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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
—— 5-[3-[(2R)-2-(5-ethylfuran-2-yl)azepan-1-yl]-3-oxopropyl]-6-methyl-2-methylsulfanyl-1H-pyrimidin-4-one —— C21H29N3O3S
5-[3-[(2R)-2-(5-ethylfuran-2-yl)azepan-1-yl]-3-oxopropyl]-6-methyl-2-methylsulfanyl-1H-pyrimidin-4-one
—— 2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[(2R)-2-(5-ethylfuran-2-yl)azepan-1-yl]ethanone —— C22H24ClN3O3S
2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[(2R)-2-(5-ethylfuran-2-yl)azepan-1-yl]ethanone
—— 5-[3-[(2S)-2-(5-ethylfuran-2-yl)azepan-1-yl]-3-oxopropyl]-6-methyl-2-methylsulfanyl-1H-pyrimidin-4-one —— C21H29N3O3S
5-[3-[(2S)-2-(5-ethylfuran-2-yl)azepan-1-yl]-3-oxopropyl]-6-methyl-2-methylsulfanyl-1H-pyrimidin-4-one
—— 2-[[2-[(1R)-1-ethoxyethyl]-1,3-thiazol-4-yl]methylsulfanyl]-5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazole —— C19H23N3O2S2
2-[[2-[(1R)-1-ethoxyethyl]-1,3-thiazol-4-yl]methylsulfanyl]-5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazole
—— 2-[[2-[(1S)-1-ethoxyethyl]-1,3-thiazol-4-yl]methylsulfanyl]-5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazole —— C19H23N3O2S2
2-[[2-[(1S)-1-ethoxyethyl]-1,3-thiazol-4-yl]methylsulfanyl]-5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazole
—— 2-[[2-[(1S)-1-ethoxyethyl]-1,3-thiazol-4-yl]methylsulfanyl]-5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazole —— C19H23N3O2S2
2-[[2-[(1S)-1-ethoxyethyl]-1,3-thiazol-4-yl]methylsulfanyl]-5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazole
—— 2-[[2-[(1R)-1-ethoxyethyl]-1,3-thiazol-4-yl]methylsulfanyl]-5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazole —— C19H23N3O2S2
2-[[2-[(1R)-1-ethoxyethyl]-1,3-thiazol-4-yl]methylsulfanyl]-5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazole
—— 6,7-Dichloro-2-isopropyl-3-(5-cyclopropylmethylsulfanyl-1,3,4-thiadiazol-2-ylsulfanyl)quinoxaline —— C17H16Cl2N4S3
6,7-Dichloro-2-isopropyl-3-(5-cyclopropylmethylsulfanyl-1,3,4-thiadiazol-2-ylsulfanyl)quinoxaline
—— 5-(2-Anilinopyrimidin-4-yl)-4-(4-chlorophenyl)-2-methylsulfanylthiophene-3-carbonitrile —— C22H15ClN4S2
5-(2-Anilinopyrimidin-4-yl)-4-(4-chlorophenyl)-2-methylsulfanylthiophene-3-carbonitrile
—— 2-(3,4-dimethylphenyl)sulfanyl-N-[1-[[(3S)-oxolan-3-yl]methyl]piperidin-4-yl]pyridine-3-carboxamide —— C24H31N3O2S
2-(3,4-dimethylphenyl)sulfanyl-N-[1-[[(3S)-oxolan-3-yl]methyl]piperidin-4-yl]pyridine-3-carboxamide
—— 2-(3-bromopyridin-2-yl)sulfanyl-N-[(1S)-3-methyl-1-phenylbutyl]acetamide —— C18H21BrN2OS
2-(3-bromopyridin-2-yl)sulfanyl-N-[(1S)-3-methyl-1-phenylbutyl]acetamide
—— N-(2,3-dihydroimidazo[2,1-b][1,3]thiazol-6-ylmethyl)-2-[(2S)-4-propan-2-ylmorpholin-2-yl]acetamide —— C15H24N4O2S
N-(2,3-dihydroimidazo[2,1-b][1,3]thiazol-6-ylmethyl)-2-[(2S)-4-propan-2-ylmorpholin-2-yl]acetamide
—— 2-(3-bromopyridin-2-yl)sulfanyl-N-[(1R)-3-methyl-1-phenylbutyl]acetamide —— C18H21BrN2OS
2-(3-bromopyridin-2-yl)sulfanyl-N-[(1R)-3-methyl-1-phenylbutyl]acetamide
—— 2-[(1R)-1-(3-bromopyridin-2-yl)sulfanylethyl]-5-(4-methylphenyl)-1,3,4-oxadiazole —— C16H14BrN3OS
2-[(1R)-1-(3-bromopyridin-2-yl)sulfanylethyl]-5-(4-methylphenyl)-1,3,4-oxadiazole
—— 2-(3,4-dimethylphenyl)sulfanyl-N-[1-[[(3R)-oxolan-3-yl]methyl]piperidin-4-yl]pyridine-3-carboxamide —— C24H31N3O2S
2-(3,4-dimethylphenyl)sulfanyl-N-[1-[[(3R)-oxolan-3-yl]methyl]piperidin-4-yl]pyridine-3-carboxamide
—— 2-[(1S)-1-(3-bromopyridin-2-yl)sulfanylethyl]-5-(4-methylphenyl)-1,3,4-oxadiazole —— C16H14BrN3OS
2-[(1S)-1-(3-bromopyridin-2-yl)sulfanylethyl]-5-(4-methylphenyl)-1,3,4-oxadiazole
—— 2-[(6-methylpyridin-3-yl)methyl]-5-(8-phenyloctylsulfanyl)-1H-pyrimidin-6-one —— C25H31N3OS
2-[(6-methylpyridin-3-yl)methyl]-5-(8-phenyloctylsulfanyl)-1H-pyrimidin-6-one
—— 3-[5-[3-Fluoro-5-(4-methoxyoxan-4-yl)phenyl]sulfanyl-2-(methylamino)phenyl]propanoic acid —— C22H26FNO4S
3-[5-[3-Fluoro-5-(4-methoxyoxan-4-yl)phenyl]sulfanyl-2-(methylamino)phenyl]propanoic acid
—— N-[4-[4-[(2,2-dimethylcyclopropanecarbonyl)amino]phenyl]sulfanylphenyl]-2,2-dimethylcyclopropane-1-carboxamide —— C24H28N2O2S
N-[4-[4-[(2,2-dimethylcyclopropanecarbonyl)amino]phenyl]sulfanylphenyl]-2,2-dimethylcyclopropane-1-carboxamide
—— (6S)-8-chloro-6-(4-methylpiperazin-1-yl)-5,6-dihydropyrrolo[2,1-b][1,3]benzothiazepine;dihydrochloride —— C17H22Cl3N3S
(6S)-8-chloro-6-(4-methylpiperazin-1-yl)-5,6-dihydropyrrolo[2,1-b][1,3]benzothiazepine;dihydrochloride
—— 5-(6,7-difluoroquinazolin-4-yl)sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine —— C15H13F2N5OS2
5-(6,7-difluoroquinazolin-4-yl)sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine
—— 5-(6,7-difluoroquinazolin-4-yl)sulfanyl-N-[[(2S)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine —— C15H13F2N5OS2
5-(6,7-difluoroquinazolin-4-yl)sulfanyl-N-[[(2S)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine
—— 5-(4'-Cyanobenzyl)-1-[2-(3"methylphenylthio)pyrid-5-ylmethyl)imidazole —— C24H20N4S
5-(4'-Cyanobenzyl)-1-[2-(3"methylphenylthio)pyrid-5-ylmethyl)imidazole
—— 7-[[2-Hydroxy-1-(hydroxymethyl)ethyl]amino]-5-[[(2-methyl-4-thiazolyl)methyl] thio]thiazolo[4,5-d]pyrimidin-2(3H)-one —— C13H15N5O3S3
7-[[2-Hydroxy-1-(hydroxymethyl)ethyl]amino]-5-[[(2-methyl-4-thiazolyl)methyl] thio]thiazolo[4,5-d]pyrimidin-2(3H)-one
—— 5-[(2,3-difluorophenyl)methylsulfanyl]-7-(1-hydroxypropan-2-ylamino)-3H-[1,3]thiazolo[4,5-d]pyrimidin-2-one —— C15H14F2N4O2S2
5-[(2,3-difluorophenyl)methylsulfanyl]-7-(1-hydroxypropan-2-ylamino)-3H-[1,3]thiazolo[4,5-d]pyrimidin-2-one
—— N-[[(5S)-3-[5-(5-aminopyridin-2-yl)sulfanylpyridin-3-yl]-2-oxo-1,3-oxazolidin-5-yl]methyl]ethanethioamide —— C16H17N5O2S2
N-[[(5S)-3-[5-(5-aminopyridin-2-yl)sulfanylpyridin-3-yl]-2-oxo-1,3-oxazolidin-5-yl]methyl]ethanethioamide
—— 5-[(2-chloro-6-fluorophenyl)methylsulfanyl]-N-(3-methylphenyl)-1,3,4-thiadiazol-2-amine —— C16H13ClFN3S2
5-[(2-chloro-6-fluorophenyl)methylsulfanyl]-N-(3-methylphenyl)-1,3,4-thiadiazol-2-amine
—— (R)-(+)-N-hydroxy-6-[4-(2-(4-methylthiophenyl)ethynyl)phenyl]-6-hydroxyhexanamide —— C21H23NO3S
(R)-(+)-N-hydroxy-6-[4-(2-(4-methylthiophenyl)ethynyl)phenyl]-6-hydroxyhexanamide
—— 2-(3-Methoxyphenyl)sulfanyl-3-(3-pyridin-4-ylpropoxy)pyridine —— C20H20N2O2S
2-(3-Methoxyphenyl)sulfanyl-3-(3-pyridin-4-ylpropoxy)pyridine
—— 6-Acetyl-4-[2-(dimethylamino)ethylsulfanyl]-2-(4-fluorophenyl)-5-methylpyridazin-3-one —— C17H20FN3O2S
6-Acetyl-4-[2-(dimethylamino)ethylsulfanyl]-2-(4-fluorophenyl)-5-methylpyridazin-3-one
—— N-[2-(4-chlorophenyl)sulfanylethyl]-2-[(2S)-morpholin-2-yl]acetamide —— C14H19ClN2O2S
N-[2-(4-chlorophenyl)sulfanylethyl]-2-[(2S)-morpholin-2-yl]acetamide
—— N-[2-(4-chlorophenyl)sulfanylethyl]-2-[(2R)-morpholin-2-yl]acetamide —— C14H19ClN2O2S
N-[2-(4-chlorophenyl)sulfanylethyl]-2-[(2R)-morpholin-2-yl]acetamide
—— 3-(4-chloro-anilino)-5-(2-methyl-thiazol-4-ylmethylthio)-1,2,4-triazole 334539-41-2 C13H12ClN5S2
3-(4-chloro-anilino)-5-(2-methyl-thiazol-4-ylmethylthio)-1,2,4-triazole
—— (2S)-N-methyl-N-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]-1-pyrazin-2-ylpropan-2-amine —— C16H20N6OS
(2S)-N-methyl-N-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]-1-pyrazin-2-ylpropan-2-amine
—— 6-[2-[2-(4-Hydroxyphenyl)sulfanylethoxy]ethylsulfanyl]pyridin-3-ol —— C15H17NO3S2
6-[2-[2-(4-Hydroxyphenyl)sulfanylethoxy]ethylsulfanyl]pyridin-3-ol
—— 3-(4-chloro-anilino)-5-(2-fluoro-benzylthio)-1,2,4-triazole 334539-36-5 C15H12ClFN4S
3-(4-chloro-anilino)-5-(2-fluoro-benzylthio)-1,2,4-triazole
—— 8-[(4-chlorophenyl)methyl]-5-methyl-3,4-dihydro-2H-pyridazino[4,5-b][1,4]thiazepin-9-one —— C15H16ClN3OS
8-[(4-chlorophenyl)methyl]-5-methyl-3,4-dihydro-2H-pyridazino[4,5-b][1,4]thiazepin-9-one
—— (3S)-3-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-1-methylpyrrolidin-2-one —— C18H24N4OS2
(3S)-3-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-1-methylpyrrolidin-2-one
—— 5-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanylmethyl]-3-[(1R)-1-ethoxyethyl]-1,2,4-oxadiazole —— C16H19N5O2S2
5-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanylmethyl]-3-[(1R)-1-ethoxyethyl]-1,2,4-oxadiazole
—— (3R)-3-[[5-[4-(difluoromethylsulfanyl)anilino]-1,3,4-thiadiazol-2-yl]sulfanyl]-1-methylpyrrolidin-2-one —— C14H14F2N4OS3
(3R)-3-[[5-[4-(difluoromethylsulfanyl)anilino]-1,3,4-thiadiazol-2-yl]sulfanyl]-1-methylpyrrolidin-2-one
—— 5-[[3-[(1S)-1-ethoxyethyl]-1,2,4-oxadiazol-5-yl]methylsulfanyl]-3-phenyl-1,3,4-thiadiazole-2-thione —— C15H16N4O2S3
5-[[3-[(1S)-1-ethoxyethyl]-1,2,4-oxadiazol-5-yl]methylsulfanyl]-3-phenyl-1,3,4-thiadiazole-2-thione
—— (3R)-3-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-1-methylpyrrolidin-2-one —— C18H24N4OS2
(3R)-3-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-1-methylpyrrolidin-2-one
—— 5-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanylmethyl]-3-[(1S)-1-ethoxyethyl]-1,2,4-oxadiazole —— C16H19N5O2S2
5-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanylmethyl]-3-[(1S)-1-ethoxyethyl]-1,2,4-oxadiazole
—— (3S)-3-[[5-[4-(difluoromethylsulfanyl)anilino]-1,3,4-thiadiazol-2-yl]sulfanyl]-1-methylpyrrolidin-2-one —— C14H14F2N4OS3
(3S)-3-[[5-[4-(difluoromethylsulfanyl)anilino]-1,3,4-thiadiazol-2-yl]sulfanyl]-1-methylpyrrolidin-2-one
—— 5-[[3-[(1R)-1-ethoxyethyl]-1,2,4-oxadiazol-5-yl]methylsulfanyl]-3-phenyl-1,3,4-thiadiazole-2-thione —— C15H16N4O2S3
5-[[3-[(1R)-1-ethoxyethyl]-1,2,4-oxadiazol-5-yl]methylsulfanyl]-3-phenyl-1,3,4-thiadiazole-2-thione
—— 3-(4-methyl-anilino)-5-(5-methyl-isoxazol-3-ylmethylthio)-1,2,4-triazole 334538-93-1 C14H15N5OS
3-(4-methyl-anilino)-5-(5-methyl-isoxazol-3-ylmethylthio)-1,2,4-triazole
—— 7-Ethylsulfanyl-2-(4-methylphenyl)pyrimido[4,5-d][1,3]oxazin-4-one —— C15H13N3O2S
7-Ethylsulfanyl-2-(4-methylphenyl)pyrimido[4,5-d][1,3]oxazin-4-one
—— (Z)-tert-butyl-[[5-(4-ethylphenyl)sulfanylfuran-2-yl]methylidene]-hydroxyazanium —— C17H22NO2S+
(Z)-tert-butyl-[[5-(4-ethylphenyl)sulfanylfuran-2-yl]methylidene]-hydroxyazanium
—— 3-(3-methylthiophen-2-yl)sulfanyl-N-phenyl-1H-1,2,4-triazol-5-amine —— C13H12N4S2
3-(3-methylthiophen-2-yl)sulfanyl-N-phenyl-1H-1,2,4-triazol-5-amine
—— 4-[2-(4-fluorophenylsulfanyl)-phenyl]-1,2,3,6-tetrahydropyridine —— C17H16FNS
4-[2-(4-fluorophenylsulfanyl)-phenyl]-1,2,3,6-tetrahydropyridine