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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-[(4-Chlorophenyl)sulfanylmethyl]-3-phenyl-1,2,5-trioxaspiro[5.11]heptadecane 1227098-77-2 C27H35ClO3S
3-[(4-Chlorophenyl)sulfanylmethyl]-3-phenyl-1,2,5-trioxaspiro[5.11]heptadecane
—— methyl (2-methylenecyclododecan-1-yl)methyl sulfoxide 945904-10-9 C15H28OS
methyl (2-methylenecyclododecan-1-yl)methyl sulfoxide
—— 1-cyclododecenyl isothiocyanate 87656-54-0 C13H21NS
1-cyclododecenyl isothiocyanate
—— N,N-Diisopropyl-dithiocarbazinsaeure-betain 18247-24-0 C7H16N2S2
N,N-Diisopropyl-dithiocarbazinsaeure-betain
—— <(ethoxythiocarbonyl)sulfanyl>(hex-4-enyloxy)acetic acid methyl ester 161254-25-7 C12H20O4S2
<(ethoxythiocarbonyl)sulfanyl>(hex-4-enyloxy)acetic acid methyl ester
—— 2-chloro-6-(1-methylpiperidin-2-ylmethylsulfanyl)pyridine 777842-39-4 C12H17ClN2S
2-chloro-6-(1-methylpiperidin-2-ylmethylsulfanyl)pyridine
—— 2-[(4-Bromophenyl)sulfanylmethyl]-1-methylpiperidine 83782-76-7 C13H18BrNS
2-[(4-Bromophenyl)sulfanylmethyl]-1-methylpiperidine
—— 3-methyl-2-(3-propynyloxy)-4-vinyl-3-cyclohexen-1-one trimethylene 1,1-dithioketal 121935-21-5 C15H20OS2
3-methyl-2-(3-propynyloxy)-4-vinyl-3-cyclohexen-1-one trimethylene 1,1-dithioketal
—— O-cyclododecyl-S-methyl dithiocarbonate 4373-12-0 C14H26OS2
O-cyclododecyl-S-methyl dithiocarbonate
—— 1,5-dithiaspiro<5.11>heptadecane 60719-91-7 C15H28S2
1,5-dithiaspiro<5.11>heptadecane
—— 1,4-Dithiaspiro<4.11>hexadecan-6-one 73454-01-0 C14H24OS2
1,4-Dithiaspiro<4.11>hexadecan-6-one
—— 1,1-Bis(ethylsulfanyl)cyclododecane 115663-67-7 C16H32S2
1,1-Bis(ethylsulfanyl)cyclododecane
—— Phenyl N-cyclopropyliminochlorothioformate 130878-55-6 C10H10ClNS
Phenyl N-cyclopropyliminochlorothioformate
—— Phenyl N-cyclopropyliminomercaptothioformate 131643-20-4 C10H11NS2
Phenyl N-cyclopropyliminomercaptothioformate
—— 1,4,7-trithia-spiro[4.4]nonane 176-41-0 C6H10S3
1,4,7-trithia-spiro[4.4]nonane
—— 2-((2-((carbamimidoylthio)methyl)-4-fluorophenyl)thio)-5-nitrobenzylcarbamimidothioate 1062598-32-6 C16H16FN5O2S3
2-((2-((carbamimidoylthio)methyl)-4-fluorophenyl)thio)-5-nitrobenzylcarbamimidothioate
—— 2-(3-chloro-2-pyridylthiomethyl)-1H-imidazole 96831-56-0 C9H8ClN3S
2-(3-chloro-2-pyridylthiomethyl)-1H-imidazole
—— 3-[3,6-dihydro-4-(3-methylphenyl)-1(2 H)-pyridinyl]-6-(methylthio)pyridazine 100224-59-7 C17H19N3S
3-[3,6-dihydro-4-(3-methylphenyl)-1(2 H)-pyridinyl]-6-(methylthio)pyridazine
—— (2-Methyl-1,3-dithiolan-2-yl)essigsaeure 5616-60-4 C6H10O2S2
(2-Methyl-1,3-dithiolan-2-yl)essigsaeure
—— (5-fluoro-2-((2-(hydroxymethyl)-4-nitrophenyl)thio)phenyl)methanol 1062599-72-7 C14H12FNO4S
(5-fluoro-2-((2-(hydroxymethyl)-4-nitrophenyl)thio)phenyl)methanol
—— 4-(phenylthio)pyridin-3-amine 103984-11-8 C11H10N2S
4-(phenylthio)pyridin-3-amine
—— 1-nitromethyl-1-phenylthiocyclopentane 109585-27-5 C12H15NO2S
1-nitromethyl-1-phenylthiocyclopentane
—— 2-ethylthio-5-iodo-4(1H)-pyrimidinone 76510-62-8 C6H7IN2OS
2-ethylthio-5-iodo-4(1H)-pyrimidinone
—— 3-[(4-chlorophenyl)thio]-N,N-diethyl-7-methoxy-2-methyl-1H-indole 628736-16-3 C20H23ClN2O3S2
3-[(4-chlorophenyl)thio]-N,N-diethyl-7-methoxy-2-methyl-1H-indole
—— 2-hydroxy-2-phenyl-N-(2-phenylthioethyl)ethylamine 133760-85-7 C16H19NOS
2-hydroxy-2-phenyl-N-(2-phenylthioethyl)ethylamine
—— <(35)S>-Thiourea 5022-67-3 CH4N2S
<(35)S>-Thiourea
—— 3-chloromethyl-5-(4,4-difluorobut-3-enylthio)-1,2,4-thiadiazole 172934-23-5 C7H7ClF2N2S2
3-chloromethyl-5-(4,4-difluorobut-3-enylthio)-1,2,4-thiadiazole
—— N-Benzyl-5-(phenylthio)-2-pyrrolidone 116436-65-8 C17H17NOS
N-Benzyl-5-(phenylthio)-2-pyrrolidone
—— 4,6-di-(2-furyl)-2-(methylthio)nicotinenitrile 1028209-01-9 C15H10N2O2S
4,6-di-(2-furyl)-2-(methylthio)nicotinenitrile
—— S-(2-Carbamoyl-ethyl)-isothioharnstoff 6951-66-2 C4H9N3OS*ClH
S-(2-Carbamoyl-ethyl)-isothioharnstoff
—— 1-benzyl-5-(difluoro(phenylsulfanyl)methyl)-5-hydroxy-pyrrolidin-2-one 1152032-86-4 C18H17F2NO2S
1-benzyl-5-(difluoro(phenylsulfanyl)methyl)-5-hydroxy-pyrrolidin-2-one
—— 2-methylthio-5-(4-pyridyl)-1,3,4-thiadiazole 89806-20-2 C8H7N3S2
2-methylthio-5-(4-pyridyl)-1,3,4-thiadiazole
—— 3-[(4-Fluoro-3-methylphenyl)thio]propanoic acid 1082335-48-5 C10H11FO2S
3-[(4-Fluoro-3-methylphenyl)thio]propanoic acid
—— (2,2-dimethylpropanoylamino) N,N-diethylcarbamodithioate 138905-93-8 C10H20N2OS2
(2,2-dimethylpropanoylamino) N,N-diethylcarbamodithioate
—— methyl N-(diethylcarbamothioylsulfanyl)carbamate 138906-00-0 C7H14N2O2S2
methyl N-(diethylcarbamothioylsulfanyl)carbamate
—— N-Butylthioacetimidsaeure-methylester 742016-95-1 C7H15NS
N-Butylthioacetimidsaeure-methylester
—— Sulfamoyl azide, tert-butyl- 33581-91-8 C4H10N4O2S
Sulfamoyl azide, tert-butyl-
—— 2-ethylsulfanyl-5-phenyl-1,3,4-oxadiazole 55084-89-4 C10H10N2OS
2-ethylsulfanyl-5-phenyl-1,3,4-oxadiazole
—— μ-disulfido-1,2-dithio-dicarbonic acid bis-isobutylamide 65717-95-5 C10H20N2S4
μ-disulfido-1,2-dithio-dicarbonic acid bis-isobutylamide
—— heptane-2,6-dithiol 4038-06-6 C7H16S2
heptane-2,6-dithiol
—— 4-[3-(4-phenyl-n-butyrylamino)propylthio]pyridine 155965-82-5 C18H22N2OS
4-[3-(4-phenyl-n-butyrylamino)propylthio]pyridine
—— N-formyl-N-(phenyl)-[2H1]-methyl-2-(phenylthio)ethylamine 191546-02-8 C16H17NOS
N-formyl-N-(phenyl)-[2H1]-methyl-2-(phenylthio)ethylamine
—— 4-methyl-dithiovaleric acid 78124-11-5 C6H12S2
4-methyl-dithiovaleric acid
—— 1-isocyanato-4-isothiocyanato-butane 76802-32-9 C6H8N2OS
1-isocyanato-4-isothiocyanato-butane
—— 2-(4-bromo-3-fluorophenyl)-7-[(4-methoxyphenyl)thio]imidazo[1,2-b][1,2,4]triazine 1029712-81-9 C18H12BrFN4OS
2-(4-bromo-3-fluorophenyl)-7-[(4-methoxyphenyl)thio]imidazo[1,2-b][1,2,4]triazine
—— ethyl 5-amino-3-(methylsulfanyl)-1,2,4-triazine-6-carboxylate 96259-44-8 C7H10N4O2S
ethyl 5-amino-3-(methylsulfanyl)-1,2,4-triazine-6-carboxylate
—— N-[(4-fluorophenyl)-(4-methylphenyl)sulfanylmethyl]formamide 165806-84-8 C15H14FNOS
N-[(4-fluorophenyl)-(4-methylphenyl)sulfanylmethyl]formamide
—— 3-(2-phenyl-1,3-dithian-2-yl)cycloheptan-1-one 66124-76-3 C17H22OS2
3-(2-phenyl-1,3-dithian-2-yl)cycloheptan-1-one
—— 1-(2-phenyl-1,3-dithian-2-yl)-2-cyclohepten-1-ol 66124-75-2 C17H22OS2
1-(2-phenyl-1,3-dithian-2-yl)-2-cyclohepten-1-ol
—— 3-butylsulfanyl-aniline 51043-07-3 C10H15NS
3-butylsulfanyl-aniline