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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
—— (E)-1-[2-[[6-(methoxymethyl)-2-methylsulfanylpyrimidin-4-yl]oxymethyl]morpholin-4-yl]-3-pyridin-2-ylprop-2-en-1-one —— C20H24N4O4S
(E)-1-[2-[[6-(methoxymethyl)-2-methylsulfanylpyrimidin-4-yl]oxymethyl]morpholin-4-yl]-3-pyridin-2-ylprop-2-en-1-one
—— (3R)-3-(2H-triazol-4-ylsulfanyl)-1-(2,2,2-trifluoroethyl)pyrrolidin-2-one —— C8H9F3N4OS
(3R)-3-(2H-triazol-4-ylsulfanyl)-1-(2,2,2-trifluoroethyl)pyrrolidin-2-one
—— N-benzyl-N-[(2S)-2-hydroxy-2-thiophen-2-ylethyl]-2-(1-methylimidazol-2-yl)sulfanylacetamide —— C19H21N3O2S2
N-benzyl-N-[(2S)-2-hydroxy-2-thiophen-2-ylethyl]-2-(1-methylimidazol-2-yl)sulfanylacetamide
—— N-benzyl-N-[(2R)-2-hydroxy-2-thiophen-2-ylethyl]-2-(1-methylimidazol-2-yl)sulfanylacetamide —— C19H21N3O2S2
N-benzyl-N-[(2R)-2-hydroxy-2-thiophen-2-ylethyl]-2-(1-methylimidazol-2-yl)sulfanylacetamide
—— (1S,2R)-N-[4-(1-methylimidazol-2-yl)sulfanylphenyl]-2-pyridin-3-ylcyclopropane-1-carboxamide —— C19H18N4OS
(1S,2R)-N-[4-(1-methylimidazol-2-yl)sulfanylphenyl]-2-pyridin-3-ylcyclopropane-1-carboxamide
—— (1R,2S)-N-[4-(1-methylimidazol-2-yl)sulfanylphenyl]-2-pyridin-3-ylcyclopropane-1-carboxamide —— C19H18N4OS
(1R,2S)-N-[4-(1-methylimidazol-2-yl)sulfanylphenyl]-2-pyridin-3-ylcyclopropane-1-carboxamide
—— (1R,2R)-N-[4-(1-methylimidazol-2-yl)sulfanylphenyl]-2-pyridin-3-ylcyclopropane-1-carboxamide —— C19H18N4OS
(1R,2R)-N-[4-(1-methylimidazol-2-yl)sulfanylphenyl]-2-pyridin-3-ylcyclopropane-1-carboxamide
—— (3S)-3-(2H-triazol-4-ylsulfanyl)-1-(2,2,2-trifluoroethyl)pyrrolidin-2-one —— C8H9F3N4OS
(3S)-3-(2H-triazol-4-ylsulfanyl)-1-(2,2,2-trifluoroethyl)pyrrolidin-2-one
—— (1S,2S)-N-[4-(1-methylimidazol-2-yl)sulfanylphenyl]-2-pyridin-3-ylcyclopropane-1-carboxamide —— C19H18N4OS
(1S,2S)-N-[4-(1-methylimidazol-2-yl)sulfanylphenyl]-2-pyridin-3-ylcyclopropane-1-carboxamide
—— (3E)-1-methyl-3-[[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylidene]indol-2-one —— C20H16N4O3S
(3E)-1-methyl-3-[[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylidene]indol-2-one
—— (5Z)-3-(3-chlorophenyl)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-1,3-thiazolidine-2,4-dione —— C23H15ClN2O4S2
(5Z)-3-(3-chlorophenyl)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-1,3-thiazolidine-2,4-dione
—— (3S)-N-[5-chloro-2-(1-methyltetrazol-5-yl)sulfanylphenyl]-1-(2-phenylacetyl)piperidine-3-carboxamide —— C22H23ClN6O2S
(3S)-N-[5-chloro-2-(1-methyltetrazol-5-yl)sulfanylphenyl]-1-(2-phenylacetyl)piperidine-3-carboxamide
—— (3R)-N-[5-chloro-2-(1-methyltetrazol-5-yl)sulfanylphenyl]-1-(2-phenylacetyl)piperidine-3-carboxamide —— C22H23ClN6O2S
(3R)-N-[5-chloro-2-(1-methyltetrazol-5-yl)sulfanylphenyl]-1-(2-phenylacetyl)piperidine-3-carboxamide
—— N-[(Z)-1-(3-bromophenyl)ethylideneamino]-2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C19H16BrClN4OS3
N-[(Z)-1-(3-bromophenyl)ethylideneamino]-2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[(2S)-2-(2-chlorophenyl)-2-pyrrolidin-1-ylethyl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C17H21ClN4OS2
N-[(2S)-2-(2-chlorophenyl)-2-pyrrolidin-1-ylethyl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— N-[(2R)-2-(2-chlorophenyl)-2-pyrrolidin-1-ylethyl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C17H21ClN4OS2
N-[(2R)-2-(2-chlorophenyl)-2-pyrrolidin-1-ylethyl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— N-[(Z)-[5-(4-methylphenyl)sulfanylfuran-2-yl]methylideneamino]-2,4-dinitroaniline —— C18H14N4O5S
N-[(Z)-[5-(4-methylphenyl)sulfanylfuran-2-yl]methylideneamino]-2,4-dinitroaniline
—— 2-[(5S)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-5-[(1R)-1-(3-methyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,3,4-oxadiazole —— C19H24N4O2S2
2-[(5S)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-5-[(1R)-1-(3-methyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,3,4-oxadiazole
—— 2-[(5S)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-5-[(1S)-1-(3-methyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,3,4-oxadiazole —— C19H24N4O2S2
2-[(5S)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-5-[(1S)-1-(3-methyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,3,4-oxadiazole
—— 2-[(5R)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-5-[(1R)-1-(3-methyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,3,4-oxadiazole —— C19H24N4O2S2
2-[(5R)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-5-[(1R)-1-(3-methyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,3,4-oxadiazole
—— 2-[(5R)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-5-[(1S)-1-(3-methyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,3,4-oxadiazole —— C19H24N4O2S2
2-[(5R)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-5-[(1S)-1-(3-methyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,3,4-oxadiazole
—— (3-methyl-1,2,4-oxadiazol-5-yl)methyl (2S)-2-pyrimidin-2-ylsulfanylpropanoate —— C11H12N4O3S
(3-methyl-1,2,4-oxadiazol-5-yl)methyl (2S)-2-pyrimidin-2-ylsulfanylpropanoate
—— Methyl 2-{[5-chloro-2-({2-cyano-3-[(ethoxycarbonyl)amino]-3-oxo-1-propenyl}amino)-3-fluorophenyl]sulfanyl}acetate —— C16H15ClFN3O5S
Methyl 2-{[5-chloro-2-({2-cyano-3-[(ethoxycarbonyl)amino]-3-oxo-1-propenyl}amino)-3-fluorophenyl]sulfanyl}acetate
—— (2S)-N-[1-(4-methyl-1,3-thiazol-2-yl)cyclopentyl]-2,3-dihydro-1,4-benzoxathiine-2-carboxamide —— C18H20N2O2S2
(2S)-N-[1-(4-methyl-1,3-thiazol-2-yl)cyclopentyl]-2,3-dihydro-1,4-benzoxathiine-2-carboxamide
—— (2R)-N-[1-(4-methyl-1,3-thiazol-2-yl)cyclopentyl]-2,3-dihydro-1,4-benzoxathiine-2-carboxamide —— C18H20N2O2S2
(2R)-N-[1-(4-methyl-1,3-thiazol-2-yl)cyclopentyl]-2,3-dihydro-1,4-benzoxathiine-2-carboxamide
—— 2-[(5-Methylpyrazin-2-yl)methylsulfanyl]-5-(3-methylthiophen-2-yl)-1,3,4-oxadiazole —— C13H12N4OS2
2-[(5-Methylpyrazin-2-yl)methylsulfanyl]-5-(3-methylthiophen-2-yl)-1,3,4-oxadiazole
—— (E)-N-[(Z)-(2-chlorophenyl)methylideneamino]-2-cyano-3-[5-[4-(difluoromethylsulfanyl)phenyl]furan-2-yl]prop-2-enamide —— C22H14ClF2N3O2S
(E)-N-[(Z)-(2-chlorophenyl)methylideneamino]-2-cyano-3-[5-[4-(difluoromethylsulfanyl)phenyl]furan-2-yl]prop-2-enamide
—— 6-tert-butyl-4-[(Z)-[(1R)-cyclohex-3-en-1-yl]methylideneamino]-3-methylsulfanyl-1,2,4-triazin-5-one —— C15H22N4OS
6-tert-butyl-4-[(Z)-[(1R)-cyclohex-3-en-1-yl]methylideneamino]-3-methylsulfanyl-1,2,4-triazin-5-one
—— 6-tert-butyl-4-[(Z)-[(1S)-cyclohex-3-en-1-yl]methylideneamino]-3-methylsulfanyl-1,2,4-triazin-5-one —— C15H22N4OS
6-tert-butyl-4-[(Z)-[(1S)-cyclohex-3-en-1-yl]methylideneamino]-3-methylsulfanyl-1,2,4-triazin-5-one
—— (1S)-1-(3,4-difluorophenyl)-2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanol —— C18H17F2N3OS2
(1S)-1-(3,4-difluorophenyl)-2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanol
—— (1R)-1-(3,4-difluorophenyl)-2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanol —— C18H17F2N3OS2
(1R)-1-(3,4-difluorophenyl)-2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanol
—— (S)-(2-methylsulfanylphenyl)-(5-methylthiophen-2-yl)methanol —— C13H14OS2
(S)-(2-methylsulfanylphenyl)-(5-methylthiophen-2-yl)methanol
—— (R)-(2-methylsulfanylphenyl)-thiophen-2-ylmethanol —— C12H12OS2
(R)-(2-methylsulfanylphenyl)-thiophen-2-ylmethanol
—— (R)-(2-methylsulfanylphenyl)-(5-methylthiophen-2-yl)methanol —— C13H14OS2
(R)-(2-methylsulfanylphenyl)-(5-methylthiophen-2-yl)methanol
—— (S)-(2-methylsulfanylphenyl)-thiophen-2-ylmethanol —— C12H12OS2
(S)-(2-methylsulfanylphenyl)-thiophen-2-ylmethanol
—— (S)-(4-methylsulfanylphenyl)-(5-methylthiophen-2-yl)methanol —— C13H14OS2
(S)-(4-methylsulfanylphenyl)-(5-methylthiophen-2-yl)methanol
—— (R)-(4-methylsulfanylphenyl)-(5-methylthiophen-2-yl)methanol —— C13H14OS2
(R)-(4-methylsulfanylphenyl)-(5-methylthiophen-2-yl)methanol
—— 2-({5-[(2-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(1Z,2E)-2-methyl-3-phenylprop-2-en-1-ylidene]acetohydrazide —— C21H19ClN4OS3
2-({5-[(2-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(1Z,2E)-2-methyl-3-phenylprop-2-en-1-ylidene]acetohydrazide
—— (3R)-1-[2-(3,4-dimethylphenyl)sulfanylethyl]-3-pyrrolidin-1-ylpyrrolidine —— C18H28N2S
(3R)-1-[2-(3,4-dimethylphenyl)sulfanylethyl]-3-pyrrolidin-1-ylpyrrolidine
—— 5-[(3S)-1-[2-(3,4-dimethylphenyl)sulfanylethyl]piperidin-3-yl]-3-methyl-1,2,4-oxadiazole —— C18H25N3OS
5-[(3S)-1-[2-(3,4-dimethylphenyl)sulfanylethyl]piperidin-3-yl]-3-methyl-1,2,4-oxadiazole
—— (3S)-1-[2-(3,4-dimethylphenyl)sulfanylethyl]-3-pyrrolidin-1-ylpyrrolidine —— C18H28N2S
(3S)-1-[2-(3,4-dimethylphenyl)sulfanylethyl]-3-pyrrolidin-1-ylpyrrolidine
—— 1-[(1-ethylcyclobutyl)methyl]-3-[(1R,3S)-3-methylsulfonylcyclohexyl]urea —— C15H28N2O3S
1-[(1-ethylcyclobutyl)methyl]-3-[(1R,3S)-3-methylsulfonylcyclohexyl]urea
—— 1-[(1-ethylcyclobutyl)methyl]-3-[(1R,3R)-3-methylsulfonylcyclohexyl]urea —— C15H28N2O3S
1-[(1-ethylcyclobutyl)methyl]-3-[(1R,3R)-3-methylsulfonylcyclohexyl]urea
—— 1-[4-[(1S)-1-(3-chlorophenyl)-2-hydroxyethyl]piperazin-1-yl]-2-(4-methylphenyl)sulfanylethanone —— C21H25ClN2O2S
1-[4-[(1S)-1-(3-chlorophenyl)-2-hydroxyethyl]piperazin-1-yl]-2-(4-methylphenyl)sulfanylethanone
—— 1-[4-[(1R)-1-(3-chlorophenyl)-2-hydroxyethyl]piperazin-1-yl]-2-(4-methylphenyl)sulfanylethanone —— C21H25ClN2O2S
1-[4-[(1R)-1-(3-chlorophenyl)-2-hydroxyethyl]piperazin-1-yl]-2-(4-methylphenyl)sulfanylethanone
—— 1-[(1-ethylcyclobutyl)methyl]-3-[(1S,3S)-3-methylsulfonylcyclohexyl]urea —— C15H28N2O3S
1-[(1-ethylcyclobutyl)methyl]-3-[(1S,3S)-3-methylsulfonylcyclohexyl]urea
—— 1-[(1-ethylcyclobutyl)methyl]-3-[(1S,3R)-3-methylsulfonylcyclohexyl]urea —— C15H28N2O3S
1-[(1-ethylcyclobutyl)methyl]-3-[(1S,3R)-3-methylsulfonylcyclohexyl]urea
—— 1-cyclopropyl-3-[(1S,2R)-2-(trifluoromethyl)cyclohexyl]thiourea —— C11H17F3N2S
1-cyclopropyl-3-[(1S,2R)-2-(trifluoromethyl)cyclohexyl]thiourea
—— (2E)-2-[4-(4-methylphenyl)-3H-1,3-thiazol-2-ylidene]-3-oxo-4-(1H-1,2,4-triazol-5-ylsulfanyl)butanenitrile —— C16H13N5OS2
(2E)-2-[4-(4-methylphenyl)-3H-1,3-thiazol-2-ylidene]-3-oxo-4-(1H-1,2,4-triazol-5-ylsulfanyl)butanenitrile
—— 3-(2-methoxyethyl)-1-methyl-1-[(2R,3R)-3-methylsulfonylbutan-2-yl]urea —— C10H22N2O4S
3-(2-methoxyethyl)-1-methyl-1-[(2R,3R)-3-methylsulfonylbutan-2-yl]urea