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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-Methyl-phenyl)-(3-oxo-butyl)sulfid 6110-04-9 C11H14OS
(3-Methyl-phenyl)-(3-oxo-butyl)sulfid
—— 1-((3-bromophenyl)thio)propan-2-one 16798-94-0 C10H12OS
1-((3-bromophenyl)thio)propan-2-one
—— <o-Tolyl>-<m-tolyl>sulfid 107771-85-7 C14H14S
<o-Tolyl>-<m-tolyl>sulfid
—— 2-[(3-methylphenyl)thio]pyrimidine 646511-17-3 C11H10N2S
2-[(3-methylphenyl)thio]pyrimidine
—— (E)-3-methyl-1-(methylthio)-1-butene 25650-52-6 C6H12S
(E)-3-methyl-1-(methylthio)-1-butene
—— Methyl 1-(2-acetyloxyethoxymethyl)-5-(3-methylphenyl)sulfanyl-1,2,4-triazole-3-carboxylate 1237741-55-7 C16H19N3O5S
Methyl 1-(2-acetyloxyethoxymethyl)-5-(3-methylphenyl)sulfanyl-1,2,4-triazole-3-carboxylate
—— 3-methyl-1-prop-2-ynylthiobenzene 85013-55-4 C10H10S
3-methyl-1-prop-2-ynylthiobenzene
—— 5-chloro-6-<i>m</i>-tolylsulfanyl-pyrazine-2,3-dicarbonitrile 69148-96-5 C13H7ClN4S
5-chloro-6-<i>m</i>-tolylsulfanyl-pyrazine-2,3-dicarbonitrile
—— (5-benzylsulfanyl-[1,3,4]thiadiazol-2-yl)-<i>p</i>-tolyl-amine 14731-49-8 C16H15N3S2
(5-benzylsulfanyl-[1,3,4]thiadiazol-2-yl)-<i>p</i>-tolyl-amine
—— Methyl 5-(3-methylphenyl)sulfanylfuran-2-carboxylate 93104-98-4 C13H12O3S
Methyl 5-(3-methylphenyl)sulfanylfuran-2-carboxylate
—— 6-<i>m</i>-tolylsulfanyl-7(9)<i>H</i>-purine 5444-09-7 C12H10N4S
6-<i>m</i>-tolylsulfanyl-7(9)<i>H</i>-purine
—— 4-methoxycarbonyloxy-2-chloro-3-m-tolylsulfanyl-2-buten-4-olide 847984-43-4 C13H11ClO5S
4-methoxycarbonyloxy-2-chloro-3-m-tolylsulfanyl-2-buten-4-olide
—— 3-methyl-2-methylsulfanyl-but-1-ene 24653-48-3 C6H12S
3-methyl-2-methylsulfanyl-but-1-ene
—— 1-methyl-3-(2-methylbut-3-enylsulfanyl)benzene 794533-44-1 C12H16S
1-methyl-3-(2-methylbut-3-enylsulfanyl)benzene
—— [5-(4-methyl-anilino)-[1,3,4]thiadiazol-2-ylsulfanyl]-acetic acid ethyl ester 52494-18-5 C13H15N3O2S2
[5-(4-methyl-anilino)-[1,3,4]thiadiazol-2-ylsulfanyl]-acetic acid ethyl ester
—— 2-chloro-6-[(3-methylphenyl)thio]purine 646510-38-5 C12H9ClN4S
2-chloro-6-[(3-methylphenyl)thio]purine
—— 2-[(3-Methylphenyl)thio]-6-nitrobenzonitrile 171102-59-3 C14H10N2O2S
2-[(3-Methylphenyl)thio]-6-nitrobenzonitrile
—— 2-fluoro-6-m-tolylsulfanylbenzonitrile 348168-80-9 C14H10FNS
2-fluoro-6-m-tolylsulfanylbenzonitrile
—— 3-(3-methylphenylsulfanyl)but-2-enoic acid methyl ester 1093350-49-2 C12H14O2S
3-(3-methylphenylsulfanyl)but-2-enoic acid methyl ester
—— 4-Chloro-3-(m-tolylthio)-9H-thioxanthen-9-one 1372152-25-4 C20H13ClOS2
4-Chloro-3-(m-tolylthio)-9H-thioxanthen-9-one
—— 2-amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-4-[1-(2-hydroxyethyl)-1H-pyrazol-3-yl]pyridine-3,5-dicarbonitrile 1187543-15-2 C22H16ClN7OS2
2-amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-4-[1-(2-hydroxyethyl)-1H-pyrazol-3-yl]pyridine-3,5-dicarbonitrile
—— 3-(3-methylphenylthio)-5-methyl[1,2,4]triazine 1313039-55-2 C11H11N3S
3-(3-methylphenylthio)-5-methyl[1,2,4]triazine
—— 6-(3-Methylphenyl)sulfanylpyridine-3-carboxylic acid 253594-30-8 C13H11NO2S
6-(3-Methylphenyl)sulfanylpyridine-3-carboxylic acid
—— 4-chloro-2-nitro-5-m-tolylsulfanyl-phenylamine 1193384-33-6 C13H11ClN2O2S
4-chloro-2-nitro-5-m-tolylsulfanyl-phenylamine
—— 2-m-Tolylsulfanyl-benzaldehyde 90133-56-5 C14H12OS
2-m-Tolylsulfanyl-benzaldehyde
—— 3-(3-methylphenylthio)quinoline 1299398-43-8 C16H13NS
3-(3-methylphenylthio)quinoline
—— 2,3-Dimethylphenyl ethyl sulfide 105371-72-0 C10H14S
2,3-Dimethylphenyl ethyl sulfide
—— 2-methyl-N-(2-(methylamino)ethyl)-5-(2-(pyridin-2-ylamino)thiazol-5-ylthio)benzamide 1012060-80-8 C19H21N5OS2
2-methyl-N-(2-(methylamino)ethyl)-5-(2-(pyridin-2-ylamino)thiazol-5-ylthio)benzamide
—— 2-propyl-2-trimethylsilylmethyl-1,3-dithiane 80402-85-3 C11H24S2Si
2-propyl-2-trimethylsilylmethyl-1,3-dithiane
—— 2-butyl-2-trimethylsilylmethyl-1,3-dithiane 80402-86-4 C12H26S2Si
2-butyl-2-trimethylsilylmethyl-1,3-dithiane
—— 2-(1-methylethyl)-2-trimethylsilylmethyl-1,3-dithiane 80402-87-5 C11H24S2Si
2-(1-methylethyl)-2-trimethylsilylmethyl-1,3-dithiane
—— 2-(2-methylpropyl)-2-trimethylsilylmethyl-1,3-dithiane 80402-88-6 C12H26S2Si
2-(2-methylpropyl)-2-trimethylsilylmethyl-1,3-dithiane
—— (+/-)-2-phenyl-2-phenylsulfanyl-propionic acid ethyl ester 42253-93-0 C17H18O2S
(+/-)-2-phenyl-2-phenylsulfanyl-propionic acid ethyl ester
—— 2,4,6-Trimethyl-2,4,6-triphenyl-1,3,5-trithiolan 512-22-1 C24H24S3
2,4,6-Trimethyl-2,4,6-triphenyl-1,3,5-trithiolan
—— (Trimethylsilyl)methyl [(4-methylphenyl)sulfanyl]acetate 84900-58-3 C13H20O2SSi
(Trimethylsilyl)methyl [(4-methylphenyl)sulfanyl]acetate
—— (<i>S</i>)-2-phenyl-2-phenylsulfanyl-propionic acid 42253-92-9 C15H14O2S
(<i>S</i>)-2-phenyl-2-phenylsulfanyl-propionic acid
—— 1-(Methylsulfanyl)but-2-yne 118891-26-2 C5H8S
1-(Methylsulfanyl)but-2-yne
—— 2-(phenylthio)-3-(trimethysilyl)propanenitrile 61829-51-4 C12H17NSSi
2-(phenylthio)-3-(trimethysilyl)propanenitrile
—— (<i>R</i>)-2-phenyl-2-phenylsulfanyl-propionic acid ethyl ester 42253-93-0 C17H18O2S
(<i>R</i>)-2-phenyl-2-phenylsulfanyl-propionic acid ethyl ester
—— bis(trimethylsilylmethyl) disulphide 18406-45-6 C8H22S2Si2
bis(trimethylsilylmethyl) disulphide
—— rac-2,2-dimethyl-1-(2-(trimethylsilyl)azetidin-1-yl)propane-1-thione 1228452-76-3 C11H23NSSi
rac-2,2-dimethyl-1-(2-(trimethylsilyl)azetidin-1-yl)propane-1-thione
—— 4-(3-bromo-2-oxopropyl)-2,2-bis(trifluoromethyl)-1,3-oxathiolan-5-one 599197-95-2 C8H5BrF6O3S
4-(3-bromo-2-oxopropyl)-2,2-bis(trifluoromethyl)-1,3-oxathiolan-5-one
—— (E)-4-p-chlorophenylbuten-2-al 125631-37-0 C10H9ClOS
(E)-4-p-chlorophenylbuten-2-al
—— α,α'-bis(o-aminophenylthio)-1,2-xylene 152367-75-4 C20H20N2S2
α,α'-bis(o-aminophenylthio)-1,2-xylene
—— 2-(chlorodimethylsilylmethylmercapto)pyridine 285127-44-8 C8H12ClNSSi
2-(chlorodimethylsilylmethylmercapto)pyridine
—— (Chloromethyl)(dimethyl)[3-(phenylsulfanyl)prop-1-yn-1-yl]silane 88297-96-5 C12H15ClSSi
(Chloromethyl)(dimethyl)[3-(phenylsulfanyl)prop-1-yn-1-yl]silane
—— 8-Quinolinethiol, 5-(phenylthio)- 100549-76-6 C15H11NS2
8-Quinolinethiol, 5-(phenylthio)-
—— (+/-)-rel-(1R,2R,4R)-3',3'-dichloro-4'-oxa-2,2'-spiro-oxetan-5-endo-chloro-6-exo-phenylsulfenyl-7-oxabicyclo<2.2.1>heptane 126226-11-7 C14H11Cl3O3S
(+/-)-rel-(1R,2R,4R)-3',3'-dichloro-4'-oxa-2,2'-spiro-oxetan-5-endo-chloro-6-exo-phenylsulfenyl-7-oxabicyclo<2.2.1>heptane
—— 2-(chlorodimethylsilylmethylmercapto)5-trifluoromethylpyridine 285127-21-1 C9H11ClF3NSSi
2-(chlorodimethylsilylmethylmercapto)5-trifluoromethylpyridine
—— 1,1'-Sulfanediylbis(2,6-dimethoxybenzene) 101432-08-0 C16H18O4S
1,1'-Sulfanediylbis(2,6-dimethoxybenzene)