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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-(2,5-Dichloro-phenylsulfanyl)-nicotinic acid 181527-55-9 C12H7Cl2NO2S
2-(2,5-Dichloro-phenylsulfanyl)-nicotinic acid
—— 1-methoxy-1-(phenylthio)cyclopropane 75697-56-2 C10H12OS
1-methoxy-1-(phenylthio)cyclopropane
—— 2-(2,5-Dichlorophenyl)sulfanyl-6-fluorobenzonitrile 348168-90-1 C13H6Cl2FNS
2-(2,5-Dichlorophenyl)sulfanyl-6-fluorobenzonitrile
—— 4-(2,5-dichlorophenylthio)-3-nitrobenzonitrile 1252681-83-6 C13H6Cl2N2O2S
4-(2,5-dichlorophenylthio)-3-nitrobenzonitrile
—— 1,2-Dichloro-3-(2,5-dichlorophenyl)sulfanylbenzene 1046803-85-3 C12H6Cl4S
1,2-Dichloro-3-(2,5-dichlorophenyl)sulfanylbenzene
—— Tert-butyl 4-(4-pyrido[3,2-b][1,4]benzothiazin-10-ylphenoxy)piperidine-1-carboxylate 1206478-95-6 C27H29N3O3S
Tert-butyl 4-(4-pyrido[3,2-b][1,4]benzothiazin-10-ylphenoxy)piperidine-1-carboxylate
—— 2-((4-chlorophenyl)thio)propanenitrile 18527-14-5 C9H8ClNS
2-((4-chlorophenyl)thio)propanenitrile
—— Methyl-5-<(E,2R,4S)-2-methoxy-5-(2-phenylsulfanylethylidene)tetrahydro-2H-pyran-4-yl>-3-oxopentanoate 172702-43-1 C20H26O5S
Methyl-5-<(E,2R,4S)-2-methoxy-5-(2-phenylsulfanylethylidene)tetrahydro-2H-pyran-4-yl>-3-oxopentanoate
—— 2-chloro-3-(phenylthio)-1H-indole 98508-68-0 C14H10ClNS
2-chloro-3-(phenylthio)-1H-indole
—— 2-(N-methylcarbamoyl)phenyl 2-chlorophenyl sulfide 343869-25-0 C14H12ClNOS
2-(N-methylcarbamoyl)phenyl 2-chlorophenyl sulfide
—— 1-ethynyl-2-trifluoromethylsulfanyl-benzene 1214756-22-5 C9H5F3S
1-ethynyl-2-trifluoromethylsulfanyl-benzene
—— N-(2-((2,4-dinitrophenyl)thio)phenyl)acetamide 2227-87-4 C14H11N3O5S
N-(2-((2,4-dinitrophenyl)thio)phenyl)acetamide
—— 1-bromo-4-(2-chlorophenylsulfanyl)-benzene 1451092-97-9 C12H8BrClS
1-bromo-4-(2-chlorophenylsulfanyl)-benzene
—— 2-((2-chlorophenyl)thio)-1H-imidazole 133328-78-6 C9H7ClN2S
2-((2-chlorophenyl)thio)-1H-imidazole
—— 4-methylthiothymine 55040-79-4 C6H8N2OS
4-methylthiothymine
—— 1-Brom-2,3,4,5-tetrakis(trifluormethylthio)pyrrol 100596-66-5 C8BrF12NS4
1-Brom-2,3,4,5-tetrakis(trifluormethylthio)pyrrol
—— 2,3,4,5-Tetrakis(trifluormethylthio)-1-pyrrolthiol 100596-65-4 C8HF12NS5
2,3,4,5-Tetrakis(trifluormethylthio)-1-pyrrolthiol
—— N-chloro-2,3,4,5-tetrakis(trifluoromethylthio)pyrrole 100596-74-5 C8ClF12NS4
N-chloro-2,3,4,5-tetrakis(trifluoromethylthio)pyrrole
—— 2,3,8,9-Tetrakis(tert-butylsulfonyl)-1,4,5,6,7,10,11,12-octahydrotetracene 170302-63-3 C34H52O8S4
2,3,8,9-Tetrakis(tert-butylsulfonyl)-1,4,5,6,7,10,11,12-octahydrotetracene
—— 2-methoxycarbonyl-4-methylthio-1-methylpyrrole 86186-83-6 C8H11NO2S
2-methoxycarbonyl-4-methylthio-1-methylpyrrole
—— 2,3-Bis-(2-methyl-propane-2-sulfonyl)-bicyclo[2.2.1]hepta-2,5-diene 129760-77-6 C15H24O4S2
2,3-Bis-(2-methyl-propane-2-sulfonyl)-bicyclo[2.2.1]hepta-2,5-diene
—— 5-bromo-2-(3-fluoro-phenylsulfanyl)-1-methoxybenzene 905815-85-2 C13H10BrFOS
5-bromo-2-(3-fluoro-phenylsulfanyl)-1-methoxybenzene
—— 2-Methyl-3-(2-methyl-propane-2-sulfonyl)-bicyclo[2.2.1]hepta-2,5-diene 129760-85-6 C12H18O2S
2-Methyl-3-(2-methyl-propane-2-sulfonyl)-bicyclo[2.2.1]hepta-2,5-diene
—— 2-<2-(methylthio)phenyl>-4,4-dimethyloxazoline 86065-02-3 C12H15NOS
2-<2-(methylthio)phenyl>-4,4-dimethyloxazoline
—— 4,4-dimethyl-2-(phenylthio)-4,5-dihydrooxazole 86064-95-1 C11H13NOS
4,4-dimethyl-2-(phenylthio)-4,5-dihydrooxazole
—— 4-Methyl-5-pentyl-3-phenylsulfanylmethyl-tetrahydro-furan-2-ol 95905-48-9 C17H26O2S
4-Methyl-5-pentyl-3-phenylsulfanylmethyl-tetrahydro-furan-2-ol
—— 2-Methyl-2-aethyl-3-mercaptopropanol-1 70097-17-5 C6H14OS
2-Methyl-2-aethyl-3-mercaptopropanol-1
—— cyclohexanecarbodithioic acid 35329-08-9 C7H12S2
cyclohexanecarbodithioic acid
—— 4-methylsulfanyl-benzimidic acid ethyl ester 57870-31-2 C10H13NOS
4-methylsulfanyl-benzimidic acid ethyl ester
—— 4,5-Dichloro-6-methyl-2-methylthiopyrimidine 63331-69-1 C6H6Cl2N2S
4,5-Dichloro-6-methyl-2-methylthiopyrimidine
—— 2,4,6-tris(2-pyrazinylsulfanyl)-1,3,5-triazine 1157852-53-3 C15H9N9S3
2,4,6-tris(2-pyrazinylsulfanyl)-1,3,5-triazine
—— n-Propylthio-p-phenylendiamin 66608-53-5 C9H14N2S
n-Propylthio-p-phenylendiamin
—— 2-chloro-4-nitro-5-phenylsulfanyl-aniline 69951-08-2 C12H9ClN2O2S
2-chloro-4-nitro-5-phenylsulfanyl-aniline
—— 2-(ethylthio)pyrazine 65032-06-6 C6H8N2S
2-(ethylthio)pyrazine
—— (2S,3R)-3-(methylsulfanylthiocarboxyoxy)-N-methoxy-N,2-dimethylpentanamide 378188-50-2 C10H19NO3S2
(2S,3R)-3-(methylsulfanylthiocarboxyoxy)-N-methoxy-N,2-dimethylpentanamide
—— 2,3-dimethyl-4-phenylthiobutanoic acid 94807-81-5 C12H16O2S
2,3-dimethyl-4-phenylthiobutanoic acid
—— 2,4,6,2',4',6'-Hexanitro-3,3'-dimethyl-diphenylsulfid 37460-56-3 C14H8N6O12S
2,4,6,2',4',6'-Hexanitro-3,3'-dimethyl-diphenylsulfid
—— cis-3-(4-Chlorphenylthio)-acrylnitril 54746-89-3 C9H6ClNS
cis-3-(4-Chlorphenylthio)-acrylnitril
—— 2-(3-amino-2-pyridyl)pyrazinyl sulfide 88048-63-9 C9H8N4S
2-(3-amino-2-pyridyl)pyrazinyl sulfide
—— 10-Pyrazin-2-ylpyrido[3,2-b][1,4]benzothiazine 89480-07-9 C15H10N4S
10-Pyrazin-2-ylpyrido[3,2-b][1,4]benzothiazine
—— 4-{[3-Chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl}phenol 74900-24-6 C12H7ClF3NOS
4-{[3-Chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl}phenol
—— dipyrazin-2-ylsulfane 38521-09-4 C8H6N4S
dipyrazin-2-ylsulfane
—— 2-(benzylthio)pyrazine 164352-90-3 C11H10N2S
2-(benzylthio)pyrazine
—— 2-(p-tolylthio)pyrazine 1372607-29-8 C11H10N2S
2-(p-tolylthio)pyrazine
—— 1-acetamido-2-nitro-4-(pyrazin-2-ylthio)benzene 55564-28-8 C12H10N4O3S
1-acetamido-2-nitro-4-(pyrazin-2-ylthio)benzene
—— Methyl 2-methylbutanedithioate 41830-46-0 C6H12S2
Methyl 2-methylbutanedithioate
—— 3-methylsulfanyl-5-(5-phenyl-isoxazol-3-yl)-[1,2,4]triazol-4-ylamine 39573-63-2 C12H11N5OS
3-methylsulfanyl-5-(5-phenyl-isoxazol-3-yl)-[1,2,4]triazol-4-ylamine
—— 3-methyl-dithiobutyric acid methyl ester 66312-45-6 C6H12S2
3-methyl-dithiobutyric acid methyl ester
—— Methyl cyclopropanecarbodithioate 133207-75-7 C5H8S2
Methyl cyclopropanecarbodithioate
—— 2-(5-furan-2-yl-[1,3,4]oxadiazol-2-ylsulfanyl)-pyrazine 1022089-69-5 C10H6N4O2S
2-(5-furan-2-yl-[1,3,4]oxadiazol-2-ylsulfanyl)-pyrazine