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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
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-benzyl-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide —— C15H18N4O3S3
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-benzyl-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide
—— methyl (3S)-3-[3-hydroxy-4-oxo-6-(phenylsulfanylmethyl)pyran-2-yl]-3-(2-propan-2-ylpyrazol-3-yl)propanoate —— C22H24N2O5S
methyl (3S)-3-[3-hydroxy-4-oxo-6-(phenylsulfanylmethyl)pyran-2-yl]-3-(2-propan-2-ylpyrazol-3-yl)propanoate
—— methyl (3S)-3-[6-[(2-chlorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-pyridin-3-ylpropanoate —— C21H18ClNO5S
methyl (3S)-3-[6-[(2-chlorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-pyridin-3-ylpropanoate
—— methyl (3R)-3-[6-[(2-fluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-5-methylhexanoate —— C20H23FO5S
methyl (3R)-3-[6-[(2-fluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-5-methylhexanoate
—— methyl (3S)-3-[6-[(2-fluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(3-hydroxyphenyl)propanoate —— C22H19FO6S
methyl (3S)-3-[6-[(2-fluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(3-hydroxyphenyl)propanoate
—— methyl (3R)-3-[6-[(2,4-difluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(4-hydroxyphenyl)propanoate —— C22H18F2O6S
methyl (3R)-3-[6-[(2,4-difluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(4-hydroxyphenyl)propanoate
—— methyl (3S)-3-[6-[(2,4-difluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(4-hydroxyphenyl)propanoate —— C22H18F2O6S
methyl (3S)-3-[6-[(2,4-difluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(4-hydroxyphenyl)propanoate
—— 4-[(5-Amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-thiophen-2-ylbutan-1-one —— C10H11N3OS3
4-[(5-Amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-thiophen-2-ylbutan-1-one
—— methyl (3R)-3-[6-[(2-fluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(3-hydroxyphenyl)propanoate —— C22H19FO6S
methyl (3R)-3-[6-[(2-fluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(3-hydroxyphenyl)propanoate
—— (2R)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(cyclohexylmethyl)propanamide —— C12H20N4OS2
(2R)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(cyclohexylmethyl)propanamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[3-[(2-chlorophenyl)methyl]-1,3-thiazol-2-ylidene]acetamide —— C14H12ClN5OS3
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[3-[(2-chlorophenyl)methyl]-1,3-thiazol-2-ylidene]acetamide
—— methyl (3R)-3-[6-[(2-chlorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-pyridin-3-ylpropanoate —— C21H18ClNO5S
methyl (3R)-3-[6-[(2-chlorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-pyridin-3-ylpropanoate
—— methyl (3S)-3-[6-[(2-fluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-5-methylhexanoate —— C20H23FO5S
methyl (3S)-3-[6-[(2-fluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-5-methylhexanoate
—— methyl (3S)-3-[6-[(2-fluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(1-methylpyrazol-4-yl)propanoate —— C20H19FN2O5S
methyl (3S)-3-[6-[(2-fluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(1-methylpyrazol-4-yl)propanoate
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide —— C8H12N4O3S3
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide
—— methyl (3R)-3-[6-[(2-fluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(1-methylpyrazol-4-yl)propanoate —— C20H19FN2O5S
methyl (3R)-3-[6-[(2-fluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(1-methylpyrazol-4-yl)propanoate
—— methyl (3S)-3-[6-[(2-chlorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(1-methylpyrazol-4-yl)propanoate —— C20H19ClN2O5S
methyl (3S)-3-[6-[(2-chlorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(1-methylpyrazol-4-yl)propanoate
—— 2-[(3aR,5R,7aS)-3a,4,5,6,7,7a-hexahydro-1,3-benzodioxol-5-yl]-1,3-dithiane-2-carboxylate —— C12H17O4S2-
2-[(3aR,5R,7aS)-3a,4,5,6,7,7a-hexahydro-1,3-benzodioxol-5-yl]-1,3-dithiane-2-carboxylate
—— 2-[(3aR,5R,7aR)-3a,4,5,6,7,7a-hexahydro-1,3-benzodioxol-5-yl]-1,3-dithiane-2-carboxylic acid —— C12H18O4S2
2-[(3aR,5R,7aR)-3a,4,5,6,7,7a-hexahydro-1,3-benzodioxol-5-yl]-1,3-dithiane-2-carboxylic acid
—— 2-[(3aR,5S,7aR)-3a,4,5,6,7,7a-hexahydro-1,3-benzodioxol-5-yl]-1,3-dithiane-2-carboxylate —— C12H17O4S2-
2-[(3aR,5S,7aR)-3a,4,5,6,7,7a-hexahydro-1,3-benzodioxol-5-yl]-1,3-dithiane-2-carboxylate
—— 2-[(3aR,5S,7aS)-3a,4,5,6,7,7a-hexahydro-1,3-benzodioxol-5-yl]-1,3-dithiane-2-carboxylic acid —— C12H18O4S2
2-[(3aR,5S,7aS)-3a,4,5,6,7,7a-hexahydro-1,3-benzodioxol-5-yl]-1,3-dithiane-2-carboxylic acid
—— methyl (3S)-3-[6-[(4-chlorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-4-methylpentanoate —— C19H21ClO5S
methyl (3S)-3-[6-[(4-chlorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-4-methylpentanoate
—— methyl (3R)-3-[6-[(2-chlorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(1-methylpyrazol-4-yl)propanoate —— C20H19ClN2O5S
methyl (3R)-3-[6-[(2-chlorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(1-methylpyrazol-4-yl)propanoate
—— methyl (3S)-3-[6-[(2-chlorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(furan-2-yl)propanoate —— C20H17ClO6S
methyl (3S)-3-[6-[(2-chlorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(furan-2-yl)propanoate
—— methyl (3R)-3-[3-hydroxy-4-oxo-6-(phenylsulfanylmethyl)pyran-2-yl]-3-(3,4,5-trifluorophenyl)propanoate —— C22H17F3O5S
methyl (3R)-3-[3-hydroxy-4-oxo-6-(phenylsulfanylmethyl)pyran-2-yl]-3-(3,4,5-trifluorophenyl)propanoate
—— methyl (3R)-3-[6-[(2-chlorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(furan-2-yl)propanoate —— C20H17ClO6S
methyl (3R)-3-[6-[(2-chlorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(furan-2-yl)propanoate
—— [2-Oxo-2-(2-phenylsulfanylanilino)ethyl] 4-ethoxybenzoate —— C23H21NO4S
[2-Oxo-2-(2-phenylsulfanylanilino)ethyl] 4-ethoxybenzoate
—— methyl (3S)-3-[3-hydroxy-4-oxo-6-(phenylsulfanylmethyl)pyran-2-yl]-3-(3,4,5-trifluorophenyl)propanoate —— C22H17F3O5S
methyl (3S)-3-[3-hydroxy-4-oxo-6-(phenylsulfanylmethyl)pyran-2-yl]-3-(3,4,5-trifluorophenyl)propanoate
—— methyl (3R)-3-[6-[(4-chlorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-4-methylpentanoate —— C19H21ClO5S
methyl (3R)-3-[6-[(4-chlorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-4-methylpentanoate
—— N-[(1R)-1-(3-chlorophenyl)ethyl]-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C19H19ClN4OS2
N-[(1R)-1-(3-chlorophenyl)ethyl]-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-(2-methylphenyl)-5-[(3-methylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C17H17N3S2
N-(2-methylphenyl)-5-[(3-methylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— 2-(2-methylbenzimidazol-1-yl)-N-(2-phenylsulfanylphenyl)acetamide —— C22H19N3OS
2-(2-methylbenzimidazol-1-yl)-N-(2-phenylsulfanylphenyl)acetamide
—— N-methyl-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(4-methylphenyl)methyl]acetamide —— C20H22N4OS2
N-methyl-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(4-methylphenyl)methyl]acetamide
—— 5-[(4-fluorophenyl)methylsulfanyl]-N-(2-methylphenyl)-1,3,4-thiadiazol-2-amine —— C16H14FN3S2
5-[(4-fluorophenyl)methylsulfanyl]-N-(2-methylphenyl)-1,3,4-thiadiazol-2-amine
—— N-(2-methylphenyl)-5-[(4-methylsulfanylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C17H17N3S3
N-(2-methylphenyl)-5-[(4-methylsulfanylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— (2R)-4-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-2-ethanimidoyl-3-oxobutanenitrile —— C16H17N5OS2
(2R)-4-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-2-ethanimidoyl-3-oxobutanenitrile
—— methyl (3S)-3-[3-hydroxy-4-oxo-6-(phenylsulfanylmethyl)pyran-2-yl]-3-phenylpropanoate —— C22H20O5S
methyl (3S)-3-[3-hydroxy-4-oxo-6-(phenylsulfanylmethyl)pyran-2-yl]-3-phenylpropanoate
—— (2S)-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]cyclohexan-1-one —— C15H17N3OS2
(2S)-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]cyclohexan-1-one
—— 1-(1-Adamantyl)-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C21H25N3OS2
1-(1-Adamantyl)-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— (2S)-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)propanamide —— C18H20N4O2S2
(2S)-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)propanamide
—— N-(3,4-dimethylphenyl)-5-[(4-methylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C18H19N3S2
N-(3,4-dimethylphenyl)-5-[(4-methylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— (2R)-N-cyclohexyl-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C19H26N4OS2
(2R)-N-cyclohexyl-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-benzyl-N-methyl-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C20H22N4OS2
(2S)-N-benzyl-N-methyl-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— methyl (3R)-3-[6-[(2-chlorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(4-hydroxyphenyl)propanoate —— C22H19ClO6S
methyl (3R)-3-[6-[(2-chlorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(4-hydroxyphenyl)propanoate
—— (2R)-N-benzyl-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methylpropanamide —— C21H24N4OS2
(2R)-N-benzyl-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methylpropanamide
—— 5-[2-(2-fluorophenyl)sulfanylethylsulfanyl]-N-(2-methylphenyl)-1,3,4-thiadiazol-2-amine —— C17H16FN3S3
5-[2-(2-fluorophenyl)sulfanylethylsulfanyl]-N-(2-methylphenyl)-1,3,4-thiadiazol-2-amine
—— methyl (3S)-3-[6-[(2-chlorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(4-hydroxyphenyl)propanoate —— C22H19ClO6S
methyl (3S)-3-[6-[(2-chlorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(4-hydroxyphenyl)propanoate
—— N-(cyclopropylmethyl)-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylacetamide —— C19H26N4OS2
N-(cyclopropylmethyl)-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylacetamide
—— 2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(4-methylcyclohexyl)acetamide —— C19H26N4OS2
2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(4-methylcyclohexyl)acetamide
—— methyl (3R)-3-[6-[(4-fluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-pyridin-3-ylpropanoate —— C21H18FNO5S
methyl (3R)-3-[6-[(4-fluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-pyridin-3-ylpropanoate