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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
—— (E)-2-[(5-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]-3-thiophen-2-ylprop-2-enoate —— C12H12N3O2S2-
(E)-2-[(5-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]-3-thiophen-2-ylprop-2-enoate
—— (E)-2-[(5-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]-3-pyridin-4-ylprop-2-enoate —— C13H13N4O2S-
(E)-2-[(5-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]-3-pyridin-4-ylprop-2-enoate
—— (Z)-3-[5-(4-methylphenyl)sulfanylfuran-2-yl]-2-[(5-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]prop-2-enoate —— C19H18N3O3S2-
(Z)-3-[5-(4-methylphenyl)sulfanylfuran-2-yl]-2-[(5-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]prop-2-enoate
—— (Z)-2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]-3-(3-methylthiophen-2-yl)prop-2-enoic acid —— C12H13N3O2S2
(Z)-2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]-3-(3-methylthiophen-2-yl)prop-2-enoic acid
—— (E)-3-[5-(diethylamino)furan-2-yl]-2-[(5-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]prop-2-enoate —— C16H21N4O3S-
(E)-3-[5-(diethylamino)furan-2-yl]-2-[(5-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]prop-2-enoate
—— (Z)-3-(3-methylthiophen-2-yl)-2-[(5-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]prop-2-enoic acid —— C13H15N3O2S2
(Z)-3-(3-methylthiophen-2-yl)-2-[(5-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]prop-2-enoic acid
—— (Z)-3-[(4R)-3-methyl-5-oxo-1-phenyl-4H-pyrazol-4-yl]-2-[(5-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]prop-2-enoate —— C18H18N5O3S-
(Z)-3-[(4R)-3-methyl-5-oxo-1-phenyl-4H-pyrazol-4-yl]-2-[(5-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]prop-2-enoate
—— 2-[(4-Chlorophenyl)sulfanylmethyl]-5-(3-methylphenyl)-1,3,4-oxadiazole —— C16H13ClN2OS
2-[(4-Chlorophenyl)sulfanylmethyl]-5-(3-methylphenyl)-1,3,4-oxadiazole
—— 2-(4-chlorophenyl)sulfanyl-N-[(R)-phenyl(thiophen-2-yl)methyl]acetamide —— C19H16ClNOS2
2-(4-chlorophenyl)sulfanyl-N-[(R)-phenyl(thiophen-2-yl)methyl]acetamide
—— (2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-(4-chlorophenyl)sulfanylpropan-1-one —— C17H18ClNO2S
(2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-(4-chlorophenyl)sulfanylpropan-1-one
—— 2-(4-chlorophenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-(thiophen-2-ylmethyl)acetamide —— C17H18ClNO3S3
2-(4-chlorophenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-(thiophen-2-ylmethyl)acetamide
—— (2S)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(3-fluorophenyl)methyl]-N-methylpropanamide —— C13H16FN5OS
(2S)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(3-fluorophenyl)methyl]-N-methylpropanamide
—— 2-[(4-amino-5-benzylsulfanyl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(2-fluorophenyl)ethyl]acetamide —— C19H20FN5OS2
2-[(4-amino-5-benzylsulfanyl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(2-fluorophenyl)ethyl]acetamide
—— 2-[(4-amino-5-benzylsulfanyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2-fluorophenyl)methyl]acetamide —— C18H18FN5OS2
2-[(4-amino-5-benzylsulfanyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2-fluorophenyl)methyl]acetamide
—— [2-[2-(4-Bromophenyl)sulfanylethylamino]-2-oxoethyl] 3-(furan-2-yl)propanoate —— C17H18BrNO4S
[2-[2-(4-Bromophenyl)sulfanylethylamino]-2-oxoethyl] 3-(furan-2-yl)propanoate
—— N-[(3-chlorophenyl)methyl]-N-methyl-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C20H21ClN4O2S
N-[(3-chlorophenyl)methyl]-N-methyl-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 3-[[5-(furan-2-yl)-1,2-oxazol-3-yl]methylsulfanyl]-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one —— C15H16N4O4S
3-[[5-(furan-2-yl)-1,2-oxazol-3-yl]methylsulfanyl]-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one
—— 3-[[5-(furan-2-yl)-1,2-oxazol-3-yl]methylsulfanyl]-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one —— C15H16N4O4S
3-[[5-(furan-2-yl)-1,2-oxazol-3-yl]methylsulfanyl]-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one
—— 4-(2-phenylethyl)-3-[(1-propyltetrazol-5-yl)methylsulfanyl]-1H-1,2,4-triazol-5-one —— C15H19N7OS
4-(2-phenylethyl)-3-[(1-propyltetrazol-5-yl)methylsulfanyl]-1H-1,2,4-triazol-5-one
—— 4-(3-methoxypropyl)-3-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]-1H-1,2,4-triazol-5-one —— C16H18N4O3S
4-(3-methoxypropyl)-3-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]-1H-1,2,4-triazol-5-one
—— 4-[[(2S)-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-[[(2S)-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
—— N-[(2-methylphenyl)methyl]-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C20H22N4O2S
N-[(2-methylphenyl)methyl]-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-2-(4-oxo-2-sulfanylidene-1H-pyrimidin-6-yl)acetamide —— C14H14N4O2S2
N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-2-(4-oxo-2-sulfanylidene-1H-pyrimidin-6-yl)acetamide
—— ethyl (5Z)-2-anilino-5-[(4-methylsulfanylphenyl)methylidene]-4-oxofuran-3-carboxylate —— C21H19NO4S
ethyl (5Z)-2-anilino-5-[(4-methylsulfanylphenyl)methylidene]-4-oxofuran-3-carboxylate
—— 7-Methyl-2-[(1-methyltetrazol-5-yl)sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C9H9N7OS2
7-Methyl-2-[(1-methyltetrazol-5-yl)sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— N-[(1S)-1-(furan-2-yl)ethyl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C14H13N3O4S
N-[(1S)-1-(furan-2-yl)ethyl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(5-chlorothiophen-2-yl)methyl]-N-ethyl-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C15H14ClN3O3S2
N-[(5-chlorothiophen-2-yl)methyl]-N-ethyl-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(5-chlorothiophen-2-yl)methyl]-N-ethyl-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C17H15ClFN3O2S2
N-[(5-chlorothiophen-2-yl)methyl]-N-ethyl-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[2-(3-chlorophenyl)ethyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H15ClFN3O2S
N-[2-(3-chlorophenyl)ethyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(2-fluorophenyl)methyl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C16H13FN4O2S
N-[(2-fluorophenyl)methyl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— 2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-pentylacetamide —— C15H18FN3O2S
2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-pentylacetamide
—— 2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methyl-N-(thiophen-3-ylmethyl)acetamide —— C14H13N3O3S2
2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methyl-N-(thiophen-3-ylmethyl)acetamide
—— 2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-hexylacetamide —— C14H19N3O3S
2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-hexylacetamide
—— N-(2-cyanopropan-2-yl)-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylacetamide —— C13H14N4O3S
N-(2-cyanopropan-2-yl)-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylacetamide
—— N-(2-methylbutan-2-yl)-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C14H18N4O2S
N-(2-methylbutan-2-yl)-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— 1-(Azocan-1-yl)-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone —— C16H20N4O2S
1-(Azocan-1-yl)-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone
—— 2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-heptan-2-yl]acetamide —— C15H21N3O3S
2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-heptan-2-yl]acetamide
—— 2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-5-methylhexan-2-yl]acetamide —— C17H22FN3O2S
2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-5-methylhexan-2-yl]acetamide
—— 2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-methylbutan-2-yl)acetamide —— C15H18FN3O2S
2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-methylbutan-2-yl)acetamide
—— N-(2-cyanopropan-2-yl)-N-methyl-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C14H15N5O2S
N-(2-cyanopropan-2-yl)-N-methyl-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-[(2-fluorophenyl)methyl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C15H12FN3O3S
N-[(2-fluorophenyl)methyl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(2-fluorophenyl)methyl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylacetamide —— C16H14FN3O3S
N-[(2-fluorophenyl)methyl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylacetamide
—— 2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-methyl-N-[(4-methylsulfanylphenyl)methyl]acetamide —— C21H24N4OS2
2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-methyl-N-[(4-methylsulfanylphenyl)methyl]acetamide
—— 2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-6-methylheptan-2-yl]acetamide —— C16H23N3O3S
2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-6-methylheptan-2-yl]acetamide
—— N-[2-(2-fluorophenyl)ethyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H15F2N3O2S
N-[2-(2-fluorophenyl)ethyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-cyclopropyl-N-[(2-fluorophenyl)methyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C20H17F2N3O2S
N-cyclopropyl-N-[(2-fluorophenyl)methyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[2-(N-ethyl-3-methylanilino)ethyl]-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C18H25N5OS
N-[2-(N-ethyl-3-methylanilino)ethyl]-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 2-[(2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-1-oxopropan-2-yl]sulfanyl-4-propyl-1H-pyrimidin-6-one —— C18H23N3O3S
2-[(2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-1-oxopropan-2-yl]sulfanyl-4-propyl-1H-pyrimidin-6-one
—— 4-propyl-2-[(5-thiophen-2-yl-1,2-oxazol-3-yl)methylsulfanyl]-1H-pyrimidin-6-one —— C15H15N3O2S2
4-propyl-2-[(5-thiophen-2-yl-1,2-oxazol-3-yl)methylsulfanyl]-1H-pyrimidin-6-one
—— 2-[(4-amino-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(R)-phenyl(thiophen-2-yl)methyl]acetamide —— C16H17N5OS2
2-[(4-amino-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(R)-phenyl(thiophen-2-yl)methyl]acetamide