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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
—— methyl (2R)-2-[5-[(3-fluorophenyl)methyl]-1,4-dimethyl-6-oxopyrimidin-2-yl]sulfanylpropanoate —— C17H19FN2O3S
methyl (2R)-2-[5-[(3-fluorophenyl)methyl]-1,4-dimethyl-6-oxopyrimidin-2-yl]sulfanylpropanoate
—— N-[(1S,2R,3R)-2,3-dimethylcyclohexyl]-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C19H26N4OS2
N-[(1S,2R,3R)-2,3-dimethylcyclohexyl]-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— methyl (2S)-2-[5-[(3-fluorophenyl)methyl]-1,4-dimethyl-6-oxopyrimidin-2-yl]sulfanylpropanoate —— C17H19FN2O3S
methyl (2S)-2-[5-[(3-fluorophenyl)methyl]-1,4-dimethyl-6-oxopyrimidin-2-yl]sulfanylpropanoate
—— (2R,6S)-2,6-dimethyl-4-(4-phenylsulfanylbutyl)morpholin-4-ium —— C16H26NOS+
(2R,6S)-2,6-dimethyl-4-(4-phenylsulfanylbutyl)morpholin-4-ium
—— 4-(4-Phenylsulfanylbutyl)morpholin-4-ium —— C14H22NOS+
4-(4-Phenylsulfanylbutyl)morpholin-4-ium
—— (R)-[4-methyl-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,2,4-triazol-3-yl]-phenylmethanol —— C19H17N5O2S
(R)-[4-methyl-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,2,4-triazol-3-yl]-phenylmethanol
—— N-[(1S,2R,3R)-2,3-dimethylcyclohexyl]-2-[(4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C15H23N3O2S
N-[(1S,2R,3R)-2,3-dimethylcyclohexyl]-2-[(4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— 2-[[4-ethyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R,2S)-2-methylcyclohexyl]acetamide —— C18H26N4O2S
2-[[4-ethyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R,2S)-2-methylcyclohexyl]acetamide
—— N-(furan-2-ylmethyl)-2-[[5-(2-methylfuran-3-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C19H22N4O4S
N-(furan-2-ylmethyl)-2-[[5-(2-methylfuran-3-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-[[4-ethyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S,2S)-2-methylcyclohexyl]acetamide —— C18H26N4O2S
2-[[4-ethyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S,2S)-2-methylcyclohexyl]acetamide
—— N-[(2S)-butan-2-yl]-2-[[5-(2-methylfuran-3-yl)-4-[(1S)-1-phenylethyl]-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C21H26N4O2S
N-[(2S)-butan-2-yl]-2-[[5-(2-methylfuran-3-yl)-4-[(1S)-1-phenylethyl]-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-[[5-(2-methylfuran-3-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]-1-morpholin-4-ylethanone —— C18H24N4O4S
2-[[5-(2-methylfuran-3-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]-1-morpholin-4-ylethanone
—— (2R)-N-[(Z)-4-oxopentan-2-ylideneamino]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C15H17N5O3S
(2R)-N-[(Z)-4-oxopentan-2-ylideneamino]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— 3-[4-amino-3-[(2-chlorophenyl)methylsulfanyl]-5-oxo-1,2,4-triazin-6-yl]propanoic Acid —— C13H13ClN4O3S
3-[4-amino-3-[(2-chlorophenyl)methylsulfanyl]-5-oxo-1,2,4-triazin-6-yl]propanoic Acid
—— 1-(3,4-Difluorophenyl)-3-[(2-fluorophenyl)methylsulfanyl]pyrazin-2-one —— C17H11F3N2OS
1-(3,4-Difluorophenyl)-3-[(2-fluorophenyl)methylsulfanyl]pyrazin-2-one
—— 1-(3,4-difluorophenyl)-3-((4-methylbenzyl)thio)pyrazin-2(1H)-one —— C18H14F2N2OS
1-(3,4-difluorophenyl)-3-((4-methylbenzyl)thio)pyrazin-2(1H)-one
—— N-benzyl-2-[4-(3,4-difluorophenyl)-3-oxopyrazin-2-yl]sulfanylacetamide —— C19H15F2N3O2S
N-benzyl-2-[4-(3,4-difluorophenyl)-3-oxopyrazin-2-yl]sulfanylacetamide
—— 2-[4-(3,4-difluorophenyl)-3-oxopyrazin-2-yl]sulfanyl-N-[(4-fluorophenyl)methyl]acetamide —— C19H14F3N3O2S
2-[4-(3,4-difluorophenyl)-3-oxopyrazin-2-yl]sulfanyl-N-[(4-fluorophenyl)methyl]acetamide
—— 3-(Benzylsulfanyl)-1-(3,4-difluorophenyl)-1,2-dihydropyrazin-2-one —— C17H12F2N2OS
3-(Benzylsulfanyl)-1-(3,4-difluorophenyl)-1,2-dihydropyrazin-2-one
—— 2-[4-(3,4-difluorophenyl)-3-oxopyrazin-2-yl]sulfanyl-N-(3-methylbutyl)acetamide —— C17H19F2N3O2S
2-[4-(3,4-difluorophenyl)-3-oxopyrazin-2-yl]sulfanyl-N-(3-methylbutyl)acetamide
—— (2S)-N-[2-[(2-chlorophenyl)methylsulfanyl]ethyl]-2-(4-chlorophenyl)sulfanylpropanamide —— C18H19Cl2NOS2
(2S)-N-[2-[(2-chlorophenyl)methylsulfanyl]ethyl]-2-(4-chlorophenyl)sulfanylpropanamide
—— Methyl 2-[6-amino-3,5-dicyano-4-(2-methylpropyl)pyridin-1-ium-2-yl]sulfanylacetate —— C14H17N4O2S+
Methyl 2-[6-amino-3,5-dicyano-4-(2-methylpropyl)pyridin-1-ium-2-yl]sulfanylacetate
—— 2-(4-methylphenyl)sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]ethanamine —— C14H21NOS
2-(4-methylphenyl)sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]ethanamine
—— 2-(4-methylphenyl)sulfanyl-N-[[(2S)-oxolan-2-yl]methyl]ethanamine —— C14H21NOS
2-(4-methylphenyl)sulfanyl-N-[[(2S)-oxolan-2-yl]methyl]ethanamine
—— (2R)-2-(4-chlorophenyl)sulfanyl-N-(2-morpholin-4-ylethyl)propanamide —— C15H21ClN2O2S
(2R)-2-(4-chlorophenyl)sulfanyl-N-(2-morpholin-4-ylethyl)propanamide
—— 1-Methyl-4-[4-(4-methylphenyl)sulfanylbutyl]piperazine-1,4-diium —— C16H28N2S+2
1-Methyl-4-[4-(4-methylphenyl)sulfanylbutyl]piperazine-1,4-diium
—— (2R,6R)-2,6-dimethyl-4-[2-(4-methylphenyl)sulfanylethyl]morpholine —— C15H23NOS
(2R,6R)-2,6-dimethyl-4-[2-(4-methylphenyl)sulfanylethyl]morpholine
—— 2-[[5-(3-Methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-pyrrolidin-1-ylethanone —— C15H18N4OS2
2-[[5-(3-Methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-pyrrolidin-1-ylethanone
—— 2-[[5-(3-Methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C11H12N4OS2
2-[[5-(3-Methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylacetamide —— C14H18N4OS2
2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylacetamide
—— (2R)-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C12H14N4OS2
(2R)-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (6S)-1,5,6,7-tetrahydroimidazo[2,1-b][1,3]thiazin-4-ium-6-ol —— C6H9N2OS+
(6S)-1,5,6,7-tetrahydroimidazo[2,1-b][1,3]thiazin-4-ium-6-ol
—— (2S)-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C12H14N4OS2
(2S)-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2S)-2-(4-bromophenyl)sulfanyl-N-cyclopentylpropanamide —— C14H18BrNOS
(2S)-2-(4-bromophenyl)sulfanyl-N-cyclopentylpropanamide
—— 2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(3-methylbutyl)acetamide —— C16H22N4OS2
2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(3-methylbutyl)acetamide
—— (2S)-2-(4-bromophenyl)sulfanyl-N-cyclopropylpropanamide —— C12H14BrNOS
(2S)-2-(4-bromophenyl)sulfanyl-N-cyclopropylpropanamide
—— 2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]acetamide —— C21H24N4OS2
2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]acetamide
—— 1-(Azepan-1-yl)-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C17H22N4OS2
1-(Azepan-1-yl)-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— (2R)-2-(4-bromophenyl)sulfanyl-N-cyclopropylpropanamide —— C12H14BrNOS
(2R)-2-(4-bromophenyl)sulfanyl-N-cyclopropylpropanamide
—— N-benzyl-N-ethyl-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C20H22N4OS2
N-benzyl-N-ethyl-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]acetamide —— C21H24N4OS2
2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]acetamide
—— N-(3-methylphenyl)-5-(2-methylsulfanylethylsulfanyl)-1,3,4-thiadiazol-2-amine —— C12H15N3S3
N-(3-methylphenyl)-5-(2-methylsulfanylethylsulfanyl)-1,3,4-thiadiazol-2-amine
—— N-[(1R)-1-cyano-1-cyclopropylethyl]-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C17H19N5OS2
N-[(1R)-1-cyano-1-cyclopropylethyl]-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-cyclohexyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-pyridin-2-ylsulfanylacetamide —— C17H24N2O3S2
N-cyclohexyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-pyridin-2-ylsulfanylacetamide
—— (3R)-3-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]oxolan-2-one —— C14H15N3O2S2
(3R)-3-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]oxolan-2-one
—— 3-(4-chlorophenyl)sulfanyl-N-(2-morpholin-4-ium-4-ylethyl)propanamide —— C15H22ClN2O2S+
3-(4-chlorophenyl)sulfanyl-N-(2-morpholin-4-ium-4-ylethyl)propanamide
—— (2S)-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one —— C16H20N4OS2
(2S)-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one
—— ethyl N-[2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]carbamate —— C15H18N4O3S2
ethyl N-[2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]carbamate
—— (2R)-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one —— C16H20N4OS2
(2R)-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one
—— N-cyclohexyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-pyridin-2-ylsulfanylacetamide —— C17H24N2O3S2
N-cyclohexyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-pyridin-2-ylsulfanylacetamide