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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'R,5'R)-spiro[1,3-dithiolane-2,9'-bicyclo[3.3.1]nonane]-3'-carboxylic acid —— C12H18O2S2
(1'R,5'R)-spiro[1,3-dithiolane-2,9'-bicyclo[3.3.1]nonane]-3'-carboxylic acid
—— N-[(Z)-[5-[[5-(naphthalen-1-ylmethyl)-4-phenyl-1,2,4-triazol-3-yl]sulfanyl]furan-2-yl]methylideneamino]-2-phenylacetamide —— C32H25N5O2S
N-[(Z)-[5-[[5-(naphthalen-1-ylmethyl)-4-phenyl-1,2,4-triazol-3-yl]sulfanyl]furan-2-yl]methylideneamino]-2-phenylacetamide
—— 5-[(Z)-2-(4-chloroanilino)ethenyl]-3-[(2-chloro-6-fluorophenyl)methylsulfanyl]-1,2-thiazole-4-carbonitrile —— C19H12Cl2FN3S2
5-[(Z)-2-(4-chloroanilino)ethenyl]-3-[(2-chloro-6-fluorophenyl)methylsulfanyl]-1,2-thiazole-4-carbonitrile
—— 5-[(Z)-2-anilinoethenyl]-3-[(2-chloro-6-fluorophenyl)methylsulfanyl]-1,2-thiazole-4-carbonitrile —— C19H13ClFN3S2
5-[(Z)-2-anilinoethenyl]-3-[(2-chloro-6-fluorophenyl)methylsulfanyl]-1,2-thiazole-4-carbonitrile
—— N,N-dimethyl-4-[(Z)-(3-methylsulfanyl-[1,2,4]triazolo[4,3-b][1,2,4]triazol-7-yl)iminomethyl]aniline —— C13H15N7S
N,N-dimethyl-4-[(Z)-(3-methylsulfanyl-[1,2,4]triazolo[4,3-b][1,2,4]triazol-7-yl)iminomethyl]aniline
—— (6R)-6-tert-butyl-2-[[3-nitro-4-[(5-phenyl-1H-1,2,4-triazol-3-yl)sulfanyl]phenyl]methylideneamino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carbonitrile —— C28H26N6O2S2
(6R)-6-tert-butyl-2-[[3-nitro-4-[(5-phenyl-1H-1,2,4-triazol-3-yl)sulfanyl]phenyl]methylideneamino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carbonitrile
—— 3-bromo-N-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]benzamide —— C20H13BrClN3O3S
3-bromo-N-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]benzamide
—— (6S)-6-tert-butyl-2-[[3-nitro-4-[(5-phenyl-1H-1,2,4-triazol-3-yl)sulfanyl]phenyl]methylideneamino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carbonitrile —— C28H26N6O2S2
(6S)-6-tert-butyl-2-[[3-nitro-4-[(5-phenyl-1H-1,2,4-triazol-3-yl)sulfanyl]phenyl]methylideneamino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carbonitrile
—— 5-[(Z)-2-anilinoethenyl]-3-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-1,2-thiazole-4-carbonitrile —— C18H10ClF3N4S2
5-[(Z)-2-anilinoethenyl]-3-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-1,2-thiazole-4-carbonitrile
—— 5-[(Z)-2-(4-bromoanilino)ethenyl]-3-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-1,2-thiazole-4-carbonitrile —— C18H9BrClF3N4S2
5-[(Z)-2-(4-bromoanilino)ethenyl]-3-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-1,2-thiazole-4-carbonitrile
—— 3-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-5-[(Z)-2-[4-(trifluoromethoxy)anilino]ethenyl]-1,2-thiazole-4-carbonitrile —— C19H9ClF6N4OS2
3-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-5-[(Z)-2-[4-(trifluoromethoxy)anilino]ethenyl]-1,2-thiazole-4-carbonitrile
—— 3-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-5-[(Z)-2-[3-(trifluoromethyl)anilino]ethenyl]-1,2-thiazole-4-carbonitrile —— C19H9ClF6N4S2
3-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-5-[(Z)-2-[3-(trifluoromethyl)anilino]ethenyl]-1,2-thiazole-4-carbonitrile
—— 6-[[6-[(2,6-dichlorophenyl)methylideneamino]-1,3-benzothiazol-2-yl]sulfanyl]-2-N,4-N-diphenyl-1,3,5-triazine-2,4-diamine —— C29H19Cl2N7S2
6-[[6-[(2,6-dichlorophenyl)methylideneamino]-1,3-benzothiazol-2-yl]sulfanyl]-2-N,4-N-diphenyl-1,3,5-triazine-2,4-diamine
—— 6-[[6-[(4-chlorophenyl)methylideneamino]-1,3-benzothiazol-2-yl]sulfanyl]-2-N,4-N-diphenyl-1,3,5-triazine-2,4-diamine —— C29H20ClN7S2
6-[[6-[(4-chlorophenyl)methylideneamino]-1,3-benzothiazol-2-yl]sulfanyl]-2-N,4-N-diphenyl-1,3,5-triazine-2,4-diamine
—— (6E,8E)-5H-[1,2,4]triazolo[3,4-b][1,3]thiazocine —— C7H7N3S
(6E,8E)-5H-[1,2,4]triazolo[3,4-b][1,3]thiazocine
—— 1-methyl-3-[(Z)-(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)methylideneamino]thiourea —— C13H12N6O2S2
1-methyl-3-[(Z)-(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)methylideneamino]thiourea
—— 6-[[6-[(2,4-dichlorophenyl)methylideneamino]-1,3-benzothiazol-2-yl]sulfanyl]-2-N,4-N-diphenyl-1,3,5-triazine-2,4-diamine —— C29H19Cl2N7S2
6-[[6-[(2,4-dichlorophenyl)methylideneamino]-1,3-benzothiazol-2-yl]sulfanyl]-2-N,4-N-diphenyl-1,3,5-triazine-2,4-diamine
—— S-methyl N-[(5S,7S)-3-ethyl-1-adamantyl]carbamothioate —— C14H23NOS
S-methyl N-[(5S,7S)-3-ethyl-1-adamantyl]carbamothioate
—— (3Z)-3-[(Z)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylidenehydrazinylidene]-1H-indol-2-one —— C19H14N6O3S
(3Z)-3-[(Z)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylidenehydrazinylidene]-1H-indol-2-one
—— N-[(4R)-3-benzyl-5,5-dimethyl-2-sulfanylidene-1,3-thiazolidin-4-yl]-1-(4-methylsulfanylphenyl)methanimine oxide —— C20H22N2OS3
N-[(4R)-3-benzyl-5,5-dimethyl-2-sulfanylidene-1,3-thiazolidin-4-yl]-1-(4-methylsulfanylphenyl)methanimine oxide
—— N-[(4S)-5,5-dimethyl-3-phenyl-2-sulfanylidene-1,3-thiazolidin-4-yl]-1-(4-methylsulfanylphenyl)methanimine oxide —— C19H20N2OS3
N-[(4S)-5,5-dimethyl-3-phenyl-2-sulfanylidene-1,3-thiazolidin-4-yl]-1-(4-methylsulfanylphenyl)methanimine oxide
—— N-[(4R)-5,5-dimethyl-3-phenyl-2-sulfanylidene-1,3-thiazolidin-4-yl]-1-(4-methylsulfanylphenyl)methanimine oxide —— C19H20N2OS3
N-[(4R)-5,5-dimethyl-3-phenyl-2-sulfanylidene-1,3-thiazolidin-4-yl]-1-(4-methylsulfanylphenyl)methanimine oxide
—— 2-[(4R)-3-methyl-5-oxo-1,4-dihydropyrazol-4-yl]-N-[(E)-(4-methylsulfanylphenyl)methylideneamino]acetamide —— C14H16N4O2S
2-[(4R)-3-methyl-5-oxo-1,4-dihydropyrazol-4-yl]-N-[(E)-(4-methylsulfanylphenyl)methylideneamino]acetamide
—— 2-[(4S)-3-methyl-5-oxo-1,4-dihydropyrazol-4-yl]-N-[(E)-(4-methylsulfanylphenyl)methylideneamino]acetamide —— C14H16N4O2S
2-[(4S)-3-methyl-5-oxo-1,4-dihydropyrazol-4-yl]-N-[(E)-(4-methylsulfanylphenyl)methylideneamino]acetamide
—— 4-amino-N-[(Z)-[4-[(Z)-[(4-amino-2-oxido-1,2,5-oxadiazol-2-ium-3-carbonyl)hydrazinylidene]methyl]-2,5-bis(methylsulfanyl)thiophen-3-yl]methylideneamino]-2-oxido-1,2,5-oxadiazol-2-ium-3-carboxamide —— C14H14N10O6S3
4-amino-N-[(Z)-[4-[(Z)-[(4-amino-2-oxido-1,2,5-oxadiazol-2-ium-3-carbonyl)hydrazinylidene]methyl]-2,5-bis(methylsulfanyl)thiophen-3-yl]methylideneamino]-2-oxido-1,2,5-oxadiazol-2-ium-3-carboxamide
—— 2-(2-amino-1,3-thiazol-4-yl)-N-[(E)-[4-[(Z)-[[2-(2-amino-1,3-thiazol-4-yl)acetyl]hydrazinylidene]methyl]-2,5-bis(methylsulfanyl)thiophen-3-yl]methylideneamino]acetamide —— C18H20N8O2S5
2-(2-amino-1,3-thiazol-4-yl)-N-[(E)-[4-[(Z)-[[2-(2-amino-1,3-thiazol-4-yl)acetyl]hydrazinylidene]methyl]-2,5-bis(methylsulfanyl)thiophen-3-yl]methylideneamino]acetamide
—— 4-amino-N-[(E)-[4-[(Z)-[(4-amino-2-oxido-1,2,5-oxadiazol-2-ium-3-carbonyl)hydrazinylidene]methyl]-2,5-bis(methylsulfanyl)thiophen-3-yl]methylideneamino]-2-oxido-1,2,5-oxadiazol-2-ium-3-carboxamide —— C14H14N10O6S3
4-amino-N-[(E)-[4-[(Z)-[(4-amino-2-oxido-1,2,5-oxadiazol-2-ium-3-carbonyl)hydrazinylidene]methyl]-2,5-bis(methylsulfanyl)thiophen-3-yl]methylideneamino]-2-oxido-1,2,5-oxadiazol-2-ium-3-carboxamide
—— (Z)-2-(3-benzylsulfanyl-6-methyl-1,2,4-triazin-5-yl)-N-methoxyethenamine —— C14H16N4OS
(Z)-2-(3-benzylsulfanyl-6-methyl-1,2,4-triazin-5-yl)-N-methoxyethenamine
—— (Z)-1-[5-[(4-bromo-3-nitropyrazol-1-yl)methyl]furan-2-yl]-N-[3-(difluoromethyl)-5-methylsulfanyl-1,2,4-triazol-4-yl]methanimine —— C13H10BrF2N7O3S
(Z)-1-[5-[(4-bromo-3-nitropyrazol-1-yl)methyl]furan-2-yl]-N-[3-(difluoromethyl)-5-methylsulfanyl-1,2,4-triazol-4-yl]methanimine
—— (Z)-2-[3-[(4-chlorophenyl)methylsulfanyl]-6-methyl-1,2,4-triazin-5-yl]-N-methoxyethenamine —— C14H15ClN4OS
(Z)-2-[3-[(4-chlorophenyl)methylsulfanyl]-6-methyl-1,2,4-triazin-5-yl]-N-methoxyethenamine
—— 4-[(Z)-[3-(difluoromethyl)-5-methylsulfanyl-1,2,4-triazol-4-yl]iminomethyl]-N,N-dimethylaniline —— C13H15F2N5S
4-[(Z)-[3-(difluoromethyl)-5-methylsulfanyl-1,2,4-triazol-4-yl]iminomethyl]-N,N-dimethylaniline
—— 3-ethylsulfanyl-N-[(Z)-(2-fluorophenyl)methylideneamino]-1H-1,2,4-triazol-5-amine —— C11H12FN5S
3-ethylsulfanyl-N-[(Z)-(2-fluorophenyl)methylideneamino]-1H-1,2,4-triazol-5-amine
—— 3-benzylsulfanyl-4-[(1R,2S,4S)-2-bicyclo[2.2.1]hept-5-enyl]-1H-1,2,4-triazol-5-one —— C16H17N3OS
3-benzylsulfanyl-4-[(1R,2S,4S)-2-bicyclo[2.2.1]hept-5-enyl]-1H-1,2,4-triazol-5-one
—— (7Z)-7-(2-bromobenzylidene)-3-(difluoromethyl)-6-methyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine —— C13H9BrF2N4S
(7Z)-7-(2-bromobenzylidene)-3-(difluoromethyl)-6-methyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— (7Z)-3-(difluoromethyl)-6-(2,4-difluorophenyl)-7-(pyridin-2-ylmethylidene)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine —— C17H9F4N5S
(7Z)-3-(difluoromethyl)-6-(2,4-difluorophenyl)-7-(pyridin-2-ylmethylidene)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— 4-[(1R,2S,4S)-2-bicyclo[2.2.1]hept-5-enyl]-3-[(4-methylphenyl)methylsulfanyl]-1H-1,2,4-triazol-5-one —— C17H19N3OS
4-[(1R,2S,4S)-2-bicyclo[2.2.1]hept-5-enyl]-3-[(4-methylphenyl)methylsulfanyl]-1H-1,2,4-triazol-5-one
—— (7Z)-7-[(1-ethyl-5-methyl-1H-pyrazol-4-yl)methylidene]-3-methyl-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine —— C18H18N6S
(7Z)-7-[(1-ethyl-5-methyl-1H-pyrazol-4-yl)methylidene]-3-methyl-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— (7Z)-3-(difluoromethyl)-6-methyl-7-(thiophen-2-ylmethylidene)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine —— C11H8F2N4S2
(7Z)-3-(difluoromethyl)-6-methyl-7-(thiophen-2-ylmethylidene)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— 3,6-Dimethyl-7-[(Z)-1-(5-methyl-2-thienyl)methylidene]-7H-[1,2,4]triazolo[3,4-B][1,3,4]thiadiazine —— C12H12N4S2
3,6-Dimethyl-7-[(Z)-1-(5-methyl-2-thienyl)methylidene]-7H-[1,2,4]triazolo[3,4-B][1,3,4]thiadiazine
—— 2-[[5-[(2Z)-2-[(4-bromophenyl)methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetonitrile —— C11H9BrN6S
2-[[5-[(2Z)-2-[(4-bromophenyl)methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetonitrile
—— 6-[[[2-[(4,6-dianilino-1,3,5-triazin-2-yl)sulfanyl]-1,3-benzothiazol-6-yl]amino]methylidene]-2-methoxycyclohexa-2,4-dien-1-one —— C30H23N7O2S2
6-[[[2-[(4,6-dianilino-1,3,5-triazin-2-yl)sulfanyl]-1,3-benzothiazol-6-yl]amino]methylidene]-2-methoxycyclohexa-2,4-dien-1-one
—— ethyl (2E,5S)-5-(4-ethoxyphenyl)-7-methyl-2-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C32H29N3O6S2
ethyl (2E,5S)-5-(4-ethoxyphenyl)-7-methyl-2-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 2-N-[(E)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]-6-morpholin-4-yl-4-N-phenyl-1,3,5-triazine-2,4-diamine —— C27H26N8O3S
2-N-[(E)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]-6-morpholin-4-yl-4-N-phenyl-1,3,5-triazine-2,4-diamine
—— N-methyl-N-[(E)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]-4,6-di(piperidin-1-yl)-1,3,5-triazin-2-amine —— C28H34N8O2S
N-methyl-N-[(E)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]-4,6-di(piperidin-1-yl)-1,3,5-triazin-2-amine
—— 2-N-[(E)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]-4-N-phenyl-6-pyrrolidin-1-yl-1,3,5-triazine-2,4-diamine —— C27H26N8O2S
2-N-[(E)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]-4-N-phenyl-6-pyrrolidin-1-yl-1,3,5-triazine-2,4-diamine
—— ethyl (2E,5R)-5-(4-ethoxyphenyl)-7-methyl-2-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C32H29N3O6S2
ethyl (2E,5R)-5-(4-ethoxyphenyl)-7-methyl-2-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 2-N-[(E)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]-4-N-phenyl-6-piperidin-1-yl-1,3,5-triazine-2,4-diamine —— C27H25ClN8O2S
2-N-[(E)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]-4-N-phenyl-6-piperidin-1-yl-1,3,5-triazine-2,4-diamine
—— N-[(E)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]-4,6-dimorpholin-4-yl-1,3,5-triazin-2-amine —— C24H25ClN8O4S
N-[(E)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]-4,6-dimorpholin-4-yl-1,3,5-triazin-2-amine
—— N-[(E)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]-N-methyl-4,6-di(piperidin-1-yl)-1,3,5-triazin-2-amine —— C27H31ClN8O2S
N-[(E)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]-N-methyl-4,6-di(piperidin-1-yl)-1,3,5-triazin-2-amine
—— N-[(E)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]-4,6-dimorpholin-4-yl-1,3,5-triazin-2-amine —— C25H28N8O4S
N-[(E)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]-4,6-dimorpholin-4-yl-1,3,5-triazin-2-amine