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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-((chloromethyl)thio)thiazole —— C4H4ClNS2
2-((chloromethyl)thio)thiazole
—— 5-(N-isopropyl-N-methylsulfamoyl)-2-((4-methoxyphenyl)thio)benzoic acid —— C18H21NO5S2
5-(N-isopropyl-N-methylsulfamoyl)-2-((4-methoxyphenyl)thio)benzoic acid
—— (1-phenylethyl)(o-tolyl)sulfane —— C15H16S
(1-phenylethyl)(o-tolyl)sulfane
—— (4-fluorophenyl)(1-phenylethyl)sulfane —— C14H13FS
(4-fluorophenyl)(1-phenylethyl)sulfane
—— mesityl propargyl sulfide —— C12H14S
mesityl propargyl sulfide
—— trimethylsilyl-(13)C-methyl-phenylsulfide —— C10H16SSi
trimethylsilyl-(13)C-methyl-phenylsulfide
—— N-(7-bromo-6-oxoheptyl)-2-(4-fluorophenylthio)acetamide —— C15H19BrFNO2S
N-(7-bromo-6-oxoheptyl)-2-(4-fluorophenylthio)acetamide
—— 2-(Ethylthio)-3,6-dihydro-6-oxo-1,3,5-triphenyl-1-pyrimidinium-4-olat —— C24H20N2O2S
2-(Ethylthio)-3,6-dihydro-6-oxo-1,3,5-triphenyl-1-pyrimidinium-4-olat
—— 6-(2-azidomethyl-phenylsulfanyl)-3-isoprolyl-[1,2,4]triazolo[4,3-a]pyridine —— C16H16N6S
6-(2-azidomethyl-phenylsulfanyl)-3-isoprolyl-[1,2,4]triazolo[4,3-a]pyridine
—— hydroxyethyl octyl sulfide —— C10H22OS
hydroxyethyl octyl sulfide
—— (4R,5S,6R)-3,4,5,6-tetrahydro-3-[(2S,3S)-3-hydroxy-3-phenyl-2-((phenylthio)methyl)propionyl]-4-isopropyl-5-methyl-6-phenyl-2H-1,3,4-oxadiazin-2-one —— C29H32N2O4S
(4R,5S,6R)-3,4,5,6-tetrahydro-3-[(2S,3S)-3-hydroxy-3-phenyl-2-((phenylthio)methyl)propionyl]-4-isopropyl-5-methyl-6-phenyl-2H-1,3,4-oxadiazin-2-one
—— 2,4-dimethylthiopyrimidine-5-boronic acid —— C6H9BN2O2S2
2,4-dimethylthiopyrimidine-5-boronic acid
—— 2-(3-benzyloxypropyl)-5-(3,5-dichlorophenylthio)-4-isopropyl-1H-imidazole —— C22H24Cl2N2OS
2-(3-benzyloxypropyl)-5-(3,5-dichlorophenylthio)-4-isopropyl-1H-imidazole
—— 2-(3-benzyloxypropyl)-5-(3,5-dichlorophenylthio)-4-isopropyl-1-ethyl-1H-imidazole —— C24H28Cl2N2OS
2-(3-benzyloxypropyl)-5-(3,5-dichlorophenylthio)-4-isopropyl-1-ethyl-1H-imidazole
—— (4S,5S)-4-methyl-2-(2-methyl-1,3-dithian-2-yl)-5-phenyl-4,5-dihydro-1,3-oxazole —— C15H19NOS2
(4S,5S)-4-methyl-2-(2-methyl-1,3-dithian-2-yl)-5-phenyl-4,5-dihydro-1,3-oxazole
—— 2-methylthio-4-(4'-aminophenylarsonic acid)aminopyrimidine 296235-31-9 C11H12AsN3O3S
2-methylthio-4-(4'-aminophenylarsonic acid)aminopyrimidine
—— 1,1-dioxo-2-methyl-2,3-dihydrobenzo[e][1,4,2]dithiazine-3-thione —— C8H7NO2S3
1,1-dioxo-2-methyl-2,3-dihydrobenzo[e][1,4,2]dithiazine-3-thione
—— 1,1-dioxo-2-methyl-2,3-dihydrobenzo[e][1,4,2]dithiazine-3-one —— C8H7NO3S2
1,1-dioxo-2-methyl-2,3-dihydrobenzo[e][1,4,2]dithiazine-3-one
—— 5-(2-hydroxyethyl)-6-methyl-2-[(1-methyl-2-oxopropyl)thio]-4(3H)-pyrimidinone —— C11H16N2O3S
5-(2-hydroxyethyl)-6-methyl-2-[(1-methyl-2-oxopropyl)thio]-4(3H)-pyrimidinone
—— (E)-2-[(methylamino)phenylmethylene]-benzo[b]thiophen-3(2H)-one —— C16H13NOS
(E)-2-[(methylamino)phenylmethylene]-benzo[b]thiophen-3(2H)-one
—— (4 hydroxyphenylthio)nitromethane —— C7H7NO3S
(4 hydroxyphenylthio)nitromethane
—— N-(2-[(2,3-difluorobenzyl)thio]-6-{[(1R)-2-hydroxy-1-methylethyl]amino}pyrimidin-4-yl)piperidine-1-sulfonamide —— C19H25F2N5O3S2
N-(2-[(2,3-difluorobenzyl)thio]-6-{[(1R)-2-hydroxy-1-methylethyl]amino}pyrimidin-4-yl)piperidine-1-sulfonamide
—— N-{6-chloro-2-[(3-chloro-2-fluorobenzyl)thio]pyrimidin-4-yl}-2-(dimethylamino)ethanesulfonamide —— C15H17Cl2FN4O2S2
N-{6-chloro-2-[(3-chloro-2-fluorobenzyl)thio]pyrimidin-4-yl}-2-(dimethylamino)ethanesulfonamide
—— N-(2-[(3-chloro-2-fluorobenzyl)thio]-6-{[(1R)-2-hydroxy-1-methylethyl]amino}pyrimidin-4-yl)-2-(dimethylamino)ethanesulfonamide —— C18H25ClFN5O3S2
N-(2-[(3-chloro-2-fluorobenzyl)thio]-6-{[(1R)-2-hydroxy-1-methylethyl]amino}pyrimidin-4-yl)-2-(dimethylamino)ethanesulfonamide
—— dimethyl-dithiocarbamic acid thiophen-3-yl ester —— C7H9NS3
dimethyl-dithiocarbamic acid thiophen-3-yl ester
—— N-[2-(benzylthio)-6-chloropyrimidin-4-yl]-N-{[2-(trimethylsilyl)ethoxy]methyl}methanesulfonamide —— C18H26ClN3O3S2Si
N-[2-(benzylthio)-6-chloropyrimidin-4-yl]-N-{[2-(trimethylsilyl)ethoxy]methyl}methanesulfonamide
—— N-(2-[(2,3-difluorobenzyl)thio]-6-{[(1R)-2-hydroxy-1-methylethyl]amino}pyrimidin-4-yl)azetidine-1-sulfonamide —— C17H21F2N5O3S2
N-(2-[(2,3-difluorobenzyl)thio]-6-{[(1R)-2-hydroxy-1-methylethyl]amino}pyrimidin-4-yl)azetidine-1-sulfonamide
—— N-{6-chloro-2-[(2,3-difluorobenzyl)thio]pyrimidin-4-yl}-N-{[2-(trimethylsilyl)ethoxy]methyl}azetidine-1-sulfonamide —— C20H27ClF2N4O3S2Si
N-{6-chloro-2-[(2,3-difluorobenzyl)thio]pyrimidin-4-yl}-N-{[2-(trimethylsilyl)ethoxy]methyl}azetidine-1-sulfonamide
—— dimethyl dithiocarbamic acid thiophen-2-yl ester —— C7H9NS3
dimethyl dithiocarbamic acid thiophen-2-yl ester
—— N-(2-[(2-fluoro-3-methylbenzyl)thio]-6-{[(1R)-2-hydroxy-1-methylethyl]amino}pyrimidin-4-yl)methanesulfonamide —— C16H21FN4O3S2
N-(2-[(2-fluoro-3-methylbenzyl)thio]-6-{[(1R)-2-hydroxy-1-methylethyl]amino}pyrimidin-4-yl)methanesulfonamide
—— N'-[2-(benzylthio)-6-chloropyrimidin-4-yl]-N,N-dimethylsulfamide —— C13H15ClN4O2S2
N'-[2-(benzylthio)-6-chloropyrimidin-4-yl]-N,N-dimethylsulfamide
—— N'-(2-(benzylthio)-6-{[(1R)-2-hydroxy-1-methylethyl]amino}pyrimidin-4-yl)-N,N-dimethylsulfamide —— C16H23N5O3S2
N'-(2-(benzylthio)-6-{[(1R)-2-hydroxy-1-methylethyl]amino}pyrimidin-4-yl)-N,N-dimethylsulfamide
—— (2R)-2-{[6-amino-2-(benzylthio)pyrimidin-4-yl]amino}propan-1-ol —— C14H18N4OS
(2R)-2-{[6-amino-2-(benzylthio)pyrimidin-4-yl]amino}propan-1-ol
—— N'-(2-[(3-chloro-2-fluorobenzyl)thio]-6-{[(1R)-2-hydroxy-1-methylethyl]amino}pyrimidin-4-yl)-N,N-dimethylsulfamide —— C16H21ClFN5O3S2
N'-(2-[(3-chloro-2-fluorobenzyl)thio]-6-{[(1R)-2-hydroxy-1-methylethyl]amino}pyrimidin-4-yl)-N,N-dimethylsulfamide
—— N'-{6-chloro-2-[(3-chloro-2-fluorobenzyl)thio]pyrimidin-4-yl}-N,N-dimethylsulfamide —— C13H13Cl2FN4O2S2
N'-{6-chloro-2-[(3-chloro-2-fluorobenzyl)thio]pyrimidin-4-yl}-N,N-dimethylsulfamide
—— 1-cyclohexyl-2-(dimethyl(oxo)-λ<sup>6</sup>-sulfanylidene)ethan-1-one —— C10H18O2S
1-cyclohexyl-2-(dimethyl(oxo)-λ<sup>6</sup>-sulfanylidene)ethan-1-one
—— 1-(2,3-dihydroimidazo<2,1-b>thiazol-6-yl)ethanone —— C7H8N2OS
1-(2,3-dihydroimidazo<2,1-b>thiazol-6-yl)ethanone
—— 5,5,6,6-tetrafluoro-6-(phenylthio)hexan-2-one —— C12H12F4OS
5,5,6,6-tetrafluoro-6-(phenylthio)hexan-2-one
—— (1'S)-N-1'-phenylethyl-Z-3-chloro-2-(phenylthio)-2-pentenamide —— C19H20ClNOS
(1'S)-N-1'-phenylethyl-Z-3-chloro-2-(phenylthio)-2-pentenamide
—— (S)-N-1'-phenylethyl-E-3-chloro-2-(phenylthio)-2-pentenamide —— C19H20ClNOS
(S)-N-1'-phenylethyl-E-3-chloro-2-(phenylthio)-2-pentenamide
—— 3-tert-butyl-2-hydroxy-5-[(4-methoxyphenyl)thio]-6-methylbenzoic acid —— C19H22O4S
3-tert-butyl-2-hydroxy-5-[(4-methoxyphenyl)thio]-6-methylbenzoic acid
—— 4-(4-bromophenylthio)butan-2-one —— C10H11BrOS
4-(4-bromophenylthio)butan-2-one
—— 1-(2-methylthioimidazol-1-yl)-2-(imidazol-1-yl)ethane —— C9H12N4S
1-(2-methylthioimidazol-1-yl)-2-(imidazol-1-yl)ethane
—— 1,2-bis(methylthioimidazol-1-yl)ethane —— C10H14N4S2
1,2-bis(methylthioimidazol-1-yl)ethane
—— (1R,5R)-8,8-dimethyl-1-phenylsulfanylmethyl-2-aza-bicyclo[3.2.1]octane —— C16H23NS
(1R,5R)-8,8-dimethyl-1-phenylsulfanylmethyl-2-aza-bicyclo[3.2.1]octane
—— 3-(ethylsulfinyl)-2-methylprop-1-ene —— C6H12OS
3-(ethylsulfinyl)-2-methylprop-1-ene
—— (+/-)-(3R,4R)-3-(phenylthio)methyl-4-heptanol —— C14H22OS
(+/-)-(3R,4R)-3-(phenylthio)methyl-4-heptanol
—— (+/-)-(3S,4R)-3-(phenylthio)methyl-4-decanol —— C17H28OS
(+/-)-(3S,4R)-3-(phenylthio)methyl-4-decanol
—— 1-(Octadec-9-(E)-en-1ylaminocarbonylmethyl)-2-(4-fluorobenzyl)thio-5-(pyrimid-5-ylmethyl)pyrimidin-4-one —— C36H50FN5O2S
1-(Octadec-9-(E)-en-1ylaminocarbonylmethyl)-2-(4-fluorobenzyl)thio-5-(pyrimid-5-ylmethyl)pyrimidin-4-one
—— 1-(3-(Octadec-9-(E)-en-1ylaminocarbonyl)prop-1-yl)-2-(4-fluorobenzyl)thio-5-(pyrimid-5-ylmethyl)pyrimidin-4-one —— C38H54FN5O2S
1-(3-(Octadec-9-(E)-en-1ylaminocarbonyl)prop-1-yl)-2-(4-fluorobenzyl)thio-5-(pyrimid-5-ylmethyl)pyrimidin-4-one