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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
—— (Z)-4-[(4-hydroxyphenyl)sulfanyl]but-3-en-2-one 1176996-15-8 C10H10O2S
(Z)-4-[(4-hydroxyphenyl)sulfanyl]but-3-en-2-one
—— 2-methyl-2-thioethyl (1'-ethoxy) propionitrile 135986-75-3 C8H15NOS
2-methyl-2-thioethyl (1'-ethoxy) propionitrile
—— 4-[2,4-bis-(7-methyl-pyrido[2,3-d]pyrimidin-4-ylamino)-phenylsulfanyl]-phenol 944503-56-4 C28H22N8OS
4-[2,4-bis-(7-methyl-pyrido[2,3-d]pyrimidin-4-ylamino)-phenylsulfanyl]-phenol
—— N-hydroxy-N-[3-(4-hydroxyphenylthio)thien-2-yl]methyl urea 132707-42-7 C12H12N2O3S2
N-hydroxy-N-[3-(4-hydroxyphenylthio)thien-2-yl]methyl urea
—— 1-isopropenyl-4-methyl-3-pentenyl 2-pyridyl sulfide 80232-47-9 C14H19NS
1-isopropenyl-4-methyl-3-pentenyl 2-pyridyl sulfide
—— 2-fluoro-6-<<4-<(tetrahydro-2H-pyran-2-yl)oxy>phenyl>thio>benzonitrile 168910-45-0 C18H16FNO2S
2-fluoro-6-<<4-<(tetrahydro-2H-pyran-2-yl)oxy>phenyl>thio>benzonitrile
—— 2-(p-hydroxyphenyl) thio-5-thiophenesulfonamide 63032-04-2 C10H9NO3S3
2-(p-hydroxyphenyl) thio-5-thiophenesulfonamide
—— 2-((4-hydroxyphenylthio)methyl)-5-hydroxy-4H-pyran-4-one 1178776-89-0 C12H10O4S
2-((4-hydroxyphenylthio)methyl)-5-hydroxy-4H-pyran-4-one
—— 4-[2-(1-pyrazolyl)ethylthio]phenol 80200-14-2 C11H12N2OS
4-[2-(1-pyrazolyl)ethylthio]phenol
—— ethyl phenyl [4-(hydroxyphenyl)sulfanyl]acetate 287393-39-9 C16H16O3S
ethyl phenyl [4-(hydroxyphenyl)sulfanyl]acetate
—— {2-[2-bromo-6-(3-methylbut-2-enyl)phenylsulfanyl]ethyl}trimethylsilane 532412-74-1 C16H25BrSSi
{2-[2-bromo-6-(3-methylbut-2-enyl)phenylsulfanyl]ethyl}trimethylsilane
—— methyl 5-(4-chloro-phenylthio)-oct-7-enoate 165590-35-2 C15H19ClO2S
methyl 5-(4-chloro-phenylthio)-oct-7-enoate
—— 4-(p-Hydroxyphenylthio)-2-butanon 92315-48-5 C10H12O2S
4-(p-Hydroxyphenylthio)-2-butanon
—— <i>N</i>'-ethyl-<i>N</i>,<i>N</i>-dipropyl-thiourea 32900-05-3 C9H20N2S
<i>N</i>'-ethyl-<i>N</i>,<i>N</i>-dipropyl-thiourea
—— 8-(4-hydroxyphenylthio)-6-methyl-3-phenethylthiomethylimidazo[1,2-a]pyridine 1076691-37-6 C23H22N2OS2
8-(4-hydroxyphenylthio)-6-methyl-3-phenethylthiomethylimidazo[1,2-a]pyridine
—— 4-[(7-chloro-2-quinoxalinyl)thio]phenol 347162-68-9 C14H9ClN2OS
4-[(7-chloro-2-quinoxalinyl)thio]phenol
—— 4-(1'-fluoro-1'-carbethoxy-methyl mercapto)-phenol 56773-32-1 C10H11FO3S
4-(1'-fluoro-1'-carbethoxy-methyl mercapto)-phenol
—— 2-[4-(4-Hydroxyphenyl)sulfanylphenyl]acetic acid 252973-21-0 C14H12O3S
2-[4-(4-Hydroxyphenyl)sulfanylphenyl]acetic acid
—— 4-(hexylthio)phenol 13349-96-7 C12H18OS
4-(hexylthio)phenol
—— 2-amino-6-(4-hydroxyphenylthio)-9-[2-(phosphonomethoxy)ethyl]purine bis(2,2,2-trifluoroethyl) ester 358975-84-5 C18H18F6N5O5PS
2-amino-6-(4-hydroxyphenylthio)-9-[2-(phosphonomethoxy)ethyl]purine bis(2,2,2-trifluoroethyl) ester
—— 2-Fluoro-6-(4-hydroxyphenyl)sulfanylbenzonitrile 168910-44-9 C13H8FNOS
2-Fluoro-6-(4-hydroxyphenyl)sulfanylbenzonitrile
—— methyl 5-hydroxy-2,2-dimethyl-4H-1,3-dithiine-6-carboxylate 653565-41-4 C8H12O3S2
methyl 5-hydroxy-2,2-dimethyl-4H-1,3-dithiine-6-carboxylate
—— 2-[2-(4-Hydroxyphenyl)thioethyl]-1-methylpyrrolidine 191611-76-4 C13H19NOS
2-[2-(4-Hydroxyphenyl)thioethyl]-1-methylpyrrolidine
—— 5-amino-4,6-bis(p-hydroxyphenylthio)pyrimidine 873106-32-2 C16H13N3O2S2
5-amino-4,6-bis(p-hydroxyphenylthio)pyrimidine
—— 6-(4-hydroxyphenylthio)-8-methyl-3-phenethylthiomethylimidazo[1,2-a]pyridine 1076691-20-7 C23H22N2OS2
6-(4-hydroxyphenylthio)-8-methyl-3-phenethylthiomethylimidazo[1,2-a]pyridine
—— methyl 5-(4-chloro-phenylthio)-pentanoate 165590-28-3 C12H15ClO2S
methyl 5-(4-chloro-phenylthio)-pentanoate
—— 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