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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-[2-[(2Z)-2-[[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylidene]hydrazinyl]-5-nitrophenyl]sulfonylpiperidine-4-carboxamide —— C22H23N9O7S2
1-[2-[(2Z)-2-[[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylidene]hydrazinyl]-5-nitrophenyl]sulfonylpiperidine-4-carboxamide
—— N-[(Z)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-2-morpholin-4-ylsulfonyl-4-nitroaniline —— C21H21N7O7S2
N-[(Z)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-2-morpholin-4-ylsulfonyl-4-nitroaniline
—— N-[(Z)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-4-nitro-2-[[(1S,4S)-4,5,5-trimethyl-2-azabicyclo[2.2.1]heptan-2-yl]sulfonyl]aniline —— C26H29N7O6S2
N-[(Z)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-4-nitro-2-[[(1S,4S)-4,5,5-trimethyl-2-azabicyclo[2.2.1]heptan-2-yl]sulfonyl]aniline
—— phenyl (2Z,5S)-2-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-7-methyl-3-oxo-5-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C31H21ClN2O4S2
phenyl (2Z,5S)-2-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-7-methyl-3-oxo-5-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 1-[2-[(2E)-2-[[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylidene]hydrazinyl]-5-nitrophenyl]sulfonylpiperidine-4-carboxamide —— C23H24N8O7S2
1-[2-[(2E)-2-[[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylidene]hydrazinyl]-5-nitrophenyl]sulfonylpiperidine-4-carboxamide
—— N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-4-nitro-2-[[(1S,4S)-4,5,5-trimethyl-2-azabicyclo[2.2.1]heptan-2-yl]sulfonyl]aniline —— C26H29N7O6S2
N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-4-nitro-2-[[(1S,4S)-4,5,5-trimethyl-2-azabicyclo[2.2.1]heptan-2-yl]sulfonyl]aniline
—— N-[(Z)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]-4-nitro-2-[[(1S,4S)-4,5,5-trimethyl-2-azabicyclo[2.2.1]heptan-2-yl]sulfonyl]aniline —— C25H28N8O6S2
N-[(Z)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]-4-nitro-2-[[(1S,4S)-4,5,5-trimethyl-2-azabicyclo[2.2.1]heptan-2-yl]sulfonyl]aniline
—— 1-[2-[(2E)-2-[[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylidene]hydrazinyl]-5-nitrophenyl]sulfonylpiperidine-4-carboxamide —— C22H23N9O7S2
1-[2-[(2E)-2-[[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylidene]hydrazinyl]-5-nitrophenyl]sulfonylpiperidine-4-carboxamide
—— [4-[[(Z)-(5-cyano-4-methyl-2,6-dioxopyridin-3-ylidene)methyl]amino]phenyl] thiocyanate —— C15H10N4O2S
[4-[[(Z)-(5-cyano-4-methyl-2,6-dioxopyridin-3-ylidene)methyl]amino]phenyl] thiocyanate
—— N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-2-(4-methylpiperazin-1-yl)sulfonyl-4-nitroaniline —— C22H24N8O6S2
N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-2-(4-methylpiperazin-1-yl)sulfonyl-4-nitroaniline
—— N-[(E)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]-4-nitro-2-[[(1S,4S)-4,5,5-trimethyl-2-azabicyclo[2.2.1]heptan-2-yl]sulfonyl]aniline —— C25H28N8O6S2
N-[(E)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]-4-nitro-2-[[(1S,4S)-4,5,5-trimethyl-2-azabicyclo[2.2.1]heptan-2-yl]sulfonyl]aniline
—— N-[(Z)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-2-(4-methylpiperazin-1-yl)sulfonyl-4-nitroaniline —— C22H24N8O6S2
N-[(Z)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-2-(4-methylpiperazin-1-yl)sulfonyl-4-nitroaniline
—— N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-4-nitro-2-piperidin-1-ylsulfonylaniline —— C22H23N7O6S2
N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-4-nitro-2-piperidin-1-ylsulfonylaniline
—— (5E)-3-benzyl-5-[(5-nitro-2-phenylsulfanylphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C23H16N2O3S3
(5E)-3-benzyl-5-[(5-nitro-2-phenylsulfanylphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-4-nitro-2-pyrrolidin-1-ylsulfonylaniline —— C21H21N7O6S2
N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-4-nitro-2-pyrrolidin-1-ylsulfonylaniline
—— 1-[2-[(2Z)-2-[[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylidene]hydrazinyl]-5-nitrophenyl]sulfonylpiperidine-4-carboxamide —— C23H24N8O7S2
1-[2-[(2Z)-2-[[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylidene]hydrazinyl]-5-nitrophenyl]sulfonylpiperidine-4-carboxamide
—— N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-2-morpholin-4-ylsulfonyl-4-nitroaniline —— C21H21N7O7S2
N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-2-morpholin-4-ylsulfonyl-4-nitroaniline
—— N-[(Z)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-4-nitro-2-pyrrolidin-1-ylsulfonylaniline —— C21H21N7O6S2
N-[(Z)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-4-nitro-2-pyrrolidin-1-ylsulfonylaniline
—— 1-pyrrolidin-1-yl-2-[[(1S,8S)-8,11,11-trimethyl-3,4,6-triazatricyclo[6.2.1.02,7]undeca-2(7),3,5-trien-5-yl]sulfanyl]ethanone —— C17H24N4OS
1-pyrrolidin-1-yl-2-[[(1S,8S)-8,11,11-trimethyl-3,4,6-triazatricyclo[6.2.1.02,7]undeca-2(7),3,5-trien-5-yl]sulfanyl]ethanone
—— 1-pyrrolidin-1-yl-2-[[(1R,8R)-8,11,11-trimethyl-3,4,6-triazatricyclo[6.2.1.02,7]undeca-2(7),3,5-trien-5-yl]sulfanyl]ethanone —— C17H24N4OS
1-pyrrolidin-1-yl-2-[[(1R,8R)-8,11,11-trimethyl-3,4,6-triazatricyclo[6.2.1.02,7]undeca-2(7),3,5-trien-5-yl]sulfanyl]ethanone
—— (5Z)-3-cyclohexyl-2-cyclohexylimino-5-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-1,3-thiazolidin-4-one —— C27H32N2O2S2
(5Z)-3-cyclohexyl-2-cyclohexylimino-5-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-1,3-thiazolidin-4-one
—— N,N-dimethyl-5-nitro-2-[(2E)-2-[(3-nitro-4-quinolin-8-ylsulfanylphenyl)methylidene]hydrazinyl]benzenesulfonamide —— C24H20N6O6S2
N,N-dimethyl-5-nitro-2-[(2E)-2-[(3-nitro-4-quinolin-8-ylsulfanylphenyl)methylidene]hydrazinyl]benzenesulfonamide
—— N-cyclohexyl-N-methyl-2-[(2E)-2-[[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylidene]hydrazinyl]-5-nitrobenzenesulfonamide —— C24H27N7O6S2
N-cyclohexyl-N-methyl-2-[(2E)-2-[[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylidene]hydrazinyl]-5-nitrobenzenesulfonamide
—— (3R)-3-ethyl-4-sulfanylidenepentane-1,1,2,2-tetracarbonitrile —— C11H10N4S
(3R)-3-ethyl-4-sulfanylidenepentane-1,1,2,2-tetracarbonitrile
—— (3S)-3-ethyl-4-sulfanylidenepentane-1,1,2,2-tetracarbonitrile —— C11H10N4S
(3S)-3-ethyl-4-sulfanylidenepentane-1,1,2,2-tetracarbonitrile
—— N-cyclohexyl-N-methyl-5-nitro-2-[(2E)-2-[(3-nitro-4-quinolin-8-ylsulfanylphenyl)methylidene]hydrazinyl]benzenesulfonamide —— C29H28N6O6S2
N-cyclohexyl-N-methyl-5-nitro-2-[(2E)-2-[(3-nitro-4-quinolin-8-ylsulfanylphenyl)methylidene]hydrazinyl]benzenesulfonamide
—— methyl (3R)-3-(3-bromo-4-fluorophenyl)-3-[6-[(4-chlorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]propanoate —— C22H17BrClFO5S
methyl (3R)-3-(3-bromo-4-fluorophenyl)-3-[6-[(4-chlorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]propanoate
—— N,N-dimethyl-5-nitro-2-[(2Z)-2-[(3-nitro-4-quinolin-8-ylsulfanylphenyl)methylidene]hydrazinyl]benzenesulfonamide —— C24H20N6O6S2
N,N-dimethyl-5-nitro-2-[(2Z)-2-[(3-nitro-4-quinolin-8-ylsulfanylphenyl)methylidene]hydrazinyl]benzenesulfonamide
—— (1E,4E)-1,5-bis(dimethylamino)-2,4-bis(phenylsulfanyl)penta-1,4-dien-3-one —— C21H24N2OS2
(1E,4E)-1,5-bis(dimethylamino)-2,4-bis(phenylsulfanyl)penta-1,4-dien-3-one
—— methyl (3S)-3-(3-bromo-4-fluorophenyl)-3-[6-[(4-chlorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]propanoate —— C22H17BrClFO5S
methyl (3S)-3-(3-bromo-4-fluorophenyl)-3-[6-[(4-chlorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]propanoate
—— (NZ)-N-[2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]cyclododecylidene]hydroxylamine —— C15H25N3OS2
(NZ)-N-[2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]cyclododecylidene]hydroxylamine
—— 2-[(2S)-5-amino-4-cyano-2-methyl-2-propylsulfanylfuran-3-ylidene]propanedinitrile —— C12H12N4OS
2-[(2S)-5-amino-4-cyano-2-methyl-2-propylsulfanylfuran-3-ylidene]propanedinitrile
—— 2-[(2R)-5-amino-4-cyano-2-methyl-2-propylsulfanylfuran-3-ylidene]propanedinitrile —— C12H12N4OS
2-[(2R)-5-amino-4-cyano-2-methyl-2-propylsulfanylfuran-3-ylidene]propanedinitrile
—— (E)-2-(4-chlorophenylthio)nicotinaldehyde O-3,4-dichlorobenzyl oxime —— C19H13Cl3N2OS
(E)-2-(4-chlorophenylthio)nicotinaldehyde O-3,4-dichlorobenzyl oxime
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-{(E)-[4-(diethylamino)phenyl]methylidene}-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole-4-carbohydrazide —— C23H25N9O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-{(E)-[4-(diethylamino)phenyl]methylidene}-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole-4-carbohydrazide
—— 2-[(2R)-5-amino-4-cyano-2-propyl-2-propylsulfanylfuran-3-ylidene]propanedinitrile —— C14H16N4OS
2-[(2R)-5-amino-4-cyano-2-propyl-2-propylsulfanylfuran-3-ylidene]propanedinitrile
—— 2-[(Z)-1-chloro-2-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]ethenyl]-3H-quinazolin-4-one —— C23H16ClN3O3S
2-[(Z)-1-chloro-2-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]ethenyl]-3H-quinazolin-4-one
—— N'-[(5R)-3-cyano-4-(dicyanomethylidene)-5-phenyl-5-propylsulfanylfuran-2-yl]-N,N-dimethylmethanimidamide —— C20H19N5OS
N'-[(5R)-3-cyano-4-(dicyanomethylidene)-5-phenyl-5-propylsulfanylfuran-2-yl]-N,N-dimethylmethanimidamide
—— N'-[(5S)-3-cyano-4-(dicyanomethylidene)-5-phenyl-5-propylsulfanylfuran-2-yl]-N,N-dimethylmethanimidamide —— C20H19N5OS
N'-[(5S)-3-cyano-4-(dicyanomethylidene)-5-phenyl-5-propylsulfanylfuran-2-yl]-N,N-dimethylmethanimidamide
—— (E)-2-cyano-3-[2,5-dimethyl-3-[(2-methylphenyl)sulfanylmethyl]phenyl]prop-2-enethioamide —— C20H20N2S2
(E)-2-cyano-3-[2,5-dimethyl-3-[(2-methylphenyl)sulfanylmethyl]phenyl]prop-2-enethioamide
—— 2-[(2S)-5-amino-4-cyano-2-ethylsulfanyl-2-phenylfuran-3-ylidene]propanedinitrile —— C16H12N4OS
2-[(2S)-5-amino-4-cyano-2-ethylsulfanyl-2-phenylfuran-3-ylidene]propanedinitrile
—— (1S,2R,5R)-2-[4-thiophen-2-yl-6-(trifluoromethyl)pyrimidin-2-yl]sulfanyl-6,8-dioxabicyclo[3.2.1]octan-4-one —— C15H11F3N2O3S2
(1S,2R,5R)-2-[4-thiophen-2-yl-6-(trifluoromethyl)pyrimidin-2-yl]sulfanyl-6,8-dioxabicyclo[3.2.1]octan-4-one
—— 3-[(R)-octylsulfinyl]propanamide —— C11H23NO2S
3-[(R)-octylsulfinyl]propanamide
—— 2-[(R)-dodecylsulfinyl]propane-1,3-diol —— C15H32O3S
2-[(R)-dodecylsulfinyl]propane-1,3-diol
—— 3-[(R)-decylsulfinyl]propanoic acid —— C13H26O3S
3-[(R)-decylsulfinyl]propanoic acid
—— 3-[(S)-octylsulfinyl]propanamide —— C11H23NO2S
3-[(S)-octylsulfinyl]propanamide
—— 1-[(S)-[(2R)-2,3-dichloropropyl]sulfinyl]dodecane —— C15H30Cl2OS
1-[(S)-[(2R)-2,3-dichloropropyl]sulfinyl]dodecane
—— 1-[(R)-[(2R)-2,3-dichloropropyl]sulfinyl]dodecane —— C15H30Cl2OS
1-[(R)-[(2R)-2,3-dichloropropyl]sulfinyl]dodecane
—— 1-[(S)-[(2S)-2,3-dichloropropyl]sulfinyl]dodecane —— C15H30Cl2OS
1-[(S)-[(2S)-2,3-dichloropropyl]sulfinyl]dodecane
—— 3-[(S)-decylsulfinyl]propanoic acid —— C13H26O3S
3-[(S)-decylsulfinyl]propanoic acid