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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
—— (2S)-N-[2-(1-methylimidazol-2-yl)sulfanylphenyl]-2-(2,2,2-trifluoroethoxy)propanamide —— C15H16F3N3O2S
(2S)-N-[2-(1-methylimidazol-2-yl)sulfanylphenyl]-2-(2,2,2-trifluoroethoxy)propanamide
—— (1R,2S)-N-(cyclobutylmethyl)-N-methyl-2-methylsulfonylcyclopentan-1-amine —— C12H23NO2S
(1R,2S)-N-(cyclobutylmethyl)-N-methyl-2-methylsulfonylcyclopentan-1-amine
—— (1S,2S)-N-(cyclobutylmethyl)-N-methyl-2-methylsulfonylcyclopentan-1-amine —— C12H23NO2S
(1S,2S)-N-(cyclobutylmethyl)-N-methyl-2-methylsulfonylcyclopentan-1-amine
—— (1S,2S)-N-(2-ethoxyethyl)-N-methyl-2-methylsulfonylcyclopentan-1-amine —— C11H23NO3S
(1S,2S)-N-(2-ethoxyethyl)-N-methyl-2-methylsulfonylcyclopentan-1-amine
—— (1S)-N-methyl-N-[(1R,2S)-2-methylsulfonylcyclopentyl]cyclohex-2-en-1-amine —— C13H23NO2S
(1S)-N-methyl-N-[(1R,2S)-2-methylsulfonylcyclopentyl]cyclohex-2-en-1-amine
—— (1R)-N-methyl-N-[(1R,2S)-2-methylsulfonylcyclopentyl]cyclohex-2-en-1-amine —— C13H23NO2S
(1R)-N-methyl-N-[(1R,2S)-2-methylsulfonylcyclopentyl]cyclohex-2-en-1-amine
—— (5Z)-5-[[5-(4-chlorophenyl)sulfanylthiophen-2-yl]methylidene]-3-(cyclohexylmethyl)-1,3-thiazolidine-2,4-dione —— C21H20ClNO2S3
(5Z)-5-[[5-(4-chlorophenyl)sulfanylthiophen-2-yl]methylidene]-3-(cyclohexylmethyl)-1,3-thiazolidine-2,4-dione
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-chlorophenyl)sulfanyl]methyl}-N'-[(2E)-4-phenylbutan-2-ylidene]-1H-1,2,3-triazole-4-carbohydrazide —— C22H21ClN8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-chlorophenyl)sulfanyl]methyl}-N'-[(2E)-4-phenylbutan-2-ylidene]-1H-1,2,3-triazole-4-carbohydrazide
—— methyl 6-[[(E)-3-phenylsulfanylprop-2-enoyl]amino]hexanoate —— C16H21NO3S
methyl 6-[[(E)-3-phenylsulfanylprop-2-enoyl]amino]hexanoate
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-benzylideneamino]-5-[(4-chlorophenyl)sulfanylmethyl]triazole-4-carboxamide —— C19H15ClN8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-benzylideneamino]-5-[(4-chlorophenyl)sulfanylmethyl]triazole-4-carboxamide
—— N-(4-bromophenyl)-2-[(5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]acetamide —— C25H18BrN3O5S2
N-(4-bromophenyl)-2-[(5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]acetamide
—— 6-methyl-3-[(2S)-4-phenylsulfanylbutan-2-yl]sulfanyl-8H-[1,2,4]triazolo[4,3-b][1,2,4]triazin-7-one —— C15H17N5OS2
6-methyl-3-[(2S)-4-phenylsulfanylbutan-2-yl]sulfanyl-8H-[1,2,4]triazolo[4,3-b][1,2,4]triazin-7-one
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-chlorophenyl)sulfanyl]methyl}-N'-[(E)-(3-methylthiophen-2-yl)methylidene]-1H-1,2,3-triazole-4-carbohydrazide —— C18H15ClN8O2S2
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-chlorophenyl)sulfanyl]methyl}-N'-[(E)-(3-methylthiophen-2-yl)methylidene]-1H-1,2,3-triazole-4-carbohydrazide
—— (5E)-5-[[4-(dimethylamino)phenyl]methylidene]-2-phenyl-3-(6-phenylsulfanyl-1H-benzimidazol-2-yl)imidazol-4-one —— C31H25N5OS
(5E)-5-[[4-(dimethylamino)phenyl]methylidene]-2-phenyl-3-(6-phenylsulfanyl-1H-benzimidazol-2-yl)imidazol-4-one
—— 6-methyl-3-[(2R)-4-phenylsulfanylbutan-2-yl]sulfanyl-8H-[1,2,4]triazolo[4,3-b][1,2,4]triazin-7-one —— C15H17N5OS2
6-methyl-3-[(2R)-4-phenylsulfanylbutan-2-yl]sulfanyl-8H-[1,2,4]triazolo[4,3-b][1,2,4]triazin-7-one
—— 3-(2-methylfuran-3-yl)-5-[(2S)-4-phenylsulfanylbutan-2-yl]sulfanyl-1,2,4-triazol-4-amine —— C17H20N4OS2
3-(2-methylfuran-3-yl)-5-[(2S)-4-phenylsulfanylbutan-2-yl]sulfanyl-1,2,4-triazol-4-amine
—— 3-(2-methylfuran-3-yl)-5-[(2R)-4-phenylsulfanylbutan-2-yl]sulfanyl-1,2,4-triazol-4-amine —— C17H20N4OS2
3-(2-methylfuran-3-yl)-5-[(2R)-4-phenylsulfanylbutan-2-yl]sulfanyl-1,2,4-triazol-4-amine
—— N-[(Z)-(3-chlorophenyl)methylideneamino]-2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetamide —— C15H15ClN4OS
N-[(Z)-(3-chlorophenyl)methylideneamino]-2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetamide
—— (2S)-N-[[1-(2-methoxyethyl)-3,5-dimethylpyrazol-4-yl]methyl]-2,3-dihydro-1,4-benzoxathiine-2-carboxamide —— C18H23N3O3S
(2S)-N-[[1-(2-methoxyethyl)-3,5-dimethylpyrazol-4-yl]methyl]-2,3-dihydro-1,4-benzoxathiine-2-carboxamide
—— 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-1-[(2S)-2-(1H-pyrrol-2-yl)pyrrolidin-1-yl]propan-1-one —— C18H24N4OS
3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-1-[(2S)-2-(1H-pyrrol-2-yl)pyrrolidin-1-yl]propan-1-one
—— 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-1-[(2R)-2-(1H-pyrrol-2-yl)pyrrolidin-1-yl]propan-1-one —— C18H24N4OS
3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-1-[(2R)-2-(1H-pyrrol-2-yl)pyrrolidin-1-yl]propan-1-one
—— (2R)-N-[[1-(2-methoxyethyl)-3,5-dimethylpyrazol-4-yl]methyl]-2,3-dihydro-1,4-benzoxathiine-2-carboxamide —— C18H23N3O3S
(2R)-N-[[1-(2-methoxyethyl)-3,5-dimethylpyrazol-4-yl]methyl]-2,3-dihydro-1,4-benzoxathiine-2-carboxamide
—— (2S)-N-[(2-tert-butyl-1,3-thiazol-4-yl)methyl]-2-pyridin-2-ylsulfanylpropanamide —— C16H21N3OS2
(2S)-N-[(2-tert-butyl-1,3-thiazol-4-yl)methyl]-2-pyridin-2-ylsulfanylpropanamide
—— (2R)-N-[(2-tert-butyl-1,3-thiazol-4-yl)methyl]-2-pyridin-2-ylsulfanylpropanamide —— C16H21N3OS2
(2R)-N-[(2-tert-butyl-1,3-thiazol-4-yl)methyl]-2-pyridin-2-ylsulfanylpropanamide
—— 3-[(E)-N-[[1-(4-azaniumyl-1,2,5-oxadiazol-3-yl)-5-(phenylsulfanylmethyl)triazole-4-carbonyl]amino]-C-methylcarbonimidoyl]phenolate —— C20H18N8O3S
3-[(E)-N-[[1-(4-azaniumyl-1,2,5-oxadiazol-3-yl)-5-(phenylsulfanylmethyl)triazole-4-carbonyl]amino]-C-methylcarbonimidoyl]phenolate
—— 4-[(1E)-1-(2-{[1-(4-ammonio-1,2,5-oxadiazol-3-yl)-5-{[(4-methylphenyl)sulfanyl]methyl}-1H-1,2,3-triazol-4-yl]carbonyl}hydrazinylidene)butyl]phenolate —— C23H24N8O3S
4-[(1E)-1-(2-{[1-(4-ammonio-1,2,5-oxadiazol-3-yl)-5-{[(4-methylphenyl)sulfanyl]methyl}-1H-1,2,3-triazol-4-yl]carbonyl}hydrazinylidene)butyl]phenolate
—— N-(2-methoxyphenyl)-2-[(2E)-2-[[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylidene]hydrazinyl]-5-nitrobenzenesulfonamide —— C23H20N8O7S2
N-(2-methoxyphenyl)-2-[(2E)-2-[[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylidene]hydrazinyl]-5-nitrobenzenesulfonamide
—— N-[2-[(5Z)-5-[(4-fluorophenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]ethyl]-2-phenylsulfanylacetamide —— C20H17FN2O3S2
N-[2-[(5Z)-5-[(4-fluorophenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]ethyl]-2-phenylsulfanylacetamide
—— (E)-3-amino-2-[2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetyl]but-2-enenitrile —— C13H13N5O2S
(E)-3-amino-2-[2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetyl]but-2-enenitrile
—— (Z)-N-[3-(difluoromethyl)-5-methylsulfanyl-1,2,4-triazol-4-yl]-1-[5-[(4-nitropyrazol-1-yl)methyl]furan-2-yl]methanimine —— C13H11F2N7O3S
(Z)-N-[3-(difluoromethyl)-5-methylsulfanyl-1,2,4-triazol-4-yl]-1-[5-[(4-nitropyrazol-1-yl)methyl]furan-2-yl]methanimine
—— (Z)-N-[3-(difluoromethyl)-5-methylsulfanyl-1,2,4-triazol-4-yl]-1-(3-methylphenyl)methanimine —— C12H12F2N4S
(Z)-N-[3-(difluoromethyl)-5-methylsulfanyl-1,2,4-triazol-4-yl]-1-(3-methylphenyl)methanimine
—— N,N-diethyl-2-[[5-[(2Z)-2-[(5-methylfuran-2-yl)methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C14H20N6O2S
N,N-diethyl-2-[[5-[(2Z)-2-[(5-methylfuran-2-yl)methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-cyclopentyl-2-[(5-{(2Z)-2-[1-(pyridin-2-yl)ethylidene]hydrazinyl}-4H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H21N7OS
N-cyclopentyl-2-[(5-{(2Z)-2-[1-(pyridin-2-yl)ethylidene]hydrazinyl}-4H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— (7Z)-7-[(4-chloro-1-ethyl-1H-pyrazol-5-yl)methylidene]-3-(difluoromethyl)-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine —— C17H13ClF2N6S
(7Z)-7-[(4-chloro-1-ethyl-1H-pyrazol-5-yl)methylidene]-3-(difluoromethyl)-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— 2-[[5-[(2Z)-2-[(2-fluorophenyl)methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetonitrile —— C11H9FN6S
2-[[5-[(2Z)-2-[(2-fluorophenyl)methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetonitrile
—— 3-{(Z)-[3-(difluoromethyl)-6-(2,4-difluorophenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-ylidene]methyl}phenol —— C18H10F4N4OS
3-{(Z)-[3-(difluoromethyl)-6-(2,4-difluorophenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-ylidene]methyl}phenol
—— 2-[[5-[(2Z)-2-[(3-chlorophenyl)methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetonitrile —— C11H9ClN6S
2-[[5-[(2Z)-2-[(3-chlorophenyl)methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetonitrile
—— (7Z)-7-[(4-bromothiophen-2-yl)methylidene]-3-(difluoromethyl)-6-methyl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine —— C11H7BrF2N4S2
(7Z)-7-[(4-bromothiophen-2-yl)methylidene]-3-(difluoromethyl)-6-methyl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— [(3S)-2,3-dihydro-1-benzothiophen-3-yl]-[(2R)-2-(5-ethyl-1H-1,2,4-triazol-3-yl)morpholin-4-yl]methanone —— C17H20N4O2S
[(3S)-2,3-dihydro-1-benzothiophen-3-yl]-[(2R)-2-(5-ethyl-1H-1,2,4-triazol-3-yl)morpholin-4-yl]methanone
—— (E)-3-(5-hexylsulfanylthiophen-2-yl)prop-2-enoic acid —— C13H18O2S2
(E)-3-(5-hexylsulfanylthiophen-2-yl)prop-2-enoic acid
—— [(2S)-2,3-dihydro-1-benzothiophen-2-yl]-[(2R)-2-(5-ethyl-1H-1,2,4-triazol-3-yl)morpholin-4-yl]methanone —— C17H20N4O2S
[(2S)-2,3-dihydro-1-benzothiophen-2-yl]-[(2R)-2-(5-ethyl-1H-1,2,4-triazol-3-yl)morpholin-4-yl]methanone
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(4-chlorophenyl)methylideneamino]-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]triazole-4-carboxamide —— C16H14ClN11O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(4-chlorophenyl)methylideneamino]-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]triazole-4-carboxamide
—— (NZ)-N-[(4Z)-8-(1-methyltetrazol-5-yl)sulfanylcyclooct-4-en-1-ylidene]hydroxylamine —— C10H15N5OS
(NZ)-N-[(4Z)-8-(1-methyltetrazol-5-yl)sulfanylcyclooct-4-en-1-ylidene]hydroxylamine
—— (5Z)-5-[[2-(4-chlorophenyl)sulfanylphenyl]methylidene]-3-(2-oxo-2-piperidin-1-ylethyl)-1,3-thiazolidine-2,4-dione —— C23H21ClN2O3S2
(5Z)-5-[[2-(4-chlorophenyl)sulfanylphenyl]methylidene]-3-(2-oxo-2-piperidin-1-ylethyl)-1,3-thiazolidine-2,4-dione
—— (2Z)-2-[(2,4-Difluorophenyl)methylidene]-2,3-dihydro-1-benzothiophen-3-one —— C15H8F2OS
(2Z)-2-[(2,4-Difluorophenyl)methylidene]-2,3-dihydro-1-benzothiophen-3-one
—— (6E)-5-imino-2-(3-methylphenyl)-6-[4-(methylsulfanyl)benzylidene]-5,6-dihydro-7H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one —— C20H16N4OS2
(6E)-5-imino-2-(3-methylphenyl)-6-[4-(methylsulfanyl)benzylidene]-5,6-dihydro-7H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one
—— 9-methyl-3-{(Z)-[4-oxo-3-(1-phenylethyl)-2-thioxo-1,3-thiazolidin-5-ylidene]methyl}-2-(phenylsulfanyl)-4H-pyrido[1,2-a]pyrimidin-4-one —— C27H21N3O2S3
9-methyl-3-{(Z)-[4-oxo-3-(1-phenylethyl)-2-thioxo-1,3-thiazolidin-5-ylidene]methyl}-2-(phenylsulfanyl)-4H-pyrido[1,2-a]pyrimidin-4-one
—— 3-[(Z)-(3-Sec-butyl-4-oxo-2-thioxo-1,3-thiazolidin-5-ylidene)methyl]-2-(phenylsulfanyl)-4H-pyrido[1,2-A]pyrimidin-4-one —— C22H19N3O2S3
3-[(Z)-(3-Sec-butyl-4-oxo-2-thioxo-1,3-thiazolidin-5-ylidene)methyl]-2-(phenylsulfanyl)-4H-pyrido[1,2-A]pyrimidin-4-one
—— methyl 2-[2-[(Z)-methoxyiminomethyl]-4-nitrophenyl]sulfanylbenzoate —— C16H14N2O5S
methyl 2-[2-[(Z)-methoxyiminomethyl]-4-nitrophenyl]sulfanylbenzoate
—— N-[(Z)-(3-bromophenyl)methylideneamino]-2-(2-ethylsulfanyl-6-methylpyrimidin-4-yl)oxyacetamide —— C16H17BrN4O2S
N-[(Z)-(3-bromophenyl)methylideneamino]-2-(2-ethylsulfanyl-6-methylpyrimidin-4-yl)oxyacetamide