3-nitrophenyl]methylidene}benzohydrazide —— C21H14N4O3S2
N'-{(Z)-[4-(1,3-benzothiazol-2-ylsulfanyl)-3-nitrophenyl]methylidene}benzohydrazide
—— (6E)-4-bromo-6-[[2-[4-[methyl-[(4-methyl-1,2,5-oxadiazol-3-yl)methyl]amino]-6-phenylsulfanyl-1,3,5-triazin-2-yl]hydrazinyl]methylidene]cyclohexa-2,4-dien-1-one —— C21H19BrN8O2S
(6E)-4-bromo-6-[[2-[4-[methyl-[(4-methyl-1,2,5-oxadiazol-3-yl)methyl]amino]-6-phenylsulfanyl-1,3,5-triazin-2-yl]hydrazinyl]methylidene]cyclohexa-2,4-dien-1-one
—— (5E)-5-({4-bromo-5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)-1,3-thiazolidine-2,4-dione —— C14H7BrClNO3S2
(5E)-5-({4-bromo-5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)-1,3-thiazolidine-2,4-dione
—— N'-{(E)-[4-(dimethylamino)phenyl]methylidene}-3-[(4-methylphenyl)sulfanyl]propanehydrazide —— C19H23N3OS
N'-{(E)-[4-(dimethylamino)phenyl]methylidene}-3-[(4-methylphenyl)sulfanyl]propanehydrazide
—— N,N'-dimethyl-N,N'-bis[(Z)-(4-methylsulfanylphenyl)methylideneamino]ethane-1,2-diamine —— C20H26N4S2
N,N'-dimethyl-N,N'-bis[(Z)-(4-methylsulfanylphenyl)methylideneamino]ethane-1,2-diamine
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-N'-[(2E)-4-phenylbutan-2-ylidene]-1H-1,2,3-triazole-4-carbohydrazide —— C19H21N11O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-N'-[(2E)-4-phenylbutan-2-ylidene]-1H-1,2,3-triazole-4-carbohydrazide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E)-1-(5-chlorothiophen-2-yl)ethylidene]-5-{[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide —— C15H14ClN11O2S2
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E)-1-(5-chlorothiophen-2-yl)ethylidene]-5-{[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide
—— 4-[(2Z)-2-[[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylidene]hydrazinyl]-3-nitrobenzenesulfonamide —— C16H14N8O6S2
4-[(2Z)-2-[[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylidene]hydrazinyl]-3-nitrobenzenesulfonamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-5-propyltriazole-4-carboxamide —— C16H18N8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-5-propyltriazole-4-carboxamide
—— 2-[(Z)-1-(1-benzofuran-2-yl)ethylideneamino]oxy-N-[2-(4-chlorophenyl)sulfanylphenyl]acetamide —— C24H19ClN2O3S
2-[(Z)-1-(1-benzofuran-2-yl)ethylideneamino]oxy-N-[2-(4-chlorophenyl)sulfanylphenyl]acetamide
—— (6Z)-2-(1-adamantyl)-5-imino-6-[(5-phenylsulfanylfuran-2-yl)methylidene]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one —— C26H24N4O2S2
(6Z)-2-(1-adamantyl)-5-imino-6-[(5-phenylsulfanylfuran-2-yl)methylidene]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one
—— (5E)-5-[(2-methoxyphenyl)methylidene]-2-phenyl-3-(6-phenylsulfanyl-1H-benzimidazol-2-yl)imidazol-4-one —— C30H22N4O2S
(5E)-5-[(2-methoxyphenyl)methylidene]-2-phenyl-3-(6-phenylsulfanyl-1H-benzimidazol-2-yl)imidazol-4-one
—— (E)-N-(cyclopropylmethyl)-3-phenylsulfanylprop-2-enamide —— C13H15NOS
(E)-N-(cyclopropylmethyl)-3-phenylsulfanylprop-2-enamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(5-methylfuran-2-yl)methylideneamino]-5-(phenylsulfanylmethyl)triazole-4-carboxamide —— C18H16N8O3S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(5-methylfuran-2-yl)methylideneamino]-5-(phenylsulfanylmethyl)triazole-4-carboxamide
—— (6E)-6-({5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)-5-imino-2-propyl-5,6-dihydro-7H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one —— C19H15ClN4O2S2
(6E)-6-({5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)-5-imino-2-propyl-5,6-dihydro-7H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one
—— 5-(2-(4-Bromoanilino)vinyl)-3-((3-chloro-5-(trifluoromethyl)-2-pyridinyl)sulfanyl)-4-isothiazolecarbonitrile —— C18H9BrClF3N4S2
5-(2-(4-Bromoanilino)vinyl)-3-((3-chloro-5-(trifluoromethyl)-2-pyridinyl)sulfanyl)-4-isothiazolecarbonitrile
—— (2Z)-2-[(4-bromothiophen-2-yl)methylidene]-6-chloro-4-methyl-1-benzothiophen-3-one —— C14H8BrClOS2
(2Z)-2-[(4-bromothiophen-2-yl)methylidene]-6-chloro-4-methyl-1-benzothiophen-3-one
—— 3-[(2-Chloro-6-fluorobenzyl)sulfanyl]-5-[2-(dimethylamino)vinyl]-4-isothiazolecarbonitrile —— C15H13ClFN3S2
3-[(2-Chloro-6-fluorobenzyl)sulfanyl]-5-[2-(dimethylamino)vinyl]-4-isothiazolecarbonitrile
—— (Z)-1-[5-(4-chlorophenyl)sulfanyl-1-methyl-3-(trifluoromethyl)pyrazol-4-yl]-N-methoxymethanimine —— C13H11ClF3N3OS
(Z)-1-[5-(4-chlorophenyl)sulfanyl-1-methyl-3-(trifluoromethyl)pyrazol-4-yl]-N-methoxymethanimine