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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-(Furan-2-yl)-5-[2-nitro-4-(trifluoromethyl)phenyl]sulfanyl-1,3,4-oxadiazole —— C13H6F3N3O4S
2-(Furan-2-yl)-5-[2-nitro-4-(trifluoromethyl)phenyl]sulfanyl-1,3,4-oxadiazole
—— 2-(3-Nitrophenyl)-5-thieno[2,3-d]pyrimidin-4-ylsulfanyl-1,3,4-oxadiazole —— C14H7N5O3S2
2-(3-Nitrophenyl)-5-thieno[2,3-d]pyrimidin-4-ylsulfanyl-1,3,4-oxadiazole
—— [2-[5-[(2,2-Dimethylpropanoylamino)methyl]thiophen-2-yl]-2-oxoethyl] 2-phenylsulfanylacetate —— C20H23NO4S2
[2-[5-[(2,2-Dimethylpropanoylamino)methyl]thiophen-2-yl]-2-oxoethyl] 2-phenylsulfanylacetate
—— 2-(4-Fluoro-2-nitrophenyl)sulfanyl-5-(3-nitrophenyl)-1,3,4-oxadiazole —— C14H7FN4O5S
2-(4-Fluoro-2-nitrophenyl)sulfanyl-5-(3-nitrophenyl)-1,3,4-oxadiazole
—— N-(1-adamantyl)-N-(2-cyanoethyl)-2-(1-methyltetrazol-5-yl)sulfanylacetamide —— C17H24N6OS
N-(1-adamantyl)-N-(2-cyanoethyl)-2-(1-methyltetrazol-5-yl)sulfanylacetamide
—— 2-(2-Fluorophenyl)-5-[2-nitro-4-(trifluoromethyl)phenyl]sulfanyl-1,3,4-oxadiazole —— C15H7F4N3O3S
2-(2-Fluorophenyl)-5-[2-nitro-4-(trifluoromethyl)phenyl]sulfanyl-1,3,4-oxadiazole
—— 2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[(5-chlorothiophen-2-yl)methyl]-N-ethylacetamide —— C16H14ClN5OS2
2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[(5-chlorothiophen-2-yl)methyl]-N-ethylacetamide
—— (2R,6R)-4-[4-[4-[(2R,6R)-2,6-dimethylmorpholin-4-yl]sulfonylphenyl]sulfanylphenyl]sulfonyl-2,6-dimethylmorpholine —— C24H32N2O6S3
(2R,6R)-4-[4-[4-[(2R,6R)-2,6-dimethylmorpholin-4-yl]sulfonylphenyl]sulfanylphenyl]sulfonyl-2,6-dimethylmorpholine
—— 2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-(2-methylbutan-2-yl)acetamide —— C14H17N5OS
2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-(2-methylbutan-2-yl)acetamide
—— 1-[2-(4-chlorophenyl)sulfanylethyl]-3-[[(3S)-1,1-dioxothiolane-3-carbonyl]amino]thiourea —— C14H18ClN3O3S3
1-[2-(4-chlorophenyl)sulfanylethyl]-3-[[(3S)-1,1-dioxothiolane-3-carbonyl]amino]thiourea
—— 2-amino-6-[2-oxo-2-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethyl]sulfanylpyridin-1-ium-3,5-dicarbonitrile —— C20H18N5OS+
2-amino-6-[2-oxo-2-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethyl]sulfanylpyridin-1-ium-3,5-dicarbonitrile
—— 1-[2-(4-chlorophenyl)sulfanylethyl]-3-[[(3R)-1,1-dioxothiolane-3-carbonyl]amino]thiourea —— C14H18ClN3O3S3
1-[2-(4-chlorophenyl)sulfanylethyl]-3-[[(3R)-1,1-dioxothiolane-3-carbonyl]amino]thiourea
—— (2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C15H19N3O4S3
(2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-[(2-chlorophenyl)methyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C16H14ClN3O2S2
(2S)-N-[(2-chlorophenyl)methyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— methyl N-[(2S)-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoyl]carbamate —— C11H11N3O4S2
methyl N-[(2S)-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoyl]carbamate
—— (2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C15H19N3O4S3
(2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-(2-chlorophenyl)sulfanylpropan-1-one —— C17H18ClNO2S
(2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-(2-chlorophenyl)sulfanylpropan-1-one
—— 2-(2-chlorophenyl)sulfanyl-1-[4-[(3R)-1,1-dioxothiolan-3-yl]piperazin-1-yl]ethanone —— C16H21ClN2O3S2
2-(2-chlorophenyl)sulfanyl-1-[4-[(3R)-1,1-dioxothiolan-3-yl]piperazin-1-yl]ethanone
—— (2S)-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-phenylethyl)propanamide —— C20H21N3O2S
(2S)-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-phenylethyl)propanamide
—— 1-(2-Aminophenyl)sulfanyl-3,3-dimethylbutan-2-one —— C12H17NOS
1-(2-Aminophenyl)sulfanyl-3,3-dimethylbutan-2-one
—— (2R)-N-benzyl-N-tert-butyl-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C23H27N3O2S
(2R)-N-benzyl-N-tert-butyl-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-2-[[5-(anilinomethyl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(Z)-[5-[(4-fluorophenyl)methoxy]furan-2-yl]methylideneamino]propanamide —— C27H27FN6O3S
(2S)-2-[[5-(anilinomethyl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(Z)-[5-[(4-fluorophenyl)methoxy]furan-2-yl]methylideneamino]propanamide
—— (2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C16H19N3O4S2
(2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-2-[[5-(anilinomethyl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(Z)-[5-[(4-fluorophenyl)methoxy]furan-2-yl]methylideneamino]propanamide —— C27H27FN6O3S
(2R)-2-[[5-(anilinomethyl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(Z)-[5-[(4-fluorophenyl)methoxy]furan-2-yl]methylideneamino]propanamide
—— (11R,14E)-14-[[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylidene]-11-thiophen-2-yl-15-thia-12,17-diazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,16-pentaen-13-one —— C30H19N3O2S4
(11R,14E)-14-[[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylidene]-11-thiophen-2-yl-15-thia-12,17-diazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,16-pentaen-13-one
—— (11S,14E)-14-[[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylidene]-11-thiophen-2-yl-15-thia-12,17-diazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,16-pentaen-13-one —— C30H19N3O2S4
(11S,14E)-14-[[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylidene]-11-thiophen-2-yl-15-thia-12,17-diazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,16-pentaen-13-one
—— (2S)-2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-tert-butylpropanamide —— C13H19N5O2S
(2S)-2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-tert-butylpropanamide
—— Ethyl 2-[2-[(7-methyl-5-oxo-[1,3,4]thiadiazolo[3,2-a]pyrimidin-2-yl)methylsulfanyl]-1,3-thiazol-4-yl]acetate —— C14H14N4O3S3
Ethyl 2-[2-[(7-methyl-5-oxo-[1,3,4]thiadiazolo[3,2-a]pyrimidin-2-yl)methylsulfanyl]-1,3-thiazol-4-yl]acetate
—— Ethyl 2-[2-[(3-thiophen-3-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3-thiazol-4-yl]acetate —— C14H13N3O3S3
Ethyl 2-[2-[(3-thiophen-3-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3-thiazol-4-yl]acetate
—— (2R)-2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-prop-2-enylpropanamide —— C12H15N5O2S
(2R)-2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-prop-2-enylpropanamide
—— ethyl 2-[2-[(2R)-1-(methoxycarbonylamino)-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate —— C12H16N2O5S2
ethyl 2-[2-[(2R)-1-(methoxycarbonylamino)-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate
—— ethyl 2-[2-[(2R)-1-[(1-cyanocyclohexyl)-methylamino]-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate —— C18H25N3O3S2
ethyl 2-[2-[(2R)-1-[(1-cyanocyclohexyl)-methylamino]-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate
—— 2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(4-methylphenyl)methyl]-N-propylacetamide —— C20H24N4O2S2
2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(4-methylphenyl)methyl]-N-propylacetamide
—— 2-(3,4-difluorophenyl)sulfanyl-N-[(1S)-1-(furan-2-yl)ethyl]acetamide —— C14H13F2NO2S
2-(3,4-difluorophenyl)sulfanyl-N-[(1S)-1-(furan-2-yl)ethyl]acetamide
—— N-[(1R)-1-(furan-2-yl)ethyl]-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C15H16N4O3S2
N-[(1R)-1-(furan-2-yl)ethyl]-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-(1-adamantyl)-N-(2-cyanoethyl)-2-(3,4-difluorophenyl)sulfanylacetamide —— C21H24F2N2OS
N-(1-adamantyl)-N-(2-cyanoethyl)-2-(3,4-difluorophenyl)sulfanylacetamide
—— 1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C18H17N3O4S2
1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— (Z)-1-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-4-morpholin-4-ylbut-3-en-2-one —— C12H18N4O2S2
(Z)-1-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-4-morpholin-4-ylbut-3-en-2-one
—— (2R)-1-(azepan-1-yl)-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one —— C18H23N3OS3
(2R)-1-(azepan-1-yl)-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one
—— (2S)-1-(azepan-1-yl)-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one —— C18H23N3OS3
(2S)-1-(azepan-1-yl)-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one
—— (2S)-N-tert-butyl-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C16H21N3OS3
(2S)-N-tert-butyl-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 6-Amino-1-benzyl-3-ethyl-5-[2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl]pyrimidine-2,4-dione —— C18H19N5O3S2
6-Amino-1-benzyl-3-ethyl-5-[2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl]pyrimidine-2,4-dione
—— 6-Amino-1-benzyl-3-ethyl-5-[2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetyl]pyrimidine-2,4-dione —— C19H20N4O3S2
6-Amino-1-benzyl-3-ethyl-5-[2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetyl]pyrimidine-2,4-dione
—— (2R)-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-phenylethyl)propanamide —— C20H21N3OS3
(2R)-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-phenylethyl)propanamide
—— 2,2-dimethyl-N-[[5-[2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl]thiophen-2-yl]methyl]propanamide —— C15H19N3O2S3
2,2-dimethyl-N-[[5-[2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl]thiophen-2-yl]methyl]propanamide
—— (2S)-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-phenylethyl)propanamide —— C20H21N3OS3
(2S)-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-phenylethyl)propanamide
—— 6-Amino-1-benzyl-3-ethyl-5-[2-(1,3,4-thiadiazol-2-ylsulfanyl)acetyl]pyrimidine-2,4-dione —— C17H17N5O3S2
6-Amino-1-benzyl-3-ethyl-5-[2-(1,3,4-thiadiazol-2-ylsulfanyl)acetyl]pyrimidine-2,4-dione
—— 2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-3-methyl-1-phenylbutyl]acetamide —— C20H24N4O2S
2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-3-methyl-1-phenylbutyl]acetamide
—— N-[(1R)-3-methyl-1-phenylbutyl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C22H25N3O2S
N-[(1R)-3-methyl-1-phenylbutyl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (2R)-N-[(3-fluorophenyl)methyl]-N-methyl-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C20H20FN3O2S
(2R)-N-[(3-fluorophenyl)methyl]-N-methyl-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide