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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
—— S-ethyl N-methoxycarbonylsulfenyl thiocarbamate 1338229-24-5 C5H9NO3S2
S-ethyl N-methoxycarbonylsulfenyl thiocarbamate
—— 3-chloro-1-ethyl-4-(2-hydroxyphenylthio)-1H-pyrrole-2,5-dione 1403354-08-4 C12H10ClNO3S
3-chloro-1-ethyl-4-(2-hydroxyphenylthio)-1H-pyrrole-2,5-dione
—— 2,2'-(methylenedithio)di-phenol 100396-99-4 C13H12O2S2
2,2'-(methylenedithio)di-phenol
—— O-methyl N-methoxycarbonylsulfenyl carbamate 1338229-19-8 C4H7NO4S
O-methyl N-methoxycarbonylsulfenyl carbamate
—— 2-[(3-Cyano-6-isobutyl-2-pyridyl)sulfanyl]-2-methylpropanoic acid 696614-12-7 C14H18N2O2S
2-[(3-Cyano-6-isobutyl-2-pyridyl)sulfanyl]-2-methylpropanoic acid
—— Vinyl-(2-phenyl-thio-ethyl)-ether 6613-39-4 C10H12OS
Vinyl-(2-phenyl-thio-ethyl)-ether
—— 2-[(3-Cyano-6-propyl-2-pyridyl)sulfanyl]-2-methylpropanoic acid 696605-16-0 C13H16N2O2S
2-[(3-Cyano-6-propyl-2-pyridyl)sulfanyl]-2-methylpropanoic acid
—— 1-phenyl-2,2-bis(phenylthio)ethan-1-ol 13307-64-7 C20H18OS2
1-phenyl-2,2-bis(phenylthio)ethan-1-ol
—— 2-(Methylthiomethoxy)propan 82055-18-3 C5H12OS
2-(Methylthiomethoxy)propan
—— 3,3'-diaminodiphenyl sulfide 23808-29-9 C12H12N2S
3,3'-diaminodiphenyl sulfide
—— phenyl 2-cyclopropylphenyl sulfide 75850-33-8 C15H14S
phenyl 2-cyclopropylphenyl sulfide
—— tert-butyl 5-(methoxymethylthio)-2-methylpentan-2-ylcarbamate 1198225-83-0 C13H27NO3S
tert-butyl 5-(methoxymethylthio)-2-methylpentan-2-ylcarbamate
—— 1-[(2R,3R,5S,9S)-9-hydroxy-3-phenylsulfanyl-1-oxaspiro[4.4]nonan-2-yl]pyrimidine-2,4-dione 629666-02-0 C18H20N2O4S
1-[(2R,3R,5S,9S)-9-hydroxy-3-phenylsulfanyl-1-oxaspiro[4.4]nonan-2-yl]pyrimidine-2,4-dione
—— 6-amino-2,4-bis(methylthio)-pyridin-3,5-dicarbonitril 135703-42-3 C9H8N4S2
6-amino-2,4-bis(methylthio)-pyridin-3,5-dicarbonitril
—— 3-(4-bromophenylthio)-1,2-propanediol 59365-64-9 C9H11BrO2S
3-(4-bromophenylthio)-1,2-propanediol
—— 3-methylsulfanyl-1-morpholin-4-yl-5,6,7,8-tetrahydro-isoquinoline-4-carbonitrile 50865-88-8 C15H19N3OS
3-methylsulfanyl-1-morpholin-4-yl-5,6,7,8-tetrahydro-isoquinoline-4-carbonitrile
—— 4-bromo-2-fluoro-1-(phenylthio)benzene 882689-94-3 C12H8BrFS
4-bromo-2-fluoro-1-(phenylthio)benzene
—— ethyl 2,2,3-trifluoro-3-phenyl-3-(4-chlorophenylthio)propionate 1253930-97-0 C17H14ClF3O2S
ethyl 2,2,3-trifluoro-3-phenyl-3-(4-chlorophenylthio)propionate
—— 1-(phenylsulfanyl-methyl)-propylamine 3898-25-7 C10H15NS
1-(phenylsulfanyl-methyl)-propylamine
—— N-methylthiocrotonamide 80597-82-6 C5H9NS
N-methylthiocrotonamide
—— 6-benzyl-2,3-dihydro-7H-[1,3]thiazolo[3,2-b][1,2,4]triazin-7-one 87844-18-6 C12H11N3OS
6-benzyl-2,3-dihydro-7H-[1,3]thiazolo[3,2-b][1,2,4]triazin-7-one
—— ethyl 2-(4,6-dihydroxypyrimidin-2-ylthio)-2-phenylacetate 461431-94-7 C14H14N2O4S
ethyl 2-(4,6-dihydroxypyrimidin-2-ylthio)-2-phenylacetate
—— 2,2-bis(ethylthio)-3-phenylpropanal 76372-04-8 C13H18OS2
2,2-bis(ethylthio)-3-phenylpropanal
—— 3-thienyl ethoxycarbonyl(phenyl)methyl sulfide 160032-30-4 C14H14O2S2
3-thienyl ethoxycarbonyl(phenyl)methyl sulfide
—— sodium 2-phenyl-2-(2-pyridylthio)acetate 97522-85-5 C13H10NO2S*Na
sodium 2-phenyl-2-(2-pyridylthio)acetate
—— 3-<ethoxycarbonyl(phenyl)methyl>thiophene-2-carbaldehyde 160032-35-9 C15H14O3S2
3-<ethoxycarbonyl(phenyl)methyl>thiophene-2-carbaldehyde
—— 5-(dodecylthio)-1H-tetrazole 149475-93-4 C13H26N4S
5-(dodecylthio)-1H-tetrazole
—— 2-(2-Propan-2-ylsulfanylphenyl)acetic acid 74266-19-6 C11H14O2S
2-(2-Propan-2-ylsulfanylphenyl)acetic acid
—— ethyl 2-phenyl-2-(2-pyridylthio)acetate 97522-86-6 C15H15NO2S
ethyl 2-phenyl-2-(2-pyridylthio)acetate
—— N-tert-butyl-N-(furan-3-ylmethyl)-2-[2-(4-methylphenyl)sulfanylphenyl]acetamide 207349-92-6 C24H27NO2S
N-tert-butyl-N-(furan-3-ylmethyl)-2-[2-(4-methylphenyl)sulfanylphenyl]acetamide
—— α-Chloro-β-phenylethylphenylsulfide 89423-36-9 C14H13ClS
α-Chloro-β-phenylethylphenylsulfide
—— 2-propyl-2-(13,15-dioxahexadec-5-ynyl)-1,3-dithiane 928030-71-1 C21H38O2S2
2-propyl-2-(13,15-dioxahexadec-5-ynyl)-1,3-dithiane
—— N-benzyl-N-tert-butyl-2-[2-(4-methylphenyl)sulfanylphenyl]acetamide 207349-83-5 C26H29NOS
N-benzyl-N-tert-butyl-2-[2-(4-methylphenyl)sulfanylphenyl]acetamide
—— 2-(4-Acetamido-phenyl-thio)-phenyl-essigsaeure 40400-17-7 C16H15NO3S
2-(4-Acetamido-phenyl-thio)-phenyl-essigsaeure
—— 2-(4-Amino-phenylmercapto)-phenylessigsaeure 20904-50-1 C14H13NO2S
2-(4-Amino-phenylmercapto)-phenylessigsaeure
—— tert-butyl [(1S,3S)-3-(methylaminocarbonothionyl)cyclopentyl]carbamate 875899-16-4 C12H22N2O2S
tert-butyl [(1S,3S)-3-(methylaminocarbonothionyl)cyclopentyl]carbamate
—— 2-benzyl-5-carbethoxymethylthio-1,3,4-oxadiazole 130781-74-7 C13H14N2O3S
2-benzyl-5-carbethoxymethylthio-1,3,4-oxadiazole
—— tert-butyl [(1S,3R)-3-(methylaminocarbonothionyl)cyclopentyl]carbamate 875899-10-8 C12H22N2O2S
tert-butyl [(1S,3R)-3-(methylaminocarbonothionyl)cyclopentyl]carbamate
—— tert-butyl 2-(2-(4-bromophenylthio)phenyl)acetate 1427565-52-3 C18H19BrO2S
tert-butyl 2-(2-(4-bromophenylthio)phenyl)acetate
—— <2-(3-fluorophenylthio)phenyl>acetic acid 76242-88-1 C14H11FO2S
<2-(3-fluorophenylthio)phenyl>acetic acid
—— <2-(2-aminophenylthio)phenyl>acetic acid 54920-97-7 C14H13NO2S
<2-(2-aminophenylthio)phenyl>acetic acid
—— N-methyl-2-[2-(4-methylphenyl)sulfanylphenyl]-N-phenylacetamide 207349-80-2 C22H21NOS
N-methyl-2-[2-(4-methylphenyl)sulfanylphenyl]-N-phenylacetamide
—— N-tert-butyl-2-[2-(4-methylphenyl)sulfanylphenyl]-N-[2-(trimethylsilylmethyl)prop-2-enyl]acetamide 207350-08-1 C26H37NOSSi
N-tert-butyl-2-[2-(4-methylphenyl)sulfanylphenyl]-N-[2-(trimethylsilylmethyl)prop-2-enyl]acetamide
—— N-tert-butyl-N-(cyclohexen-1-ylmethyl)-2-[2-(4-methylphenyl)sulfanylphenyl]acetamide 207349-95-9 C26H33NOS
N-tert-butyl-N-(cyclohexen-1-ylmethyl)-2-[2-(4-methylphenyl)sulfanylphenyl]acetamide
—— N-tert-butyl-N-[(3-methoxyphenyl)methyl]-2-[2-(4-methylphenyl)sulfanylphenyl]acetamide 207349-85-7 C27H31NO2S
N-tert-butyl-N-[(3-methoxyphenyl)methyl]-2-[2-(4-methylphenyl)sulfanylphenyl]acetamide
—— 1-methyl-3-[2-(4-methylphenyl)sulfanylphenyl]-3H-indol-2-one 172470-07-4 C22H19NOS
1-methyl-3-[2-(4-methylphenyl)sulfanylphenyl]-3H-indol-2-one
—— (2-(2-methylphenylthio)phenyl)ecetic acid 107165-01-5 C15H14O2S
(2-(2-methylphenylthio)phenyl)ecetic acid
—— 4-[6-(3,5-di-t-butyl-4-hydroxyphenylthio)-1-methyl-1H-benzimidazole-2-ylmethoxy]benzaldehyde 223134-13-2 C30H34N2O3S
4-[6-(3,5-di-t-butyl-4-hydroxyphenylthio)-1-methyl-1H-benzimidazole-2-ylmethoxy]benzaldehyde
—— 6-(3,5-di-t-butyl-4-hydroxy)phenylthio-2-hydroxymethyl-1-methyl-1H-benzimidazole 223134-11-0 C23H30N2O2S
6-(3,5-di-t-butyl-4-hydroxy)phenylthio-2-hydroxymethyl-1-methyl-1H-benzimidazole
—— α-Ethyl-2-[(3,4-dimethoxyphenyl)thio]phenylacetic Acid 312303-34-7 C18H20O4S
α-Ethyl-2-[(3,4-dimethoxyphenyl)thio]phenylacetic Acid