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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-oxo-2-[[(1S)-1-phenylethyl]amino]ethyl] (E)-3-phenylsulfanylprop-2-enoate —— C19H19NO3S
[2-oxo-2-[[(1S)-1-phenylethyl]amino]ethyl] (E)-3-phenylsulfanylprop-2-enoate
—— 3-(3-phenylpropylsulfanyl)-4-propyl-1H-1,2,4-triazol-5-one —— C14H19N3OS
3-(3-phenylpropylsulfanyl)-4-propyl-1H-1,2,4-triazol-5-one
—— 3-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-4-propyl-1H-1,2,4-triazol-5-one —— C14H14BrN5O2S
3-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-4-propyl-1H-1,2,4-triazol-5-one
—— N-(2-cyanoethyl)-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C10H15N5O2S
N-(2-cyanoethyl)-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— [2-(1-adamantylamino)-2-oxoethyl] (E)-3-phenylsulfanylprop-2-enoate —— C21H25NO3S
[2-(1-adamantylamino)-2-oxoethyl] (E)-3-phenylsulfanylprop-2-enoate
—— [5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]methyl (E)-3-phenylsulfanylprop-2-enoate —— C16H12N2O4S
[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]methyl (E)-3-phenylsulfanylprop-2-enoate
—— N-[(1R)-1-(2,4-difluorophenyl)ethyl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C15H18F2N4O2S
N-[(1R)-1-(2,4-difluorophenyl)ethyl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]-N-propan-2-ylacetamide —— C10H18N4O2S
2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]-N-propan-2-ylacetamide
—— N-(2-methylpropyl)-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C11H20N4O2S
N-(2-methylpropyl)-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— (2-amino-2-oxoethyl) (E)-3-phenylsulfanylprop-2-enoate —— C11H11NO3S
(2-amino-2-oxoethyl) (E)-3-phenylsulfanylprop-2-enoate
—— 2-(4-Bromophenyl)sulfanyl-1-[4-[(5-methyl-1,2-oxazol-3-yl)methyl]piperazin-4-ium-1-yl]ethanone —— C17H21BrN3O2S+
2-(4-Bromophenyl)sulfanyl-1-[4-[(5-methyl-1,2-oxazol-3-yl)methyl]piperazin-4-ium-1-yl]ethanone
—— 2-(4-bromophenyl)sulfanyl-N-[(3R,4R)-4-chloro-1,1-dioxothiolan-3-yl]acetamide —— C12H13BrClNO3S2
2-(4-bromophenyl)sulfanyl-N-[(3R,4R)-4-chloro-1,1-dioxothiolan-3-yl]acetamide
—— 2-(4-bromophenyl)sulfanyl-N-(2-cyanopropan-2-yl)-N-methylacetamide —— C13H15BrN2OS
2-(4-bromophenyl)sulfanyl-N-(2-cyanopropan-2-yl)-N-methylacetamide
—— Furan-2-ylmethyl-[2-(1-methyltetrazol-5-yl)sulfanylethyl]azanium —— C9H14N5OS+
Furan-2-ylmethyl-[2-(1-methyltetrazol-5-yl)sulfanylethyl]azanium
—— diethyl (4S)-2-amino-6-methyl-4-(4-methylsulfanylphenyl)-4H-pyran-3,5-dicarboxylate —— C19H23NO5S
diethyl (4S)-2-amino-6-methyl-4-(4-methylsulfanylphenyl)-4H-pyran-3,5-dicarboxylate
—— N-[(1R)-1-(4-ethylphenyl)ethyl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C17H24N4O2S
N-[(1R)-1-(4-ethylphenyl)ethyl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[(1R)-1-(2-bromophenyl)ethyl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C15H19BrN4O2S
N-[(1R)-1-(2-bromophenyl)ethyl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— (4S)-4-(4-methylsulfanylphenyl)-1-(oxan-4-yl)-4,8-dihydro-2H-pyrazolo[3,4-e][1,4]thiazepine-3,7-dione —— C18H21N3O3S2
(4S)-4-(4-methylsulfanylphenyl)-1-(oxan-4-yl)-4,8-dihydro-2H-pyrazolo[3,4-e][1,4]thiazepine-3,7-dione
—— (2R)-3-(4-methylphenyl)-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile —— C21H21N3OS2
(2R)-3-(4-methylphenyl)-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile
—— 2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-[(1S)-3-methyl-1-phenylbutyl]acetamide —— C20H22N5OS+
2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-[(1S)-3-methyl-1-phenylbutyl]acetamide
—— N-[[5-[2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]thiophen-2-yl]methyl]acetamide —— C14H16N4O2S3
N-[[5-[2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]thiophen-2-yl]methyl]acetamide
—— (1'S,2R,5'R,6'S)-2'-amino-6'-(4-methylsulfanylphenyl)spiro[1,3-oxathiolane-2,4'-3-azoniabicyclo[3.1.0]hex-2-ene]-1',5'-dicarbonitrile —— C16H15N4OS2+
(1'S,2R,5'R,6'S)-2'-amino-6'-(4-methylsulfanylphenyl)spiro[1,3-oxathiolane-2,4'-3-azoniabicyclo[3.1.0]hex-2-ene]-1',5'-dicarbonitrile
—— (Z)-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-[5-(4-methylphenyl)sulfanylfuran-2-yl]prop-2-enoic acid —— C18H16N2O4S2
(Z)-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-[5-(4-methylphenyl)sulfanylfuran-2-yl]prop-2-enoic acid
—— (Z)-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-[5-(4-methylphenyl)sulfanylfuran-2-yl]prop-2-enoate —— C18H15N2O4S2-
(Z)-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-[5-(4-methylphenyl)sulfanylfuran-2-yl]prop-2-enoate
—— ethyl 2-[2-[2-oxo-2-[[(2R)-oxolan-2-yl]methylamino]ethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C14H20N2O4S2
ethyl 2-[2-[2-oxo-2-[[(2R)-oxolan-2-yl]methylamino]ethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— 6-Amino-3-methyl-5-[2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetyl]-1-propylpyrimidine-2,4-dione —— C15H18N4O4S
6-Amino-3-methyl-5-[2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetyl]-1-propylpyrimidine-2,4-dione
—— N-[(1R)-1-(4-bromophenyl)ethyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide —— C15H15BrN2O2S
N-[(1R)-1-(4-bromophenyl)ethyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide
—— (E)-3-[5-(diethylamino)furan-2-yl]-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]prop-2-enoate —— C15H18N3O4S-
(E)-3-[5-(diethylamino)furan-2-yl]-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]prop-2-enoate
—— methyl (3S)-3-[3-hydroxy-6-[(2-methylphenyl)sulfanylmethyl]-4-oxopyran-2-yl]-3-(4-hydroxyphenyl)propanoate —— C23H22O6S
methyl (3S)-3-[3-hydroxy-6-[(2-methylphenyl)sulfanylmethyl]-4-oxopyran-2-yl]-3-(4-hydroxyphenyl)propanoate
—— N-[(1R)-1-(4-ethylphenyl)ethyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide —— C17H20N2O2S
N-[(1R)-1-(4-ethylphenyl)ethyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide
—— ethyl (4R)-4-ethyl-6-[(1-oxidopyridin-1-ium-2-yl)sulfanylmethyl]-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate —— C15H19N3O4S
ethyl (4R)-4-ethyl-6-[(1-oxidopyridin-1-ium-2-yl)sulfanylmethyl]-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate
—— ethyl 2-[2-[(2R)-1-[[(1S)-1-(4-fluorophenyl)ethyl]amino]-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate —— C18H21FN2O3S2
ethyl 2-[2-[(2R)-1-[[(1S)-1-(4-fluorophenyl)ethyl]amino]-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate
—— ethyl 2-[2-[2-oxo-2-[[(2S)-2-phenylpropyl]amino]ethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C18H22N2O3S2
ethyl 2-[2-[2-oxo-2-[[(2S)-2-phenylpropyl]amino]ethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— (2S)-N-(1-cyanocyclohexyl)-2-(1-oxidopyridin-1-ium-2-yl)sulfanylpropanamide —— C15H19N3O2S
(2S)-N-(1-cyanocyclohexyl)-2-(1-oxidopyridin-1-ium-2-yl)sulfanylpropanamide
—— ethyl 2-[2-[(2R)-1-[[(1R)-1-(4-fluorophenyl)ethyl]amino]-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate —— C18H21FN2O3S2
ethyl 2-[2-[(2R)-1-[[(1R)-1-(4-fluorophenyl)ethyl]amino]-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate
—— ethyl 2-[2-[(2R)-1-[[(2R)-2-cyano-3-methylbutan-2-yl]amino]-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate —— C16H23N3O3S2
ethyl 2-[2-[(2R)-1-[[(2R)-2-cyano-3-methylbutan-2-yl]amino]-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate
—— (2S)-N-[2-(4-fluorophenyl)ethyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylpropanamide —— C16H17FN2O2S
(2S)-N-[2-(4-fluorophenyl)ethyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylpropanamide
—— [(1R)-2-[[2-[[4-(2-ethoxy-2-oxoethyl)-1,3-thiazol-2-yl]sulfanyl]acetyl]amino]-1-phenylethyl]-dimethylazanium —— C19H26N3O3S2+
[(1R)-2-[[2-[[4-(2-ethoxy-2-oxoethyl)-1,3-thiazol-2-yl]sulfanyl]acetyl]amino]-1-phenylethyl]-dimethylazanium
—— (2S)-N-(1-adamantyl)-2-(1-oxidopyridin-1-ium-2-yl)sulfanylpropanamide —— C18H24N2O2S
(2S)-N-(1-adamantyl)-2-(1-oxidopyridin-1-ium-2-yl)sulfanylpropanamide
—— 5-[(1R)-1-[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-N-prop-2-enyl-1,3,4-thiadiazol-2-amine —— C15H14FN5OS2
5-[(1R)-1-[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-N-prop-2-enyl-1,3,4-thiadiazol-2-amine
—— (2R)-N,N-dimethyl-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C15H20N4O2S
(2R)-N,N-dimethyl-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— [(1R)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl] 3-(4-fluorophenyl)sulfanylpropanoate —— C20H19FN2O3S
[(1R)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl] 3-(4-fluorophenyl)sulfanylpropanoate
—— (2R)-2-[[4-amino-5-(2-cyclohexylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-ethylpropanamide —— C15H27N5OS
(2R)-2-[[4-amino-5-(2-cyclohexylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-ethylpropanamide
—— 3-[(1S)-1-[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-4-(2-phenylethyl)-1H-1,2,4-triazol-5-one —— C20H18FN5O2S
3-[(1S)-1-[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-4-(2-phenylethyl)-1H-1,2,4-triazol-5-one
—— 2-(4-fluorophenyl)-5-[(1S)-1-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]ethyl]-1,3,4-oxadiazole —— C19H14FN3OS2
2-(4-fluorophenyl)-5-[(1S)-1-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]ethyl]-1,3,4-oxadiazole
—— [(1S)-1-[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]ethyl] 3-(4-fluorophenyl)sulfanylpropanoate —— C19H16F2N2O3S
[(1S)-1-[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]ethyl] 3-(4-fluorophenyl)sulfanylpropanoate
—— 3-[4-(difluoromethylsulfanyl)phenyl]-1-(dimethylamino)-1-[(3R)-1,1-dioxothiolan-3-yl]thiourea —— C14H19F2N3O2S3
3-[4-(difluoromethylsulfanyl)phenyl]-1-(dimethylamino)-1-[(3R)-1,1-dioxothiolan-3-yl]thiourea
—— (2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-(1-methyltetrazol-5-yl)sulfanylpropan-1-one —— C13H17N5O2S
(2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-(1-methyltetrazol-5-yl)sulfanylpropan-1-one
—— ethyl 2-[2-[2-[[(1S)-1-(3,4-dimethylphenyl)ethyl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C19H24N2O3S2
ethyl 2-[2-[2-[[(1S)-1-(3,4-dimethylphenyl)ethyl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— ethyl 2-[2-[2-[[(1S)-1-(4-ethylphenyl)ethyl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C19H24N2O3S2
ethyl 2-[2-[2-[[(1S)-1-(4-ethylphenyl)ethyl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate