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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-methyl-3-phenylthio-6,10-dithiaspiro<4.5>dec-2-en-1-one 88791-32-6 C15H16OS3
2-methyl-3-phenylthio-6,10-dithiaspiro<4.5>dec-2-en-1-one
—— 1-amino-3-(2-chloro-phenylsulfanyl)-propan-2-ol 35550-45-9 C9H12ClNOS
1-amino-3-(2-chloro-phenylsulfanyl)-propan-2-ol
—— (R)-tert-butyldimethylsiloxy(2-pyridyl)methyl 4-methylpheny sulfide 161151-92-4 C19H27NOSSi
(R)-tert-butyldimethylsiloxy(2-pyridyl)methyl 4-methylpheny sulfide
—— 2-[1-Phenylsulfanyl-2-(tridecafluorohexane-1-sulfonyl)-ethyl]-furan 89863-49-0 C18H11F13O3S2
2-[1-Phenylsulfanyl-2-(tridecafluorohexane-1-sulfonyl)-ethyl]-furan
—— 2-(2-(2-chlorophenylthio)-3-(trimethylsilyl)propyl)cyclohexanone 1046204-46-9 C18H27ClOSSi
2-(2-(2-chlorophenylthio)-3-(trimethylsilyl)propyl)cyclohexanone
—— 13-phenyl-5<i>H</i>,11<i>H</i>-5,11-epiazano-[1,5]dithiocino[2,3-<i>b</i>;6,7-<i>b</i>']dipyridine 72397-25-2 C18H13N3S2
13-phenyl-5<i>H</i>,11<i>H</i>-5,11-epiazano-[1,5]dithiocino[2,3-<i>b</i>;6,7-<i>b</i>']dipyridine
—— 5-ethylthio-3-phenyl-1,2,3,4-oxatriazolium ion 60078-21-9 C9H10N3OS
5-ethylthio-3-phenyl-1,2,3,4-oxatriazolium ion
—— 3-[2-(tert-butyldiphenylsilanyloxy)ethyl]-6-methylsulfanylimidazo[2,1-f ][1,2,4]triazine 1097624-35-5 C24H28N4OSSi
3-[2-(tert-butyldiphenylsilanyloxy)ethyl]-6-methylsulfanylimidazo[2,1-f ][1,2,4]triazine
—— (2-chlorophenyl)(cyclohexyl)sulfane 1610363-64-8 C12H15ClS
(2-chlorophenyl)(cyclohexyl)sulfane
—— bis<2-<(6-aminohexyl)oxy>ethyl> disulfide 108296-15-7 C16H36N2O2S2
bis<2-<(6-aminohexyl)oxy>ethyl> disulfide
—— 2-[1-Phenylsulfanyl-2-(tridecafluorohexane-1-sulfonyl)-ethyl]-thiophene 89863-48-9 C18H11F13O2S3
2-[1-Phenylsulfanyl-2-(tridecafluorohexane-1-sulfonyl)-ethyl]-thiophene
—— 1-Methyl-4-[1-phenylsulfanyl-2-(tridecafluorohexane-1-sulfonyl)-ethyl]-benzene 89863-50-3 C21H15F13O2S2
1-Methyl-4-[1-phenylsulfanyl-2-(tridecafluorohexane-1-sulfonyl)-ethyl]-benzene
—— 1-phenyl-1-phenylthio-1-trimethylsilylethane 77815-44-2 C17H22SSi
1-phenyl-1-phenylthio-1-trimethylsilylethane
—— bis(2-methyl-6-methylthiopyrimidin-4-yl) disulfide 88317-69-5 C12H14N4S4
bis(2-methyl-6-methylthiopyrimidin-4-yl) disulfide
—— N-[2-chloro-4-(4-mesylaminophenylsulphanyl)phenyl]-2-hydroxy-2-methylpropanamide 252016-97-0 C17H19ClN2O4S2
N-[2-chloro-4-(4-mesylaminophenylsulphanyl)phenyl]-2-hydroxy-2-methylpropanamide
—— 1-Cyclohexyl-4-[1-[4-(4-methoxyphenyl)sulfanylphenyl]ethyl]piperazine 182135-90-6 C25H34N2OS
1-Cyclohexyl-4-[1-[4-(4-methoxyphenyl)sulfanylphenyl]ethyl]piperazine
—— N-Carbamothioyl-2-cyclopentylacetamide 572923-99-0 C8H14N2OS
N-Carbamothioyl-2-cyclopentylacetamide
—— (2S)-2-[(4R,6R)-6-[(2R,3R)-3-[2-[(Z,3S,5R,7S,10R)-10-[[tert-butyl(diphenyl)silyl]oxymethyl]-7-hydroxy-5-methoxy-3-(methoxymethoxy)-2,8-dimethyldodec-8-en-2-yl]-1,3-dithian-2-yl]-3-hydroxy-2-methoxypropyl]-2,2-dimethyl-1,3-dioxan-4-yl]-2-(2-trimethylsilylethoxymethoxy)acetic acid 1092070-91-1 C56H94O13S2Si2
(2S)-2-[(4R,6R)-6-[(2R,3R)-3-[2-[(Z,3S,5R,7S,10R)-10-[[tert-butyl(diphenyl)silyl]oxymethyl]-7-hydroxy-5-methoxy-3-(methoxymethoxy)-2,8-dimethyldodec-8-en-2-yl]-1,3-dithian-2-yl]-3-hydroxy-2-methoxypropyl]-2,2-dimethyl-1,3-dioxan-4-yl]-2-(2-trimethylsilylethoxymethoxy)acetic acid
—— (R)-2-phenyl-2-(phenylthio)acetic acid 13136-48-6 C14H12O2S
(R)-2-phenyl-2-(phenylthio)acetic acid
—— isopropylidene 1,4-dithiaspiro<4.5>decan-8-ylidene malonate 66607-07-6 C14H18O4S2
isopropylidene 1,4-dithiaspiro<4.5>decan-8-ylidene malonate
—— (S)-2-phenyl-2-(phenylthio)acetic acid 321038-73-7 C14H12O2S
(S)-2-phenyl-2-(phenylthio)acetic acid
—— 4-phenyl-4-(phenylthio)-1-butene 21213-27-4 C16H16S
4-phenyl-4-(phenylthio)-1-butene
—— 5-chloro-N-[3-(4-methylpiperazin-1-yl)propyl]-2-{[2-(trifluoromethyl)phenyl]thio}aniline 1100794-92-0 C21H25ClF3N3S
5-chloro-N-[3-(4-methylpiperazin-1-yl)propyl]-2-{[2-(trifluoromethyl)phenyl]thio}aniline
—— 1-isothiocyanatohex-2-yne 17620-80-3 C7H9NS
1-isothiocyanatohex-2-yne
—— 10,10-ethylenedithio-3,3,16-trimethyl-2,4-dioxadispiro(5.0.5.4)hexadecane-1,5,15-trione 66607-11-2 C19H26O5S2
10,10-ethylenedithio-3,3,16-trimethyl-2,4-dioxadispiro(5.0.5.4)hexadecane-1,5,15-trione
—— ethyl-5-(3-methyl-4-nitropyrazolyl)sulphide 76143-55-0 C6H9N3O2S
ethyl-5-(3-methyl-4-nitropyrazolyl)sulphide
—— methyl 9,9-ethylenedithio-5-methyl-4-oxadispiro(5.5)undecane-1-carboxylate 108643-44-3 C16H24O3S2
methyl 9,9-ethylenedithio-5-methyl-4-oxadispiro(5.5)undecane-1-carboxylate
—— 2-phenylsulfanylmethylene-malonic acid diethyl ester 72798-17-5 C14H16O4S
2-phenylsulfanylmethylene-malonic acid diethyl ester
—— Ethyl 3-[3-amino-5-[(4-chlorophenyl)methylsulfanyl]-4-cyanothiophen-2-yl]-3-oxopropanoate 1043384-27-5 C17H15ClN2O3S2
Ethyl 3-[3-amino-5-[(4-chlorophenyl)methylsulfanyl]-4-cyanothiophen-2-yl]-3-oxopropanoate
—— 10,10-ethylenedithio-3,3,13-trimethyl-2,4-dioxadispiro(5.0.5.4)hexadecane-1,5,14-trione 66607-10-1 C19H26O5S2
10,10-ethylenedithio-3,3,13-trimethyl-2,4-dioxadispiro(5.0.5.4)hexadecane-1,5,14-trione
—— N-[1-(Phenylsulfanyl)-3-(trimethylsilyl)prop-2-yn-1-yl]aniline 90261-26-0 C18H21NSSi
N-[1-(Phenylsulfanyl)-3-(trimethylsilyl)prop-2-yn-1-yl]aniline
—— 2-methyl-6-methylthiopyrimidine-4-thiol 88317-62-8 C6H8N2S2
2-methyl-6-methylthiopyrimidine-4-thiol
—— N,N-dimethyl-2<5'-(pyridin-4''-yl)-1',3',4'-oxadiazol-2'-ylthio>ethylamine 88317-55-9 C11H14N4OS
N,N-dimethyl-2<5'-(pyridin-4''-yl)-1',3',4'-oxadiazol-2'-ylthio>ethylamine
—— ethyl 4-methylthio-3-phenyl-2-thioxo-2,3-dihydro-1,3-oxazole-5-carboxylate 153648-49-8 C13H13NO3S2
ethyl 4-methylthio-3-phenyl-2-thioxo-2,3-dihydro-1,3-oxazole-5-carboxylate
—— Ethyl 3-[3-amino-4-cyano-5-[(4-methylphenyl)methylsulfanyl]thiophen-2-yl]-3-oxopropanoate 1043384-47-9 C18H18N2O3S2
Ethyl 3-[3-amino-4-cyano-5-[(4-methylphenyl)methylsulfanyl]thiophen-2-yl]-3-oxopropanoate
—— (1-Phenylsulfanyl-3-trimethylsilanyl-prop-2-ynyl)-o-tolyl-amine 90261-27-1 C19H23NSSi
(1-Phenylsulfanyl-3-trimethylsilanyl-prop-2-ynyl)-o-tolyl-amine
—— Ethyl 3-{3-amino-5-[(4-bromobenzyl)sulfanyl]-4-cyanothiophen-2-yl}-3-oxopropanoate 1043384-22-0 C17H15BrN2O3S2
Ethyl 3-{3-amino-5-[(4-bromobenzyl)sulfanyl]-4-cyanothiophen-2-yl}-3-oxopropanoate
—— 5-Phenyl-3-phenylsulfanylpentan-2-one 111036-67-0 C17H18OS
5-Phenyl-3-phenylsulfanylpentan-2-one
—— Ethyl 3-[3-amino-4-cyano-5-[(4-fluorophenyl)methylsulfanyl]thiophen-2-yl]-3-oxopropanoate 1043384-57-1 C17H15FN2O3S2
Ethyl 3-[3-amino-4-cyano-5-[(4-fluorophenyl)methylsulfanyl]thiophen-2-yl]-3-oxopropanoate
—— 4-methanesulfonyl-butyryl chloride 631910-85-5 C5H9ClO3S
4-methanesulfonyl-butyryl chloride
—— 1-phenyl-4,4-propylenedithio-3-pentanol 126884-76-2 C14H20OS2
1-phenyl-4,4-propylenedithio-3-pentanol
—— 4,4,7,7-Tetramethyl-2,9-diphenyl-1,6-dithia-3,8-diazaspiro<4,4>nona-2,8-dien 83569-35-1 C21H22N2S2
4,4,7,7-Tetramethyl-2,9-diphenyl-1,6-dithia-3,8-diazaspiro<4,4>nona-2,8-dien
—— 2,2,7,7-Tetramethyl-4,9-diphenyl-1,6-dithia-3,8-diazaspiro<4,4>nona-3,8-dien 84938-38-5 C21H22N2S2
2,2,7,7-Tetramethyl-4,9-diphenyl-1,6-dithia-3,8-diazaspiro<4,4>nona-3,8-dien
—— 2-cyano-3-(5-(4-chlorphenyl)thio-2-thienyl)acrylonitrile 76100-19-1 C14H7ClN2S2
2-cyano-3-(5-(4-chlorphenyl)thio-2-thienyl)acrylonitrile
—— 4,4,9,9-Tetramethyl-2,7-diphenyl-1,6-dithia-3,8-diazaspiro<4,4>nona-2,7-dien 52755-69-8 C21H22N2S2
4,4,9,9-Tetramethyl-2,7-diphenyl-1,6-dithia-3,8-diazaspiro<4,4>nona-2,7-dien
—— 1-Methyl-5-phenylthio-2-pyrrolecarboxaldehyde 94008-38-5 C12H11NOS
1-Methyl-5-phenylthio-2-pyrrolecarboxaldehyde
—— 2-[4-[S-(N-ethylcarbamoyl)thio]pheny]-5,5-dimethyl-1,3-dioxane 251989-46-5 C15H21NO3S
2-[4-[S-(N-ethylcarbamoyl)thio]pheny]-5,5-dimethyl-1,3-dioxane
—— (Z)-2-(2-(pyridin-4-yl)vinylthio)aniline 1088706-79-9 C13H12N2S
(Z)-2-(2-(pyridin-4-yl)vinylthio)aniline
—— 5,5-dimethyl-2-(4-methylsulfanylphenyl)-1,3-dioxane 251989-43-2 C13H18O2S
5,5-dimethyl-2-(4-methylsulfanylphenyl)-1,3-dioxane
—— 2-Cyano-3-(1-methyl-5-phenylthio-2-pyrrolyl)acrylonitrile 94033-70-2 C15H11N3S
2-Cyano-3-(1-methyl-5-phenylthio-2-pyrrolyl)acrylonitrile