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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
—— (Z)-2-amino-3-[[2-(4-chlorophenyl)sulfanylphenyl]methylamino]but-2-enedinitrile —— C17H13ClN4S
(Z)-2-amino-3-[[2-(4-chlorophenyl)sulfanylphenyl]methylamino]but-2-enedinitrile
—— (3Z,7E,11E,15Z)-1,2,5,6,9,10,13,14-octathiacyclohexadeca-3,7,11,15-tetraene —— C8H8S8
(3Z,7E,11E,15Z)-1,2,5,6,9,10,13,14-octathiacyclohexadeca-3,7,11,15-tetraene
—— 4-Hydroxy-5-[3-(4-phenylmethoxyphenyl)sulfanylfuran-2-yl]-1,3-dihydroimidazol-2-one —— C20H16N2O4S
4-Hydroxy-5-[3-(4-phenylmethoxyphenyl)sulfanylfuran-2-yl]-1,3-dihydroimidazol-2-one
—— 1-Butylsulfanyl-5-methylsulfanylpentane —— C10H22S2
1-Butylsulfanyl-5-methylsulfanylpentane
—— N-[(4-bromothiophen-2-yl)methyl]-4-(4-fluorophenyl)sulfanylpentanamide —— C16H17BrFNOS2
N-[(4-bromothiophen-2-yl)methyl]-4-(4-fluorophenyl)sulfanylpentanamide
—— Butylsulfonyl-[diethyl(2-oxobutyl)-lambda4-sulfanyl]oxidanium —— C12H27O4S2+
Butylsulfonyl-[diethyl(2-oxobutyl)-lambda4-sulfanyl]oxidanium
—— (5E)-5-[[4-bromo-5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-3-(3-methoxypropyl)-1,3-thiazolidine-2,4-dione —— C18H15BrClNO4S2
(5E)-5-[[4-bromo-5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-3-(3-methoxypropyl)-1,3-thiazolidine-2,4-dione
—— N-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]-2-[3-cyano-4-(methoxymethyl)-6-methyl-2-oxopyridin-1-yl]acetamide —— C24H20ClN5O5S
N-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]-2-[3-cyano-4-(methoxymethyl)-6-methyl-2-oxopyridin-1-yl]acetamide
—— 2-(Methylsulfinylmethyl)thiirane —— C4H8OS2
2-(Methylsulfinylmethyl)thiirane
—— (E)-3-(2-methylsulfanylthiophen-3-yl)-2-(thiophene-2-carbonyl)prop-2-enenitrile —— C13H9NOS3
(E)-3-(2-methylsulfanylthiophen-3-yl)-2-(thiophene-2-carbonyl)prop-2-enenitrile
—— 1-Amino-4-(1-aminoethylamino)butane-1-thiol —— C6H17N3S
1-Amino-4-(1-aminoethylamino)butane-1-thiol
—— [4-[2-[6-amino-8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]-7H-purin-3-ium-3-yl]ethyl]piperidin-1-yl]-[1-(trifluoromethyl)cyclopropyl]methanone —— C24H25BrF3N6O3S+
[4-[2-[6-amino-8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]-7H-purin-3-ium-3-yl]ethyl]piperidin-1-yl]-[1-(trifluoromethyl)cyclopropyl]methanone
—— 3-Fluoro-2-(2-methylbutan-2-yl)-6-methylsulfanylpyridine —— C11H16FNS
3-Fluoro-2-(2-methylbutan-2-yl)-6-methylsulfanylpyridine
—— 4-[3-(3-Ethylsulfanyl-4-methylphenyl)-1,2,4-triazol-3-yl]pyridine —— C16H16N4S
4-[3-(3-Ethylsulfanyl-4-methylphenyl)-1,2,4-triazol-3-yl]pyridine
—— N-[(2-chloro-6-fluorophenyl)methyl]-4-(4-hydroxyphenyl)sulfanylpentanamide —— C18H19ClFNO2S
N-[(2-chloro-6-fluorophenyl)methyl]-4-(4-hydroxyphenyl)sulfanylpentanamide
—— (2E)-2-(1H-benzimidazol-2-yl)-3-{5-[(4-chlorophenyl)sulfanyl]thiophen-2-yl}prop-2-enenitrile —— C20H12ClN3S2
(2E)-2-(1H-benzimidazol-2-yl)-3-{5-[(4-chlorophenyl)sulfanyl]thiophen-2-yl}prop-2-enenitrile
—— 3-[5-[2-(Azepan-2-yl)ethylsulfanyl]-1,3-thiazol-2-yl]-1,1-dicyclohexylurea —— C24H40N4OS2
3-[5-[2-(Azepan-2-yl)ethylsulfanyl]-1,3-thiazol-2-yl]-1,1-dicyclohexylurea
—— N-chloro-4-phenylsulfanylaniline —— C12H10ClNS
N-chloro-4-phenylsulfanylaniline
—— 1-Methylsulfanylpentadec-1-ene —— C16H32S
1-Methylsulfanylpentadec-1-ene
—— 2-Fluoro-1-(2-fluorobut-1-enyldisulfanyl)but-1-ene —— C8H12F2S2
2-Fluoro-1-(2-fluorobut-1-enyldisulfanyl)but-1-ene
—— (6S,9R)-6-methyl-9-(4-methylsulfanylphenyl)-5-(2-phenylethynyl)-8-oxatetracyclo[8.8.0.02,6.011,16]octadeca-4,10,16-trien-14-one —— C33H32O2S
(6S,9R)-6-methyl-9-(4-methylsulfanylphenyl)-5-(2-phenylethynyl)-8-oxatetracyclo[8.8.0.02,6.011,16]octadeca-4,10,16-trien-14-one
—— 8-(4-chlorophenyl)sulfanyl-3-(2-phenylethyl)-7H-purin-3-ium-6-amine —— C19H17ClN5S+
8-(4-chlorophenyl)sulfanyl-3-(2-phenylethyl)-7H-purin-3-ium-6-amine
—— 5-Sulfanylpentanethial —— C5H10S2
5-Sulfanylpentanethial
—— [(Z)-[5-(2-methoxycarbonylphenyl)sulfanyl-1-methyl-3-(trifluoromethyl)pyrazol-4-yl]methylideneamino] 2,4-dichlorobenzoate —— C21H14Cl2F3N3O4S
[(Z)-[5-(2-methoxycarbonylphenyl)sulfanyl-1-methyl-3-(trifluoromethyl)pyrazol-4-yl]methylideneamino] 2,4-dichlorobenzoate
—— 2-methyl-1-methylsulfanylpropane —— C5H11S-
2-methyl-1-methylsulfanylpropane
—— Butylsulfonyl-[diethyl(2-oxohexyl)-lambda4-sulfanyl]oxidanium —— C14H31O4S2+
Butylsulfonyl-[diethyl(2-oxohexyl)-lambda4-sulfanyl]oxidanium
—— 1-acetyl-N-[4-[4-methyl-2-[(7-methyl-1,8-naphthyridin-4-yl)amino]phenyl]sulfanylphenyl]piperidine-4-carboxamide —— C30H31N5O2S
1-acetyl-N-[4-[4-methyl-2-[(7-methyl-1,8-naphthyridin-4-yl)amino]phenyl]sulfanylphenyl]piperidine-4-carboxamide
—— 2-Ethyl-4-methyl-6-(methylsulfanylmethylsulfanyl)pyrimidine —— C9H14N2S2
2-Ethyl-4-methyl-6-(methylsulfanylmethylsulfanyl)pyrimidine
—— 2-(4-methylpiperazin-1-yl)-6-phenylsulfanyl-N-(5-pyridin-2-yl-1H-pyrazol-3-yl)-1,4-dihydro-1,3,5-triazin-4-amine —— C22H25N9S
2-(4-methylpiperazin-1-yl)-6-phenylsulfanyl-N-(5-pyridin-2-yl-1H-pyrazol-3-yl)-1,4-dihydro-1,3,5-triazin-4-amine
—— Methyl 2-[[4-chloro-5-(2,6-dioxocyclohexanecarbonyl)-2,3-dihydro-1-benzothiophen-2-yl]sulfanyl]acetate —— C18H17ClO5S2
Methyl 2-[[4-chloro-5-(2,6-dioxocyclohexanecarbonyl)-2,3-dihydro-1-benzothiophen-2-yl]sulfanyl]acetate
—— Ethane;3-methyl-6-phenylsulfanyl-[1,2,4]triazolo[4,3-b]pyridazine —— C14H16N4S
Ethane;3-methyl-6-phenylsulfanyl-[1,2,4]triazolo[4,3-b]pyridazine
—— 2,2-Bis(methylsulfanyl)oct-3-yne —— C10H18S2
2,2-Bis(methylsulfanyl)oct-3-yne
—— N-[(Z)-[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylideneamino]-3-(trifluoromethyl)benzamide —— C19H12ClF3N2O2S
N-[(Z)-[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylideneamino]-3-(trifluoromethyl)benzamide
—— N-ethoxy-2-fluoro-6-[[3-(2-pyridin-2-ylethenyl)-1H-indazol-6-yl]sulfanyl]benzamide —— C23H19FN4O2S
N-ethoxy-2-fluoro-6-[[3-(2-pyridin-2-ylethenyl)-1H-indazol-6-yl]sulfanyl]benzamide
—— 3-(2-propan-2-ylphenyl)sulfanyl-1H-indol-4-ol —— C17H17NOS
3-(2-propan-2-ylphenyl)sulfanyl-1H-indol-4-ol
—— 3-[2-(2,4-dichlorophenyl)ethyl]-8-(2,5-dimethoxyphenyl)sulfanyl-7H-purin-3-ium-6-amine —— C21H20Cl2N5O2S+
3-[2-(2,4-dichlorophenyl)ethyl]-8-(2,5-dimethoxyphenyl)sulfanyl-7H-purin-3-ium-6-amine
—— 4-Hydroxy-4-phenylsulfanylbutanoic acid —— C10H12O3S
4-Hydroxy-4-phenylsulfanylbutanoic acid
—— methyl 2-[4-[(Z)-(2,4-dichlorophenyl)methoxyiminomethyl]-2-methyl-5-(trifluoromethyl)pyrazol-3-yl]sulfanylbenzoate —— C21H16Cl2F3N3O3S
methyl 2-[4-[(Z)-(2,4-dichlorophenyl)methoxyiminomethyl]-2-methyl-5-(trifluoromethyl)pyrazol-3-yl]sulfanylbenzoate
—— (2E)-3-{4-bromo-5-[(4-methylphenyl)sulfanyl]furan-2-yl}-2-cyano-N-(2,4-dimethylphenyl)prop-2-enamide —— C23H19BrN2O2S
(2E)-3-{4-bromo-5-[(4-methylphenyl)sulfanyl]furan-2-yl}-2-cyano-N-(2,4-dimethylphenyl)prop-2-enamide
—— 2-[[5-[(4-methylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(Z)-1-pyridin-3-ylethylideneamino]acetamide —— C19H19N5OS3
2-[[5-[(4-methylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(Z)-1-pyridin-3-ylethylideneamino]acetamide
—— 5-[[4-Chloro-2-(3-methylphenyl)sulfanyl-1,3-thiazol-5-yl]methylidene]-1-prop-2-enyl-2-sulfanylidene-1,3-diazinane-4,6-dione —— C18H14ClN3O2S3
5-[[4-Chloro-2-(3-methylphenyl)sulfanyl-1,3-thiazol-5-yl]methylidene]-1-prop-2-enyl-2-sulfanylidene-1,3-diazinane-4,6-dione
—— 1-hydroxypropan-2-yl N'-methylcarbamimidothioate —— C5H12N2OS
1-hydroxypropan-2-yl N'-methylcarbamimidothioate
—— N-[4-[(Z)-[5-(4-bromophenyl)sulfanyl-1-methyl-3-(trifluoromethyl)pyrazol-4-yl]methoxyiminomethyl]phenyl]acetamide —— C21H18BrF3N4O2S
N-[4-[(Z)-[5-(4-bromophenyl)sulfanyl-1-methyl-3-(trifluoromethyl)pyrazol-4-yl]methoxyiminomethyl]phenyl]acetamide
—— 3-butyl-5,5-dimethyl-4-[(Z)-[4-(methylsulfanyl)benzylidene](oxido)-lambda~5~-azanyl]-1,3-thiazolidine-2-thione —— C17H24N2OS3
3-butyl-5,5-dimethyl-4-[(Z)-[4-(methylsulfanyl)benzylidene](oxido)-lambda~5~-azanyl]-1,3-thiazolidine-2-thione
—— ethyl (2Z)-2-benzylidene-7-methyl-5-(4-methylsulfanylphenyl)-3,5-dihydro-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C24H24N2O2S2
ethyl (2Z)-2-benzylidene-7-methyl-5-(4-methylsulfanylphenyl)-3,5-dihydro-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— N-[(2-methoxypyridin-4-yl)methyl]-8H-pyrimido[5,4-b][1,4]thiazine-6-carboxamide —— C14H13N5O2S
N-[(2-methoxypyridin-4-yl)methyl]-8H-pyrimido[5,4-b][1,4]thiazine-6-carboxamide
—— 6-(2,6-dimethylmorpholin-4-yl)-2-N-(3-fluoro-4-pyridin-4-ylsulfanylphenyl)-6,7-dihydro-5H-cyclopenta[d]pyrimidine-2,4-diamine —— C24H27FN6OS
6-(2,6-dimethylmorpholin-4-yl)-2-N-(3-fluoro-4-pyridin-4-ylsulfanylphenyl)-6,7-dihydro-5H-cyclopenta[d]pyrimidine-2,4-diamine
—— [4-[3-[(4-Butoxyphenyl)carbamoyl-(2-phenylethyl)amino]phenyl]sulfanylphenyl] butanoate —— C35H38N2O4S
[4-[3-[(4-Butoxyphenyl)carbamoyl-(2-phenylethyl)amino]phenyl]sulfanylphenyl] butanoate
—— O-[3-(dimethylamino)pentyl] carbamothioate —— C8H18N2OS
O-[3-(dimethylamino)pentyl] carbamothioate
—— 2-Methyl-3-(2-methylpyridin-3-yl)sulfanylpyridine —— C12H12N2S
2-Methyl-3-(2-methylpyridin-3-yl)sulfanylpyridine