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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
—— 2-(5-bromothiophen-2-yl)-5-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanylmethyl)-1,3,4-oxadiazole —— C14H14BrN5OS2
2-(5-bromothiophen-2-yl)-5-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanylmethyl)-1,3,4-oxadiazole
—— 1-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)ethanone —— C20H24N4OS
1-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)ethanone
—— N-[2-(2-fluorophenyl)ethyl]-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)acetamide —— C17H21FN4OS
N-[2-(2-fluorophenyl)ethyl]-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)acetamide
—— N-[(1S)-1-(furan-2-yl)ethyl]-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)acetamide —— C15H20N4O2S
N-[(1S)-1-(furan-2-yl)ethyl]-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)acetamide
—— 2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-5-methylhexan-2-yl]acetamide —— C17H22ClN3O2S
2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-5-methylhexan-2-yl]acetamide
—— 2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-ethyl-N-[(3-fluorophenyl)methyl]acetamide —— C19H17ClFN3O2S
2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-ethyl-N-[(3-fluorophenyl)methyl]acetamide
—— 2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-2-ethylhexyl]acetamide —— C18H24ClN3O2S
2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-2-ethylhexyl]acetamide
—— 2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-6-methylheptan-2-yl]acetamide —— C18H24ClN3O2S
2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-6-methylheptan-2-yl]acetamide
—— 2-[[5-(3,4-Dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-5-nitrobenzonitrile —— C17H13N5O2S2
2-[[5-(3,4-Dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-5-nitrobenzonitrile
—— N-(4-methoxyphenyl)-5-(7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraen-12-ylsulfanyl)-1,3,4-thiadiazol-2-amine —— C18H15N5OS3
N-(4-methoxyphenyl)-5-(7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraen-12-ylsulfanyl)-1,3,4-thiadiazol-2-amine
—— 2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-1-(1-ethyl-2,5-dimethylpyrrol-3-yl)ethanone —— C18H26N4O3S2
2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-1-(1-ethyl-2,5-dimethylpyrrol-3-yl)ethanone
—— 2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-1-(1,2,5-trimethylpyrrol-3-yl)ethanone —— C17H24N4O3S2
2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-1-(1,2,5-trimethylpyrrol-3-yl)ethanone
—— N-(3-methylphenyl)-5-thieno[2,3-d]pyrimidin-4-ylsulfanyl-1,3,4-thiadiazol-2-amine —— C15H11N5S3
N-(3-methylphenyl)-5-thieno[2,3-d]pyrimidin-4-ylsulfanyl-1,3,4-thiadiazol-2-amine
—— 2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(2-fluorophenyl)methyl]acetamide —— C17H21FN4O3S2
2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(2-fluorophenyl)methyl]acetamide
—— (3S)-3-[[4-methyl-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,2,4-triazol-3-yl]methyl]thiolane 1,1-dioxide —— C17H19N5O3S2
(3S)-3-[[4-methyl-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,2,4-triazol-3-yl]methyl]thiolane 1,1-dioxide
—— 2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-(2,2,2-trifluoroethyl)acetamide —— C12H17F3N4O3S2
2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-(2,2,2-trifluoroethyl)acetamide
—— N-cyclopentyl-2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C15H24N4O3S2
N-cyclopentyl-2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 1-(1-adamantyl)-2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C20H29N3O3S2
1-(1-adamantyl)-2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— 2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(4-fluorophenyl)methyl]acetamide —— C17H21FN4O3S2
2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(4-fluorophenyl)methyl]acetamide
—— N-benzyl-2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-methylacetamide —— C18H24N4O3S2
N-benzyl-2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-methylacetamide
—— (3R)-3-[[5-[(4-bromophenyl)methylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]methyl]thiolane 1,1-dioxide —— C15H18BrN3O2S2
(3R)-3-[[5-[(4-bromophenyl)methylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]methyl]thiolane 1,1-dioxide
—— (2S)-N-[(4-fluorophenyl)methyl]-2-[[5-(2-methylpropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C16H21FN4OS2
(2S)-N-[(4-fluorophenyl)methyl]-2-[[5-(2-methylpropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-[(4-methylphenyl)methyl]-2-[[5-(2-methylpropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C17H24N4OS2
(2R)-N-[(4-methylphenyl)methyl]-2-[[5-(2-methylpropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-[(4-fluorophenyl)methyl]-2-[[5-(2-methylpropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C16H21FN4OS2
(2R)-N-[(4-fluorophenyl)methyl]-2-[[5-(2-methylpropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-[(2-chlorophenyl)methyl]-2-[[5-(2-methylpropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C16H21ClN4OS2
(2R)-N-[(2-chlorophenyl)methyl]-2-[[5-(2-methylpropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— N-(1-cyanocyclopentyl)-2-({5-[(2-methylpropyl)amino]-1,3,4-thiadiazol-2-yl}sulfanyl)acetamide —— C14H21N5OS2
N-(1-cyanocyclopentyl)-2-({5-[(2-methylpropyl)amino]-1,3,4-thiadiazol-2-yl}sulfanyl)acetamide
—— (2R)-N-[(2-chlorophenyl)methyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C16H15ClN4OS2
(2R)-N-[(2-chlorophenyl)methyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C14H18N4O3S3
(2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— methyl N-[(2R)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanoyl]carbamate —— C11H12N4O3S2
methyl N-[(2R)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanoyl]carbamate
—— 1-[(2-chlorophenyl)methyl]-N-(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)-3,5-dimethylpyrazole-4-carboxamide —— C17H18ClN5OS2
1-[(2-chlorophenyl)methyl]-N-(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)-3,5-dimethylpyrazole-4-carboxamide
—— (2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C13H16N4O3S3
(2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2R)-N-tert-butyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C13H18N4OS2
(2R)-N-tert-butyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— 1-(2-ethyl-6-methylphenyl)-3-[[(2S)-2-phenylsulfanylpropanoyl]amino]thiourea —— C19H23N3OS2
1-(2-ethyl-6-methylphenyl)-3-[[(2S)-2-phenylsulfanylpropanoyl]amino]thiourea
—— 1-[3-(4,6-Dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoylamino]-3-(2-ethyl-6-methylphenyl)thiourea —— C20H27N5OS2
1-[3-(4,6-Dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoylamino]-3-(2-ethyl-6-methylphenyl)thiourea
—— [2-[[4-(Dimethylamino)phenyl]methylamino]-2-oxoethyl] 3-(3,4-difluorophenyl)sulfanylpropanoate —— C20H22F2N2O3S
[2-[[4-(Dimethylamino)phenyl]methylamino]-2-oxoethyl] 3-(3,4-difluorophenyl)sulfanylpropanoate
—— (2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C13H19N3O3S4
(2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-[(4-fluorophenyl)methyl]-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C16H18FN3OS3
(2S)-N-[(4-fluorophenyl)methyl]-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 7-Methyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C15H11N5OS4
7-Methyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— 2-[(2,4-Dimethylphenyl)sulfanylmethyl]-7-methyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C15H15N3OS2
2-[(2,4-Dimethylphenyl)sulfanylmethyl]-7-methyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— 2-[(4-Fluorophenyl)sulfanylmethyl]-7-methyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C13H10FN3OS2
2-[(4-Fluorophenyl)sulfanylmethyl]-7-methyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— [(3R)-1,1-dioxothiolan-3-yl] 2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetate —— C14H17N3O4S3
[(3R)-1,1-dioxothiolan-3-yl] 2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetate
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S)-1-(2-chlorophenyl)-2-oxocyclohexyl]-N-methylacetamide —— C17H19ClN4O2S2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S)-1-(2-chlorophenyl)-2-oxocyclohexyl]-N-methylacetamide
—— [(3S)-1,1-dioxothiolan-3-yl] 2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetate —— C11H13NO5S2
[(3S)-1,1-dioxothiolan-3-yl] 2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetate
—— N-[(2S)-butan-2-yl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide —— C13H21N3OS
N-[(2S)-butan-2-yl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide
—— 2-(4,5,6-Trimethylpyrimidin-2-yl)sulfanylacetamide —— C9H13N3OS
2-(4,5,6-Trimethylpyrimidin-2-yl)sulfanylacetamide
—— N-(2-phenylsulfanylphenyl)-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide —— C21H21N3OS2
N-(2-phenylsulfanylphenyl)-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide
—— N-[(1R)-1-(2-chlorophenyl)-2-oxocyclohexyl]-N-methyl-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide —— C20H21ClN2O3S
N-[(1R)-1-(2-chlorophenyl)-2-oxocyclohexyl]-N-methyl-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide
—— N-cyclopentyl-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide —— C14H21N3OS
N-cyclopentyl-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide
—— N-methyl-N-[(2-methylphenyl)methyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide —— C18H23N3OS
N-methyl-N-[(2-methylphenyl)methyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide
—— methyl 2,4-dimethyl-5-[(2R)-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylpropanoyl]-1H-pyrrole-3-carboxylate —— C18H23N3O3S
methyl 2,4-dimethyl-5-[(2R)-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylpropanoyl]-1H-pyrrole-3-carboxylate