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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
—— N-[(1S,4R,5R)-2-azabicyclo[2.2.1]heptan-5-yl]-3-methylsulfanylpyrrole-1-carboxamide —— C12H17N3OS
N-[(1S,4R,5R)-2-azabicyclo[2.2.1]heptan-5-yl]-3-methylsulfanylpyrrole-1-carboxamide
—— N-[(1S,4S,6S)-2-azabicyclo[2.2.1]heptan-6-yl]-4-methylsulfanylpyrazole-1-carboxamide —— C11H16N4OS
N-[(1S,4S,6S)-2-azabicyclo[2.2.1]heptan-6-yl]-4-methylsulfanylpyrazole-1-carboxamide
—— 1-benzyl-3-[(Z)-(4-methylsulfanylphenyl)methylideneamino]thiourea —— C16H17N3S2
1-benzyl-3-[(Z)-(4-methylsulfanylphenyl)methylideneamino]thiourea
—— N-[(1S,4S,6R)-2-azabicyclo[2.2.1]heptan-6-yl]-4-methylsulfanylpyrazole-1-carboxamide —— C11H16N4OS
N-[(1S,4S,6R)-2-azabicyclo[2.2.1]heptan-6-yl]-4-methylsulfanylpyrazole-1-carboxamide
—— N-[(1S,4R,5S)-2-azabicyclo[2.2.1]heptan-5-yl]-4-methylsulfanylpyrazole-1-carboxamide —— C11H16N4OS
N-[(1S,4R,5S)-2-azabicyclo[2.2.1]heptan-5-yl]-4-methylsulfanylpyrazole-1-carboxamide
—— N-[(1S,4S,6S)-2-azabicyclo[2.2.1]heptan-6-yl]-3-methylsulfanylpyrrole-1-carboxamide —— C12H17N3OS
N-[(1S,4S,6S)-2-azabicyclo[2.2.1]heptan-6-yl]-3-methylsulfanylpyrrole-1-carboxamide
—— N-[(1S,4R,5R)-2-azabicyclo[2.2.1]heptan-5-yl]-4-methylsulfanylpyrazole-1-carboxamide —— C11H16N4OS
N-[(1S,4R,5R)-2-azabicyclo[2.2.1]heptan-5-yl]-4-methylsulfanylpyrazole-1-carboxamide
—— N-[(1S,4S,6R)-2-azabicyclo[2.2.1]heptan-6-yl]-3-methylsulfanylpyrrole-1-carboxamide —— C12H17N3OS
N-[(1S,4S,6R)-2-azabicyclo[2.2.1]heptan-6-yl]-3-methylsulfanylpyrrole-1-carboxamide
—— N-[(1S,4R,5S)-2-azabicyclo[2.2.1]heptan-5-yl]-3-methylsulfanylpyrrole-1-carboxamide —— C12H17N3OS
N-[(1S,4R,5S)-2-azabicyclo[2.2.1]heptan-5-yl]-3-methylsulfanylpyrrole-1-carboxamide
—— (4Z)-5-{[(4-chlorophenyl)sulfanyl]methyl}-4-[4-(diethylamino)benzylidene]-2-phenyl-2,4-dihydro-3H-pyrazol-3-one —— C27H26ClN3OS
(4Z)-5-{[(4-chlorophenyl)sulfanyl]methyl}-4-[4-(diethylamino)benzylidene]-2-phenyl-2,4-dihydro-3H-pyrazol-3-one
—— dimethyl (1'S,3'R,5'R,7'R)-6'-oxospiro[1,3-dithiolane-2,2'-bicyclo[3.3.1]nonane]-3',7'-dicarboxylate —— C15H20O5S2
dimethyl (1'S,3'R,5'R,7'R)-6'-oxospiro[1,3-dithiolane-2,2'-bicyclo[3.3.1]nonane]-3',7'-dicarboxylate
—— (2R)-2-[5-chloro-2-[[(Z)-2-cyano-3-(ethoxycarbonylamino)-3-oxoprop-1-enyl]amino]-3-fluorophenyl]sulfanylpropanoic acid —— C16H15ClFN3O5S
(2R)-2-[5-chloro-2-[[(Z)-2-cyano-3-(ethoxycarbonylamino)-3-oxoprop-1-enyl]amino]-3-fluorophenyl]sulfanylpropanoic acid
—— (2S)-2-[5-chloro-2-[[(Z)-2-cyano-3-(ethoxycarbonylamino)-3-oxoprop-1-enyl]amino]-3-fluorophenyl]sulfanylpropanoic acid —— C16H15ClFN3O5S
(2S)-2-[5-chloro-2-[[(Z)-2-cyano-3-(ethoxycarbonylamino)-3-oxoprop-1-enyl]amino]-3-fluorophenyl]sulfanylpropanoic acid
—— Ethyl 2-[4-[[4-[[5-(4-tert-butylphenyl)-4-phenyl-1,2,4-triazol-3-yl]sulfanyl]-3-nitrophenyl]methylideneamino]phenyl]acetate —— C35H33N5O4S
Ethyl 2-[4-[[4-[[5-(4-tert-butylphenyl)-4-phenyl-1,2,4-triazol-3-yl]sulfanyl]-3-nitrophenyl]methylideneamino]phenyl]acetate
—— Ethyl 2-[4-[[4-[(4,5-diphenyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]phenyl]acetate —— C31H25N5O4S
Ethyl 2-[4-[[4-[(4,5-diphenyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]phenyl]acetate
—— (Z)-3-amino-2-[2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetyl]but-2-enenitrile —— C13H16N4O2S
(Z)-3-amino-2-[2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetyl]but-2-enenitrile
—— N-[(Z)-(2-bromophenyl)methylideneamino]-2-(4-chlorophenyl)sulfanylacetamide —— C15H12BrClN2OS
N-[(Z)-(2-bromophenyl)methylideneamino]-2-(4-chlorophenyl)sulfanylacetamide
—— N-[(Z)-[(Z)-2-bromo-3-phenylprop-2-enylidene]amino]-2-(6-methyl-2-methylsulfanylpyrimidin-4-yl)oxyacetamide —— C17H17BrN4O2S
N-[(Z)-[(Z)-2-bromo-3-phenylprop-2-enylidene]amino]-2-(6-methyl-2-methylsulfanylpyrimidin-4-yl)oxyacetamide
—— [[(1S,5S)-9-(thiophen-2-ylmethyl)-9-azabicyclo[3.3.1]nonan-3-ylidene]amino] N-[4-(trifluoromethylsulfanyl)phenyl]carbamate —— C21H22F3N3O2S2
[[(1S,5S)-9-(thiophen-2-ylmethyl)-9-azabicyclo[3.3.1]nonan-3-ylidene]amino] N-[4-(trifluoromethylsulfanyl)phenyl]carbamate
—— [(Z)-(4-oxo-2-pyridin-2-ylsulfanylpyrido[1,2-a]pyrimidin-3-yl)methylideneamino]urea —— C15H12N6O2S
[(Z)-(4-oxo-2-pyridin-2-ylsulfanylpyrido[1,2-a]pyrimidin-3-yl)methylideneamino]urea
—— (E)-4-(1,3-benzothiazol-2-yl)-5-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]pent-4-enoic acid —— C25H20N2O4S2
(E)-4-(1,3-benzothiazol-2-yl)-5-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]pent-4-enoic acid
—— (5E)-5-[[2-(4-chlorophenyl)sulfanyl-5-nitrophenyl]methylidene]-3-ethyl-2-sulfanylidene-1,3-thiazolidin-4-one —— C18H13ClN2O3S3
(5E)-5-[[2-(4-chlorophenyl)sulfanyl-5-nitrophenyl]methylidene]-3-ethyl-2-sulfanylidene-1,3-thiazolidin-4-one
—— ethyl (2S,3E)-2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-3-methoxyiminopropanoate —— C12H12ClF3N2O3S
ethyl (2S,3E)-2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-3-methoxyiminopropanoate
—— ethyl (2R,3E)-2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-3-methoxyiminopropanoate —— C12H12ClF3N2O3S
ethyl (2R,3E)-2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-3-methoxyiminopropanoate
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-1-(4-chlorophenyl)ethylideneamino]-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]triazole-4-carboxamide —— C17H16ClN11O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-1-(4-chlorophenyl)ethylideneamino]-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]triazole-4-carboxamide
—— (2Z,5E)-2-[(2,5-dimethylphenyl)imino]-5-[4-(methylsulfanyl)benzylidene]-1,3-thiazolidin-4-one —— C19H18N2OS2
(2Z,5E)-2-[(2,5-dimethylphenyl)imino]-5-[4-(methylsulfanyl)benzylidene]-1,3-thiazolidin-4-one
—— (E)-3-amino-2-[2-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetyl]but-2-enenitrile —— C9H9F3N6OS
(E)-3-amino-2-[2-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetyl]but-2-enenitrile
—— 1-[(1S,2S,4R)-2-bicyclo[2.2.1]hept-5-enyl]-3-(2-hydroxyethyl)thiourea —— C10H16N2OS
1-[(1S,2S,4R)-2-bicyclo[2.2.1]hept-5-enyl]-3-(2-hydroxyethyl)thiourea
—— 1-[(1S,2R,4R)-2-bicyclo[2.2.1]hept-5-enyl]-3-(2-hydroxyethyl)thiourea —— C10H16N2OS
1-[(1S,2R,4R)-2-bicyclo[2.2.1]hept-5-enyl]-3-(2-hydroxyethyl)thiourea
—— 2-Phenylsulfanyl-propionic acid (1,2,2-trimethyl-propylidene)-hydrazide —— C15H22N2OS
2-Phenylsulfanyl-propionic acid (1,2,2-trimethyl-propylidene)-hydrazide
—— 4-fluoro-N-[(Z)-[5-(4-oxo-3-phenylquinazolin-2-yl)sulfanylfuran-2-yl]methylideneamino]benzamide —— C26H17FN4O3S
4-fluoro-N-[(Z)-[5-(4-oxo-3-phenylquinazolin-2-yl)sulfanylfuran-2-yl]methylideneamino]benzamide
—— 1-(3-chlorophenyl)-3-(2-methylsulfanylphenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]azepine —— C20H20ClN3S
1-(3-chlorophenyl)-3-(2-methylsulfanylphenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]azepine
—— N,N-diethyl-5-nitro-2-[(2Z)-2-[(3-nitro-4-quinolin-8-ylsulfanylphenyl)methylidene]hydrazinyl]benzenesulfonamide —— C26H24N6O6S2
N,N-diethyl-5-nitro-2-[(2Z)-2-[(3-nitro-4-quinolin-8-ylsulfanylphenyl)methylidene]hydrazinyl]benzenesulfonamide
—— N,N-diethyl-2-[(2Z)-2-[[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylidene]hydrazinyl]-5-nitrobenzenesulfonamide —— C21H23N7O6S2
N,N-diethyl-2-[(2Z)-2-[[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylidene]hydrazinyl]-5-nitrobenzenesulfonamide
—— N,N-diethyl-5-nitro-2-[(2E)-2-[(3-nitro-4-quinolin-8-ylsulfanylphenyl)methylidene]hydrazinyl]benzenesulfonamide —— C26H24N6O6S2
N,N-diethyl-5-nitro-2-[(2E)-2-[(3-nitro-4-quinolin-8-ylsulfanylphenyl)methylidene]hydrazinyl]benzenesulfonamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E)-1-(furan-2-yl)ethylidene]-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole-4-carbohydrazide —— C18H16N8O3S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E)-1-(furan-2-yl)ethylidene]-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole-4-carbohydrazide
—— ethyl (2Z)-7-methyl-2-[(4-methylsulfanylphenyl)methylidene]-3-oxo-5-thiophen-2-yl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C22H20N2O3S3
ethyl (2Z)-7-methyl-2-[(4-methylsulfanylphenyl)methylidene]-3-oxo-5-thiophen-2-yl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— N-[(E)-1-(4-chlorophenyl)ethylideneamino]-2-[[5-[(4-methylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C20H19ClN4OS3
N-[(E)-1-(4-chlorophenyl)ethylideneamino]-2-[[5-[(4-methylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (E)-1,2-dichloro-3-isothiocyanatoprop-1-ene —— C4H3Cl2NS
(E)-1,2-dichloro-3-isothiocyanatoprop-1-ene
—— 4-chloro-N-[(Z)-2-(6-methyl-3-propylsulfanyl-1,2,4-triazin-5-yl)ethenyl]aniline —— C15H17ClN4S
4-chloro-N-[(Z)-2-(6-methyl-3-propylsulfanyl-1,2,4-triazin-5-yl)ethenyl]aniline
—— 2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-7-[(E)-2-(4-methoxyphenyl)ethenyl]-[1,2,4]triazolo[1,5-a]pyrimidine —— C20H13ClF3N5OS
2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-7-[(E)-2-(4-methoxyphenyl)ethenyl]-[1,2,4]triazolo[1,5-a]pyrimidine
—— 4-fluoro-N-[(Z)-2-(6-methyl-3-propylsulfanyl-1,2,4-triazin-5-yl)ethenyl]aniline —— C15H17FN4S
4-fluoro-N-[(Z)-2-(6-methyl-3-propylsulfanyl-1,2,4-triazin-5-yl)ethenyl]aniline
—— 4-methyl-N-[(Z)-2-(6-methyl-3-propylsulfanyl-1,2,4-triazin-5-yl)ethenyl]aniline —— C16H20N4S
4-methyl-N-[(Z)-2-(6-methyl-3-propylsulfanyl-1,2,4-triazin-5-yl)ethenyl]aniline
—— 2-[[5-[(4-methylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(Z)-[(Z)-2-methyl-3-phenylprop-2-enylidene]amino]acetamide —— C22H22N4OS3
2-[[5-[(4-methylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(Z)-[(Z)-2-methyl-3-phenylprop-2-enylidene]amino]acetamide
—— 3-{[3-Chloro-5-(trifluoromethyl)-2-pyridinyl]sulfanyl}-5-[2-(methoxyimino)ethyl]-4-isothiazolecarbonitrile —— C13H8ClF3N4OS2
3-{[3-Chloro-5-(trifluoromethyl)-2-pyridinyl]sulfanyl}-5-[2-(methoxyimino)ethyl]-4-isothiazolecarbonitrile
—— (Z)-1-[6-(2-chlorophenyl)sulfanylpyridin-3-yl]-N-methoxymethanimine —— C13H11ClN2OS
(Z)-1-[6-(2-chlorophenyl)sulfanylpyridin-3-yl]-N-methoxymethanimine
—— ethyl (4S)-3-oxo-1,5-benzoxathiepine-4-carboxylate —— C12H12O4S
ethyl (4S)-3-oxo-1,5-benzoxathiepine-4-carboxylate
—— 2-[(2E)-2-[[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylidene]hydrazinyl]-5-nitro-N,N-dipropylbenzenesulfonamide —— C23H27N7O6S2
2-[(2E)-2-[[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylidene]hydrazinyl]-5-nitro-N,N-dipropylbenzenesulfonamide
—— 2-[(2E)-2-[[4-(1,3-benzothiazol-2-ylsulfanyl)-3-nitrophenyl]methylidene]hydrazinyl]-5-nitro-N,N-dipropylbenzenesulfonamide —— C26H26N6O6S3
2-[(2E)-2-[[4-(1,3-benzothiazol-2-ylsulfanyl)-3-nitrophenyl]methylidene]hydrazinyl]-5-nitro-N,N-dipropylbenzenesulfonamide
—— 2-[(2Z)-2-[[4-(1,3-benzothiazol-2-ylsulfanyl)-3-nitrophenyl]methylidene]hydrazinyl]-5-nitro-N,N-dipropylbenzenesulfonamide —— C26H26N6O6S3
2-[(2Z)-2-[[4-(1,3-benzothiazol-2-ylsulfanyl)-3-nitrophenyl]methylidene]hydrazinyl]-5-nitro-N,N-dipropylbenzenesulfonamide