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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
—— [(2R)-1-(cyclopropylamino)-1-oxopropan-2-yl] 3-(4-methylphenyl)sulfanylpropanoate —— C16H21NO3S
[(2R)-1-(cyclopropylamino)-1-oxopropan-2-yl] 3-(4-methylphenyl)sulfanylpropanoate
—— [2-[(4-Chlorophenyl)methylamino]-2-oxoethyl] 3-(4-methylphenyl)sulfanylpropanoate —— C19H20ClNO3S
[2-[(4-Chlorophenyl)methylamino]-2-oxoethyl] 3-(4-methylphenyl)sulfanylpropanoate
—— [2-[[(2S)-2-cyano-3-methylbutan-2-yl]amino]-2-oxoethyl] 3-(4-methylphenyl)sulfanylpropanoate —— C18H24N2O3S
[2-[[(2S)-2-cyano-3-methylbutan-2-yl]amino]-2-oxoethyl] 3-(4-methylphenyl)sulfanylpropanoate
—— [(2S)-1-amino-1-oxopropan-2-yl] 3-(4-methylphenyl)sulfanylpropanoate —— C13H17NO3S
[(2S)-1-amino-1-oxopropan-2-yl] 3-(4-methylphenyl)sulfanylpropanoate
—— [2-(Ethoxycarbonylamino)-2-oxoethyl] 3-(4-methylphenyl)sulfanylpropanoate —— C15H19NO5S
[2-(Ethoxycarbonylamino)-2-oxoethyl] 3-(4-methylphenyl)sulfanylpropanoate
—— [2-[[(3S)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 3-(4-methylphenyl)sulfanylpropanoate —— C16H21NO5S2
[2-[[(3S)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 3-(4-methylphenyl)sulfanylpropanoate
—— [2-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-oxoethyl] 3-(4-methylphenyl)sulfanylpropanoate —— C20H23NO4S
[2-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-oxoethyl] 3-(4-methylphenyl)sulfanylpropanoate
—— [2-[[(3R)-3-methyl-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 3-(4-methylphenyl)sulfanylpropanoate —— C17H23NO5S2
[2-[[(3R)-3-methyl-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 3-(4-methylphenyl)sulfanylpropanoate
—— N'-amino-4-ethylsulfanylbenzenecarboximidamide —— C9H13N3S
N'-amino-4-ethylsulfanylbenzenecarboximidamide
—— methyl 2,4-dimethyl-5-[(2R)-2-(3-phenylsulfanylpropanoyloxy)propanoyl]-1H-pyrrole-3-carboxylate —— C20H23NO5S
methyl 2,4-dimethyl-5-[(2R)-2-(3-phenylsulfanylpropanoyloxy)propanoyl]-1H-pyrrole-3-carboxylate
—— 2-(2-oxoquinoxalin-1-yl)-N-(2-phenylsulfanylphenyl)acetamide —— C22H17N3O2S
2-(2-oxoquinoxalin-1-yl)-N-(2-phenylsulfanylphenyl)acetamide
—— [2-(4-Methylphenyl)-1,3-thiazol-4-yl]methyl 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate —— C19H19N3O2S2
[2-(4-Methylphenyl)-1,3-thiazol-4-yl]methyl 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate
—— (5-Oxo-[1,3]thiazolo[3,2-a]pyrimidin-7-yl)methyl 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate —— C15H14N4O3S2
(5-Oxo-[1,3]thiazolo[3,2-a]pyrimidin-7-yl)methyl 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate
—— 5-(2,3-Dihydro-1,4-benzodioxin-6-ylsulfanyl)-2-methylpyrazolo[1,5-a]quinazoline —— C19H15N3O2S
5-(2,3-Dihydro-1,4-benzodioxin-6-ylsulfanyl)-2-methylpyrazolo[1,5-a]quinazoline
—— 2-Methyl-5-(2-methylpyrazolo[1,5-a]quinazolin-5-yl)sulfanyl-1,3,4-thiadiazole —— C14H11N5S2
2-Methyl-5-(2-methylpyrazolo[1,5-a]quinazolin-5-yl)sulfanyl-1,3,4-thiadiazole
—— 6-Amino-5-[[5-(4-fluorophenyl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-1-methylpyrimidine-2,4-dione —— C14H13FN6O2S
6-Amino-5-[[5-(4-fluorophenyl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-1-methylpyrimidine-2,4-dione
—— N-(cyclopenten-1-yl)-N-ethyl-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C13H17F3N4OS
N-(cyclopenten-1-yl)-N-ethyl-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2R)-1-methoxypropan-2-yl]acetamide —— C14H24N4O2S2
2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2R)-1-methoxypropan-2-yl]acetamide
—— N-(4-methoxyphenyl)-5-(4-methylquinolin-2-yl)sulfanyl-1,3,4-thiadiazol-2-amine —— C19H16N4OS2
N-(4-methoxyphenyl)-5-(4-methylquinolin-2-yl)sulfanyl-1,3,4-thiadiazol-2-amine
—— 2-(2-cyanophenyl)sulfanyl-N-[[(2R)-1-ethylpyrrolidin-2-yl]methyl]benzamide —— C21H23N3OS
2-(2-cyanophenyl)sulfanyl-N-[[(2R)-1-ethylpyrrolidin-2-yl]methyl]benzamide
—— N-[(2R)-2-(dimethylamino)-2-thiophen-2-ylethyl]-2-phenylsulfanylpyridine-3-carboxamide —— C20H21N3OS2
N-[(2R)-2-(dimethylamino)-2-thiophen-2-ylethyl]-2-phenylsulfanylpyridine-3-carboxamide
—— 4-benzothiazol-2-ylmercapto-3-nitro-benzenesulfonic acid methylamide —— C14H11N3O4S3
4-benzothiazol-2-ylmercapto-3-nitro-benzenesulfonic acid methylamide
—— N-[(2S)-2-(dimethylamino)-2-thiophen-2-ylethyl]-2-phenylsulfanylpyridine-3-carboxamide —— C20H21N3OS2
N-[(2S)-2-(dimethylamino)-2-thiophen-2-ylethyl]-2-phenylsulfanylpyridine-3-carboxamide
—— dimethyl-[(1S)-2-[(2-phenylsulfanylpyridine-3-carbonyl)amino]-1-thiophen-2-ylethyl]azanium —— C20H22N3OS2+
dimethyl-[(1S)-2-[(2-phenylsulfanylpyridine-3-carbonyl)amino]-1-thiophen-2-ylethyl]azanium
—— 2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[3-(2-oxopyrrolidin-1-yl)propyl]acetamide —— C17H19ClN4O3S
2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[3-(2-oxopyrrolidin-1-yl)propyl]acetamide
—— ethyl 2-[2-[(3S)-3-cyano-3-(4-methyl-1,3-thiazol-2-yl)-2-oxopropyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C15H15N3O3S3
ethyl 2-[2-[(3S)-3-cyano-3-(4-methyl-1,3-thiazol-2-yl)-2-oxopropyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— 2-(2-Pyrimidinylmercapto)-benzthiazol 37525-42-1 C11H7N3S2
2-(2-Pyrimidinylmercapto)-benzthiazol
—— ethyl 2-[2-[(3R)-3-cyano-3-(4-methyl-1,3-thiazol-2-yl)-2-oxopropyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C15H15N3O3S3
ethyl 2-[2-[(3R)-3-cyano-3-(4-methyl-1,3-thiazol-2-yl)-2-oxopropyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— dimethyl-[(1R)-2-[(2-phenylsulfanylpyridine-3-carbonyl)amino]-1-thiophen-2-ylethyl]azanium —— C20H22N3OS2+
dimethyl-[(1R)-2-[(2-phenylsulfanylpyridine-3-carbonyl)amino]-1-thiophen-2-ylethyl]azanium
—— [2-[benzyl(methyl)amino]-2-oxoethyl] (1'R,5'S)-spiro[1,3-dithiolane-2,9'-bicyclo[3.3.1]nonane]-3'-carboxylate —— C22H29NO3S2
[2-[benzyl(methyl)amino]-2-oxoethyl] (1'R,5'S)-spiro[1,3-dithiolane-2,9'-bicyclo[3.3.1]nonane]-3'-carboxylate
—— (2R)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N,N-di(propan-2-yl)propanamide —— C19H27N3O2S
(2R)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N,N-di(propan-2-yl)propanamide
—— (2S)-1-(azepan-1-yl)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one —— C19H25N3O2S
(2S)-1-(azepan-1-yl)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one
—— (2S)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethylpropanamide —— C19H25N3O4S2
(2S)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethylpropanamide
—— (2R)-N-tert-butyl-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C17H23N3O2S
(2R)-N-tert-butyl-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methylpropanamide —— C18H23N3O4S2
(2S)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methylpropanamide
—— (2R)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(thiophen-2-ylmethyl)propanamide —— C18H19N3O2S2
(2R)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(thiophen-2-ylmethyl)propanamide
—— (2S)-N-(cyclopentylcarbamoyl)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C19H24N4O3S
(2S)-N-(cyclopentylcarbamoyl)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethylpropanamide —— C19H25N3O4S2
(2S)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethylpropanamide
—— (2S)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]propanamide —— C17H21N3O4S2
(2S)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]propanamide
—— (2S)-N-(2-cyanoethyl)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylpropanamide —— C17H20N4O2S
(2S)-N-(2-cyanoethyl)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylpropanamide
—— (2S)-N-[(2-chlorophenyl)methyl]-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C20H20ClN3O2S
(2S)-N-[(2-chlorophenyl)methyl]-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(thiophen-2-ylmethyl)propanamide —— C18H19N3O2S2
(2S)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(thiophen-2-ylmethyl)propanamide
—— (2S)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methylpropanamide —— C18H23N3O4S2
(2S)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methylpropanamide
—— 2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-1-methoxypropan-2-yl]acetamide —— C12H15N3O4S
2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-1-methoxypropan-2-yl]acetamide
—— (2S)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-methylpropyl)propanamide —— C17H23N3O2S
(2S)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-methylpropyl)propanamide
—— (2R)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethylpropanamide —— C19H25N3O4S2
(2R)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethylpropanamide
—— (2R)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methylpropanamide —— C18H23N3O4S2
(2R)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methylpropanamide
—— (2R)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]propanamide —— C17H21N3O4S2
(2R)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]propanamide
—— (2R)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]propanamide —— C17H21N3O4S2
(2R)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]propanamide
—— (2R)-N-[(1S,2R)-2-methylcyclohexyl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)propanamide —— C12H19N3OS2
(2R)-N-[(1S,2R)-2-methylcyclohexyl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)propanamide