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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
—— (2S)-N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C17H19FN4O2S
(2S)-N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)propanamide —— C16H14FN3O3S
(2S)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)propanamide
—— 1-[2,5-dimethyl-1-[(1R)-1-phenylethyl]pyrrol-3-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone —— C19H21N3OS2
1-[2,5-dimethyl-1-[(1R)-1-phenylethyl]pyrrol-3-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone
—— 2-(2-Fluorophenyl)-5-[(2-thiophen-2-yl-1,3-oxazol-4-yl)methylsulfanyl]-1,3,4-oxadiazole —— C16H10FN3O2S2
2-(2-Fluorophenyl)-5-[(2-thiophen-2-yl-1,3-oxazol-4-yl)methylsulfanyl]-1,3,4-oxadiazole
—— (2R)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)propanamide —— C16H14FN3O3S
(2R)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)propanamide
—— N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C16H18FN3O4S2
N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— Ethyl 2-[4-methyl-5-[[2-(4-methylanilino)-1,3-thiazol-4-yl]methylsulfanyl]-1,2,4-triazol-3-yl]acetate —— C18H21N5O2S2
Ethyl 2-[4-methyl-5-[[2-(4-methylanilino)-1,3-thiazol-4-yl]methylsulfanyl]-1,2,4-triazol-3-yl]acetate
—— ethyl N-[2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]carbamate —— C13H12FN3O4S
ethyl N-[2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]carbamate
—— 2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2,2,2-trifluoroethyl)acetamide —— C12H9F4N3O2S
2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2,2,2-trifluoroethyl)acetamide
—— 2-[[4-Benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-1-(5-ethylthiophen-2-yl)ethanone —— C21H19N3O2S2
2-[[4-Benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-1-(5-ethylthiophen-2-yl)ethanone
—— [(2R)-1-(dimethylamino)-1-oxopropan-2-yl] 2-(4-chlorophenyl)sulfanylpyridine-3-carboxylate —— C17H17ClN2O3S
[(2R)-1-(dimethylamino)-1-oxopropan-2-yl] 2-(4-chlorophenyl)sulfanylpyridine-3-carboxylate
—— 2-(4-fluorophenyl)-5-[(1R)-1-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]ethyl]-1,3,4-oxadiazole —— C14H12FN3OS2
2-(4-fluorophenyl)-5-[(1R)-1-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]ethyl]-1,3,4-oxadiazole
—— (2S)-4-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile —— C18H17N5OS3
(2S)-4-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile
—— [2-[cyclopentyl-[(3S)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 2-phenylsulfanylacetate —— C19H25NO5S2
[2-[cyclopentyl-[(3S)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 2-phenylsulfanylacetate
—— 2-(4-methylphenyl)-5-[(1R)-1-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]ethyl]-1,3,4-oxadiazole —— C15H15N3OS2
2-(4-methylphenyl)-5-[(1R)-1-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]ethyl]-1,3,4-oxadiazole
—— 2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[2-[(5E)-5-[(2-fluorophenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]ethyl]acetamide —— C27H22FN5O4S2
2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[2-[(5E)-5-[(2-fluorophenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]ethyl]acetamide
—— [(1S)-1-[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]ethyl] 2-phenylsulfanylacetate —— C18H15FN2O3S
[(1S)-1-[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]ethyl] 2-phenylsulfanylacetate
—— (2S)-N-[(E)-[(2R)-2-(2-cyanoethyl)cyclohexylidene]amino]-2-phenylsulfanylpropanamide —— C18H23N3OS
(2S)-N-[(E)-[(2R)-2-(2-cyanoethyl)cyclohexylidene]amino]-2-phenylsulfanylpropanamide
—— (2R)-2-(4-chlorophenyl)sulfanyl-N-[(E)-(2,3,4-trimethylphenyl)methylideneamino]propanamide —— C19H21ClN2OS
(2R)-2-(4-chlorophenyl)sulfanyl-N-[(E)-(2,3,4-trimethylphenyl)methylideneamino]propanamide
—— (2R)-N-[(2-chlorophenyl)methyl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C15H19ClN4OS
(2R)-N-[(2-chlorophenyl)methyl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2R)-2-(4-amino-6-methylpyrimidin-2-yl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methylpropanamide —— C13H20N4O3S2
(2R)-2-(4-amino-6-methylpyrimidin-2-yl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methylpropanamide
—— (2R)-N-ethyl-2-(1,3,4-thiadiazol-2-ylsulfanyl)propanamide —— C7H11N3OS2
(2R)-N-ethyl-2-(1,3,4-thiadiazol-2-ylsulfanyl)propanamide
—— (2S)-N-cycloheptyl-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C15H26N4O2S2
(2S)-N-cycloheptyl-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2R)-2-(4-amino-6-methylpyrimidin-2-yl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethylpropanamide —— C14H22N4O3S2
(2R)-2-(4-amino-6-methylpyrimidin-2-yl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethylpropanamide
—— (2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C12H20N4O3S2
(2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2S)-2-(4-amino-6-methylpyrimidin-2-yl)sulfanyl-N-(1-cyanocyclohexyl)-N-methylpropanamide —— C16H23N5OS
(2S)-2-(4-amino-6-methylpyrimidin-2-yl)sulfanyl-N-(1-cyanocyclohexyl)-N-methylpropanamide
—— [(3E)-2-oxo-3-(1,3,3-trimethylindol-2-ylidene)propyl] 2-[2-nitro-4-(trifluoromethyl)phenyl]sulfanylbenzoate —— C28H23F3N2O5S
[(3E)-2-oxo-3-(1,3,3-trimethylindol-2-ylidene)propyl] 2-[2-nitro-4-(trifluoromethyl)phenyl]sulfanylbenzoate
—— (2R)-N-[(4-fluorophenyl)methyl]-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide —— C19H17FN2OS2
(2R)-N-[(4-fluorophenyl)methyl]-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide
—— [2-[[(3R)-1,1-dioxothiolan-3-yl]-methylamino]-2-oxoethyl] 2-[2-nitro-4-(trifluoromethyl)phenyl]sulfanylbenzoate —— C21H19F3N2O7S2
[2-[[(3R)-1,1-dioxothiolan-3-yl]-methylamino]-2-oxoethyl] 2-[2-nitro-4-(trifluoromethyl)phenyl]sulfanylbenzoate
—— [2-[[(3S)-1,1-dioxothiolan-3-yl]-methylamino]-2-oxoethyl] 2-[2-nitro-4-(trifluoromethyl)phenyl]sulfanylbenzoate —— C21H19F3N2O7S2
[2-[[(3S)-1,1-dioxothiolan-3-yl]-methylamino]-2-oxoethyl] 2-[2-nitro-4-(trifluoromethyl)phenyl]sulfanylbenzoate
—— (2R)-N-[2-(2,4-dioxo-1,3-thiazolidin-3-yl)ethyl]-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide —— C17H17N3O3S3
(2R)-N-[2-(2,4-dioxo-1,3-thiazolidin-3-yl)ethyl]-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide
—— (2R)-N-cycloheptyl-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C15H26N4O2S2
(2R)-N-cycloheptyl-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-(2-fluorophenyl)sulfanylpropanamide —— C13H16FNO3S2
(2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-(2-fluorophenyl)sulfanylpropanamide
—— (2R)-N-(2-methoxyethyl)-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C12H20N4O2S
(2R)-N-(2-methoxyethyl)-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2R)-2-[[4-amino-5-(2-cyclohexylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(4-methylphenyl)methyl]propanamide —— C21H31N5OS
(2R)-2-[[4-amino-5-(2-cyclohexylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(4-methylphenyl)methyl]propanamide
—— (2S)-2-[[4-amino-5-(2-cyclohexylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(4-fluorophenyl)methyl]propanamide —— C20H28FN5OS
(2S)-2-[[4-amino-5-(2-cyclohexylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(4-fluorophenyl)methyl]propanamide
—— (2R)-N-(2-methoxyethyl)-2-[[5-[(2-methyl-1,3-thiazol-4-yl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C13H18N4O3S2
(2R)-N-(2-methoxyethyl)-2-[[5-[(2-methyl-1,3-thiazol-4-yl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-[(4-fluorophenyl)methyl]-2-[[5-[(2-methyl-1,3-thiazol-4-yl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C17H17FN4O2S2
(2S)-N-[(4-fluorophenyl)methyl]-2-[[5-[(2-methyl-1,3-thiazol-4-yl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-cycloheptyl-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C14H24N4OS
(2R)-N-cycloheptyl-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2S)-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(4-methylphenyl)methyl]propanamide —— C15H20N4OS
(2S)-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(4-methylphenyl)methyl]propanamide
—— (2S)-N-(2-methoxyethyl)-2-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C16H22N4O3S
(2S)-N-(2-methoxyethyl)-2-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2S)-N-[(2-chlorophenyl)methyl]-2-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C20H21ClN4O2S
(2S)-N-[(2-chlorophenyl)methyl]-2-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2R)-N-(2-methoxyethyl)-2-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C16H22N4O3S
(2R)-N-(2-methoxyethyl)-2-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— 2-[(4-amino-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-1-[(1S,5S)-1,3,3-trimethyl-6-azabicyclo[3.2.1]octan-6-yl]ethanone —— C18H25N5OS2
2-[(4-amino-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-1-[(1S,5S)-1,3,3-trimethyl-6-azabicyclo[3.2.1]octan-6-yl]ethanone
—— 2-[(4-amino-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-1-[(1R,5R)-1,3,3-trimethyl-6-azabicyclo[3.2.1]octan-6-yl]ethanone —— C18H25N5OS2
2-[(4-amino-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-1-[(1R,5R)-1,3,3-trimethyl-6-azabicyclo[3.2.1]octan-6-yl]ethanone
—— (2S)-N-[(4-fluorophenyl)methyl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C17H16FN3O3S
(2S)-N-[(4-fluorophenyl)methyl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-1-(azepan-1-yl)-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one —— C16H21N3O3S
(2S)-1-(azepan-1-yl)-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one
—— (2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C14H17N3O5S2
(2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-(1-cyanocyclohexyl)-N-methyl-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C18H22N4O3S
(2R)-N-(1-cyanocyclohexyl)-N-methyl-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— N-butyl-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C13H18N4O2S2
N-butyl-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide