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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
—— isopropyl mesityl sulfide 22740-07-4 C12H18S
isopropyl mesityl sulfide
—— 3-chloropropyl isopropyl sulfide 111437-31-1 C6H13ClS
3-chloropropyl isopropyl sulfide
—— 5-i-Propylthio-6-methoxycarbonyl-2-phenylpyridazin-3(2H)-one 129109-31-5 C15H16N2O3S
5-i-Propylthio-6-methoxycarbonyl-2-phenylpyridazin-3(2H)-one
—— (R)-3,4-dihydro-2H-1,5-benzoxathiepin-3-ol 1588421-62-8 C9H10O2S
(R)-3,4-dihydro-2H-1,5-benzoxathiepin-3-ol
—— 2,10-Bis-isopropylsulfanyl-bicyclo[4.4.1]undeca-1(10),2,4,6,8-pentaene 188635-70-3 C17H22S2
2,10-Bis-isopropylsulfanyl-bicyclo[4.4.1]undeca-1(10),2,4,6,8-pentaene
—— isopropyl propane-1-thiosulfonate 119211-39-1 C6H14O2S2
isopropyl propane-1-thiosulfonate
—— 2-cyano-3-isopropylsulfanylpyridine 625826-72-4 C9H10N2S
2-cyano-3-isopropylsulfanylpyridine
—— thiocarbamic acid <i>S</i>-isopentyl ester 856986-52-2 C6H13NOS
thiocarbamic acid <i>S</i>-isopentyl ester
—— O-tridecan-2-yl methylsulfanylmethanethioate 1350927-00-2 C15H30OS2
O-tridecan-2-yl methylsulfanylmethanethioate
—— S-2-propyl thiocarbamate 42049-34-3 C4H9NOS
S-2-propyl thiocarbamate
—— 5-isopropylsulfanyl-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carbaldehyde 878204-78-5 C9H11F3N2OS
5-isopropylsulfanyl-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carbaldehyde
—— iso-propyl (hexa-1-ynyl) sulfide 1355700-58-1 C9H16S
iso-propyl (hexa-1-ynyl) sulfide
—— 2-hydroxy-2-(trifluoromethyl)-3-(phenylthio)propionic acid 90357-34-9 C10H9F3O3S
2-hydroxy-2-(trifluoromethyl)-3-(phenylthio)propionic acid
—— 4-methyl-2,6-bis-methylsulfanyl-pyrimidine 6308-41-4 C7H10N2S2
4-methyl-2,6-bis-methylsulfanyl-pyrimidine
—— 3-(4-Chloro-phenylsulfanyl)-2-hydroxy-2-methyl-propionic acid 112988-49-5 C10H11ClO3S
3-(4-Chloro-phenylsulfanyl)-2-hydroxy-2-methyl-propionic acid
—— 5-(3-chlorophenylthio)-4-isopropyl-2-methylimidazole 178982-53-1 C13H15ClN2S
5-(3-chlorophenylthio)-4-isopropyl-2-methylimidazole
—— 5-(6-methyl-2,4-dioxo-1,2,3,4-tetrahydro-3-pyrimidinyl)-methyl-4-amino-3-(ethoxycarbonylmethylthio)-1,2,4-triazole 374723-08-7 C12H16N6O4S
5-(6-methyl-2,4-dioxo-1,2,3,4-tetrahydro-3-pyrimidinyl)-methyl-4-amino-3-(ethoxycarbonylmethylthio)-1,2,4-triazole
—— 5-(6-methyl-2,4-dioxo-1,2,3,4-tetrahydro-3-pyrimidinyl)-methyl-4-amino-3-(cyanomethylthio)-1,2,4-triazole 374723-09-8 C10H11N7O2S
5-(6-methyl-2,4-dioxo-1,2,3,4-tetrahydro-3-pyrimidinyl)-methyl-4-amino-3-(cyanomethylthio)-1,2,4-triazole
—— α-hydroxy-β-phenylsulfanyl-isobutyric acid 90357-22-5 C10H12O3S
α-hydroxy-β-phenylsulfanyl-isobutyric acid
—— allylthio-2-pyrimidine 66348-65-0 C7H8N2S
allylthio-2-pyrimidine
—— 5-(allylthio)-1-methyl-1H-tetrazole 87996-16-5 C5H8N4S
5-(allylthio)-1-methyl-1H-tetrazole
—— 2-hydroxy-2-methyl-3-(4-fluorophenylthio)-propionic acid —— C10H11FO3S
2-hydroxy-2-methyl-3-(4-fluorophenylthio)-propionic acid
—— DIOS-p-F 428862-63-9 C19H20F2O2S2
DIOS-p-F
—— Di-dodecyl-pentasulfid 4089-79-6 C24H50S5
Di-dodecyl-pentasulfid
—— didodecyl tetrasulfide 10578-51-5 C24H50S4
didodecyl tetrasulfide
—— 1-[(2-hydroxyethoxy)methyl]-6-cyclohexylthiothymine 125056-74-8 C14H22N2O4S
1-[(2-hydroxyethoxy)methyl]-6-cyclohexylthiothymine
—— 5-(4-nitrophenylsulfanyl)isoquinoline 203336-61-2 C15H10N2O2S
5-(4-nitrophenylsulfanyl)isoquinoline
—— Pyridine,2-[(4-fluorophenyl)thio]-4-methyl-5-nitro- 753920-79-5 C12H9FN2O2S
Pyridine,2-[(4-fluorophenyl)thio]-4-methyl-5-nitro-
—— cyclohexyl vinyl sulfide 18888-48-7 C8H14S
cyclohexyl vinyl sulfide
—— Dicyclohexyl-sulfon 28797-07-1 C12H22O2S
Dicyclohexyl-sulfon
—— tert-butyl-4-fluorophenyl sulfide 52323-92-9 C10H13FS
tert-butyl-4-fluorophenyl sulfide
—— 1-Bromomethylsulfanyl-4-fluoro-benzene 102618-24-6 C7H6BrFS
1-Bromomethylsulfanyl-4-fluoro-benzene
—— 2-(4-fluorophenyl)sulfanyl-N-methyl-2-(thiadiazol-4-yl)acetamide 541500-64-5 C11H10FN3OS2
2-(4-fluorophenyl)sulfanyl-N-methyl-2-(thiadiazol-4-yl)acetamide
—— Dicyclohexylsulfoxid 13284-97-4 C12H22OS
Dicyclohexylsulfoxid
—— 2-((4-fluorophenyl)thio)-4-methylaniline 1418195-42-2 C13H12FNS
2-((4-fluorophenyl)thio)-4-methylaniline
—— 3-cyclohexanesulfinyl-propionic acid 856809-29-5 C9H16O3S
3-cyclohexanesulfinyl-propionic acid
—— 1-(Methylsulfonyl)-2-(allyloxy)-aethan 35771-18-7 C6H12O3S
1-(Methylsulfonyl)-2-(allyloxy)-aethan
—— 4-((4-fluorophenyl)thio)phenol 59010-74-1 C12H9FOS
4-((4-fluorophenyl)thio)phenol
—— 2-bromo-5-[[(4-fluorophenyl)thio](2,3,6-trifluorophenyl)methyl]-4-methylpyridine 913091-75-5 C19H12BrF4NS
2-bromo-5-[[(4-fluorophenyl)thio](2,3,6-trifluorophenyl)methyl]-4-methylpyridine
—— 5-bromo-3-((4-fluorophenyl)thio)-1H-indole 683203-82-9 C14H9BrFNS
5-bromo-3-((4-fluorophenyl)thio)-1H-indole
—— 3-((4-fluorophenyl)thio)butan-2-one 1154283-18-7 C10H11FOS
3-((4-fluorophenyl)thio)butan-2-one
—— N1-boc-(1S,3R)-3-(4-fluorophenylsulfanylmethyl)cyclopentan-1-amine 862701-37-9 C17H24FNO2S
N1-boc-(1S,3R)-3-(4-fluorophenylsulfanylmethyl)cyclopentan-1-amine
—— 2-bromo-5-[(2,5-difluorophenyl)[(4-fluorophenyl)thio]methyl]-4-methylpyridine 913091-71-1 C19H13BrF3NS
2-bromo-5-[(2,5-difluorophenyl)[(4-fluorophenyl)thio]methyl]-4-methylpyridine
—— 2-[2-(4-fluorophenylthio)-6-fluorophenyl]-4,4-dimethyloxazoline 146372-72-7 C17H15F2NOS
2-[2-(4-fluorophenylthio)-6-fluorophenyl]-4,4-dimethyloxazoline
—— (5-chloro-2-methyl-4-nitrophenyl)(4-fluorophenyl)sulfane 935430-62-9 C13H9ClFNO2S
(5-chloro-2-methyl-4-nitrophenyl)(4-fluorophenyl)sulfane
—— 2-(2,6-dichlorophenylamino)-5-(4-fluorophenylsulfanyl)benzonitrile 342434-01-9 C19H11Cl2FN2S
2-(2,6-dichlorophenylamino)-5-(4-fluorophenylsulfanyl)benzonitrile
—— 2-cyano-3-(dimethoxyphosphoryloxy)-5-ethylthio-thiophene 61124-89-8 C9H12NO4PS2
2-cyano-3-(dimethoxyphosphoryloxy)-5-ethylthio-thiophene
—— 2-(4-fluoro-phenylsulfanyl)-octanoic acid ethyl ester 212769-59-0 C16H23FO2S
2-(4-fluoro-phenylsulfanyl)-octanoic acid ethyl ester
—— 3-Methyl-3-(methylthio)butan-1-ol 89002-50-6 C6H14OS
3-Methyl-3-(methylthio)butan-1-ol
—— N-[1-(4-chlorophenyl)-3-trimethylsilyl-3-(4-fluorophenylthio)-2-propenylidene]-3-chloroaniline 1140916-76-2 C24H22Cl2FNSSi
N-[1-(4-chlorophenyl)-3-trimethylsilyl-3-(4-fluorophenylthio)-2-propenylidene]-3-chloroaniline