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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
—— 2,2'-(methylenebis(thio))bis(5-methyl-1,3,4-thiadiazole) 575434-08-1 C7H8N4S4
2,2'-(methylenebis(thio))bis(5-methyl-1,3,4-thiadiazole)
—— methyl α-[2-(5-methyl-1,3,4-thiadiazolyl)thio]acetate 50918-25-7 C6H8N2O2S2
methyl α-[2-(5-methyl-1,3,4-thiadiazolyl)thio]acetate
—— 2-acetylamino-5-(2-methyl-1,3,4-thiadiazol-5-ylthio)thiazole 133691-87-9 C8H8N4OS3
2-acetylamino-5-(2-methyl-1,3,4-thiadiazol-5-ylthio)thiazole
—— 3-(2,2-dimethoxyethylimino)-1,6-dimethyl-2H-pyridazino[4,5-e][1,3,4]thiadiazin-5-one 143703-00-8 C11H17N5O3S
3-(2,2-dimethoxyethylimino)-1,6-dimethyl-2H-pyridazino[4,5-e][1,3,4]thiadiazin-5-one
—— 6,7-Dichloro-2-(5-methyl-1,3,4-thiadiazol-2-ylsulfanyl)quinoxaline 281208-79-5 C11H6Cl2N4S2
6,7-Dichloro-2-(5-methyl-1,3,4-thiadiazol-2-ylsulfanyl)quinoxaline
—— ethyl 2-[(5-methyl-1,3,4-thiadiazol-2-yl)thio]acetate 64145-09-1 C7H10N2O2S2
ethyl 2-[(5-methyl-1,3,4-thiadiazol-2-yl)thio]acetate
—— 6-Chloro-2-methoxy-3-(5-methyl-1,3,4-thiadiazol-2-ylsulfanyl)quinoxaline 281209-20-9 C12H9ClN4OS2
6-Chloro-2-methoxy-3-(5-methyl-1,3,4-thiadiazol-2-ylsulfanyl)quinoxaline
—— 4,4'-(propylene-1,3-disulfanyl)bisphenol 90884-25-6 C15H16O2S2
4,4'-(propylene-1,3-disulfanyl)bisphenol
—— 6-Chloro-7-methylsulfanyl-2-(5-methyl-1,3,4-thiadiazol-2-ylsulfanyl)-3-trifluoromethyl-quinoxaline 281210-17-1 C13H8ClF3N4S3
6-Chloro-7-methylsulfanyl-2-(5-methyl-1,3,4-thiadiazol-2-ylsulfanyl)-3-trifluoromethyl-quinoxaline
—— 2-(allylsulfanyl)-5-methyl-1,3,4-thiadiazole 88276-00-0 C6H8N2S2
2-(allylsulfanyl)-5-methyl-1,3,4-thiadiazole
—— 2-isopropyl-3-((5-methyl-1,3,4-thiadiazol-2-yl)thio)thieno[3,4-b]pyrazine 1381779-40-3 C12H12N4S3
2-isopropyl-3-((5-methyl-1,3,4-thiadiazol-2-yl)thio)thieno[3,4-b]pyrazine
—— 2-((5-methyl-1,3,4-thiadiazol-2-yl)thio)-3-(trifluoromethyl)thieno[3,4-b]pyrazine 1381779-25-4 C10H5F3N4S3
2-((5-methyl-1,3,4-thiadiazol-2-yl)thio)-3-(trifluoromethyl)thieno[3,4-b]pyrazine
—— tert-butyl N-[6-fluoro-4-[(1R,4R,5R)-5-[(2-methylpropan-2-yl)oxycarbonylamino]-2-azabicyclo[2.2.1]heptan-2-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-9H-pyrimido[4,5-b]indol-8-yl]-N-methylcarbamate 1581682-43-0 C30H37FN8O4S2
tert-butyl N-[6-fluoro-4-[(1R,4R,5R)-5-[(2-methylpropan-2-yl)oxycarbonylamino]-2-azabicyclo[2.2.1]heptan-2-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-9H-pyrimido[4,5-b]indol-8-yl]-N-methylcarbamate
—— 3-{2-[2-(3-Amino-propylsulfanyl)-ethylsulfanyl]-ethylsulfanyl}-propylamine 124640-44-4 C10H24N2S3
3-{2-[2-(3-Amino-propylsulfanyl)-ethylsulfanyl]-ethylsulfanyl}-propylamine
—— 1,3-bis[5-(5-methyl-1,3,4-thiadiazole-2-ylthio)pentyl]-6-methyluracil 1314803-53-6 C21H30N6O2S4
1,3-bis[5-(5-methyl-1,3,4-thiadiazole-2-ylthio)pentyl]-6-methyluracil
—— ethyl 4- [(5 -methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-3-oxobutanoate 877052-29-4 C9H12N2O3S2
ethyl 4- [(5 -methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-3-oxobutanoate
—— 1-(adamantan-1-yl)-2-(5-methyl-1,3,4-thiadiazol-2-ylsulfanyl)ethanone 393128-76-2 C15H20N2OS2
1-(adamantan-1-yl)-2-(5-methyl-1,3,4-thiadiazol-2-ylsulfanyl)ethanone
—— 2-(2-(4-fluorobenzyl)-5-(5-chloro-2-(methylthio)pyrimidin-4-yl)thiophen-3-yl)ethanol 893441-75-3 C18H16ClFN2OS2
2-(2-(4-fluorobenzyl)-5-(5-chloro-2-(methylthio)pyrimidin-4-yl)thiophen-3-yl)ethanol
—— (E)-5-chloro-2-methylthio-4-(1-propenyl)pyrimidine 118506-82-4 C8H9ClN2S
(E)-5-chloro-2-methylthio-4-(1-propenyl)pyrimidine
—— 2,7(6)-Bis(2'-cyanoethylthio)-3,6(7)-[2-thioxo-1,3-dithiole-4,5-diylbisthio-bis(ethane-1,2-diyl)dioxybis(ethane-1,2-diyl)bisthio]tetrathiafulvalene 205654-68-8 C27H32N2O4S13
2,7(6)-Bis(2'-cyanoethylthio)-3,6(7)-[2-thioxo-1,3-dithiole-4,5-diylbisthio-bis(ethane-1,2-diyl)dioxybis(ethane-1,2-diyl)bisthio]tetrathiafulvalene
—— (5-Methylsulfanyl-2H-[1,2,4]triazol-3-yl)-[1,3]oxazinan-(2E)-ylidene-amine 140473-57-0 C7H11N5OS
(5-Methylsulfanyl-2H-[1,2,4]triazol-3-yl)-[1,3]oxazinan-(2E)-ylidene-amine
—— ethyl 4-[4-(2-[2,2,2-trifluoroethyl]guanidino)pyrimid-2-ylthio]butyrate 84561-58-0 C13H18F3N5O2S
ethyl 4-[4-(2-[2,2,2-trifluoroethyl]guanidino)pyrimid-2-ylthio]butyrate
—— 1,5-dimercapto-1,1,5,5-tetrakis(trimethylsilyl)heptane-2,4-dithione 1493804-06-0 C19H44S4Si4
1,5-dimercapto-1,1,5,5-tetrakis(trimethylsilyl)heptane-2,4-dithione
—— 7-Benzyl-4-methyl-4H,7H-9-thia-1,3a,4,6,7-pentaaza-cyclopenta[b]naphthalen-8-one 143703-05-3 C15H13N5OS
7-Benzyl-4-methyl-4H,7H-9-thia-1,3a,4,6,7-pentaaza-cyclopenta[b]naphthalen-8-one
—— 2-(4-chloro-3-methoxyphenylthio)-4-fluorophenylacetic acid 61150-66-1 C15H12ClFO3S
2-(4-chloro-3-methoxyphenylthio)-4-fluorophenylacetic acid
—— 4,4,5,5-Tetramethyl-2-{(1R,2R)-2-[(phenylsulfanyl)methyl]cyclopropyl}-1,3,2-dioxaborolane 126726-64-5 C16H23BO2S
4,4,5,5-Tetramethyl-2-{(1R,2R)-2-[(phenylsulfanyl)methyl]cyclopropyl}-1,3,2-dioxaborolane
—— meso-2,4-pentanedithiol 4038-08-8 C5H12S2
meso-2,4-pentanedithiol
—— 2-(4-chloro-3-methoxyphenylthio)-4-methoxybenzyl alcohol 61150-71-8 C15H15ClO3S
2-(4-chloro-3-methoxyphenylthio)-4-methoxybenzyl alcohol
—— 2-((2-(hydroxymethyl)phenyl)thio)benzonitrile 203512-55-4 C14H11NOS
2-((2-(hydroxymethyl)phenyl)thio)benzonitrile
—— (E)-8-bromo-3-(phenylthio)-1,3-octadiene 123289-41-8 C14H17BrS
(E)-8-bromo-3-(phenylthio)-1,3-octadiene
—— 5-phenyl-1,3-dithiolo<4,5-b>-1,4-dithiin-2-thione 177544-77-3 C11H6S5
5-phenyl-1,3-dithiolo<4,5-b>-1,4-dithiin-2-thione
—— 2-(phenylthio)benzylamine 63167-04-4 C13H13NS
2-(phenylthio)benzylamine
—— 6-benzyl-3-(2,2-dimethoxyethylimino)-1-methyl-2H-pyridazino[4,5-e][1,3,4]thiadiazin-5-one 143703-02-0 C17H21N5O3S
6-benzyl-3-(2,2-dimethoxyethylimino)-1-methyl-2H-pyridazino[4,5-e][1,3,4]thiadiazin-5-one
—— 2,2'-((4-(Dimethylamino)-1,2-phenylene)bis(sulfanediyl))diacetonitrile 139483-31-1 C12H13N3S2
2,2'-((4-(Dimethylamino)-1,2-phenylene)bis(sulfanediyl))diacetonitrile
—— (E)-8-azido-3-(phenylthio)-1,3-octadiene 123289-43-0 C14H17N3S
(E)-8-azido-3-(phenylthio)-1,3-octadiene
—— n-butyl isoamyl disulfide 75679-09-3 C9H20S2
n-butyl isoamyl disulfide
—— methyl 4-[2-(2-[2,2,2-trifluoroethyl]guanidino)pyrid-6-ylthio]butyrimidate 84407-36-3 C13H18F3N5OS
methyl 4-[2-(2-[2,2,2-trifluoroethyl]guanidino)pyrid-6-ylthio]butyrimidate
—— 4-Methyl-7-phenyl-4H,7H-9-thia-1,3a,4,6,7-pentaaza-cyclopenta[b]naphthalen-8-one 143703-04-2 C14H11N5OS
4-Methyl-7-phenyl-4H,7H-9-thia-1,3a,4,6,7-pentaaza-cyclopenta[b]naphthalen-8-one
—— 2-((2,6-dimethylphenyl)thio)benzonitrile 1270110-52-5 C15H13NS
2-((2,6-dimethylphenyl)thio)benzonitrile
—— bis(phenylthio)pentane 40340-02-1 C17H20S2
bis(phenylthio)pentane
—— 1,4-Bis-(bis-phenylsulfanyl-methyl)-benzene 70227-35-9 C32H26S4
1,4-Bis-(bis-phenylsulfanyl-methyl)-benzene
—— N-sulphamoyl-4-[2-(2-[2,2,2-trifluoroethyl]guanidino)pyrid-6-ylthio]butyramidine hydrogen maleate 84407-38-5 C4H4O4*C12H18F3N7O2S2
N-sulphamoyl-4-[2-(2-[2,2,2-trifluoroethyl]guanidino)pyrid-6-ylthio]butyramidine hydrogen maleate
—— 1-Isobutyldisulfanyl-3-methyl-butane 75203-66-6 C9H20S2
1-Isobutyldisulfanyl-3-methyl-butane
—— adipoyl isothiocyanate 7710-11-4 C8H8N2O2S2
adipoyl isothiocyanate
—— Sec-butyl isopentyl disulphide 75203-67-7 C9H20S2
Sec-butyl isopentyl disulphide
—— N-propyl-N',N''-bis(6-methyl-3-methylthio-5-oxo-4,5-dihydro-1,2,4-triazin-4-yl)guanidine 139702-71-9 C14H21N9O2S2
N-propyl-N',N''-bis(6-methyl-3-methylthio-5-oxo-4,5-dihydro-1,2,4-triazin-4-yl)guanidine
—— methyl-(3-methyl-1-methylsulfanyl-butyl)-disulfane 69078-82-6 C7H16S3
methyl-(3-methyl-1-methylsulfanyl-butyl)-disulfane
—— 5-butyl-3-methyl-2-phenylthiofuran 77287-78-6 C15H18OS
5-butyl-3-methyl-2-phenylthiofuran
—— 2-methylthio-5-n-butylfuran 80866-21-3 C9H14OS
2-methylthio-5-n-butylfuran
—— ethenylmethylbis<(phenylthio)methyl>silane 180744-04-1 C17H20S2Si
ethenylmethylbis<(phenylthio)methyl>silane