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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
—— 4-oxopentyl (2S)-2-phenylsulfanylpropanoate —— C14H18O3S
4-oxopentyl (2S)-2-phenylsulfanylpropanoate
—— propyl (2S)-2-phenylsulfanylpropanoate —— C12H16O2S
propyl (2S)-2-phenylsulfanylpropanoate
—— (2R)-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]-3-methyl-N-[(1S,2R)-2-methylcyclohexyl]butanamide —— C18H32N4O2S
(2R)-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]-3-methyl-N-[(1S,2R)-2-methylcyclohexyl]butanamide
—— 4-oxopentyl (2R)-2-phenylsulfanylpropanoate —— C14H18O3S
4-oxopentyl (2R)-2-phenylsulfanylpropanoate
—— (2R)-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]-3-methyl-N-[(1R,2S)-2-methylcyclohexyl]butanamide —— C18H32N4O2S
(2R)-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]-3-methyl-N-[(1R,2S)-2-methylcyclohexyl]butanamide
—— (2R)-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]-3-methyl-N-[(1R,2R)-2-methylcyclohexyl]butanamide —— C18H32N4O2S
(2R)-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]-3-methyl-N-[(1R,2R)-2-methylcyclohexyl]butanamide
—— (2R)-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]-3-methyl-N-[(1S,2S)-2-methylcyclohexyl]butanamide —— C18H32N4O2S
(2R)-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]-3-methyl-N-[(1S,2S)-2-methylcyclohexyl]butanamide
—— propyl (2R)-2-phenylsulfanylpropanoate —— C12H16O2S
propyl (2R)-2-phenylsulfanylpropanoate
—— N,N-dimethyl-N'-[5-(2-nitrophenyl)sulfanyl-1,3-thiazol-2-yl]methanimidamide —— C12H12N4O2S2
N,N-dimethyl-N'-[5-(2-nitrophenyl)sulfanyl-1,3-thiazol-2-yl]methanimidamide
—— N-[(E)-ethylideneamino]-2-[[5-[2-[(2E)-2-ethylidenehydrazinyl]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C10H14N6O2S3
N-[(E)-ethylideneamino]-2-[[5-[2-[(2E)-2-ethylidenehydrazinyl]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[(5-{[(3-chlorophenyl)amino]methyl}-4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]-N'-[(E)-(2-fluorophenyl)methylidene]acetohydrazide —— C19H18ClFN6OS
2-[(5-{[(3-chlorophenyl)amino]methyl}-4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]-N'-[(E)-(2-fluorophenyl)methylidene]acetohydrazide
—— (2R)-N-[[(1R,6S)-2,6-dimethylcyclohex-2-en-1-yl]methyl]-2-[(S)-methylsulfinyl]propan-1-amine —— C13H25NOS
(2R)-N-[[(1R,6S)-2,6-dimethylcyclohex-2-en-1-yl]methyl]-2-[(S)-methylsulfinyl]propan-1-amine
—— (2R)-N-[[(1R,6R)-2,6-dimethylcyclohex-2-en-1-yl]methyl]-2-[(S)-methylsulfinyl]propan-1-amine —— C13H25NOS
(2R)-N-[[(1R,6R)-2,6-dimethylcyclohex-2-en-1-yl]methyl]-2-[(S)-methylsulfinyl]propan-1-amine
—— N-[(E)-(3-nitrophenyl)methylideneamino]-6-(2-nitrophenyl)sulfanyl-5-phenylthieno[2,3-d]pyrimidin-4-amine —— C25H16N6O4S2
N-[(E)-(3-nitrophenyl)methylideneamino]-6-(2-nitrophenyl)sulfanyl-5-phenylthieno[2,3-d]pyrimidin-4-amine
—— 2,6-di-tert-butyl-4-({2,3,5-trifluoro-6-[(2Z)-2-(3-fluorobenzylidene)hydrazinyl]pyridin-4-yl}sulfanyl)phenol —— C26H27F4N3OS
2,6-di-tert-butyl-4-({2,3,5-trifluoro-6-[(2Z)-2-(3-fluorobenzylidene)hydrazinyl]pyridin-4-yl}sulfanyl)phenol
—— methyl (Z)-3-(4-chloro-2-phenylsulfanyl-1,3-thiazol-5-yl)-2-cyanoprop-2-enoate —— C14H9ClN2O2S2
methyl (Z)-3-(4-chloro-2-phenylsulfanyl-1,3-thiazol-5-yl)-2-cyanoprop-2-enoate
—— N-[(E)-[2-(1,3-benzothiazol-2-ylsulfanyl)-4-oxopyrido[1,2-a]pyrimidin-3-yl]methylideneamino]-4-nitrobenzamide —— C23H14N6O4S2
N-[(E)-[2-(1,3-benzothiazol-2-ylsulfanyl)-4-oxopyrido[1,2-a]pyrimidin-3-yl]methylideneamino]-4-nitrobenzamide
—— 2-(4,6-dimethoxypyrimidin-2-yl)sulfanyl-N-[(E)-[4-(dimethylamino)phenyl]methylideneamino]acetamide —— C17H21N5O3S
2-(4,6-dimethoxypyrimidin-2-yl)sulfanyl-N-[(E)-[4-(dimethylamino)phenyl]methylideneamino]acetamide
—— N-[(1R)-1-(5-ethyl-1,3-thiazol-2-yl)ethyl]-6-methylsulfanylpyrazin-2-amine —— C12H16N4S2
N-[(1R)-1-(5-ethyl-1,3-thiazol-2-yl)ethyl]-6-methylsulfanylpyrazin-2-amine
—— N-methyl-6-methylsulfanyl-N-[[(2R)-oxan-2-yl]methyl]pyrazin-2-amine —— C12H19N3OS
N-methyl-6-methylsulfanyl-N-[[(2R)-oxan-2-yl]methyl]pyrazin-2-amine
—— 2-methyl-N-[(3S)-1-(6-methylsulfanylpyrazin-2-yl)piperidin-3-yl]propanamide —— C14H22N4OS
2-methyl-N-[(3S)-1-(6-methylsulfanylpyrazin-2-yl)piperidin-3-yl]propanamide
—— 2-methyl-N-[(3R)-1-(6-methylsulfanylpyrazin-2-yl)piperidin-3-yl]propanamide —— C14H22N4OS
2-methyl-N-[(3R)-1-(6-methylsulfanylpyrazin-2-yl)piperidin-3-yl]propanamide
—— N-[(2S)-2-[(3S)-3-methylmorpholin-4-yl]propyl]-6-methylsulfanylpyrazin-2-amine —— C13H22N4OS
N-[(2S)-2-[(3S)-3-methylmorpholin-4-yl]propyl]-6-methylsulfanylpyrazin-2-amine
—— N-[(1S)-1-(5-ethyl-1,3-thiazol-2-yl)ethyl]-6-methylsulfanylpyrazin-2-amine —— C12H16N4S2
N-[(1S)-1-(5-ethyl-1,3-thiazol-2-yl)ethyl]-6-methylsulfanylpyrazin-2-amine
—— 2-[(2E)-2-{2-[(4-chlorophenyl)sulfanyl]benzylidene}hydrazinyl]-4-(morpholin-4-yl)-6-(piperidin-1-yl)-1,3,5-triazine —— C25H28ClN7OS
2-[(2E)-2-{2-[(4-chlorophenyl)sulfanyl]benzylidene}hydrazinyl]-4-(morpholin-4-yl)-6-(piperidin-1-yl)-1,3,5-triazine
—— N-[(E)-(3-bromophenyl)methylideneamino]-3-phenylsulfanylpropanamide —— C16H15BrN2OS
N-[(E)-(3-bromophenyl)methylideneamino]-3-phenylsulfanylpropanamide
—— 6-[(2E)-2-{2-[(4-chlorophenyl)sulfanyl]benzylidene}hydrazinyl]-N,N'-diphenyl-1,3,5-triazine-2,4-diamine —— C28H22ClN7S
6-[(2E)-2-{2-[(4-chlorophenyl)sulfanyl]benzylidene}hydrazinyl]-N,N'-diphenyl-1,3,5-triazine-2,4-diamine
—— 2,2,2-trifluoro-N-[(E)-(2-methoxy-5-methylsulfanylthiophen-3-yl)methylideneamino]acetamide —— C9H9F3N2O2S2
2,2,2-trifluoro-N-[(E)-(2-methoxy-5-methylsulfanylthiophen-3-yl)methylideneamino]acetamide
—— 2-{[4-allyl-5-(4-toluidinomethyl)-4H-1,2,4-triazol-3-yl]sulfanyl}-N'-(3-bromobenzylidene)propanohydrazide —— C23H25BrN6OS
2-{[4-allyl-5-(4-toluidinomethyl)-4H-1,2,4-triazol-3-yl]sulfanyl}-N'-(3-bromobenzylidene)propanohydrazide
—— 4-[(E)-[3-[(E)-[(E)-[5-[4-(difluoromethylsulfanyl)phenyl]furan-2-yl]methylidenehydrazinylidene]methyl]-2-morpholin-4-ylcyclopent-2-en-1-ylidene]methyl]-N,N-diethylaniline —— C33H36F2N4O2S
4-[(E)-[3-[(E)-[(E)-[5-[4-(difluoromethylsulfanyl)phenyl]furan-2-yl]methylidenehydrazinylidene]methyl]-2-morpholin-4-ylcyclopent-2-en-1-ylidene]methyl]-N,N-diethylaniline
—— (5R)-3-phenyl-5-(pyridin-4-ylsulfanylmethyl)-1,3-oxazolidin-2-one —— C15H14N2O2S
(5R)-3-phenyl-5-(pyridin-4-ylsulfanylmethyl)-1,3-oxazolidin-2-one
—— (5S)-3-phenyl-5-(pyridin-4-ylsulfanylmethyl)-1,3-oxazolidin-2-one —— C15H14N2O2S
(5S)-3-phenyl-5-(pyridin-4-ylsulfanylmethyl)-1,3-oxazolidin-2-one
—— N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]benzenesulfonamide —— C17H15N5O4S2
N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]benzenesulfonamide
—— N-[(E)-benzylideneamino]-2-(5-methoxypyrimidin-2-yl)sulfanylacetamide —— C14H14N4O2S
N-[(E)-benzylideneamino]-2-(5-methoxypyrimidin-2-yl)sulfanylacetamide
—— 3-Nitro-N'-{(E)-[4-oxo-2-(2-pyrimidinylsulfanyl)-4H-pyrido[1,2-A]pyrimidin-3-YL]methylidene}benzohydrazide —— C20H13N7O4S
3-Nitro-N'-{(E)-[4-oxo-2-(2-pyrimidinylsulfanyl)-4H-pyrido[1,2-A]pyrimidin-3-YL]methylidene}benzohydrazide
—— (2R)-N-cyclohexyl-3-methyl-2-[[5-(methylsulfanylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]butanamide —— C15H25N3O2S2
(2R)-N-cyclohexyl-3-methyl-2-[[5-(methylsulfanylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]butanamide
—— (2R)-N-cyclohexyl-3-methyl-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]butanamide —— C22H31N3O2S
(2R)-N-cyclohexyl-3-methyl-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]butanamide
—— (2R)-3-methyl-N-[(1S,2S)-2-methylcyclohexyl]-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]butanamide —— C23H33N3O2S
(2R)-3-methyl-N-[(1S,2S)-2-methylcyclohexyl]-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]butanamide
—— (2R)-N-cyclohexyl-3-methyl-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]butanamide —— C22H31N3O2S
(2R)-N-cyclohexyl-3-methyl-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]butanamide
—— (2R)-N-cyclohexyl-3-methyl-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]butanamide —— C16H24N6O2S
(2R)-N-cyclohexyl-3-methyl-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]butanamide
—— (2S)-N-cyclopentyl-3-methyl-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]butanamide —— C21H29N3O2S
(2S)-N-cyclopentyl-3-methyl-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]butanamide
—— (2R)-N-[(2-fluorophenyl)methyl]-3-methyl-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]butanamide —— C17H19FN6O2S
(2R)-N-[(2-fluorophenyl)methyl]-3-methyl-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]butanamide
—— (2R)-3-methyl-N-[(1R,2S)-2-methylcyclohexyl]-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]butanamide —— C23H33N3O2S
(2R)-3-methyl-N-[(1R,2S)-2-methylcyclohexyl]-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]butanamide
—— (2R)-3-methyl-N-[(1S,2S)-2-methylcyclohexyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]butanamide —— C19H26N4O2S
(2R)-3-methyl-N-[(1S,2S)-2-methylcyclohexyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]butanamide
—— (2R)-N-[(2-fluorophenyl)methyl]-3-methyl-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]butanamide —— C23H26FN3O2S
(2R)-N-[(2-fluorophenyl)methyl]-3-methyl-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]butanamide
—— (2S)-N-cyclopentyl-3-methyl-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]butanamide —— C21H29N3O2S
(2S)-N-cyclopentyl-3-methyl-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]butanamide
—— (2S)-N-cycloheptyl-3-methyl-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]butanamide —— C23H33N3O2S
(2S)-N-cycloheptyl-3-methyl-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]butanamide
—— (2R)-N-cyclopentyl-3-methyl-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]butanamide —— C21H29N3O2S
(2R)-N-cyclopentyl-3-methyl-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]butanamide
—— (2R)-N-cyclopentyl-3-methyl-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]butanamide —— C21H29N3O2S
(2R)-N-cyclopentyl-3-methyl-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]butanamide
—— (2S)-N-[(2-fluorophenyl)methyl]-3-methyl-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]butanamide —— C17H19FN6O2S
(2S)-N-[(2-fluorophenyl)methyl]-3-methyl-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]butanamide