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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-Ethylsulfanyl-1,2-thiazole —— C5H7NS2
5-Ethylsulfanyl-1,2-thiazole
—— ethyl(methanethioyloxymethyl)carbamothioic S-acid —— C5H9NO2S2
ethyl(methanethioyloxymethyl)carbamothioic S-acid
—— 7-Ethylsulfanyl-1,1,1-trifluorohept-2-yne —— C9H13F3S
7-Ethylsulfanyl-1,1,1-trifluorohept-2-yne
—— 1-Hydroxy-1lambda6-thia-2-azacyclohexa-2,4,6-triene 1-oxide —— C4H5NO2S
1-Hydroxy-1lambda6-thia-2-azacyclohexa-2,4,6-triene 1-oxide
—— 1-Ethylsulfanyl-4,4,5,5,5-pentafluoro-3-methylpent-2-ene —— C8H11F5S
1-Ethylsulfanyl-4,4,5,5,5-pentafluoro-3-methylpent-2-ene
—— N-[(1S,2R,4R)-7-azabicyclo[2.2.1]heptan-2-yl]-4-thiophen-2-ylsulfanylbenzonitrilium —— C17H17N2S2+
N-[(1S,2R,4R)-7-azabicyclo[2.2.1]heptan-2-yl]-4-thiophen-2-ylsulfanylbenzonitrilium
—— 1,4-Bis(tert-butylsulfanyl)cyclohexane —— C14H28S2
1,4-Bis(tert-butylsulfanyl)cyclohexane
—— 1-Cyclopropyl-6-fluoro-8-methyl-7-(3-methylphenyl)sulfanylquinazoline-2,4-dione —— C19H17FN2O2S
1-Cyclopropyl-6-fluoro-8-methyl-7-(3-methylphenyl)sulfanylquinazoline-2,4-dione
—— 3-(2-ethylphenyl)sulfanyl-5-fluoro-2-methyl-1H-indole —— C17H16FNS
3-(2-ethylphenyl)sulfanyl-5-fluoro-2-methyl-1H-indole
—— 3-(2-ethylphenyl)sulfanyl-7-methoxy-1H-indole —— C17H17NOS
3-(2-ethylphenyl)sulfanyl-7-methoxy-1H-indole
—— 1-(Amino-hydroxy-oxo-lambda6-sulfanylidene)-2,2-dimethylbutane —— C6H15NO2S
1-(Amino-hydroxy-oxo-lambda6-sulfanylidene)-2,2-dimethylbutane
—— 5H-pyridazino[3,4-b][1,4]thiazine —— C6H5N3S
5H-pyridazino[3,4-b][1,4]thiazine
—— 1,2,3-Tris(docosylsulfanyl)-5-methylbenzene —— C73H140S3
1,2,3-Tris(docosylsulfanyl)-5-methylbenzene
—— 5-[3-methoxy-4-(2-methylpropoxy)phenyl]-3-[4-(trifluoromethyl)phenyl]sulfanyl-1H-pyrazin-2-one —— C22H21F3N2O3S
5-[3-methoxy-4-(2-methylpropoxy)phenyl]-3-[4-(trifluoromethyl)phenyl]sulfanyl-1H-pyrazin-2-one
—— propan-2-yl N-[(2-methylphenyl)sulfanylmethyl]carbamate —— C12H17NO2S
propan-2-yl N-[(2-methylphenyl)sulfanylmethyl]carbamate
—— [Formyl(methyl)amino] methylsulfanylformate —— C4H7NO3S
[Formyl(methyl)amino] methylsulfanylformate
—— Hexyl phenylsulfanylformate —— C13H18O2S
Hexyl phenylsulfanylformate
—— 1-Ethylsulfanyl-4-(2-methylsulfanylethyldisulfanyl)butane —— C9H20S4
1-Ethylsulfanyl-4-(2-methylsulfanylethyldisulfanyl)butane
—— 15-Methylsulfanylhexadec-1-ene —— C17H34S
15-Methylsulfanylhexadec-1-ene
—— 1,3-Bis(octacosylsulfanyl)benzene —— C62H118S2
1,3-Bis(octacosylsulfanyl)benzene
—— 4,4,5,5,6,6,6-Heptafluoro-1-propylsulfanylhex-2-ene —— C9H11F7S
4,4,5,5,6,6,6-Heptafluoro-1-propylsulfanylhex-2-ene
—— Butylsulfonyl-[diethyl(2-oxopropyl)-lambda4-sulfanyl]oxidanium —— C11H25O4S2+
Butylsulfonyl-[diethyl(2-oxopropyl)-lambda4-sulfanyl]oxidanium
—— N-cyclooctyl-2-(4-methylpentanoyl)-5-propan-2-ylsulfanyl-1,3,4-oxadiazol-3-ium-3-carboxamide —— C20H34N3O3S+
N-cyclooctyl-2-(4-methylpentanoyl)-5-propan-2-ylsulfanyl-1,3,4-oxadiazol-3-ium-3-carboxamide
—— N-thionitrosomethanethioamide —— CH2N2S2
N-thionitrosomethanethioamide
—— 8-[(6-Bromo-1,3-benzodioxol-5-yl)sulfanyl]-9-[3-(oxan-4-yl)propyl]purin-6-amine —— C20H22BrN5O3S
8-[(6-Bromo-1,3-benzodioxol-5-yl)sulfanyl]-9-[3-(oxan-4-yl)propyl]purin-6-amine
—— 1,4-Bis(butylsulfanyl)cyclohexane —— C14H28S2
1,4-Bis(butylsulfanyl)cyclohexane
—— N-cyclohexyl-5-(1,3-dioxolan-2-ylmethylsulfanyl)-2-(4-methylpentanoyl)-1,3,4-oxadiazol-3-ium-3-carboxamide —— C19H30N3O5S+
N-cyclohexyl-5-(1,3-dioxolan-2-ylmethylsulfanyl)-2-(4-methylpentanoyl)-1,3,4-oxadiazol-3-ium-3-carboxamide
—— 4-(4-Methylsulfanylphenyl)butyl formate —— C12H16O2S
4-(4-Methylsulfanylphenyl)butyl formate
—— 2-((3-Nitro-2-pyridinyl)sulfanyl)-4-styrylpyrimidine —— C17H12N4O2S
2-((3-Nitro-2-pyridinyl)sulfanyl)-4-styrylpyrimidine
—— [Diethyl(2-oxohexyl)-lambda4-sulfanyl]-(trifluoromethylsulfonyl)oxidanium —— C11H22F3O4S2+
[Diethyl(2-oxohexyl)-lambda4-sulfanyl]-(trifluoromethylsulfonyl)oxidanium
—— 4-(6-oxo-5H-pyridazino[3,4-b][1,4]thiazin-3-yl)-5H-pyridazino[3,4-b][1,4]thiazin-6-one —— C12H8N6O2S2
4-(6-oxo-5H-pyridazino[3,4-b][1,4]thiazin-3-yl)-5H-pyridazino[3,4-b][1,4]thiazin-6-one
—— 2,4-Dichloro-6-(methylthio)pyrimidin-5-amine —— C5H5Cl2N3S
2,4-Dichloro-6-(methylthio)pyrimidin-5-amine
—— (5Z)-5-({5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)-3-(3,4-dichlorobenzyl)-1,3-thiazolidine-2,4-dione —— C21H12Cl3NO3S2
(5Z)-5-({5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)-3-(3,4-dichlorobenzyl)-1,3-thiazolidine-2,4-dione
—— 6-[5-bromo-2-[[(Z)-(3-methyl-5-oxo-1-phenylpyrazol-4-ylidene)methyl]amino]phenyl]-3-prop-2-enylsulfanyl-2H-1,2,4-triazin-5-one —— C23H19BrN6O2S
6-[5-bromo-2-[[(Z)-(3-methyl-5-oxo-1-phenylpyrazol-4-ylidene)methyl]amino]phenyl]-3-prop-2-enylsulfanyl-2H-1,2,4-triazin-5-one
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]-N-[(E)-1-pyridin-4-ylethylideneamino]triazole-4-carboxamide —— C16H16N12O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]-N-[(E)-1-pyridin-4-ylethylideneamino]triazole-4-carboxamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-(phenylsulfanylmethyl)-N-[(Z)-pyridin-4-ylmethylideneamino]triazole-4-carboxamide —— C18H15N9O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-(phenylsulfanylmethyl)-N-[(Z)-pyridin-4-ylmethylideneamino]triazole-4-carboxamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-1-(4-bromophenyl)ethylideneamino]-5-(phenylsulfanylmethyl)triazole-4-carboxamide —— C20H17BrN8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-1-(4-bromophenyl)ethylideneamino]-5-(phenylsulfanylmethyl)triazole-4-carboxamide
—— 3-((2,6-dichloro-1-(1-propyl-1H-pyrazol-4-yl)-1H-indol-3-yl)thio)benzoic acid —— C21H17Cl2N3O2S
3-((2,6-dichloro-1-(1-propyl-1H-pyrazol-4-yl)-1H-indol-3-yl)thio)benzoic acid
—— (E)-1-[2-[[5-(3-chlorophenyl)-4-ethyl-1,2,4-triazol-3-yl]sulfanyl]-5-nitrophenyl]-N-(1,2,4-triazol-4-yl)methanimine —— C19H15ClN8O2S
(E)-1-[2-[[5-(3-chlorophenyl)-4-ethyl-1,2,4-triazol-3-yl]sulfanyl]-5-nitrophenyl]-N-(1,2,4-triazol-4-yl)methanimine
—— (Z)-2-amino-3-[[2-(4-chlorophenyl)sulfanylphenyl]methylideneamino]but-2-enedinitrile —— C17H11ClN4S
(Z)-2-amino-3-[[2-(4-chlorophenyl)sulfanylphenyl]methylideneamino]but-2-enedinitrile
—— N-[3-(2-methyl-1H-imidazol-1-yl)-1-phenylpropyl]-2-(pyridin-2-ylthio)acetamide —— C20H22N4OS
N-[3-(2-methyl-1H-imidazol-1-yl)-1-phenylpropyl]-2-(pyridin-2-ylthio)acetamide
—— N-{2-[(4-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)amino]ethyl}-2-[(4-methyl-1,3-thiazol-2-yl)thio]acetamide —— C13H17N5O2S2
N-{2-[(4-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)amino]ethyl}-2-[(4-methyl-1,3-thiazol-2-yl)thio]acetamide
—— 2-(4-acetyl-3,5-dimethyl-1H-pyrazol-1-yl)-N-[2-(1H-1,2,3-triazol-5-ylthio)ethyl]acetamide —— C13H18N6O2S
2-(4-acetyl-3,5-dimethyl-1H-pyrazol-1-yl)-N-[2-(1H-1,2,3-triazol-5-ylthio)ethyl]acetamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1R,5R,6S,7R)-7-pyrrolidin-1-yl-2-oxabicyclo[3.2.0]heptan-6-yl]acetamide —— C14H21N5O2S2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1R,5R,6S,7R)-7-pyrrolidin-1-yl-2-oxabicyclo[3.2.0]heptan-6-yl]acetamide
—— 2-[(3-ethyl-1H-1,2,4-triazol-5-yl)thio]-N-[2-(4-hydroxypiperidin-1-yl)ethyl]acetamide —— C13H23N5O2S
2-[(3-ethyl-1H-1,2,4-triazol-5-yl)thio]-N-[2-(4-hydroxypiperidin-1-yl)ethyl]acetamide
—— (4Z)-3-[(4-chlorophenyl)sulfanylmethyl]-4-(dimethylaminomethylidene)-1H-pyrazol-5-one —— C13H14ClN3OS
(4Z)-3-[(4-chlorophenyl)sulfanylmethyl]-4-(dimethylaminomethylidene)-1H-pyrazol-5-one
—— N-[3-(2-methyl-1H-imidazol-1-yl)-1-phenylpropyl]-2-[(4-methyl-4H-1,2,4-triazol-3-yl)thio]acetamide —— C18H22N6OS
N-[3-(2-methyl-1H-imidazol-1-yl)-1-phenylpropyl]-2-[(4-methyl-4H-1,2,4-triazol-3-yl)thio]acetamide
—— N-{cis-3-[2-(methoxymethyl)-6-oxo-1,6-dihydropyrimidin-4-yl]cyclobutyl}-2-[(4-methyl-4H-1,2,4-triazol-3-yl)thio]acetamide —— C15H20N6O3S
N-{cis-3-[2-(methoxymethyl)-6-oxo-1,6-dihydropyrimidin-4-yl]cyclobutyl}-2-[(4-methyl-4H-1,2,4-triazol-3-yl)thio]acetamide
—— 2-(3-methylisoxazol-5-yl)-N-{2-[(1-methyl-1H-tetrazol-5-yl)thio]ethyl}acetamide —— C10H14N6O2S
2-(3-methylisoxazol-5-yl)-N-{2-[(1-methyl-1H-tetrazol-5-yl)thio]ethyl}acetamide
—— (E)-3-amino-2-[2-[[4-(oxolan-2-ylmethyl)-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetyl]but-2-enenitrile —— C17H19N5O2S2
(E)-3-amino-2-[2-[[4-(oxolan-2-ylmethyl)-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetyl]but-2-enenitrile