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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
—— 6-benzylsulfanyl-N-[2-[(R)-methylsulfinyl]ethyl]pyrazin-2-amine —— C14H17N3OS2
6-benzylsulfanyl-N-[2-[(R)-methylsulfinyl]ethyl]pyrazin-2-amine
—— 2-[(3R)-1-(6-benzylsulfanylpyrazin-2-yl)piperidin-3-yl]acetamide —— C18H22N4OS
2-[(3R)-1-(6-benzylsulfanylpyrazin-2-yl)piperidin-3-yl]acetamide
—— 1-[(3S)-3-[(6-benzylsulfanylpyrazin-2-yl)amino]pyrrolidin-1-yl]propan-1-one —— C18H22N4OS
1-[(3S)-3-[(6-benzylsulfanylpyrazin-2-yl)amino]pyrrolidin-1-yl]propan-1-one
—— 1-[(3S)-1,1-dioxothiolan-3-yl]-N-[(4-phenylsulfanylphenyl)methyl]methanamine —— C18H21NO2S2
1-[(3S)-1,1-dioxothiolan-3-yl]-N-[(4-phenylsulfanylphenyl)methyl]methanamine
—— 2-[2-oxo-5-(trifluoromethyl)pyridin-1-yl]-N-(2-phenylsulfanylethyl)acetamide —— C16H15F3N2O2S
2-[2-oxo-5-(trifluoromethyl)pyridin-1-yl]-N-(2-phenylsulfanylethyl)acetamide
—— 6-benzylsulfanyl-N-[2-[(S)-methylsulfinyl]ethyl]pyrazin-2-amine —— C14H17N3OS2
6-benzylsulfanyl-N-[2-[(S)-methylsulfinyl]ethyl]pyrazin-2-amine
—— 1-bromo-N-[2-(2,3-dihydroimidazo[2,1-b][1,3]thiazol-6-yl)ethyl]methanesulfonamide —— C8H12BrN3O2S2
1-bromo-N-[2-(2,3-dihydroimidazo[2,1-b][1,3]thiazol-6-yl)ethyl]methanesulfonamide
—— N-[2-(2,3-dihydroimidazo[2,1-b][1,3]thiazol-6-yl)ethyl]-2-methoxyethanesulfonamide —— C10H17N3O3S2
N-[2-(2,3-dihydroimidazo[2,1-b][1,3]thiazol-6-yl)ethyl]-2-methoxyethanesulfonamide
—— 5-chloro-N-[2-(2,3-dihydroimidazo[2,1-b][1,3]thiazol-6-yl)ethyl]thiophene-2-sulfonamide —— C11H12ClN3O2S3
5-chloro-N-[2-(2,3-dihydroimidazo[2,1-b][1,3]thiazol-6-yl)ethyl]thiophene-2-sulfonamide
—— N-[2-(2,3-dihydroimidazo[2,1-b][1,3]thiazol-6-yl)ethyl]-5-ethylthiophene-2-sulfonamide —— C13H17N3O2S3
N-[2-(2,3-dihydroimidazo[2,1-b][1,3]thiazol-6-yl)ethyl]-5-ethylthiophene-2-sulfonamide
—— ethyl 3-[(3S)-1-[6-(2-chlorophenyl)sulfanylpyridazine-3-carbonyl]piperidin-3-yl]propanoate —— C21H24ClN3O3S
ethyl 3-[(3S)-1-[6-(2-chlorophenyl)sulfanylpyridazine-3-carbonyl]piperidin-3-yl]propanoate
—— ethyl 3-[(3R)-1-[6-(2-chlorophenyl)sulfanylpyridazine-3-carbonyl]piperidin-3-yl]propanoate —— C21H24ClN3O3S
ethyl 3-[(3R)-1-[6-(2-chlorophenyl)sulfanylpyridazine-3-carbonyl]piperidin-3-yl]propanoate
—— (2R)-2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-cyclohexyl-N-ethylpropanamide —— C17H25N5O2S
(2R)-2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-cyclohexyl-N-ethylpropanamide
—— 2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-(thiophen-2-ylmethyl)acetamide —— C13H13N5O2S2
2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-(thiophen-2-ylmethyl)acetamide
—— 2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-butylacetamide —— C12H17N5O2S
2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-butylacetamide
—— N-[[(1S)-cyclohex-3-en-1-yl]methyl]-2-ethyl-2-methylsulfonylbutan-1-amine —— C14H27NO2S
N-[[(1S)-cyclohex-3-en-1-yl]methyl]-2-ethyl-2-methylsulfonylbutan-1-amine
—— 2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-3-methylbutan-2-yl]acetamide —— C13H19N5O2S
2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-3-methylbutan-2-yl]acetamide
—— 2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-1-[(2R,6S)-2,6-dimethylmorpholin-4-yl]ethanone —— C14H19N5O3S
2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-1-[(2R,6S)-2,6-dimethylmorpholin-4-yl]ethanone
—— 2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]acetamide —— C18H21N5O2S
2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]acetamide
—— (2R)-2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[2-(4-fluorophenyl)ethyl]propanamide —— C17H18FN5O2S
(2R)-2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[2-(4-fluorophenyl)ethyl]propanamide
—— 2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S,2R)-2-methylcyclohexyl]acetamide —— C15H21N5O2S
2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S,2R)-2-methylcyclohexyl]acetamide
—— N-[[(1S)-cyclohex-3-en-1-yl]methyl]-2,2-dimethyl-4-methylsulfonylbutan-1-amine —— C14H27NO2S
N-[[(1S)-cyclohex-3-en-1-yl]methyl]-2,2-dimethyl-4-methylsulfonylbutan-1-amine
—— N-[[(1R)-cyclohex-3-en-1-yl]methyl]-2,2-dimethyl-4-methylsulfonylbutan-1-amine —— C14H27NO2S
N-[[(1R)-cyclohex-3-en-1-yl]methyl]-2,2-dimethyl-4-methylsulfonylbutan-1-amine
—— N-[[(1R)-cyclohex-3-en-1-yl]methyl]-2-ethyl-2-methylsulfonylbutan-1-amine —— C14H27NO2S
N-[[(1R)-cyclohex-3-en-1-yl]methyl]-2-ethyl-2-methylsulfonylbutan-1-amine
—— 2-[[(3R)-3,5-dicyano-4,4-dimethyl-2-oxo-1,3-dihydropyridin-6-yl]sulfanyl]-N-[2-(4-methylphenyl)sulfanylethyl]acetamide —— C20H22N4O2S2
2-[[(3R)-3,5-dicyano-4,4-dimethyl-2-oxo-1,3-dihydropyridin-6-yl]sulfanyl]-N-[2-(4-methylphenyl)sulfanylethyl]acetamide
—— 1-Thiophen-2-ylsulfonyl-2,3-dihydropyrido[2,3-b][1,4]thiazine —— C11H10N2O2S3
1-Thiophen-2-ylsulfonyl-2,3-dihydropyrido[2,3-b][1,4]thiazine
—— (2S)-N-cyclopropyl-2-[[4-(2-phenylethyl)-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C21H24N4OS2
(2S)-N-cyclopropyl-2-[[4-(2-phenylethyl)-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— 2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(3-phenylpropyl)acetamide —— C19H18FN3O2S
2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(3-phenylpropyl)acetamide
—— 2-[[5-(4-Fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[1-(furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]ethanone —— C21H18FN3O3S
2-[[5-(4-Fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[1-(furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]ethanone
—— ethyl N-[2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]carbamate —— C13H12FN3O4S
ethyl N-[2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]carbamate
—— 2-[(2-Bromophenyl)methylsulfanyl]-5-(4-fluorophenyl)-1,3,4-oxadiazole —— C15H10BrFN2OS
2-[(2-Bromophenyl)methylsulfanyl]-5-(4-fluorophenyl)-1,3,4-oxadiazole
—— (2R)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R,2S)-2-methylcyclohexyl]propanamide —— C18H22FN3O2S
(2R)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R,2S)-2-methylcyclohexyl]propanamide
—— 2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]acetamide —— C20H20FN3O2S
2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]acetamide
—— N-[2-(cyclohexen-1-yl)ethyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H20FN3O2S
N-[2-(cyclohexen-1-yl)ethyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (2R)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R,2R)-2-methylcyclohexyl]propanamide —— C18H22FN3O2S
(2R)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R,2R)-2-methylcyclohexyl]propanamide
—— 2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-2-phenylpropyl]acetamide —— C19H18FN3O2S
2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-2-phenylpropyl]acetamide
—— (2R)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S,2R)-2-methylcyclohexyl]propanamide —— C18H22FN3O2S
(2R)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S,2R)-2-methylcyclohexyl]propanamide
—— 2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N,N-dimethylacetamide —— C12H12FN3O2S
2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N,N-dimethylacetamide
—— 2-Ethyl-7-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C11H12N6OS2
2-Ethyl-7-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— 1-(4-Methylpiperazin-4-ium-1-yl)-2-(5-nitropyridin-2-yl)sulfanylethanone —— C12H17N4O3S+
1-(4-Methylpiperazin-4-ium-1-yl)-2-(5-nitropyridin-2-yl)sulfanylethanone
—— 7-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanylmethyl)-2-ethyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C17H17N3O3S2
7-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanylmethyl)-2-ethyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— ethyl (2Z)-2-[3-[2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]-4-oxo-1,3-thiazolidin-2-ylidene]acetate —— C18H19N3O4S2
ethyl (2Z)-2-[3-[2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]-4-oxo-1,3-thiazolidin-2-ylidene]acetate
—— {2-Ethyl-5-oxo-5H-[1,3,4]thiadiazolo[3,2-A]pyrimidin-7-YL}methyl 2-(phenylsulfanyl)acetate —— C16H15N3O3S2
{2-Ethyl-5-oxo-5H-[1,3,4]thiadiazolo[3,2-A]pyrimidin-7-YL}methyl 2-(phenylsulfanyl)acetate
—— ethyl (2Z)-2-[3-[2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]-4-oxo-1,3-thiazolidin-2-ylidene]acetate —— C18H19N3O4S2
ethyl (2Z)-2-[3-[2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]-4-oxo-1,3-thiazolidin-2-ylidene]acetate
—— N-[2-(4-chlorophenyl)sulfanylethyl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C13H14ClN3OS3
N-[2-(4-chlorophenyl)sulfanylethyl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— 2-(2,3,5,6-tetramethylphenyl)sulfanyl-N-(2-thiophen-2-ylethyl)acetamide —— C18H23NOS2
2-(2,3,5,6-tetramethylphenyl)sulfanyl-N-(2-thiophen-2-ylethyl)acetamide
—— [2-(2,5-Dimethylthiophen-3-yl)-2-oxoethyl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C18H19N3O4S2
[2-(2,5-Dimethylthiophen-3-yl)-2-oxoethyl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 2-[(4-amino-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(4-chlorophenyl)sulfanylethyl]acetamide —— C12H14ClN5OS2
2-[(4-amino-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(4-chlorophenyl)sulfanylethyl]acetamide
—— 2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-phenylsulfanylethyl)acetamide —— C19H19N3O2S2
2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-phenylsulfanylethyl)acetamide
—— (5-Methyl-1,2-oxazol-3-yl)methyl 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C15H16N4O4S
(5-Methyl-1,2-oxazol-3-yl)methyl 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate