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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
—— 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
—— N-(furan-2-ylmethyl)-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-(2,2,2-trifluoroethyl)acetamide —— C16H15F3N4O3S
N-(furan-2-ylmethyl)-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-(2,2,2-trifluoroethyl)acetamide
—— 3-[2-(difluoromethylsulfanyl)-4,6-dimethylpyrimidin-5-yl]-N-[(2S)-2-phenylpropyl]propanamide —— C19H23F2N3OS
3-[2-(difluoromethylsulfanyl)-4,6-dimethylpyrimidin-5-yl]-N-[(2S)-2-phenylpropyl]propanamide
—— [2-oxo-2-[[(1R)-1-phenylbutyl]amino]ethyl] 2-phenylsulfanylacetate —— C20H23NO3S
[2-oxo-2-[[(1R)-1-phenylbutyl]amino]ethyl] 2-phenylsulfanylacetate
—— (2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one —— C18H24N4O3S2
(2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one
—— 5-[[2-(4-methylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine —— C18H20N4OS3
5-[[2-(4-methylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine
—— 1-[2,5-dimethyl-1-(thiophen-2-ylmethyl)pyrrol-3-yl]-2-[1-[[(2S)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylethanone —— C19H23N5O2S2
1-[2,5-dimethyl-1-(thiophen-2-ylmethyl)pyrrol-3-yl]-2-[1-[[(2S)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylethanone
—— 2-Ethyl-7-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C14H11N5O3S2
2-Ethyl-7-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— 1-[2,5-dimethyl-1-(thiophen-2-ylmethyl)pyrrol-3-yl]-2-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylethanone —— C19H23N5O2S2
1-[2,5-dimethyl-1-(thiophen-2-ylmethyl)pyrrol-3-yl]-2-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylethanone
—— N-cyclopentyl-2-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C14H22N4O2S2
N-cyclopentyl-2-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 1-[2,5-dimethyl-1-(2-thiophen-2-ylethyl)pyrrol-3-yl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)ethanone —— C16H18N4OS2
1-[2,5-dimethyl-1-(2-thiophen-2-ylethyl)pyrrol-3-yl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)ethanone
—— 2-[(3-methyl-1,2-oxazol-5-yl)methylsulfanyl]-5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazole —— C16H17N3O2S2
2-[(3-methyl-1,2-oxazol-5-yl)methylsulfanyl]-5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazole
—— 5-(4-methylphenyl)-4-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylthieno[2,3-d]pyrimidine —— C19H18N6OS2
5-(4-methylphenyl)-4-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylthieno[2,3-d]pyrimidine
—— N-[(4-methylphenyl)methyl]-2-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C17H22N4O2S2
N-[(4-methylphenyl)methyl]-2-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (2R)-N-benzyl-2-[(4-benzyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]butanamide —— C24H29N5O2S
(2R)-N-benzyl-2-[(4-benzyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]butanamide
—— 5-(4-methylphenyl)-4-[1-[[(2S)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylthieno[2,3-d]pyrimidine —— C19H18N6OS2
5-(4-methylphenyl)-4-[1-[[(2S)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylthieno[2,3-d]pyrimidine
—— (2S)-N-benzyl-2-[(4-benzyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]butanamide —— C24H29N5O2S
(2S)-N-benzyl-2-[(4-benzyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]butanamide
—— 1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-[[(2S)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C17H22N4O3S2
1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-[[(2S)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— (2S)-N-benzyl-2-[(5-cyclopropyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]butanamide —— C19H24N4OS
(2S)-N-benzyl-2-[(5-cyclopropyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]butanamide
—— (2R)-N-benzyl-2-[(5-cyclopropyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]butanamide —— C19H24N4OS
(2R)-N-benzyl-2-[(5-cyclopropyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]butanamide
—— (2R)-N-benzyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]butanamide —— C17H18N4OS2
(2R)-N-benzyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]butanamide
—— 2-(4-chlorophenyl)-4-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanylmethyl)-1,3-thiazole —— C17H17ClN4S2
2-(4-chlorophenyl)-4-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanylmethyl)-1,3-thiazole
—— 2-Ethyl-7-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C15H13N5O3S2
2-Ethyl-7-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— (2S)-N-benzyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]butanamide —— C17H18N4OS2
(2S)-N-benzyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]butanamide
—— 2-[(Z)-1-chloro-2-(4-methylsulfanylphenyl)ethenyl]-5-(4-chlorophenyl)-1,3,4-oxadiazole —— C17H12Cl2N2OS
2-[(Z)-1-chloro-2-(4-methylsulfanylphenyl)ethenyl]-5-(4-chlorophenyl)-1,3,4-oxadiazole
—— (Z)-N-[2-(4-chlorophenyl)sulfanylethyl]-2-cyano-3-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]prop-2-enamide —— C22H26ClN3O2S
(Z)-N-[2-(4-chlorophenyl)sulfanylethyl]-2-cyano-3-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]prop-2-enamide
—— (Z)-N-[2-(4-chlorophenyl)sulfanylethyl]-2-cyano-3-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]prop-2-enamide —— C22H26ClN3O2S
(Z)-N-[2-(4-chlorophenyl)sulfanylethyl]-2-cyano-3-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]prop-2-enamide