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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
—— 3-Methoxy-8-phenylsulfanyl-7-propan-2-ylidenebicyclo[4.2.0]oct-3-ene-2,5-dione —— C18H18O3S
3-Methoxy-8-phenylsulfanyl-7-propan-2-ylidenebicyclo[4.2.0]oct-3-ene-2,5-dione
—— (2S)-3-(4-methylphenyl)-2-[1-(2-methylpropyl)tetrazol-5-yl]sulfanylpropanenitrile —— C15H19N5S
(2S)-3-(4-methylphenyl)-2-[1-(2-methylpropyl)tetrazol-5-yl]sulfanylpropanenitrile
—— (2R)-2-(2-chlorophenyl)sulfanyl-N-methyl-N-[[1-(2,2,2-trifluoroethyl)imidazol-2-yl]methyl]propanamide —— C16H17ClF3N3OS
(2R)-2-(2-chlorophenyl)sulfanyl-N-methyl-N-[[1-(2,2,2-trifluoroethyl)imidazol-2-yl]methyl]propanamide
—— (2R)-3-(4-methylphenyl)-2-[1-(2-methylpropyl)tetrazol-5-yl]sulfanylpropanenitrile —— C15H19N5S
(2R)-3-(4-methylphenyl)-2-[1-(2-methylpropyl)tetrazol-5-yl]sulfanylpropanenitrile
—— 2-(2-amino-2-ethylbutyl)sulfanyl-4-(furan-2-yl)-6-oxo-1H-pyrimidine-5-carbonitrile —— C15H18N4O2S
2-(2-amino-2-ethylbutyl)sulfanyl-4-(furan-2-yl)-6-oxo-1H-pyrimidine-5-carbonitrile
—— (2R)-2-[(5-cyano-4-oxo-6-propyl-1H-pyrimidin-2-yl)sulfanyl]-3-methylbutanoic acid —— C13H17N3O3S
(2R)-2-[(5-cyano-4-oxo-6-propyl-1H-pyrimidin-2-yl)sulfanyl]-3-methylbutanoic acid
—— 4-nitro-7-(4H-1,2,4-triazol-3-ylsulfanyl)-2,1,3-benzoxadiazole —— C8H4N6O3S
4-nitro-7-(4H-1,2,4-triazol-3-ylsulfanyl)-2,1,3-benzoxadiazole
—— 6-(furan-2-yl)-4-oxo-2-[[(3R)-piperidin-3-yl]methylsulfanyl]-1H-pyrimidine-5-carbonitrile —— C15H16N4O2S
6-(furan-2-yl)-4-oxo-2-[[(3R)-piperidin-3-yl]methylsulfanyl]-1H-pyrimidine-5-carbonitrile
—— 4-(furan-2-yl)-6-oxo-2-(piperidin-4-ylmethylsulfanyl)-1H-pyrimidine-5-carbonitrile —— C15H16N4O2S
4-(furan-2-yl)-6-oxo-2-(piperidin-4-ylmethylsulfanyl)-1H-pyrimidine-5-carbonitrile
—— 4-oxo-2-[[(3S)-piperidin-3-yl]methylsulfanyl]-6-propyl-1H-pyrimidine-5-carbonitrile —— C14H20N4OS
4-oxo-2-[[(3S)-piperidin-3-yl]methylsulfanyl]-6-propyl-1H-pyrimidine-5-carbonitrile
—— 4-oxo-2-[[(3R)-piperidin-3-yl]methylsulfanyl]-6-propyl-1H-pyrimidine-5-carbonitrile —— C14H20N4OS
4-oxo-2-[[(3R)-piperidin-3-yl]methylsulfanyl]-6-propyl-1H-pyrimidine-5-carbonitrile
—— (2S)-1-(4-ethylpiperazin-1-yl)-2-(4-fluorophenyl)sulfanylpropan-1-one —— C15H21FN2OS
(2S)-1-(4-ethylpiperazin-1-yl)-2-(4-fluorophenyl)sulfanylpropan-1-one
—— 2-[2-(2-aminoethoxy)ethylsulfanyl]-4-(furan-2-yl)-6-oxo-1H-pyrimidine-5-carbonitrile —— C13H14N4O3S
2-[2-(2-aminoethoxy)ethylsulfanyl]-4-(furan-2-yl)-6-oxo-1H-pyrimidine-5-carbonitrile
—— 2-[(2S)-2-aminobutyl]sulfanyl-4-oxo-6-propyl-1H-pyrimidine-5-carbonitrile —— C12H18N4OS
2-[(2S)-2-aminobutyl]sulfanyl-4-oxo-6-propyl-1H-pyrimidine-5-carbonitrile
—— 2-[(2S)-1-aminopropan-2-yl]sulfanyl-6-(furan-2-yl)-4-oxo-1H-pyrimidine-5-carbonitrile —— C12H12N4O2S
2-[(2S)-1-aminopropan-2-yl]sulfanyl-6-(furan-2-yl)-4-oxo-1H-pyrimidine-5-carbonitrile
—— 3-(Prop-2-enylthio)-[1,2,4]triazino[5,6-d][3,1]benzoxazepine —— C13H10N4OS
3-(Prop-2-enylthio)-[1,2,4]triazino[5,6-d][3,1]benzoxazepine
—— 7-Cyclopropyl-1,3-dimethyl-5-(pyridin-3-ylmethylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4-dione —— C17H17N5O2S
7-Cyclopropyl-1,3-dimethyl-5-(pyridin-3-ylmethylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4-dione
—— 2-[(2S)-2-cyanopropyl]sulfanyl-4-oxo-6-propyl-1H-pyrimidine-5-carbonitrile —— C12H14N4OS
2-[(2S)-2-cyanopropyl]sulfanyl-4-oxo-6-propyl-1H-pyrimidine-5-carbonitrile
—— 2-[(2R)-2-cyanopropyl]sulfanyl-6-(furan-2-yl)-4-oxo-1H-pyrimidine-5-carbonitrile —— C13H10N4O2S
2-[(2R)-2-cyanopropyl]sulfanyl-6-(furan-2-yl)-4-oxo-1H-pyrimidine-5-carbonitrile
—— 5-((2,4-dioxopentan-3-yl)thio)-7-(4-fluorophenyl)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione —— C19H17FN4O4S
5-((2,4-dioxopentan-3-yl)thio)-7-(4-fluorophenyl)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione
—— 2-{[2-(2,2-Dimethylpropyl)-6,8-dimethyl-5,7-dioxo-5H,6H,7H,8H-[1,3]diazino[4,5-D]pyrimidin-4-YL]sulfanyl}acetamide —— C15H21N5O3S
2-{[2-(2,2-Dimethylpropyl)-6,8-dimethyl-5,7-dioxo-5H,6H,7H,8H-[1,3]diazino[4,5-D]pyrimidin-4-YL]sulfanyl}acetamide
—— 1,3-dimethyl-7-propyl-5-((pyridin-3-ylmethyl)thio)pyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione —— C17H19N5O2S
1,3-dimethyl-7-propyl-5-((pyridin-3-ylmethyl)thio)pyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione
—— 1,3-Dimethyl-7-propyl-5-(pyridin-2-ylmethylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4-dione —— C17H19N5O2S
1,3-Dimethyl-7-propyl-5-(pyridin-2-ylmethylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4-dione
—— 5-[(2-Chloro-6-fluorophenyl)methylsulfanyl]-1,3,7-trimethylpyrimido[4,5-d]pyrimidine-2,4-dione —— C16H14ClFN4O2S
5-[(2-Chloro-6-fluorophenyl)methylsulfanyl]-1,3,7-trimethylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 7-isopropyl-1,3-dimethyl-5-((2-morpholino-2-oxoethyl)thio)pyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione —— C17H23N5O4S
7-isopropyl-1,3-dimethyl-5-((2-morpholino-2-oxoethyl)thio)pyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione
—— 2-[7-(2,2-dimethylpropyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanyl-N-(furan-2-ylmethyl)acetamide —— C20H25N5O4S
2-[7-(2,2-dimethylpropyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanyl-N-(furan-2-ylmethyl)acetamide
—— 7-Ethyl-1,3-dimethyl-5-(pyridin-3-ylmethylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4-dione —— C16H17N5O2S
7-Ethyl-1,3-dimethyl-5-(pyridin-3-ylmethylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4-dione
—— 5-(cyclopentylthio)-1,3-dimethyl-7-propylpyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione —— C16H22N4O2S
5-(cyclopentylthio)-1,3-dimethyl-7-propylpyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione
—— 5-Benzylsulfanyl-7-(furan-2-yl)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione —— C19H16N4O3S
5-Benzylsulfanyl-7-(furan-2-yl)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione
—— Ethyl 2-((6,8-dimethyl-5,7-dioxo-2-(thiophen-2-yl)-5,6,7,8-tetrahydropyrimido[4,5-d]pyrimidin-4-yl)thio)acetate —— C16H16N4O4S2
Ethyl 2-((6,8-dimethyl-5,7-dioxo-2-(thiophen-2-yl)-5,6,7,8-tetrahydropyrimido[4,5-d]pyrimidin-4-yl)thio)acetate
—— 7-ethyl-1,3-dimethyl-5-((pyridin-2-ylmethyl)thio)pyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione —— C16H17N5O2S
7-ethyl-1,3-dimethyl-5-((pyridin-2-ylmethyl)thio)pyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione
—— 5-Ethylsulfanyl-1,3-dimethyl-7-thiophen-2-ylpyrimido[4,5-d]pyrimidine-2,4-dione —— C14H14N4O2S2
5-Ethylsulfanyl-1,3-dimethyl-7-thiophen-2-ylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 2-(7-Ethyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanylacetamide —— C12H15N5O3S
2-(7-Ethyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanylacetamide
—— 5-(cyclopentylthio)-1,3-dimethyl-7-neopentylpyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione —— C18H26N4O2S
5-(cyclopentylthio)-1,3-dimethyl-7-neopentylpyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione
—— 1,3-dimethyl-7-neopentyl-5-((pyridin-3-ylmethyl)thio)pyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione —— C19H23N5O2S
1,3-dimethyl-7-neopentyl-5-((pyridin-3-ylmethyl)thio)pyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione
—— 1,3-dimethyl-7-phenyl-5-((pyridin-2-ylmethyl)thio)pyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione —— C20H17N5O2S
1,3-dimethyl-7-phenyl-5-((pyridin-2-ylmethyl)thio)pyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione
—— 5-(isopropylthio)-1,3-dimethyl-7-(thiophen-2-yl)pyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione —— C15H16N4O2S2
5-(isopropylthio)-1,3-dimethyl-7-(thiophen-2-yl)pyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione
—— 1,3-dimethyl-5-((2-morpholino-2-oxoethyl)thio)-7-neopentylpyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione —— C19H27N5O4S
1,3-dimethyl-5-((2-morpholino-2-oxoethyl)thio)-7-neopentylpyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione
—— 5-[(2-Chloro-6-fluorophenyl)methylsulfanyl]-1,3-dimethyl-7-propan-2-ylpyrimido[4,5-d]pyrimidine-2,4-dione —— C18H18ClFN4O2S
5-[(2-Chloro-6-fluorophenyl)methylsulfanyl]-1,3-dimethyl-7-propan-2-ylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 7-Ethyl-1,3-dimethyl-5-{[2-(morpholin-4-YL)-2-oxoethyl]sulfanyl}-1H,2H,3H,4H-[1,3]diazino[4,5-D]pyrimidine-2,4-dione —— C16H21N5O4S
7-Ethyl-1,3-dimethyl-5-{[2-(morpholin-4-YL)-2-oxoethyl]sulfanyl}-1H,2H,3H,4H-[1,3]diazino[4,5-D]pyrimidine-2,4-dione
—— 2-({2-Ethyl-6,8-dimethyl-5,7-dioxo-5H,6H,7H,8H-[1,3]diazino[4,5-D]pyrimidin-4-YL}sulfanyl)-N-[(furan-2-YL)methyl]acetamide —— C17H19N5O4S
2-({2-Ethyl-6,8-dimethyl-5,7-dioxo-5H,6H,7H,8H-[1,3]diazino[4,5-D]pyrimidin-4-YL}sulfanyl)-N-[(furan-2-YL)methyl]acetamide
—— N-cyclohexyl-2-((5-((1-methyl-1H-pyrrol-2-yl)methyl)-4-phenethyl-4H-1,2,4-triazol-3-yl)thio)acetamide —— C24H31N5OS
N-cyclohexyl-2-((5-((1-methyl-1H-pyrrol-2-yl)methyl)-4-phenethyl-4H-1,2,4-triazol-3-yl)thio)acetamide
—— N-Cyclopentyl-2-({5-[(1-methyl-1H-pyrrol-2-YL)methyl]-4-(2-phenylethyl)-4H-1,2,4-triazol-3-YL}sulfanyl)acetamide —— C23H29N5OS
N-Cyclopentyl-2-({5-[(1-methyl-1H-pyrrol-2-YL)methyl]-4-(2-phenylethyl)-4H-1,2,4-triazol-3-YL}sulfanyl)acetamide
—— 2-(4-chlorophenyl)sulfanyl-N-[(1R)-1-(4-fluorophenyl)ethyl]-N-methylacetamide —— C17H17ClFNOS
2-(4-chlorophenyl)sulfanyl-N-[(1R)-1-(4-fluorophenyl)ethyl]-N-methylacetamide
—— (2R)-N-tert-butyl-2-[[5-(2,2,2-trifluoroethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C11H17F3N4OS2
(2R)-N-tert-butyl-2-[[5-(2,2,2-trifluoroethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-(2-phenylethyl)-2-[[5-(2,2,2-trifluoroethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C15H17F3N4OS2
(2R)-N-(2-phenylethyl)-2-[[5-(2,2,2-trifluoroethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-(2-phenylethyl)-2-[[5-(2,2,2-trifluoroethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C15H17F3N4OS2
(2S)-N-(2-phenylethyl)-2-[[5-(2,2,2-trifluoroethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 3-(4-chlorophenyl)sulfanyl-N-cyclopropyl-N-[(3R)-1,1-dioxothiolan-3-yl]propanamide —— C16H20ClNO3S2
3-(4-chlorophenyl)sulfanyl-N-cyclopropyl-N-[(3R)-1,1-dioxothiolan-3-yl]propanamide
—— 2-(4-chlorophenyl)sulfanyl-N-[(1S)-1-(4-fluorophenyl)ethyl]-N-methylacetamide —— C17H17ClFNOS
2-(4-chlorophenyl)sulfanyl-N-[(1S)-1-(4-fluorophenyl)ethyl]-N-methylacetamide
—— 2-(4-bromo-2-methylphenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]-N',N'-dimethylacetohydrazide —— C15H21BrN2O3S2
2-(4-bromo-2-methylphenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]-N',N'-dimethylacetohydrazide