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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
—— (1S)-1-cyclopentyl-N-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)methyl]-1-phenylmethanamine —— C16H21N3S2
(1S)-1-cyclopentyl-N-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)methyl]-1-phenylmethanamine
—— methyl (2S)-2-(4-oxo-1-propan-2-ylpyrimidin-2-yl)sulfanylpropanoate —— C11H16N2O3S
methyl (2S)-2-(4-oxo-1-propan-2-ylpyrimidin-2-yl)sulfanylpropanoate
—— methyl (2R)-2-(4-oxo-1-propan-2-ylpyrimidin-2-yl)sulfanylpropanoate —— C11H16N2O3S
methyl (2R)-2-(4-oxo-1-propan-2-ylpyrimidin-2-yl)sulfanylpropanoate
—— methyl (3S)-3-(4-methylsulfanylphenyl)-3-(pyridin-4-ylcarbamoylamino)propanoate —— C17H19N3O3S
methyl (3S)-3-(4-methylsulfanylphenyl)-3-(pyridin-4-ylcarbamoylamino)propanoate
—— methyl (3R)-3-(4-methylsulfanylphenyl)-3-(pyridin-4-ylcarbamoylamino)propanoate —— C17H19N3O3S
methyl (3R)-3-(4-methylsulfanylphenyl)-3-(pyridin-4-ylcarbamoylamino)propanoate
—— 2-[4-(furan-2-yl)-6-(trifluoromethyl)pyrimidin-2-yl]sulfanyl-N-(2-morpholin-4-ium-4-ylethyl)acetamide —— C17H20F3N4O3S+
2-[4-(furan-2-yl)-6-(trifluoromethyl)pyrimidin-2-yl]sulfanyl-N-(2-morpholin-4-ium-4-ylethyl)acetamide
—— 1-(4-Ethylpiperazin-4-ium-1-yl)-2-[4-thiophen-2-yl-6-(trifluoromethyl)pyrimidin-2-yl]sulfanylethanone —— C17H20F3N4OS2+
1-(4-Ethylpiperazin-4-ium-1-yl)-2-[4-thiophen-2-yl-6-(trifluoromethyl)pyrimidin-2-yl]sulfanylethanone
—— (2S)-N'-[2-(4-chlorophenyl)sulfanylacetyl]-2-methylpentanehydrazide —— C14H19ClN2O2S
(2S)-N'-[2-(4-chlorophenyl)sulfanylacetyl]-2-methylpentanehydrazide
—— 3-(4-fluorophenyl)sulfanyl-N-[(2S)-1-(4-methylpiperazin-1-yl)propan-2-yl]propanamide —— C17H26FN3OS
3-(4-fluorophenyl)sulfanyl-N-[(2S)-1-(4-methylpiperazin-1-yl)propan-2-yl]propanamide
—— (2R)-N'-[2-(4-chlorophenyl)sulfanylacetyl]-2-methylpentanehydrazide —— C14H19ClN2O2S
(2R)-N'-[2-(4-chlorophenyl)sulfanylacetyl]-2-methylpentanehydrazide
—— 2,4-dimethyl-6-[[(3R)-1-methylpiperidin-3-yl]methylsulfanyl]pyrimidine-5-carbonitrile —— C14H20N4S
2,4-dimethyl-6-[[(3R)-1-methylpiperidin-3-yl]methylsulfanyl]pyrimidine-5-carbonitrile
—— 2,4-dimethyl-6-[[(3S)-1-methylpiperidin-3-yl]methylsulfanyl]pyrimidine-5-carbonitrile —— C14H20N4S
2,4-dimethyl-6-[[(3S)-1-methylpiperidin-3-yl]methylsulfanyl]pyrimidine-5-carbonitrile
—— [(1S,2R)-1-[5-(2-amino-2-oxoethyl)sulfanyl-1,3,4-oxadiazol-2-yl]-2-methylbutyl]azanium —— C9H17N4O2S+
[(1S,2R)-1-[5-(2-amino-2-oxoethyl)sulfanyl-1,3,4-oxadiazol-2-yl]-2-methylbutyl]azanium
—— 3-(4-fluorophenyl)sulfanyl-N-[(2R)-1-(4-methylpiperazin-1-yl)propan-2-yl]propanamide —— C17H26FN3OS
3-(4-fluorophenyl)sulfanyl-N-[(2R)-1-(4-methylpiperazin-1-yl)propan-2-yl]propanamide
—— 2-[[(4S)-1,3-dioxan-4-yl]methylsulfanyl]-5-methylsulfanyl-1,3,4-thiadiazole —— C8H12N2O2S3
2-[[(4S)-1,3-dioxan-4-yl]methylsulfanyl]-5-methylsulfanyl-1,3,4-thiadiazole
—— [(1S)-2-methyl-1-[5-[(3-methylphenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]propyl]azanium —— C14H20N3OS+
[(1S)-2-methyl-1-[5-[(3-methylphenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]propyl]azanium
—— [(1S)-1-[5-[(2-chloro-6-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-2-methylpropyl]azanium —— C13H16ClFN3OS+
[(1S)-1-[5-[(2-chloro-6-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-2-methylpropyl]azanium
—— 2-[[(4R)-1,3-dioxan-4-yl]methylsulfanyl]-5-methylsulfanyl-1,3,4-thiadiazole —— C8H12N2O2S3
2-[[(4R)-1,3-dioxan-4-yl]methylsulfanyl]-5-methylsulfanyl-1,3,4-thiadiazole
—— [(1S)-1-[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-3-methylbutyl]azanium —— C14H19ClN3OS+
[(1S)-1-[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-3-methylbutyl]azanium
—— [(1S)-1-[5-(2-amino-2-oxoethyl)sulfanyl-1,3,4-oxadiazol-2-yl]-2-methylpropyl]azanium —— C8H15N4O2S+
[(1S)-1-[5-(2-amino-2-oxoethyl)sulfanyl-1,3,4-oxadiazol-2-yl]-2-methylpropyl]azanium
—— [(1S,2R)-1-[5-[2-(dimethylamino)-2-oxoethyl]sulfanyl-1,3,4-oxadiazol-2-yl]-2-methylbutyl]azanium —— C11H21N4O2S+
[(1S,2R)-1-[5-[2-(dimethylamino)-2-oxoethyl]sulfanyl-1,3,4-oxadiazol-2-yl]-2-methylbutyl]azanium
—— N-[(2S)-2-(2-chloro-6-fluorophenyl)-2-[(2R)-2-methylmorpholin-4-yl]ethyl]-3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanamide —— C23H30ClFN4O2S
N-[(2S)-2-(2-chloro-6-fluorophenyl)-2-[(2R)-2-methylmorpholin-4-yl]ethyl]-3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanamide
—— N-[(2R)-2-(2-chloro-6-fluorophenyl)-2-[(2R)-2-methylmorpholin-4-yl]ethyl]-3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanamide —— C23H30ClFN4O2S
N-[(2R)-2-(2-chloro-6-fluorophenyl)-2-[(2R)-2-methylmorpholin-4-yl]ethyl]-3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanamide
—— (2R)-N-[(Z)-butan-2-ylideneamino]-2-(4-chlorophenyl)sulfanylpropanamide —— C13H17ClN2OS
(2R)-N-[(Z)-butan-2-ylideneamino]-2-(4-chlorophenyl)sulfanylpropanamide
—— (2R)-2-(3-methyl-2,4-dioxo-7-propan-2-yl-1-propylpyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N-propan-2-ylpropanamide —— C19H29N5O3S
(2R)-2-(3-methyl-2,4-dioxo-7-propan-2-yl-1-propylpyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N-propan-2-ylpropanamide
—— (2S)-2-(3-methyl-2,4-dioxo-7-propan-2-yl-1-propylpyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N-propan-2-ylpropanamide —— C19H29N5O3S
(2S)-2-(3-methyl-2,4-dioxo-7-propan-2-yl-1-propylpyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N-propan-2-ylpropanamide
—— 2-[[5-cyclopropyl-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-phenylbutyl]acetamide —— C22H26N4O2S
2-[[5-cyclopropyl-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-phenylbutyl]acetamide
—— 2-[[5-cyclopropyl-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-phenylbutyl]acetamide —— C22H26N4O2S
2-[[5-cyclopropyl-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-phenylbutyl]acetamide
—— 2-[(5-Phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]-1-thiophen-2-ylethanone —— C14H10N2O2S2
2-[(5-Phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]-1-thiophen-2-ylethanone
—— 1-[(2S,6R)-2,6-dimethylmorpholin-4-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone —— C16H19N3O3S
1-[(2S,6R)-2,6-dimethylmorpholin-4-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone
—— 2-[(3-Bromophenyl)methylsulfanyl]-5-phenyl-1,3,4-oxadiazole —— C15H11BrN2OS
2-[(3-Bromophenyl)methylsulfanyl]-5-phenyl-1,3,4-oxadiazole
—— N-[(1S)-1-(3-chlorophenyl)ethyl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C18H16ClN3O2S
N-[(1S)-1-(3-chlorophenyl)ethyl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-[(1S)-1-(2-chlorophenyl)ethyl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C18H16ClN3O2S
N-[(1S)-1-(2-chlorophenyl)ethyl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— 1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone —— C16H19N3O3S
1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone
—— N-[(1R)-1-(2-chlorophenyl)ethyl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C18H16ClN3O2S
N-[(1R)-1-(2-chlorophenyl)ethyl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— ethyl 2,5-dimethyl-4-[2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetyl]-1H-pyrrole-3-carboxylate —— C19H19N3O4S
ethyl 2,5-dimethyl-4-[2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetyl]-1H-pyrrole-3-carboxylate
—— N-[2-(4-fluorophenyl)ethyl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C18H16FN3O2S
N-[2-(4-fluorophenyl)ethyl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— (2R)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanenitrile —— C11H9N3OS
(2R)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanenitrile
—— 1-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone —— C20H23N3O3S
1-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone
—— N-[(2S)-3-methylbutan-2-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C15H19N3O2S
N-[(2S)-3-methylbutan-2-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— (2S)-N-cyclopropyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C14H15N3O2S
(2S)-N-cyclopropyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— ethyl 2,4-dimethyl-5-[2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetyl]-1H-pyrrole-3-carboxylate —— C19H19N3O4S
ethyl 2,4-dimethyl-5-[2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetyl]-1H-pyrrole-3-carboxylate
—— N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C14H15N3O4S2
N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-(1-cyanocyclopentyl)-2-(2,4-dimethylphenyl)sulfanylacetamide —— C16H20N2OS
N-(1-cyanocyclopentyl)-2-(2,4-dimethylphenyl)sulfanylacetamide
—— (4R)-5-acetyl-4-(4-ethylphenyl)-6-methyl-2-(phenylsulfanylmethylsulfanyl)-3,4-dihydropyridine-3-carbonitrile —— C24H24N2OS2
(4R)-5-acetyl-4-(4-ethylphenyl)-6-methyl-2-(phenylsulfanylmethylsulfanyl)-3,4-dihydropyridine-3-carbonitrile
—— (2S)-N-benzyl-2-(2,4-dimethylphenyl)sulfanylpropanamide —— C18H21NOS
(2S)-N-benzyl-2-(2,4-dimethylphenyl)sulfanylpropanamide
—— (2S)-2-[[(2R)-butan-2-yl]disulfanyl]butane —— C8H18S2
(2S)-2-[[(2R)-butan-2-yl]disulfanyl]butane
—— 2-(2,4-dimethylphenyl)sulfanyl-N-(2-phenylethyl)acetamide —— C18H21NOS
2-(2,4-dimethylphenyl)sulfanyl-N-(2-phenylethyl)acetamide
—— (2S)-2-(2,4-dimethylphenyl)sulfanyl-N-(furan-2-ylmethyl)propanamide —— C16H19NO2S
(2S)-2-(2,4-dimethylphenyl)sulfanyl-N-(furan-2-ylmethyl)propanamide
—— 2-(2,4-dimethylphenyl)sulfanyl-N-[(1R)-1-(4-fluorophenyl)ethyl]acetamide —— C18H20FNOS
2-(2,4-dimethylphenyl)sulfanyl-N-[(1R)-1-(4-fluorophenyl)ethyl]acetamide