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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
—— (5E)-5-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-3-(2-fluorophenyl)-2-sulfanylidene-1,3-thiazolidin-4-one —— C22H12ClFN2O3S3
(5E)-5-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-3-(2-fluorophenyl)-2-sulfanylidene-1,3-thiazolidin-4-one
—— 2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-[(2S)-2-thiophen-2-ylpyrrolidin-1-yl]ethanone —— C19H20N4OS3
2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-[(2S)-2-thiophen-2-ylpyrrolidin-1-yl]ethanone
—— (2S)-N-cyclohexyl-2-[[5-[(3R)-1,1-dioxothiolan-3-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C18H28N4O3S2
(2S)-N-cyclohexyl-2-[[5-[(3R)-1,1-dioxothiolan-3-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2R)-N-[2-(cyclohexen-1-yl)ethyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C18H22N4O2S
(2R)-N-[2-(cyclohexen-1-yl)ethyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2R)-N-benzyl-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C17H16N4O2S
(2R)-N-benzyl-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-[2-(cyclohexen-1-yl)ethyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C18H22N4O2S
(2S)-N-[2-(cyclohexen-1-yl)ethyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (E)-3-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]-2-(6-methoxy-1H-benzimidazol-2-yl)prop-2-enenitrile —— C22H15N5O2S
(E)-3-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]-2-(6-methoxy-1H-benzimidazol-2-yl)prop-2-enenitrile
—— (4R)-4-(4-methylsulfanylphenyl)-1,3-diphenyl-4,5-dihydro-2H-pyrazolo[3,4-b]pyridin-6-one —— C25H21N3OS
(4R)-4-(4-methylsulfanylphenyl)-1,3-diphenyl-4,5-dihydro-2H-pyrazolo[3,4-b]pyridin-6-one
—— (2S)-2-(2-bromophenyl)sulfanyl-N-cyclohexylpropanamide —— C15H20BrNOS
(2S)-2-(2-bromophenyl)sulfanyl-N-cyclohexylpropanamide
—— N-cyclohexyl-2-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propan-2-ylacetamide —— C18H30N4O2S2
N-cyclohexyl-2-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propan-2-ylacetamide
—— (Z)-3-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]-2-(4-nitrophenyl)prop-2-enenitrile —— C20H12N4O3S
(Z)-3-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]-2-(4-nitrophenyl)prop-2-enenitrile
—— [2-[cyclohexyl-[(3S)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate —— C20H29N3O5S2
[2-[cyclohexyl-[(3S)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate
—— (2S)-2-[[4-amino-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-cyclohexylpropanamide —— C16H23N5O2S
(2S)-2-[[4-amino-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-cyclohexylpropanamide
—— 2-ethyl-7-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C19H20N6O2S3
2-ethyl-7-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— (E)-3-(4-((4-chlorophenyl)thio)-3-nitrophenyl)-2-cyanoprop-2-enethioamide —— C16H10ClN3O2S2
(E)-3-(4-((4-chlorophenyl)thio)-3-nitrophenyl)-2-cyanoprop-2-enethioamide
—— 2-[(3S)-5-(4-chlorophenyl)-3-(4-methylsulfanylphenyl)-3,4-dihydropyrazol-2-yl]-4-methyl-1,3-thiazole —— C20H18ClN3S2
2-[(3S)-5-(4-chlorophenyl)-3-(4-methylsulfanylphenyl)-3,4-dihydropyrazol-2-yl]-4-methyl-1,3-thiazole
—— (3R)-5-(4-chlorophenyl)-3-(4-methylsulfanylphenyl)-3,4-dihydropyrazole-2-carbothioamide —— C17H16ClN3S2
(3R)-5-(4-chlorophenyl)-3-(4-methylsulfanylphenyl)-3,4-dihydropyrazole-2-carbothioamide
—— (3S)-5-(4-chlorophenyl)-3-(4-methylsulfanylphenyl)-3,4-dihydropyrazole-2-carbothioamide —— C17H16ClN3S2
(3S)-5-(4-chlorophenyl)-3-(4-methylsulfanylphenyl)-3,4-dihydropyrazole-2-carbothioamide
—— 2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-2-cyano-3-methylbutan-2-yl]acetamide —— C16H17ClN4O2S
2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-2-cyano-3-methylbutan-2-yl]acetamide
—— 2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-2-cyano-3-methylbutan-2-yl]acetamide —— C16H17ClN4O2S
2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-2-cyano-3-methylbutan-2-yl]acetamide
—— (2R)-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(1-cyanocyclohexyl)propanamide —— C18H19ClN4O2S
(2R)-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(1-cyanocyclohexyl)propanamide
—— 2-(3-chloro-4-fluorophenyl)sulfanyl-N-[2-(4-chlorophenyl)ethyl]acetamide —— C16H14Cl2FNOS
2-(3-chloro-4-fluorophenyl)sulfanyl-N-[2-(4-chlorophenyl)ethyl]acetamide
—— N-[(1R)-1-phenylbutyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C18H19N3O2S2
N-[(1R)-1-phenylbutyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— (2R)-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-phenylbutyl]propanamide —— C22H25N3O2S
(2R)-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-phenylbutyl]propanamide
—— 2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-phenylbutyl]acetamide —— C21H23N3O2S
2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-phenylbutyl]acetamide
—— 2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-phenylbutyl]acetamide —— C19H21N3O3S
2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-phenylbutyl]acetamide
—— N-[(1R)-1-phenylbutyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C19H20N4O2S
N-[(1R)-1-phenylbutyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— (2S)-N-[(1S)-1-phenylbutyl]-2-pyridin-2-ylsulfanylpropanamide —— C18H22N2OS
(2S)-N-[(1S)-1-phenylbutyl]-2-pyridin-2-ylsulfanylpropanamide
—— 2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-phenylbutyl]acetamide —— C19H21N3O3S
2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-phenylbutyl]acetamide
—— (2S)-N-[(1R)-1-phenylbutyl]-2-pyridin-2-ylsulfanylpropanamide —— C18H22N2OS
(2S)-N-[(1R)-1-phenylbutyl]-2-pyridin-2-ylsulfanylpropanamide
—— (2R)-2-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]propanamide —— C26H34N4OS2
(2R)-2-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]propanamide
—— (2S)-2-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]propanamide —— C26H34N4OS2
(2S)-2-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]propanamide
—— (2S)-2-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]propanamide —— C26H34N4OS2
(2S)-2-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]propanamide
—— 7-tert-butyl-5-[[(1S)-2,2-dichlorocyclopropyl]methylsulfanyl]-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione —— C16H20Cl2N4O2S
7-tert-butyl-5-[[(1S)-2,2-dichlorocyclopropyl]methylsulfanyl]-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 5-[[(1S)-2,2-dichlorocyclopropyl]methylsulfanyl]-N-phenyl-1,3,4-thiadiazol-2-amine —— C12H11Cl2N3S2
5-[[(1S)-2,2-dichlorocyclopropyl]methylsulfanyl]-N-phenyl-1,3,4-thiadiazol-2-amine
—— 4-benzyl-3-[[(1S)-2,2-dichlorocyclopropyl]methylsulfanyl]-5-(2-methylfuran-3-yl)-1,2,4-triazole —— C18H17Cl2N3OS
4-benzyl-3-[[(1S)-2,2-dichlorocyclopropyl]methylsulfanyl]-5-(2-methylfuran-3-yl)-1,2,4-triazole
—— 5-[[(1R)-2,2-dichlorocyclopropyl]methylsulfanyl]-N-phenyl-1,3,4-thiadiazol-2-amine —— C12H11Cl2N3S2
5-[[(1R)-2,2-dichlorocyclopropyl]methylsulfanyl]-N-phenyl-1,3,4-thiadiazol-2-amine
—— 4-hydroxy-1-(2-methoxyethyl)-6-methyl-3-[(R)-(4-methylpiperidin-1-yl)-(4-methylsulfanylphenyl)methyl]pyridin-2-one —— C23H32N2O3S
4-hydroxy-1-(2-methoxyethyl)-6-methyl-3-[(R)-(4-methylpiperidin-1-yl)-(4-methylsulfanylphenyl)methyl]pyridin-2-one
—— 4-hydroxy-1-(2-methoxyethyl)-6-methyl-3-[(R)-(4-methylsulfanylphenyl)-piperidin-1-ylmethyl]pyridin-2-one —— C22H30N2O3S
4-hydroxy-1-(2-methoxyethyl)-6-methyl-3-[(R)-(4-methylsulfanylphenyl)-piperidin-1-ylmethyl]pyridin-2-one
—— 1-[5-(benzylsulfanyl)-1,3,4-thiadiazol-2-yl]-3-hydroxy-4-(phenylcarbonyl)-5-(thiophen-2-yl)-1,5-dihydro-2H-pyrrol-2-one —— C24H17N3O3S3
1-[5-(benzylsulfanyl)-1,3,4-thiadiazol-2-yl]-3-hydroxy-4-(phenylcarbonyl)-5-(thiophen-2-yl)-1,5-dihydro-2H-pyrrol-2-one
—— (2E)-2-(5,7-dioxo-6,7-dihydro-5H-[1,3]dithiolo[4,5-d]pyrimidin-4-id-2-ylidene)-5,7-dioxo-6,7-dihydro-5H-[1,3]dithiolo[4,5-d]pyrimidin-4-ide —— C10H2N4O4S4-2
(2E)-2-(5,7-dioxo-6,7-dihydro-5H-[1,3]dithiolo[4,5-d]pyrimidin-4-id-2-ylidene)-5,7-dioxo-6,7-dihydro-5H-[1,3]dithiolo[4,5-d]pyrimidin-4-ide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E)-1-(4-hydroxyphenyl)butylidene]-5-{[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide —— C19H21N11O3S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E)-1-(4-hydroxyphenyl)butylidene]-5-{[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-chlorophenyl)sulfanyl]methyl}-N'-{(E)-[4-(diethylamino)phenyl]methylidene}-1H-1,2,3-triazole-4-carbohydrazide —— C23H24ClN9O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-chlorophenyl)sulfanyl]methyl}-N'-{(E)-[4-(diethylamino)phenyl]methylidene}-1H-1,2,3-triazole-4-carbohydrazide
—— 1-[(Z)-(5-nitro-2-pyridin-2-ylsulfanylphenyl)methylideneamino]-3-prop-2-enylthiourea —— C16H15N5O2S2
1-[(Z)-(5-nitro-2-pyridin-2-ylsulfanylphenyl)methylideneamino]-3-prop-2-enylthiourea
—— N-[(2R)-3-acetyl-2-[5-(4-chlorophenyl)sulfanylfuran-2-yl]-2H-1,3,4-thiadiazol-5-yl]acetamide —— C16H14ClN3O3S2
N-[(2R)-3-acetyl-2-[5-(4-chlorophenyl)sulfanylfuran-2-yl]-2H-1,3,4-thiadiazol-5-yl]acetamide
—— (4R)-1-(2-chlorophenyl)-3-methyl-4-(4-methylsulfanylphenyl)-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one —— C20H18ClN3OS2
(4R)-1-(2-chlorophenyl)-3-methyl-4-(4-methylsulfanylphenyl)-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one
—— (3S)-1-[6-(4-methylphenyl)sulfanylpyridazin-3-yl]-N-naphthalen-1-ylpiperidine-3-carboxamide —— C27H26N4OS
(3S)-1-[6-(4-methylphenyl)sulfanylpyridazin-3-yl]-N-naphthalen-1-ylpiperidine-3-carboxamide
—— N-[(2S)-butan-2-yl]-2-(3-chlorophenyl)sulfanyl-5-[(3R,5R)-3,5-dimethylpiperidin-1-yl]sulfonylbenzamide —— C24H31ClN2O3S2
N-[(2S)-butan-2-yl]-2-(3-chlorophenyl)sulfanyl-5-[(3R,5R)-3,5-dimethylpiperidin-1-yl]sulfonylbenzamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E)-1-(5-chlorothiophen-2-yl)ethylidene]-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole-4-carbohydrazide —— C18H15ClN8O2S2
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E)-1-(5-chlorothiophen-2-yl)ethylidene]-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole-4-carbohydrazide
—— 2-(4-methoxyphenyl)-5-[4-[(3S)-3-methylpiperidin-1-yl]sulfonyl-2-nitrophenyl]sulfanyl-1,3,4-oxadiazole —— C21H22N4O6S2
2-(4-methoxyphenyl)-5-[4-[(3S)-3-methylpiperidin-1-yl]sulfonyl-2-nitrophenyl]sulfanyl-1,3,4-oxadiazole