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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
—— 1-[(3S,3aS,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-(1-methylimidazol-2-yl)sulfanylethanone —— C22H22N4O3S
1-[(3S,3aS,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-(1-methylimidazol-2-yl)sulfanylethanone
—— 2-(4-fluorophenyl)sulfanyl-N-[(1S)-2-morpholin-4-yl-1-phenylethyl]acetamide —— C20H23FN2O2S
2-(4-fluorophenyl)sulfanyl-N-[(1S)-2-morpholin-4-yl-1-phenylethyl]acetamide
—— (2R)-N-methyl-N-(2-pyridin-2-ylethyl)-2-pyridin-2-ylsulfanylpropanamide —— C16H19N3OS
(2R)-N-methyl-N-(2-pyridin-2-ylethyl)-2-pyridin-2-ylsulfanylpropanamide
—— (3S)-3-[(1-ethylimidazol-2-yl)sulfanylmethyl]-1-methylsulfonylpiperidine —— C12H21N3O2S2
(3S)-3-[(1-ethylimidazol-2-yl)sulfanylmethyl]-1-methylsulfonylpiperidine
—— (2R)-3-(4-fluorophenyl)sulfanyl-N-(2-hydroxy-2-methylpropyl)-2-methylpropanamide —— C14H20FNO2S
(2R)-3-(4-fluorophenyl)sulfanyl-N-(2-hydroxy-2-methylpropyl)-2-methylpropanamide
—— 1-[(3S,4S)-1,3-dimethylpiperidin-4-yl]-1-methyl-3-[(1S)-1-(4-methylsulfanylphenyl)ethyl]urea —— C18H29N3OS
1-[(3S,4S)-1,3-dimethylpiperidin-4-yl]-1-methyl-3-[(1S)-1-(4-methylsulfanylphenyl)ethyl]urea
—— (2R)-2-pyridin-2-ylsulfanyl-1-[(2S)-2-(1H-pyrrol-2-yl)pyrrolidin-1-yl]propan-1-one —— C16H19N3OS
(2R)-2-pyridin-2-ylsulfanyl-1-[(2S)-2-(1H-pyrrol-2-yl)pyrrolidin-1-yl]propan-1-one
—— 1-[(3R,3aS,7Z)-3-thiophen-2-yl-7-(thiophen-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-(1-methylimidazol-2-yl)sulfanylethanone —— C22H22N4OS3
1-[(3R,3aS,7Z)-3-thiophen-2-yl-7-(thiophen-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-(1-methylimidazol-2-yl)sulfanylethanone
—— (3R)-3-[(1-ethylimidazol-2-yl)sulfanylmethyl]-1-methylsulfonylpiperidine —— C12H21N3O2S2
(3R)-3-[(1-ethylimidazol-2-yl)sulfanylmethyl]-1-methylsulfonylpiperidine
—— (2S)-2-pyridin-2-ylsulfanyl-1-[(2R)-2-(1H-pyrrol-2-yl)pyrrolidin-1-yl]propan-1-one —— C16H19N3OS
(2S)-2-pyridin-2-ylsulfanyl-1-[(2R)-2-(1H-pyrrol-2-yl)pyrrolidin-1-yl]propan-1-one
—— (2R)-2-pyridin-2-ylsulfanyl-1-[(2R)-2-(1H-pyrrol-2-yl)pyrrolidin-1-yl]propan-1-one —— C16H19N3OS
(2R)-2-pyridin-2-ylsulfanyl-1-[(2R)-2-(1H-pyrrol-2-yl)pyrrolidin-1-yl]propan-1-one
—— (6E)-5-imino-6-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-3-propan-2-ylsulfonyl-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one —— C20H18N4O4S3
(6E)-5-imino-6-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-3-propan-2-ylsulfonyl-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one
—— (6E)-6-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-3-ethylsulfonyl-5-imino-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one —— C18H13ClN4O4S3
(6E)-6-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-3-ethylsulfonyl-5-imino-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one
—— (6E)-3-ethylsulfonyl-5-imino-6-[(4-methylsulfanylphenyl)methylidene]-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one —— C15H14N4O3S3
(6E)-3-ethylsulfonyl-5-imino-6-[(4-methylsulfanylphenyl)methylidene]-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one
—— (6E)-3-ethylsulfonyl-5-imino-6-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one —— C19H16N4O4S3
(6E)-3-ethylsulfonyl-5-imino-6-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one
—— (6E)-5-imino-6-[(4-methylsulfanylphenyl)methylidene]-3-methylsulfonyl-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one —— C14H12N4O3S3
(6E)-5-imino-6-[(4-methylsulfanylphenyl)methylidene]-3-methylsulfonyl-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one
—— (6E)-5-imino-3-methylsulfonyl-6-[(5-phenylsulfanylfuran-2-yl)methylidene]-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one —— C17H12N4O4S3
(6E)-5-imino-3-methylsulfonyl-6-[(5-phenylsulfanylfuran-2-yl)methylidene]-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one
—— 3-(2,2-dimethoxyethylsulfanyl)-1H-1,2,4-triazol-5-amine —— C6H12N4O2S
3-(2,2-dimethoxyethylsulfanyl)-1H-1,2,4-triazol-5-amine
—— (6E)-5-imino-6-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-3-methylsulfonyl-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one —— C18H14N4O4S3
(6E)-5-imino-6-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-3-methylsulfonyl-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one
—— (6E)-6-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-5-imino-3-methylsulfonyl-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one —— C17H11ClN4O4S3
(6E)-6-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-5-imino-3-methylsulfonyl-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one
—— 4-Benzyl-5-(2-phenylethylsulfanyl)-1,2,4-triazol-3-amine —— C17H18N4S
4-Benzyl-5-(2-phenylethylsulfanyl)-1,2,4-triazol-3-amine
—— 2-[3-Amino-5-(cyanomethylsulfanyl)-1,2,4-triazol-4-yl]acetonitrile —— C6H6N6S
2-[3-Amino-5-(cyanomethylsulfanyl)-1,2,4-triazol-4-yl]acetonitrile
—— Methyl 2-[(5-amino-4-benzyl-1,2,4-triazol-3-yl)sulfanyl]acetate —— C12H14N4O2S
Methyl 2-[(5-amino-4-benzyl-1,2,4-triazol-3-yl)sulfanyl]acetate
—— 2-[3-Amino-5-(2-phenylethylsulfanyl)-1,2,4-triazol-4-yl]acetonitrile —— C12H13N5S
2-[3-Amino-5-(2-phenylethylsulfanyl)-1,2,4-triazol-4-yl]acetonitrile
—— 2-[(3R)-3-(1-methylimidazol-2-yl)sulfanyl-2-oxopyrrolidin-1-yl]thiophene-3-carbonitrile —— C13H12N4OS2
2-[(3R)-3-(1-methylimidazol-2-yl)sulfanyl-2-oxopyrrolidin-1-yl]thiophene-3-carbonitrile
—— 2-[(3S)-3-(1-methylimidazol-2-yl)sulfanyl-2-oxopyrrolidin-1-yl]thiophene-3-carbonitrile —— C13H12N4OS2
2-[(3S)-3-(1-methylimidazol-2-yl)sulfanyl-2-oxopyrrolidin-1-yl]thiophene-3-carbonitrile
—— 4-[(2-Chlorophenyl)methyl]-5-methylsulfanyl-1,2,4-triazol-3-amine —— C10H11ClN4S
4-[(2-Chlorophenyl)methyl]-5-methylsulfanyl-1,2,4-triazol-3-amine
—— 2-[(3S)-2-oxo-3-(1,3-thiazol-2-ylsulfanyl)pyrrolidin-1-yl]thiophene-3-carbonitrile —— C12H9N3OS3
2-[(3S)-2-oxo-3-(1,3-thiazol-2-ylsulfanyl)pyrrolidin-1-yl]thiophene-3-carbonitrile
—— 2-[(5-Amino-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]acetonitrile —— C6H9N5S
2-[(5-Amino-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]acetonitrile
—— 5-Benzylsulfanyl-4-propyl-1,2,4-triazol-3-amine —— C12H16N4S
5-Benzylsulfanyl-4-propyl-1,2,4-triazol-3-amine
—— 2-[(3S)-3-[(5-methyl-1H-1,2,4-triazol-3-yl)sulfanyl]-2-oxopyrrolidin-1-yl]thiophene-3-carbonitrile —— C12H11N5OS2
2-[(3S)-3-[(5-methyl-1H-1,2,4-triazol-3-yl)sulfanyl]-2-oxopyrrolidin-1-yl]thiophene-3-carbonitrile
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[2-[(5E)-2,4-dioxo-5-(pyridin-3-ylmethylidene)-1,3-thiazolidin-3-yl]ethyl]acetamide —— C15H14N6O3S3
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[2-[(5E)-2,4-dioxo-5-(pyridin-3-ylmethylidene)-1,3-thiazolidin-3-yl]ethyl]acetamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3S,3aR,7Z)-3-thiophen-2-yl-7-(thiophen-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]ethanone —— C20H19N5OS4
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3S,3aR,7Z)-3-thiophen-2-yl-7-(thiophen-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]ethanone
—— 2-[(3S)-1-(3-cyanothiophen-2-yl)-2-oxopyrrolidin-3-yl]sulfanylpyridine-4-carbonitrile —— C15H10N4OS2
2-[(3S)-1-(3-cyanothiophen-2-yl)-2-oxopyrrolidin-3-yl]sulfanylpyridine-4-carbonitrile
—— 2-[(3R)-1-(3-cyanothiophen-2-yl)-2-oxopyrrolidin-3-yl]sulfanylpyridine-4-carbonitrile —— C15H10N4OS2
2-[(3R)-1-(3-cyanothiophen-2-yl)-2-oxopyrrolidin-3-yl]sulfanylpyridine-4-carbonitrile
—— 4-Ethyl-5-(2-phenylethylsulfanyl)-1,2,4-triazol-3-amine —— C12H16N4S
4-Ethyl-5-(2-phenylethylsulfanyl)-1,2,4-triazol-3-amine
—— 2-[(3R)-2-oxo-3-(1,3-thiazol-2-ylsulfanyl)pyrrolidin-1-yl]thiophene-3-carbonitrile —— C12H9N3OS3
2-[(3R)-2-oxo-3-(1,3-thiazol-2-ylsulfanyl)pyrrolidin-1-yl]thiophene-3-carbonitrile
—— Methyl 2-[(5-amino-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]acetate —— C7H12N4O2S
Methyl 2-[(5-amino-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]acetate
—— 5-[(2-Chlorophenyl)methylsulfanyl]-4-methyl-1,2,4-triazol-3-amine —— C10H11ClN4S
5-[(2-Chlorophenyl)methylsulfanyl]-4-methyl-1,2,4-triazol-3-amine
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3S,3aS,7Z)-3-thiophen-2-yl-7-(thiophen-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]ethanone —— C20H19N5OS4
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3S,3aS,7Z)-3-thiophen-2-yl-7-(thiophen-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]ethanone
—— 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-[(1S)-1-(4-methylphenyl)-2-morpholin-4-ylethyl]propanamide —— C23H32N4O2S
3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-[(1S)-1-(4-methylphenyl)-2-morpholin-4-ylethyl]propanamide
—— N-[(1S)-1-(4-methylphenyl)-2-morpholin-4-ylethyl]-2-phenylsulfanylacetamide —— C21H26N2O2S
N-[(1S)-1-(4-methylphenyl)-2-morpholin-4-ylethyl]-2-phenylsulfanylacetamide
—— N-[(1R)-1-(4-methylphenyl)-2-morpholin-4-ium-4-ylethyl]-2-(2-methylphenyl)sulfanylacetamide —— C22H29N2O2S+
N-[(1R)-1-(4-methylphenyl)-2-morpholin-4-ium-4-ylethyl]-2-(2-methylphenyl)sulfanylacetamide
—— N-[(1R)-1-(4-methylphenyl)-2-morpholin-4-ylethyl]-2-(2-methylphenyl)sulfanylacetamide —— C22H28N2O2S
N-[(1R)-1-(4-methylphenyl)-2-morpholin-4-ylethyl]-2-(2-methylphenyl)sulfanylacetamide
—— N-[(1R)-1-(4-methylphenyl)-2-morpholin-4-ium-4-ylethyl]-2-(4-methylphenyl)sulfanylacetamide —— C22H29N2O2S+
N-[(1R)-1-(4-methylphenyl)-2-morpholin-4-ium-4-ylethyl]-2-(4-methylphenyl)sulfanylacetamide
—— N-[(1S)-1-(4-methylphenyl)-2-morpholin-4-ylethyl]-2-(4-methylphenyl)sulfanylacetamide —— C22H28N2O2S
N-[(1S)-1-(4-methylphenyl)-2-morpholin-4-ylethyl]-2-(4-methylphenyl)sulfanylacetamide
—— 2-(4-fluorophenyl)sulfanyl-N-[(1R)-1-(4-methylphenyl)-2-morpholin-4-ylethyl]acetamide —— C21H25FN2O2S
2-(4-fluorophenyl)sulfanyl-N-[(1R)-1-(4-methylphenyl)-2-morpholin-4-ylethyl]acetamide
—— N-[(1R)-1-(4-methylphenyl)-2-morpholin-4-ylethyl]-2-phenylsulfanylacetamide —— C21H26N2O2S
N-[(1R)-1-(4-methylphenyl)-2-morpholin-4-ylethyl]-2-phenylsulfanylacetamide
—— 2-(4-fluorophenyl)sulfanyl-N-[(1S)-1-(4-methylphenyl)-2-morpholin-4-ium-4-ylethyl]acetamide —— C21H26FN2O2S+
2-(4-fluorophenyl)sulfanyl-N-[(1S)-1-(4-methylphenyl)-2-morpholin-4-ium-4-ylethyl]acetamide
—— 2-(2,5-difluorophenyl)sulfanyl-N-[(1S)-1-(4-methylphenyl)-2-morpholin-4-ium-4-ylethyl]acetamide —— C21H25F2N2O2S+
2-(2,5-difluorophenyl)sulfanyl-N-[(1S)-1-(4-methylphenyl)-2-morpholin-4-ium-4-ylethyl]acetamide