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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
—— 2-ethylmercapto-5-fluoro-6-methyl-3<i>H</i>-pyrimidin-4-one 705-50-0 C7H9FN2OS
2-ethylmercapto-5-fluoro-6-methyl-3<i>H</i>-pyrimidin-4-one
—— cyclohexanespiro-2'-4'-phenyl-1',3'-oxathiolan-5'-one 71318-64-4 C14H16O2S
cyclohexanespiro-2'-4'-phenyl-1',3'-oxathiolan-5'-one
—— 5-(4-Fluorophenyl)sulfanyl-3-methoxy-6-nitro-1-benzofuran 286377-37-5 C15H10FNO4S
5-(4-Fluorophenyl)sulfanyl-3-methoxy-6-nitro-1-benzofuran
—— tris[2-(phenylthio)ethyl]phosphine oxide 37753-39-2 C24H27OPS3
tris[2-(phenylthio)ethyl]phosphine oxide
—— 4-[2-hydroxy-1-tert-butyldimethylsilyloxy-2-(2-nonyl-1,3-dithian-2-yl)-(1R)-ethyl]-3-methyl-5-phenyl-(4S,5R)-1,3-oxazolan-2-one 651359-05-6 C31H53NO4S2Si
4-[2-hydroxy-1-tert-butyldimethylsilyloxy-2-(2-nonyl-1,3-dithian-2-yl)-(1R)-ethyl]-3-methyl-5-phenyl-(4S,5R)-1,3-oxazolan-2-one
—— S-propyl dipropylthiocarbamate S,S-dioxide 51892-64-9 C10H21NO3S
S-propyl dipropylthiocarbamate S,S-dioxide
—— [1-((Z)-2-Methoxy-vinyl)-heptylsulfanyl]-benzene 63109-52-4 C16H24OS
[1-((Z)-2-Methoxy-vinyl)-heptylsulfanyl]-benzene
—— [((E)-1-Buta-1,3-dienyl)-heptylsulfanyl]-benzene 125153-25-5 C17H24S
[((E)-1-Buta-1,3-dienyl)-heptylsulfanyl]-benzene
—— 4-methyl-5-phenylsulfanyl-(Z,4S)-2-penten-1-ol 556834-59-4 C12H16OS
4-methyl-5-phenylsulfanyl-(Z,4S)-2-penten-1-ol
—— methyl 4-methyl-5-phenylsulfanyl-(Z,4S)-2-pentenoate 556834-58-3 C13H16O2S
methyl 4-methyl-5-phenylsulfanyl-(Z,4S)-2-pentenoate
—— [4-(phenylthio)phenyl]phenylsulfoxide 99901-62-9 C18H14OS2
[4-(phenylthio)phenyl]phenylsulfoxide
—— 1,3-Bis(methylthio)-1-propanol 54884-93-4 C5H12OS2
1,3-Bis(methylthio)-1-propanol
—— 3-Cyclohexyl-8-Phenyl-1,2,4-triazolo<3,4-b>-1,3,4-thiadiazepine 76457-83-5 C17H18N4S
3-Cyclohexyl-8-Phenyl-1,2,4-triazolo<3,4-b>-1,3,4-thiadiazepine
—— 3-Chloro-4-[(2,5-dichlorophenyl)sulfanyl]aniline 87294-30-2 C12H8Cl3NS
3-Chloro-4-[(2,5-dichlorophenyl)sulfanyl]aniline
—— 4-(phenylthio)dihydrofuran-2(3H)-one 156540-92-0 C10H10O2S
4-(phenylthio)dihydrofuran-2(3H)-one
—— (2S)-1-[2-[(2R)-2-[tert-butyl(dimethyl)silyl]oxy-3-(2-heptyl-1,3-dithian-2-yl)propyl]-1,3-dithian-2-yl]pent-4-en-2-ol 1431375-90-4 C29H56O2S4Si
(2S)-1-[2-[(2R)-2-[tert-butyl(dimethyl)silyl]oxy-3-(2-heptyl-1,3-dithian-2-yl)propyl]-1,3-dithian-2-yl]pent-4-en-2-ol
—— N,N'-ethylenebis(thioacetylacetonylideneimine) 53103-67-6 C12H20N2S2
N,N'-ethylenebis(thioacetylacetonylideneimine)
—— 3-dimethylcarbamoyloxy-5-ethylsulfanyl-[1,2,4]thiadiazole 72182-95-7 C7H11N3O2S2
3-dimethylcarbamoyloxy-5-ethylsulfanyl-[1,2,4]thiadiazole
—— 2,5-bis(β-chloroethylsulfonyl)pentylamine hydrochloride 122289-60-5 C9H19Cl2NO4S2*ClH
2,5-bis(β-chloroethylsulfonyl)pentylamine hydrochloride
—— cyanomethyl ethylsulfinylacetate 85389-96-4 C6H9NO3S
cyanomethyl ethylsulfinylacetate
—— 4-(phenylthio)dihydrofuran-2(3H)-one 1588512-08-6 C10H10O2S
4-(phenylthio)dihydrofuran-2(3H)-one
—— 5-allylsulfanyl-3-dimethylcarbamoyloxy-[1,2,4]thiadiazole 72182-96-8 C8H11N3O2S2
5-allylsulfanyl-3-dimethylcarbamoyloxy-[1,2,4]thiadiazole
—— 2-[4-[2-[(E)-hex-4-enyl]-1,3-dithian-2-yl]butoxy]oxane 246034-96-8 C19H34O2S2
2-[4-[2-[(E)-hex-4-enyl]-1,3-dithian-2-yl]butoxy]oxane
—— 4-(2-phenylethyl)-5-(p-tolylsulfanyl)-4,5-dihydro-3H-furan-2-one 596119-48-1 C19H20O2S
4-(2-phenylethyl)-5-(p-tolylsulfanyl)-4,5-dihydro-3H-furan-2-one
—— 4-phenyl-5-(p-tolylsulfanyl)dihydrofuran-2-one 823213-97-4 C17H16O2S
4-phenyl-5-(p-tolylsulfanyl)dihydrofuran-2-one
—— 1-[(E)-3-(3-Pyridyl)prop-2-en-1-yl]-6-(phenylthio)thymine 157401-05-3 C19H17N3O2S
1-[(E)-3-(3-Pyridyl)prop-2-en-1-yl]-6-(phenylthio)thymine
—— 3,3-di[(phenylsulfanyl)methyl]cyclobutanone 938436-13-6 C18H18OS2
3,3-di[(phenylsulfanyl)methyl]cyclobutanone
—— (2R,3S)-N,N-diallyl-3-hydroxy-2,4-dimethylpentanethioamide 1283722-04-2 C13H23NOS
(2R,3S)-N,N-diallyl-3-hydroxy-2,4-dimethylpentanethioamide
—— 4,5-dihydro-3-(1-hydroxybutyl)-3-phenylthio-3H-furan-2-one —— C14H18O3S
4,5-dihydro-3-(1-hydroxybutyl)-3-phenylthio-3H-furan-2-one
—— 5-(2-nitro-1-phenylethyl)-3-phenylthiofuran-2(5H)-one 1280709-98-9 C18H15NO4S
5-(2-nitro-1-phenylethyl)-3-phenylthiofuran-2(5H)-one
—— (1E,3E)-1-bromo-4-phenylthio-1,3-butadiene 161944-20-3 C10H9BrS
(1E,3E)-1-bromo-4-phenylthio-1,3-butadiene
—— (2R,3S)-N,N-diallyl-3-cyclohexyl-3-hydroxy-2-methylpropanethioamide 1283722-11-1 C16H27NOS
(2R,3S)-N,N-diallyl-3-cyclohexyl-3-hydroxy-2-methylpropanethioamide
—— 2-[4-[2-[(Z)-hex-4-enyl]-1,3-dithian-2-yl]butoxy]oxane 246034-85-5 C19H34O2S2
2-[4-[2-[(Z)-hex-4-enyl]-1,3-dithian-2-yl]butoxy]oxane
—— (2R,3S)-N,N-diallyl-3-hydroxy-2-methyldecanethioamide 1283722-14-4 C17H31NOS
(2R,3S)-N,N-diallyl-3-hydroxy-2-methyldecanethioamide
—— 3-phenylthio-4-(1'-dimethylphenylsilylmethylethenyl)dihydro-2(3H)-furanone 144602-80-2 C21H24O2SSi
3-phenylthio-4-(1'-dimethylphenylsilylmethylethenyl)dihydro-2(3H)-furanone
—— α-chloro-α-(phenylthio)-γ-butyrolactone 62675-47-2 C10H9ClO2S
α-chloro-α-(phenylthio)-γ-butyrolactone
—— 4,5-Bis(4-methoxyphenyl)-2-(2-thienylthio)-thiazol 88264-15-7 C21H17NO2S3
4,5-Bis(4-methoxyphenyl)-2-(2-thienylthio)-thiazol
—— 4,5-dihydro-3-(1-hydroxymethyl)-3-phenylthio-3H-furan-2-one 109765-91-5 C11H12O3S
4,5-dihydro-3-(1-hydroxymethyl)-3-phenylthio-3H-furan-2-one
—— methyl 1-(phenylthio)cyclopropanecarboxylate 342624-00-4 C11H12O2S
methyl 1-(phenylthio)cyclopropanecarboxylate
—— Trimethyl-((E)-4-phenylsulfanyl-but-3-en-1-ynyl)-silane 161944-19-0 C13H16SSi
Trimethyl-((E)-4-phenylsulfanyl-but-3-en-1-ynyl)-silane
—— 2,5-dibromo-3-(methylthio)thiophene 94781-42-7 C5H4Br2S2
2,5-dibromo-3-(methylthio)thiophene
—— (2-allyl-3,5-dimethylphenyl)(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)sulfide 1338723-53-7 C21H17F17S
(2-allyl-3,5-dimethylphenyl)(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)sulfide
—— 1,2,3-Trithia-cycloheptan 6576-92-7 C4H8S3
1,2,3-Trithia-cycloheptan
—— 4-Methylthiobenzolphosphonsaeure 46061-42-1 C7H9O3PS
4-Methylthiobenzolphosphonsaeure
—— <bis(phenylthio)methyl>trimethylsilane 37891-39-7 C16H20S2Si
<bis(phenylthio)methyl>trimethylsilane
—— 4-Methylthiophenylphosphonic dichloride 77918-52-6 C7H7Cl2OPS
4-Methylthiophenylphosphonic dichloride
—— P-[(phenylthio)[13C]methyl]-phosphonic acid diethyl ester 1190788-52-3 C11H17O3PS
P-[(phenylthio)[13C]methyl]-phosphonic acid diethyl ester
—— trithiacyclononane 61775-36-8 C6H12S3
trithiacyclononane
—— 2-mercapto-4-methyl-3-penten-1-ol 78585-28-1 C6H12OS
2-mercapto-4-methyl-3-penten-1-ol
—— <i>N</i>-ethoxycarbonyl-thioglycine amide 146538-11-6 C5H10N2O2S
<i>N</i>-ethoxycarbonyl-thioglycine amide