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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-Oxo-2-(2-phenylsulfanylanilino)ethyl] 2-methylbenzoate —— C22H19NO3S
[2-Oxo-2-(2-phenylsulfanylanilino)ethyl] 2-methylbenzoate
—— 4-(2-phenylethyl)-3-[(1S)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1H-1,2,4-triazol-5-one —— C18H17N5O2S2
4-(2-phenylethyl)-3-[(1S)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1H-1,2,4-triazol-5-one
—— N-cyclopropyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C13H18N2O3S3
N-cyclopropyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— 6-Amino-1-methyl-5-[2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetyl]pyrimidine-2,4-dione —— C12H16N6O3S
6-Amino-1-methyl-5-[2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetyl]pyrimidine-2,4-dione
—— tert-butyl N-[(1S)-1-[5-[(4-methylphenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-3-methylsulfanylpropyl]carbamate —— C19H27N3O3S2
tert-butyl N-[(1S)-1-[5-[(4-methylphenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-3-methylsulfanylpropyl]carbamate
—— N-cyclopropyl-2-(2,4-dimethylphenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide —— C17H23NO3S2
N-cyclopropyl-2-(2,4-dimethylphenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide
—— N-cyclopropyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C16H20N4O4S2
N-cyclopropyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-(1-adamantyl)-2-[[5-[[(4S)-4-methylhexyl]amino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C21H34N4OS2
N-(1-adamantyl)-2-[[5-[[(4S)-4-methylhexyl]amino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-cyclopropyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C13H18N2O3S3
N-cyclopropyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— N-cyclopropyl-2-(2,4-dimethylphenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide —— C17H23NO3S2
N-cyclopropyl-2-(2,4-dimethylphenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide
—— (2S)-2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-cyclopropylpropanamide —— C16H20N4OS
(2S)-2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-cyclopropylpropanamide
—— (2R)-N-(1-adamantyl)-2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C23H30N4OS
(2R)-N-(1-adamantyl)-2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— 2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(4-chlorophenyl)methyl]acetamide —— C19H19ClN4OS
2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(4-chlorophenyl)methyl]acetamide
—— 6-Amino-5-[2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]-1-propylpyrimidine-2,4-dione —— C19H22N6O3S
6-Amino-5-[2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]-1-propylpyrimidine-2,4-dione
—— N-(1-adamantylmethyl)-2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C23H30N4OS
N-(1-adamantylmethyl)-2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-methoxyethyl)acetamide —— C15H20N4O2S
2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-methoxyethyl)acetamide
—— 2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-(cyclopentylcarbamoyl)acetamide —— C18H23N5O2S
2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-(cyclopentylcarbamoyl)acetamide
—— (Z)-N-(3-benzylsulfanyl-1,2,4-triazol-4-yl)-1-pyridin-3-ylmethanimine —— C15H13N5S
(Z)-N-(3-benzylsulfanyl-1,2,4-triazol-4-yl)-1-pyridin-3-ylmethanimine
—— (Z)-N-(3-benzylsulfanyl-5-methyl-1,2,4-triazol-4-yl)-1-pyridin-2-ylmethanimine —— C16H15N5S
(Z)-N-(3-benzylsulfanyl-5-methyl-1,2,4-triazol-4-yl)-1-pyridin-2-ylmethanimine
—— (Z)-N-(3-benzylsulfanyl-1,2,4-triazol-4-yl)-1-(2-methylphenyl)methanimine —— C17H16N4S
(Z)-N-(3-benzylsulfanyl-1,2,4-triazol-4-yl)-1-(2-methylphenyl)methanimine
—— (Z)-N-(3-benzylsulfanyl-1,2,4-triazol-4-yl)-1-(5-methylfuran-2-yl)methanimine —— C15H14N4OS
(Z)-N-(3-benzylsulfanyl-1,2,4-triazol-4-yl)-1-(5-methylfuran-2-yl)methanimine
—— (Z)-N-(3-benzylsulfanyl-5-methyl-1,2,4-triazol-4-yl)-1-(2-chlorophenyl)methanimine —— C17H15ClN4S
(Z)-N-(3-benzylsulfanyl-5-methyl-1,2,4-triazol-4-yl)-1-(2-chlorophenyl)methanimine
—— (Z)-N-(3-benzylsulfanyl-1,2,4-triazol-4-yl)-1-(3-methylphenyl)methanimine —— C17H16N4S
(Z)-N-(3-benzylsulfanyl-1,2,4-triazol-4-yl)-1-(3-methylphenyl)methanimine
—— 3-Cyclohexyl-5-propylsulfanyl-1,2,4-triazol-4-amine —— C11H20N4S
3-Cyclohexyl-5-propylsulfanyl-1,2,4-triazol-4-amine
—— (Z)-N-(3-benzylsulfanyl-5-methyl-1,2,4-triazol-4-yl)-1-(2-fluorophenyl)methanimine —— C17H15FN4S
(Z)-N-(3-benzylsulfanyl-5-methyl-1,2,4-triazol-4-yl)-1-(2-fluorophenyl)methanimine
—— (Z)-N-(3-benzylsulfanyl-5-methyl-1,2,4-triazol-4-yl)-1-(3-methylthiophen-2-yl)methanimine —— C16H16N4S2
(Z)-N-(3-benzylsulfanyl-5-methyl-1,2,4-triazol-4-yl)-1-(3-methylthiophen-2-yl)methanimine
—— 1-(4-Amino-1,2,5-oxadiazol-3-yl)-5-[(4-chlorophenyl)sulfanylmethyl]triazole-4-carboxylate —— C12H8ClN6O3S-
1-(4-Amino-1,2,5-oxadiazol-3-yl)-5-[(4-chlorophenyl)sulfanylmethyl]triazole-4-carboxylate
—— 3-[3-[(4-Amino-5-propyl-1,2,4-triazol-3-yl)sulfanyl]propylsulfanyl]-5-propyl-1,2,4-triazol-4-amine —— C13H24N8S2
3-[3-[(4-Amino-5-propyl-1,2,4-triazol-3-yl)sulfanyl]propylsulfanyl]-5-propyl-1,2,4-triazol-4-amine
—— 3-butyl-4-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-1H-1,2,4-triazole-5-thione —— C14H18N4S2
3-butyl-4-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-1H-1,2,4-triazole-5-thione
—— N-cyclopropyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H21N3O4S2
N-cyclopropyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— ethyl 2-[2-[2-[cyclopropyl-[(3R)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C16H22N2O5S3
ethyl 2-[2-[2-[cyclopropyl-[(3R)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— N-cyclopropyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C17H18FN3O4S2
N-cyclopropyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— methyl 3-[3-[2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]acetyl]-2,5-dimethylpyrrol-1-yl]propanoate —— C14H19N5O3S
methyl 3-[3-[2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]acetyl]-2,5-dimethylpyrrol-1-yl]propanoate
—— (2S)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-cyclohexylpropanamide —— C11H19N5OS
(2S)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-cyclohexylpropanamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(3-chlorophenyl)ethyl]acetamide —— C12H14ClN5OS
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(3-chlorophenyl)ethyl]acetamide
—— ethyl 5-[(2R)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C14H19N5O3S
ethyl 5-[(2R)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— N-cyclopropyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C16H18N4O4S2
N-cyclopropyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— [2-[cyclopropyl-[(3S)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 2-(2-methylphenyl)sulfanylacetate —— C18H23NO5S2
[2-[cyclopropyl-[(3S)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 2-(2-methylphenyl)sulfanylacetate
—— 3-[2-(4-Chlorophenyl)sulfanylethylsulfanyl]-5-thiophen-2-yl-1,2,4-triazol-4-amine —— C14H13ClN4S3
3-[2-(4-Chlorophenyl)sulfanylethylsulfanyl]-5-thiophen-2-yl-1,2,4-triazol-4-amine
—— N-cyclopropyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C17H19N3O4S2
N-cyclopropyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-pentan-3-ylacetamide —— C9H17N5OS
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-pentan-3-ylacetamide
—— ethyl 5-[(2S)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C14H19N5O3S
ethyl 5-[(2S)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— 3-thiophen-2-yl-5-[(1R)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,2,4-triazol-4-amine —— C14H12N6OS3
3-thiophen-2-yl-5-[(1R)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,2,4-triazol-4-amine
—— 2-[(1S)-1-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-5-thiophen-2-yl-1,3,4-oxadiazole —— C12H13N5OS2
2-[(1S)-1-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-5-thiophen-2-yl-1,3,4-oxadiazole
—— 6-Amino-5-[2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]-1-methylpyrimidine-2,4-dione —— C15H12ClN5O4S
6-Amino-5-[2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]-1-methylpyrimidine-2,4-dione
—— 3-[(3,5-Dimethylphenyl)methylsulfanyl]-5-ethyl-1,2,4-triazol-4-amine —— C13H18N4S
3-[(3,5-Dimethylphenyl)methylsulfanyl]-5-ethyl-1,2,4-triazol-4-amine
—— 2-[(1R)-1-(1-methyltetrazol-5-yl)sulfanylethyl]-5-thiophen-2-yl-1,3,4-oxadiazole —— C10H10N6OS2
2-[(1R)-1-(1-methyltetrazol-5-yl)sulfanylethyl]-5-thiophen-2-yl-1,3,4-oxadiazole
—— N-cyclopropyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide —— C11H16N4O3S2
N-cyclopropyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide
—— (Z)-N-(3-benzylsulfanyl-5-methyl-1,2,4-triazol-4-yl)-1-(2-methylphenyl)methanimine —— C18H18N4S
(Z)-N-(3-benzylsulfanyl-5-methyl-1,2,4-triazol-4-yl)-1-(2-methylphenyl)methanimine
—— [2-Oxo-2-(2-phenylsulfanylanilino)ethyl] 4-methylbenzoate —— C22H19NO3S
[2-Oxo-2-(2-phenylsulfanylanilino)ethyl] 4-methylbenzoate