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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-[4-(2,5-dimethylphenyl)sulfanylanilino]-2-oxoethyl] (2R)-oxolane-2-carboxylate —— C21H23NO4S
[2-[4-(2,5-dimethylphenyl)sulfanylanilino]-2-oxoethyl] (2R)-oxolane-2-carboxylate
—— (2R)-1-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-morpholin-4-ylpropan-2-ol —— C17H24N4O2S2
(2R)-1-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-morpholin-4-ylpropan-2-ol
—— 3-[[5-(3-Methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C12H14N4OS2
3-[[5-(3-Methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (3R,4R)-4-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1,1-dioxothiolan-3-ol —— C14H17N3O3S3
(3R,4R)-4-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1,1-dioxothiolan-3-ol
—— (2S)-1-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-morpholin-4-ium-4-ylpropan-2-ol —— C17H25N4O2S2+
(2S)-1-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-morpholin-4-ium-4-ylpropan-2-ol
—— (2R)-1-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-(thiophen-2-ylmethoxy)propan-2-ol —— C18H21N3O2S3
(2R)-1-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-(thiophen-2-ylmethoxy)propan-2-ol
—— N-(3,4-dimethylphenyl)-5-(2-pyridin-4-ylethylsulfanyl)-1,3,4-thiadiazol-2-amine —— C17H18N4S2
N-(3,4-dimethylphenyl)-5-(2-pyridin-4-ylethylsulfanyl)-1,3,4-thiadiazol-2-amine
—— methyl 2-[2-[2-[2-(2-methylphenyl)ethylamino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C18H21N3O4S
methyl 2-[2-[2-[2-(2-methylphenyl)ethylamino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[[(1R)-1-(4-ethylphenyl)ethyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C19H23N3O4S
methyl 2-[2-[2-[[(1R)-1-(4-ethylphenyl)ethyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[3-(N-methylanilino)propylamino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C19H24N4O4S
methyl 2-[2-[2-[3-(N-methylanilino)propylamino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[(2R)-1-(methoxycarbonylamino)-1-oxopropan-2-yl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C12H15N3O6S
methyl 2-[2-[(2R)-1-(methoxycarbonylamino)-1-oxopropan-2-yl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[(2S)-1-(tert-butylamino)-1-oxopropan-2-yl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C14H21N3O4S
methyl 2-[2-[(2S)-1-(tert-butylamino)-1-oxopropan-2-yl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[methyl(thiophen-3-ylmethyl)amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C15H17N3O4S2
methyl 2-[2-[2-[methyl(thiophen-3-ylmethyl)amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[2-cyanoethyl(furan-2-ylmethyl)amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C17H18N4O5S
methyl 2-[2-[2-[2-cyanoethyl(furan-2-ylmethyl)amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— ethyl 4-[[4-(2-methoxy-2-oxoethyl)-6-oxo-1H-pyrimidin-2-yl]sulfanyl]butanoate —— C13H18N2O5S
ethyl 4-[[4-(2-methoxy-2-oxoethyl)-6-oxo-1H-pyrimidin-2-yl]sulfanyl]butanoate
—— methyl 2-[2-[2-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C15H21N3O5S
methyl 2-[2-[2-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[(2R)-1-(1-adamantylamino)-1-oxopropan-2-yl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C20H27N3O4S
methyl 2-[2-[(2R)-1-(1-adamantylamino)-1-oxopropan-2-yl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-(2-methoxy-2-oxoethyl)sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C10H12N2O5S
methyl 2-[2-(2-methoxy-2-oxoethyl)sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[cyclopropyl-[(2-fluorophenyl)methyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C19H20FN3O4S
methyl 2-[2-[2-[cyclopropyl-[(2-fluorophenyl)methyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— 1-Benzyl-3-[3-(4-cyclopentyl-5-methylsulfanyl-1,2,4-triazol-3-yl)propyl]thiourea —— C19H27N5S2
1-Benzyl-3-[3-(4-cyclopentyl-5-methylsulfanyl-1,2,4-triazol-3-yl)propyl]thiourea
—— 1-[2-(4-Chlorophenyl)sulfanylethyl]-3-(3-pyrrolidin-1-ium-1-ylpropyl)thiourea —— C16H25ClN3S2+
1-[2-(4-Chlorophenyl)sulfanylethyl]-3-(3-pyrrolidin-1-ium-1-ylpropyl)thiourea
—— 1-[1-[2-(4-Fluorophenyl)sulfanylethyl]-3,5-dimethylpyrazol-4-yl]sulfonylpiperidine —— C18H24FN3O2S2
1-[1-[2-(4-Fluorophenyl)sulfanylethyl]-3,5-dimethylpyrazol-4-yl]sulfonylpiperidine
—— ethyl (2R)-4-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanoate —— C20H21N3O4S2
ethyl (2R)-4-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanoate
—— ethyl (2R)-4-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanoate —— C19H20N4O3S3
ethyl (2R)-4-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanoate
—— ethyl (2R)-2-(4-methyl-1,3-thiazol-2-yl)-4-[(4-methyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-3-oxobutanoate —— C17H18N4O3S3
ethyl (2R)-2-(4-methyl-1,3-thiazol-2-yl)-4-[(4-methyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-3-oxobutanoate
—— ethyl (2S)-4-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanoate —— C20H21N3O4S2
ethyl (2S)-4-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanoate
—— ethyl (2S)-4-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanoate —— C18H16ClN3O4S2
ethyl (2S)-4-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanoate
—— ethyl (2R)-4-[6-(3,5-dimethylpyrazol-1-yl)pyridazin-3-yl]sulfanyl-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanoate —— C19H21N5O3S2
ethyl (2R)-4-[6-(3,5-dimethylpyrazol-1-yl)pyridazin-3-yl]sulfanyl-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanoate
—— 2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)-N-methyl-N-[(4-methylsulfanylphenyl)methyl]acetamide —— C20H23NO3S2
2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)-N-methyl-N-[(4-methylsulfanylphenyl)methyl]acetamide
—— N-[[4-(dimethylamino)phenyl]methyl]-2-[[5-[(2-methyl-1,3-thiazol-4-yl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H21N5O2S2
N-[[4-(dimethylamino)phenyl]methyl]-2-[[5-[(2-methyl-1,3-thiazol-4-yl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— ethyl (2S)-4-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanoate —— C18H16ClN3O4S2
ethyl (2S)-4-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanoate
—— ethyl (2R)-4-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanoate —— C18H16ClN3O4S2
ethyl (2R)-4-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanoate
—— ethyl (2S)-4-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanoate —— C18H20N4O4S2
ethyl (2S)-4-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanoate
—— ethyl (2R)-2-(4-methyl-1,3-thiazol-2-yl)-4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-oxobutanoate —— C13H16N4O3S2
ethyl (2R)-2-(4-methyl-1,3-thiazol-2-yl)-4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-oxobutanoate
—— ethyl (2S)-4-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanoate —— C19H20N4O3S3
ethyl (2S)-4-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanoate
—— ethyl (2R)-4-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanoate —— C18H20N4O4S2
ethyl (2R)-4-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanoate
—— ethyl (2S)-2-(4-methyl-1,3-thiazol-2-yl)-4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-oxobutanoate —— C13H16N4O3S2
ethyl (2S)-2-(4-methyl-1,3-thiazol-2-yl)-4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-oxobutanoate
—— (Z)-2-cyano-N-(4-fluorophenyl)-3-[5-(4-methylphenyl)sulfanylthiophen-2-yl]prop-2-enamide —— C21H15FN2OS2
(Z)-2-cyano-N-(4-fluorophenyl)-3-[5-(4-methylphenyl)sulfanylthiophen-2-yl]prop-2-enamide
—— (Z)-3-[5-(4-methylphenyl)sulfanylthiophen-2-yl]-2-(4-oxo-1H-quinazolin-2-yl)prop-2-enenitrile —— C22H15N3OS2
(Z)-3-[5-(4-methylphenyl)sulfanylthiophen-2-yl]-2-(4-oxo-1H-quinazolin-2-yl)prop-2-enenitrile
—— (Z)-2-[4-(4-chlorophenyl)-1,3-thiazol-2-yl]-3-[5-(4-methylphenyl)sulfanylthiophen-2-yl]prop-2-enenitrile —— C23H15ClN2S3
(Z)-2-[4-(4-chlorophenyl)-1,3-thiazol-2-yl]-3-[5-(4-methylphenyl)sulfanylthiophen-2-yl]prop-2-enenitrile
—— (Z)-3-[5-(4-methylphenyl)sulfanylthiophen-2-yl]-2-(4-phenyl-1,3-thiazol-2-yl)prop-2-enenitrile —— C23H16N2S3
(Z)-3-[5-(4-methylphenyl)sulfanylthiophen-2-yl]-2-(4-phenyl-1,3-thiazol-2-yl)prop-2-enenitrile
—— ethyl (2S)-4-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanoate —— C18H20N4O4S2
ethyl (2S)-4-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanoate
—— 4-benzyl-3-[[(1S)-2,2-dichlorocyclopropyl]methylsulfanyl]-5-thiophen-2-yl-1,2,4-triazole —— C17H15Cl2N3S2
4-benzyl-3-[[(1S)-2,2-dichlorocyclopropyl]methylsulfanyl]-5-thiophen-2-yl-1,2,4-triazole
—— N-[2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]ethyl]acetamide —— C12H16N4OS2
N-[2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]ethyl]acetamide
—— 4-benzyl-3-[[(1S)-2,2-dichlorocyclopropyl]methylsulfanyl]-5-(furan-2-yl)-1,2,4-triazole —— C17H15Cl2N3OS
4-benzyl-3-[[(1S)-2,2-dichlorocyclopropyl]methylsulfanyl]-5-(furan-2-yl)-1,2,4-triazole
—— ethyl (2R)-4-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanoate —— C18H20N4O4S2
ethyl (2R)-4-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanoate
—— [2-oxo-2-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethyl] (2S)-2-phenylsulfanylpropanoate —— C22H23NO3S
[2-oxo-2-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethyl] (2S)-2-phenylsulfanylpropanoate
—— N-[(1S)-1-cyano-1-cyclopropylethyl]-2-(2-fluorophenyl)sulfanylacetamide —— C14H15FN2OS
N-[(1S)-1-cyano-1-cyclopropylethyl]-2-(2-fluorophenyl)sulfanylacetamide
—— [2-[(2-Methylphenyl)methylamino]-2-oxoethyl] 2-(2,4-dimethylphenyl)sulfanylacetate —— C20H23NO3S
[2-[(2-Methylphenyl)methylamino]-2-oxoethyl] 2-(2,4-dimethylphenyl)sulfanylacetate
—— [2-oxo-2-[[(S)-phenyl(thiophen-2-yl)methyl]amino]ethyl] 2-(2-fluorophenyl)sulfanylacetate —— C21H18FNO3S2
[2-oxo-2-[[(S)-phenyl(thiophen-2-yl)methyl]amino]ethyl] 2-(2-fluorophenyl)sulfanylacetate