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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
—— 5-methyl-5-phenylsulfanylmethyl-imidazolidine-2,4-dione 24956-71-6 C11H12N2O2S
5-methyl-5-phenylsulfanylmethyl-imidazolidine-2,4-dione
—— 4-chloro-6-(4-iodophenylamino)-2-(methylthio)pyrimidin-5-carbonitrile 1374159-81-5 C12H8ClIN4S
4-chloro-6-(4-iodophenylamino)-2-(methylthio)pyrimidin-5-carbonitrile
—— 2-(4-aminophenylthio)-4-(trifluoromethyl)pyrimidine 1270110-63-8 C11H8F3N3S
2-(4-aminophenylthio)-4-(trifluoromethyl)pyrimidine
—— 4-(phenylthio)-1,3-phenylenediamine 6264-74-0 C12H12N2S
4-(phenylthio)-1,3-phenylenediamine
—— 2,5-dichloro-4-(methylthio)pyrimidine 1245830-98-1 C5H4Cl2N2S
2,5-dichloro-4-(methylthio)pyrimidine
—— [[3-(trimethylsilyl)propyl]thio]benzene 19185-59-2 C12H20SSi
[[3-(trimethylsilyl)propyl]thio]benzene
—— (1R)-1-methyl-N-[(S)-1-phenylethyl]-2-phenylsulfanylethylamine 261729-90-2 C17H21NS
(1R)-1-methyl-N-[(S)-1-phenylethyl]-2-phenylsulfanylethylamine
—— N-(4-Cyano-3-phenylthiophenyl)-3,3,3,-trifluoro-2-hydroxy-2-methyl propanamide 148301-97-7 C17H13F3N2O2S
N-(4-Cyano-3-phenylthiophenyl)-3,3,3,-trifluoro-2-hydroxy-2-methyl propanamide
—— 2-acetamido-5-phenylthiothiazole 91137-89-2 C11H10N2OS2
2-acetamido-5-phenylthiothiazole
—— 6-nitro-2-phenylsulfanylbenzothiazole 38420-80-3 C13H8N2O2S2
6-nitro-2-phenylsulfanylbenzothiazole
—— 5-(phenylthio)-pyridine-2-thione 67743-64-0 C11H9NS2
5-(phenylthio)-pyridine-2-thione
—— N-[(S)-1-methyl-2-phenylsulfanylethyl]-N-[(R)-1-phenylethyl]formamide 261729-92-4 C18H21NOS
N-[(S)-1-methyl-2-phenylsulfanylethyl]-N-[(R)-1-phenylethyl]formamide
—— (1R)-1-methyl-N-[(R)-1-phenylethyl]-2-phenylsulfanylethylamine 261729-91-3 C17H21NS
(1R)-1-methyl-N-[(R)-1-phenylethyl]-2-phenylsulfanylethylamine
—— 1-(phenylthio)-2-cyclohexene-1-carboxaldehyde 108139-15-7 C13H14OS
1-(phenylthio)-2-cyclohexene-1-carboxaldehyde
—— Trimethyl[3-(phenylsulfanyl)undecyl]silane 89373-23-9 C20H36SSi
Trimethyl[3-(phenylsulfanyl)undecyl]silane
—— 1-Phenylthio-3-(2-tetrahydropyranyloxy)-2-propanol 115413-18-8 C14H20O3S
1-Phenylthio-3-(2-tetrahydropyranyloxy)-2-propanol
—— dimethyl (2R,3R)-2-methyl-3-phenylsultanylsuccinate 369365-15-1 C13H16O4S
dimethyl (2R,3R)-2-methyl-3-phenylsultanylsuccinate
—— 2-<(phenylthio)methyl>cyclohexanecarboxylic acid 76358-97-9 C14H18O2S
2-<(phenylthio)methyl>cyclohexanecarboxylic acid
—— 2,2,6,6-tetramethyl-1-[(phenylthio)methyl]cyclohexane 852988-98-8 C17H26S
2,2,6,6-tetramethyl-1-[(phenylthio)methyl]cyclohexane
—— N-benzyl-N-[(S)-1-methyl-2-phenylsulfanylethyl]formamide 261729-82-2 C17H19NOS
N-benzyl-N-[(S)-1-methyl-2-phenylsulfanylethyl]formamide
—— (3-Hydroxy-2-phenylthio)propyl N,N-dimethylcarbamate 115413-00-8 C12H17NO3S
(3-Hydroxy-2-phenylthio)propyl N,N-dimethylcarbamate
—— (3-Phenylthio-2-hydroxy)propyl N,N-dimethylcarbamate 115413-17-7 C12H17NO3S
(3-Phenylthio-2-hydroxy)propyl N,N-dimethylcarbamate
—— 2-(Methoxycarbonylamino) 6-(p-chlorosulfonylphenylthio) imidazo [1,2-a] pyridine 76911-36-9 C15H12ClN3O4S2
2-(Methoxycarbonylamino) 6-(p-chlorosulfonylphenylthio) imidazo [1,2-a] pyridine
—— 5-phenylsulfanyl-thiazol-2-ylamine 59278-80-7 C9H8N2S2
5-phenylsulfanyl-thiazol-2-ylamine
—— (+)-(1S,6R)-2,2,6-trimethyl-1-[(phenylthio)methyl]cyclohexane 139406-53-4 C16H24S
(+)-(1S,6R)-2,2,6-trimethyl-1-[(phenylthio)methyl]cyclohexane
—— (-)-(1R,6S)-2,2,6-trimethyl-1-[(phenylthio)methyl]cyclohexane 139364-97-9 C16H24S
(-)-(1R,6S)-2,2,6-trimethyl-1-[(phenylthio)methyl]cyclohexane
—— N-[(S)-1-methyl-2-phenylsulfanylethyl]-N-[(S)-1-phenylethyl]formamide 261729-93-5 C18H21NOS
N-[(S)-1-methyl-2-phenylsulfanylethyl]-N-[(S)-1-phenylethyl]formamide
—— N-benzyl-N-[(R)-1-methyl-2-phenylsulfanylethyl]formamide 261729-83-3 C17H19NOS
N-benzyl-N-[(R)-1-methyl-2-phenylsulfanylethyl]formamide
—— 1-(1-phenylthio-2-cyclohexenyl)-1-heptanone 108139-05-5 C19H26OS
1-(1-phenylthio-2-cyclohexenyl)-1-heptanone
—— (1S)-1-methyl-N-[(R)-1-phenylethyl]-2-phenylsulfanylethylamine 261729-88-8 C17H21NS
(1S)-1-methyl-N-[(R)-1-phenylethyl]-2-phenylsulfanylethylamine
—— 5-benzamido-3-(benzothiazol-2'-ylthio)-4-methyl-1-(p-nitrophenyl)-3-oxo-1,6-dihydropyridazine 1306831-02-6 C25H17N5O4S2
5-benzamido-3-(benzothiazol-2'-ylthio)-4-methyl-1-(p-nitrophenyl)-3-oxo-1,6-dihydropyridazine
—— (1S)-1-methyl-N-[(S)-1-phenylethyl]-2-phenylsulfanylethylamine 261729-89-9 C17H21NS
(1S)-1-methyl-N-[(S)-1-phenylethyl]-2-phenylsulfanylethylamine
—— N-[(R)-1-methyl-2-phenylsulfanylethyl]-N-[(R)-1-phenylethyl]formamide 261729-95-7 C18H21NOS
N-[(R)-1-methyl-2-phenylsulfanylethyl]-N-[(R)-1-phenylethyl]formamide
—— (2-oxo-3-phenylsulfanylpropyl) N,N-dimethylcarbamate 115413-24-6 C12H15NO3S
(2-oxo-3-phenylsulfanylpropyl) N,N-dimethylcarbamate
—— 1-(1-phenylthio-2-cyclopentenyl)-1-heptanone 108139-16-8 C18H24OS
1-(1-phenylthio-2-cyclopentenyl)-1-heptanone
—— (Z)-4-(dimethylamino)-3-phenylsulfanyl-1-(2,2,2-trichloroethoxy)but-3-en-2-one 115413-30-4 C14H16Cl3NO2S
(Z)-4-(dimethylamino)-3-phenylsulfanyl-1-(2,2,2-trichloroethoxy)but-3-en-2-one
—— 2-Hydroxy-3-(phenylsulfanyl)propyl pivalate 115413-16-6 C14H20O3S
2-Hydroxy-3-(phenylsulfanyl)propyl pivalate
—— [(Z)-4-(dimethylamino)-2-oxo-3-phenylsulfanylbut-3-enyl] 2,2-dimethylpropanoate 115412-96-9 C17H23NO3S
[(Z)-4-(dimethylamino)-2-oxo-3-phenylsulfanylbut-3-enyl] 2,2-dimethylpropanoate
—— N-[(R)-1-methyl-2-phenylsulfanylethyl]-N-[(S)-1-phenylethyl]formamide 261729-94-6 C18H21NOS
N-[(R)-1-methyl-2-phenylsulfanylethyl]-N-[(S)-1-phenylethyl]formamide
—— 3-methyl-3-phenylthio-1-decen-4-one 108139-18-0 C17H24OS
3-methyl-3-phenylthio-1-decen-4-one
—— (4,4-dimethylpent-2-ynylsulfanyl)benzene 88096-95-1 C13H16S
(4,4-dimethylpent-2-ynylsulfanyl)benzene
—— 1-Phenylsulfanyl-3-(2,2,2-trichloroethoxy)propan-2-one 115413-21-3 C11H11Cl3O2S
1-Phenylsulfanyl-3-(2,2,2-trichloroethoxy)propan-2-one
—— O-Aethyl-N-(β-phenylthio-aethyl)-urethan 92147-10-9 C11H15NO2S
O-Aethyl-N-(β-phenylthio-aethyl)-urethan
—— 2-amino-4-chloro-6-methylsulfanyl-pyrimidine-5-carbonitrile 54356-39-7 C6H5ClN4S
2-amino-4-chloro-6-methylsulfanyl-pyrimidine-5-carbonitrile
—— 5-amino-1-(benzothiazol-2'-ylthio)-4-imino-3-(p-methoxyphenyl)-7-phenyl-3,4-dihydrophthalazine-6,6(7H)-dicarbonitrile 1306830-99-8 C30H21N7OS2
5-amino-1-(benzothiazol-2'-ylthio)-4-imino-3-(p-methoxyphenyl)-7-phenyl-3,4-dihydrophthalazine-6,6(7H)-dicarbonitrile
—— (E)-prop-1-ene-1,3-diylbis(phenylsulfane) 80780-63-8 C15H14S2
(E)-prop-1-ene-1,3-diylbis(phenylsulfane)
—— 2-Methyl-3-<(phenylthio)methyl>pyridine 76915-54-3 C13H13NS
2-Methyl-3-<(phenylthio)methyl>pyridine
—— 1-(1-phenylthio-2-cyclohexenyl)ethanone 108139-14-6 C14H16OS
1-(1-phenylthio-2-cyclohexenyl)ethanone
—— 5-benzamido-3-(benzothiazol-2'-ylthio)-4-methyl-6-oxo-1-phenyl-1,6-dihydropyridazine hydrochloride 1306605-04-8 C25H18N4O2S2*ClH
5-benzamido-3-(benzothiazol-2'-ylthio)-4-methyl-6-oxo-1-phenyl-1,6-dihydropyridazine hydrochloride
—— 5-benzamido-3-(benzothiazol-2'-ylthio)-1-(p-methoxyphenyl)-4-methyl-6-oxo-1,6-dihydropyridazine 1306831-01-5 C26H20N4O3S2
5-benzamido-3-(benzothiazol-2'-ylthio)-1-(p-methoxyphenyl)-4-methyl-6-oxo-1,6-dihydropyridazine