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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
—— 5-(2-Anilinovinyl)-3-{[3-chloro-5-(trifluoromethyl)-2-pyridinyl]sulfanyl}-4-isothiazolecarbonitrile —— C18H10ClF3N4S2
5-(2-Anilinovinyl)-3-{[3-chloro-5-(trifluoromethyl)-2-pyridinyl]sulfanyl}-4-isothiazolecarbonitrile
—— (1'R,5'R,6'S)-2'-amino-6'-(4-methylsulfanylphenyl)spiro[1,3-dioxolane-2,4'-3-azabicyclo[3.1.0]hex-2-ene]-1',5'-dicarbonitrile —— C16H14N4O2S
(1'R,5'R,6'S)-2'-amino-6'-(4-methylsulfanylphenyl)spiro[1,3-dioxolane-2,4'-3-azabicyclo[3.1.0]hex-2-ene]-1',5'-dicarbonitrile
—— 1-[2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-5-nitrophenyl]-N-(4-nonoxyphenyl)methanimine —— C25H31N5O3S
1-[2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-5-nitrophenyl]-N-(4-nonoxyphenyl)methanimine
—— N-[(Z)-[2-(4-chlorophenyl)sulfanylphenyl]methylideneamino]-4,6-dimorpholin-4-yl-1,3,5-triazin-2-amine —— C24H26ClN7O2S
N-[(Z)-[2-(4-chlorophenyl)sulfanylphenyl]methylideneamino]-4,6-dimorpholin-4-yl-1,3,5-triazin-2-amine
—— N-[(E)-(5-phenylsulfanylfuran-2-yl)methylideneamino]octanamide —— C19H24N2O2S
N-[(E)-(5-phenylsulfanylfuran-2-yl)methylideneamino]octanamide
—— N-[(Z)-(5-phenylsulfanylfuran-2-yl)methylideneamino]octanamide —— C19H24N2O2S
N-[(Z)-(5-phenylsulfanylfuran-2-yl)methylideneamino]octanamide
—— N-(4-butylphenyl)-1-[5-[[5-(naphthalen-1-ylmethyl)-4-phenyl-1,2,4-triazol-3-yl]sulfanyl]furan-2-yl]methanimine —— C34H30N4OS
N-(4-butylphenyl)-1-[5-[[5-(naphthalen-1-ylmethyl)-4-phenyl-1,2,4-triazol-3-yl]sulfanyl]furan-2-yl]methanimine
—— ethyl 2-[4-(dimethylamino)benzylidene]-7-methyl-5-[4-(methylsulfanyl)phenyl]-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C26H27N3O3S2
ethyl 2-[4-(dimethylamino)benzylidene]-7-methyl-5-[4-(methylsulfanyl)phenyl]-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— N-(2,6-diethylphenyl)-2-[[6-[(3-nitro-4-pyridin-2-ylsulfanylphenyl)methylideneamino]-1,3-benzothiazol-2-yl]sulfanyl]acetamide —— C31H27N5O3S3
N-(2,6-diethylphenyl)-2-[[6-[(3-nitro-4-pyridin-2-ylsulfanylphenyl)methylideneamino]-1,3-benzothiazol-2-yl]sulfanyl]acetamide
—— N-[(Z)-[4-(diethylamino)phenyl]methylideneamino]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide —— C15H20N6OS
N-[(Z)-[4-(diethylamino)phenyl]methylideneamino]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide
—— [(Z)-[3,3-dimethyl-1-(1-oxidopyridin-1-ium-2-yl)sulfanylbutan-2-ylidene]amino] N-methylcarbamate —— C13H19N3O3S
[(Z)-[3,3-dimethyl-1-(1-oxidopyridin-1-ium-2-yl)sulfanylbutan-2-ylidene]amino] N-methylcarbamate
—— (2E)-2-cyano-N-(oxolan-2-ylmethyl)-3-(5-phenylthio(2-furyl))prop-2-enamide —— C19H18N2O3S
(2E)-2-cyano-N-(oxolan-2-ylmethyl)-3-(5-phenylthio(2-furyl))prop-2-enamide
—— (E)-3-(4-chloroanilino)-2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanylpent-2-enoic acid —— C17H13Cl2F3N2O2S
(E)-3-(4-chloroanilino)-2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanylpent-2-enoic acid
—— (Z)-3-(4-chloroanilino)-2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanylpent-2-enoic acid —— C17H13Cl2F3N2O2S
(Z)-3-(4-chloroanilino)-2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanylpent-2-enoic acid
—— N-(2-methylphenyl)-2-[(5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]acetamide —— C26H21N3O5S2
N-(2-methylphenyl)-2-[(5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]acetamide
—— 2,6-ditert-butyl-4-[2,3,5-trifluoro-6-[2-[(R)-sulfanyl-[4-(trifluoromethyl)anilino]methyl]hydrazinyl]pyridin-4-yl]sulfanylphenol —— C27H30F6N4OS2
2,6-ditert-butyl-4-[2,3,5-trifluoro-6-[2-[(R)-sulfanyl-[4-(trifluoromethyl)anilino]methyl]hydrazinyl]pyridin-4-yl]sulfanylphenol
—— 2-[(2R,6R)-2,6-dimethylmorpholin-4-yl]sulfonyl-N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-4-nitroaniline —— C23H25N7O7S2
2-[(2R,6R)-2,6-dimethylmorpholin-4-yl]sulfonyl-N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-4-nitroaniline
—— 2-[(2S,4R)-2,4-dimethylpiperidin-1-yl]sulfonyl-N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-4-nitroaniline —— C24H27N7O6S2
2-[(2S,4R)-2,4-dimethylpiperidin-1-yl]sulfonyl-N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-4-nitroaniline
—— N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-2-(4-methylpiperidin-1-yl)sulfonyl-4-nitroaniline —— C23H25N7O6S2
N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-2-(4-methylpiperidin-1-yl)sulfonyl-4-nitroaniline
—— 2-[(2R,3R)-2,3-dimethylpiperidin-1-yl]sulfonyl-N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-4-nitroaniline —— C24H27N7O6S2
2-[(2R,3R)-2,3-dimethylpiperidin-1-yl]sulfonyl-N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-4-nitroaniline
—— 2-[(2R,3R)-2,3-dimethylpiperidin-1-yl]sulfonyl-N-[(Z)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-4-nitroaniline —— C24H27N7O6S2
2-[(2R,3R)-2,3-dimethylpiperidin-1-yl]sulfonyl-N-[(Z)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-4-nitroaniline
—— 2-[(2R,6R)-2,6-dimethylmorpholin-4-yl]sulfonyl-4-nitro-N-[(E)-(3-nitro-4-quinolin-8-ylsulfanylphenyl)methylideneamino]aniline —— C28H26N6O7S2
2-[(2R,6R)-2,6-dimethylmorpholin-4-yl]sulfonyl-4-nitro-N-[(E)-(3-nitro-4-quinolin-8-ylsulfanylphenyl)methylideneamino]aniline
—— 2-[(2S,4S)-2,4-dimethylpiperidin-1-yl]sulfonyl-4-nitro-N-[(E)-(3-nitro-4-quinolin-8-ylsulfanylphenyl)methylideneamino]aniline —— C29H28N6O6S2
2-[(2S,4S)-2,4-dimethylpiperidin-1-yl]sulfonyl-4-nitro-N-[(E)-(3-nitro-4-quinolin-8-ylsulfanylphenyl)methylideneamino]aniline
—— 2-[(2R,6S)-2,6-dimethylmorpholin-4-yl]sulfonyl-N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-4-nitroaniline —— C23H25N7O7S2
2-[(2R,6S)-2,6-dimethylmorpholin-4-yl]sulfonyl-N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-4-nitroaniline
—— 2-[(2R,3R)-2,3-dimethylpiperidin-1-yl]sulfonyl-4-nitro-N-[(Z)-(3-nitro-4-quinolin-8-ylsulfanylphenyl)methylideneamino]aniline —— C29H28N6O6S2
2-[(2R,3R)-2,3-dimethylpiperidin-1-yl]sulfonyl-4-nitro-N-[(Z)-(3-nitro-4-quinolin-8-ylsulfanylphenyl)methylideneamino]aniline
—— (2Z)-2-{4-[(4-chlorophenyl)sulfanyl]benzylidene}[1,3]thiazolo[3,2-a]benzimidazol-3(2H)-one —— C22H13ClN2OS2
(2Z)-2-{4-[(4-chlorophenyl)sulfanyl]benzylidene}[1,3]thiazolo[3,2-a]benzimidazol-3(2H)-one
—— 2-[(2R,6R)-2,6-dimethylmorpholin-4-yl]sulfonyl-4-nitro-N-[(Z)-(3-nitro-4-quinolin-8-ylsulfanylphenyl)methylideneamino]aniline —— C28H26N6O7S2
2-[(2R,6R)-2,6-dimethylmorpholin-4-yl]sulfonyl-4-nitro-N-[(Z)-(3-nitro-4-quinolin-8-ylsulfanylphenyl)methylideneamino]aniline
—— 2-[(2S,4R)-2,4-dimethylpiperidin-1-yl]sulfonyl-4-nitro-N-[(E)-(3-nitro-4-quinolin-8-ylsulfanylphenyl)methylideneamino]aniline —— C29H28N6O6S2
2-[(2S,4R)-2,4-dimethylpiperidin-1-yl]sulfonyl-4-nitro-N-[(E)-(3-nitro-4-quinolin-8-ylsulfanylphenyl)methylideneamino]aniline
—— N-[(Z)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-2-(4-methylpiperidin-1-yl)sulfonyl-4-nitroaniline —— C23H25N7O6S2
N-[(Z)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-2-(4-methylpiperidin-1-yl)sulfonyl-4-nitroaniline
—— 2-[(2R,3S)-2,3-dimethylpiperidin-1-yl]sulfonyl-4-nitro-N-[(Z)-(3-nitro-4-quinolin-8-ylsulfanylphenyl)methylideneamino]aniline —— C29H28N6O6S2
2-[(2R,3S)-2,3-dimethylpiperidin-1-yl]sulfonyl-4-nitro-N-[(Z)-(3-nitro-4-quinolin-8-ylsulfanylphenyl)methylideneamino]aniline
—— 2-[(2R,3S)-2,3-dimethylpiperidin-1-yl]sulfonyl-N-[(Z)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-4-nitroaniline —— C24H27N7O6S2
2-[(2R,3S)-2,3-dimethylpiperidin-1-yl]sulfonyl-N-[(Z)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-4-nitroaniline
—— 2-[(2S,4R)-2,4-dimethylpiperidin-1-yl]sulfonyl-N-[(Z)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-4-nitroaniline —— C24H27N7O6S2
2-[(2S,4R)-2,4-dimethylpiperidin-1-yl]sulfonyl-N-[(Z)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-4-nitroaniline
—— 2-[(2S,4S)-2,4-dimethylpiperidin-1-yl]sulfonyl-4-nitro-N-[(Z)-(3-nitro-4-quinolin-8-ylsulfanylphenyl)methylideneamino]aniline —— C29H28N6O6S2
2-[(2S,4S)-2,4-dimethylpiperidin-1-yl]sulfonyl-4-nitro-N-[(Z)-(3-nitro-4-quinolin-8-ylsulfanylphenyl)methylideneamino]aniline
—— 2-[(2S,6R)-2,6-dimethylmorpholin-4-yl]sulfonyl-4-nitro-N-[(E)-(3-nitro-4-quinolin-8-ylsulfanylphenyl)methylideneamino]aniline —— C28H26N6O7S2
2-[(2S,6R)-2,6-dimethylmorpholin-4-yl]sulfonyl-4-nitro-N-[(E)-(3-nitro-4-quinolin-8-ylsulfanylphenyl)methylideneamino]aniline
—— 2-[(2S,4S)-2,4-dimethylpiperidin-1-yl]sulfonyl-N-[(Z)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-4-nitroaniline —— C24H27N7O6S2
2-[(2S,4S)-2,4-dimethylpiperidin-1-yl]sulfonyl-N-[(Z)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-4-nitroaniline
—— 2-[(2R,6R)-2,6-dimethylmorpholin-4-yl]sulfonyl-N-[(Z)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-4-nitroaniline —— C23H25N7O7S2
2-[(2R,6R)-2,6-dimethylmorpholin-4-yl]sulfonyl-N-[(Z)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-4-nitroaniline
—— N-[(E)-[4-(1,3-benzothiazol-2-ylsulfanyl)-3-nitrophenyl]methylideneamino]-2-(4-methylpiperidin-1-yl)sulfonyl-4-nitroaniline —— C26H24N6O6S3
N-[(E)-[4-(1,3-benzothiazol-2-ylsulfanyl)-3-nitrophenyl]methylideneamino]-2-(4-methylpiperidin-1-yl)sulfonyl-4-nitroaniline
—— 2-[(2S,4R)-2,4-dimethylpiperidin-1-yl]sulfonyl-4-nitro-N-[(Z)-(3-nitro-4-quinolin-8-ylsulfanylphenyl)methylideneamino]aniline —— C29H28N6O6S2
2-[(2S,4R)-2,4-dimethylpiperidin-1-yl]sulfonyl-4-nitro-N-[(Z)-(3-nitro-4-quinolin-8-ylsulfanylphenyl)methylideneamino]aniline
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(4-chlorophenyl)methylideneamino]-5-[(4-chlorophenyl)sulfanylmethyl]triazole-4-carboxamide —— C19H14Cl2N8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(4-chlorophenyl)methylideneamino]-5-[(4-chlorophenyl)sulfanylmethyl]triazole-4-carboxamide
—— 2-[(5S,7S)-3-(methylsulfanylcarbonylamino)-1-adamantyl]acetic acid —— C14H21NO3S
2-[(5S,7S)-3-(methylsulfanylcarbonylamino)-1-adamantyl]acetic acid
—— 2-[(5R,7R)-3-(methylsulfanylcarbonylamino)-1-adamantyl]acetic acid —— C14H21NO3S
2-[(5R,7R)-3-(methylsulfanylcarbonylamino)-1-adamantyl]acetic acid
—— 2-[(2R,3R)-2,3-dimethylpiperidin-1-yl]sulfonyl-4-nitro-N-[(E)-(3-nitro-4-quinolin-8-ylsulfanylphenyl)methylideneamino]aniline —— C29H28N6O6S2
2-[(2R,3R)-2,3-dimethylpiperidin-1-yl]sulfonyl-4-nitro-N-[(E)-(3-nitro-4-quinolin-8-ylsulfanylphenyl)methylideneamino]aniline
—— 2-[(2R,3S)-2,3-dimethylpiperidin-1-yl]sulfonyl-N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-4-nitroaniline —— C24H27N7O6S2
2-[(2R,3S)-2,3-dimethylpiperidin-1-yl]sulfonyl-N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-4-nitroaniline
—— 2-[[6-[[4-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-3-nitrophenyl]methylideneamino]-1,3-benzothiazol-2-yl]sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C24H22N6O4S4
2-[[6-[[4-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-3-nitrophenyl]methylideneamino]-1,3-benzothiazol-2-yl]sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— N-[2-[(2,5-dichlorophenyl)methylsulfanyl]-1,3-benzothiazol-6-yl]-1-[4-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-3-nitrophenyl]methanimine —— C24H15Cl2N5O2S4
N-[2-[(2,5-dichlorophenyl)methylsulfanyl]-1,3-benzothiazol-6-yl]-1-[4-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-3-nitrophenyl]methanimine
—— 2-[[6-[[4-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-3-nitrophenyl]methylideneamino]-1,3-benzothiazol-2-yl]sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide —— C24H22N6O4S4
2-[[6-[[4-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-3-nitrophenyl]methylideneamino]-1,3-benzothiazol-2-yl]sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide
—— 2-hydroxy-N-[(Z)-[5-(4-oxo-3-phenylquinazolin-2-yl)sulfanylfuran-2-yl]methylideneamino]benzamide —— C26H18N4O4S
2-hydroxy-N-[(Z)-[5-(4-oxo-3-phenylquinazolin-2-yl)sulfanylfuran-2-yl]methylideneamino]benzamide
—— 5-[(Z)-2-(4-chloroanilino)ethenyl]-3-[(2-methyl-1,3-thiazol-4-yl)methylsulfanyl]-1,2-thiazole-4-carbonitrile —— C17H13ClN4S3
5-[(Z)-2-(4-chloroanilino)ethenyl]-3-[(2-methyl-1,3-thiazol-4-yl)methylsulfanyl]-1,2-thiazole-4-carbonitrile
—— N-(2,6-dimethylphenyl)-2-[[6-[(3-nitro-4-pyridin-2-ylsulfanylphenyl)methylideneamino]-1,3-benzothiazol-2-yl]sulfanyl]acetamide —— C29H23N5O3S3
N-(2,6-dimethylphenyl)-2-[[6-[(3-nitro-4-pyridin-2-ylsulfanylphenyl)methylideneamino]-1,3-benzothiazol-2-yl]sulfanyl]acetamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-benzylideneamino]-5-[(4-methylphenyl)sulfanylmethyl]triazole-4-carboxamide —— C20H18N8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-benzylideneamino]-5-[(4-methylphenyl)sulfanylmethyl]triazole-4-carboxamide