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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
—— (2R)-4-(cyclopropylmethyl)-5'-(3,5-dichloropyridin-4-yl)sulfanylspiro[1,3-dioxane-2,3'-1H-indole]-2'-one —— C20H18Cl2N2O3S
(2R)-4-(cyclopropylmethyl)-5'-(3,5-dichloropyridin-4-yl)sulfanylspiro[1,3-dioxane-2,3'-1H-indole]-2'-one
—— 1-[(4-Fluorophenyl)methyl]-4-methylsulfanyl-2-(4-methylsulfanylphenyl)-6-oxopyrimidine-5-carboximidamide —— C20H19FN4OS2
1-[(4-Fluorophenyl)methyl]-4-methylsulfanyl-2-(4-methylsulfanylphenyl)-6-oxopyrimidine-5-carboximidamide
—— 2-Naphthalen-2-ylsulfanyl-1-[3-(propan-2-ylamino)propyl]imidazole-4-carbohydrazide —— C20H25N5OS
2-Naphthalen-2-ylsulfanyl-1-[3-(propan-2-ylamino)propyl]imidazole-4-carbohydrazide
—— 4-[5-[(5-chloro-1,3-benzoxazol-2-yl)sulfanyl]furan-2-yl]-7,7-dimethyl-4,4a,6,8-tetrahydro-1H-pyrazolo[3,4-b]quinolin-5-one —— C23H19ClN4O3S
4-[5-[(5-chloro-1,3-benzoxazol-2-yl)sulfanyl]furan-2-yl]-7,7-dimethyl-4,4a,6,8-tetrahydro-1H-pyrazolo[3,4-b]quinolin-5-one
—— (Z)-2-cyano-3-(2-fluorophenyl)sulfanylprop-2-enimidamide —— C10H8FN3S
(Z)-2-cyano-3-(2-fluorophenyl)sulfanylprop-2-enimidamide
—— [3-[4-(3-methyl-5-oxo-4H-1,2,4-triazol-1-yl)phenyl]sulfanylphenyl] 2-ethyloxane-4-carboxylate —— C23H25N3O4S
[3-[4-(3-methyl-5-oxo-4H-1,2,4-triazol-1-yl)phenyl]sulfanylphenyl] 2-ethyloxane-4-carboxylate
—— Ethane;1-methylsulfonylethane —— C5H14O2S
Ethane;1-methylsulfonylethane
—— 4-methyl-N-[(Z)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]-3-nitrobenzenesulfonamide —— C17H15N7O6S2
4-methyl-N-[(Z)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]-3-nitrobenzenesulfonamide
—— Cyclopropyl-ethyl-methyl-(2-methylpropyl)-oxo-lambda6-sulfane —— C10H22OS
Cyclopropyl-ethyl-methyl-(2-methylpropyl)-oxo-lambda6-sulfane
—— (2S)-1-(tert-butylamino)-3-[[4-[1-hydroxy-4-(hydroxymethyl)-2,2,5,5-tetramethylpyrrolidin-3-yl]sulfanyl-1,2,5-thiadiazol-3-yl]oxy]propan-2-ol —— C18H34N4O4S2
(2S)-1-(tert-butylamino)-3-[[4-[1-hydroxy-4-(hydroxymethyl)-2,2,5,5-tetramethylpyrrolidin-3-yl]sulfanyl-1,2,5-thiadiazol-3-yl]oxy]propan-2-ol
—— (2R,4R,5S)-1,2,4,5,6-pentahydroxyhexane-3-thione —— C6H12O5S
(2R,4R,5S)-1,2,4,5,6-pentahydroxyhexane-3-thione
—— S-methyl N-[4-methyl-4-(methylamino)pentan-2-yl]carbamothioate —— C9H20N2OS
S-methyl N-[4-methyl-4-(methylamino)pentan-2-yl]carbamothioate
—— (7Z)-2-[(1-ethylpyrazol-3-yl)methylsulfanyl]-8-methyl-4,5-dihydro-3H-azocin-6-one —— C14H19N3OS
(7Z)-2-[(1-ethylpyrazol-3-yl)methylsulfanyl]-8-methyl-4,5-dihydro-3H-azocin-6-one
—— Butylsulfonyl-[dibutyl(2-oxopropyl)-lambda4-sulfanyl]oxidanium —— C15H33O4S2+
Butylsulfonyl-[dibutyl(2-oxopropyl)-lambda4-sulfanyl]oxidanium
—— [Dimethyl(2-oxobutyl)-lambda4-sulfanyl]-(trifluoromethylsulfonyl)oxidanium —— C7H14F3O4S2+
[Dimethyl(2-oxobutyl)-lambda4-sulfanyl]-(trifluoromethylsulfonyl)oxidanium
—— O-ethyl [(E)-4-ethoxycarbothioylsulfanylbut-2-enyl]sulfanylmethanethioate —— C10H16O2S4
O-ethyl [(E)-4-ethoxycarbothioylsulfanylbut-2-enyl]sulfanylmethanethioate
—— 14-Tritiooxytetradecane-1,13-dithiol —— C14H30OS2
14-Tritiooxytetradecane-1,13-dithiol
—— 3-Butan-2-ylsulfonyl-3-methylbutan-2-one —— C9H18O3S
3-Butan-2-ylsulfonyl-3-methylbutan-2-one
—— (4S,5S)-4-(methoxymethyl)-2-methyl-5-(4-methylsulfanylphenyl)-4,5-dihydro-1,3-oxazole;2-[(4S,5S)-4-(methoxymethyl)-5-(4-methylsulfanylphenyl)-4,5-dihydro-1,3-oxazol-2-yl]acetaldehyde —— C27H34N2O5S2
(4S,5S)-4-(methoxymethyl)-2-methyl-5-(4-methylsulfanylphenyl)-4,5-dihydro-1,3-oxazole;2-[(4S,5S)-4-(methoxymethyl)-5-(4-methylsulfanylphenyl)-4,5-dihydro-1,3-oxazol-2-yl]acetaldehyde
—— 3-Ethylsulfonyloxetane —— C5H10O3S
3-Ethylsulfonyloxetane
—— 3-bromo-N-[(Z)-[5-[(6-ethoxy-1,3-benzothiazol-2-yl)sulfanyl]furan-2-yl]methylideneamino]benzamide —— C21H16BrN3O3S2
3-bromo-N-[(Z)-[5-[(6-ethoxy-1,3-benzothiazol-2-yl)sulfanyl]furan-2-yl]methylideneamino]benzamide
—— 3-Methylsulfanyl-1-[1-(propan-2-ylamino)ethyl]pyrrole-2,5-diol —— C10H18N2O2S
3-Methylsulfanyl-1-[1-(propan-2-ylamino)ethyl]pyrrole-2,5-diol
—— Tert-butylsulfonylmethylcyclobutane —— C9H18O2S
Tert-butylsulfonylmethylcyclobutane
—— 1-[(E)-2-butylsulfinylethenyl]sulfinylbutane —— C10H20O2S2
1-[(E)-2-butylsulfinylethenyl]sulfinylbutane
—— 2-(2,2-dimethyl-5-oxo-1,3-dioxolan-4-ylidene)-N-[2-(4-fluoro-2-methylsulfanylphenyl)ethoxy]acetamide —— C16H18FNO5S
2-(2,2-dimethyl-5-oxo-1,3-dioxolan-4-ylidene)-N-[2-(4-fluoro-2-methylsulfanylphenyl)ethoxy]acetamide
—— methyl-methylidene-[(2-methylsulfanylcyclohex-2-en-1-ylidene)methyl]azanium —— C10H16NS+
methyl-methylidene-[(2-methylsulfanylcyclohex-2-en-1-ylidene)methyl]azanium
—— 2,6-Bis(dodecylsulfanylmethyl)nonan-1-ol —— C35H72OS2
2,6-Bis(dodecylsulfanylmethyl)nonan-1-ol
—— 2-Methyl-6-methylsulfanyloctane —— C10H22S
2-Methyl-6-methylsulfanyloctane
—— Hydroxy-methyl-oxo-prop-2-enylidene-lambda6-sulfane —— C4H8O2S
Hydroxy-methyl-oxo-prop-2-enylidene-lambda6-sulfane
—— tert-butyl N-[(E)-(1-phenyl-2-pyridin-2-ylsulfanylethylidene)amino]carbamate —— C18H21N3O2S
tert-butyl N-[(E)-(1-phenyl-2-pyridin-2-ylsulfanylethylidene)amino]carbamate
—— 1,1,1,3,3-Pentafluoro-3-methylsulfonylpropan-2-ol —— C4H5F5O3S
1,1,1,3,3-Pentafluoro-3-methylsulfonylpropan-2-ol
—— 2,2,3,7-Tetramethyl-6-methylsulfanyldeca-3,5-diene —— C15H28S
2,2,3,7-Tetramethyl-6-methylsulfanyldeca-3,5-diene
—— methyl 2-(5-bromo-7-fluoro-4-pyrimidin-2-ylsulfanyl-2,3-dihydro-1H-pyrrolo[1,2-a]indol-3-yl)acetate —— C18H15BrFN3O2S
methyl 2-(5-bromo-7-fluoro-4-pyrimidin-2-ylsulfanyl-2,3-dihydro-1H-pyrrolo[1,2-a]indol-3-yl)acetate
—— (2R)-4-[3-(1,3-dihydrotetrazol-2-yl)azetidin-1-yl]-1-phenylsulfanylbutan-2-amine —— C14H22N6S
(2R)-4-[3-(1,3-dihydrotetrazol-2-yl)azetidin-1-yl]-1-phenylsulfanylbutan-2-amine
—— N-[(Z)-1-(4-fluorophenyl)ethylideneamino]-2-pyrimidin-2-ylsulfanylacetamide —— C14H13FN4OS
N-[(Z)-1-(4-fluorophenyl)ethylideneamino]-2-pyrimidin-2-ylsulfanylacetamide
—— 3-(4-methylphenyl)sulfanyl-N'-phenylprop-2-enimidamide —— C16H16N2S
3-(4-methylphenyl)sulfanyl-N'-phenylprop-2-enimidamide
—— (1,1,1,3,3-Pentafluoro-3-methylsulfonylpropan-2-yl) sulfite —— C4H4F5O5S2-
(1,1,1,3,3-Pentafluoro-3-methylsulfonylpropan-2-yl) sulfite
—— Ethenyl methylsulfanylformate —— C4H6O2S
Ethenyl methylsulfanylformate
—— 2-Ethyl-2-methyl-1,3-dithiolane;fluoromethane —— C7H15FS2
2-Ethyl-2-methyl-1,3-dithiolane;fluoromethane
—— 2-Ethylsulfanylhept-3-yne —— C9H16S
2-Ethylsulfanylhept-3-yne
—— 3-Methyl-5-propylsulfanylpent-1-ene —— C9H18S
3-Methyl-5-propylsulfanylpent-1-ene
—— 1-(2-Ethylcyclopropyl)propane-1-thiol —— C8H16S
1-(2-Ethylcyclopropyl)propane-1-thiol
—— 2,2,3,4-Tetramethyl-1-methylsulfanylbicyclo[2.1.0]pentane —— C10H18S
2,2,3,4-Tetramethyl-1-methylsulfanylbicyclo[2.1.0]pentane
—— 1-Chloro-2-(chloromethylsulfonyl)propane —— C4H8Cl2O2S
1-Chloro-2-(chloromethylsulfonyl)propane
—— methyl 2-diazenyl-N-ethylethanimidothioate —— C5H11N3S
methyl 2-diazenyl-N-ethylethanimidothioate
—— 3-[3-(Cyclohexylmethylsulfanyl)phenyl]butan-1-amine —— C17H27NS
3-[3-(Cyclohexylmethylsulfanyl)phenyl]butan-1-amine
—— 1-[1-Butan-2-ylsulfanyl-3-(2-methylpropylsulfanyl)propan-2-yl]sulfanylbutane —— C15H32S3
1-[1-Butan-2-ylsulfanyl-3-(2-methylpropylsulfanyl)propan-2-yl]sulfanylbutane
—— 1,3-Dibromo-4-ethylsulfanyl-2-fluorobenzene —— C8H7Br2FS
1,3-Dibromo-4-ethylsulfanyl-2-fluorobenzene
—— 1,1,1-Trifluoro-3-(3,3,3-trifluoroprop-1-ynylsulfonyl)propane —— C6H4F6O2S
1,1,1-Trifluoro-3-(3,3,3-trifluoroprop-1-ynylsulfonyl)propane
—— 4-(2-Hydroxyethylsulfanyl)-6,6-dioxo-1,6-dithiecan-2-ol —— C10H20O4S3
4-(2-Hydroxyethylsulfanyl)-6,6-dioxo-1,6-dithiecan-2-ol