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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
—— (2S)-2-(hydroxymethyl)-2-methyl-3-methylsulfanylpropanal —— C6H12O2S
(2S)-2-(hydroxymethyl)-2-methyl-3-methylsulfanylpropanal
—— (2R)-2-sulfanylpropanal —— C3H6OS
(2R)-2-sulfanylpropanal
—— 3-[(7-nitro-2,1,3-benzothiadiazol-5-yl)sulfanyl]-5-(propan-2-yl)-5H-[1,2,4]triazino[5,6-b]indole —— C18H13N7O2S2
3-[(7-nitro-2,1,3-benzothiadiazol-5-yl)sulfanyl]-5-(propan-2-yl)-5H-[1,2,4]triazino[5,6-b]indole
—— 3-N-[(E)-(4-methylsulfanylphenyl)methylideneamino]-1,2,4-triazole-3,4-diamine —— C10H12N6S
3-N-[(E)-(4-methylsulfanylphenyl)methylideneamino]-1,2,4-triazole-3,4-diamine
—— [(Z)-4-(5-fluoro-2-hydroxyphenyl)sulfanylbut-1-enyl]phosphonic acid —— C10H12FO4PS
[(Z)-4-(5-fluoro-2-hydroxyphenyl)sulfanylbut-1-enyl]phosphonic acid
—— (4Z)-4-[[6-methoxy-2-(4-methylphenyl)sulfanylquinolin-3-yl]methylidene]-2-(4-methoxyphenyl)-1,3-oxazol-5-one —— C28H22N2O4S
(4Z)-4-[[6-methoxy-2-(4-methylphenyl)sulfanylquinolin-3-yl]methylidene]-2-(4-methoxyphenyl)-1,3-oxazol-5-one
—— (1R,3R)-N,3-dimethyl-N-[(1Z)-3,4,4-trichloro-2-nitro-1-phenylsulfanylbuta-1,3-dienyl]cyclohexan-1-amine —— C18H21Cl3N2O2S
(1R,3R)-N,3-dimethyl-N-[(1Z)-3,4,4-trichloro-2-nitro-1-phenylsulfanylbuta-1,3-dienyl]cyclohexan-1-amine
—— 4-methyl-3-[[(2S)-oxolan-2-yl]methylsulfanyl]-1,2,4-triazole —— C8H13N3OS
4-methyl-3-[[(2S)-oxolan-2-yl]methylsulfanyl]-1,2,4-triazole
—— 3-[methyl-[(2R)-2-(5-nitropyridin-2-yl)sulfanylpropanoyl]amino]propanoic acid —— C12H15N3O5S
3-[methyl-[(2R)-2-(5-nitropyridin-2-yl)sulfanylpropanoyl]amino]propanoic acid
—— (4S)-4,8,8-trimethylnonane-4-thiol —— C12H26S
(4S)-4,8,8-trimethylnonane-4-thiol
—— (4R)-4,8,8-trimethylnonane-4-thiol —— C12H26S
(4R)-4,8,8-trimethylnonane-4-thiol
—— (Z,4R)-4-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-1-(dimethylamino)pent-1-en-3-one —— C13H14ClF3N2OS
(Z,4R)-4-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-1-(dimethylamino)pent-1-en-3-one
—— 1-[(3R,3aR,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C24H20N4O5S
1-[(3R,3aR,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— 4-hydroxy-2-[(Z)-2-[4-(4-methylphenyl)sulfanylphenyl]ethenyl]-5-nitro-1H-pyrimidin-6-one —— C19H15N3O4S
4-hydroxy-2-[(Z)-2-[4-(4-methylphenyl)sulfanylphenyl]ethenyl]-5-nitro-1H-pyrimidin-6-one
—— (5Z)-2-[(2S)-2-(2-hydroxyethyl)piperidin-1-yl]-5-[(4-methylsulfanylphenyl)methylidene]-1,3-thiazol-4-one —— C18H22N2O2S2
(5Z)-2-[(2S)-2-(2-hydroxyethyl)piperidin-1-yl]-5-[(4-methylsulfanylphenyl)methylidene]-1,3-thiazol-4-one
—— (5Z)-2-[(2R)-2-(2-hydroxyethyl)piperidin-1-yl]-5-[(4-methylsulfanylphenyl)methylidene]-1,3-thiazol-4-one —— C18H22N2O2S2
(5Z)-2-[(2R)-2-(2-hydroxyethyl)piperidin-1-yl]-5-[(4-methylsulfanylphenyl)methylidene]-1,3-thiazol-4-one
—— 3-[(5-Thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propan-1-amine —— C9H11N3OS2
3-[(5-Thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propan-1-amine
—— 3-[(5-Pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propan-1-amine —— C10H12N4OS
3-[(5-Pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propan-1-amine
—— 3-[(5-Pyridin-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propan-1-amine —— C10H12N4OS
3-[(5-Pyridin-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propan-1-amine
—— 3-[[5-(Furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]propan-1-amine —— C10H14N4OS
3-[[5-(Furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]propan-1-amine
—— 1-[(3R,3aS,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C21H21N5O3S
1-[(3R,3aS,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— (Z)-2-(1H-benzimidazol-2-yl)-3-[5-(4-chlorophenyl)sulfanylfuran-2-yl]prop-2-enenitrile —— C20H12ClN3OS
(Z)-2-(1H-benzimidazol-2-yl)-3-[5-(4-chlorophenyl)sulfanylfuran-2-yl]prop-2-enenitrile
—— 1-(3-bromophenyl)-3-(2-methylsulfanylphenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]azepine —— C20H20BrN3S
1-(3-bromophenyl)-3-(2-methylsulfanylphenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]azepine
—— dizinc;(2Z)-2-[(4-ethyl-3,5-dimethylpyrrol-1-id-2-yl)methylidene]-4-[5-[(Z)-(4-ethyl-3,5-dimethylpyrrol-2-ylidene)methyl]-2,4-dimethylpyrrol-1-id-3-yl]sulfanyl-3,5-dimethylpyrrole —— C60H72N8S2Zn2
dizinc;(2Z)-2-[(4-ethyl-3,5-dimethylpyrrol-1-id-2-yl)methylidene]-4-[5-[(Z)-(4-ethyl-3,5-dimethylpyrrol-2-ylidene)methyl]-2,4-dimethylpyrrol-1-id-3-yl]sulfanyl-3,5-dimethylpyrrole
—— ethyl 4-(6'-amino-4'-oxo-2'-pyrimidinethio)-3-aminocrotonate 78974-61-5 C10H14N4O3S
ethyl 4-(6'-amino-4'-oxo-2'-pyrimidinethio)-3-aminocrotonate
—— (2S)-2-(2,5-dimethylphenyl)sulfanyl-3-methylbutanoyl chloride —— C13H17ClOS
(2S)-2-(2,5-dimethylphenyl)sulfanyl-3-methylbutanoyl chloride
—— propan-2-yl (2Z)-7-methyl-5-(4-methylsulfanylphenyl)-2-[(4-methylsulfanylphenyl)methylidene]-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C26H26N2O3S3
propan-2-yl (2Z)-7-methyl-5-(4-methylsulfanylphenyl)-2-[(4-methylsulfanylphenyl)methylidene]-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— (5Z)-5-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-3-(4-nitrophenyl)-2-sulfanylidene-1,3-thiazolidin-4-one —— C20H11ClN2O4S3
(5Z)-5-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-3-(4-nitrophenyl)-2-sulfanylidene-1,3-thiazolidin-4-one
—— (2R)-2-(2,5-dimethylphenyl)sulfanyl-3-methylbutanoyl chloride —— C13H17ClOS
(2R)-2-(2,5-dimethylphenyl)sulfanyl-3-methylbutanoyl chloride
—— (2R)-2-(2,4-dimethylphenyl)sulfanyl-3-methylbutanamide —— C13H19NOS
(2R)-2-(2,4-dimethylphenyl)sulfanyl-3-methylbutanamide
—— (2R)-2-(3,5-dimethylphenyl)sulfanylpropanoyl chloride —— C11H13ClOS
(2R)-2-(3,5-dimethylphenyl)sulfanylpropanoyl chloride
—— (2S)-3-methyl-2-phenylsulfanylbutanoyl chloride —— C11H13ClOS
(2S)-3-methyl-2-phenylsulfanylbutanoyl chloride
—— (2R)-3-methyl-2-phenylsulfanylbutanoyl chloride —— C11H13ClOS
(2R)-3-methyl-2-phenylsulfanylbutanoyl chloride
—— (2R)-3-methyl-2-(2-methylphenyl)sulfanylbutanoyl chloride —— C12H15ClOS
(2R)-3-methyl-2-(2-methylphenyl)sulfanylbutanoyl chloride
—— (2S)-2-phenylsulfanylpropanoyl chloride —— C9H9ClOS
(2S)-2-phenylsulfanylpropanoyl chloride
—— (2S)-2-(2,4-dimethylphenyl)sulfanylpropanoyl chloride —— C11H13ClOS
(2S)-2-(2,4-dimethylphenyl)sulfanylpropanoyl chloride
—— (2R)-2-(3-chlorophenyl)sulfanylpropanamide —— C9H10ClNOS
(2R)-2-(3-chlorophenyl)sulfanylpropanamide
—— (2S)-3-methyl-2-(3-methylphenyl)sulfanylbutanoyl chloride —— C12H15ClOS
(2S)-3-methyl-2-(3-methylphenyl)sulfanylbutanoyl chloride
—— (2R)-3-methyl-2-phenylsulfanylbutanamide —— C11H15NOS
(2R)-3-methyl-2-phenylsulfanylbutanamide
—— (2R)-2-phenylsulfanylpropanoyl chloride —— C9H9ClOS
(2R)-2-phenylsulfanylpropanoyl chloride
—— (2S)-3-methyl-2-(2-methylphenyl)sulfanylbutanamide —— C12H17NOS
(2S)-3-methyl-2-(2-methylphenyl)sulfanylbutanamide
—— [(E)-1-(4-phenylsulfanylphenyl)ethylideneamino] 4-chlorobenzoate —— C21H16ClNO2S
[(E)-1-(4-phenylsulfanylphenyl)ethylideneamino] 4-chlorobenzoate
—— (2R)-2-(2-methylphenyl)sulfanylpropanoyl chloride —— C10H11ClOS
(2R)-2-(2-methylphenyl)sulfanylpropanoyl chloride
—— ethyl (2Z)-2-[(5-bromothiophen-2-yl)methylidene]-7-methyl-5-[4-(methylsulfanyl)phenyl]-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C22H19BrN2O3S3
ethyl (2Z)-2-[(5-bromothiophen-2-yl)methylidene]-7-methyl-5-[4-(methylsulfanyl)phenyl]-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— N-[(Z)-(3-bromophenyl)methylideneamino]-2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetamide —— C15H15BrN4OS
N-[(Z)-(3-bromophenyl)methylideneamino]-2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetamide
—— 2-[(4,6-Dimethylpyrimidin-2-YL)sulfanyl]-N'-[(Z)-(2-fluorophenyl)methylidene]acetohydrazide —— C15H15FN4OS
2-[(4,6-Dimethylpyrimidin-2-YL)sulfanyl]-N'-[(Z)-(2-fluorophenyl)methylidene]acetohydrazide
—— 3-{[(2-methyl-1,3-thiazol-4-yl)methyl]sulfanyl}-5-[(E)-2-(phenylamino)ethenyl]-1,2-thiazole-4-carbonitrile —— C17H14N4S3
3-{[(2-methyl-1,3-thiazol-4-yl)methyl]sulfanyl}-5-[(E)-2-(phenylamino)ethenyl]-1,2-thiazole-4-carbonitrile
—— (2S)-N-[(E)-(4-bromo-5-methylfuran-2-yl)methylideneamino]-2-phenylsulfanylpropanamide —— C15H15BrN2O2S
(2S)-N-[(E)-(4-bromo-5-methylfuran-2-yl)methylideneamino]-2-phenylsulfanylpropanamide
—— (Z)-2-(benzenesulfonyl)-3-[2-(4-chlorophenyl)sulfanyl-5-nitrophenyl]prop-2-enenitrile —— C21H13ClN2O4S2
(Z)-2-(benzenesulfonyl)-3-[2-(4-chlorophenyl)sulfanyl-5-nitrophenyl]prop-2-enenitrile
—— [(Z)-(3-nitro-4-quinolin-8-ylsulfanylphenyl)methylideneamino]thiourea —— C17H13N5O2S2
[(Z)-(3-nitro-4-quinolin-8-ylsulfanylphenyl)methylideneamino]thiourea