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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
—— 4-[4-(3,3-Dimethyl-4-oxo-butylsulfanyl)-phenylsulfanyl]-2,2-dimethyl-butyraldehyde —— C18H26O2S2
4-[4-(3,3-Dimethyl-4-oxo-butylsulfanyl)-phenylsulfanyl]-2,2-dimethyl-butyraldehyde
—— (4-amino-5-benzyl-pyrimidin-2-ylsulfanyl)-acetic acid cyclobutylmethyl ester 476302-26-8 C18H21N3O2S
(4-amino-5-benzyl-pyrimidin-2-ylsulfanyl)-acetic acid cyclobutylmethyl ester
—— 3-[(5-chlorothiophen-2-yl)methylsulfanyl]-5-[(2-methylphenyl)methyl]-1H-1,2,4-triazole —— C15H14ClN3S2
3-[(5-chlorothiophen-2-yl)methylsulfanyl]-5-[(2-methylphenyl)methyl]-1H-1,2,4-triazole
—— 2-[(1R,3S)-3-amino-4-hydroxy-1-phenylbutyl]sulfanyl-6-propan-2-ylpyridine-3-carbonitrile —— C19H23N3OS
2-[(1R,3S)-3-amino-4-hydroxy-1-phenylbutyl]sulfanyl-6-propan-2-ylpyridine-3-carbonitrile
—— 1-[[4-(2-Anilinopyrimidin-4-yl)-5-methyl-1,2-oxazol-3-yl]sulfanyl]propan-2-one —— C17H16N4O2S
1-[[4-(2-Anilinopyrimidin-4-yl)-5-methyl-1,2-oxazol-3-yl]sulfanyl]propan-2-one
—— (2R)-2-amino-4-[4-(4-amino-2-nitrophenyl)sulfanylphenyl]butan-1-ol —— C16H19N3O3S
(2R)-2-amino-4-[4-(4-amino-2-nitrophenyl)sulfanylphenyl]butan-1-ol
—— 4-[5-methyl-3-(2-methylpropylsulfanyl)-1,2-oxazol-4-yl]-N-phenylpyrimidin-2-amine —— C18H20N4OS
4-[5-methyl-3-(2-methylpropylsulfanyl)-1,2-oxazol-4-yl]-N-phenylpyrimidin-2-amine
—— 5-(3,6-dimethoxyphenylsulphanyl)-2-amino-1H-indole-3-carbonitrile 378236-87-4 C17H15N3O2S
5-(3,6-dimethoxyphenylsulphanyl)-2-amino-1H-indole-3-carbonitrile
—— 4-(3-ethylsulfanyl-5-methyl-1,2-oxazol-4-yl)-N-(3-fluorophenyl)pyrimidin-2-amine —— C16H15FN4OS
4-(3-ethylsulfanyl-5-methyl-1,2-oxazol-4-yl)-N-(3-fluorophenyl)pyrimidin-2-amine
—— Ethyl 2-[4-(4,5,6,7-tetrahydroindazol-1-yl)pyrimidin-2-yl]sulfanylacetate —— C15H18N4O2S
Ethyl 2-[4-(4,5,6,7-tetrahydroindazol-1-yl)pyrimidin-2-yl]sulfanylacetate
—— 2-[4-Amino-1-(1,2-oxazol-5-yl)butyl]sulfanyl-6-methoxypyridine-3-carbonitrile —— C14H16N4O2S
2-[4-Amino-1-(1,2-oxazol-5-yl)butyl]sulfanyl-6-methoxypyridine-3-carbonitrile
—— 4-(3,3-Dimethylpiperidin-1-yl)-4b,5,6,7,8,8a-hexahydro-[1]benzothiolo[2,3-d]pyrimidine —— C17H25N3S
4-(3,3-Dimethylpiperidin-1-yl)-4b,5,6,7,8,8a-hexahydro-[1]benzothiolo[2,3-d]pyrimidine
—— Methyl 2-[4-amino-5-(thiophen-3-ylmethyl)pyrimidin-2-yl]sulfanylacetate —— C12H13N3O2S2
Methyl 2-[4-amino-5-(thiophen-3-ylmethyl)pyrimidin-2-yl]sulfanylacetate
—— 3-(furan-2-ylmethylsulfanyl)-5-[(3-methylphenyl)methyl]-1H-1,2,4-triazole —— C15H15N3OS
3-(furan-2-ylmethylsulfanyl)-5-[(3-methylphenyl)methyl]-1H-1,2,4-triazole
—— Methyl 2-[4-(4-methylpyrazol-1-yl)pyrimidin-2-yl]sulfanylacetate —— C11H12N4O2S
Methyl 2-[4-(4-methylpyrazol-1-yl)pyrimidin-2-yl]sulfanylacetate
—— propan-2-yl (2E,5R)-5-(4-chlorophenyl)-7-methyl-3-oxo-2-[(5-pyrimidin-2-ylsulfanylfuran-2-yl)methylidene]-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C26H21ClN4O4S2
propan-2-yl (2E,5R)-5-(4-chlorophenyl)-7-methyl-3-oxo-2-[(5-pyrimidin-2-ylsulfanylfuran-2-yl)methylidene]-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— propan-2-yl (2E,5S)-5-(4-chlorophenyl)-7-methyl-3-oxo-2-[(5-pyrimidin-2-ylsulfanylfuran-2-yl)methylidene]-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C26H21ClN4O4S2
propan-2-yl (2E,5S)-5-(4-chlorophenyl)-7-methyl-3-oxo-2-[(5-pyrimidin-2-ylsulfanylfuran-2-yl)methylidene]-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 5-Methyl-2-phenylsulfanylthieno[2,3-d][1,3]thiazole —— C12H9NS3
5-Methyl-2-phenylsulfanylthieno[2,3-d][1,3]thiazole
—— phenyl (2E,5S)-7-methyl-2-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-3-oxo-5-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C32H24N2O4S2
phenyl (2E,5S)-7-methyl-2-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-3-oxo-5-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— phenyl (2E,5R)-7-methyl-2-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-3-oxo-5-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C32H24N2O4S2
phenyl (2E,5R)-7-methyl-2-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-3-oxo-5-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— (5R,6S)-6-(3-propylthio-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane —— C12H19N3S2
(5R,6S)-6-(3-propylthio-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane
—— phenyl (2E,5S)-2-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-7-methyl-3-oxo-5-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C31H21ClN2O4S2
phenyl (2E,5S)-2-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-7-methyl-3-oxo-5-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 5-Methylsulfanyl-10,12,13,14,15,16-hexazatetracyclo[7.7.0.02,7.011,15]hexadeca-1(16),2(7),3,5,9,11,13-heptaen-8-one —— C11H6N6OS
5-Methylsulfanyl-10,12,13,14,15,16-hexazatetracyclo[7.7.0.02,7.011,15]hexadeca-1(16),2(7),3,5,9,11,13-heptaen-8-one
—— 3-[(E)-2-methylbut-1-enyl]sulfanyl-1H-1,2,4-triazol-5-amine —— C7H12N4S
3-[(E)-2-methylbut-1-enyl]sulfanyl-1H-1,2,4-triazol-5-amine
—— 4-Butylsulfanyl-2,2,5,5-tetramethyl-1-prop-2-enylimidazole —— C14H26N2S
4-Butylsulfanyl-2,2,5,5-tetramethyl-1-prop-2-enylimidazole
—— 1-(2-Hydroxy-ethyl)-3-(cis-2-methyl-cyclopentyl)-thiourea —— C9H18N2OS
1-(2-Hydroxy-ethyl)-3-(cis-2-methyl-cyclopentyl)-thiourea
—— 1-(Cyclohex-2-enyl)-3-(2-hydroxy-ethyl)-thiourea —— C9H16N2OS
1-(Cyclohex-2-enyl)-3-(2-hydroxy-ethyl)-thiourea
—— phenyl (2E,5R)-2-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-7-methyl-3-oxo-5-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C31H21ClN2O4S2
phenyl (2E,5R)-2-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-7-methyl-3-oxo-5-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 2-[3-Amino-1-(1,2-oxazol-5-yl)propyl]sulfanyl-6-methylpyridine-3-carbonitrile —— C13H14N4OS
2-[3-Amino-1-(1,2-oxazol-5-yl)propyl]sulfanyl-6-methylpyridine-3-carbonitrile
—— 2-[(2R)-2-hydroxy-3-octylsulfonylpropyl]sulfanyl-4,6-dimethylpyridine-3-carbonitrile —— C19H30N2O3S2
2-[(2R)-2-hydroxy-3-octylsulfonylpropyl]sulfanyl-4,6-dimethylpyridine-3-carbonitrile
—— N-methyl-3-[3-(2-methylphenyl)sulfanylphenyl]propan-1-amine;N-methyl-3-(3-thiophen-2-ylsulfanylphenyl)propan-1-amine;N-methyl-3-[3-[4-(trifluoromethyl)phenyl]sulfanylphenyl]propan-1-amine —— C48H56F3N3S4
N-methyl-3-[3-(2-methylphenyl)sulfanylphenyl]propan-1-amine;N-methyl-3-(3-thiophen-2-ylsulfanylphenyl)propan-1-amine;N-methyl-3-[3-[4-(trifluoromethyl)phenyl]sulfanylphenyl]propan-1-amine
—— N-methyl-3-[[4-(trifluoromethyl)phenyl]thio]benzenepropanamine —— C17H18F3NS
N-methyl-3-[[4-(trifluoromethyl)phenyl]thio]benzenepropanamine
—— (16S)-3,8-bis(heptylsulfanyl)-16-methyl-19-thia-2,4,5,7,9,10-hexazapentacyclo[10.7.0.02,6.07,11.013,18]nonadeca-1(12),3,5,8,13(18)-pentaene —— C27H42N6S3
(16S)-3,8-bis(heptylsulfanyl)-16-methyl-19-thia-2,4,5,7,9,10-hexazapentacyclo[10.7.0.02,6.07,11.013,18]nonadeca-1(12),3,5,8,13(18)-pentaene
—— 3-chloro-N-[3-chloro-4-[(5-chloro-1,3-benzothiazol-2-yl)sulfanyl]phenyl]-5-(trifluoromethyl)benzenesulfonamide —— C20H10Cl3F3N2O2S3
3-chloro-N-[3-chloro-4-[(5-chloro-1,3-benzothiazol-2-yl)sulfanyl]phenyl]-5-(trifluoromethyl)benzenesulfonamide
—— 1-[2-tert-butyl-6-(trifluoromethyl)pyrimidin-4-yl]-4-[3-[[4-methyl-5-(4-methyl-1H-pyrazol-5-yl)-1,2,4-triazol-3-yl]sulfanyl]propyl]-1,4-diazepane —— C24H34F3N9S
1-[2-tert-butyl-6-(trifluoromethyl)pyrimidin-4-yl]-4-[3-[[4-methyl-5-(4-methyl-1H-pyrazol-5-yl)-1,2,4-triazol-3-yl]sulfanyl]propyl]-1,4-diazepane
—— 3-chloro-N-[3-chloro-4-[(6-methyl-1,3-benzothiazol-2-yl)sulfanyl]phenyl]-5-(trifluoromethyl)benzenesulfonamide —— C21H13Cl2F3N2O2S3
3-chloro-N-[3-chloro-4-[(6-methyl-1,3-benzothiazol-2-yl)sulfanyl]phenyl]-5-(trifluoromethyl)benzenesulfonamide
—— 1-[5-[[5-(2-Amino-4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-2-methylpyrimidin-4-yl]-2,3-diethylguanidine —— C19H23ClN8OS
1-[5-[[5-(2-Amino-4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-2-methylpyrimidin-4-yl]-2,3-diethylguanidine
—— 1-[(R)-ethenylsulfinyl]octane —— C10H20OS
1-[(R)-ethenylsulfinyl]octane
—— 1-(4-isopropylphenylamino)-4-[5-(4-pyridyl)-1H-1,2,4-triazolyl-3-ylthio]phthalazine 325781-33-7 C24H21N7S
1-(4-isopropylphenylamino)-4-[5-(4-pyridyl)-1H-1,2,4-triazolyl-3-ylthio]phthalazine
—— 1-Bromo-3,5-bis(1,1,2,2,2-pentafluoroethylsulfanyl)benzene —— C10H3BrF10S2
1-Bromo-3,5-bis(1,1,2,2,2-pentafluoroethylsulfanyl)benzene
—— 1-[(S)-ethenylsulfinyl]octane —— C10H20OS
1-[(S)-ethenylsulfinyl]octane
—— 1,4-bis(1,1,2,2,2-pentafluoroethylsulfanyl)benzene —— C10H4F10S2
1,4-bis(1,1,2,2,2-pentafluoroethylsulfanyl)benzene
—— ethyl (4S)-6-amino-4-(4-chlorophenyl)-5-cyano-2-[(3-cyano-6-thiophen-2-ylpyridin-2-yl)sulfanylmethyl]-4H-pyran-3-carboxylate —— C26H19ClN4O3S2
ethyl (4S)-6-amino-4-(4-chlorophenyl)-5-cyano-2-[(3-cyano-6-thiophen-2-ylpyridin-2-yl)sulfanylmethyl]-4H-pyran-3-carboxylate
—— 1,2,4,5-tetrafluoro-3,6-bis(1,1,2,2,2-pentafluoroethylsulfanyl)benzene —— C10F14S2
1,2,4,5-tetrafluoro-3,6-bis(1,1,2,2,2-pentafluoroethylsulfanyl)benzene
—— 5-[(3-bromophenyl)methylsulfanyl]-7-(1-hydroxypropan-2-ylamino)-3H-[1,3]thiazolo[4,5-d]pyrimidin-2-one —— C15H15BrN4O2S2
5-[(3-bromophenyl)methylsulfanyl]-7-(1-hydroxypropan-2-ylamino)-3H-[1,3]thiazolo[4,5-d]pyrimidin-2-one
—— ethyl (4R)-6-amino-4-(4-chlorophenyl)-5-cyano-2-[(3-cyano-6-thiophen-2-ylpyridin-2-yl)sulfanylmethyl]-4H-pyran-3-carboxylate —— C26H19ClN4O3S2
ethyl (4R)-6-amino-4-(4-chlorophenyl)-5-cyano-2-[(3-cyano-6-thiophen-2-ylpyridin-2-yl)sulfanylmethyl]-4H-pyran-3-carboxylate
—— (+/-)-5-[[(2,3-difluorophenyl)methyl]thio]-7-[[2-hydroxy-1-(methoxymethyl)ethyl]amino]thiazolo[4,5-d]pyrimidin-2(3H)-one —— C16H16F2N4O3S2
(+/-)-5-[[(2,3-difluorophenyl)methyl]thio]-7-[[2-hydroxy-1-(methoxymethyl)ethyl]amino]thiazolo[4,5-d]pyrimidin-2(3H)-one
—— 1,2-Diethyl-3-[5-[[5-(5-methylfuran-2-yl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]pyrimidin-4-yl]guanidine —— C17H21N7O2S
1,2-Diethyl-3-[5-[[5-(5-methylfuran-2-yl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]pyrimidin-4-yl]guanidine
—— 6-[(4-chlorophenyl)thio]-2,3-dihydro-2-(4-methoxyphenyl)-5-methyl-3-oxo-4-pyridazinecarbonitrile —— C19H14ClN3O2S
6-[(4-chlorophenyl)thio]-2,3-dihydro-2-(4-methoxyphenyl)-5-methyl-3-oxo-4-pyridazinecarbonitrile
—— 2-[4-[4-(3-Hydroxyphenyl)-1,3-thiazol-2-yl]-5-methylsulfanylthiophen-2-yl]-2-oxoethanimidamide —— C16H13N3O2S3
2-[4-[4-(3-Hydroxyphenyl)-1,3-thiazol-2-yl]-5-methylsulfanylthiophen-2-yl]-2-oxoethanimidamide