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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
—— 2-(Thietan-2-ylsulfanyl)thietane —— C6H10S3
2-(Thietan-2-ylsulfanyl)thietane
—— (4E)-5-methyl-7-methylsulfanylhepta-1,4-diene —— C9H16S
(4E)-5-methyl-7-methylsulfanylhepta-1,4-diene
—— 2-(1H-imidazol-5-ylsulfanyl)-N,N-dimethylethanamine —— C7H13N3S
2-(1H-imidazol-5-ylsulfanyl)-N,N-dimethylethanamine
—— 6-chloro-3-(2-ethylphenyl)sulfanyl-1H-indole —— C16H14ClNS
6-chloro-3-(2-ethylphenyl)sulfanyl-1H-indole
—— 4-[1-(3-ethylsulfanyl-2,5-dihydroxypyrrol-1-yl)ethyl]-N-methylcyclohexane-1-carboxamide —— C16H26N2O3S
4-[1-(3-ethylsulfanyl-2,5-dihydroxypyrrol-1-yl)ethyl]-N-methylcyclohexane-1-carboxamide
—— 2,6,6-Trimethyl-7-(methylamino)heptane-3-thione —— C11H23NS
2,6,6-Trimethyl-7-(methylamino)heptane-3-thione
—— (4E)-5-methyl-4-[[4-[4-[[(E)-(3-methyl-5-oxo-1-phenylpyrazol-4-ylidene)methyl]amino]phenyl]sulfanylanilino]methylidene]-2-phenylpyrazol-3-one —— C34H28N6O2S
(4E)-5-methyl-4-[[4-[4-[[(E)-(3-methyl-5-oxo-1-phenylpyrazol-4-ylidene)methyl]amino]phenyl]sulfanylanilino]methylidene]-2-phenylpyrazol-3-one
—— N-[2-(4-aminophenyl)sulfanyl-5-(C,N-dimethylcarbonimidoyl)phenyl]-7-methyl-1,8-naphthyridin-4-amine —— C24H23N5S
N-[2-(4-aminophenyl)sulfanyl-5-(C,N-dimethylcarbonimidoyl)phenyl]-7-methyl-1,8-naphthyridin-4-amine
—— Methyl ethylsulfanylformate;propane —— C7H16O2S
Methyl ethylsulfanylformate;propane
—— 4-[[4-(3-Methylsulfanylphenyl)-1,5-dihydro-1,2,4-triazol-3-yl]methyl]phenol —— C16H17N3OS
4-[[4-(3-Methylsulfanylphenyl)-1,5-dihydro-1,2,4-triazol-3-yl]methyl]phenol
—— butan-2-yl 3-(4-fluorophenyl)sulfanyl-N-(4-methylphenyl)prop-2-enimidate —— C20H22FNOS
butan-2-yl 3-(4-fluorophenyl)sulfanyl-N-(4-methylphenyl)prop-2-enimidate
—— tert-butyl N-[[5-(4,4-dimethyl-5H-1,3-oxazol-2-yl)-4-methylsulfanylpyridin-2-yl]methyl]carbamate —— C17H25N3O3S
tert-butyl N-[[5-(4,4-dimethyl-5H-1,3-oxazol-2-yl)-4-methylsulfanylpyridin-2-yl]methyl]carbamate
—— 3-Aminopropyl-(2-methylsulfanylethoxy)-oxophosphanium —— C6H15NO2PS+
3-Aminopropyl-(2-methylsulfanylethoxy)-oxophosphanium
—— 1-[[6-(6-methylpyridin-3-yl)sulfanyl-2-pyridin-2-yl-3H-benzimidazol-5-yl]methyl]pyrrole-2,5-diol —— C23H19N5O2S
1-[[6-(6-methylpyridin-3-yl)sulfanyl-2-pyridin-2-yl-3H-benzimidazol-5-yl]methyl]pyrrole-2,5-diol
—— 2-[(1R)-2-[(4S)-2,2-dimethyl-1,3-oxazolidin-4-yl]-1-phenylethyl]sulfanyl-6-propan-2-ylpyridine-3-carbonitrile —— C22H27N3OS
2-[(1R)-2-[(4S)-2,2-dimethyl-1,3-oxazolidin-4-yl]-1-phenylethyl]sulfanyl-6-propan-2-ylpyridine-3-carbonitrile
—— 3-(amino-hydroxy-oxo-lambda6-sulfanylidene)-N,N-diethylpropan-1-amine —— C7H18N2O2S
3-(amino-hydroxy-oxo-lambda6-sulfanylidene)-N,N-diethylpropan-1-amine
—— 2-[(5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]-N-(2,3,4-trifluorophenyl)acetamide —— C25H16F3N3O5S2
2-[(5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]-N-(2,3,4-trifluorophenyl)acetamide
—— 4-[[[1-(4-methylpiperazin-1-yl)-3-[(5-methyl-1H-pyrazol-3-yl)imino]pentylidene]amino]methylsulfanyl]aniline —— C21H31N7S
4-[[[1-(4-methylpiperazin-1-yl)-3-[(5-methyl-1H-pyrazol-3-yl)imino]pentylidene]amino]methylsulfanyl]aniline
—— cyclohexanone;N,N-diethylethanethioamide —— C12H23NOS
cyclohexanone;N,N-diethylethanethioamide
—— 5-amino-3-methylsulfanyl-6-[(E)-pyrrol-2-ylidenemethyl]-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one —— C11H9N5OS2
5-amino-3-methylsulfanyl-6-[(E)-pyrrol-2-ylidenemethyl]-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one
—— 4-[2-[6-amino-8-(3-bromopyridin-2-yl)sulfanyl-7H-purin-3-ium-3-yl]ethyl]piperidine-1-carbaldehyde —— C18H21BrN7OS+
4-[2-[6-amino-8-(3-bromopyridin-2-yl)sulfanyl-7H-purin-3-ium-3-yl]ethyl]piperidine-1-carbaldehyde
—— 8-[2-chloro-5-(trifluoromethoxy)phenyl]sulfanyl-3-(2-phenylethyl)-7H-purin-3-ium-6-amine —— C20H16ClF3N5OS+
8-[2-chloro-5-(trifluoromethoxy)phenyl]sulfanyl-3-(2-phenylethyl)-7H-purin-3-ium-6-amine
—— 1-(1-Thionitrosopropyl)cyclohexa-1,3-diene —— C9H13NS
1-(1-Thionitrosopropyl)cyclohexa-1,3-diene
—— 3-[bis(methylsulfanyl)methyl]-5-(methoxymethyl)-2-methyl-3H-1,2,4-oxadiazole —— C8H16N2O2S2
3-[bis(methylsulfanyl)methyl]-5-(methoxymethyl)-2-methyl-3H-1,2,4-oxadiazole
—— 2-Fluoro-1-(2-fluorobut-1-enylsulfonyl)but-1-ene —— C8H12F2O2S
2-Fluoro-1-(2-fluorobut-1-enylsulfonyl)but-1-ene
—— Dimethyl-(methylamino)-[[(phosphanylamino)-sulfanyl-[[2-(sulfanylmethyl)cycloprop-2-en-1-ylidene]amino]phosphaniumyl]amino]phosphanium —— C7H19N4P3S2+2
Dimethyl-(methylamino)-[[(phosphanylamino)-sulfanyl-[[2-(sulfanylmethyl)cycloprop-2-en-1-ylidene]amino]phosphaniumyl]amino]phosphanium
—— 3-[(1S,2R,4R)-7-azabicyclo[2.2.1]heptan-2-yl]-5-(3-chlorophenyl)sulfanyl-2H-1,3-thiazole —— C15H17ClN2S2
3-[(1S,2R,4R)-7-azabicyclo[2.2.1]heptan-2-yl]-5-(3-chlorophenyl)sulfanyl-2H-1,3-thiazole
—— 5-Tert-butyl-5,7-dimethyl-2-(trifluoromethylsulfonyl)octan-4-one —— C15H27F3O3S
5-Tert-butyl-5,7-dimethyl-2-(trifluoromethylsulfonyl)octan-4-one
—— (1R)-1-[1-(methyldisulfanyl)ethylsulfanyl]-1-methylsulfanylethane —— C6H14S4
(1R)-1-[1-(methyldisulfanyl)ethylsulfanyl]-1-methylsulfanylethane
—— (5E)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-2-phenyl-3-(6-phenylsulfanyl-1H-benzimidazol-2-yl)imidazol-4-one —— C30H22N4O3S
(5E)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-2-phenyl-3-(6-phenylsulfanyl-1H-benzimidazol-2-yl)imidazol-4-one
—— 7,7-Bis(methylsulfanyl)oct-1-ene —— C10H20S2
7,7-Bis(methylsulfanyl)oct-1-ene
—— 2-Methylsulfanyl-4-(trifluoromethyl)-2,3-dihydro-1-benzothiophene-5-carboxylic acid —— C11H9F3O2S2
2-Methylsulfanyl-4-(trifluoromethyl)-2,3-dihydro-1-benzothiophene-5-carboxylic acid
—— N-[(Z)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylideneamino]pyridine-3-carboxamide —— C18H13N5O2S
N-[(Z)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylideneamino]pyridine-3-carboxamide
—— (aminosulfanylcarbothioylamino)-sulfanylcarbamothioic S-acid —— C2H5N3OS4
(aminosulfanylcarbothioylamino)-sulfanylcarbamothioic S-acid
—— 2-Methyl-2-methylsulfanylhex-3-yne —— C8H14S
2-Methyl-2-methylsulfanylhex-3-yne
—— 7-methyl-3-{(Z)-[4-oxo-3-(1-phenylethyl)-2-thioxo-1,3-thiazolidin-5-ylidene]methyl}-2-(phenylsulfanyl)-4H-pyrido[1,2-a]pyrimidin-4-one —— C27H21N3O2S3
7-methyl-3-{(Z)-[4-oxo-3-(1-phenylethyl)-2-thioxo-1,3-thiazolidin-5-ylidene]methyl}-2-(phenylsulfanyl)-4H-pyrido[1,2-a]pyrimidin-4-one
—— [2-[[5-(Dimethylamino)-1-benzothiophen-3-yl]sulfanyl]phenyl]methanol —— C17H17NOS2
[2-[[5-(Dimethylamino)-1-benzothiophen-3-yl]sulfanyl]phenyl]methanol
—— Butyl 2-[4-[[(6-chloropyrimidin-4-yl)-(furan-2-ylmethyl)amino]methyl]phenyl]sulfanyl-2-methylpropanoate —— C24H28ClN3O3S
Butyl 2-[4-[[(6-chloropyrimidin-4-yl)-(furan-2-ylmethyl)amino]methyl]phenyl]sulfanyl-2-methylpropanoate
—— 5-Methyl-1,2,3-tris(nonadecylsulfanyl)benzene —— C64H122S3
5-Methyl-1,2,3-tris(nonadecylsulfanyl)benzene
—— N-[(Z)-[2-(4-chlorophenyl)sulfanylphenyl]methylideneamino]-4,6-dipyrrolidin-1-yl-1,3,5-triazin-2-amine —— C24H26ClN7S
N-[(Z)-[2-(4-chlorophenyl)sulfanylphenyl]methylideneamino]-4,6-dipyrrolidin-1-yl-1,3,5-triazin-2-amine
—— ethyl (2Z)-2-[(4-bromo-5-pyrimidin-2-ylsulfanylfuran-2-yl)methylidene]-7-methyl-3-oxo-5-thiophen-2-yl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C23H17BrN4O4S3
ethyl (2Z)-2-[(4-bromo-5-pyrimidin-2-ylsulfanylfuran-2-yl)methylidene]-7-methyl-3-oxo-5-thiophen-2-yl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 5-Bromo-2-methyl-3-phenylsulfanyl-1-benzofuran —— C15H11BrOS
5-Bromo-2-methyl-3-phenylsulfanyl-1-benzofuran
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-methylphenyl)sulfanylmethyl]-N-[(Z)-1-thiophen-2-ylethylideneamino]triazole-4-carboxamide —— C19H18N8O2S2
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-methylphenyl)sulfanylmethyl]-N-[(Z)-1-thiophen-2-ylethylideneamino]triazole-4-carboxamide
—— (E)-3-amino-2-[2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetyl]but-2-enenitrile —— C12H11N5OS2
(E)-3-amino-2-[2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetyl]but-2-enenitrile
—— 1'-(3-Methylsulfanylphenyl)spiro[1,3-dioxolane-2,4'-bicyclo[4.1.0]heptane] —— C16H20O2S
1'-(3-Methylsulfanylphenyl)spiro[1,3-dioxolane-2,4'-bicyclo[4.1.0]heptane]
—— 4-Tert-butylsulfanyl-1,1,1-trifluorobutane —— C8H15F3S
4-Tert-butylsulfanyl-1,1,1-trifluorobutane
—— 2,2-Dimethyl-1,3-bis(methylsulfanyl)pentane —— C9H20S2
2,2-Dimethyl-1,3-bis(methylsulfanyl)pentane
—— 2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-N-[(Z)-furan-2-ylmethylideneamino]acetamide —— C13H14N4O2S
2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-N-[(Z)-furan-2-ylmethylideneamino]acetamide
—— piperidin-4-yl N-tert-butyl-N-(2-thiophen-2-ylsulfanylethyl)carbamate —— C16H26N2O2S2
piperidin-4-yl N-tert-butyl-N-(2-thiophen-2-ylsulfanylethyl)carbamate
—— 4-(4-chlorophenyl)sulfanyl-5-methyl-2-(4-pyridin-2-ylpyrimidin-2-yl)-1H-pyrazol-3-one —— C19H14ClN5OS
4-(4-chlorophenyl)sulfanyl-5-methyl-2-(4-pyridin-2-ylpyrimidin-2-yl)-1H-pyrazol-3-one