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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-({5-[(4-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(E)-1-(4-chlorophenyl)ethylidene]acetohydrazide —— C19H16Cl2N4OS3
2-({5-[(4-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(E)-1-(4-chlorophenyl)ethylidene]acetohydrazide
—— N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]acetamide —— C10H12N2OS
N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]acetamide
—— (5E)-5-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-2-(2,4-dimethylphenyl)imino-1,3-thiazolidin-4-one —— C24H18ClN3O3S2
(5E)-5-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-2-(2,4-dimethylphenyl)imino-1,3-thiazolidin-4-one
—— 5-[2-(4-Chloroanilino)vinyl]-3-[(2-chloro-6-fluorobenzyl)sulfanyl]-4-isothiazolecarbonitrile —— C19H12Cl2FN3S2
5-[2-(4-Chloroanilino)vinyl]-3-[(2-chloro-6-fluorobenzyl)sulfanyl]-4-isothiazolecarbonitrile
—— propan-2-yl (2Z)-5-(4-chlorophenyl)-7-methyl-3-oxo-2-[(5-phenylsulfanylfuran-2-yl)methylidene]-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C28H23ClN2O4S2
propan-2-yl (2Z)-5-(4-chlorophenyl)-7-methyl-3-oxo-2-[(5-phenylsulfanylfuran-2-yl)methylidene]-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 3-tert-butylsulfanyl-6-methyl-4-[(Z)-(4-methylphenyl)methylideneamino]-1,2,4-triazin-5-one —— C16H20N4OS
3-tert-butylsulfanyl-6-methyl-4-[(Z)-(4-methylphenyl)methylideneamino]-1,2,4-triazin-5-one
—— (14E)-14-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-11-(2-methoxyphenyl)-15-thia-12,17-diazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,16-pentaen-13-one —— C32H23ClN2O3S2
(14E)-14-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-11-(2-methoxyphenyl)-15-thia-12,17-diazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,16-pentaen-13-one
—— (2E)-2-(4,6-dimethoxy-1H-pyrimidin-2-ylidene)-1-benzothiophen-3-one —— C14H12N2O3S
(2E)-2-(4,6-dimethoxy-1H-pyrimidin-2-ylidene)-1-benzothiophen-3-one
—— (4Z)-4-(dimethylaminomethylidene)-3-(pyridin-2-ylsulfanylmethyl)-1H-pyrazol-5-one —— C12H14N4OS
(4Z)-4-(dimethylaminomethylidene)-3-(pyridin-2-ylsulfanylmethyl)-1H-pyrazol-5-one
—— N-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]-2-hydroxybenzamide —— C20H14ClN3O4S
N-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]-2-hydroxybenzamide
—— 2-[(Z)-(2,4-dichlorophenyl)methylideneamino]oxy-N-(2-phenylsulfanylphenyl)acetamide —— C21H16Cl2N2O2S
2-[(Z)-(2,4-dichlorophenyl)methylideneamino]oxy-N-(2-phenylsulfanylphenyl)acetamide
—— 4-fluoro-N-[(Z)-(5-pyridin-2-ylsulfanylfuran-2-yl)methylideneamino]benzamide —— C17H12FN3O2S
4-fluoro-N-[(Z)-(5-pyridin-2-ylsulfanylfuran-2-yl)methylideneamino]benzamide
—— (1Z)-3-ethoxy-1-(methylsulfonyl)-3-oxoprop-1-en-2-olate —— C6H9O5S-
(1Z)-3-ethoxy-1-(methylsulfonyl)-3-oxoprop-1-en-2-olate
—— (Z)-3-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]-2-pyridin-2-ylprop-2-enenitrile —— C17H12N6O2S
(Z)-3-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]-2-pyridin-2-ylprop-2-enenitrile
—— N-[(Z)-[5-(4-chlorophenyl)sulfanylthiophen-2-yl]methylideneamino]-2-cyanoacetamide —— C14H10ClN3OS2
N-[(Z)-[5-(4-chlorophenyl)sulfanylthiophen-2-yl]methylideneamino]-2-cyanoacetamide
—— (5E)-3-[(4-methoxyphenyl)methyl]-2-phenylimino-5-[(5-phenylsulfanylfuran-2-yl)methylidene]-1,3-thiazolidin-4-one —— C28H22N2O3S2
(5E)-3-[(4-methoxyphenyl)methyl]-2-phenylimino-5-[(5-phenylsulfanylfuran-2-yl)methylidene]-1,3-thiazolidin-4-one
—— ethyl 2-[[(E)-3-(4-bromo-5-phenylsulfanylfuran-2-yl)-2-cyanoprop-2-enoyl]amino]-4,5-dimethylthiophene-3-carboxylate —— C23H19BrN2O4S2
ethyl 2-[[(E)-3-(4-bromo-5-phenylsulfanylfuran-2-yl)-2-cyanoprop-2-enoyl]amino]-4,5-dimethylthiophene-3-carboxylate
—— 2-[[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(Z)-1-pyridin-4-ylethylideneamino]acetamide —— C18H16ClN5OS3
2-[[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(Z)-1-pyridin-4-ylethylideneamino]acetamide
—— (E)-2-(1H-benzimidazol-2-yl)-3-(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)prop-2-enenitrile —— C20H12N6O2S
(E)-2-(1H-benzimidazol-2-yl)-3-(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)prop-2-enenitrile
—— (NZ)-N-[2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]cyclooctylidene]hydroxylamine —— C11H17N3OS2
(NZ)-N-[2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]cyclooctylidene]hydroxylamine
—— (1Z)-N-butyl-3-methyl-1-(methylsulfonyl)but-1-en-2-amine —— C10H21NO2S
(1Z)-N-butyl-3-methyl-1-(methylsulfonyl)but-1-en-2-amine
—— 2-(1,3-benzothiazol-2-ylsulfanyl)-3-[(Z)-1,2,4-triazol-4-yliminomethyl]pyrido[1,2-a]pyrimidin-4-one —— C18H11N7OS2
2-(1,3-benzothiazol-2-ylsulfanyl)-3-[(Z)-1,2,4-triazol-4-yliminomethyl]pyrido[1,2-a]pyrimidin-4-one
—— 3-phenylsulfanyl-N-[(Z)-[4-[(Z)-(3-phenylsulfanylpropanoylhydrazinylidene)methyl]phenyl]methylideneamino]propanamide —— C26H26N4O2S2
3-phenylsulfanyl-N-[(Z)-[4-[(Z)-(3-phenylsulfanylpropanoylhydrazinylidene)methyl]phenyl]methylideneamino]propanamide
—— 6-[2-[[(Z)-(3-methyl-5-oxo-1-phenylpyrazol-4-ylidene)methyl]amino]phenyl]-3-prop-2-enylsulfanyl-2H-1,2,4-triazin-5-one —— C23H20N6O2S
6-[2-[[(Z)-(3-methyl-5-oxo-1-phenylpyrazol-4-ylidene)methyl]amino]phenyl]-3-prop-2-enylsulfanyl-2H-1,2,4-triazin-5-one
—— 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