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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-[4-(Pentafluoro-lambda6-sulfanyl)phenyl]sulfanylpropanal 1415578-04-9 C9H9F5OS2
3-[4-(Pentafluoro-lambda6-sulfanyl)phenyl]sulfanylpropanal
—— tert-butyl 2-ethyl-2-(imino(methylthio)methyl)hydrazinecarboxylate 1548833-11-9 C9H19N3O2S
tert-butyl 2-ethyl-2-(imino(methylthio)methyl)hydrazinecarboxylate
—— butyl butanesulfinyl sulfone 78186-29-5 C8H18O3S2
butyl butanesulfinyl sulfone
—— [2-(2,6-Diethyl-4-methylphenyl)-3-oxo-5-[2-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylethyl]cyclohexen-1-yl] 2,2-dimethylpropanoate 1415577-09-1 C29H35F3N2O3S
[2-(2,6-Diethyl-4-methylphenyl)-3-oxo-5-[2-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylethyl]cyclohexen-1-yl] 2,2-dimethylpropanoate
—— 3-Hydroxy-5-[2-[4-(pentafluoro-lambda6-sulfanyl)phenyl]sulfanylethyl]cyclohex-2-en-1-one 1415578-08-3 C14H15F5O2S2
3-Hydroxy-5-[2-[4-(pentafluoro-lambda6-sulfanyl)phenyl]sulfanylethyl]cyclohex-2-en-1-one
—— 2-(2-Ethenylsulfonylethylsulfanylmethyl)-2-ethylpropane-1,3-diol 1417559-19-3 C10H20O4S2
2-(2-Ethenylsulfonylethylsulfanylmethyl)-2-ethylpropane-1,3-diol
—— 2-(2,6-Diethyl-4-methylphenyl)-3-hydroxy-5-[2-[4-(pentafluoro-lambda6-sulfanyl)phenyl]sulfanylethyl]cyclohex-2-en-1-one 1415576-33-8 C25H29F5O2S2
2-(2,6-Diethyl-4-methylphenyl)-3-hydroxy-5-[2-[4-(pentafluoro-lambda6-sulfanyl)phenyl]sulfanylethyl]cyclohex-2-en-1-one
—— 2-(phenylthio)propyl acetate 32300-63-3 C11H14O2S
2-(phenylthio)propyl acetate
—— 2,4-dimethyl-2-(phenylthio)-1,3-dioxolane 90369-21-4 C11H14O2S
2,4-dimethyl-2-(phenylthio)-1,3-dioxolane
—— [(o-MeSC6H4)CH2]2SnCl2 1206710-34-0 C16H18Cl2S2Sn
[(o-MeSC6H4)CH2]2SnCl2
—— [2-(Cyclohexylmethylamino)-2-oxoethyl] 2-(4-bromo-2,5-dimethylphenyl)sulfanylacetate 6563-57-1 C19H26BrNO3S
[2-(Cyclohexylmethylamino)-2-oxoethyl] 2-(4-bromo-2,5-dimethylphenyl)sulfanylacetate
—— {2-[5-(3,5-dichloro-phenylsulfanyl)-4-isopropyl-1-pyridin-4-ylmethyl-1H-imidazol-2-ylmethoxycarbonylamino]-ethyl }-phosphonic acid 620969-28-0 C22H25Cl2N4O5PS
{2-[5-(3,5-dichloro-phenylsulfanyl)-4-isopropyl-1-pyridin-4-ylmethyl-1H-imidazol-2-ylmethoxycarbonylamino]-ethyl }-phosphonic acid
—— 5-[(3-fluorobenzyl)sulfanyl]-3-hydroxypyridin-2(1H)-one 1417710-28-1 C12H10FNO2S
5-[(3-fluorobenzyl)sulfanyl]-3-hydroxypyridin-2(1H)-one
—— 5-[(4-ethylbenzyl)sulfanyl]-3-hydroxypyridin-2(1H)-one 1417710-06-5 C14H15NO2S
5-[(4-ethylbenzyl)sulfanyl]-3-hydroxypyridin-2(1H)-one
—— 6-methylhept-5-ene-2-thiol 181940-67-0 C8H16S
6-methylhept-5-ene-2-thiol
—— (Z)-2-Cyano-3-mercapto-but-2-enethioic acid amide 40634-82-0 C5H6N2S2
(Z)-2-Cyano-3-mercapto-but-2-enethioic acid amide
—— 3-[(4-{[(3R)-1-methylpyrrolidin-3-yl]oxy}phenyl)thio]-N-(3-methyl-1,2,4-thiadiazol-5-yl)-6-[(4-methyl-4H-1,2,4-triazol-3-yl)thio]pyridine-2-carboxamide 1018966-20-5 C23H24N8O2S3
3-[(4-{[(3R)-1-methylpyrrolidin-3-yl]oxy}phenyl)thio]-N-(3-methyl-1,2,4-thiadiazol-5-yl)-6-[(4-methyl-4H-1,2,4-triazol-3-yl)thio]pyridine-2-carboxamide
—— N-(3-methyl-1,2,4-thiadiazol-5-yl)-6-[(4-methyl-4H-1,2,4-triazol-3-yl)thio]-3-({4-[(3R)-pyrrolidin-3-yloxy]phenyl}thio)pyridin-2-carboxamide 1018966-26-1 C22H22N8O2S3
N-(3-methyl-1,2,4-thiadiazol-5-yl)-6-[(4-methyl-4H-1,2,4-triazol-3-yl)thio]-3-({4-[(3R)-pyrrolidin-3-yloxy]phenyl}thio)pyridin-2-carboxamide
—— 2-(methylthio)-3-nitropyrrole 61201-15-8 C5H6N2O2S
2-(methylthio)-3-nitropyrrole
—— 6-chloro-2-methylsulfanyl-N-[5-[(E)-prop-1-enyl]-1H-pyrazol-3-yl]pyrimidin-4-amine 1609119-43-8 C11H12ClN5S
6-chloro-2-methylsulfanyl-N-[5-[(E)-prop-1-enyl]-1H-pyrazol-3-yl]pyrimidin-4-amine
—— 2-(6-bromobenzo[d][1,3]dioxol-5-ylthio)-1-(2-isopropoxyethyl)-1H-imidazo[4,5-c]pyridin-4-amine 1061317-96-1 C18H19BrN4O3S
2-(6-bromobenzo[d][1,3]dioxol-5-ylthio)-1-(2-isopropoxyethyl)-1H-imidazo[4,5-c]pyridin-4-amine
—— 2-(2-isothiocyanatoprop-2-yl)cyclopentanone 62382-82-5 C9H13NOS
2-(2-isothiocyanatoprop-2-yl)cyclopentanone
—— (E)-1-Methylsulfonyl-3-n-propyl-3-hexen 67428-49-3 C10H20O2S
(E)-1-Methylsulfonyl-3-n-propyl-3-hexen
—— N-[3-(1,3-benzothiazol-2-ylsulfanyl)-4-hydroxyphenyl]-4-tert-butylbenzenesulfonamide 6119-93-3 C23H22N2O3S3
N-[3-(1,3-benzothiazol-2-ylsulfanyl)-4-hydroxyphenyl]-4-tert-butylbenzenesulfonamide
—— thiocyanatoacetaldehyde diethyl acetal 38342-01-7 C7H13NO2S
thiocyanatoacetaldehyde diethyl acetal
—— 2,6-bis(4-amino-1,2,4-triazol-3-ylsulfanylmethyl)pyridine 1001126-64-2 C11H13N9S2
2,6-bis(4-amino-1,2,4-triazol-3-ylsulfanylmethyl)pyridine
—— 8-(6-bromo-3,4-methylenedioxyphenylthio)-9-[{1-(3-hydroxypropyl)-1H-1,2,3-triazol-4-yl}butyl]adenine 1243536-50-6 C21H23BrN8O3S
8-(6-bromo-3,4-methylenedioxyphenylthio)-9-[{1-(3-hydroxypropyl)-1H-1,2,3-triazol-4-yl}butyl]adenine
—— 8-(6-bromo-3,4-methylenedioxyphenylthio)-9-[{1-(3-hydroxypropyl)-1H-1,2,3-triazol-4-yl}propyl]adenine 1243536-49-3 C20H21BrN8O3S
8-(6-bromo-3,4-methylenedioxyphenylthio)-9-[{1-(3-hydroxypropyl)-1H-1,2,3-triazol-4-yl}propyl]adenine
—— 3,3-dimethylcyclohexanethiol 928648-45-7 C8H16S
3,3-dimethylcyclohexanethiol
—— 2,3-Dihydrothiazolo<3,2-c>-pyrimidin-5-on 51068-10-1 C6H6N2OS
2,3-Dihydrothiazolo<3,2-c>-pyrimidin-5-on
—— 6-[(3,3-dimethylcyclohexyl)thio]-pyridine-3-carbonitrile 928648-46-8 C14H18N2S
6-[(3,3-dimethylcyclohexyl)thio]-pyridine-3-carbonitrile
—— Methyl 5-(5-cyanopyridin-2-yl)sulfanyl-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]pyridine-3-carboxylate 950857-47-3 C21H14F3N3O3S
Methyl 5-(5-cyanopyridin-2-yl)sulfanyl-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]pyridine-3-carboxylate
—— 3-(5-cyano-pyridin-2-ylsulfanyl)-benzoic acid 888968-33-0 C13H8N2O2S
3-(5-cyano-pyridin-2-ylsulfanyl)-benzoic acid
—— tert-butyl {2-[(5-cyanopyridin-2-yl)thio]ethyl}carbamate 1059191-68-2 C13H17N3O2S
tert-butyl {2-[(5-cyanopyridin-2-yl)thio]ethyl}carbamate
—— 1,1,1,2,3,4,4-Heptafluoro-4-methylsulfanyl-2-trifluoromethyl-butane 71126-98-2 C6H4F10S
1,1,1,2,3,4,4-Heptafluoro-4-methylsulfanyl-2-trifluoromethyl-butane
—— 3-[(2-Mercapto-1-methylpropyl)thio]butan-2-ol,monosodium salt —— C8H17NaOS2
3-[(2-Mercapto-1-methylpropyl)thio]butan-2-ol,monosodium salt
—— 1-(4-Aminobutyl)-2-(6-iodobenzo[d][1,3]dioxol-5-ylthio)-1H-imidazo[4,5-c]pyridin-4-amine 1061318-17-9 C17H18IN5O2S
1-(4-Aminobutyl)-2-(6-iodobenzo[d][1,3]dioxol-5-ylthio)-1H-imidazo[4,5-c]pyridin-4-amine
—— 2-[4,5-bis(hexylsulfanyl)-1,3-dithiol-2-ylidene]-5H-[1,3]dithiolo[4,5-c]pyrrole 1239448-97-5 C20H29NS6
2-[4,5-bis(hexylsulfanyl)-1,3-dithiol-2-ylidene]-5H-[1,3]dithiolo[4,5-c]pyrrole
—— N-(4-(4-amino-2-(6-iodobenzo[d][1,3]dioxol-5-ylthio)-1H-imidazo[4,5-c]pyridin-1-yl)butyl)acetamide 1061318-13-5 C19H20IN5O3S
N-(4-(4-amino-2-(6-iodobenzo[d][1,3]dioxol-5-ylthio)-1H-imidazo[4,5-c]pyridin-1-yl)butyl)acetamide
—— methyl-(2-phenylsulfanyl-ethyl)-amine; hydrochloride 114458-72-9 C9H13NS*ClH
methyl-(2-phenylsulfanyl-ethyl)-amine; hydrochloride
—— 2-(phenylthiomethyl)prop-2-enylmethylamine 132169-37-0 C11H15NS
2-(phenylthiomethyl)prop-2-enylmethylamine
—— 4-(2-{4-amino-2-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]-1H-imidazo[4,5-c]pyridin-1-yl}ethyl)piperidine-1-carbaldehyde 1333235-21-4 C21H22BrN5O3S
4-(2-{4-amino-2-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]-1H-imidazo[4,5-c]pyridin-1-yl}ethyl)piperidine-1-carbaldehyde
—— 2-(6-bromobenzo[d][1,3]dioxol-5-ylthio)-1H-imidazo[4,5-c]pyridin-4-amine 1012059-55-0 C13H9BrN4O2S
2-(6-bromobenzo[d][1,3]dioxol-5-ylthio)-1H-imidazo[4,5-c]pyridin-4-amine
—— 2-Allylmercapto-isobuttersaeure-chlorid 90001-82-4 C7H11ClOS
2-Allylmercapto-isobuttersaeure-chlorid
—— 4-[5-acetyl-2-(3-oxo-4-phenylsulfanylbutyl)-1H-pyrrol-3-yl]-1-phenylsulfanylbutan-2-one 1061162-24-0 C26H27NO3S2
4-[5-acetyl-2-(3-oxo-4-phenylsulfanylbutyl)-1H-pyrrol-3-yl]-1-phenylsulfanylbutan-2-one
—— 2-Ethylthio 2-butene 42954-19-8 C6H12S
2-Ethylthio 2-butene
—— 5-[(4-ethylbenzyl)sulfanyl]-3-(methoxymethoxy)-1-(methoxymethyl)pyridin-2(1H)-one 1417710-46-3 C18H23NO4S
5-[(4-ethylbenzyl)sulfanyl]-3-(methoxymethoxy)-1-(methoxymethyl)pyridin-2(1H)-one
—— 2-amino-5-(4-chlorophenylthio)benzonitrile 51124-39-1 C13H9ClN2S
2-amino-5-(4-chlorophenylthio)benzonitrile
—— (Diethoxy-phosphoryl)-phenylsulfanyl-acetic acid ethyl ester 79865-97-7 C14H21O5PS
(Diethoxy-phosphoryl)-phenylsulfanyl-acetic acid ethyl ester
—— (5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2-sulfanylideneimidazolidin-4-one 1489284-71-0 C17H13N3O3S2
(5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2-sulfanylideneimidazolidin-4-one