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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
—— (R)-2,3-dihydro-1,4-benzoxathiin-2-methanol 502435-10-1 C9H10O2S
(R)-2,3-dihydro-1,4-benzoxathiin-2-methanol
—— (E)-4-(2-hydroxyphenylthio)but-2-enyl 2,2,2-trichloroacetimidate 1360054-42-7 C12H12Cl3NO2S
(E)-4-(2-hydroxyphenylthio)but-2-enyl 2,2,2-trichloroacetimidate
—— <(2-hydroxyphenyl)thio>acetic acid, methyl ester 160901-56-4 C9H10O3S
<(2-hydroxyphenyl)thio>acetic acid, methyl ester
—— methyl 3-oxo-3,4-dihydro-2H-1,5-benzoxathiepin-4-carboxylate 99013-76-0 C11H10O4S
methyl 3-oxo-3,4-dihydro-2H-1,5-benzoxathiepin-4-carboxylate
—— chloro<(2-hydroxyphenyl)thio>acetic acid, methyl ester 160901-58-6 C9H9ClO3S
chloro<(2-hydroxyphenyl)thio>acetic acid, methyl ester
—— 2-(2-ethylbutylthio)phenol 1128193-66-7 C12H18OS
2-(2-ethylbutylthio)phenol
—— 1-(11-(2-hydroxyphenylthio)undec-5(Z)-enyl)-3-n-pentylurea 1402547-53-8 C23H38N2O2S
1-(11-(2-hydroxyphenylthio)undec-5(Z)-enyl)-3-n-pentylurea
—— 2-{[4-acetyl-1,3-thiazol-2-yl]thio}-2-methylpropionic acid tert-butyl ester 1228440-66-1 C13H19NO3S2
2-{[4-acetyl-1,3-thiazol-2-yl]thio}-2-methylpropionic acid tert-butyl ester
—— 2-Pent-2-ynylsulfanylphenol 210351-00-1 C11H12OS
2-Pent-2-ynylsulfanylphenol
—— 2-(2-hydroxyphenylthio)-2-phenylethanol 156273-12-0 C14H14O2S
2-(2-hydroxyphenylthio)-2-phenylethanol
—— 2-Hexylsulfanylphenol 24312-52-5 C12H18OS
2-Hexylsulfanylphenol
—— 2-(2-Phenylethylsulfanyl)phenol 36124-48-8 C14H14OS
2-(2-Phenylethylsulfanyl)phenol
—— ethyl 1,4-benzoxathian-2-carboxylate 35143-10-3 C11H12O3S
ethyl 1,4-benzoxathian-2-carboxylate
—— 2-<((+/-)-2-hydroxyphenyl)thio>oct-3-yne 217187-37-6 C14H18OS
2-<((+/-)-2-hydroxyphenyl)thio>oct-3-yne
—— N,N-diethyl-N'-methoxycarbonylsulfenyl urea 1338229-22-3 C7H14N2O3S
N,N-diethyl-N'-methoxycarbonylsulfenyl urea
—— 2-Cycloheptylthiophenol 56484-58-3 C13H18OS
2-Cycloheptylthiophenol
—— N-tert-butyl-N'-methoxycarbonylsulfenyl urea 1338229-23-4 C7H14N2O3S
N-tert-butyl-N'-methoxycarbonylsulfenyl urea
—— 2-hydroxyphenyl hept-2-ynyl sulfide 210350-98-4 C13H16OS
2-hydroxyphenyl hept-2-ynyl sulfide
—— 2-Hex-2-ynylsulfanylphenol 210350-99-5 C12H14OS
2-Hex-2-ynylsulfanylphenol
—— 2-((2,2,2-trifluoroethyl)thio)phenol 90314-93-5 C8H7F3OS
2-((2,2,2-trifluoroethyl)thio)phenol
—— 2-((3-hydroxypropyl)thio)phenol 224446-07-5 C9H12O2S
2-((3-hydroxypropyl)thio)phenol
—— O-tert-butyl N-methoxycarbonylsulfenyl carbamate 1338229-21-2 C7H13NO4S
O-tert-butyl N-methoxycarbonylsulfenyl carbamate
—— 2-(dodecylthio)phenol 61900-53-6 C18H30OS
2-(dodecylthio)phenol
—— N-(4,5-dichlorothiophen-2-ylsulfonyl)-2-(3-(1-methyl-1H-benzo[d]imidazol-2-ylthio)-1H-indol-4-yloxy)acetamide 1057256-15-1 C22H16Cl2N4O4S3
N-(4,5-dichlorothiophen-2-ylsulfonyl)-2-(3-(1-methyl-1H-benzo[d]imidazol-2-ylthio)-1H-indol-4-yloxy)acetamide
—— O-ethyl N-methoxycarbonylsulfenyl carbamate 1338229-20-1 C5H9NO4S
O-ethyl N-methoxycarbonylsulfenyl carbamate
—— (E)-2-(4-(tetrahydro-2H-pyran-2-yloxy)but-2-enylthio)-phenol 1360054-41-6 C15H20O3S
(E)-2-(4-(tetrahydro-2H-pyran-2-yloxy)but-2-enylthio)-phenol
—— 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