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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
—— (2R)-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N,N,3-trimethylbutanamide —— C15H18ClN3O2S
(2R)-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N,N,3-trimethylbutanamide
—— 1-(Azepan-1-YL)-2-({5-[(1-methyl-1H-pyrrol-2-YL)methyl]-4-(2-phenylethyl)-4H-1,2,4-triazol-3-YL}sulfanyl)ethan-1-one —— C24H31N5OS
1-(Azepan-1-YL)-2-({5-[(1-methyl-1H-pyrrol-2-YL)methyl]-4-(2-phenylethyl)-4H-1,2,4-triazol-3-YL}sulfanyl)ethan-1-one
—— 2-(2,5-dimethylphenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N',N'-dimethylacetohydrazide —— C16H24N2O3S2
2-(2,5-dimethylphenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N',N'-dimethylacetohydrazide
—— 2-({5-[(1-Methyl-1H-pyrrol-2-YL)methyl]-4-(2-phenylethyl)-4H-1,2,4-triazol-3-YL}sulfanyl)-1-(pyrrolidin-1-YL)ethan-1-one —— C22H27N5OS
2-({5-[(1-Methyl-1H-pyrrol-2-YL)methyl]-4-(2-phenylethyl)-4H-1,2,4-triazol-3-YL}sulfanyl)-1-(pyrrolidin-1-YL)ethan-1-one
—— 6-hydroxy-7-[(2-hydroxyphenyl)methyl]-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazin-8-one —— C14H14N2O3S
6-hydroxy-7-[(2-hydroxyphenyl)methyl]-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazin-8-one
—— 5-[[(2R)-oxolan-2-yl]methylsulfanyl]-N-prop-2-enyl-1,3,4-thiadiazol-2-amine —— C10H15N3OS2
5-[[(2R)-oxolan-2-yl]methylsulfanyl]-N-prop-2-enyl-1,3,4-thiadiazol-2-amine
—— 5-[[(2S)-oxolan-2-yl]methylsulfanyl]-N-prop-2-enyl-1,3,4-thiadiazol-2-amine —— C10H15N3OS2
5-[[(2S)-oxolan-2-yl]methylsulfanyl]-N-prop-2-enyl-1,3,4-thiadiazol-2-amine
—— 2-[[5-[(1-Methylpyrrol-2-yl)methyl]-4-phenethyl-1,2,4-triazol-3-yl]thio]acetamide —— C18H21N5OS
2-[[5-[(1-Methylpyrrol-2-yl)methyl]-4-phenethyl-1,2,4-triazol-3-yl]thio]acetamide
—— N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-3-(2-fluorophenyl)sulfanylpropanamide —— C15H20FNO3S2
N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-3-(2-fluorophenyl)sulfanylpropanamide
—— 2-[[5-[(1-Methylpyrrol-2-yl)methyl]-4-phenethyl-1,2,4-triazol-3-yl]thio]-1-morpholino-ethanone —— C22H27N5O2S
2-[[5-[(1-Methylpyrrol-2-yl)methyl]-4-phenethyl-1,2,4-triazol-3-yl]thio]-1-morpholino-ethanone
—— 2-methyl-7-{[(4-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio]methyl}-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C12H11N5O2S2
2-methyl-7-{[(4-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio]methyl}-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— 2-(3,4-difluorophenyl)sulfanyl-N-[(2S)-2-phenyl-2-pyrrolidin-1-ylethyl]acetamide —— C20H22F2N2OS
2-(3,4-difluorophenyl)sulfanyl-N-[(2S)-2-phenyl-2-pyrrolidin-1-ylethyl]acetamide
—— 4-{5-[(2-chlorobenzyl)sulfanyl]-4-ethyl-4H-1,2,4-triazol-3-yl}-1,2,5-oxadiazol-3-amine —— C13H13ClN6OS
4-{5-[(2-chlorobenzyl)sulfanyl]-4-ethyl-4H-1,2,4-triazol-3-yl}-1,2,5-oxadiazol-3-amine
—— N-[(2S)-6-methylheptan-2-yl]-2-[[5-(2,2,2-trifluoroethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C14H23F3N4OS2
N-[(2S)-6-methylheptan-2-yl]-2-[[5-(2,2,2-trifluoroethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (2R)-N-(2-methylpropyl)-2-[[5-(2,2,2-trifluoroethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C11H17F3N4OS2
(2R)-N-(2-methylpropyl)-2-[[5-(2,2,2-trifluoroethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 2-{[4-benzyl-5-(2-phenylethyl)-4H-1,2,4-triazol-3-yl]sulfanyl}-N-(4-methylbenzyl)acetamide —— C27H28N4OS
2-{[4-benzyl-5-(2-phenylethyl)-4H-1,2,4-triazol-3-yl]sulfanyl}-N-(4-methylbenzyl)acetamide
—— 2-{[5-(4-amino-1,2,5-oxadiazol-3-yl)-4-ethyl-4H-1,2,4-triazol-3-yl]sulfanyl}-N-cycloheptylacetamide —— C15H23N7O2S
2-{[5-(4-amino-1,2,5-oxadiazol-3-yl)-4-ethyl-4H-1,2,4-triazol-3-yl]sulfanyl}-N-cycloheptylacetamide
—— 1,3,4-Oxadiazole, 2-(5-methyl-2-furanyl)-5-[[(1-methyl-1H-imidazol-2-yl)thio]methyl]- —— C12H12N4O2S
1,3,4-Oxadiazole, 2-(5-methyl-2-furanyl)-5-[[(1-methyl-1H-imidazol-2-yl)thio]methyl]-
—— Acetonitrile, 2-[[4-ethyl-5-(2-methyl-3-furanyl)-4H-1,2,4-triazol-3-yl]thio]- —— C11H12N4OS
Acetonitrile, 2-[[4-ethyl-5-(2-methyl-3-furanyl)-4H-1,2,4-triazol-3-yl]thio]-
—— 4-{4-ethyl-5-[(1H-tetrazol-5-ylmethyl)sulfanyl]-4H-1,2,4-triazol-3-yl}-1,2,5-oxadiazol-3-amine —— C8H10N10OS
4-{4-ethyl-5-[(1H-tetrazol-5-ylmethyl)sulfanyl]-4H-1,2,4-triazol-3-yl}-1,2,5-oxadiazol-3-amine
—— (2R)-N,N-di(propan-2-yl)-2-[[5-(2,2,2-trifluoroethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C13H21F3N4OS2
(2R)-N,N-di(propan-2-yl)-2-[[5-(2,2,2-trifluoroethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 5-[[(2R)-oxan-2-yl]methylsulfanyl]-N-(2,2,2-trifluoroethyl)-1,3,4-thiadiazol-2-amine —— C10H14F3N3OS2
5-[[(2R)-oxan-2-yl]methylsulfanyl]-N-(2,2,2-trifluoroethyl)-1,3,4-thiadiazol-2-amine
—— {[5-(4-amino-1,2,5-oxadiazol-3-yl)-4-ethyl-4H-1,2,4-triazol-3-yl]sulfanyl}acetonitrile —— C8H9N7OS
{[5-(4-amino-1,2,5-oxadiazol-3-yl)-4-ethyl-4H-1,2,4-triazol-3-yl]sulfanyl}acetonitrile
—— (2S)-N-prop-2-enyl-2-[[5-(2,2,2-trifluoroethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C10H13F3N4OS2
(2S)-N-prop-2-enyl-2-[[5-(2,2,2-trifluoroethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— Acetamide, N-cyclohexyl-2-[[1-(2-propenyl)-1H-1,2,3,4-tetrazol-5-yl]thio]- —— C12H19N5OS
Acetamide, N-cyclohexyl-2-[[1-(2-propenyl)-1H-1,2,3,4-tetrazol-5-yl]thio]-
—— 2-(4-Chlorophenyl)-5-({[2-(2-furyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-1,3,4-oxadiazole —— C16H10ClN3O2S2
2-(4-Chlorophenyl)-5-({[2-(2-furyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-1,3,4-oxadiazole
—— 4-{[5-(Phenylsulfanyl)thiophen-2-yl]sulfonyl}morpholine —— C14H15NO3S3
4-{[5-(Phenylsulfanyl)thiophen-2-yl]sulfonyl}morpholine
—— (2R)-N-[(2S)-butan-2-yl]-2-[[5-(2,2,2-trifluoroethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C11H17F3N4OS2
(2R)-N-[(2S)-butan-2-yl]-2-[[5-(2,2,2-trifluoroethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— N-(4-methylphenyl)-3-(thiophen-2-yl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-amine —— C15H13N5S2
N-(4-methylphenyl)-3-(thiophen-2-yl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-amine
—— 2-[(4-methoxy-6-oxo-1,6-dihydropyrimidin-2-yl)sulfanyl]-N-(1-phenylethyl)butanamide —— C17H21N3O3S
2-[(4-methoxy-6-oxo-1,6-dihydropyrimidin-2-yl)sulfanyl]-N-(1-phenylethyl)butanamide
—— 3-{5-[(2-chloro-4-fluorobenzyl)sulfanyl]-1H-tetrazol-1-yl}pyridine —— C13H9ClFN5S
3-{5-[(2-chloro-4-fluorobenzyl)sulfanyl]-1H-tetrazol-1-yl}pyridine
—— 3-(pyrazin-2-yl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-amine —— C8H7N7S
3-(pyrazin-2-yl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-amine
—— 2-[(4-methoxy-6-oxo-1,6-dihydropyrimidin-2-yl)sulfanyl]-N-(1-phenylethyl)acetamide —— C15H17N3O3S
2-[(4-methoxy-6-oxo-1,6-dihydropyrimidin-2-yl)sulfanyl]-N-(1-phenylethyl)acetamide
—— 3-{5-[(4-bromobenzyl)sulfanyl]-1H-tetrazol-1-yl}pyridine —— C13H10BrN5S
3-{5-[(4-bromobenzyl)sulfanyl]-1H-tetrazol-1-yl}pyridine
—— Methyl 1,2-dimethyl-4-[4-(methylsulfanyl)phenyl]-6-oxo-1,4,5,6-tetrahydro-3-pyridinecarboxylate —— C16H19NO3S
Methyl 1,2-dimethyl-4-[4-(methylsulfanyl)phenyl]-6-oxo-1,4,5,6-tetrahydro-3-pyridinecarboxylate
—— 5,5'-[(5-Nitropyrimidine-4,6-diyl)disulfanediyl]bis(1,3,4-thiadiazol-2-amine) —— C8H5N9O2S4
5,5'-[(5-Nitropyrimidine-4,6-diyl)disulfanediyl]bis(1,3,4-thiadiazol-2-amine)
—— [2-[[(3S)-1,1-dioxothiolan-3-yl]-(2-methylpropyl)amino]-2-oxoethyl] 2-(4-chlorophenyl)sulfanylacetate —— C18H24ClNO5S2
[2-[[(3S)-1,1-dioxothiolan-3-yl]-(2-methylpropyl)amino]-2-oxoethyl] 2-(4-chlorophenyl)sulfanylacetate
—— N-[3-chloro-4-(pyridin-2-ylsulfanyl)phenyl]cyclopentanecarboxamide —— C17H17ClN2OS
N-[3-chloro-4-(pyridin-2-ylsulfanyl)phenyl]cyclopentanecarboxamide
—— 5-[(2-chloro-4,5-difluorobenzyl)sulfanyl]-3-phenyl-1,3,4-thiadiazole-2(3H)-thione —— C15H9ClF2N2S3
5-[(2-chloro-4,5-difluorobenzyl)sulfanyl]-3-phenyl-1,3,4-thiadiazole-2(3H)-thione
—— 2-[(2-cyanophenyl)sulfanyl]-N-(4-methylpyridin-2-yl)benzamide —— C20H15N3OS
2-[(2-cyanophenyl)sulfanyl]-N-(4-methylpyridin-2-yl)benzamide
—— N-1-adamantyl-2-{[5-(2-chloro-4-methylphenyl)-4-phenyl-4H-1,2,4-triazol-3-yl]thio}-5-nitrobenzamide —— C32H30ClN5O3S
N-1-adamantyl-2-{[5-(2-chloro-4-methylphenyl)-4-phenyl-4H-1,2,4-triazol-3-yl]thio}-5-nitrobenzamide
—— [2-[[(3R)-1,1-dioxothiolan-3-yl]-(2-methylpropyl)amino]-2-oxoethyl] 2-(4-chlorophenyl)sulfanylacetate —— C18H24ClNO5S2
[2-[[(3R)-1,1-dioxothiolan-3-yl]-(2-methylpropyl)amino]-2-oxoethyl] 2-(4-chlorophenyl)sulfanylacetate
—— 2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-2-(diethylamino)-2-(furan-2-yl)ethyl]acetamide —— C20H23ClN4O3S
2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-2-(diethylamino)-2-(furan-2-yl)ethyl]acetamide
—— 6-(4-chlorophenyl)-3-(pyrazin-2-yl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine —— C14H9ClN6S
6-(4-chlorophenyl)-3-(pyrazin-2-yl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— 6-(4-bromophenyl)-3-(pyrazin-2-yl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine —— C14H9BrN6S
6-(4-bromophenyl)-3-(pyrazin-2-yl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— 9,10-dimethoxy-2-[(4-methylphenyl)sulfanyl]-6,7-dihydro-4H-pyrimido[6,1-a]isoquinolin-4-one —— C21H20N2O3S
9,10-dimethoxy-2-[(4-methylphenyl)sulfanyl]-6,7-dihydro-4H-pyrimido[6,1-a]isoquinolin-4-one
—— 2-({7-Amino-7H-[1,2,4]triazolo[4,3-B][1,2,4]triazol-3-YL}sulfanyl)-N-(2-phenylethyl)acetamide —— C13H15N7OS
2-({7-Amino-7H-[1,2,4]triazolo[4,3-B][1,2,4]triazol-3-YL}sulfanyl)-N-(2-phenylethyl)acetamide
—— N-cycloheptyl-2-(4,5-dicyano-2-nitrophenyl)sulfanylbenzamide —— C22H20N4O3S
N-cycloheptyl-2-(4,5-dicyano-2-nitrophenyl)sulfanylbenzamide
—— 8-chloro-6-methyl-2-[(4-methylphenyl)sulfanyl]pyrrolo[1,2-b:3,4-d']dipyridazin-5(6H)-one —— C17H13ClN4OS
8-chloro-6-methyl-2-[(4-methylphenyl)sulfanyl]pyrrolo[1,2-b:3,4-d']dipyridazin-5(6H)-one
—— 6-methoxy-2-[(1-methyl-1H-imidazol-2-yl)sulfanyl]-1,3-benzothiazole —— C12H11N3OS2
6-methoxy-2-[(1-methyl-1H-imidazol-2-yl)sulfanyl]-1,3-benzothiazole