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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
—— 4-(phenethylthio)phenol 57401-02-2 C14H14OS
4-(phenethylthio)phenol
—— cyclohexyl [4-(hydroxyphenyl)sulfanyl]acetic acid 287392-99-8 C14H18O3S
cyclohexyl [4-(hydroxyphenyl)sulfanyl]acetic acid
—— ethyl isopropyl [4-(hydroxyphenyl)sulfanyl]acetate 287393-36-6 C13H18O3S
ethyl isopropyl [4-(hydroxyphenyl)sulfanyl]acetate
—— 4-((3-methylbut-2-en-1-yl)thio)phenol 127164-87-8 C11H14OS
4-((3-methylbut-2-en-1-yl)thio)phenol
—— 2-acetylamino-5-(4-hydroxyphenylthio)thiazole 133691-83-5 C11H10N2O2S2
2-acetylamino-5-(4-hydroxyphenylthio)thiazole
—— 4-(3-amino-propylsulfanyl)-phenol 69409-63-8 C9H13NOS
4-(3-amino-propylsulfanyl)-phenol
—— Methyl 2-hydroxy-3-(4-hydroxyphenylthio)-3-[2-(8-phenyloctyl)phenyl]propionate 120427-83-0 C30H36O4S
Methyl 2-hydroxy-3-(4-hydroxyphenylthio)-3-[2-(8-phenyloctyl)phenyl]propionate
—— 6-[(3,5-Dimethylphenyl)thio]-5-ethyl-1-[4-(methoxy-carbonyl)butyl]uracil 279220-25-6 C20H26N2O4S
6-[(3,5-Dimethylphenyl)thio]-5-ethyl-1-[4-(methoxy-carbonyl)butyl]uracil
—— 1-(4-carboxybutyl)-6-[(3,5-dimethylphenyl)thio]-5-ethyluracil 279220-26-7 C19H24N2O4S
1-(4-carboxybutyl)-6-[(3,5-dimethylphenyl)thio]-5-ethyluracil
—— 5-ethyl-6-(3,5-dimethylphenyl)thio-2,4-pyrimidinedione 171048-61-6 C14H16N2O2S
5-ethyl-6-(3,5-dimethylphenyl)thio-2,4-pyrimidinedione
—— 3-cyano-1-(4-hydroxybenzenethio)-2-isopropylindolizine 154190-19-9 C18H16N2OS
3-cyano-1-(4-hydroxybenzenethio)-2-isopropylindolizine
—— tert-Butyl 3-(4'-Hydroxyphenyl)mercaptopivaloate 150493-04-2 C15H22O3S
tert-Butyl 3-(4'-Hydroxyphenyl)mercaptopivaloate
—— 6-(3-(4-hydroxyphenylsulfanyl)indol-1-yl)-1,3-dihydro-1-hydroxy-2,1-benzoxaborole 1309068-66-3 C21H16BNO3S
6-(3-(4-hydroxyphenylsulfanyl)indol-1-yl)-1,3-dihydro-1-hydroxy-2,1-benzoxaborole
—— 4-{[(1H-Pyrazol-1-yl)methyl]sulfanyl}phenol 80200-19-7 C10H10N2OS
4-{[(1H-Pyrazol-1-yl)methyl]sulfanyl}phenol
—— ethyl 4-[(4-hydroxyphenyl)sulfanyl]butanoate 868850-02-6 C12H16O3S
ethyl 4-[(4-hydroxyphenyl)sulfanyl]butanoate
—— 4-<(4-hydroxyphenyl)thio>butyronitrile 125439-47-6 C10H11NOS
4-<(4-hydroxyphenyl)thio>butyronitrile
—— 4-(4-aminophenylsulfamyl)phenol 100062-94-0 C12H11NOS
4-(4-aminophenylsulfamyl)phenol
—— 4-(1,4-dibenzyl-1H-imidazol-2-ylthio)phenol 1202223-34-4 C23H20N2OS
4-(1,4-dibenzyl-1H-imidazol-2-ylthio)phenol
—— 3-(4-hydroxyphenyl)-thio-furan-2-carboxaldehyde 877176-26-6 C11H8O3S
3-(4-hydroxyphenyl)-thio-furan-2-carboxaldehyde
—— 4-(1,4-bis(4-methoxybenzyl)-1H-imidazol-2-ylthio)phenol 1202223-26-4 C25H24N2O3S
4-(1,4-bis(4-methoxybenzyl)-1H-imidazol-2-ylthio)phenol
—— 4-(5-(4-(benzyloxy)benzyl)-4-(4-methoxybenzyl)-1-methyl-1H-imidazol-2-ylthio)phenol 1202223-51-5 C32H30N2O3S
4-(5-(4-(benzyloxy)benzyl)-4-(4-methoxybenzyl)-1-methyl-1H-imidazol-2-ylthio)phenol
—— (Z)-3-(4-hydroxy-phenylsulfanyl)-acrylic acid ethyl ester 1234562-78-7 C11H12O3S
(Z)-3-(4-hydroxy-phenylsulfanyl)-acrylic acid ethyl ester
—— 4-[[2-phenyl-(2-oxazolin-4-yl)]methylthio]phenol 104005-03-0 C16H15NO2S
4-[[2-phenyl-(2-oxazolin-4-yl)]methylthio]phenol
—— 4-(4,5-dibenzyl-1-methyl-1H-imidazol-2-ylthio)phenol 1202223-43-5 C24H22N2OS
4-(4,5-dibenzyl-1-methyl-1H-imidazol-2-ylthio)phenol
—— 6-chloro-3-[(4-hydroxyphenyl)thio]-N-(1-methyl-1H-pyrazol-3-yl)pyridine-2-carboxamide 1164103-36-9 C16H13ClN4O2S
6-chloro-3-[(4-hydroxyphenyl)thio]-N-(1-methyl-1H-pyrazol-3-yl)pyridine-2-carboxamide
—— 2-(4-hydroxyphenylsulfanyl)octanoic acid ethyl ester 287392-78-3 C16H24O3S
2-(4-hydroxyphenylsulfanyl)octanoic acid ethyl ester
—— methyl 2-(4-hydroxyphenylthio)propionate 347162-60-1 C10H12O3S
methyl 2-(4-hydroxyphenylthio)propionate
—— 4-((3-(methyl(phenyl)amino)propyl)thio)phenol 1452855-71-8 C16H19NOS
4-((3-(methyl(phenyl)amino)propyl)thio)phenol
—— 3-[(4-hydroxyphenyl)sulfanyl]propanoic acid 30512-65-3 C9H10O3S
3-[(4-hydroxyphenyl)sulfanyl]propanoic acid
—— S-(2-tetrahydropyranyl)-4-hydroxythiophenol 527758-63-0 C11H14O2S
S-(2-tetrahydropyranyl)-4-hydroxythiophenol
—— 2-(4-(2,2-bis(4-hydroxyphenylthio)ethoxy)phenylthio)pyridine 866249-08-3 C25H21NO3S3
2-(4-(2,2-bis(4-hydroxyphenylthio)ethoxy)phenylthio)pyridine
—— 5,5-dimethyl-3-(phenylthio)cyclohex-2-enone 52735-51-0 C14H16OS
5,5-dimethyl-3-(phenylthio)cyclohex-2-enone
—— 4-(2-amino-4-nitro-phenylsulfanyl)-phenol 943773-76-0 C12H10N2O3S
4-(2-amino-4-nitro-phenylsulfanyl)-phenol
—— 2-(4-((1,3-dioxolane-2-yl)methoxy)phenylthio)pyridine 866249-07-2 C15H15NO3S
2-(4-((1,3-dioxolane-2-yl)methoxy)phenylthio)pyridine
—— 4-(4-hydroxyphenylthio)benzonitrile 53279-54-2 C13H9NOS
4-(4-hydroxyphenylthio)benzonitrile
—— 6-[(4-hydroxyphenyl)thio]-2,4(1H,3H)-pyrimidinedione 607710-37-2 C10H8N2O3S
6-[(4-hydroxyphenyl)thio]-2,4(1H,3H)-pyrimidinedione
—— 4-((2-(ethyl(phenyl)amino)ethyl)thio)phenol 1452855-70-7 C16H19NOS
4-((2-(ethyl(phenyl)amino)ethyl)thio)phenol
—— 4-(3-amino-4-nitrophenylthio)phenol 60014-04-2 C12H10N2O3S
4-(3-amino-4-nitrophenylthio)phenol
—— 5-(4-hydroxy-phenylsulfanyl methyl)-2-oxo-2,3-dihydro-1H-imidazole-4-carboxylic acid methyl ester 849454-46-2 C12H12N2O4S
5-(4-hydroxy-phenylsulfanyl methyl)-2-oxo-2,3-dihydro-1H-imidazole-4-carboxylic acid methyl ester
—— diphenylthioacetate de methyle 84406-07-5 C15H14O2S2
diphenylthioacetate de methyle
—— tert-butyl (2-((4-hydroxyphenyl)thio)ethyl)carbamate 195516-69-9 C13H19NO3S
tert-butyl (2-((4-hydroxyphenyl)thio)ethyl)carbamate
—— 3-(4-hydroxyphenylthio)phthalonitrile 1499237-75-0 C14H8N2OS
3-(4-hydroxyphenylthio)phthalonitrile
—— (4-bromophenyl)(3-methylbut-2-en-1-yl)sulfane 127164-82-3 C11H13BrS
(4-bromophenyl)(3-methylbut-2-en-1-yl)sulfane
—— 4-(4-hydroxyphenylthio)phthalonitrile 1499237-78-3 C14H8N2OS
4-(4-hydroxyphenylthio)phthalonitrile
—— 4-(4-amino-2-nitro-phenylsulfanyl)-phenol 530135-26-3 C12H10N2O3S
4-(4-amino-2-nitro-phenylsulfanyl)-phenol
—— 2,4-bis[4-(4-hydroxyphenylsulphanyl)phenyl]-6-phenyl-1,3,5-triazine 1357015-56-5 C33H23N3O2S2
2,4-bis[4-(4-hydroxyphenylsulphanyl)phenyl]-6-phenyl-1,3,5-triazine
—— Methyl 4,5-dimethyl-1,3-dithiole-2-carboxylate 177798-61-7 C7H10O2S2
Methyl 4,5-dimethyl-1,3-dithiole-2-carboxylate
—— Dithiobuttersaeuremethylester 13831-08-8 C5H10S2
Dithiobuttersaeuremethylester
—— Methyl 5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiine-2-carboxylate 161088-14-8 C7H8O2S4
Methyl 5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiine-2-carboxylate
—— (5,6-dicyano-pyrazin-2-ylsulfanyl)-acetic acid 72112-02-8 C8H4N4O2S
(5,6-dicyano-pyrazin-2-ylsulfanyl)-acetic acid