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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
—— N,N-dimethyl-4-[(2S,5S)-5-[(5-pyridin-4-yl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]aniline —— C19H22N5OS2+
N,N-dimethyl-4-[(2S,5S)-5-[(5-pyridin-4-yl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]aniline
—— 6-Amino-5-[2-(4-fluorophenyl)sulfanylacetyl]-1-propylpyrimidine-2,4-dione —— C15H16FN3O3S
6-Amino-5-[2-(4-fluorophenyl)sulfanylacetyl]-1-propylpyrimidine-2,4-dione
—— N,N-dimethyl-4-[(2S,5S)-5-[(5-pyridin-4-yl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-1,3-oxazolidin-2-yl]aniline —— C19H21N5OS2
N,N-dimethyl-4-[(2S,5S)-5-[(5-pyridin-4-yl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-1,3-oxazolidin-2-yl]aniline
—— N,N-dimethyl-4-[(2R,5S)-5-[(5-pyridin-4-yl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]aniline —— C19H22N5OS2+
N,N-dimethyl-4-[(2R,5S)-5-[(5-pyridin-4-yl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]aniline
—— (4R)-3-methyl-4-[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]-4,5-dihydro-2H-[1,2]thiazolo[5,4-b]pyridin-6-one —— C14H13N5O2S2
(4R)-3-methyl-4-[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]-4,5-dihydro-2H-[1,2]thiazolo[5,4-b]pyridin-6-one
—— N-[2-(2,4-dioxo-1,3-thiazolidin-3-yl)ethyl]-2-(4-fluorophenyl)sulfanylacetamide —— C13H13FN2O3S2
N-[2-(2,4-dioxo-1,3-thiazolidin-3-yl)ethyl]-2-(4-fluorophenyl)sulfanylacetamide
—— (3S)-3-(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)piperidin-1-ium —— C15H21N4S+
(3S)-3-(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)piperidin-1-ium
—— 1-[[(2S)-oxolan-2-yl]methyl]-5-prop-2-enylsulfanyltetrazole —— C9H14N4OS
1-[[(2S)-oxolan-2-yl]methyl]-5-prop-2-enylsulfanyltetrazole
—— 1-[[(2R)-oxolan-2-yl]methyl]-5-prop-2-enylsulfanyltetrazole —— C9H14N4OS
1-[[(2R)-oxolan-2-yl]methyl]-5-prop-2-enylsulfanyltetrazole
—— (3S)-3-(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)piperidine —— C15H20N4S
(3S)-3-(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)piperidine
—— 2-[4-chloro-6-[cyclohexyl(methyl)amino]pyrimidin-2-yl]sulfanyl-N-(2-piperidin-1-ium-1-ylethyl)acetamide —— C20H33ClN5OS+
2-[4-chloro-6-[cyclohexyl(methyl)amino]pyrimidin-2-yl]sulfanyl-N-(2-piperidin-1-ium-1-ylethyl)acetamide
—— 2-[4-chloro-6-(dipropylamino)pyrimidin-2-yl]sulfanyl-N-[(2S)-3-methylbutan-2-yl]acetamide —— C17H29ClN4OS
2-[4-chloro-6-(dipropylamino)pyrimidin-2-yl]sulfanyl-N-[(2S)-3-methylbutan-2-yl]acetamide
—— (3-Cyano-4-imino-2-oxopentyl) 2-(2-fluorophenyl)sulfanylacetate —— C14H13FN2O3S
(3-Cyano-4-imino-2-oxopentyl) 2-(2-fluorophenyl)sulfanylacetate
—— [2-Oxo-2-(2-phenylsulfanylanilino)ethyl] imidazo[1,2-a]pyridine-2-carboxylate —— C22H17N3O3S
[2-Oxo-2-(2-phenylsulfanylanilino)ethyl] imidazo[1,2-a]pyridine-2-carboxylate
—— 2-[4-chloro-6-(dipropylamino)pyrimidin-2-yl]sulfanyl-N-[(2R)-3-methylbutan-2-yl]acetamide —— C17H29ClN4OS
2-[4-chloro-6-(dipropylamino)pyrimidin-2-yl]sulfanyl-N-[(2R)-3-methylbutan-2-yl]acetamide
—— [(3S)-3-cyano-4-imino-2-oxopentyl] 2-(2,4-dimethylphenyl)sulfanylacetate —— C16H18N2O3S
[(3S)-3-cyano-4-imino-2-oxopentyl] 2-(2,4-dimethylphenyl)sulfanylacetate
—— [(3R)-3-cyano-4-imino-2-oxopentyl] 2-(3,4-dimethylphenyl)sulfanylacetate —— C16H18N2O3S
[(3R)-3-cyano-4-imino-2-oxopentyl] 2-(3,4-dimethylphenyl)sulfanylacetate
—— 6-Ethyl-2-[(4-fluorophenyl)methylsulfanyl]-3-methylpyrimidin-4-one —— C14H15FN2OS
6-Ethyl-2-[(4-fluorophenyl)methylsulfanyl]-3-methylpyrimidin-4-one
—— (1R)-1-(3-fluorophenyl)-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanol —— C17H16FN3OS2
(1R)-1-(3-fluorophenyl)-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanol
—— 2-(4-chloro-6-pyrrolidin-1-ylpyrimidin-2-yl)sulfanyl-N-[(2S)-5-(diethylamino)pentan-2-yl]acetamide —— C19H32ClN5OS
2-(4-chloro-6-pyrrolidin-1-ylpyrimidin-2-yl)sulfanyl-N-[(2S)-5-(diethylamino)pentan-2-yl]acetamide
—— 2-[[4-(2,5-dimethylpyrazol-3-yl)-5-[(R)-hydroxy(phenyl)methyl]-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C16H17N5O3S
2-[[4-(2,5-dimethylpyrazol-3-yl)-5-[(R)-hydroxy(phenyl)methyl]-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— 2-(4-chloro-6-pyrrolidin-1-ylpyrimidin-2-yl)sulfanyl-N-[(2R)-5-(diethylamino)pentan-2-yl]acetamide —— C19H32ClN5OS
2-(4-chloro-6-pyrrolidin-1-ylpyrimidin-2-yl)sulfanyl-N-[(2R)-5-(diethylamino)pentan-2-yl]acetamide
—— 2-[(4-Fluorophenyl)methylsulfanyl]-3,6-dimethyl-5-[(4-methylphenyl)methyl]pyrimidin-4-one —— C21H21FN2OS
2-[(4-Fluorophenyl)methylsulfanyl]-3,6-dimethyl-5-[(4-methylphenyl)methyl]pyrimidin-4-one
—— (1S)-1-(3-fluorophenyl)-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanol —— C17H16FN3OS2
(1S)-1-(3-fluorophenyl)-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanol
—— 2-[(4-Bromophenyl)methylsulfanyl]-3-methyl-6-propan-2-ylpyrimidin-4-one —— C15H17BrN2OS
2-[(4-Bromophenyl)methylsulfanyl]-3-methyl-6-propan-2-ylpyrimidin-4-one
—— (3R)-1-methyl-3-[(1-propan-2-yltetrazol-5-yl)sulfanylmethyl]piperidine —— C11H21N5S
(3R)-1-methyl-3-[(1-propan-2-yltetrazol-5-yl)sulfanylmethyl]piperidine
—— (3S)-1-methyl-3-[(1-propan-2-yltetrazol-5-yl)sulfanylmethyl]piperidine —— C11H21N5S
(3S)-1-methyl-3-[(1-propan-2-yltetrazol-5-yl)sulfanylmethyl]piperidine
—— 2-[[4-(2,5-dimethylpyrazol-3-yl)-5-[(S)-hydroxy(phenyl)methyl]-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C16H17N5O3S
2-[[4-(2,5-dimethylpyrazol-3-yl)-5-[(S)-hydroxy(phenyl)methyl]-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— 1-[(2S)-2-(dimethylamino)-2-thiophen-2-ylethyl]-3-[2-methyl-4-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]phenyl]urea —— C20H24N4OS3
1-[(2S)-2-(dimethylamino)-2-thiophen-2-ylethyl]-3-[2-methyl-4-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]phenyl]urea
—— 1-[(2R)-2-(dimethylamino)-2-thiophen-2-ylethyl]-3-[2-methyl-4-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]phenyl]urea —— C20H24N4OS3
1-[(2R)-2-(dimethylamino)-2-thiophen-2-ylethyl]-3-[2-methyl-4-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]phenyl]urea
—— 2-[4-chloro-6-(dipropylamino)pyrimidin-2-yl]sulfanyl-N-(2-morpholin-4-ium-4-ylethyl)acetamide —— C18H31ClN5O2S+
2-[4-chloro-6-(dipropylamino)pyrimidin-2-yl]sulfanyl-N-(2-morpholin-4-ium-4-ylethyl)acetamide
—— N-[[(1S)-1-(1-adamantyl)ethyl]carbamothioyl]adamantane-1-carboxamide —— C24H36N2OS
N-[[(1S)-1-(1-adamantyl)ethyl]carbamothioyl]adamantane-1-carboxamide
—— (2S,3R,4R,5R)-1,1-bis(ethylsulfanyl)hexane-2,3,4,5-tetrol —— C10H22O4S2
(2S,3R,4R,5R)-1,1-bis(ethylsulfanyl)hexane-2,3,4,5-tetrol
—— (2S,3S,4R,5R)-1,1-Bis-ethylsulfanyl-hexane-2,3,4,5-tetraol 6748-70-5 C10H22O4S2
(2S,3S,4R,5R)-1,1-Bis-ethylsulfanyl-hexane-2,3,4,5-tetraol
—— (3R)-3-[[4-(furan-2-ylmethyl)-5-pyrrolidin-1-yl-1,2,4-triazol-3-yl]sulfanyl]oxolan-2-one —— C15H18N4O3S
(3R)-3-[[4-(furan-2-ylmethyl)-5-pyrrolidin-1-yl-1,2,4-triazol-3-yl]sulfanyl]oxolan-2-one
—— N-[[(1R)-1-(1-adamantyl)ethyl]carbamothioyl]adamantane-1-carboxamide —— C24H36N2OS
N-[[(1R)-1-(1-adamantyl)ethyl]carbamothioyl]adamantane-1-carboxamide
—— (3S)-3-[[4-(furan-2-ylmethyl)-5-pyrrolidin-1-yl-1,2,4-triazol-3-yl]sulfanyl]oxolan-2-one —— C15H18N4O3S
(3S)-3-[[4-(furan-2-ylmethyl)-5-pyrrolidin-1-yl-1,2,4-triazol-3-yl]sulfanyl]oxolan-2-one
—— 2-[(2S)-oxolan-2-yl]-N-(2-pyridin-2-ylsulfanylpyridin-4-yl)acetamide —— C16H17N3O2S
2-[(2S)-oxolan-2-yl]-N-(2-pyridin-2-ylsulfanylpyridin-4-yl)acetamide
—— 2-[(2R)-oxolan-2-yl]-N-(2-pyridin-2-ylsulfanylpyridin-4-yl)acetamide —— C16H17N3O2S
2-[(2R)-oxolan-2-yl]-N-(2-pyridin-2-ylsulfanylpyridin-4-yl)acetamide
—— ethyl (2R)-2-[[4-(2-pyridin-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]propanoate —— C14H18N4O2S
ethyl (2R)-2-[[4-(2-pyridin-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]propanoate
—— ethyl (2S)-2-[[4-(2-pyridin-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]propanoate —— C14H18N4O2S
ethyl (2S)-2-[[4-(2-pyridin-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]propanoate
—— (2R)-2-(2-chlorophenyl)sulfanyl-N-[1-(2-methylpropyl)piperidin-4-yl]propanamide —— C18H27ClN2OS
(2R)-2-(2-chlorophenyl)sulfanyl-N-[1-(2-methylpropyl)piperidin-4-yl]propanamide
—— (2S)-2-(2-chlorophenyl)sulfanyl-N-[1-(2-methylpropyl)piperidin-4-yl]propanamide —— C18H27ClN2OS
(2S)-2-(2-chlorophenyl)sulfanyl-N-[1-(2-methylpropyl)piperidin-4-yl]propanamide
—— 4-[(4-fluorophenyl)sulfanylmethyl]-N-(4-methylphenyl)-1,3-thiazol-2-amine —— C17H15FN2S2
4-[(4-fluorophenyl)sulfanylmethyl]-N-(4-methylphenyl)-1,3-thiazol-2-amine
—— 2-(2-pyrrolidin-1-ium-1-ylethylsulfanyl)-4-(trifluoromethyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine-3-carbonitrile —— C18H23F3N3S+
2-(2-pyrrolidin-1-ium-1-ylethylsulfanyl)-4-(trifluoromethyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine-3-carbonitrile
—— (4R)-4-[5-(4-methylphenyl)sulfanylfuran-2-yl]-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine —— C17H17N3OS
(4R)-4-[5-(4-methylphenyl)sulfanylfuran-2-yl]-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine
—— (4S)-4-[5-(4-methylphenyl)sulfanylfuran-2-yl]-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine —— C17H17N3OS
(4S)-4-[5-(4-methylphenyl)sulfanylfuran-2-yl]-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine
—— 4-[[5-(4-methylpiperidin-1-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]butanenitrile —— C17H27N5OS
4-[[5-(4-methylpiperidin-1-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]butanenitrile
—— 4-[[5-(4-methylpiperidin-1-yl)-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]butanenitrile —— C17H27N5OS
4-[[5-(4-methylpiperidin-1-yl)-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]butanenitrile
—— 4-[(2S)-2-methylbutyl]-3-[(5-nitro-1,3-thiazol-2-yl)sulfanyl]-1H-1,2,4-triazol-5-one —— C10H13N5O3S2
4-[(2S)-2-methylbutyl]-3-[(5-nitro-1,3-thiazol-2-yl)sulfanyl]-1H-1,2,4-triazol-5-one