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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-Sulfonylbut-1-ene —— C4H6O2S
4-Sulfonylbut-1-ene
—— 1-Ethyl-3-methylsulfanylpyrrole-2,5-diol —— C7H11NO2S
1-Ethyl-3-methylsulfanylpyrrole-2,5-diol
—— 4-(2-tert-butyl-4,5-dichlorophenyl)-3-[5-(trifluoromethyl)pyridin-2-yl]sulfanyl-1H-1,2,4-triazol-5-one —— C18H15Cl2F3N4OS
4-(2-tert-butyl-4,5-dichlorophenyl)-3-[5-(trifluoromethyl)pyridin-2-yl]sulfanyl-1H-1,2,4-triazol-5-one
—— 1-Benzyl-4-(3,5-dichlorophenyl)sulfanyl-3-propan-2-yl-5-[[2-(pyridin-4-ylmethyl)pyrrol-2-yl]methyl]imidazol-2-one —— C30H28Cl2N4OS
1-Benzyl-4-(3,5-dichlorophenyl)sulfanyl-3-propan-2-yl-5-[[2-(pyridin-4-ylmethyl)pyrrol-2-yl]methyl]imidazol-2-one
—— 5-[[4-Chloro-2-(1-methylimidazol-2-yl)sulfanyl-1,3-thiazol-5-yl]methylidene]-1-(4-chlorophenyl)-2-sulfanylidene-1,3-diazinane-4,6-dione —— C18H11Cl2N5O2S3
5-[[4-Chloro-2-(1-methylimidazol-2-yl)sulfanyl-1,3-thiazol-5-yl]methylidene]-1-(4-chlorophenyl)-2-sulfanylidene-1,3-diazinane-4,6-dione
—— 3-Methyl-4-(3-methyl-1,2-oxazol-5-yl)-5-methylsulfanylthiophene-2-carbonitrile;3-methyl-4-(5-methyl-1,2-oxazol-3-yl)-5-methylsulfanylthiophene-2-carbonitrile —— C22H20N4O2S4
3-Methyl-4-(3-methyl-1,2-oxazol-5-yl)-5-methylsulfanylthiophene-2-carbonitrile;3-methyl-4-(5-methyl-1,2-oxazol-3-yl)-5-methylsulfanylthiophene-2-carbonitrile
—— 1-Amino-3-[2-methyl-5-(2-propylpentylsulfanyl)phenyl]propan-2-ol —— C18H31NOS
1-Amino-3-[2-methyl-5-(2-propylpentylsulfanyl)phenyl]propan-2-ol
—— 2-(4-methylsulfanylphenyl)-6,7-dihydro-4H-[1,3]thiazolo[5,4-c]pyridine-5-carboxylic acid —— C14H14N2O2S2
2-(4-methylsulfanylphenyl)-6,7-dihydro-4H-[1,3]thiazolo[5,4-c]pyridine-5-carboxylic acid
—— 2-[4-(2,4-Dibromophenyl)thiadiazol-5-yl]sulfanylacetamide —— C10H7Br2N3OS2
2-[4-(2,4-Dibromophenyl)thiadiazol-5-yl]sulfanylacetamide
—— 8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]-3-(2-thiophen-2-ylethyl)-7H-purin-3-ium-6-amine —— C18H15BrN5O2S2+
8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]-3-(2-thiophen-2-ylethyl)-7H-purin-3-ium-6-amine
—— 2-[5-(hydroxyamino)-5-oxopentoxy]-N-methyl-6-[[3-(2-pyridin-2-ylethenyl)-1H-indazol-6-yl]sulfanyl]benzamide —— C27H27N5O4S
2-[5-(hydroxyamino)-5-oxopentoxy]-N-methyl-6-[[3-(2-pyridin-2-ylethenyl)-1H-indazol-6-yl]sulfanyl]benzamide
—— 5-[[4-chloro-5-methyl-2-[(4-methylphenyl)sulfanylmethylidene]-1H-pyrrol-3-ylidene]methyl]-6-hydroxy-1-prop-2-enyl-2-sulfanylidenepyrimidin-4-one —— C21H20ClN3O2S2
5-[[4-chloro-5-methyl-2-[(4-methylphenyl)sulfanylmethylidene]-1H-pyrrol-3-ylidene]methyl]-6-hydroxy-1-prop-2-enyl-2-sulfanylidenepyrimidin-4-one
—— 6-(3-ethylsulfanyl-2,5-dihydroxypyrrol-1-yl)-N-(6-hydroxyhexyl)hexanamide —— C18H32N2O4S
6-(3-ethylsulfanyl-2,5-dihydroxypyrrol-1-yl)-N-(6-hydroxyhexyl)hexanamide
—— 4-methoxy-3-(4-methylsulfanylphenyl)-2H-furan-5-one;(4-methylsulfanylphenyl)boronic acid —— C19H21BO5S2
4-methoxy-3-(4-methylsulfanylphenyl)-2H-furan-5-one;(4-methylsulfanylphenyl)boronic acid
—— Methyl 2-chloro-2-pyridin-2-ylsulfanylacetate —— C8H8ClNO2S
Methyl 2-chloro-2-pyridin-2-ylsulfanylacetate
—— 4-[(2R,3S)-3-(4-fluorophenyl)-3-[(5-methylsulfanyl-1,2,4-triazol-1-yl)methyl]oxiran-2-yl]pyridine —— C17H15FN4OS
4-[(2R,3S)-3-(4-fluorophenyl)-3-[(5-methylsulfanyl-1,2,4-triazol-1-yl)methyl]oxiran-2-yl]pyridine
—— 2-Methylsulfanylpyridine-3,4-dicarbonitrile —— C8H5N3S
2-Methylsulfanylpyridine-3,4-dicarbonitrile
—— 1,1,1-Trifluoro-4-methylsulfanylbut-2-ene —— C5H7F3S
1,1,1-Trifluoro-4-methylsulfanylbut-2-ene
—— 4-[[2-(4-Aminophenyl)sulfanylpyridin-3-yl]methyl]pyrimidin-2-amine —— C16H15N5S
4-[[2-(4-Aminophenyl)sulfanylpyridin-3-yl]methyl]pyrimidin-2-amine
—— S-phenyl N-(2-methoxyethyl)-N-methylcarbamothioate —— C11H15NO2S
S-phenyl N-(2-methoxyethyl)-N-methylcarbamothioate
—— 2-But-2-enyl-2-[[4-(trifluoromethylsulfanyl)phenyl]methyl]propanedinitrile —— C15H13F3N2S
2-But-2-enyl-2-[[4-(trifluoromethylsulfanyl)phenyl]methyl]propanedinitrile
—— (3R,4aS,8aS)-3-methyl-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline;methyl N-[(2R)-4-chloro-3-hydroxy-1-phenylsulfanylbutan-2-yl]carbamate —— C22H35ClN2O3S
(3R,4aS,8aS)-3-methyl-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline;methyl N-[(2R)-4-chloro-3-hydroxy-1-phenylsulfanylbutan-2-yl]carbamate
—— 2-[(4-Amino-1-methyl-2-methylsulfanyl-6-oxopyrimidin-5-yl)methyl]-5,5-dimethylcyclohexane-1,3-dione —— C15H21N3O3S
2-[(4-Amino-1-methyl-2-methylsulfanyl-6-oxopyrimidin-5-yl)methyl]-5,5-dimethylcyclohexane-1,3-dione
—— 2-Methylsulfonyl-6-phenyl-2-prop-2-ynoxyhexanamide —— C16H21NO4S
2-Methylsulfonyl-6-phenyl-2-prop-2-ynoxyhexanamide
—— Ethenylidene-ethyl-ethyl-methylidene-lambda6-sulfane —— C7H13S-
Ethenylidene-ethyl-ethyl-methylidene-lambda6-sulfane
—— ethyl 6-propylspiro[1,5-dihydropyrazolo[3,4-b]pyridine-4,3'-2H-1-benzothiophene]-5-carboxylate —— C19H21N3O2S
ethyl 6-propylspiro[1,5-dihydropyrazolo[3,4-b]pyridine-4,3'-2H-1-benzothiophene]-5-carboxylate
—— 3-Amino-1-[3-(cyclohexylmethylsulfanyl)phenyl]propane-1,1-diol —— C16H25NO2S
3-Amino-1-[3-(cyclohexylmethylsulfanyl)phenyl]propane-1,1-diol
—— S-[4-chloro-6-[(4-fluorophenyl)methylamino]pyrimidin-2-yl] ethanethioate —— C13H11ClFN3OS
S-[4-chloro-6-[(4-fluorophenyl)methylamino]pyrimidin-2-yl] ethanethioate
—— 2-(Hydroxymethyl)icosa-4,8,11,14,17-pentaenethial —— C21H32OS
2-(Hydroxymethyl)icosa-4,8,11,14,17-pentaenethial
—— (2S,6S)-N-(cyanomethyl)-3-[(4-fluorophenyl)sulfanylmethyl]bicyclo[4.1.0]heptane-2-carboxamide —— C17H19FN2OS
(2S,6S)-N-(cyanomethyl)-3-[(4-fluorophenyl)sulfanylmethyl]bicyclo[4.1.0]heptane-2-carboxamide
—— 3-Octoxy-4-phenylsulfanylphenol —— C20H26O2S
3-Octoxy-4-phenylsulfanylphenol
—— 2-Dodecyl-3-sulfanylcyclopropane-1-thione —— C15H28S2
2-Dodecyl-3-sulfanylcyclopropane-1-thione
—— 1-Propoxyethanethiol —— C5H12OS
1-Propoxyethanethiol
—— Methanethiol;1-tritiobut-1-yne —— C5H10S
Methanethiol;1-tritiobut-1-yne
—— Tridecane-1,7-dithiol —— C13H28S2
Tridecane-1,7-dithiol
—— N,N-diethyl-2-[(Z)-[(5-ethyl-1,3-thiazol-2-yl)-[3-(trifluoromethylsulfanyl)phenyl]methylidene]amino]oxypropan-1-amine —— C20H26F3N3OS2
N,N-diethyl-2-[(Z)-[(5-ethyl-1,3-thiazol-2-yl)-[3-(trifluoromethylsulfanyl)phenyl]methylidene]amino]oxypropan-1-amine
—— methyl (1E)-N-[tert-butylsulfanylsulfinyl(methyl)carbamoyl]oxyethanimidothioate —— C9H18N2O3S3
methyl (1E)-N-[tert-butylsulfanylsulfinyl(methyl)carbamoyl]oxyethanimidothioate
—— Butan-2-yl-tert-butyl-dihydroxy-lambda4-sulfane —— C8H20O2S
Butan-2-yl-tert-butyl-dihydroxy-lambda4-sulfane
—— 4-methyl-2-[(5-methyl-4-prop-1-enylpyridin-3-yl)methylsulfanyl]-1H-pyrimidin-6-one —— C15H17N3OS
4-methyl-2-[(5-methyl-4-prop-1-enylpyridin-3-yl)methylsulfanyl]-1H-pyrimidin-6-one
—— 3,3,4,4-Tetramethylhept-6-ene-2-thiol —— C11H21S-
3,3,4,4-Tetramethylhept-6-ene-2-thiol
—— 3-(3-Amino-2-hydroperoxypropyl)sulfinyl-2-iminopropanoic acid —— C6H12N2O5S
3-(3-Amino-2-hydroperoxypropyl)sulfinyl-2-iminopropanoic acid
—— tert-butyl (4S)-4-[(2R)-2-(2-amino-5-cyanopyridin-4-yl)sulfanyl-2-phenylethyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate —— C24H30N4O3S
tert-butyl (4S)-4-[(2R)-2-(2-amino-5-cyanopyridin-4-yl)sulfanyl-2-phenylethyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate
—— 3-Cyanopropyl ethanimidothioate —— C6H10N2S
3-Cyanopropyl ethanimidothioate
—— (2Z)-2-[amino(methoxy)methylidene]-1-benzothiophen-3-one —— C10H9NO2S
(2Z)-2-[amino(methoxy)methylidene]-1-benzothiophen-3-one
—— (2Z)-2-[amino-[2-(dimethylamino)ethylamino]methylidene]-1-benzothiophen-3-one —— C13H17N3OS
(2Z)-2-[amino-[2-(dimethylamino)ethylamino]methylidene]-1-benzothiophen-3-one
—— 2,3-Dimethyl-3-(3-methylphenyl)sulfanylbutan-2-ol;ethane —— C15H26OS
2,3-Dimethyl-3-(3-methylphenyl)sulfanylbutan-2-ol;ethane
—— 2-Tert-butyl-4-(5-tert-butyl-4-ethyl-2-methylphenyl)sulfanyl-5-methylphenol —— C24H34OS
2-Tert-butyl-4-(5-tert-butyl-4-ethyl-2-methylphenyl)sulfanyl-5-methylphenol
—— 2-ethylsulfanyl-N-(5-methyl-2-phenylsulfanylphenyl)pyrimido[4,5-d]pyrimidin-5-amine —— C21H19N5S2
2-ethylsulfanyl-N-(5-methyl-2-phenylsulfanylphenyl)pyrimido[4,5-d]pyrimidin-5-amine
—— (2Z)-2-[amino-[2-(diethylamino)ethylamino]methylidene]-1-benzothiophen-3-one —— C15H21N3OS
(2Z)-2-[amino-[2-(diethylamino)ethylamino]methylidene]-1-benzothiophen-3-one
—— 3-ethylsulfanylprop-1-ene —— C5H9S-
3-ethylsulfanylprop-1-ene