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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
—— 4-[[(2R)-oxolan-2-yl]methyl]-3-[2-oxo-2-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethyl]sulfanyl-1H-1,2,4-triazol-5-one —— C20H24N4O3S
4-[[(2R)-oxolan-2-yl]methyl]-3-[2-oxo-2-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethyl]sulfanyl-1H-1,2,4-triazol-5-one
—— 3-[2-(azocan-1-yl)-2-oxoethyl]sulfanyl-4-(3-methoxypropyl)-1H-1,2,4-triazol-5-one —— C15H26N4O3S
3-[2-(azocan-1-yl)-2-oxoethyl]sulfanyl-4-(3-methoxypropyl)-1H-1,2,4-triazol-5-one
—— N-[2-(2-methylphenyl)ethyl]-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C18H24N4O3S
N-[2-(2-methylphenyl)ethyl]-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 4-[[(2R)-oxolan-2-yl]methyl]-3-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]-1H-1,2,4-triazol-5-one —— C17H18N4O3S
4-[[(2R)-oxolan-2-yl]methyl]-3-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]-1H-1,2,4-triazol-5-one
—— N-methyl-N-[(4-methylsulfanylphenyl)methyl]-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C18H24N4O3S2
N-methyl-N-[(4-methylsulfanylphenyl)methyl]-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-N-(2,4,4-trimethylpentan-2-yl)acetamide —— C20H30N4O2S
2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-N-(2,4,4-trimethylpentan-2-yl)acetamide
—— 2-[[4-(3-methoxypropyl)-5-oxo-1H-1,2,4-triazol-3-yl]sulfanyl]-N-[2-(2-methylphenyl)ethyl]acetamide —— C17H24N4O3S
2-[[4-(3-methoxypropyl)-5-oxo-1H-1,2,4-triazol-3-yl]sulfanyl]-N-[2-(2-methylphenyl)ethyl]acetamide
—— 2-[[4-(3-methoxypropyl)-5-oxo-1H-1,2,4-triazol-3-yl]sulfanyl]-N-[(2-methylphenyl)methyl]acetamide —— C16H22N4O3S
2-[[4-(3-methoxypropyl)-5-oxo-1H-1,2,4-triazol-3-yl]sulfanyl]-N-[(2-methylphenyl)methyl]acetamide
—— N-[(1R)-1-cyclopropylethyl]-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C17H22N4O2S
N-[(1R)-1-cyclopropylethyl]-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 4-(3-methoxypropyl)-3-[2-oxo-2-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethyl]sulfanyl-1H-1,2,4-triazol-5-one —— C19H24N4O3S
4-(3-methoxypropyl)-3-[2-oxo-2-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethyl]sulfanyl-1H-1,2,4-triazol-5-one
—— 3-[2-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-oxoethyl]sulfanyl-4-(2-phenylethyl)-1H-1,2,4-triazol-5-one —— C21H21N3O4S
3-[2-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-oxoethyl]sulfanyl-4-(2-phenylethyl)-1H-1,2,4-triazol-5-one
—— N-[2-(2-fluorophenyl)ethyl]-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C20H21FN4O2S
N-[2-(2-fluorophenyl)ethyl]-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,N-dipropylacetamide —— C18H26N4O2S
2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-N,N-dipropylacetamide
—— N-[(2-fluorophenyl)methyl]-N-methyl-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C20H21FN4O2S
N-[(2-fluorophenyl)methyl]-N-methyl-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[(1S)-1-cyclopropylethyl]-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C17H22N4O2S
N-[(1S)-1-cyclopropylethyl]-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-pentylacetamide —— C17H24N4O2S
2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-N-pentylacetamide
—— N-methyl-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-N-(thiophen-3-ylmethyl)acetamide —— C18H20N4O2S2
N-methyl-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-N-(thiophen-3-ylmethyl)acetamide
—— N-[(4-methylphenyl)methyl]-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-N-propylacetamide —— C23H28N4O2S
N-[(4-methylphenyl)methyl]-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-N-propylacetamide
—— N-[2-(3-chlorophenyl)ethyl]-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C20H21ClN4O2S
N-[2-(3-chlorophenyl)ethyl]-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-ethyl-N-[(3-fluorophenyl)methyl]-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C21H23FN4O2S
N-ethyl-N-[(3-fluorophenyl)methyl]-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-[[4-(3-methoxypropyl)-5-oxo-1H-1,2,4-triazol-3-yl]sulfanyl]-N-methyl-N-[(4-methylsulfanylphenyl)methyl]acetamide —— C17H24N4O3S2
2-[[4-(3-methoxypropyl)-5-oxo-1H-1,2,4-triazol-3-yl]sulfanyl]-N-methyl-N-[(4-methylsulfanylphenyl)methyl]acetamide
—— N-methyl-N-[(5-methylfuran-2-yl)methyl]-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C19H22N4O3S
N-methyl-N-[(5-methylfuran-2-yl)methyl]-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[(4-ethylphenyl)methyl]-N-methyl-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C22H26N4O2S
N-[(4-ethylphenyl)methyl]-N-methyl-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 3-butylsulfanyl-4-(2-phenylethyl)-1H-1,2,4-triazol-5-one —— C14H19N3OS
3-butylsulfanyl-4-(2-phenylethyl)-1H-1,2,4-triazol-5-one
—— 2-[[5-[2-[Methyl-[(4-methylsulfanylphenyl)methyl]amino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C15H18N4O2S4
2-[[5-[2-[Methyl-[(4-methylsulfanylphenyl)methyl]amino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-[2-[2-(2-Fluorophenyl)ethylamino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C14H15FN4O2S3
2-[[5-[2-[2-(2-Fluorophenyl)ethylamino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-[[5-(Furan-2-yl)-1,2-oxazol-3-yl]methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C12H10N4O3S3
2-[[5-[[5-(Furan-2-yl)-1,2-oxazol-3-yl]methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-[2-[(2-Fluorophenyl)methylamino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C13H13FN4O2S3
2-[[5-[2-[(2-Fluorophenyl)methylamino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-[2-[2-(3-Chlorophenyl)ethylamino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C14H15ClN4O2S3
2-[[5-[2-[2-(3-Chlorophenyl)ethylamino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[(4-Chlorophenyl)sulfanylmethyl]-7-methyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C13H10ClN3OS2
2-[(4-Chlorophenyl)sulfanylmethyl]-7-methyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— N-(3-phenylsulfanylpropyl)-2-(5-thiophen-2-yltetrazol-2-yl)acetamide —— C16H17N5OS2
N-(3-phenylsulfanylpropyl)-2-(5-thiophen-2-yltetrazol-2-yl)acetamide
—— [(E)-6-(4-methylsulfanylphenyl)-5-(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)hex-5-enyl]azanium —— C19H22N3OS2+
[(E)-6-(4-methylsulfanylphenyl)-5-(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)hex-5-enyl]azanium
—— (E)-6-(4-methylsulfanylphenyl)-5-(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)hex-5-en-1-amine —— C19H21N3OS2
(E)-6-(4-methylsulfanylphenyl)-5-(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)hex-5-en-1-amine
—— (5Z)-2-anilino-5-[(4-methylsulfanylphenyl)methylidene]-4-oxofuran-3-carboxylate —— C19H14NO4S-
(5Z)-2-anilino-5-[(4-methylsulfanylphenyl)methylidene]-4-oxofuran-3-carboxylate
—— 5-[(Z)-1-chloro-2-(4-methylsulfanylphenyl)ethenyl]-3-thiophen-3-yl-1,2,4-oxadiazole —— C15H11ClN2OS2
5-[(Z)-1-chloro-2-(4-methylsulfanylphenyl)ethenyl]-3-thiophen-3-yl-1,2,4-oxadiazole
—— (5Z)-2-anilino-5-[(4-methylsulfanylphenyl)methylidene]-4-oxofuran-3-carboxylic acid —— C19H15NO4S
(5Z)-2-anilino-5-[(4-methylsulfanylphenyl)methylidene]-4-oxofuran-3-carboxylic acid
—— 2-[(Z)-1-chloro-2-(4-methylsulfanylphenyl)ethenyl]-7-methyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C15H12ClN3OS2
2-[(Z)-1-chloro-2-(4-methylsulfanylphenyl)ethenyl]-7-methyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— 3-[(4-Benzyl-5-cyclopropyl-1,2,4-triazol-3-yl)sulfanylmethyl]-5-(furan-2-yl)-1,2-oxazole —— C20H18N4O2S
3-[(4-Benzyl-5-cyclopropyl-1,2,4-triazol-3-yl)sulfanylmethyl]-5-(furan-2-yl)-1,2-oxazole
—— 2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]-N-methylacetamide —— C22H27N5OS
2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]-N-methylacetamide
—— 2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2-fluorophenyl)methyl]acetamide —— C19H19FN4OS
2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2-fluorophenyl)methyl]acetamide
—— 2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(2-fluorophenyl)ethyl]acetamide —— C20H21FN4OS
2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(2-fluorophenyl)ethyl]acetamide
—— 3-[(4-Benzyl-5-cyclopropyl-1,2,4-triazol-3-yl)sulfanylmethyl]-5-phenyl-1,2-oxazole —— C22H20N4OS
3-[(4-Benzyl-5-cyclopropyl-1,2,4-triazol-3-yl)sulfanylmethyl]-5-phenyl-1,2-oxazole
—— 3-[(4-Benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]-5-(furan-2-yl)-1,2-oxazole —— C18H16N4O2S
3-[(4-Benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]-5-(furan-2-yl)-1,2-oxazole
—— 2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-octan-2-yl]acetamide —— C16H23N3O3S
2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-octan-2-yl]acetamide
—— 2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2-methylphenyl)methyl]acetamide —— C20H22N4OS
2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2-methylphenyl)methyl]acetamide
—— 2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(3-chlorophenyl)ethyl]acetamide —— C20H21ClN4OS
2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(3-chlorophenyl)ethyl]acetamide
—— 2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(2-methylphenyl)ethyl]acetamide —— C21H24N4OS
2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(2-methylphenyl)ethyl]acetamide
—— 2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-1-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethanone —— C23H24N4OS
2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-1-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethanone
—— 2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(R)-phenyl(thiophen-2-yl)methyl]acetamide —— C19H15N3O3S2
2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(R)-phenyl(thiophen-2-yl)methyl]acetamide
—— 2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methyl-N-[(4-methylsulfanylphenyl)methyl]acetamide —— C17H17N3O3S2
2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methyl-N-[(4-methylsulfanylphenyl)methyl]acetamide