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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
—— (2R)-1-(2-aminophenyl)sulfanylpropan-2-ol —— C9H13NOS
(2R)-1-(2-aminophenyl)sulfanylpropan-2-ol
—— (2S)-2-(6-methyl-2-methylsulfanyl-4-oxo-1H-pyrimidin-5-yl)propanoic acid —— C9H12N2O3S
(2S)-2-(6-methyl-2-methylsulfanyl-4-oxo-1H-pyrimidin-5-yl)propanoic acid
—— (5E)-5-[(5-benzylsulfanylfuran-2-yl)methylidene]-3-methyl-2-sulfanylidene-1,3-thiazolidin-4-one —— C16H13NO2S3
(5E)-5-[(5-benzylsulfanylfuran-2-yl)methylidene]-3-methyl-2-sulfanylidene-1,3-thiazolidin-4-one
—— (3R)-3-(phenylsulfanylmethyl)piperidine —— C12H17NS
(3R)-3-(phenylsulfanylmethyl)piperidine
—— (3R)-3-(4-methylphenyl)sulfanylpyrrolidine —— C11H15NS
(3R)-3-(4-methylphenyl)sulfanylpyrrolidine
—— (2R)-2-(6-methyl-2-methylsulfanyl-4-oxo-1H-pyrimidin-5-yl)propanoic acid —— C9H12N2O3S
(2R)-2-(6-methyl-2-methylsulfanyl-4-oxo-1H-pyrimidin-5-yl)propanoic acid
—— 1-isothiocyanato-9-[(R)-methylsulfinyl]nonane —— C11H21NOS2
1-isothiocyanato-9-[(R)-methylsulfinyl]nonane
—— [(2R)-2-ethylhexoxy]methanedithioic acid —— C9H18OS2
[(2R)-2-ethylhexoxy]methanedithioic acid
—— (E)-1-[(S)-ethylsulfinyl]-3-[(S)-prop-2-enylsulfinyl]prop-1-ene —— C8H14O2S2
(E)-1-[(S)-ethylsulfinyl]-3-[(S)-prop-2-enylsulfinyl]prop-1-ene
—— (E)-1-[(S)-prop-2-enylsulfinyl]-3-[(R)-prop-2-enylsulfinyl]prop-1-ene —— C9H14O2S2
(E)-1-[(S)-prop-2-enylsulfinyl]-3-[(R)-prop-2-enylsulfinyl]prop-1-ene
—— 1-[(S)-[(E)-3-[(R)-prop-2-enylsulfinyl]prop-1-enyl]sulfinyl]pentane —— C11H20O2S2
1-[(S)-[(E)-3-[(R)-prop-2-enylsulfinyl]prop-1-enyl]sulfinyl]pentane
—— 1-[(S)-[(E)-3-[(S)-prop-2-enylsulfinyl]prop-1-enyl]sulfinyl]butane —— C10H18O2S2
1-[(S)-[(E)-3-[(S)-prop-2-enylsulfinyl]prop-1-enyl]sulfinyl]butane
—— (E)-1,3-bis[(S)-prop-2-enylsulfinyl]prop-1-ene —— C9H14O2S2
(E)-1,3-bis[(S)-prop-2-enylsulfinyl]prop-1-ene
—— 1-[(R)-[(E)-3-[(R)-prop-2-enylsulfinyl]prop-1-enyl]sulfinyl]pentane —— C11H20O2S2
1-[(R)-[(E)-3-[(R)-prop-2-enylsulfinyl]prop-1-enyl]sulfinyl]pentane
—— ethyl 2-[[(7Z)-3-cyano-4-(furan-2-yl)-7-(furan-2-ylmethylidene)-5,6-dihydrocyclopenta[b]pyridin-2-yl]sulfanyl]acetate —— C22H18N2O4S
ethyl 2-[[(7Z)-3-cyano-4-(furan-2-yl)-7-(furan-2-ylmethylidene)-5,6-dihydrocyclopenta[b]pyridin-2-yl]sulfanyl]acetate
—— (Z)-1-(4-phenylsulfanylphenyl)-3-thiophen-2-ylprop-2-en-1-one —— C19H14OS2
(Z)-1-(4-phenylsulfanylphenyl)-3-thiophen-2-ylprop-2-en-1-one
—— (5R)-2-[(2E)-2-[(3-bromophenyl)methylidene]hydrazinyl]-5-[[4-(difluoromethylsulfanyl)phenyl]methyl]-1,3-thiazol-4-one —— C18H14BrF2N3OS2
(5R)-2-[(2E)-2-[(3-bromophenyl)methylidene]hydrazinyl]-5-[[4-(difluoromethylsulfanyl)phenyl]methyl]-1,3-thiazol-4-one
—— (5S)-2-[(2E)-2-[(3-bromophenyl)methylidene]hydrazinyl]-5-[[4-(difluoromethylsulfanyl)phenyl]methyl]-1,3-thiazol-4-one —— C18H14BrF2N3OS2
(5S)-2-[(2E)-2-[(3-bromophenyl)methylidene]hydrazinyl]-5-[[4-(difluoromethylsulfanyl)phenyl]methyl]-1,3-thiazol-4-one
—— (2Z)-5-nitro-2-(3-oxo-1-benzothiophen-2-ylidene)-1-benzothiophen-3-one —— C16H7NO4S2
(2Z)-5-nitro-2-(3-oxo-1-benzothiophen-2-ylidene)-1-benzothiophen-3-one
—— (1R)-1-[5-[(4-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]ethanamine —— C11H12FN3OS
(1R)-1-[5-[(4-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]ethanamine
—— (1R)-2-[2-(dimethylamino)ethoxy]-1-(4-methylsulfanylphenyl)ethanol —— C13H21NO2S
(1R)-2-[2-(dimethylamino)ethoxy]-1-(4-methylsulfanylphenyl)ethanol
—— (1S)-2-[2-(dimethylamino)ethoxy]-1-(4-methylsulfanylphenyl)ethanol —— C13H21NO2S
(1S)-2-[2-(dimethylamino)ethoxy]-1-(4-methylsulfanylphenyl)ethanol
—— (2R)-1-[2-(3,4-dimethoxyphenyl)sulfanylphenyl]-N,N-dimethylpropan-2-amine —— C19H25NO2S
(2R)-1-[2-(3,4-dimethoxyphenyl)sulfanylphenyl]-N,N-dimethylpropan-2-amine
—— 4-[(6R)-2-fluoro-8-(trifluoromethylsulfanyl)-6H-benzo[b][4,1]benzoxathiepin-6-yl]-1-methylpiperidine —— C20H19F4NOS2
4-[(6R)-2-fluoro-8-(trifluoromethylsulfanyl)-6H-benzo[b][4,1]benzoxathiepin-6-yl]-1-methylpiperidine
—— 2-[[4-benzyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide —— C21H24N4O3S
2-[[4-benzyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide
—— (5S)-2-[(2E)-2-[[5-(2-chlorophenyl)furan-2-yl]methylidene]hydrazinyl]-5-[[4-(difluoromethylsulfanyl)phenyl]methyl]-1,3-thiazol-4-one —— C22H16ClF2N3O2S2
(5S)-2-[(2E)-2-[[5-(2-chlorophenyl)furan-2-yl]methylidene]hydrazinyl]-5-[[4-(difluoromethylsulfanyl)phenyl]methyl]-1,3-thiazol-4-one
—— (5R)-2-[(2E)-2-[[5-(2-chlorophenyl)furan-2-yl]methylidene]hydrazinyl]-5-[[4-(difluoromethylsulfanyl)phenyl]methyl]-1,3-thiazol-4-one —— C22H16ClF2N3O2S2
(5R)-2-[(2E)-2-[[5-(2-chlorophenyl)furan-2-yl]methylidene]hydrazinyl]-5-[[4-(difluoromethylsulfanyl)phenyl]methyl]-1,3-thiazol-4-one
—— (Z)-3-(1,3-benzothiazol-2-yl)-4-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]but-3-enoic acid —— C21H16N4O4S2
(Z)-3-(1,3-benzothiazol-2-yl)-4-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]but-3-enoic acid
—— 3-(4-chlorophenyl)sulfanyl-N-[(2S)-1-methoxypropan-2-yl]propanamide —— C13H18ClNO2S
3-(4-chlorophenyl)sulfanyl-N-[(2S)-1-methoxypropan-2-yl]propanamide
—— (1R)-1-(5-benzylsulfanyl-1,3,4-oxadiazol-2-yl)ethanamine —— C11H13N3OS
(1R)-1-(5-benzylsulfanyl-1,3,4-oxadiazol-2-yl)ethanamine
—— Diethylaminosulfanylcarbothioyl(diethyl)azanium —— C9H21N2S2+
Diethylaminosulfanylcarbothioyl(diethyl)azanium
—— (Z)-2-(1H-benzimidazol-2-yl)-3-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]prop-2-enenitrile —— C20H14N6O2S
(Z)-2-(1H-benzimidazol-2-yl)-3-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]prop-2-enenitrile
—— (6E)-5-imino-3-methylsulfanyl-6-[(4-methylsulfanylphenyl)methylidene]-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one —— C14H12N4OS3
(6E)-5-imino-3-methylsulfanyl-6-[(4-methylsulfanylphenyl)methylidene]-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one
—— 2-[(Z)-2-(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)ethenyl]-5,6,7,8-tetrahydro-3H-[1]benzothiolo[2,3-d]pyrimidin-4-one —— C22H17N5O3S2
2-[(Z)-2-(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)ethenyl]-5,6,7,8-tetrahydro-3H-[1]benzothiolo[2,3-d]pyrimidin-4-one
—— (2S)-2-[[5-[(3-chloroanilino)methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(E)-(5-methylfuran-2-yl)methylideneamino]propanamide —— C19H21ClN6O2S
(2S)-2-[[5-[(3-chloroanilino)methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(E)-(5-methylfuran-2-yl)methylideneamino]propanamide
—— 4-(4-methylphenyl)-2-[(Z)-2-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]ethenyl]-1,3-thiazole —— C25H20N2O2S2
4-(4-methylphenyl)-2-[(Z)-2-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]ethenyl]-1,3-thiazole
—— CHS2, β —— CHS2
CHS2, β
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-chlorophenyl)sulfanylmethyl]-N-[(E)-[(Z)-3-(furan-2-yl)-2-methylprop-2-enylidene]amino]triazole-4-carboxamide —— C20H17ClN8O3S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-chlorophenyl)sulfanylmethyl]-N-[(E)-[(Z)-3-(furan-2-yl)-2-methylprop-2-enylidene]amino]triazole-4-carboxamide
—— 3-(4-chlorophenyl)sulfanyl-N-[(2R)-2-ethylhexyl]propanamide —— C17H26ClNOS
3-(4-chlorophenyl)sulfanyl-N-[(2R)-2-ethylhexyl]propanamide
—— 2-[[5-[(1S)-1-(3-chloroanilino)ethyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(E)-[4-(diethylamino)phenyl]methylideneamino]acetamide —— C24H30ClN7OS
2-[[5-[(1S)-1-(3-chloroanilino)ethyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(E)-[4-(diethylamino)phenyl]methylideneamino]acetamide
—— (Z)-N-(3-chlorophenyl)-3-[5-(4-chlorophenyl)sulfanylfuran-2-yl]-2-cyanoprop-2-enamide —— C20H12Cl2N2O2S
(Z)-N-(3-chlorophenyl)-3-[5-(4-chlorophenyl)sulfanylfuran-2-yl]-2-cyanoprop-2-enamide
—— (2R)-2-(2-methylphenyl)sulfanyloxane —— C12H16OS
(2R)-2-(2-methylphenyl)sulfanyloxane
—— 2-Amino-6-{[(2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)methyl]sulfanyl}pyridine-3,5-dicarbonitrile —— C12H8N6O2S
2-Amino-6-{[(2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)methyl]sulfanyl}pyridine-3,5-dicarbonitrile
—— (NE)-N-[[4-bromo-2,5-bis(methylsulfanyl)thiophen-3-yl]methylidene]hydroxylamine —— C7H8BrNOS3
(NE)-N-[[4-bromo-2,5-bis(methylsulfanyl)thiophen-3-yl]methylidene]hydroxylamine
—— (3S)-2,3-dimethylpentane-3-thiol —— C7H16S
(3S)-2,3-dimethylpentane-3-thiol
—— [(Z)-[4-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanylmethyl]thiophen-2-yl]methylideneamino]urea —— C9H10N6OS3
[(Z)-[4-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanylmethyl]thiophen-2-yl]methylideneamino]urea
—— 5-methyl-3-[(7-nitro-2,1,3-benzothiadiazol-5-yl)sulfanyl]-5H-[1,2,4]triazino[5,6-b]indole —— C16H9N7O2S2
5-methyl-3-[(7-nitro-2,1,3-benzothiadiazol-5-yl)sulfanyl]-5H-[1,2,4]triazino[5,6-b]indole
—— 2-[(2S)-2-methylbut-3-enyl]sulfanylethanol —— C7H14OS
2-[(2S)-2-methylbut-3-enyl]sulfanylethanol
—— (4R,6S)-2,4,6-trimethylnonane-4-thiol —— C12H26S
(4R,6S)-2,4,6-trimethylnonane-4-thiol
—— 2-({2-[4-(Adamantan-1-YL)piperazin-1-YL]-2-oxoethyl}sulfanyl)-6-amino-3,4-dihydropyrimidin-4-one —— C20H29N5O2S
2-({2-[4-(Adamantan-1-YL)piperazin-1-YL]-2-oxoethyl}sulfanyl)-6-amino-3,4-dihydropyrimidin-4-one