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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
—— 3-((1-Phenylthio)butyl)-cyclohexanone 133188-88-2 C16H22OS
3-((1-Phenylthio)butyl)-cyclohexanone
—— 1-tri-n-butylstannyl-1-phenylthio-butane —— C22H40SSn
1-tri-n-butylstannyl-1-phenylthio-butane
—— 2,5-bis[2-(methylthio)anilino]-1,4-benzoquinone 1263574-64-6 C20H18N2O2S2
2,5-bis[2-(methylthio)anilino]-1,4-benzoquinone
—— Methyl 3-(phenylthio)-4-(methoxycarbonyl)but-2-enoate 72476-00-7 C13H14O4S
Methyl 3-(phenylthio)-4-(methoxycarbonyl)but-2-enoate
—— N-[2-(4-chlorophenylthio)-1,1-dimethylethyl]propionamide 1216-10-0 C13H18ClNOS
N-[2-(4-chlorophenylthio)-1,1-dimethylethyl]propionamide
—— 2-Acetyl-2-ethyl-4H-3,1-benzoxathiin 124921-64-8 C12H14O2S
2-Acetyl-2-ethyl-4H-3,1-benzoxathiin
—— cycloheptanethiol 27482-33-3 C7H14S
cycloheptanethiol
—— 2-(methylthio)-4-chloro-6-morpholin-4-ylpyrimidine-5-carboxaldehyde 587878-87-3 C10H12ClN3O2S
2-(methylthio)-4-chloro-6-morpholin-4-ylpyrimidine-5-carboxaldehyde
—— 2,2'-trisulfanediyl-bis-pentan-3-one 72771-08-5 C10H18O2S3
2,2'-trisulfanediyl-bis-pentan-3-one
—— 2-(2,3,4,5,6-pentafluorophenylthio)-pyrrole 32884-71-2 C10H4F5NS
2-(2,3,4,5,6-pentafluorophenylthio)-pyrrole
—— (6-Methoxy-cyclohex-1-enylsulfanyl)-benzene 114501-82-5 C13H16OS
(6-Methoxy-cyclohex-1-enylsulfanyl)-benzene
—— 1-(2-Ethyl-1,3-dithiolan-2-yl)ethanone 136062-28-7 C7H12OS2
1-(2-Ethyl-1,3-dithiolan-2-yl)ethanone
—— 1,2-dimethyl-4-(4'-methylphenyl)thio-5-nitroimidazole 113139-57-4 C12H13N3O2S
1,2-dimethyl-4-(4'-methylphenyl)thio-5-nitroimidazole
—— 1,2-dimethyl-5-(4'-methylphenyl)thio-4-nitroimidazole 113121-67-8 C12H13N3O2S
1,2-dimethyl-5-(4'-methylphenyl)thio-4-nitroimidazole
—— 1-Chloro-2,3,5,6-tetrafluoro-4-[(4-methylphenyl)sulfanyl]benzene 106241-31-0 C13H7ClF4S
1-Chloro-2,3,5,6-tetrafluoro-4-[(4-methylphenyl)sulfanyl]benzene
—— 2.3-Dihydro-5-methyl-6-athyl-1.4-dithiin 31962-33-1 C7H12S2
2.3-Dihydro-5-methyl-6-athyl-1.4-dithiin
—— 2-(ethylthio)-2-methoxy-3-pentanone 303186-57-4 C8H16O2S
2-(ethylthio)-2-methoxy-3-pentanone
—— 4-[(Trimethylsilyl)methylthio]-o-phenylenediamine 69958-11-8 C10H18N2SSi
4-[(Trimethylsilyl)methylthio]-o-phenylenediamine
—— 2-methylphenyl cyclooctyl sulfide 1616956-04-7 C15H22S
2-methylphenyl cyclooctyl sulfide
—— 3-methyl-2-(3-methyl-2-butenyl)furan 84735-63-7 C11H16OS
3-methyl-2-(3-methyl-2-butenyl)furan
—— (4-chlorophenyl)(cyclooctyl)sulfane 1616956-02-5 C14H19ClS
(4-chlorophenyl)(cyclooctyl)sulfane
—— 2,6-Dimethyl-3-(phenylthio)-1,5-heptadiene 79499-67-5 C15H20S
2,6-Dimethyl-3-(phenylthio)-1,5-heptadiene
—— 4-Methyl-2-(methylthio)furan 84735-62-6 C6H8OS
4-Methyl-2-(methylthio)furan
—— 2-methyl-4-nitro-5-phenylthioimidazole 113121-63-4 C10H9N3O2S
2-methyl-4-nitro-5-phenylthioimidazole
—— 2-vinyl-1-cyclopropyl phenyl sulfide 119379-59-8 C11H12S
2-vinyl-1-cyclopropyl phenyl sulfide
—— ethyl 2-(5-(4-methylphenyl)-1,3,4-oxadiazol-2-ylthio)acetate 84160-40-7 C13H14N2O3S
ethyl 2-(5-(4-methylphenyl)-1,3,4-oxadiazol-2-ylthio)acetate
—— N-((1S)-1-phenylethyl)-2-(2-pyridinylsulfanyl)-(4S)-4-(1H-pyrrol-1-yl)heptanamide 415696-81-0 C24H29N3OS
N-((1S)-1-phenylethyl)-2-(2-pyridinylsulfanyl)-(4S)-4-(1H-pyrrol-1-yl)heptanamide
—— 5-[(2-Methoxyethyl)sulfanyl]-1,3,4-thiadiazole-2(3H)-thione 89723-75-1 C5H8N2OS3
5-[(2-Methoxyethyl)sulfanyl]-1,3,4-thiadiazole-2(3H)-thione
—— cyclooctyl(phenyl)sulfane 13910-20-8 C14H20S
cyclooctyl(phenyl)sulfane
—— methyl 3-<2-(2-formylyhiophene-3-yl)>-3-thiapropionate 1723-29-1 C8H8O3S2
methyl 3-<2-(2-formylyhiophene-3-yl)>-3-thiapropionate
—— 2-methyl-5-(4'-methylphenyl)thio-4-nitroimidazole 113121-66-7 C11H11N3O2S
2-methyl-5-(4'-methylphenyl)thio-4-nitroimidazole
—— 3-(4-chloro-8,8-dimethyl-2-methylsulfanyl-5-oxo-7,8-dihydro-5H-9-oxa-1,3,6-triazabenzocyclohepten-6-yl)propionic acid tert-butyl ester 1448987-93-6 C17H24ClN3O4S
3-(4-chloro-8,8-dimethyl-2-methylsulfanyl-5-oxo-7,8-dihydro-5H-9-oxa-1,3,6-triazabenzocyclohepten-6-yl)propionic acid tert-butyl ester
—— 4,4-Dimethyl-5-(4-methylsulfanyl-phenyl)-2,4-dihydro-pyrazol-3-one 108818-83-3 C12H14N2OS
4,4-Dimethyl-5-(4-methylsulfanyl-phenyl)-2,4-dihydro-pyrazol-3-one
—— 2-(methylthio)-5-(trifluoromethyl)pyridine 650592-47-5 C7H6F3NS
2-(methylthio)-5-(trifluoromethyl)pyridine
—— hexyl imidothiocarbamate 44958-26-1 C7H16N2S
hexyl imidothiocarbamate
—— 4-bromomethyl-5-(3,5-dichlorophenylthio)-1-isopropyl-1H-pyrazole-3-carboxylic acid ethyl ester 478620-67-6 C16H17BrCl2N2O2S
4-bromomethyl-5-(3,5-dichlorophenylthio)-1-isopropyl-1H-pyrazole-3-carboxylic acid ethyl ester
—— 3-(4-Chlorophenyl)-3-phenylsulfanylpropanoyl chloride 1026511-99-8 C15H12Cl2OS
3-(4-Chlorophenyl)-3-phenylsulfanylpropanoyl chloride
—— 2-hexylsulfanyl-5-amino-1,3,4-thiadiazole 61516-63-0 C8H15N3S2
2-hexylsulfanyl-5-amino-1,3,4-thiadiazole
—— 5-(3,5-dichlorophenylthio)-4-hydroxymethyl-1-isopropyl-1H-pyrazole-3-carboxylic acid ethyl ester 478620-66-5 C16H18Cl2N2O3S
5-(3,5-dichlorophenylthio)-4-hydroxymethyl-1-isopropyl-1H-pyrazole-3-carboxylic acid ethyl ester
—— 5-{[2-(Methylsulfanyl)ethyl]sulfanyl}-1,3,4-thiadiazole-2(3H)-thione 105488-88-8 C5H8N2S4
5-{[2-(Methylsulfanyl)ethyl]sulfanyl}-1,3,4-thiadiazole-2(3H)-thione
—— 4-Amino-6-chloro-5-nitro-2-[(phenylmethyl)thio]pyrimidine 354582-78-8 C11H9ClN4O2S
4-Amino-6-chloro-5-nitro-2-[(phenylmethyl)thio]pyrimidine
—— 4,6-dichloro-5-nitro-2-((3,3,3-trifluoropropyl)thio)pyrimidine 187668-44-6 C7H4Cl2F3N3O2S
4,6-dichloro-5-nitro-2-((3,3,3-trifluoropropyl)thio)pyrimidine
—— (1S-cis)-2-[[4-[[6-Chloro-5-nitro-2-[(3,3,3-trifluoropropyl)thio]-4-pyrimidinyl]amino]-2-cyclopenten-1-yl]oxy]-acetic acid, ethyl ester 274693-41-3 C16H18ClF3N4O5S
(1S-cis)-2-[[4-[[6-Chloro-5-nitro-2-[(3,3,3-trifluoropropyl)thio]-4-pyrimidinyl]amino]-2-cyclopenten-1-yl]oxy]-acetic acid, ethyl ester
—— tert-butyl 2-(2-(benzylsulfanyl)-6-methylpyrimidin-4-yloxy)ethylmethylcarbamate 1035913-18-8 C20H27N3O3S
tert-butyl 2-(2-(benzylsulfanyl)-6-methylpyrimidin-4-yloxy)ethylmethylcarbamate
—— 2-[3]thienylmercapto-benzoic acid 22936-46-5 C11H8O2S2
2-[3]thienylmercapto-benzoic acid
—— 4-aminophenyl 3-thienyl sulfide 432050-13-0 C10H9NS2
4-aminophenyl 3-thienyl sulfide
—— 1-chloro-7,8-dimethoxy-3-methyl-10,11-dihydro-5-thia-2,4,11-triazadibenzo[a,d]cycloheptene 870258-03-0 C14H14ClN3O2S
1-chloro-7,8-dimethoxy-3-methyl-10,11-dihydro-5-thia-2,4,11-triazadibenzo[a,d]cycloheptene
—— 3-(hexylthio)thiophene 120186-61-0 C10H16S2
3-(hexylthio)thiophene
—— 2,2-Dimethyl-N-{4-[(6-methylpyridin-2-yl)sulfanyl]phenyl}propanamide 112954-83-3 C17H20N2OS
2,2-Dimethyl-N-{4-[(6-methylpyridin-2-yl)sulfanyl]phenyl}propanamide
—— 3-methylthio-6-[(1-methyl)-1H-4-pyrazolyl]-1,2,4-triazine 1380345-36-7 C8H9N5S
3-methylthio-6-[(1-methyl)-1H-4-pyrazolyl]-1,2,4-triazine