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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
—— 3,6-dimethyl-5-(3-methylbenzyl)-2-[(3-methylbenzyl)sulfanyl]-4(3H)-pyrimidinone —— C22H24N2OS
3,6-dimethyl-5-(3-methylbenzyl)-2-[(3-methylbenzyl)sulfanyl]-4(3H)-pyrimidinone
—— (5R,7R)-5,7-dimethyl-2-sulfanylidene-[1,3]dithiolo[4,5-b][1,4]dithiepin-6-one —— C8H8OS5
(5R,7R)-5,7-dimethyl-2-sulfanylidene-[1,3]dithiolo[4,5-b][1,4]dithiepin-6-one
—— 2-{[(2-Fluorophenyl)methyl]sulfanyl}-3,6-dimethyl-5-[(2-methylphenyl)methyl]-3,4-dihydropyrimidin-4-one —— C21H21FN2OS
2-{[(2-Fluorophenyl)methyl]sulfanyl}-3,6-dimethyl-5-[(2-methylphenyl)methyl]-3,4-dihydropyrimidin-4-one
—— 1-({[4-(2-methoxyethyl)-5-(2-phenylethyl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetyl)azepane —— C21H30N4O2S
1-({[4-(2-methoxyethyl)-5-(2-phenylethyl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetyl)azepane
—— N,N-dimethyl-4-[(2R,5S)-5-[(5-pyridin-4-yl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-1,3-oxazolidin-2-yl]aniline —— C19H21N5OS2
N,N-dimethyl-4-[(2R,5S)-5-[(5-pyridin-4-yl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-1,3-oxazolidin-2-yl]aniline
—— 6-[(2S,3S,4S,5R)-3,4,5-trihydroxyoxan-2-yl]sulfanyl-2H-1,2,4-triazine-3,5-dione —— C8H11N3O6S
6-[(2S,3S,4S,5R)-3,4,5-trihydroxyoxan-2-yl]sulfanyl-2H-1,2,4-triazine-3,5-dione
—— 2-[3-cyano-4-(methoxymethyl)-6-methylpyridin-2-yl]sulfanyl-N-[[(2S)-oxolan-2-yl]methyl]acetamide —— C16H21N3O3S
2-[3-cyano-4-(methoxymethyl)-6-methylpyridin-2-yl]sulfanyl-N-[[(2S)-oxolan-2-yl]methyl]acetamide
—— [2-(4-Methylphenyl)-1,3-thiazol-4-yl]methyl 2-(2-methylphenyl)sulfanylacetate —— C20H19NO2S2
[2-(4-Methylphenyl)-1,3-thiazol-4-yl]methyl 2-(2-methylphenyl)sulfanylacetate
—— [(2R)-1-[2-(cyclohexen-1-yl)ethylamino]-1-oxopropan-2-yl] 2-(2-methylphenyl)sulfanylacetate —— C20H27NO3S
[(2R)-1-[2-(cyclohexen-1-yl)ethylamino]-1-oxopropan-2-yl] 2-(2-methylphenyl)sulfanylacetate
—— [2-[[(1R)-1-cyano-1-cyclopropylethyl]amino]-2-oxoethyl] 2-(2-methylphenyl)sulfanylacetate —— C17H20N2O3S
[2-[[(1R)-1-cyano-1-cyclopropylethyl]amino]-2-oxoethyl] 2-(2-methylphenyl)sulfanylacetate
—— [(2S)-1-(cyclopropylamino)-1-oxopropan-2-yl] 2-(2-methylphenyl)sulfanylacetate —— C15H19NO3S
[(2S)-1-(cyclopropylamino)-1-oxopropan-2-yl] 2-(2-methylphenyl)sulfanylacetate
—— [2-Oxo-2-(5-phenyl-3,4-dihydropyrazol-2-yl)ethyl] 2-(2-methylphenyl)sulfanylacetate —— C20H20N2O3S
[2-Oxo-2-(5-phenyl-3,4-dihydropyrazol-2-yl)ethyl] 2-(2-methylphenyl)sulfanylacetate
—— N-[(1R)-1-(3,4-dimethylphenyl)ethyl]-2-(4-fluorophenyl)sulfanylacetamide —— C18H20FNOS
N-[(1R)-1-(3,4-dimethylphenyl)ethyl]-2-(4-fluorophenyl)sulfanylacetamide
—— [2-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-oxoethyl] 2-(2-methylphenyl)sulfanylacetate —— C19H21NO4S
[2-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-oxoethyl] 2-(2-methylphenyl)sulfanylacetate
—— N-[3-[(2-chlorophenyl)methyl]-1,3-thiazol-2-ylidene]-2-(4-fluorophenyl)sulfanylacetamide —— C18H14ClFN2OS2
N-[3-[(2-chlorophenyl)methyl]-1,3-thiazol-2-ylidene]-2-(4-fluorophenyl)sulfanylacetamide
—— 7-{[(4-fluorophenyl)sulfanyl]methyl}-3-methyl-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C14H11FN2OS2
7-{[(4-fluorophenyl)sulfanyl]methyl}-3-methyl-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— [2-[2-(4-Chlorophenyl)sulfanylanilino]-2-oxoethyl] 1-methylpyrrole-2-carboxylate —— C20H17ClN2O3S
[2-[2-(4-Chlorophenyl)sulfanylanilino]-2-oxoethyl] 1-methylpyrrole-2-carboxylate
—— [2-[[(3R)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 2-(2-methylphenyl)sulfanylacetate —— C15H19NO5S2
[2-[[(3R)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 2-(2-methylphenyl)sulfanylacetate
—— N-[(1S)-1-(3,4-dimethylphenyl)ethyl]-2-(4-fluorophenyl)sulfanylacetamide —— C18H20FNOS
N-[(1S)-1-(3,4-dimethylphenyl)ethyl]-2-(4-fluorophenyl)sulfanylacetamide
—— (2S)-2-ethanimidoyl-3-oxo-4-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]butanenitrile —— C11H15N5OS
(2S)-2-ethanimidoyl-3-oxo-4-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]butanenitrile
—— (3R)-3-(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)piperidine —— C15H20N4S
(3R)-3-(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)piperidine
—— (3R)-3-(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)piperidin-1-ium —— C15H21N4S+
(3R)-3-(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)piperidin-1-ium
—— [(4R)-4-[[2-(4-chloro-6-pyrrolidin-1-ylpyrimidin-2-yl)sulfanylacetyl]amino]pentyl]-diethylazanium —— C19H33ClN5OS+
[(4R)-4-[[2-(4-chloro-6-pyrrolidin-1-ylpyrimidin-2-yl)sulfanylacetyl]amino]pentyl]-diethylazanium
—— N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C15H16N2O3S3
N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— 2-[(4-Chlorophenyl)methylsulfanyl]-5-[(3-fluorophenyl)methyl]-3,6-dimethylpyrimidin-4-one —— C20H18ClFN2OS
2-[(4-Chlorophenyl)methylsulfanyl]-5-[(3-fluorophenyl)methyl]-3,6-dimethylpyrimidin-4-one
—— N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C15H16N2O3S3
N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— [2-(4-Methylanilino)-1,3-thiazol-4-yl]methyl 2-(3,4-dimethylphenyl)sulfanylacetate —— C21H22N2O2S2
[2-(4-Methylanilino)-1,3-thiazol-4-yl]methyl 2-(3,4-dimethylphenyl)sulfanylacetate
—— 3-((4-Methylbenzyl)thio)-6-(pyridin-4-yl)pyridazine —— C17H15N3S
3-((4-Methylbenzyl)thio)-6-(pyridin-4-yl)pyridazine
—— (3S)-3-(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)-1-(furan-2-ylmethyl)piperidin-1-ium —— C20H25N4OS+
(3S)-3-(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)-1-(furan-2-ylmethyl)piperidin-1-ium
—— (3S)-3-(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)-1-(thiophen-2-ylmethyl)piperidin-1-ium —— C20H25N4S2+
(3S)-3-(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)-1-(thiophen-2-ylmethyl)piperidin-1-ium
—— (2S)-2-[(5-benzyl-4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]butanoic acid —— C16H18N2O3S
(2S)-2-[(5-benzyl-4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]butanoic acid
—— 6-(((4,6-dimethylpyrimidin-2-yl)thio)methyl)-4-oxo-4H-pyran-3-yl 2-(thiophen-2-yl)acetate —— C18H16N2O4S2
6-(((4,6-dimethylpyrimidin-2-yl)thio)methyl)-4-oxo-4H-pyran-3-yl 2-(thiophen-2-yl)acetate
—— N-butyl-2-(4-chloro-6-piperidin-1-ylpyrimidin-2-yl)sulfanylacetamide —— C15H23ClN4OS
N-butyl-2-(4-chloro-6-piperidin-1-ylpyrimidin-2-yl)sulfanylacetamide
—— 1,1-dimethyl-3-[(1R,5S)-3,3,5-trimethylcyclohexyl]thiourea —— C12H24N2S
1,1-dimethyl-3-[(1R,5S)-3,3,5-trimethylcyclohexyl]thiourea
—— 2-[(2,5-Dimethylphenyl)methylsulfanyl]-3,5,6-trimethylpyrimidin-4-one —— C16H20N2OS
2-[(2,5-Dimethylphenyl)methylsulfanyl]-3,5,6-trimethylpyrimidin-4-one
—— ethyl (2R)-2-[(4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-2-phenylacetate —— C15H16N2O3S
ethyl (2R)-2-[(4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-2-phenylacetate
—— (2S)-2-[[5-(4-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-cyclopropylpropanamide —— C14H14BrN3O2S
(2S)-2-[[5-(4-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-cyclopropylpropanamide
—— (2S)-2-[[5-(4-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile —— C11H8BrN3OS
(2S)-2-[[5-(4-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile
—— 2-[[5-(4-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-pentan-3-ylacetamide —— C15H18BrN3O2S
2-[[5-(4-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-pentan-3-ylacetamide
—— ethyl N-[2-[[5-(4-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]carbamate —— C13H12BrN3O4S
ethyl N-[2-[[5-(4-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]carbamate
—— 2-methoxy-N-[(Z)-(5-quinolin-8-ylsulfanylfuran-2-yl)methylideneamino]acetamide —— C17H15N3O3S
2-methoxy-N-[(Z)-(5-quinolin-8-ylsulfanylfuran-2-yl)methylideneamino]acetamide
—— N-benzyl-2-((6-(pyridin-4-yl)pyridazin-3-yl)thio)acetamide —— C18H16N4OS
N-benzyl-2-((6-(pyridin-4-yl)pyridazin-3-yl)thio)acetamide
—— N-(4-fluorobenzyl)-2-((6-(furan-2-yl)pyridazin-3-yl)thio)acetamide —— C17H14FN3O2S
N-(4-fluorobenzyl)-2-((6-(furan-2-yl)pyridazin-3-yl)thio)acetamide
—— ethyl (2R)-2-(1-methyl-6-oxo-4-propan-2-ylpyrimidin-2-yl)sulfanylpropanoate —— C13H20N2O3S
ethyl (2R)-2-(1-methyl-6-oxo-4-propan-2-ylpyrimidin-2-yl)sulfanylpropanoate
—— 3-[(2-Fluorophenyl)methylsulfanyl]-6-(furan-2-yl)pyridazine 872722-95-7 C15H11FN2OS
3-[(2-Fluorophenyl)methylsulfanyl]-6-(furan-2-yl)pyridazine
—— Ethyl 2-(1,4-dimethyl-6-oxopyrimidin-2-yl)sulfanylacetate —— C10H14N2O3S
Ethyl 2-(1,4-dimethyl-6-oxopyrimidin-2-yl)sulfanylacetate
—— Ethyl 2-[3-cyano-4-(dimethylamino)pyridin-1-ium-2-yl]sulfanylacetate —— C12H16N3O2S+
Ethyl 2-[3-cyano-4-(dimethylamino)pyridin-1-ium-2-yl]sulfanylacetate
—— 7-[2-(Azepan-1-yl)-2-oxoethyl]sulfanyl-3-methyl-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one —— C13H17N5O2S2
7-[2-(Azepan-1-yl)-2-oxoethyl]sulfanyl-3-methyl-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one
—— 3-Cyclopropyl-5-[(3,4-difluorophenyl)methylsulfanyl]-4-prop-2-enyl-1,2,4-triazole —— C15H15F2N3S
3-Cyclopropyl-5-[(3,4-difluorophenyl)methylsulfanyl]-4-prop-2-enyl-1,2,4-triazole
—— (2S)-2-[[2-(4-chlorophenyl)sulfanylphenyl]methylideneamino]-2-cyanoethanimidoyl cyanide —— C17H11ClN4S
(2S)-2-[[2-(4-chlorophenyl)sulfanylphenyl]methylideneamino]-2-cyanoethanimidoyl cyanide