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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
—— 1-(5-Tert-butyl-1,2-oxazol-3-yl)-3-[4-(3-methylphenyl)sulfanylphenyl]urea —— C21H23N3O2S
1-(5-Tert-butyl-1,2-oxazol-3-yl)-3-[4-(3-methylphenyl)sulfanylphenyl]urea
—— 3-(2-chloro-phenylsulfanyl)-6-methanesulfonyl-benzo[b]thiophene-2-carbonitrile —— C16H10ClNO2S3
3-(2-chloro-phenylsulfanyl)-6-methanesulfonyl-benzo[b]thiophene-2-carbonitrile
—— 3-methyl-8-(2-methylfuran-3-yl)sulfanyl-5-(1-oxidopyridin-1-ium-2-yl)-3,4-dihydro-2H-naphthalen-1-one —— C21H19NO3S
3-methyl-8-(2-methylfuran-3-yl)sulfanyl-5-(1-oxidopyridin-1-ium-2-yl)-3,4-dihydro-2H-naphthalen-1-one
—— 1-(Cyclobutylmethyl)-6-(3,5-dimethylphenyl)sulfanyl-5-ethyl-pyrimidine-2,4-dione 301297-46-1 C19H24N2O2S
1-(Cyclobutylmethyl)-6-(3,5-dimethylphenyl)sulfanyl-5-ethyl-pyrimidine-2,4-dione
—— (1S,8R)-8-amino-7-oxo-4-[(E)-3-(2H-triazol-4-ylsulfanyl)prop-1-enyl]-2-thiabicyclo[4.2.0]oct-4-ene-5-carboxylic acid —— C13H14N4O3S2
(1S,8R)-8-amino-7-oxo-4-[(E)-3-(2H-triazol-4-ylsulfanyl)prop-1-enyl]-2-thiabicyclo[4.2.0]oct-4-ene-5-carboxylic acid
—— 3-Chloro-4-(2,4,6-trichlorophenyl)sulfanylaniline —— C12H7Cl4NS
3-Chloro-4-(2,4,6-trichlorophenyl)sulfanylaniline
—— 3-(4-methyl-anilino)-5-(3,4-difluoro-benzylthio)-1,2,4-triazole 334538-95-3 C16H14F2N4S
3-(4-methyl-anilino)-5-(3,4-difluoro-benzylthio)-1,2,4-triazole
—— 3-[(6S)-1-azabicyclo[3.2.1]octan-6-yl]-4-(4,4,4-trifluorobutylsulfanyl)-1,2,5-thiadiazole —— C13H18F3N3S2
3-[(6S)-1-azabicyclo[3.2.1]octan-6-yl]-4-(4,4,4-trifluorobutylsulfanyl)-1,2,5-thiadiazole
—— 3-(3-trifluoromethylthio-phenylimino)-3H-[1,2,4]-thiadiazolo[4,3-a]pyridine 148257-32-3 C13H8F3N3S2
3-(3-trifluoromethylthio-phenylimino)-3H-[1,2,4]-thiadiazolo[4,3-a]pyridine
—— 4-[2-[2-(5-Aminopyridin-2-yl)sulfanylethoxy]ethylsulfanyl]phenol —— C15H18N2O2S2
4-[2-[2-(5-Aminopyridin-2-yl)sulfanylethoxy]ethylsulfanyl]phenol
—— 3-(5-chlorothiophen-2-yl)sulfanyl-N-(4-methylphenyl)-1H-1,2,4-triazol-5-amine —— C13H11ClN4S2
3-(5-chlorothiophen-2-yl)sulfanyl-N-(4-methylphenyl)-1H-1,2,4-triazol-5-amine
—— 3-chloro-4-(2-chloro-4-nitro-phenylsulfanyl)-aniline 19574-06-2 C12H8Cl2N2O2S
3-chloro-4-(2-chloro-4-nitro-phenylsulfanyl)-aniline
—— 8-Phenyl-3-thiophen-2-yl-5,6,7,8-tetrahydro-[1,2,4]triazolo[3,4-b][1,3]thiazepine —— C16H15N3S2
8-Phenyl-3-thiophen-2-yl-5,6,7,8-tetrahydro-[1,2,4]triazolo[3,4-b][1,3]thiazepine
—— 8-(Furan-2-ylmethylsulfanyl)-5-methyl-3-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]pyrazine —— C12H9F3N4OS
8-(Furan-2-ylmethylsulfanyl)-5-methyl-3-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]pyrazine
—— 2-[5-Methylsulfanyl-4-(4-methyl-1,3-thiazol-2-yl)thiophen-2-yl]-2-oxoethanimidamide —— C11H11N3OS3
2-[5-Methylsulfanyl-4-(4-methyl-1,3-thiazol-2-yl)thiophen-2-yl]-2-oxoethanimidamide
—— 5-[(2-methyl-3H-benzimidazol-5-yl)sulfanyl]-1,2,3,4-tetrahydroisoquinoline —— C17H17N3S
5-[(2-methyl-3H-benzimidazol-5-yl)sulfanyl]-1,2,3,4-tetrahydroisoquinoline
—— 2-[2-Methyl-3-[(2-methylsulfanylimidazol-1-yl)methyl]phenyl]sulfanylethanol —— C14H18N2OS2
2-[2-Methyl-3-[(2-methylsulfanylimidazol-1-yl)methyl]phenyl]sulfanylethanol
—— (3R)-6-fluoro-2,2-dimethyl-3-(1,2,4-triazol-1-ylmethyl)-1-benzothiophen-3-ol —— C13H14FN3OS
(3R)-6-fluoro-2,2-dimethyl-3-(1,2,4-triazol-1-ylmethyl)-1-benzothiophen-3-ol
—— 2-(1-Ethyltetrazol-5-yl)sulfanyl-5-nitro-1,3-thiazole —— C6H6N6O2S2
2-(1-Ethyltetrazol-5-yl)sulfanyl-5-nitro-1,3-thiazole
—— 4,5-dichloro-2-(4-ethylphenyl)sulfanyl-1H-imidazole —— C11H10Cl2N2S
4,5-dichloro-2-(4-ethylphenyl)sulfanyl-1H-imidazole
—— 3-Methyl-8-phenyl-5,6,7,8-tetrahydro-[1,2,4]triazolo[3,4-b][1,3]thiazepine —— C13H15N3S
3-Methyl-8-phenyl-5,6,7,8-tetrahydro-[1,2,4]triazolo[3,4-b][1,3]thiazepine
—— 4-(1,2,3,4-Tetrahydroisoquinolin-5-ylsulfanyl)aniline —— C15H16N2S
4-(1,2,3,4-Tetrahydroisoquinolin-5-ylsulfanyl)aniline
—— 2-[(ethoxycarbonyl)methylthio]thiazolo[4,5-b]pyridine 133903-46-5 C10H10N2O2S2
2-[(ethoxycarbonyl)methylthio]thiazolo[4,5-b]pyridine
—— 1-(3-Pyridin-2-ylsulfanylpropanoyl)pyrrolidine-2,5-dione —— C12H12N2O3S
1-(3-Pyridin-2-ylsulfanylpropanoyl)pyrrolidine-2,5-dione
—— 1-[(1,3-Dimethyl-4,5,6,7-tetrahydrobenzimidazol-3-ium-2-yl)sulfanyl]propan-2-one —— C12H19N2OS+
1-[(1,3-Dimethyl-4,5,6,7-tetrahydrobenzimidazol-3-ium-2-yl)sulfanyl]propan-2-one
—— 5-Ethylsulfanyl-1,3-thiazole-2-sulfonamide —— C5H8N2O2S3
5-Ethylsulfanyl-1,3-thiazole-2-sulfonamide
—— 5-Phenylsulfanyl-1,3-dihydroindol-2-one —— C14H11NOS
5-Phenylsulfanyl-1,3-dihydroindol-2-one
—— N-(4-methylphenyl)-3-prop-2-enylsulfanyl-1H-1,2,4-triazol-5-amine —— C12H14N4S
N-(4-methylphenyl)-3-prop-2-enylsulfanyl-1H-1,2,4-triazol-5-amine
—— 1-Hydroxy-6-phenylsulfanylpyridin-2-one —— C11H9NO2S
1-Hydroxy-6-phenylsulfanylpyridin-2-one
—— [4-amino-5-(3-methyl-thiophen-2-ylmethyl)-pyrimidin-2-ylsulfanyl]-acetic acid ethyl ester 476302-16-6 C14H17N3O2S2
[4-amino-5-(3-methyl-thiophen-2-ylmethyl)-pyrimidin-2-ylsulfanyl]-acetic acid ethyl ester
—— 4-[(1R,3S)-3-amino-4-hydroxy-1-phenylbutyl]sulfanyl-6-methylpyridine-3-carbonitrile —— C17H19N3OS
4-[(1R,3S)-3-amino-4-hydroxy-1-phenylbutyl]sulfanyl-6-methylpyridine-3-carbonitrile
—— 4-(5-ethyl-3-methylsulfanyl-1,2-oxazol-4-yl)-N-phenylpyridin-2-amine —— C17H17N3OS
4-(5-ethyl-3-methylsulfanyl-1,2-oxazol-4-yl)-N-phenylpyridin-2-amine
—— (Z)-N-[[5-(2-methylpropylsulfanyl)thiadiazol-4-yl]methoxy]-1-azabicyclo[2.2.1]heptan-3-imine —— C13H20N4OS2
(Z)-N-[[5-(2-methylpropylsulfanyl)thiadiazol-4-yl]methoxy]-1-azabicyclo[2.2.1]heptan-3-imine
—— 2-[1-(Methylamino)pentan-3-ylsulfanyl]-6-(trifluoromethyl)pyridine-3-carbonitrile —— C13H16F3N3S
2-[1-(Methylamino)pentan-3-ylsulfanyl]-6-(trifluoromethyl)pyridine-3-carbonitrile
—— 3-phenylethynyl-4H-5-thia-2,6,9b-triaza-cyclopenta[a]naphthalene —— C17H11N3S
3-phenylethynyl-4H-5-thia-2,6,9b-triaza-cyclopenta[a]naphthalene
—— 3-(cyclohexylmethylsulfanyl)-5-[(2-methylphenyl)methyl]-1H-1,2,4-triazole —— C17H23N3S
3-(cyclohexylmethylsulfanyl)-5-[(2-methylphenyl)methyl]-1H-1,2,4-triazole
—— 2-[(4,4,3-trifluoro-3-butenyl)thio]thiazolo[4,5-b]-pyridine —— C10H7F3N2S2
2-[(4,4,3-trifluoro-3-butenyl)thio]thiazolo[4,5-b]-pyridine
—— 2-[(6,6-Dioxo-1,6-oxathiecan-4-yl)sulfanyl]ethanol —— C10H20O4S2
2-[(6,6-Dioxo-1,6-oxathiecan-4-yl)sulfanyl]ethanol
—— 2-[[3-(furan-2-ylmethylsulfanyl)-1H-1,2,4-triazol-5-yl]methyl]pyridine —— C13H12N4OS
2-[[3-(furan-2-ylmethylsulfanyl)-1H-1,2,4-triazol-5-yl]methyl]pyridine
—— 4-Benzyl-1-isopropyl-3-methyl-5-methylsulfanyl-1,3-dihydro-imidazol-2-one —— C15H20N2OS
4-Benzyl-1-isopropyl-3-methyl-5-methylsulfanyl-1,3-dihydro-imidazol-2-one
—— 2-[2-(2-Butoxyethylsulfonyl)ethylsulfanyl]ethanol —— C10H22O4S2
2-[2-(2-Butoxyethylsulfonyl)ethylsulfanyl]ethanol
—— 5-(5-ethylsulfanylpyridin-3-yl)-2,3,3a,4,6,6a-hexahydro-1H-pyrrolo[3,4-c]pyrrole —— C13H19N3S
5-(5-ethylsulfanylpyridin-3-yl)-2,3,3a,4,6,6a-hexahydro-1H-pyrrolo[3,4-c]pyrrole
—— 5-[(3,5-dimethylbenzyl)sulfanyl]-1H-1,2,4-triazol-3-amine —— C11H14N4S
5-[(3,5-dimethylbenzyl)sulfanyl]-1H-1,2,4-triazol-3-amine
—— 3-[(3-methylbutyl)thio]-1H-1,2,4-triazol-5-amine —— C7H14N4S
3-[(3-methylbutyl)thio]-1H-1,2,4-triazol-5-amine
—— 4-(1H-1,2,4-triazol-5-ylsulfanyl)butane-1-thiol —— C6H11N3S2
4-(1H-1,2,4-triazol-5-ylsulfanyl)butane-1-thiol
—— 1-(2-Hydroxy-ethyl)-3-(2-methyl-cyclopent-2-enyl)-thiourea —— C9H16N2OS
1-(2-Hydroxy-ethyl)-3-(2-methyl-cyclopent-2-enyl)-thiourea
—— 3-chloro-N-(3,5-dichloro-4-quinolin-3-ylsulfanylphenyl)-5-(trifluoromethyl)benzenesulfonamide —— C22H12Cl3F3N2O2S2
3-chloro-N-(3,5-dichloro-4-quinolin-3-ylsulfanylphenyl)-5-(trifluoromethyl)benzenesulfonamide
—— {3-[4-(3-cyclohexyl-1-phenethylureido)phenylsulphanyl]phenyl}acetic acid 735273-77-5 C29H32N2O3S
{3-[4-(3-cyclohexyl-1-phenethylureido)phenylsulphanyl]phenyl}acetic acid
—— 3,5-Dichloro-4-[6-(4-fluoro-phenylsulfanyl)-2-oxo-3,4-dihydro-2H-pyrido[3,2-d]pyrimidin-1-yl]-benzoic acid methyl ester —— C21H14Cl2FN3O3S
3,5-Dichloro-4-[6-(4-fluoro-phenylsulfanyl)-2-oxo-3,4-dihydro-2H-pyrido[3,2-d]pyrimidin-1-yl]-benzoic acid methyl ester
—— N-[5-(6,7-dimethoxyquinazolin-4-yl)sulfanyl-1,3,4-thiadiazol-2-yl]thiophene-2-carboxamide 664325-13-7 C17H13N5O3S3
N-[5-(6,7-dimethoxyquinazolin-4-yl)sulfanyl-1,3,4-thiadiazol-2-yl]thiophene-2-carboxamide