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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
—— 6-Benzyl-3-[(phenylthio)methyl][1,2,4]triazolo[3,4-b][1,3,4]thiadiazole —— C17H14N4S2
6-Benzyl-3-[(phenylthio)methyl][1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
—— 6-(2-Chlorophenyl)-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole —— C13H9ClN6S3
6-(2-Chlorophenyl)-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
—— (2R)-2-(3-cyano-4,5,6-trimethylpyridin-2-yl)sulfanyl-N-cyclopentylpropanamide —— C17H23N3OS
(2R)-2-(3-cyano-4,5,6-trimethylpyridin-2-yl)sulfanyl-N-cyclopentylpropanamide
—— 4-[(4-amino-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanylmethyl]-N-(4-methylphenyl)-1,3-thiazol-2-amine —— C17H16N6S3
4-[(4-amino-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanylmethyl]-N-(4-methylphenyl)-1,3-thiazol-2-amine
—— 1-[(3S)-1,1-dioxothiolan-3-yl]-6-oxo-N-(2-phenylsulfanylphenyl)-4,5-dihydropyridazine-3-carboxamide —— C21H21N3O4S2
1-[(3S)-1,1-dioxothiolan-3-yl]-6-oxo-N-(2-phenylsulfanylphenyl)-4,5-dihydropyridazine-3-carboxamide
—— 6-(2-Fluorophenyl)-3-[(phenylthio)methyl][1,2,4]triazolo[3,4-b][1,3,4]thiadiazole —— C16H11FN4S2
6-(2-Fluorophenyl)-3-[(phenylthio)methyl][1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
—— N-[(R)-(4-fluorophenyl)-(1-methylimidazol-2-yl)methyl]-3-(6-methyl-2-methylsulfanyl-4-oxo-1H-pyrimidin-5-yl)propanamide —— C20H22FN5O2S
N-[(R)-(4-fluorophenyl)-(1-methylimidazol-2-yl)methyl]-3-(6-methyl-2-methylsulfanyl-4-oxo-1H-pyrimidin-5-yl)propanamide
—— 6-(3-Methylphenyl)-3-(phenylsulfanylmethyl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole —— C17H14N4S2
6-(3-Methylphenyl)-3-(phenylsulfanylmethyl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
—— 2-[(7S)-6-(4-chlorophenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetate —— C12H8ClN4O2S-
2-[(7S)-6-(4-chlorophenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetate
—— (2S)-N-[3-[4-(2-methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propyl]-2,3-dihydro-1-benzothiophene-2-carboxamide —— C19H26N4OS2
(2S)-N-[3-[4-(2-methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propyl]-2,3-dihydro-1-benzothiophene-2-carboxamide
—— 2-[(7R)-6-(4-chlorophenyl)-3-ethyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetic acid —— C14H13ClN4O2S
2-[(7R)-6-(4-chlorophenyl)-3-ethyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetic acid
—— 2-[(7S)-3-ethyl-6-(4-methylphenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetate —— C15H15N4O2S-
2-[(7S)-3-ethyl-6-(4-methylphenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetate
—— 2-[(7R)-3-[(4-fluorophenyl)methyl]-6-(4-methylphenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetate —— C20H16FN4O2S-
2-[(7R)-3-[(4-fluorophenyl)methyl]-6-(4-methylphenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetate
—— 2-[(1R)-1-(1-cyclopropyltetrazol-5-yl)sulfanylethyl]-5-(4-methylphenyl)-1,3,4-oxadiazole —— C15H16N6OS
2-[(1R)-1-(1-cyclopropyltetrazol-5-yl)sulfanylethyl]-5-(4-methylphenyl)-1,3,4-oxadiazole
—— 1-[(2S,6R)-2,6-dimethylmorpholin-4-yl]-2-[[4-(4-methylphenyl)-1,3-thiazol-2-yl]sulfanyl]ethanone —— C18H22N2O2S2
1-[(2S,6R)-2,6-dimethylmorpholin-4-yl]-2-[[4-(4-methylphenyl)-1,3-thiazol-2-yl]sulfanyl]ethanone
—— [(2R)-2,3-dihydro-1-benzothiophen-2-yl]-[4-[3-(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)propyl]piperazin-1-yl]methanone —— C22H24N4O2S2
[(2R)-2,3-dihydro-1-benzothiophen-2-yl]-[4-[3-(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)propyl]piperazin-1-yl]methanone
—— 2-[(7R)-6-(4-chlorophenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetic acid —— C12H9ClN4O2S
2-[(7R)-6-(4-chlorophenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetic acid
—— 3-[(1-Cyclopentyltetrazol-5-yl)sulfanylmethyl]-5-(furan-2-yl)-1,2-oxazole —— C14H15N5O2S
3-[(1-Cyclopentyltetrazol-5-yl)sulfanylmethyl]-5-(furan-2-yl)-1,2-oxazole
—— N-[4-(1H-benzimidazol-2-ylsulfanyl)phenyl]-2-(2-fluorophenyl)acetamide —— C21H16FN3OS
N-[4-(1H-benzimidazol-2-ylsulfanyl)phenyl]-2-(2-fluorophenyl)acetamide
—— 5-[(1-Cyclopentyltetrazol-5-yl)sulfanylmethyl]-3-thiophen-3-yl-1,2,4-oxadiazole —— C13H14N6OS2
5-[(1-Cyclopentyltetrazol-5-yl)sulfanylmethyl]-3-thiophen-3-yl-1,2,4-oxadiazole
—— 2-(4-fluorophenyl)sulfanyl-N-(pyridin-4-ylmethyl)acetamide —— C14H13FN2OS
2-(4-fluorophenyl)sulfanyl-N-(pyridin-4-ylmethyl)acetamide
—— 2-[[4-(furan-2-ylmethyl)-5-(4-methylpiperidin-1-yl)-1,2,4-triazol-3-yl]sulfanyl]-1-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone —— C25H35N5O3S
2-[[4-(furan-2-ylmethyl)-5-(4-methylpiperidin-1-yl)-1,2,4-triazol-3-yl]sulfanyl]-1-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone
—— 1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-(4-methylpiperidin-1-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C23H33N5O3S
1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-(4-methylpiperidin-1-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— N-butyl-3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-[(3S)-1,1-dioxothiolan-3-yl]propanamide —— C18H29N3O3S2
N-butyl-3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-[(3S)-1,1-dioxothiolan-3-yl]propanamide
—— N-benzyl-2-[[5-(4-methylpiperidin-1-yl)-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C22H31N5O2S
N-benzyl-2-[[5-(4-methylpiperidin-1-yl)-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-[[4-(furan-2-ylmethyl)-5-(4-methylpiperidin-1-yl)-1,2,4-triazol-3-yl]sulfanyl]-1-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone —— C25H35N5O3S
2-[[4-(furan-2-ylmethyl)-5-(4-methylpiperidin-1-yl)-1,2,4-triazol-3-yl]sulfanyl]-1-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone
—— N-butyl-3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-[(3R)-1,1-dioxothiolan-3-yl]propanamide —— C18H29N3O3S2
N-butyl-3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-[(3R)-1,1-dioxothiolan-3-yl]propanamide
—— N-benzyl-2-[[5-(4-methylpiperidin-1-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C22H31N5O2S
N-benzyl-2-[[5-(4-methylpiperidin-1-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— [(2S)-1-[[(3R)-1,1-dioxothiolan-3-yl]-ethylamino]-1-oxopropan-2-yl] (2S)-2,3-dihydro-1-benzothiophene-2-carboxylate —— C18H23NO5S2
[(2S)-1-[[(3R)-1,1-dioxothiolan-3-yl]-ethylamino]-1-oxopropan-2-yl] (2S)-2,3-dihydro-1-benzothiophene-2-carboxylate
—— 2-[[5-(furan-2-yl)-4-(2-methylpropyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-phenylethyl]acetamide —— C20H24N4O2S
2-[[5-(furan-2-yl)-4-(2-methylpropyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-phenylethyl]acetamide
—— 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[4-(2-methylbutan-2-yl)cyclohexyl]acetamide —— C21H32N4O2S
2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[4-(2-methylbutan-2-yl)cyclohexyl]acetamide
—— 2-[[5-(4-methylpiperidin-1-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]-1-(5-methylthiophen-2-yl)ethanone —— C20H28N4O2S2
2-[[5-(4-methylpiperidin-1-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]-1-(5-methylthiophen-2-yl)ethanone
—— [(2S)-1-[[(3S)-1,1-dioxothiolan-3-yl]-ethylamino]-1-oxopropan-2-yl] (2S)-2,3-dihydro-1-benzothiophene-2-carboxylate —— C18H23NO5S2
[(2S)-1-[[(3S)-1,1-dioxothiolan-3-yl]-ethylamino]-1-oxopropan-2-yl] (2S)-2,3-dihydro-1-benzothiophene-2-carboxylate
—— 1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-(4-methylpiperidin-1-yl)-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C23H33N5O3S
1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-(4-methylpiperidin-1-yl)-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— (2R)-N-(6-amino-1-benzyl-2,4-dioxopyrimidin-5-yl)-N-methyl-2,3-dihydro-1-benzothiophene-2-carboxamide —— C21H20N4O3S
(2R)-N-(6-amino-1-benzyl-2,4-dioxopyrimidin-5-yl)-N-methyl-2,3-dihydro-1-benzothiophene-2-carboxamide
—— [2-[1-[(3R)-1,1-dioxothiolan-3-yl]-2,5-dimethylpyrrol-3-yl]-2-oxoethyl] (2R)-2,3-dihydro-1-benzothiophene-2-carboxylate —— C21H23NO5S2
[2-[1-[(3R)-1,1-dioxothiolan-3-yl]-2,5-dimethylpyrrol-3-yl]-2-oxoethyl] (2R)-2,3-dihydro-1-benzothiophene-2-carboxylate
—— 2-[(4-cyclopropyl-5-piperidin-1-yl-1,2,4-triazol-3-yl)sulfanyl]-1-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone —— C22H33N5O2S
2-[(4-cyclopropyl-5-piperidin-1-yl-1,2,4-triazol-3-yl)sulfanyl]-1-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone
—— [2-[1-[(3R)-1,1-dioxothiolan-3-yl]-2,5-dimethylpyrrol-3-yl]-2-oxoethyl] (2S)-2,3-dihydro-1-benzothiophene-2-carboxylate —— C21H23NO5S2
[2-[1-[(3R)-1,1-dioxothiolan-3-yl]-2,5-dimethylpyrrol-3-yl]-2-oxoethyl] (2S)-2,3-dihydro-1-benzothiophene-2-carboxylate
—— [2-[1-[(3S)-1,1-dioxothiolan-3-yl]-2,5-dimethylpyrrol-3-yl]-2-oxoethyl] (2R)-2,3-dihydro-1-benzothiophene-2-carboxylate —— C21H23NO5S2
[2-[1-[(3S)-1,1-dioxothiolan-3-yl]-2,5-dimethylpyrrol-3-yl]-2-oxoethyl] (2R)-2,3-dihydro-1-benzothiophene-2-carboxylate
—— [2-[1-[(3S)-1,1-dioxothiolan-3-yl]-2,5-dimethylpyrrol-3-yl]-2-oxoethyl] (2S)-2,3-dihydro-1-benzothiophene-2-carboxylate —— C21H23NO5S2
[2-[1-[(3S)-1,1-dioxothiolan-3-yl]-2,5-dimethylpyrrol-3-yl]-2-oxoethyl] (2S)-2,3-dihydro-1-benzothiophene-2-carboxylate
—— 1-(azocan-1-yl)-2-[[5-(4-methylpiperidin-1-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C22H37N5O2S
1-(azocan-1-yl)-2-[[5-(4-methylpiperidin-1-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— N-[(5-bromothiophen-2-yl)methyl]-3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-methylpropanamide —— C16H20BrN3OS2
N-[(5-bromothiophen-2-yl)methyl]-3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-methylpropanamide
—— 3-(4-chlorophenyl)sulfanyl-1-[4-[(3R)-1,1-dioxothiolan-3-yl]piperazin-1-yl]propan-1-one —— C17H23ClN2O3S2
3-(4-chlorophenyl)sulfanyl-1-[4-[(3R)-1,1-dioxothiolan-3-yl]piperazin-1-yl]propan-1-one
—— 1-[4-[(3S)-1,1-dioxothiolan-3-yl]piperazin-1-yl]-2-(2-methylphenyl)sulfanylethanone —— C17H24N2O3S2
1-[4-[(3S)-1,1-dioxothiolan-3-yl]piperazin-1-yl]-2-(2-methylphenyl)sulfanylethanone
—— 2-[[5-[(3S,5S)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(furan-2-ylmethyl)acetamide —— C21H27N5O3S
2-[[5-[(3S,5S)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(furan-2-ylmethyl)acetamide
—— (2S)-N-(6-amino-1-benzyl-2,4-dioxopyrimidin-5-yl)-N-methyl-2,3-dihydro-1-benzothiophene-2-carboxamide —— C21H20N4O3S
(2S)-N-(6-amino-1-benzyl-2,4-dioxopyrimidin-5-yl)-N-methyl-2,3-dihydro-1-benzothiophene-2-carboxamide
—— 1-(azocan-1-yl)-2-[[5-(4-methylpiperidin-1-yl)-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C22H37N5O2S
1-(azocan-1-yl)-2-[[5-(4-methylpiperidin-1-yl)-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— (2R)-N,N-dibenzyl-2-[(4-cyclopropyl-5-piperidin-1-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C27H33N5OS
(2R)-N,N-dibenzyl-2-[(4-cyclopropyl-5-piperidin-1-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— 3-(4-chlorophenyl)sulfanyl-1-[4-[(3S)-1,1-dioxothiolan-3-yl]piperazin-4-ium-1-yl]propan-1-one —— C17H24ClN2O3S2+
3-(4-chlorophenyl)sulfanyl-1-[4-[(3S)-1,1-dioxothiolan-3-yl]piperazin-4-ium-1-yl]propan-1-one
—— 2-[4-[(1R)-1-[5-chloro-2-(3,4-dichlorophenyl)sulfanylphenyl]ethyl]piperazine-1,4-diium-1-yl]ethanol —— C20H25Cl3N2OS+2
2-[4-[(1R)-1-[5-chloro-2-(3,4-dichlorophenyl)sulfanylphenyl]ethyl]piperazine-1,4-diium-1-yl]ethanol