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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-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methyl-N-(thiophen-3-ylmethyl)acetamide —— C18H19N3O2S2
2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methyl-N-(thiophen-3-ylmethyl)acetamide
—— 2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[2-(N-ethyl-3-methylanilino)ethyl]acetamide —— C23H28N4O2S
2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[2-(N-ethyl-3-methylanilino)ethyl]acetamide
—— N-benzyl-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-methoxyethyl)acetamide —— C22H25N3O3S
N-benzyl-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-methoxyethyl)acetamide
—— 2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(3-propan-2-yloxypropyl)acetamide —— C18H25N3O3S
2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(3-propan-2-yloxypropyl)acetamide
—— 2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2-methylphenyl)methyl]acetamide —— C20H21N3O2S
2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2-methylphenyl)methyl]acetamide
—— 2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methyl-N-[(3-methylthiophen-2-yl)methyl]acetamide —— C19H21N3O2S2
2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methyl-N-[(3-methylthiophen-2-yl)methyl]acetamide
—— 2-(3,4-Dimethylphenyl)-5-[[5-(furan-2-yl)-1,2-oxazol-3-yl]methylsulfanyl]-1,3,4-oxadiazole —— C18H15N3O3S
2-(3,4-Dimethylphenyl)-5-[[5-(furan-2-yl)-1,2-oxazol-3-yl]methylsulfanyl]-1,3,4-oxadiazole
—— 2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-(furan-2-yl)ethyl]acetamide —— C18H19N3O3S
2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-(furan-2-yl)ethyl]acetamide
—— 2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-2-ethylhexyl]acetamide —— C20H29N3O2S
2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-2-ethylhexyl]acetamide
—— (2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)propan-1-one —— C20H23NO4S
(2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)propan-1-one
—— N-[(3-chlorophenyl)methyl]-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylacetamide —— C20H20ClN3O2S
N-[(3-chlorophenyl)methyl]-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylacetamide
—— N-[[4-(dimethylamino)phenyl]methyl]-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C21H24N4O2S
N-[[4-(dimethylamino)phenyl]methyl]-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[[4-(dimethylamino)phenyl]methyl]-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylacetamide —— C22H26N4O2S
N-[[4-(dimethylamino)phenyl]methyl]-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylacetamide
—— 2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-heptan-2-yl]acetamide —— C19H27N3O2S
2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-heptan-2-yl]acetamide
—— (1-Propyltetrazol-5-yl)methyl 2-(4-methylphenyl)sulfanylpyridine-3-carboxylate —— C18H19N5O2S
(1-Propyltetrazol-5-yl)methyl 2-(4-methylphenyl)sulfanylpyridine-3-carboxylate
—— [2-[[(1S)-1-(furan-2-yl)ethyl]amino]-2-oxoethyl] 2-(4-methylphenyl)sulfanylpyridine-3-carboxylate —— C21H20N2O4S
[2-[[(1S)-1-(furan-2-yl)ethyl]amino]-2-oxoethyl] 2-(4-methylphenyl)sulfanylpyridine-3-carboxylate
—— (2R)-1-(3-chlorophenyl)sulfanyl-3-methylbutan-2-amine —— C11H16ClNS
(2R)-1-(3-chlorophenyl)sulfanyl-3-methylbutan-2-amine
—— [2-[Methyl-[2-(methylamino)-2-oxoethyl]amino]-2-oxoethyl] 2-(4-methylphenyl)sulfanylpyridine-3-carboxylate —— C19H21N3O4S
[2-[Methyl-[2-(methylamino)-2-oxoethyl]amino]-2-oxoethyl] 2-(4-methylphenyl)sulfanylpyridine-3-carboxylate
—— [2-[[(1S)-1-cyclopropylethyl]amino]-2-oxoethyl] 2-(3,4-dimethylphenyl)sulfanylpyridine-3-carboxylate —— C21H24N2O3S
[2-[[(1S)-1-cyclopropylethyl]amino]-2-oxoethyl] 2-(3,4-dimethylphenyl)sulfanylpyridine-3-carboxylate
—— [2-[[(1S)-1-cyclopropylethyl]amino]-2-oxoethyl] 2-(2-chlorophenyl)sulfanylpyridine-3-carboxylate —— C19H19ClN2O3S
[2-[[(1S)-1-cyclopropylethyl]amino]-2-oxoethyl] 2-(2-chlorophenyl)sulfanylpyridine-3-carboxylate
—— [2-[[(1R)-1-(furan-2-yl)ethyl]amino]-2-oxoethyl] 2-(2-chlorophenyl)sulfanylpyridine-3-carboxylate —— C20H17ClN2O4S
[2-[[(1R)-1-(furan-2-yl)ethyl]amino]-2-oxoethyl] 2-(2-chlorophenyl)sulfanylpyridine-3-carboxylate
—— 1-methyl-4-[(1S)-1-[1-(2-phenylsulfanylethyl)piperidin-4-yl]ethyl]piperazine —— C20H33N3S
1-methyl-4-[(1S)-1-[1-(2-phenylsulfanylethyl)piperidin-4-yl]ethyl]piperazine
—— (2S)-1-(4-chlorophenyl)sulfanyl-3-methylbutan-2-amine —— C11H16ClNS
(2S)-1-(4-chlorophenyl)sulfanyl-3-methylbutan-2-amine
—— [(2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-1-oxopropan-2-yl] 2-(2,4-dimethylphenyl)sulfanylacetate —— C21H25NO4S
[(2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-1-oxopropan-2-yl] 2-(2,4-dimethylphenyl)sulfanylacetate
—— [(2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-1-oxopropan-2-yl] (2S)-2-phenylsulfanylpropanoate —— C20H23NO4S
[(2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-1-oxopropan-2-yl] (2S)-2-phenylsulfanylpropanoate
—— (2S)-1-(3-chlorophenyl)sulfanyl-3-methylbutan-2-amine —— C11H16ClNS
(2S)-1-(3-chlorophenyl)sulfanyl-3-methylbutan-2-amine
—— [2-[2-(4-Bromophenyl)sulfanylethylamino]-2-oxoethyl] 1-methylpyrrole-2-carboxylate —— C16H17BrN2O3S
[2-[2-(4-Bromophenyl)sulfanylethylamino]-2-oxoethyl] 1-methylpyrrole-2-carboxylate
—— N-benzyl-N-[(3S)-1,1-dioxo-2,3-dihydrothiophen-3-yl]-2-(4-fluorophenyl)sulfanylacetamide —— C19H18FNO3S2
N-benzyl-N-[(3S)-1,1-dioxo-2,3-dihydrothiophen-3-yl]-2-(4-fluorophenyl)sulfanylacetamide
—— 4-N-[(4S)-1,9-dioxaspiro[5.5]undecan-4-yl]-2-methylsulfanylpyrimidine-4,6-diamine —— C14H22N4O2S
4-N-[(4S)-1,9-dioxaspiro[5.5]undecan-4-yl]-2-methylsulfanylpyrimidine-4,6-diamine
—— N-benzyl-N-[(3R)-1,1-dioxo-2,3-dihydrothiophen-3-yl]-2-(4-fluorophenyl)sulfanylacetamide —— C19H18FNO3S2
N-benzyl-N-[(3R)-1,1-dioxo-2,3-dihydrothiophen-3-yl]-2-(4-fluorophenyl)sulfanylacetamide
—— 4-N-[(4R)-1,9-dioxaspiro[5.5]undecan-4-yl]-2-methylsulfanylpyrimidine-4,6-diamine —— C14H22N4O2S
4-N-[(4R)-1,9-dioxaspiro[5.5]undecan-4-yl]-2-methylsulfanylpyrimidine-4,6-diamine
—— (2S)-2-[[5-benzyl-4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-cycloheptylpropanamide —— C22H32N4O2S
(2S)-2-[[5-benzyl-4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-cycloheptylpropanamide
—— (2R)-2-[[5-benzyl-4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(4-methylphenyl)methyl]propanamide —— C23H28N4O2S
(2R)-2-[[5-benzyl-4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(4-methylphenyl)methyl]propanamide
—— 2-(4-fluorophenyl)sulfanyl-N-[3-(N-methylanilino)propyl]acetamide —— C18H21FN2OS
2-(4-fluorophenyl)sulfanyl-N-[3-(N-methylanilino)propyl]acetamide
—— N-[(1R)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-methylpropyl]-2-(4-fluorophenyl)sulfanylacetamide —— C21H24FNO3S
N-[(1R)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-methylpropyl]-2-(4-fluorophenyl)sulfanylacetamide
—— (2S)-2-[[5-benzyl-4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(4-methylphenyl)methyl]propanamide —— C23H28N4O2S
(2S)-2-[[5-benzyl-4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(4-methylphenyl)methyl]propanamide
—— (2R)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-prop-2-enylpropanamide —— C14H14FN3OS3
(2R)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-prop-2-enylpropanamide
—— (2R)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-di(propan-2-yl)propanamide —— C17H22FN3OS3
(2R)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-di(propan-2-yl)propanamide
—— (2S)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-methoxyethyl)propanamide —— C14H16FN3O2S3
(2S)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-methoxyethyl)propanamide
—— (2R)-N-cycloheptyl-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C18H22FN3OS3
(2R)-N-cycloheptyl-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-cycloheptyl-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C18H22FN3OS3
(2S)-N-cycloheptyl-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-(2-cyanoethyl)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methylpropanamide —— C15H15FN4OS3
(2S)-N-(2-cyanoethyl)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methylpropanamide
—— (2R)-N-(2-cyanoethyl)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methylpropanamide —— C15H15FN4OS3
(2R)-N-(2-cyanoethyl)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methylpropanamide
—— (2R)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-methoxyethyl)propanamide —— C14H16FN3O2S3
(2R)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-methoxyethyl)propanamide
—— (2R)-1-(azepan-1-yl)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one —— C17H20FN3OS3
(2R)-1-(azepan-1-yl)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one
—— (2S)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylpropanamide —— C14H16FN3OS3
(2S)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylpropanamide
—— (2R)-N-tert-butyl-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C15H18FN3OS3
(2R)-N-tert-butyl-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2S)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-prop-2-enylpropanamide —— C14H14FN3OS3
(2S)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-prop-2-enylpropanamide
—— N-(1,3-benzothiazol-2-yl)-2-(4-methylphenyl)sulfanylpyridine-3-carboxamide —— C20H15N3OS2
N-(1,3-benzothiazol-2-yl)-2-(4-methylphenyl)sulfanylpyridine-3-carboxamide
—— (2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-(1,3,4-thiadiazol-2-ylsulfanyl)propan-1-one —— C13H15N3O2S2
(2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-(1,3,4-thiadiazol-2-ylsulfanyl)propan-1-one