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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
—— 3-methyl-4-(4-chlorophenylthio)aniline 58291-60-4 C13H12ClNS
3-methyl-4-(4-chlorophenylthio)aniline
—— (R)-tert-butyl 2-(trimethylsilyl)ethyl sulfoxide 155394-00-6 C9H22OSSi
(R)-tert-butyl 2-(trimethylsilyl)ethyl sulfoxide
—— 1-<4-Hydroxyphenyl>-2-methylmercapto-6-oxopyrimidine 119321-58-3 C11H10N2O2S
1-<4-Hydroxyphenyl>-2-methylmercapto-6-oxopyrimidine
—— 2,6-dimethyl-octane-2,6-dithiol 78987-75-4 C10H22S2
2,6-dimethyl-octane-2,6-dithiol
—— ethyl (2S)-2-[(1S,2S)-1-hydroxy-2-(4-methylphenyl)sulfanylcyclohexyl]propanoate 185613-06-3 C18H26O3S
ethyl (2S)-2-[(1S,2S)-1-hydroxy-2-(4-methylphenyl)sulfanylcyclohexyl]propanoate
—— 1-ethyl-2-methylsulfanyl-propylamine 98961-91-2 C6H15NS
1-ethyl-2-methylsulfanyl-propylamine
—— 4-ethoxy-5-methyl-2,6-bis(methylthio)pyrimidine 910224-40-7 C9H14N2OS2
4-ethoxy-5-methyl-2,6-bis(methylthio)pyrimidine
—— 1,1-bis(methylsulfanyl)butan-2-one 170957-38-7 C6H12OS2
1,1-bis(methylsulfanyl)butan-2-one
—— aluminium tribromide*ethanethiol 98772-99-7 C2H6AlBr3S
aluminium tribromide*ethanethiol
—— (1R,2R)-(+)-2-ethyl-2-propanoyl-1,3-dithiane 1-oxide 131309-75-6 C9H16O2S2
(1R,2R)-(+)-2-ethyl-2-propanoyl-1,3-dithiane 1-oxide
—— N-(2-Cyclohex-1-en-1-ylethyl)thiourea 1100755-31-4 C9H16N2S
N-(2-Cyclohex-1-en-1-ylethyl)thiourea
—— 2-isothiocyanato-3-methylbuta-1,3-diene 137768-83-3 C6H7NS
2-isothiocyanato-3-methylbuta-1,3-diene
—— cis-4,5-diisothiocyanato-3,6-dimethylcyclohex-4-ene-1,1,2,2-tetracarbonitrile 137792-29-1 C14H8N6S2
cis-4,5-diisothiocyanato-3,6-dimethylcyclohex-4-ene-1,1,2,2-tetracarbonitrile
—— (Z,Z)-3,4-diisothiocyanatohexa-2,4-diene 137768-88-8 C8H8N2S2
(Z,Z)-3,4-diisothiocyanatohexa-2,4-diene
—— 1-Propenyl 1-(1-propenylthio)propyl disulfide 126876-28-6 C9H16S3
1-Propenyl 1-(1-propenylthio)propyl disulfide
—— 2-phenylthio-5-methoxyaniline 3323-42-0 C13H13NOS
2-phenylthio-5-methoxyaniline
—— (2E,4Z)-3,4-diisothiocyanatohexa-2,4-diene 137768-89-9 C8H8N2S2
(2E,4Z)-3,4-diisothiocyanatohexa-2,4-diene
—— trans-4,5-diisothiocyanato-3,6-dimethylcyclohex-4-ene-1,1,2,2-tetracarbonitrile 137768-91-3 C14H8N6S2
trans-4,5-diisothiocyanato-3,6-dimethylcyclohex-4-ene-1,1,2,2-tetracarbonitrile
—— 2-(3-bromo-phenylsulfanyl)-propionamide 878738-87-5 C9H10BrNOS
2-(3-bromo-phenylsulfanyl)-propionamide
—— Thio-valeramid 16536-94-0 C5H11NS
Thio-valeramid
—— 2-Methylidene-4,8-dithiaspiro[2.5]octane 229644-80-8 C7H10S2
2-Methylidene-4,8-dithiaspiro[2.5]octane
—— 4-fluoro-5-(phenylthio)cyclohex-4-ene-1,1,2,2-tetracarbonitrile 1192362-43-8 C16H9FN4S
4-fluoro-5-(phenylthio)cyclohex-4-ene-1,1,2,2-tetracarbonitrile
—— 5-(methylthio)-1,2,3,4,5-pentamethylcyclopentadiene 114564-15-7 C11H18S
5-(methylthio)-1,2,3,4,5-pentamethylcyclopentadiene
—— 2-ethylmercapto-5-chloro-3<i>H</i>-pyrimidin-4-one 106146-79-6 C6H7ClN2OS
2-ethylmercapto-5-chloro-3<i>H</i>-pyrimidin-4-one
—— dodecanethioamide 56352-45-5 C12H25NS
dodecanethioamide
—— (S)-(2-methyl-1-thiocarbamoylpropyl)carbamic acid tert-butyl ester 96929-02-1 C10H20N2O2S
(S)-(2-methyl-1-thiocarbamoylpropyl)carbamic acid tert-butyl ester
—— phenyl(3-trifluoromethylbuta-1,3-dien-2-yl)sulfane 1192362-42-7 C11H9F3S
phenyl(3-trifluoromethylbuta-1,3-dien-2-yl)sulfane
—— 2,2-dimethylpropanethioamide 58065-61-5 C6H13NS
2,2-dimethylpropanethioamide
—— 1-[3-(4-chlorophenyl)-5-(methylsulfanyl)-2-thienyl]-1-ethanone 1038750-49-0 C13H11ClOS2
1-[3-(4-chlorophenyl)-5-(methylsulfanyl)-2-thienyl]-1-ethanone
—— 2-(2-oxopropylthio)-6-(2-thienyl)pyridine-3-carbonitrile 336181-09-0 C13H10N2OS2
2-(2-oxopropylthio)-6-(2-thienyl)pyridine-3-carbonitrile
—— 2H-3-methyl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine 78545-39-8 C5H6N4S
2H-3-methyl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— bis-dimethylthiocarbamoylsulfanyl-acetic acid ethyl ester 67705-52-6 C10H18N2O2S4
bis-dimethylthiocarbamoylsulfanyl-acetic acid ethyl ester
—— 1-[5-(methylsulfanyl)-3-phenyl-2-thienyl]-1-ethanone 1038750-48-9 C13H12OS2
1-[5-(methylsulfanyl)-3-phenyl-2-thienyl]-1-ethanone
—— 1,1-dimethyl-dithiobiuret 14812-36-3 C4H9N3S2
1,1-dimethyl-dithiobiuret
—— 1-(5-hydroxy-2-methyl-4-pyrimidinylthio)-2-propanone 91036-38-3 C8H10N2O2S
1-(5-hydroxy-2-methyl-4-pyrimidinylthio)-2-propanone
—— S-methyl cyclohexanone-2-dicarboxylate 83392-41-0 C8H12OS2
S-methyl cyclohexanone-2-dicarboxylate
—— (2aR*,3R*,5S*,5aR*,6S*,8aR*,8bR*)-methyl 3-dimethyl(phenyl)silyl-5,6-dihydroxy-5a-(2''-pivaloyloxyethyl)perhydronaphtho<1,8-bc>furan-8-spiro-2'-(1',3'-dithiane)-2a-carboxylate 145745-85-3 C31H46O7S2Si
(2aR*,3R*,5S*,5aR*,6S*,8aR*,8bR*)-methyl 3-dimethyl(phenyl)silyl-5,6-dihydroxy-5a-(2''-pivaloyloxyethyl)perhydronaphtho<1,8-bc>furan-8-spiro-2'-(1',3'-dithiane)-2a-carboxylate
—— 2-diethylaminoethylisothiocyanate 32813-52-8 C7H14N2S
2-diethylaminoethylisothiocyanate
—— Hept-1-en-3-ylsulfanylbenzene 112157-71-8 C13H18S
Hept-1-en-3-ylsulfanylbenzene
—— 4-Phenylmercapto-penten-(2) 17417-79-7 C11H14S
4-Phenylmercapto-penten-(2)
—— 5,8,11,14-Tetrathiaoctadecan 27256-29-7 C14H30S4
5,8,11,14-Tetrathiaoctadecan
—— chlorofluoromethyl phenyl sulfide 116109-54-7 C7H6ClFS
chlorofluoromethyl phenyl sulfide
—— 4-(methylthio)benzaldehyde oxime 93033-60-4 C8H9NOS
4-(methylthio)benzaldehyde oxime
—— [1-(R,S)-amino-3-(methylsulphanyl)propyl]phosphinic acid 67896-53-1 C4H12NO2PS
[1-(R,S)-amino-3-(methylsulphanyl)propyl]phosphinic acid
—— β-aminothiocrotonic acid amide 62069-87-8 C4H8N2S
β-aminothiocrotonic acid amide
—— 2-(6-Amino-8-(6-bromobenzo[d][1,3]dioxol-5-ylthio)-9H-purin-9-yl)ethanol 1012059-31-2 C14H12BrN5O3S
2-(6-Amino-8-(6-bromobenzo[d][1,3]dioxol-5-ylthio)-9H-purin-9-yl)ethanol
—— 2-(Methylideneamino)ethane-1-thiol 851189-30-5 C3H7NS
2-(Methylideneamino)ethane-1-thiol
—— diisopropyl (2-methylsulfanyl)phenylphosphonate 185815-14-9 C13H21O3PS
diisopropyl (2-methylsulfanyl)phenylphosphonate
—— o-(n-butylthio)phenol 24362-87-6 C10H14OS
o-(n-butylthio)phenol
—— Ethyl 4-(2-(6-amino-8-(6-bromobenzo[d][1,3]dioxol-5-ylthio)-9H-purin-9-yl)ethoxy)butanoate 1012059-42-5 C20H22BrN5O5S
Ethyl 4-(2-(6-amino-8-(6-bromobenzo[d][1,3]dioxol-5-ylthio)-9H-purin-9-yl)ethoxy)butanoate