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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
—— ethyl (2S)-2-(1-tert-butyltetrazol-5-yl)sulfanylpropanoate —— C10H18N4O2S
ethyl (2S)-2-(1-tert-butyltetrazol-5-yl)sulfanylpropanoate
—— ethyl (2S)-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate —— C12H15N3O3S2
ethyl (2S)-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate
—— ethyl (2S)-2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanoate —— C14H17N3O2S2
ethyl (2S)-2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanoate
—— ethyl (2R)-2-(1-oxidopyridin-1-ium-2-yl)sulfanylpropanoate —— C10H13NO3S
ethyl (2R)-2-(1-oxidopyridin-1-ium-2-yl)sulfanylpropanoate
—— ethyl (2R)-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate —— C12H15N3O3S2
ethyl (2R)-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate
—— ethyl (2S)-2-(1-oxidopyridin-1-ium-2-yl)sulfanylpropanoate —— C10H13NO3S
ethyl (2S)-2-(1-oxidopyridin-1-ium-2-yl)sulfanylpropanoate
—— N-[(2R)-2-(furan-2-yl)-2-pyrrolidin-1-ylethyl]-2-(2-methylphenyl)sulfanylacetamide —— C19H24N2O2S
N-[(2R)-2-(furan-2-yl)-2-pyrrolidin-1-ylethyl]-2-(2-methylphenyl)sulfanylacetamide
—— [2-[[(2R)-2-cyano-3-methylbutan-2-yl]amino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate —— C17H21FN2O3S
[2-[[(2R)-2-cyano-3-methylbutan-2-yl]amino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [2-oxo-2-[[(1R)-1-phenylethyl]amino]ethyl] 3-(4-fluorophenyl)sulfanylpropanoate —— C19H20FNO3S
[2-oxo-2-[[(1R)-1-phenylethyl]amino]ethyl] 3-(4-fluorophenyl)sulfanylpropanoate
—— N-[(2S)-2-(furan-2-yl)-2-pyrrolidin-1-ium-1-ylethyl]-2-(2-methylphenyl)sulfanylacetamide —— C19H25N2O2S+
N-[(2S)-2-(furan-2-yl)-2-pyrrolidin-1-ium-1-ylethyl]-2-(2-methylphenyl)sulfanylacetamide
—— [2-(Cyclopentylamino)-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate —— C16H20FNO3S
[2-(Cyclopentylamino)-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [(2R)-1-[(1-cyanocyclohexyl)amino]-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate —— C19H23FN2O3S
[(2R)-1-[(1-cyanocyclohexyl)amino]-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [2-[(3-Chlorophenyl)methylamino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate —— C18H17ClFNO3S
[2-[(3-Chlorophenyl)methylamino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [2-[2,5-Dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate —— C20H19FN2O3S2
[2-[2,5-Dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [2-[(4-Chlorophenyl)methylamino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate —— C18H17ClFNO3S
[2-[(4-Chlorophenyl)methylamino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate
—— ethyl (2R)-2-[[5-(methylsulfanylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate —— C9H14N2O3S2
ethyl (2R)-2-[[5-(methylsulfanylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate
—— [(2S)-1-[(1-cyanocyclohexyl)amino]-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate —— C19H23FN2O3S
[(2S)-1-[(1-cyanocyclohexyl)amino]-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [2-[[(1R)-1-cyano-1-cyclopropylethyl]amino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate —— C17H19FN2O3S
[2-[[(1R)-1-cyano-1-cyclopropylethyl]amino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [(2R)-1-[[(1R,2S)-2-methylcyclohexyl]amino]-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate —— C19H26FNO3S
[(2R)-1-[[(1R,2S)-2-methylcyclohexyl]amino]-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [(2R)-1-amino-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate —— C12H14FNO3S
[(2R)-1-amino-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [(2S)-1-[2-(4-fluorophenyl)ethylamino]-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate —— C20H21F2NO3S
[(2S)-1-[2-(4-fluorophenyl)ethylamino]-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [2-[2,5-Dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate —— C21H21FN2O4S
[2-[2,5-Dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [2-oxo-2-[[(2R)-oxolan-2-yl]methylamino]ethyl] 3-(4-fluorophenyl)sulfanylpropanoate —— C16H20FNO4S
[2-oxo-2-[[(2R)-oxolan-2-yl]methylamino]ethyl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [2-Oxo-2-(5-phenyl-3,4-dihydropyrazol-2-yl)ethyl] 3-(4-fluorophenyl)sulfanylpropanoate —— C20H19FN2O3S
[2-Oxo-2-(5-phenyl-3,4-dihydropyrazol-2-yl)ethyl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [2-oxo-2-[[(1S)-1-thiophen-2-ylethyl]amino]ethyl] 3-(4-fluorophenyl)sulfanylpropanoate —— C17H18FNO3S2
[2-oxo-2-[[(1S)-1-thiophen-2-ylethyl]amino]ethyl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [(2S)-1-amino-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate —— C12H14FNO3S
[(2S)-1-amino-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [(2R)-1-[[(1S,2R)-2-methylcyclohexyl]amino]-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate —— C19H26FNO3S
[(2R)-1-[[(1S,2R)-2-methylcyclohexyl]amino]-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [2-[[(1S)-1-(2,4-difluorophenyl)ethyl]amino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate —— C19H18F3NO3S
[2-[[(1S)-1-(2,4-difluorophenyl)ethyl]amino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [2-[[(1S)-1-cyano-1-cyclopropylethyl]amino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate —— C17H19FN2O3S
[2-[[(1S)-1-cyano-1-cyclopropylethyl]amino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [2-[[(1R,2S)-2-methylcyclohexyl]amino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate —— C18H24FNO3S
[2-[[(1R,2S)-2-methylcyclohexyl]amino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [2-[[(1S,2S)-2-methylcyclohexyl]amino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate —— C18H24FNO3S
[2-[[(1S,2S)-2-methylcyclohexyl]amino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [2-[[(3R)-3-methyl-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate —— C16H20FNO5S2
[2-[[(3R)-3-methyl-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [2-[2-(Cyclohexen-1-yl)ethylcarbamoylamino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate —— C20H25FN2O4S
[2-[2-(Cyclohexen-1-yl)ethylcarbamoylamino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate
—— (2S)-2-(7-hexyl-3-methyl-2,4-dioxo-1-propylpyrimido[4,5-d]pyrimidin-5-yl)sulfanylpropanenitrile —— C19H27N5O2S
(2S)-2-(7-hexyl-3-methyl-2,4-dioxo-1-propylpyrimido[4,5-d]pyrimidin-5-yl)sulfanylpropanenitrile
—— [2-[[(1R,2R)-2-methylcyclohexyl]amino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate —— C18H24FNO3S
[2-[[(1R,2R)-2-methylcyclohexyl]amino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate
—— N-[(1R)-3-methyl-1-phenylbutyl]-2-[(5-propan-2-yloxy-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C18H25N3O2S2
N-[(1R)-3-methyl-1-phenylbutyl]-2-[(5-propan-2-yloxy-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— [2-oxo-2-[[(1R)-1-thiophen-2-ylethyl]amino]ethyl] 3-(4-fluorophenyl)sulfanylpropanoate —— C17H18FNO3S2
[2-oxo-2-[[(1R)-1-thiophen-2-ylethyl]amino]ethyl] 3-(4-fluorophenyl)sulfanylpropanoate
—— Methyl 2-(7-hexyl-3-methyl-2,4-dioxo-1-propylpyrimido[4,5-d]pyrimidin-5-yl)sulfanylacetate —— C19H28N4O4S
Methyl 2-(7-hexyl-3-methyl-2,4-dioxo-1-propylpyrimido[4,5-d]pyrimidin-5-yl)sulfanylacetate
—— [2-[[(1R)-1-(2,4-difluorophenyl)ethyl]amino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate —— C19H18F3NO3S
[2-[[(1R)-1-(2,4-difluorophenyl)ethyl]amino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [2-[[(3S)-3-methyl-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate —— C16H20FNO5S2
[2-[[(3S)-3-methyl-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [2-[[(2S)-2-cyano-3-methylbutan-2-yl]amino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate —— C17H21FN2O3S
[2-[[(2S)-2-cyano-3-methylbutan-2-yl]amino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate
—— (2R)-2-(7-hexyl-3-methyl-2,4-dioxo-1-propylpyrimido[4,5-d]pyrimidin-5-yl)sulfanylpropanamide —— C19H29N5O3S
(2R)-2-(7-hexyl-3-methyl-2,4-dioxo-1-propylpyrimido[4,5-d]pyrimidin-5-yl)sulfanylpropanamide
—— 2-(7-hexyl-3-methyl-2,4-dioxo-1-propylpyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N,N-dimethylacetamide —— C20H31N5O3S
2-(7-hexyl-3-methyl-2,4-dioxo-1-propylpyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N,N-dimethylacetamide
—— (2-Oxo-2-thiophen-2-ylethyl) 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C16H19N3O3S3
(2-Oxo-2-thiophen-2-ylethyl) 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— [2-(2-Cyanoethylamino)-2-oxoethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C15H21N5O3S2
[2-(2-Cyanoethylamino)-2-oxoethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— N-[(2R)-2-(4-chlorophenyl)-2-morpholin-4-ylethyl]-3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanamide —— C22H29ClN4O2S
N-[(2R)-2-(4-chlorophenyl)-2-morpholin-4-ylethyl]-3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanamide
—— N-[(2S)-2-(4-chlorophenyl)-2-morpholin-4-ylethyl]-3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanamide —— C22H29ClN4O2S
N-[(2S)-2-(4-chlorophenyl)-2-morpholin-4-ylethyl]-3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanamide
—— [2-[[(2S)-2-cyano-3-methylbutan-2-yl]amino]-2-oxoethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C18H27N5O3S2
[2-[[(2S)-2-cyano-3-methylbutan-2-yl]amino]-2-oxoethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— (1R)-N-[(4-chloro-2-phenylsulfanyl-1,3-thiazol-5-yl)methyl]-1-[4-(1,2,4-triazol-1-yl)phenyl]ethanamine —— C20H18ClN5S2
(1R)-N-[(4-chloro-2-phenylsulfanyl-1,3-thiazol-5-yl)methyl]-1-[4-(1,2,4-triazol-1-yl)phenyl]ethanamine
—— [2-(Benzylamino)-2-oxoethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C19H24N4O3S2
[2-(Benzylamino)-2-oxoethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate