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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
—— diethyl (4R,5R)-2-[2-(benzylamino)-2-oxo-1-phenylsulfanylethyl]-1,3-dioxolane-4,5-dicarboxylate 1294897-68-9 C24H27NO7S
diethyl (4R,5R)-2-[2-(benzylamino)-2-oxo-1-phenylsulfanylethyl]-1,3-dioxolane-4,5-dicarboxylate
—— 2-[(4R,6R)-4,6-dimethyl-1,3-dioxan-2-yl]-2-phenylsulfanylacetamide 1294897-72-5 C14H19NO3S
2-[(4R,6R)-4,6-dimethyl-1,3-dioxan-2-yl]-2-phenylsulfanylacetamide
—— N-benzyl-2-[(4R,6R)-4,6-dimethyl-1,3-dioxan-2-yl]-2-phenylsulfanylacetamide 1294897-67-8 C21H25NO3S
N-benzyl-2-[(4R,6R)-4,6-dimethyl-1,3-dioxan-2-yl]-2-phenylsulfanylacetamide
—— (Z)-2-(phenylthio)-2-butenamide 1294896-93-7 C10H11NOS
(Z)-2-(phenylthio)-2-butenamide
—— N,N-dimethyl-3-(morpholin4-yl)-2-(phenylthio)propenamide 1294897-02-1 C15H20N2O2S
N,N-dimethyl-3-(morpholin4-yl)-2-(phenylthio)propenamide
—— 3,3-dimethoxy-2-(phenylthio)propanamide 1294897-41-8 C11H15NO3S
3,3-dimethoxy-2-(phenylthio)propanamide
—— 3-(N-tert-butoxycarbonyl)amino-4-phenylsulfanyl-(2R,3R)-butane-1,2-diol 1345532-30-0 C15H23NO4S
3-(N-tert-butoxycarbonyl)amino-4-phenylsulfanyl-(2R,3R)-butane-1,2-diol
—— 4-(6-Methylsulfanylpyridin-2-yl)piperidine-4-carbonitrile 1312679-47-2 C12H15N3S
4-(6-Methylsulfanylpyridin-2-yl)piperidine-4-carbonitrile
—— 3-(3-cyanophenylthio)-5-methyl[1,2,4]triazine 1313039-56-3 C11H8N4S
3-(3-cyanophenylthio)-5-methyl[1,2,4]triazine
—— 3-(3-chlorobenzylthio)-5-methyl[1,2,4]triazine 1313039-65-4 C11H10ClN3S
3-(3-chlorobenzylthio)-5-methyl[1,2,4]triazine
—— 3-(3-bromophenylthio)-5-methyl[1,2,4]triazine 1313039-54-1 C10H8BrN3S
3-(3-bromophenylthio)-5-methyl[1,2,4]triazine
—— Ethyl 3-(4-chlorophenyl)sulfanyl-2-methylbut-3-enoate 1308656-53-2 C13H15ClO2S
Ethyl 3-(4-chlorophenyl)sulfanyl-2-methylbut-3-enoate
—— 3-(3-bromobenzylthio)-5-methyl[1,2,4]triazine 1313039-66-5 C11H10BrN3S
3-(3-bromobenzylthio)-5-methyl[1,2,4]triazine
—— 2-Bromomethyl-3-methylsulfanyl-pyrazine 1289385-55-2 C6H7BrN2S
2-Bromomethyl-3-methylsulfanyl-pyrazine
—— ethyl 2-oxo-7-(phenylthio)bicyclo[3.2.0]hept-6-ene-1-carboxylate 1312205-37-0 C16H16O3S
ethyl 2-oxo-7-(phenylthio)bicyclo[3.2.0]hept-6-ene-1-carboxylate
—— Ethyl 3-[(4-bromophenyl)sulfanyl]-2-cyano-3-(methylsulfanyl)prop-2-enoate 214330-98-0 C13H12BrNO2S2
Ethyl 3-[(4-bromophenyl)sulfanyl]-2-cyano-3-(methylsulfanyl)prop-2-enoate
—— Ethyl 3-[(4-chlorophenyl)sulfanyl]-2-cyano-3-(methylsulfanyl)prop-2-enoate 214330-97-9 C13H12ClNO2S2
Ethyl 3-[(4-chlorophenyl)sulfanyl]-2-cyano-3-(methylsulfanyl)prop-2-enoate
—— 3-[2-(Ethylsulfanyl)pyrimidin-5-yl]prop-2-enoic acid 915921-69-6 C9H10N2O2S
3-[2-(Ethylsulfanyl)pyrimidin-5-yl]prop-2-enoic acid
—— (2E)-3-[2-(Methylthio)pyrimidin-5-YL]acrylic acid 915924-30-0 C8H8N2O2S
(2E)-3-[2-(Methylthio)pyrimidin-5-YL]acrylic acid
—— Ethyl 2-[2-(aminocarbonyl)hydrazinylidene]-3-[(4-chlorophenyl)thio]propanoate 886361-57-5 C12H14ClN3O3S
Ethyl 2-[2-(aminocarbonyl)hydrazinylidene]-3-[(4-chlorophenyl)thio]propanoate
—— 2-(Chloroethylsulfonyl)ethanol dihydrochloride 85739-74-8 C4H11Cl3O3S
2-(Chloroethylsulfonyl)ethanol dihydrochloride
—— 1-(2-(Methylthio)-1H-imidazol-4-yl)ethanone 944898-42-4 C6H8N2OS
1-(2-(Methylthio)-1H-imidazol-4-yl)ethanone
—— 5-(Chloromethyl)-2-(methylthio)-1H-imidazole 944905-27-5 C5H7ClN2S
5-(Chloromethyl)-2-(methylthio)-1H-imidazole
—— 3-Fluoro-2-methylphenyl methyl sulfide 134646-04-1 C8H9FS
3-Fluoro-2-methylphenyl methyl sulfide
—— Ethyl 3-{4-[(trifluoromethyl)sulfanyl]phenyl}propanoate 910654-45-4 C12H13F3O2S
Ethyl 3-{4-[(trifluoromethyl)sulfanyl]phenyl}propanoate
—— 1-(Propylsulfanyl)tridecane 66271-55-4 C16H34S
1-(Propylsulfanyl)tridecane
—— 3-[4-(methylthio)phenyl]propionitrile 672952-68-0 C10H11NS
3-[4-(methylthio)phenyl]propionitrile
—— N~2~,N~2~-Diphenyl-6-(phenylsulfanyl)-1,3,5-triazine-2,4-diamine 30360-87-3 C21H17N5S
N~2~,N~2~-Diphenyl-6-(phenylsulfanyl)-1,3,5-triazine-2,4-diamine
—— 3H-1,2,4-Oxadithiine 290-73-3 C3H4OS2
3H-1,2,4-Oxadithiine
—— 1,6-Dithia-3,8-diazaspiro[4.4]nonane-4,9-dione 26933-64-2 C5H6N2O2S2
1,6-Dithia-3,8-diazaspiro[4.4]nonane-4,9-dione
—— 1,3,4-Oxadithiolane 24987-50-6 C2H4OS2
1,3,4-Oxadithiolane
—— p-Dithiino(2.3-b)pyrazin-2.3-dicarbonitril 50869-11-9 C8H2N4S2
p-Dithiino(2.3-b)pyrazin-2.3-dicarbonitril
—— 2H,6H-1,5-Oxathiocine 292-96-6 C6H8OS
2H,6H-1,5-Oxathiocine
—— Tricyclo[3.3.1.1~3,7~]decane-1,3-dithiol 607741-81-1 C10H16S2
Tricyclo[3.3.1.1~3,7~]decane-1,3-dithiol
—— 1,10-Dithia-8-aza-(2,2)-metacyclophan 20044-82-0 C13H11NS2
1,10-Dithia-8-aza-(2,2)-metacyclophan
—— 1-Ethylsulfanylundecane 66577-30-8 C13H28S
1-Ethylsulfanylundecane
—— 1,3-Dichloro-6-[(4,6-dichlorohexyl)sulfanyl]hexane 114811-35-7 C12H22Cl4S
1,3-Dichloro-6-[(4,6-dichlorohexyl)sulfanyl]hexane
—— 2-pyridin-2-yl-3-(3,4,5-trimethoxyphenyl)sulfanyl-1H-indole 1337932-95-2 C22H20N2O3S
2-pyridin-2-yl-3-(3,4,5-trimethoxyphenyl)sulfanyl-1H-indole
—— 2-[3-(3,4,5-trimethoxyphenyl)sulfanyl-1H-indol-2-yl]-4,5-dihydro-1,3-oxazole 1416576-29-8 C20H20N2O4S
2-[3-(3,4,5-trimethoxyphenyl)sulfanyl-1H-indol-2-yl]-4,5-dihydro-1,3-oxazole
—— 2-(1H-indol-5-yl)-3-(3,4,5-trimethoxyphenyl)sulfanyl-1H-indole 1337933-00-2 C25H22N2O3S
2-(1H-indol-5-yl)-3-(3,4,5-trimethoxyphenyl)sulfanyl-1H-indole
—— 2-pyridin-3-yl-3-(3,4,5-trimethoxyphenyl)sulfanyl-1H-indole 1337932-98-5 C22H20N2O3S
2-pyridin-3-yl-3-(3,4,5-trimethoxyphenyl)sulfanyl-1H-indole
—— 2-[3-(3,4,5-trimethoxyphenyl)sulfanyl-1H-indol-2-yl]-1,3-thiazole 1337932-90-7 C20H18N2O3S2
2-[3-(3,4,5-trimethoxyphenyl)sulfanyl-1H-indol-2-yl]-1,3-thiazole
—— 6-[3-(3,4,5-trimethoxyphenyl)sulfanyl-1H-indol-2-yl]quinoline 1337933-01-3 C26H22N2O3S
6-[3-(3,4,5-trimethoxyphenyl)sulfanyl-1H-indol-2-yl]quinoline
—— Spiro[bicyclo[2.2.2]octane-2,2'-[1,3]dithiolane] 702-52-3 C10H16S2
Spiro[bicyclo[2.2.2]octane-2,2'-[1,3]dithiolane]
—— S-(Methylthiomethyl) 2-methylpropanethioate 77974-85-7 C6H12OS2
S-(Methylthiomethyl) 2-methylpropanethioate
—— 2-Chloro-2-(phenylsulfanyl)acetamide 7519-04-2 C8H8ClNOS
2-Chloro-2-(phenylsulfanyl)acetamide
—— Trimethyl-(2-phenylsulfanyl-1,3-thiazol-5-yl)silane 1319212-47-9 C12H15NS2Si
Trimethyl-(2-phenylsulfanyl-1,3-thiazol-5-yl)silane
—— Ethyl 4-(2-phenylsulfanyl-1,3-thiazol-4-yl)benzoate 1319212-64-0 C18H15NO2S2
Ethyl 4-(2-phenylsulfanyl-1,3-thiazol-4-yl)benzoate
—— Ethyl 4-(2-phenylsulfanyl-5-trimethylsilyl-1,3-thiazol-4-yl)benzoate 1319212-59-3 C21H23NO2S2Si
Ethyl 4-(2-phenylsulfanyl-5-trimethylsilyl-1,3-thiazol-4-yl)benzoate
—— Ethyl 4-(5-chloro-2-phenylsulfanyl-1,3-thiazol-4-yl)benzoate 1319212-62-8 C18H14ClNO2S2
Ethyl 4-(5-chloro-2-phenylsulfanyl-1,3-thiazol-4-yl)benzoate