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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
—— 3-[4-Ethyl-5-[(4-oxo-6,7,8,9-tetrahydropyrimido[2,1-b][1,3]benzothiazol-2-yl)methylsulfanyl]-1,2,4-triazol-3-yl]propanamide —— C18H22N6O2S2
3-[4-Ethyl-5-[(4-oxo-6,7,8,9-tetrahydropyrimido[2,1-b][1,3]benzothiazol-2-yl)methylsulfanyl]-1,2,4-triazol-3-yl]propanamide
—— ethyl 5-[(2S)-2-[[5-(3-amino-3-oxopropyl)-4-ethyl-1,2,4-triazol-3-yl]sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C19H27N5O4S
ethyl 5-[(2S)-2-[[5-(3-amino-3-oxopropyl)-4-ethyl-1,2,4-triazol-3-yl]sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— ethyl 2,4-dimethyl-5-[(2S)-2-(3-methylsulfanylanilino)propanoyl]-1H-pyrrole-3-carboxylate —— C19H24N2O3S
ethyl 2,4-dimethyl-5-[(2S)-2-(3-methylsulfanylanilino)propanoyl]-1H-pyrrole-3-carboxylate
—— ethyl 5-[(2R)-2-[4-(difluoromethylsulfanyl)anilino]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C19H22F2N2O3S
ethyl 5-[(2R)-2-[4-(difluoromethylsulfanyl)anilino]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— (2R)-2-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N,N-dimethylpropanamide —— C15H20N4OS2
(2R)-2-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N,N-dimethylpropanamide
—— methyl 5-[(2S)-2-[4-(difluoromethylsulfanyl)anilino]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C18H20F2N2O3S
methyl 5-[(2S)-2-[4-(difluoromethylsulfanyl)anilino]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— 2-(3-chlorophenyl)-5-[(1R)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-1,3,4-oxadiazole —— C19H15ClN4O2S
2-(3-chlorophenyl)-5-[(1R)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-1,3,4-oxadiazole
—— 2-[(5-Anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(5-methylthiophen-2-yl)ethanone —— C15H13N3OS3
2-[(5-Anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(5-methylthiophen-2-yl)ethanone
—— (2R)-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-ethylpropanamide —— C13H14ClN3O2S
(2R)-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-ethylpropanamide
—— ethyl 4-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]butanoate —— C16H21N3O3S
ethyl 4-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]butanoate
—— 3-[[(1R)-2,2-dichlorocyclopropyl]methylsulfanyl]-4-(2-phenylethyl)-1H-1,2,4-triazol-5-one —— C14H15Cl2N3OS
3-[[(1R)-2,2-dichlorocyclopropyl]methylsulfanyl]-4-(2-phenylethyl)-1H-1,2,4-triazol-5-one
—— 2-({[5-(2-Fluorophenyl)-1,3,4-oxadiazol-2-YL]sulfanyl}methyl)-6,7,8,9-tetrahydro-4H-pyrimido[2,1-B][1,3]benzothiazol-4-one —— C19H15FN4O2S2
2-({[5-(2-Fluorophenyl)-1,3,4-oxadiazol-2-YL]sulfanyl}methyl)-6,7,8,9-tetrahydro-4H-pyrimido[2,1-B][1,3]benzothiazol-4-one
—— N-[2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]acetamide —— C11H13N3O3S
N-[2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]acetamide
—— 2-(2-fluorophenyl)sulfanyl-N-[3-(N-methylanilino)propyl]acetamide —— C18H21FN2OS
2-(2-fluorophenyl)sulfanyl-N-[3-(N-methylanilino)propyl]acetamide
—— N-[(4R)-3,4-dihydro-2H-chromen-4-yl]-5-nitro-2-(1H-1,2,4-triazol-5-ylsulfanyl)benzamide —— C18H15N5O4S
N-[(4R)-3,4-dihydro-2H-chromen-4-yl]-5-nitro-2-(1H-1,2,4-triazol-5-ylsulfanyl)benzamide
—— 2-(2,5-dimethylfuran-3-yl)-5-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanylmethyl)-1,3,4-oxadiazole —— C16H19N5O2S
2-(2,5-dimethylfuran-3-yl)-5-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanylmethyl)-1,3,4-oxadiazole
—— 2-(4-Chlorophenyl)-5-[(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3,4-oxadiazole —— C15H9ClN4O2S2
2-(4-Chlorophenyl)-5-[(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3,4-oxadiazole
—— N-[2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]ethyl]acetamide —— C13H14N2OS2
N-[2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]ethyl]acetamide
—— N-[(2-chlorophenyl)methyl]-2-[(4-methylsulfanylphenyl)methylsulfanyl]acetamide —— C17H18ClNOS2
N-[(2-chlorophenyl)methyl]-2-[(4-methylsulfanylphenyl)methylsulfanyl]acetamide
—— (2R)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-prop-2-enylpropanamide —— C16H20N4OS2
(2R)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-prop-2-enylpropanamide
—— 2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)acetamide —— C15H12BrN3O3S
2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)acetamide
—— 2-(2-Bromophenyl)-5-[(3-methylphenyl)methylsulfanyl]-1,3,4-oxadiazole —— C16H13BrN2OS
2-(2-Bromophenyl)-5-[(3-methylphenyl)methylsulfanyl]-1,3,4-oxadiazole
—— (2S)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-prop-2-enylpropanamide —— C16H20N4OS2
(2S)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-prop-2-enylpropanamide
—— (2S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2-chlorophenyl)methyl]propanamide —— C18H17ClN4OS2
(2S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2-chlorophenyl)methyl]propanamide
—— (2S)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]cyclohexan-1-one —— C14H13BrN2O2S
(2S)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]cyclohexan-1-one
—— 3-[[5-(2-Bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile —— C11H8BrN3OS
3-[[5-(2-Bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile
—— (2R)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]cyclohexan-1-one —— C14H13BrN2O2S
(2R)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]cyclohexan-1-one
—— 2-(2-bromophenyl)-5-[[(4S)-1,3-dioxan-4-yl]methylsulfanyl]-1,3,4-oxadiazole —— C13H13BrN2O3S
2-(2-bromophenyl)-5-[[(4S)-1,3-dioxan-4-yl]methylsulfanyl]-1,3,4-oxadiazole
—— (2S)-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]pentanedinitrile —— C14H15N5OS
(2S)-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]pentanedinitrile
—— (3R,4R)-4-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1,1-dioxothiolan-3-ol —— C12H11FN2O4S2
(3R,4R)-4-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1,1-dioxothiolan-3-ol
—— (3R,4S)-1,1-dioxo-4-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]thiolan-3-ol —— C12H12N2O4S2
(3R,4S)-1,1-dioxo-4-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]thiolan-3-ol
—— (3R,4R)-1,1-dioxo-4-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]thiolan-3-ol —— C12H12N2O4S2
(3R,4R)-1,1-dioxo-4-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]thiolan-3-ol
—— (2S)-1-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-(thiophen-2-ylmethoxy)propan-2-ol —— C16H16N2O3S2
(2S)-1-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-(thiophen-2-ylmethoxy)propan-2-ol
—— (2S)-N-(2-methoxyethyl)-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C15H20N4O2S2
(2S)-N-(2-methoxyethyl)-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 7-Methyl-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C16H14N6OS3
7-Methyl-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— (2R)-N-(2-methoxyethyl)-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C15H20N4O2S2
(2R)-N-(2-methoxyethyl)-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2R)-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(thiophen-2-ylmethyl)propanamide —— C17H18N4OS3
(2R)-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(thiophen-2-ylmethyl)propanamide
—— 4-[[4-Methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-2-thiophen-2-yl-1,3-oxazole —— C12H9F3N4OS2
4-[[4-Methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-2-thiophen-2-yl-1,3-oxazole
—— 1-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C16H21F3N4O2S
1-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— N-[(1R)-1-cyano-1-cyclopropylethyl]-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C12H14F3N5OS
N-[(1R)-1-cyano-1-cyclopropylethyl]-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-methyl-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C7H9F3N4OS
N-methyl-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (2S)-2-[[5,6-bis(4-methylphenyl)-1,2,4-triazin-3-yl]sulfanylmethyl]pentanedinitrile —— C23H21N5S
(2S)-2-[[5,6-bis(4-methylphenyl)-1,2,4-triazin-3-yl]sulfanylmethyl]pentanedinitrile
—— (2S)-N-(furan-2-ylmethyl)-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C12H13F3N4O2S
(2S)-N-(furan-2-ylmethyl)-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— 1-(1-Benzyl-2,5-dimethylpyrrol-3-yl)-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C19H19F3N4OS
1-(1-Benzyl-2,5-dimethylpyrrol-3-yl)-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— dimethyl-[(1R)-2-[[2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetyl]amino]-1-phenylethyl]azanium —— C16H21F3N5OS+
dimethyl-[(1R)-2-[[2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetyl]amino]-1-phenylethyl]azanium
—— (2R)-N-[2-(4-fluorophenyl)ethyl]-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C15H16F4N4OS
(2R)-N-[2-(4-fluorophenyl)ethyl]-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— N-[4-(3,4-dimethylphenyl)sulfanylphenyl]-2-(2-hydroxyethylsulfanyl)acetamide —— C18H21NO2S2
N-[4-(3,4-dimethylphenyl)sulfanylphenyl]-2-(2-hydroxyethylsulfanyl)acetamide
—— (2R)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C15H16F4N4OS
(2R)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (3S,4S)-4-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-1,1-dioxothiolan-3-ol —— C12H15N3O3S3
(3S,4S)-4-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-1,1-dioxothiolan-3-ol
—— 2-{[5-(2-Methylfuran-3-YL)-1,3,4-oxadiazol-2-YL]sulfanyl}-N-(3-phenylpropyl)acetamide —— C18H19N3O3S
2-{[5-(2-Methylfuran-3-YL)-1,3,4-oxadiazol-2-YL]sulfanyl}-N-(3-phenylpropyl)acetamide