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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
—— (E)-3-[5-(dimethylamino)furan-2-yl]-2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]prop-2-enoate —— C13H15N4O3S-
(E)-3-[5-(dimethylamino)furan-2-yl]-2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]prop-2-enoate
—— (E)-3-(5-bromofuran-2-yl)-2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]prop-2-enoate —— C11H9BrN3O3S-
(E)-3-(5-bromofuran-2-yl)-2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]prop-2-enoate
—— (E)-3-(5-bromofuran-2-yl)-2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]prop-2-enoic acid —— C11H10BrN3O3S
(E)-3-(5-bromofuran-2-yl)-2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]prop-2-enoic acid
—— N-benzyl-2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-methylacetamide —— C16H22N4O2S
N-benzyl-2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-methylacetamide
—— 2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(4-fluorophenyl)methyl]acetamide —— C15H19FN4O2S
2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(4-fluorophenyl)methyl]acetamide
—— (Z)-3-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]-2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]prop-2-enoate —— C18H14N5O3S2-
(Z)-3-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]-2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]prop-2-enoate
—— 2-[(3-benzyl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-4-propan-2-yl-1H-pyrimidin-6-one —— C17H18N4O2S
2-[(3-benzyl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-4-propan-2-yl-1H-pyrimidin-6-one
—— (Z)-3-(5-phenylsulfanylfuran-2-yl)-2-[(5-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]prop-2-enoic acid —— C18H17N3O3S2
(Z)-3-(5-phenylsulfanylfuran-2-yl)-2-[(5-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]prop-2-enoic acid
—— (E)-3-[5-(4-chlorophenyl)furan-2-yl]-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]prop-2-enoic acid —— C17H13ClN2O4S
(E)-3-[5-(4-chlorophenyl)furan-2-yl]-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]prop-2-enoic acid
—— (Z)-3-(2,5-dimethyl-1-pyridin-3-ylpyrrol-3-yl)-2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]prop-2-enoate —— C18H18N5O2S-
(Z)-3-(2,5-dimethyl-1-pyridin-3-ylpyrrol-3-yl)-2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]prop-2-enoate
—— (E)-3-[5-(3-chlorophenyl)furan-2-yl]-2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]prop-2-enoate —— C17H13ClN3O3S-
(E)-3-[5-(3-chlorophenyl)furan-2-yl]-2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]prop-2-enoate
—— (E)-3-(furan-2-yl)-2-[(5-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]prop-2-enoate —— C12H12N3O3S-
(E)-3-(furan-2-yl)-2-[(5-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]prop-2-enoate
—— (E)-3-[5-(dimethylamino)furan-2-yl]-2-[(5-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]prop-2-enoate —— C14H17N4O3S-
(E)-3-[5-(dimethylamino)furan-2-yl]-2-[(5-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]prop-2-enoate
—— (Z)-3-[4-bromo-5-(dimethylamino)furan-2-yl]-2-[(5-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]prop-2-enoate —— C14H16BrN4O3S-
(Z)-3-[4-bromo-5-(dimethylamino)furan-2-yl]-2-[(5-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]prop-2-enoate
—— (E)-3-[5-(dimethylamino)furan-2-yl]-2-[(5-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]prop-2-enoic acid —— C14H18N4O3S
(E)-3-[5-(dimethylamino)furan-2-yl]-2-[(5-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]prop-2-enoic acid
—— (E)-3-(5-bromofuran-2-yl)-2-[(5-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]prop-2-enoic acid —— C12H12BrN3O3S
(E)-3-(5-bromofuran-2-yl)-2-[(5-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]prop-2-enoic acid
—— N-[(3S,4R)-4-chloro-1,1-dioxothiolan-3-yl]-2-(4-chlorophenyl)sulfanylacetamide —— C12H13Cl2NO3S2
N-[(3S,4R)-4-chloro-1,1-dioxothiolan-3-yl]-2-(4-chlorophenyl)sulfanylacetamide
—— N-[[5-[2-(4-chlorophenyl)sulfanylacetyl]thiophen-2-yl]methyl]-2,2-dimethylpropanamide —— C18H20ClNO2S2
N-[[5-[2-(4-chlorophenyl)sulfanylacetyl]thiophen-2-yl]methyl]-2,2-dimethylpropanamide
—— N-[[5-(2-phenylsulfanylacetyl)thiophen-2-yl]methyl]acetamide —— C15H15NO2S2
N-[[5-(2-phenylsulfanylacetyl)thiophen-2-yl]methyl]acetamide
—— (5Z)-3-{[(3,4-dimethylphenyl)amino]methyl}-5-[4-(methylsulfanyl)benzylidene]-1,3-thiazolidine-2,4-dione —— C20H20N2O2S2
(5Z)-3-{[(3,4-dimethylphenyl)amino]methyl}-5-[4-(methylsulfanyl)benzylidene]-1,3-thiazolidine-2,4-dione
—— N-[2-(3-chlorophenyl)ethyl]-2-[[4-(3-methoxypropyl)-5-oxo-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C16H21ClN4O3S
N-[2-(3-chlorophenyl)ethyl]-2-[[4-(3-methoxypropyl)-5-oxo-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-methyl-N-[(4-methylsulfanylphenyl)methyl]-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C18H24N4O3S2
N-methyl-N-[(4-methylsulfanylphenyl)methyl]-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-[[4-(3-methoxypropyl)-5-oxo-1H-1,2,4-triazol-3-yl]sulfanyl]-N-[(R)-phenyl(thiophen-2-yl)methyl]acetamide —— C19H22N4O3S2
2-[[4-(3-methoxypropyl)-5-oxo-1H-1,2,4-triazol-3-yl]sulfanyl]-N-[(R)-phenyl(thiophen-2-yl)methyl]acetamide
—— 4-[[(2S)-oxolan-2-yl]methyl]-3-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]-1H-1,2,4-triazol-5-one —— C17H18N4O3S
4-[[(2S)-oxolan-2-yl]methyl]-3-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]-1H-1,2,4-triazol-5-one
—— 2-[[5-[2-[2-(2-Methylphenyl)ethylamino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C15H18N4O2S3
2-[[5-[2-[2-(2-Methylphenyl)ethylamino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 3-[(Z)-but-2-enyl]sulfanyl-4-cyclopropyl-5-propan-2-yl-1,2,4-triazole —— C12H19N3S
3-[(Z)-but-2-enyl]sulfanyl-4-cyclopropyl-5-propan-2-yl-1,2,4-triazole
—— 3-[(4-Benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]-5-phenyl-1,2-oxazole —— C20H18N4OS
3-[(4-Benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]-5-phenyl-1,2-oxazole
—— 2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[3-(N-methylanilino)propyl]acetamide —— C18H20N4O3S
2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[3-(N-methylanilino)propyl]acetamide
—— 3-[(Z)-but-2-enyl]sulfanyl-5-cyclopropyl-4-(furan-2-ylmethyl)-1,2,4-triazole —— C14H17N3OS
3-[(Z)-but-2-enyl]sulfanyl-5-cyclopropyl-4-(furan-2-ylmethyl)-1,2,4-triazole
—— 2-(Furan-2-yl)-5-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]-1,3,4-oxadiazole —— C16H11N3O3S
2-(Furan-2-yl)-5-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]-1,3,4-oxadiazole
—— N-[(1R)-1-cyclopropylethyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C15H16FN3O2S
N-[(1R)-1-cyclopropylethyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(2-fluorophenyl)methyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C17H13F2N3O2S
N-[(2-fluorophenyl)methyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-6-methylheptan-2-yl]acetamide —— C16H23N3O3S
2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-6-methylheptan-2-yl]acetamide
—— N-(2-cyanoethyl)-N-(furan-2-ylmethyl)-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C16H14N4O4S
N-(2-cyanoethyl)-N-(furan-2-ylmethyl)-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-(furan-2-yl)ethyl]acetamide —— C16H14FN3O3S
2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-(furan-2-yl)ethyl]acetamide
—— 2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(3-propan-2-yloxypropyl)acetamide —— C14H19N3O4S
2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(3-propan-2-yloxypropyl)acetamide
—— 2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]acetamide —— C21H25N5OS
2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]acetamide
—— N-[(1S)-1-(furan-2-yl)ethyl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C15H14N4O3S
N-[(1S)-1-(furan-2-yl)ethyl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-[(2S)-heptan-2-yl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C16H22N4O2S
N-[(2S)-heptan-2-yl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-(1-adamantyl)-N-(2-cyanoethyl)-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C22H25N5O2S
N-(1-adamantyl)-N-(2-cyanoethyl)-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-[(2R)-5-methylhexan-2-yl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C16H22N4O2S
N-[(2R)-5-methylhexan-2-yl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— (E)-4-(4-methylsulfanylphenyl)-3-(3-thiophen-3-yl-1,2,4-oxadiazol-5-yl)but-3-enoate —— C17H13N2O3S2-
(E)-4-(4-methylsulfanylphenyl)-3-(3-thiophen-3-yl-1,2,4-oxadiazol-5-yl)but-3-enoate
—— (3R)-3-[(5-amino-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-1-ethylpyrrolidine-2,5-dione —— C9H13N5O2S
(3R)-3-[(5-amino-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-1-ethylpyrrolidine-2,5-dione
—— 2-[[5-(cyclopropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[2-(N-ethyl-3-methylanilino)ethyl]acetamide —— C18H25N5OS2
2-[[5-(cyclopropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[2-(N-ethyl-3-methylanilino)ethyl]acetamide
—— 2-[(2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-1-oxopropan-2-yl]sulfanyl-4-propyl-1H-pyrimidin-6-one —— C18H23N3O3S
2-[(2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-1-oxopropan-2-yl]sulfanyl-4-propyl-1H-pyrimidin-6-one
—— (2S)-2-ethanimidoyl-4-[(4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-3-oxobutanenitrile —— C10H13N5OS
(2S)-2-ethanimidoyl-4-[(4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-3-oxobutanenitrile
—— (3R)-3-[(5-amino-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-1-propylpyrrolidine-2,5-dione —— C10H15N5O2S
(3R)-3-[(5-amino-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-1-propylpyrrolidine-2,5-dione
—— (3R)-3-[(5-amino-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-1-propan-2-ylpyrrolidine-2,5-dione —— C10H15N5O2S
(3R)-3-[(5-amino-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-1-propan-2-ylpyrrolidine-2,5-dione
—— 2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(N-ethyl-3-methylanilino)ethyl]acetamide —— C17H25N5OS
2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(N-ethyl-3-methylanilino)ethyl]acetamide
—— 2-[(4-amino-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[[5-(4-chlorophenyl)furan-2-yl]methyl]-N-methylacetamide —— C17H18ClN5O2S
2-[(4-amino-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[[5-(4-chlorophenyl)furan-2-yl]methyl]-N-methylacetamide