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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
—— 1-(4-Chlorophenyl)-3-[[2-(2,4-dimethylphenyl)sulfanylacetyl]amino]thiourea —— C17H18ClN3OS2
1-(4-Chlorophenyl)-3-[[2-(2,4-dimethylphenyl)sulfanylacetyl]amino]thiourea
—— 1-[[2-(2,4-Dimethylphenyl)sulfanylacetyl]amino]-3-(2-fluorophenyl)thiourea —— C17H18FN3OS2
1-[[2-(2,4-Dimethylphenyl)sulfanylacetyl]amino]-3-(2-fluorophenyl)thiourea
—— (2S)-2-(2,4-dimethylphenyl)sulfanyl-N-[[(2S)-oxolan-2-yl]methyl]propanamide —— C16H23NO2S
(2S)-2-(2,4-dimethylphenyl)sulfanyl-N-[[(2S)-oxolan-2-yl]methyl]propanamide
—— 6-(4-ethylphenyl)-3-(trifluoromethyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine —— C13H11F3N4S
6-(4-ethylphenyl)-3-(trifluoromethyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— (2R)-2-(2,4-dimethylphenyl)sulfanyl-N-[[(2S)-oxolan-2-yl]methyl]propanamide —— C16H23NO2S
(2R)-2-(2,4-dimethylphenyl)sulfanyl-N-[[(2S)-oxolan-2-yl]methyl]propanamide
—— N-[(1S)-1-(4-ethylphenyl)ethyl]-2-[[5-(2-thiophen-2-ylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C20H24N4OS3
N-[(1S)-1-(4-ethylphenyl)ethyl]-2-[[5-(2-thiophen-2-ylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (2R)-N-[(1S,2S)-2-methylcyclohexyl]-2-[[5-(2-thiophen-2-ylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C18H26N4OS3
(2R)-N-[(1S,2S)-2-methylcyclohexyl]-2-[[5-(2-thiophen-2-ylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— N-(1H-benzimidazol-2-yl)-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]-5-nitrobenzamide —— C18H13N5O3S2
N-(1H-benzimidazol-2-yl)-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]-5-nitrobenzamide
—— 4-(1-Cyclopentyltetrazol-5-yl)sulfanyl-5,6-dimethyl-2-(pyrrolidin-1-ylmethyl)thieno[2,3-d]pyrimidine —— C19H25N7S2
4-(1-Cyclopentyltetrazol-5-yl)sulfanyl-5,6-dimethyl-2-(pyrrolidin-1-ylmethyl)thieno[2,3-d]pyrimidine
—— 6-Amino-1-cyclopropyl-5-[2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl]pyrimidine-2,4-dione —— C12H13N5O3S2
6-Amino-1-cyclopropyl-5-[2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl]pyrimidine-2,4-dione
—— 2-[[5-(pyrrolidin-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(thiophen-2-ylmethyl)acetamide —— C14H18N4O2S2
2-[[5-(pyrrolidin-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(thiophen-2-ylmethyl)acetamide
—— 2-[(1-Cyclopropyltetrazol-5-yl)sulfanylmethyl]-7-methyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C11H11N7OS2
2-[(1-Cyclopropyltetrazol-5-yl)sulfanylmethyl]-7-methyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— (2R)-N-[(1R,2S)-2-methylcyclohexyl]-2-[[5-(2-thiophen-2-ylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C18H26N4OS3
(2R)-N-[(1R,2S)-2-methylcyclohexyl]-2-[[5-(2-thiophen-2-ylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-[(1R,2R)-2-methylcyclohexyl]-2-[[5-(2-thiophen-2-ylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C18H26N4OS3
(2R)-N-[(1R,2R)-2-methylcyclohexyl]-2-[[5-(2-thiophen-2-ylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 2-[[5-(butylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-dimethylacetamide —— C10H18N4OS2
2-[[5-(butylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-dimethylacetamide
—— ethyl (2E)-2-[3-[2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]ethyl]-4-oxo-1,3-thiazolidin-2-ylidene]acetate —— C13H16N2O3S3
ethyl (2E)-2-[3-[2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]ethyl]-4-oxo-1,3-thiazolidin-2-ylidene]acetate
—— 2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide 878589-08-3 C12H14N4O2S
2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (2R)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[[5-(2-thiophen-2-ylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C17H23N5OS3
(2R)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[[5-(2-thiophen-2-ylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[[5-(2-thiophen-2-ylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C17H23N5OS3
(2S)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[[5-(2-thiophen-2-ylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[[5-(2-thiophen-2-ylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C17H23N5OS3
(2R)-N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[[5-(2-thiophen-2-ylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-(2-thiophen-2-ylethyl)-2-[[5-(2-thiophen-2-ylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C17H20N4OS4
(2S)-N-(2-thiophen-2-ylethyl)-2-[[5-(2-thiophen-2-ylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-(2-thiophen-2-ylethyl)-2-[[5-(2-thiophen-2-ylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C17H20N4OS4
(2R)-N-(2-thiophen-2-ylethyl)-2-[[5-(2-thiophen-2-ylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-[(1R)-1-phenylethyl]-2-[[5-(2-thiophen-2-ylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C19H22N4OS3
(2R)-N-[(1R)-1-phenylethyl]-2-[[5-(2-thiophen-2-ylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-[(1S)-1-phenylethyl]-2-[[5-(2-thiophen-2-ylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C19H22N4OS3
(2R)-N-[(1S)-1-phenylethyl]-2-[[5-(2-thiophen-2-ylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— N-[(1R)-1-cyclopropylethyl]-2-[[5-(2-thiophen-2-ylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C15H20N4OS3
N-[(1R)-1-cyclopropylethyl]-2-[[5-(2-thiophen-2-ylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (2S)-N-[(1R)-1-phenylethyl]-2-[[5-(2-thiophen-2-ylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C19H22N4OS3
(2S)-N-[(1R)-1-phenylethyl]-2-[[5-(2-thiophen-2-ylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— N-[(1S)-1-cyclopropylethyl]-2-[[5-(2-thiophen-2-ylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C15H20N4OS3
N-[(1S)-1-cyclopropylethyl]-2-[[5-(2-thiophen-2-ylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (2S)-N-[(1S)-1-phenylethyl]-2-[[5-(2-thiophen-2-ylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C19H22N4OS3
(2S)-N-[(1S)-1-phenylethyl]-2-[[5-(2-thiophen-2-ylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 2-[(5-Methyl-1,2-oxazol-3-yl)methylsulfanyl]-5-(4-methylphenyl)-1,3,4-oxadiazole —— C14H13N3O2S
2-[(5-Methyl-1,2-oxazol-3-yl)methylsulfanyl]-5-(4-methylphenyl)-1,3,4-oxadiazole
—— 5-Acetyl-6-methyl-2-[(5-methyl-1,2-oxazol-3-yl)methylsulfanyl]pyridine-3-carbonitrile —— C14H13N3O2S
5-Acetyl-6-methyl-2-[(5-methyl-1,2-oxazol-3-yl)methylsulfanyl]pyridine-3-carbonitrile
—— (2S)-2-(4-bromophenyl)sulfanyl-N-[(4-methylphenyl)methyl]propanamide —— C17H18BrNOS
(2S)-2-(4-bromophenyl)sulfanyl-N-[(4-methylphenyl)methyl]propanamide
—— N-[2-(cyclohex-1-en-1-yl)ethyl]-2-{[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl}acetamide —— C17H21N3O3S
N-[2-(cyclohex-1-en-1-yl)ethyl]-2-{[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl}acetamide
—— (2S)-2-(4-bromophenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methylpropanamide —— C14H18BrNO3S2
(2S)-2-(4-bromophenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methylpropanamide
—— (2R)-2-(4-bromophenyl)sulfanyl-N-[(4-methylphenyl)methyl]propanamide —— C17H18BrNOS
(2R)-2-(4-bromophenyl)sulfanyl-N-[(4-methylphenyl)methyl]propanamide
—— (2S)-2-(4-bromophenyl)sulfanyl-N-(2-methoxyethyl)propanamide —— C12H16BrNO2S
(2S)-2-(4-bromophenyl)sulfanyl-N-(2-methoxyethyl)propanamide
—— (2R)-2-(4-bromophenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methylpropanamide —— C14H18BrNO3S2
(2R)-2-(4-bromophenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methylpropanamide
—— 2-Propanone, 1-(1H-1,2,4-triazol-5-ylthio)- —— C5H7N3OS
2-Propanone, 1-(1H-1,2,4-triazol-5-ylthio)-
—— 2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-(2-phenylethyl)acetamide —— C14H17N3O2S
2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-(2-phenylethyl)acetamide
—— N-(2-phenylethyl)-2-[(5-pyridin-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C17H16N4O2S
N-(2-phenylethyl)-2-[(5-pyridin-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— (3R)-3-[[4-methyl-5-(2-nitrophenyl)sulfanyl-1,2,4-triazol-3-yl]methyl]thiolane 1,1-dioxide —— C14H16N4O4S2
(3R)-3-[[4-methyl-5-(2-nitrophenyl)sulfanyl-1,2,4-triazol-3-yl]methyl]thiolane 1,1-dioxide
—— (3R)-3-[[5-(5,6-dimethylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-4-methyl-1,2,4-triazol-3-yl]methyl]thiolane 1,1-dioxide —— C16H19N5O2S3
(3R)-3-[[5-(5,6-dimethylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-4-methyl-1,2,4-triazol-3-yl]methyl]thiolane 1,1-dioxide
—— (3S)-3-[[5-(5,6-dimethylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-4-methyl-1,2,4-triazol-3-yl]methyl]thiolane 1,1-dioxide —— C16H19N5O2S3
(3S)-3-[[5-(5,6-dimethylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-4-methyl-1,2,4-triazol-3-yl]methyl]thiolane 1,1-dioxide
—— N-(5-oxo-1-phenyl-4,5-dihydro-1H-pyrazol-3-yl)-2-(4H-1,2,4-triazol-3-ylsulfanyl)acetamide —— C13H12N6O2S
N-(5-oxo-1-phenyl-4,5-dihydro-1H-pyrazol-3-yl)-2-(4H-1,2,4-triazol-3-ylsulfanyl)acetamide
—— (2S)-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-phenylbutyl]propanamide —— C20H24N4O2S
(2S)-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-phenylbutyl]propanamide
—— (2R)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-phenylbutyl]propanamide —— C23H27N3O2S
(2R)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-phenylbutyl]propanamide
—— 3,3-dimethyl-1-(1H-1,2,4-triazol-5-ylsulfanyl)butan-2-one —— C8H13N3OS
3,3-dimethyl-1-(1H-1,2,4-triazol-5-ylsulfanyl)butan-2-one
—— 2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-methyl-N-[(1R)-1-phenylethyl]acetamide —— C18H20N4O2S
2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-methyl-N-[(1R)-1-phenylethyl]acetamide
—— 3-[2-(difluoromethylsulfanyl)-4,6-dimethylpyrimidin-5-yl]-N-[(2R)-2-phenylpropyl]propanamide —— C19H23F2N3OS
3-[2-(difluoromethylsulfanyl)-4,6-dimethylpyrimidin-5-yl]-N-[(2R)-2-phenylpropyl]propanamide
—— (2S)-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-phenylbutyl]propanamide —— C22H25N3O2S
(2S)-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-phenylbutyl]propanamide
—— (2S)-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1R)-1-phenylbutyl]propanamide —— C17H23N3OS3
(2S)-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1R)-1-phenylbutyl]propanamide