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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
—— N-(2-Phenylcyclohex-2-en-1-yl)-N-methyl-α-(phenylthio)acetamide 147949-57-3 C21H23NOS
N-(2-Phenylcyclohex-2-en-1-yl)-N-methyl-α-(phenylthio)acetamide
—— 7-benzyl-4-(2,4,6-trimethyl-phenylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidin-2-ylamine 914496-78-9 C22H22N4S
7-benzyl-4-(2,4,6-trimethyl-phenylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidin-2-ylamine
—— 7-benzyl-2-fluoro-4-(2,4,6-trimethyl-phenylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine 914496-79-0 C22H20FN3S
7-benzyl-2-fluoro-4-(2,4,6-trimethyl-phenylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine
—— 2-(4-tolyl)thio-dec-9-en-1-ol 1026975-85-8 C17H26OS
2-(4-tolyl)thio-dec-9-en-1-ol
—— N-(4-Chlorobenzyliden)-3-chlor-4-thiocyanatoanilin 56311-75-2 C14H8Cl2N2S
N-(4-Chlorobenzyliden)-3-chlor-4-thiocyanatoanilin
—— 1-Phenyl-4-phenylsulfanylbutan-1-ol 100591-80-8 C16H18OS
1-Phenyl-4-phenylsulfanylbutan-1-ol
—— 1-[4-(4-amino-phenylsulfanyl)-phenyl]-ethanone oxime 7402-83-7 C14H14N2OS
1-[4-(4-amino-phenylsulfanyl)-phenyl]-ethanone oxime
—— 4-Diisopentylamino-7-methylmercapto-1H-imidazo<4,5-d>pyridazin 3438-76-4 C16H27N5S
4-Diisopentylamino-7-methylmercapto-1H-imidazo<4,5-d>pyridazin
—— 4,7-Bis-benzylmercapto-1H-imidazo<4,5-d>pyridazin 3434-06-8 C19H16N4S2
4,7-Bis-benzylmercapto-1H-imidazo<4,5-d>pyridazin
—— N-(2-cyclohexylethyl)-6-{[({[3-(methylsulfanyl)phenyl](1-methyl-1H-tetrazol-5-yl)methylene}amino)oxy]methyl}pyridin-2-amine 1187836-72-1 C24H31N7OS
N-(2-cyclohexylethyl)-6-{[({[3-(methylsulfanyl)phenyl](1-methyl-1H-tetrazol-5-yl)methylene}amino)oxy]methyl}pyridin-2-amine
—— tert-butyl (2-cyclohexylethyl)(6-{[({[3-(methylsulfanyl)phenyl](1-methyl-1H-tetrazol-5-yl)methylene}amino)oxy]methyl}pyridin-2-yl)carbamate 1187837-10-0 C29H39N7O3S
tert-butyl (2-cyclohexylethyl)(6-{[({[3-(methylsulfanyl)phenyl](1-methyl-1H-tetrazol-5-yl)methylene}amino)oxy]methyl}pyridin-2-yl)carbamate
—— 2-(2-phenylthioethoxy)ethanamine hydrochloride 189012-91-7 C10H15NOS*ClH
2-(2-phenylthioethoxy)ethanamine hydrochloride
—— 4,7-Bis-(2,4-dinitro-phenylmercapto)-1H-imidazo<4,5-d>pyridazin 3434-09-1 C17H8N8O8S2
4,7-Bis-(2,4-dinitro-phenylmercapto)-1H-imidazo<4,5-d>pyridazin
—— 2-amino-4-(dimethylamino)-1-thiabuta-1,3-diene 69311-46-2 C5H10N2S
2-amino-4-(dimethylamino)-1-thiabuta-1,3-diene
—— 3,4-dihydro-6-methylmercapto-2-morpholino-4-oxopyrimidine-5-carbonitrile 78318-46-4 C10H12N4O2S
3,4-dihydro-6-methylmercapto-2-morpholino-4-oxopyrimidine-5-carbonitrile
—— 4-Amino-6-methylthio-2-morpholino-pyrimidin-5-carbonitril 78318-45-3 C10H13N5OS
4-Amino-6-methylthio-2-morpholino-pyrimidin-5-carbonitril
—— 4-[4-(Methylsulfanyl)-6-(thiophen-2-yl)pyrimidin-2-yl]morpholine 832075-84-0 C13H15N3OS2
4-[4-(Methylsulfanyl)-6-(thiophen-2-yl)pyrimidin-2-yl]morpholine
—— dimethyl-4-formyl-4-(phenylthio)-ethylpimelate 113541-83-6 C18H24O5S
dimethyl-4-formyl-4-(phenylthio)-ethylpimelate
—— 3,3-Dioxo-4-phenylspiro[1,3-oxathiine-2,2'-adamantane]-6-one 1018858-68-8 C19H20O4S
3,3-Dioxo-4-phenylspiro[1,3-oxathiine-2,2'-adamantane]-6-one
—— 1-[5-(2,4-dichlorophenyl)sulfanyl-4-nitro-2-thienyl]-N-[(4-methoxyphenyl)methyl]ethanamine 1247820-02-5 C20H18Cl2N2O3S2
1-[5-(2,4-dichlorophenyl)sulfanyl-4-nitro-2-thienyl]-N-[(4-methoxyphenyl)methyl]ethanamine
—— Methyl 4-Methyl-2-(phenylthio)-2,3-pentadienoate 133055-33-1 C13H14O2S
Methyl 4-Methyl-2-(phenylthio)-2,3-pentadienoate
—— 39923-87-0 C4H6O3S
—— tert-butyl 2-[[6-(difluoromethoxy)-1H-benzimidazol-2-yl]sulfanyl]-1,3-thiazole-4-carboxylate 1149756-90-0 C16H15F2N3O3S2
tert-butyl 2-[[6-(difluoromethoxy)-1H-benzimidazol-2-yl]sulfanyl]-1,3-thiazole-4-carboxylate
—— 4-(2-fluoropyridin-3-yl)-5-[(1,3-thiazol-2-yl)thio]thiophene-2-carbaldehyde 1138034-30-6 C13H7FN2OS3
4-(2-fluoropyridin-3-yl)-5-[(1,3-thiazol-2-yl)thio]thiophene-2-carbaldehyde
—— 5-(2-methylphenyl)-4-(phenylthio)furan-2-carbaldehyde 1138035-98-9 C18H14O2S
5-(2-methylphenyl)-4-(phenylthio)furan-2-carbaldehyde
—— 1-[5-(2,4-dichlorophenyl)sulfanyl-4-nitro-2-thienyl]-N-methyl-ethanamine 1247820-00-3 C13H12Cl2N2O2S2
1-[5-(2,4-dichlorophenyl)sulfanyl-4-nitro-2-thienyl]-N-methyl-ethanamine
—— 1-[5-(2,4-dichlorophenyl)sulfanyl-4-nitro-2-thienyl]ethanol 1247819-96-0 C12H9Cl2NO3S2
1-[5-(2,4-dichlorophenyl)sulfanyl-4-nitro-2-thienyl]ethanol
—— methyl α-thiophenol methylacrylate 89295-40-9 C11H12O2S
methyl α-thiophenol methylacrylate
—— 5-(1-bromoethyl)-2-(2,4-dichlorophenyl)sulfanyl-3-nitro-thiophene 1247827-37-7 C12H8BrCl2NO2S2
5-(1-bromoethyl)-2-(2,4-dichlorophenyl)sulfanyl-3-nitro-thiophene
—— 1-[5-(2,4-dichlorophenyl)sulfanyl-4-nitro-2-thienyl]ethanamine 1247819-99-3 C12H10Cl2N2O2S2
1-[5-(2,4-dichlorophenyl)sulfanyl-4-nitro-2-thienyl]ethanamine
—— 2-(2-Benzylsulfanylpyridin-3-yl)-5-(oxiran-2-ylmethylsulfanyl)-1,3,4-oxadiazole 1430236-07-9 C17H15N3O2S2
2-(2-Benzylsulfanylpyridin-3-yl)-5-(oxiran-2-ylmethylsulfanyl)-1,3,4-oxadiazole
—— 2-[[5-(2-Benzylsulfanylpyridin-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(4-methylpiperazin-1-yl)ethanone 1430236-03-5 C21H23N5O2S2
2-[[5-(2-Benzylsulfanylpyridin-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(4-methylpiperazin-1-yl)ethanone
—— 2-[[5-(2-benzylsulfanylpyridin-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(1,2,4-triazol-4-yl)acetamide 1430236-02-4 C18H15N7O2S2
2-[[5-(2-benzylsulfanylpyridin-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(1,2,4-triazol-4-yl)acetamide
—— Ethyl 2-[[5-(2-benzylsulfanylpyridin-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetate 1430236-06-8 C18H17N3O3S2
Ethyl 2-[[5-(2-benzylsulfanylpyridin-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetate
—— 2-fluoro-N-methyl-4-(trifluoromethylthio)-aniline 935440-19-0 C8H7F4NS
2-fluoro-N-methyl-4-(trifluoromethylthio)-aniline
—— methyl 3-((4-bromophenyl)thio)-2-hydroxy-2-methylpropanoate 1343799-97-2 C11H13BrO3S
methyl 3-((4-bromophenyl)thio)-2-hydroxy-2-methylpropanoate
—— methyl 3-((4-chlorophenyl)thio)-2-hydroxy-2-methylpropanoate 1343953-64-9 C11H13ClO3S
methyl 3-((4-chlorophenyl)thio)-2-hydroxy-2-methylpropanoate
—— (E)-6'-benzylidene-4a'-methyl-4',4a',7',8'-tetrahydro-3'H-spiro[[1,3]dithiolane-2,2'-naphthale n]-5'(6'H)-one 1289642-55-2 C20H22OS2
(E)-6'-benzylidene-4a'-methyl-4',4a',7',8'-tetrahydro-3'H-spiro[[1,3]dithiolane-2,2'-naphthale n]-5'(6'H)-one
—— 2-Methyl-4-(methylthio)imidazo<4,5-d>pyridazine 76756-67-7 C7H8N4S
2-Methyl-4-(methylthio)imidazo<4,5-d>pyridazine
—— 2-methyl-3-thiophen-2-ylsulfanyl-propionic acid methyl ester 57713-41-4 C9H12O2S2
2-methyl-3-thiophen-2-ylsulfanyl-propionic acid methyl ester
—— 4-[(4-hydroxyphenyl)thio]butanoic acid 85896-82-8 C10H12O3S
4-[(4-hydroxyphenyl)thio]butanoic acid
—— N-(3-chlorobenzyl)-4-[(4-hydroxyphenyl)thio]-N-methylbutanamide 1229039-69-3 C18H20ClNO2S
N-(3-chlorobenzyl)-4-[(4-hydroxyphenyl)thio]-N-methylbutanamide
—— N-(3-chloropropyl)-2-fluoro-4-(trifluoromethylthio)aniline 1237538-04-3 C10H10ClF4NS
N-(3-chloropropyl)-2-fluoro-4-(trifluoromethylthio)aniline
—— 2-fluoro-4-(1,1,2,2-tetrafluoroethylthio)-aniline 100280-10-2 C8H6F5NS
2-fluoro-4-(1,1,2,2-tetrafluoroethylthio)-aniline
—— 2-fluoro-N-methyl-4-(1,1,2,2-tetrafluoroethylthio)-aniline 935440-50-9 C9H8F5NS
2-fluoro-N-methyl-4-(1,1,2,2-tetrafluoroethylthio)-aniline
—— 1-(4-Methylphenyl)sulfanyldecan-2-ol 1262435-12-0 C17H28OS
1-(4-Methylphenyl)sulfanyldecan-2-ol
—— 1-Phenylsulfanyldecan-2-ol 94718-64-6 C16H26OS
1-Phenylsulfanyldecan-2-ol
—— Ethyl (3-cyclohexen-1-ylmethoxy)(phenylthio)acetate 134277-97-7 C17H22O3S
Ethyl (3-cyclohexen-1-ylmethoxy)(phenylthio)acetate
—— 4-[4-(Methylsulfanyl)-6-(thiophen-2-yl)pyrimidin-2-yl]aniline 832075-85-1 C15H13N3S2
4-[4-(Methylsulfanyl)-6-(thiophen-2-yl)pyrimidin-2-yl]aniline
—— 2-Aethylmercapto-2-phenylmercapto-essigsaeure-aethylester 100256-83-5 C12H16O2S2
2-Aethylmercapto-2-phenylmercapto-essigsaeure-aethylester