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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
—— 2-[(4-Bromophenyl)sulfanylmethyl]-5-(4-chlorophenyl)-1,3,4-oxadiazole —— C15H10BrClN2OS
2-[(4-Bromophenyl)sulfanylmethyl]-5-(4-chlorophenyl)-1,3,4-oxadiazole
—— hydroxy-nonyl-oxo-sulfanylidene-λ6-sulfane —— C9H20O2S2
hydroxy-nonyl-oxo-sulfanylidene-λ6-sulfane
—— 2-[(4-Bromophenyl)sulfanylmethyl]-5-(furan-2-yl)-1,3,4-oxadiazole —— C13H9BrN2O2S
2-[(4-Bromophenyl)sulfanylmethyl]-5-(furan-2-yl)-1,3,4-oxadiazole
—— (Z)-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-[5-(4-methylphenyl)sulfanylfuran-2-yl]prop-2-enoate —— C17H13N2O4S2-
(Z)-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-[5-(4-methylphenyl)sulfanylfuran-2-yl]prop-2-enoate
—— (E)-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-(5-morpholin-4-ylfuran-2-yl)prop-2-enoate —— C14H14N3O5S-
(E)-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-(5-morpholin-4-ylfuran-2-yl)prop-2-enoate
—— 2-methyl-5-[(5-methyl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-1,3,4-oxadiazole —— C7H9N5OS
2-methyl-5-[(5-methyl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-1,3,4-oxadiazole
—— 1-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)ethanone —— C14H20N4O2S
1-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)ethanone
—— methyl 4-[2,5-dimethyl-3-[2-(1H-1,2,4-triazol-5-ylsulfanyl)acetyl]pyrrol-1-yl]butanoate —— C15H20N4O3S
methyl 4-[2,5-dimethyl-3-[2-(1H-1,2,4-triazol-5-ylsulfanyl)acetyl]pyrrol-1-yl]butanoate
—— (2R)-N-(1-cyanocyclohexyl)-2-(1H-1,2,4-triazol-5-ylsulfanyl)propanamide —— C12H17N5OS
(2R)-N-(1-cyanocyclohexyl)-2-(1H-1,2,4-triazol-5-ylsulfanyl)propanamide
—— (Z)-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-(1,2,5-trimethylpyrrol-3-yl)prop-2-enoic acid —— C13H15N3O3S
(Z)-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-(1,2,5-trimethylpyrrol-3-yl)prop-2-enoic acid
—— 2-(4-chlorophenyl)-4-(1H-1,2,4-triazol-5-ylsulfanylmethyl)-1,3-thiazole —— C12H9ClN4S2
2-(4-chlorophenyl)-4-(1H-1,2,4-triazol-5-ylsulfanylmethyl)-1,3-thiazole
—— (Z)-2-(benzenesulfonyl)-3-[5-(4-bromophenyl)sulfanylfuran-2-yl]-N-(pyridin-4-ylmethyl)prop-2-enamide —— C25H19BrN2O4S2
(Z)-2-(benzenesulfonyl)-3-[5-(4-bromophenyl)sulfanylfuran-2-yl]-N-(pyridin-4-ylmethyl)prop-2-enamide
—— (Z)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3-[5-(dimethylamino)furan-2-yl]prop-2-enoate —— C17H13ClN3O4S-
(Z)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3-[5-(dimethylamino)furan-2-yl]prop-2-enoate
—— N-cyclopentyl-2-(1H-1,2,4-triazol-3-ylsulfanyl)acetamide —— C9H14N4OS
N-cyclopentyl-2-(1H-1,2,4-triazol-3-ylsulfanyl)acetamide
—— (E)-3-[5-(dimethylamino)furan-2-yl]-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]prop-2-enoate —— C12H12N3O4S-
(E)-3-[5-(dimethylamino)furan-2-yl]-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]prop-2-enoate
—— (Z)-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-[(4S)-3-methyl-5-oxo-1-phenyl-4H-pyrazol-4-yl]prop-2-enoic acid —— C17H16N4O4S
(Z)-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-[(4S)-3-methyl-5-oxo-1-phenyl-4H-pyrazol-4-yl]prop-2-enoic acid
—— (Z)-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-[(4R)-3-methyl-5-oxo-1-phenyl-4H-pyrazol-4-yl]prop-2-enoate —— C17H15N4O4S-
(Z)-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-[(4R)-3-methyl-5-oxo-1-phenyl-4H-pyrazol-4-yl]prop-2-enoate
—— (E)-3-[5-(azepan-1-yl)furan-2-yl]-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]prop-2-enoate —— C17H20N3O4S-
(E)-3-[5-(azepan-1-yl)furan-2-yl]-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]prop-2-enoate
—— (E)-3-(furan-2-yl)-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]prop-2-enoic acid —— C10H8N2O4S
(E)-3-(furan-2-yl)-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]prop-2-enoic acid
—— (E)-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-thiophen-2-ylprop-2-enoate —— C10H7N2O3S2-
(E)-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-thiophen-2-ylprop-2-enoate
—— (Z)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3-(furan-2-yl)prop-2-enoic acid —— C15H9ClN2O4S
(Z)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3-(furan-2-yl)prop-2-enoic acid
—— (Z)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3-thiophen-2-ylprop-2-enoate —— C15H8ClN2O3S2-
(Z)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3-thiophen-2-ylprop-2-enoate
—— (E)-3-(5-methylfuran-2-yl)-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]prop-2-enoate —— C11H9N2O4S-
(E)-3-(5-methylfuran-2-yl)-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]prop-2-enoate
—— methyl 6-[2,5-dimethyl-3-[2-(1H-1,2,4-triazol-5-ylsulfanyl)acetyl]pyrrol-1-yl]hexanoate —— C17H24N4O3S
methyl 6-[2,5-dimethyl-3-[2-(1H-1,2,4-triazol-5-ylsulfanyl)acetyl]pyrrol-1-yl]hexanoate
—— (E)-3-(5-bromofuran-2-yl)-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]prop-2-enoate —— C10H6BrN2O4S-
(E)-3-(5-bromofuran-2-yl)-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]prop-2-enoate
—— 1-[1-[2-(cyclohexen-1-yl)ethyl]-2,5-dimethylpyrrol-3-yl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)ethanone —— C18H24N4OS
1-[1-[2-(cyclohexen-1-yl)ethyl]-2,5-dimethylpyrrol-3-yl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)ethanone
—— ethyl (2R)-3-oxo-2-[(5-propan-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]butanoate —— C11H17N3O3S
ethyl (2R)-3-oxo-2-[(5-propan-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]butanoate
—— ethyl (2S)-3-oxo-2-[(5-propan-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]butanoate —— C11H17N3O3S
ethyl (2S)-3-oxo-2-[(5-propan-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]butanoate
—— 2-[[5-(3,5-Dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(5-ethylthiophen-2-yl)ethanone —— C18H18N2O2S2
2-[[5-(3,5-Dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(5-ethylthiophen-2-yl)ethanone
—— 2-[[5-(3,5-Dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(5-methylthiophen-2-yl)ethanone —— C17H16N2O2S2
2-[[5-(3,5-Dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(5-methylthiophen-2-yl)ethanone
—— 3,5-dimethyl-N-[5-(prop-2-en-1-ylsulfanyl)-1,3,4-thiadiazol-2-yl]-1,2-oxazole-4-carboxamide —— C11H12N4O2S2
3,5-dimethyl-N-[5-(prop-2-en-1-ylsulfanyl)-1,3,4-thiadiazol-2-yl]-1,2-oxazole-4-carboxamide
—— N-[(1R)-1-thiophen-2-ylethyl]-2-(2,4,6-trimethylphenyl)sulfanylacetamide —— C17H21NOS2
N-[(1R)-1-thiophen-2-ylethyl]-2-(2,4,6-trimethylphenyl)sulfanylacetamide
—— N-(2-cyanopropan-2-yl)-N-methyl-2-(2,4,6-trimethylphenyl)sulfanylacetamide —— C16H22N2OS
N-(2-cyanopropan-2-yl)-N-methyl-2-(2,4,6-trimethylphenyl)sulfanylacetamide
—— (11S,14E)-14-[[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylidene]-11-phenyl-15-thia-12,17-diazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,16-pentaen-13-one —— C32H21N3O2S3
(11S,14E)-14-[[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylidene]-11-phenyl-15-thia-12,17-diazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,16-pentaen-13-one
—— N-benzyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-(2,4,6-trimethylphenyl)sulfanylacetamide —— C22H27NO3S2
N-benzyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-(2,4,6-trimethylphenyl)sulfanylacetamide
—— (3S)-3-(3-aminophenyl)sulfanylpyrrolidine-2,5-dione —— C10H10N2O2S
(3S)-3-(3-aminophenyl)sulfanylpyrrolidine-2,5-dione
—— 2-(3-methylphenyl)-5-[(1R)-1-(2,4,6-trimethylphenyl)sulfanylethyl]-1,3,4-oxadiazole —— C20H22N2OS
2-(3-methylphenyl)-5-[(1R)-1-(2,4,6-trimethylphenyl)sulfanylethyl]-1,3,4-oxadiazole
—— (3R)-3-(4,6-diaminopyrimidin-2-yl)sulfanylpyrrolidine-2,5-dione —— C8H9N5O2S
(3R)-3-(4,6-diaminopyrimidin-2-yl)sulfanylpyrrolidine-2,5-dione
—— (11R,14E)-14-[[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylidene]-11-phenyl-15-thia-12,17-diazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,16-pentaen-13-one —— C32H21N3O2S3
(11R,14E)-14-[[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylidene]-11-phenyl-15-thia-12,17-diazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,16-pentaen-13-one
—— (3R)-3-(3-aminophenyl)sulfanyl-1-methylpyrrolidine-2,5-dione —— C11H12N2O2S
(3R)-3-(3-aminophenyl)sulfanyl-1-methylpyrrolidine-2,5-dione
—— (3S)-3-(4,6-diaminopyrimidin-2-yl)sulfanyl-1-methylpyrrolidine-2,5-dione —— C9H11N5O2S
(3S)-3-(4,6-diaminopyrimidin-2-yl)sulfanyl-1-methylpyrrolidine-2,5-dione
—— (6R)-2-[(3S)-3-(4-aminophenyl)sulfanyl-2,5-dioxopyrrolidin-1-yl]-6-phenyl-4,5,6,7-tetrahydro-1-benzothiophene-3-carbonitrile —— C25H21N3O2S2
(6R)-2-[(3S)-3-(4-aminophenyl)sulfanyl-2,5-dioxopyrrolidin-1-yl]-6-phenyl-4,5,6,7-tetrahydro-1-benzothiophene-3-carbonitrile
—— 2-[(3S)-3-(4-aminophenyl)sulfanyl-2,5-dioxopyrrolidin-1-yl]-4-(4-methylphenyl)thiophene-3-carbonitrile —— C22H17N3O2S2
2-[(3S)-3-(4-aminophenyl)sulfanyl-2,5-dioxopyrrolidin-1-yl]-4-(4-methylphenyl)thiophene-3-carbonitrile
—— 2-[(3S)-3-(4-aminophenyl)sulfanyl-2,5-dioxopyrrolidin-1-yl]-4-phenylthiophene-3-carbonitrile —— C21H15N3O2S2
2-[(3S)-3-(4-aminophenyl)sulfanyl-2,5-dioxopyrrolidin-1-yl]-4-phenylthiophene-3-carbonitrile
—— (6S)-2-[(3S)-3-(4-aminophenyl)sulfanyl-2,5-dioxopyrrolidin-1-yl]-6-phenyl-4,5,6,7-tetrahydro-1-benzothiophene-3-carbonitrile —— C25H21N3O2S2
(6S)-2-[(3S)-3-(4-aminophenyl)sulfanyl-2,5-dioxopyrrolidin-1-yl]-6-phenyl-4,5,6,7-tetrahydro-1-benzothiophene-3-carbonitrile
—— 2-[(3R)-3-(4-aminophenyl)sulfanyl-2,5-dioxopyrrolidin-1-yl]-4,5,6,7-tetrahydro-1-benzothiophene-3-carbonitrile —— C19H17N3O2S2
2-[(3R)-3-(4-aminophenyl)sulfanyl-2,5-dioxopyrrolidin-1-yl]-4,5,6,7-tetrahydro-1-benzothiophene-3-carbonitrile
—— N-benzyl-2-[[5-(3-chloroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methylacetamide —— C18H17ClN4OS2
N-benzyl-2-[[5-(3-chloroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methylacetamide
—— Butyl 2-[[5-(3-chloroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C14H16ClN3O2S2
Butyl 2-[[5-(3-chloroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— 2-[[5-(cyclopropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-phenylsulfanylphenyl)acetamide —— C19H18N4OS3
2-[[5-(cyclopropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-phenylsulfanylphenyl)acetamide
—— 2-[[5-(Cyclopropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(5-phenyl-3,4-dihydropyrazol-2-yl)ethanone —— C16H17N5OS2
2-[[5-(Cyclopropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(5-phenyl-3,4-dihydropyrazol-2-yl)ethanone