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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
—— 3-[[2-(4-methylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-4-(2-phenylethyl)-1H-1,2,4-triazol-5-one —— C21H20N4OS2
3-[[2-(4-methylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-4-(2-phenylethyl)-1H-1,2,4-triazol-5-one
—— 2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-pentan-2-yl]acetamide —— C17H24N4O2S
2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-pentan-2-yl]acetamide
—— N-(1-cyanocyclohexyl)-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C19H23N5O2S
N-(1-cyanocyclohexyl)-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[(1S)-1-cyano-1-cyclopropylethyl]-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C18H21N5O2S
N-[(1S)-1-cyano-1-cyclopropylethyl]-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (2S)-N-cyclohexyl-N-ethyl-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C21H30N4O2S
(2S)-N-cyclohexyl-N-ethyl-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— 3-[[(2S)-oxan-2-yl]methylsulfanyl]-4-(2-phenylethyl)-1H-1,2,4-triazol-5-one —— C16H21N3O2S
3-[[(2S)-oxan-2-yl]methylsulfanyl]-4-(2-phenylethyl)-1H-1,2,4-triazol-5-one
—— 2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-(2-phenylsulfanylphenyl)acetamide —— C20H22N4O2S2
2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-(2-phenylsulfanylphenyl)acetamide
—— N-[(1R,2R)-2-methylcyclohexyl]-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C19H26N4O2S
N-[(1R,2R)-2-methylcyclohexyl]-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-N-(2,2,2-trifluoroethyl)acetamide —— C14H15F3N4O2S
2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-N-(2,2,2-trifluoroethyl)acetamide
—— N-[2-(4-chlorophenyl)ethyl]-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C20H21ClN4O2S
N-[2-(4-chlorophenyl)ethyl]-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 3-[2-(1-adamantyl)-2-oxoethyl]sulfanyl-4-(2-phenylethyl)-1H-1,2,4-triazol-5-one —— C22H27N3O2S
3-[2-(1-adamantyl)-2-oxoethyl]sulfanyl-4-(2-phenylethyl)-1H-1,2,4-triazol-5-one
—— 2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(3-chlorophenyl)ethyl]acetamide —— C16H21ClN4O2S
2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(3-chlorophenyl)ethyl]acetamide
—— 4-butyl-3-[[2-(4-methylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-1H-1,2,4-triazol-5-one —— C17H20N4OS2
4-butyl-3-[[2-(4-methylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-1H-1,2,4-triazol-5-one
—— N-methyl-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C13H16N4O2S
N-methyl-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 4-butyl-3-[2-[2,5-dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]-2-oxoethyl]sulfanyl-1H-1,2,4-triazol-5-one —— C17H21N5O2S2
4-butyl-3-[2-[2,5-dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]-2-oxoethyl]sulfanyl-1H-1,2,4-triazol-5-one
—— N-benzyl-2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C15H20N4O2S
N-benzyl-2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— methyl 5-[(2S)-2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C17H24N4O4S
methyl 5-[(2S)-2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— 4-butyl-3-[[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methylsulfanyl]-1H-1,2,4-triazol-5-one —— C16H17ClN4OS2
4-butyl-3-[[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methylsulfanyl]-1H-1,2,4-triazol-5-one
—— methyl 5-[(2R)-2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C17H24N4O4S
methyl 5-[(2R)-2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— ethyl 5-[(2R)-2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C18H26N4O4S
ethyl 5-[(2R)-2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— (2R)-2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(4-fluorophenyl)ethyl]propanamide —— C17H23FN4O2S
(2R)-2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(4-fluorophenyl)ethyl]propanamide
—— N-(1-adamantylmethyl)-2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C19H30N4O2S
N-(1-adamantylmethyl)-2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— (2S)-2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(4-fluorophenyl)ethyl]propanamide —— C17H23FN4O2S
(2S)-2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(4-fluorophenyl)ethyl]propanamide
—— 2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-(2,2,2-trifluoroethyl)acetamide —— C10H15F3N4O2S
2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-(2,2,2-trifluoroethyl)acetamide
—— ethyl 5-[(2S)-2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C18H26N4O4S
ethyl 5-[(2S)-2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— (2R)-2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(4-fluorophenyl)ethyl]propanamide —— C17H23FN4O2S
(2R)-2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(4-fluorophenyl)ethyl]propanamide
—— N-[[4-ethyl-5-[(1R)-1-phenylethyl]sulfanyl-1,2,4-triazol-3-yl]methyl]adamantane-1-carboxamide —— C24H32N4OS
N-[[4-ethyl-5-[(1R)-1-phenylethyl]sulfanyl-1,2,4-triazol-3-yl]methyl]adamantane-1-carboxamide
—— 2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R,2R)-2-methylcyclohexyl]acetamide —— C15H26N4O2S
2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R,2R)-2-methylcyclohexyl]acetamide
—— N-[[5-ethylsulfanyl-4-(2-phenylethyl)-1,2,4-triazol-3-yl]methyl]adamantane-1-carboxamide —— C24H32N4OS
N-[[5-ethylsulfanyl-4-(2-phenylethyl)-1,2,4-triazol-3-yl]methyl]adamantane-1-carboxamide
—— 2-[(4-methylphenyl)methylsulfanyl]-4-propan-2-yl-1H-pyrimidin-6-one —— C15H18N2OS
2-[(4-methylphenyl)methylsulfanyl]-4-propan-2-yl-1H-pyrimidin-6-one
—— 4-butyl-3-[(5-phenyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1H-1,2,4-triazol-5-one —— C15H17N5O2S
4-butyl-3-[(5-phenyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1H-1,2,4-triazol-5-one
—— 2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S,2R)-2-methylcyclohexyl]acetamide —— C15H26N4O2S
2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S,2R)-2-methylcyclohexyl]acetamide
—— 4-ethyl-2-[2-(4-ethylpiperazin-4-ium-1-yl)-2-oxoethyl]sulfanyl-1H-pyrimidin-6-one —— C14H23N4O2S+
4-ethyl-2-[2-(4-ethylpiperazin-4-ium-1-yl)-2-oxoethyl]sulfanyl-1H-pyrimidin-6-one
—— 4-ethyl-2-[2-(4-ethylpiperazin-1-yl)-2-oxoethyl]sulfanyl-1H-pyrimidin-6-one —— C14H22N4O2S
4-ethyl-2-[2-(4-ethylpiperazin-1-yl)-2-oxoethyl]sulfanyl-1H-pyrimidin-6-one
—— 5,6-dimethyl-2-(2-morpholin-4-yl-ethylsulfanyl)-3<i>H</i>-pyrimidin-4-one 36326-99-5 C12H19N3O2S
5,6-dimethyl-2-(2-morpholin-4-yl-ethylsulfanyl)-3<i>H</i>-pyrimidin-4-one
—— 4-amino-2-(2-morpholin-4-ylethylsulfanyl)-1H-pyrimidin-6-one —— C10H16N4O2S
4-amino-2-(2-morpholin-4-ylethylsulfanyl)-1H-pyrimidin-6-one
—— (E)-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-(furan-2-yl)prop-2-enoate —— C11H9N2O4S-
(E)-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-(furan-2-yl)prop-2-enoate
—— (E)-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-(5-piperidin-1-ylfuran-2-yl)prop-2-enoate —— C16H18N3O4S-
(E)-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-(5-piperidin-1-ylfuran-2-yl)prop-2-enoate
—— 2-[(6-oxo-4-propan-2-yl-1H-pyrimidin-2-yl)sulfanyl]-N-[(1S)-1-phenylethyl]acetamide —— C17H21N3O2S
2-[(6-oxo-4-propan-2-yl-1H-pyrimidin-2-yl)sulfanyl]-N-[(1S)-1-phenylethyl]acetamide
—— (E)-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-thiophen-2-ylprop-2-enoate —— C11H9N2O3S2-
(E)-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-thiophen-2-ylprop-2-enoate
—— 4-methyl-2-(2-morpholin-4-ium-4-ylethylsulfanyl)-1H-pyrimidin-6-one —— C11H18N3O2S+
4-methyl-2-(2-morpholin-4-ium-4-ylethylsulfanyl)-1H-pyrimidin-6-one
—— N-[(5-methylfuran-2-yl)methyl]-2-[(6-oxo-4-propan-2-yl-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C15H19N3O3S
N-[(5-methylfuran-2-yl)methyl]-2-[(6-oxo-4-propan-2-yl-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— 2-[2-(4-ethylpiperazin-4-ium-1-yl)-2-oxoethyl]sulfanyl-4-propan-2-yl-1H-pyrimidin-6-one —— C15H25N4O2S+
2-[2-(4-ethylpiperazin-4-ium-1-yl)-2-oxoethyl]sulfanyl-4-propan-2-yl-1H-pyrimidin-6-one
—— 4,5-dimethyl-2-(2-morpholin-4-ium-4-ylethylsulfanyl)-1H-pyrimidin-6-one —— C12H20N3O2S+
4,5-dimethyl-2-(2-morpholin-4-ium-4-ylethylsulfanyl)-1H-pyrimidin-6-one
—— 5-benzyl-4-methyl-2-(2-morpholin-4-ylethylsulfanyl)-1H-pyrimidin-6-one —— C18H23N3O2S
5-benzyl-4-methyl-2-(2-morpholin-4-ylethylsulfanyl)-1H-pyrimidin-6-one
—— (E)-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-(5-piperidin-1-ylfuran-2-yl)prop-2-enoic acid —— C16H19N3O4S
(E)-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-(5-piperidin-1-ylfuran-2-yl)prop-2-enoic acid
—— N-benzyl-2-[(6-oxo-4-propan-2-yl-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C16H19N3O2S
N-benzyl-2-[(6-oxo-4-propan-2-yl-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— 4-ethyl-2-(2-morpholin-4-ylethylsulfanyl)-1H-pyrimidin-6-one —— C12H19N3O2S
4-ethyl-2-(2-morpholin-4-ylethylsulfanyl)-1H-pyrimidin-6-one
—— (E)-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-thiophen-2-ylprop-2-enoic acid —— C11H10N2O3S2
(E)-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-thiophen-2-ylprop-2-enoic acid
—— (E)-3-[5-(3-chlorophenyl)furan-2-yl]-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]prop-2-enoate —— C17H12ClN2O4S-
(E)-3-[5-(3-chlorophenyl)furan-2-yl]-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]prop-2-enoate