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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)-2-amino-3-(1H-1,2,4-triazol-5-ylsulfanyl)propanenitrile —— C5H7N5S
(2R)-2-amino-3-(1H-1,2,4-triazol-5-ylsulfanyl)propanenitrile
—— 2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(2-fluorophenyl)ethyl]-N-methylacetamide —— C21H23FN4OS
2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(2-fluorophenyl)ethyl]-N-methylacetamide
—— (2R)-2-amino-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanenitrile —— C6H8N4S2
(2R)-2-amino-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanenitrile
—— methyl 2,4-dimethyl-5-[(2R)-2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylpropanoyl]-1H-pyrrole-3-carboxylate —— C17H17F3N2O3S
methyl 2,4-dimethyl-5-[(2R)-2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylpropanoyl]-1H-pyrrole-3-carboxylate
—— (2S)-2-amino-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanenitrile —— C6H8N4S2
(2S)-2-amino-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanenitrile
—— N-[(1R)-1-(4-methylphenyl)ethyl]-2-pyridin-4-ylsulfanylacetamide —— C16H18N2OS
N-[(1R)-1-(4-methylphenyl)ethyl]-2-pyridin-4-ylsulfanylacetamide
—— (2S)-2-amino-3-(2-chlorophenyl)sulfanylpropanenitrile —— C9H9ClN2S
(2S)-2-amino-3-(2-chlorophenyl)sulfanylpropanenitrile
—— (2S)-2-amino-3-pyrimidin-2-ylsulfanylpropanenitrile —— C7H8N4S
(2S)-2-amino-3-pyrimidin-2-ylsulfanylpropanenitrile
—— (2R)-2-amino-3-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanenitrile —— C6H9N5S
(2R)-2-amino-3-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanenitrile
—— (2R)-2-amino-3-[(6-methyl-4-oxo-1H-pyrimidin-2-yl)sulfanyl]propanenitrile —— C8H10N4OS
(2R)-2-amino-3-[(6-methyl-4-oxo-1H-pyrimidin-2-yl)sulfanyl]propanenitrile
—— (2S)-2-amino-3-(2,5-difluorophenyl)sulfanylpropanenitrile —— C9H8F2N2S
(2S)-2-amino-3-(2,5-difluorophenyl)sulfanylpropanenitrile
—— (2R)-2-amino-3-phenylsulfanylpropanenitrile —— C9H10N2S
(2R)-2-amino-3-phenylsulfanylpropanenitrile
—— (2R)-2-amino-3-(3,4-difluorophenyl)sulfanylpropanenitrile —— C9H8F2N2S
(2R)-2-amino-3-(3,4-difluorophenyl)sulfanylpropanenitrile
—— 3-(3,4-dimethylphenyl)sulfanyl-N-[(R)-phenyl(pyridin-2-yl)methyl]propanamide —— C23H24N2OS
3-(3,4-dimethylphenyl)sulfanyl-N-[(R)-phenyl(pyridin-2-yl)methyl]propanamide
—— (2R)-2-amino-3-(4-chlorophenyl)sulfanylpropanenitrile —— C9H9ClN2S
(2R)-2-amino-3-(4-chlorophenyl)sulfanylpropanenitrile
—— (2S)-2-amino-3-(1-methyltetrazol-5-yl)sulfanylpropanenitrile —— C5H8N6S
(2S)-2-amino-3-(1-methyltetrazol-5-yl)sulfanylpropanenitrile
—— (2S)-2-amino-2-methyl-3-(5-methylpyrimidin-2-yl)sulfanylpropanenitrile —— C9H12N4S
(2S)-2-amino-2-methyl-3-(5-methylpyrimidin-2-yl)sulfanylpropanenitrile
—— (2S)-2-amino-2-methyl-3-[(5-methyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanenitrile —— C7H11N5S
(2S)-2-amino-2-methyl-3-[(5-methyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanenitrile
—— (2S)-2-amino-2-methyl-3-(2-methylphenyl)sulfanylpropanenitrile —— C11H14N2S
(2S)-2-amino-2-methyl-3-(2-methylphenyl)sulfanylpropanenitrile
—— (2S)-2-amino-2-methyl-3-(3-methylphenyl)sulfanylpropanenitrile —— C11H14N2S
(2S)-2-amino-2-methyl-3-(3-methylphenyl)sulfanylpropanenitrile
—— N,N-dimethyl-4-[(11R)-3-methyl-7,10-dithia-1,2,4,5-tetrazatricyclo[6.3.0.02,6]undeca-3,5,8-trien-11-yl]aniline —— C14H15N5S2
N,N-dimethyl-4-[(11R)-3-methyl-7,10-dithia-1,2,4,5-tetrazatricyclo[6.3.0.02,6]undeca-3,5,8-trien-11-yl]aniline
—— (2R)-2-amino-3-(2,4-difluorophenyl)sulfanyl-2-methylpropanenitrile —— C10H10F2N2S
(2R)-2-amino-3-(2,4-difluorophenyl)sulfanyl-2-methylpropanenitrile
—— (2S)-2-amino-2-methyl-3-[(6-methyl-4-oxo-1H-pyrimidin-2-yl)sulfanyl]propanenitrile —— C9H12N4OS
(2S)-2-amino-2-methyl-3-[(6-methyl-4-oxo-1H-pyrimidin-2-yl)sulfanyl]propanenitrile
—— (2R)-2-amino-2-methyl-3-[(6-methyl-4-oxo-1H-pyrimidin-2-yl)sulfanyl]propanenitrile —— C9H12N4OS
(2R)-2-amino-2-methyl-3-[(6-methyl-4-oxo-1H-pyrimidin-2-yl)sulfanyl]propanenitrile
—— (2S)-2-amino-2-methyl-3-phenylsulfanylpropanenitrile —— C10H12N2S
(2S)-2-amino-2-methyl-3-phenylsulfanylpropanenitrile
—— (2R)-2-amino-3-(3,4-difluorophenyl)sulfanyl-2-methylpropanenitrile —— C10H10F2N2S
(2R)-2-amino-3-(3,4-difluorophenyl)sulfanyl-2-methylpropanenitrile
—— (2R)-2-amino-2-methyl-3-(1,3,4-thiadiazol-2-ylsulfanyl)propanenitrile —— C6H8N4S2
(2R)-2-amino-2-methyl-3-(1,3,4-thiadiazol-2-ylsulfanyl)propanenitrile
—— (2S)-2-amino-3-(3,4-difluorophenyl)sulfanyl-2-methylpropanenitrile —— C10H10F2N2S
(2S)-2-amino-3-(3,4-difluorophenyl)sulfanyl-2-methylpropanenitrile
—— N-[(1R,3S)-3-methylcyclohexyl]-2-phenylsulfanylacetamide —— C15H21NOS
N-[(1R,3S)-3-methylcyclohexyl]-2-phenylsulfanylacetamide
—— (4'R,5'S)-4',5'-dimethylspiro[1,3-dithiolane-2,3'-2,5,6,7-tetrahydro-1H-indene]-4'-carbaldehyde —— C14H20OS2
(4'R,5'S)-4',5'-dimethylspiro[1,3-dithiolane-2,3'-2,5,6,7-tetrahydro-1H-indene]-4'-carbaldehyde
—— methyl (2S)-2-methyl-2-phenylsulfanyloctanoate —— C16H24O2S
methyl (2S)-2-methyl-2-phenylsulfanyloctanoate
—— [(2R)-2-methylbut-3-enyl]sulfanylbenzene —— C11H14S
[(2R)-2-methylbut-3-enyl]sulfanylbenzene
—— [(2S)-2-methylbut-3-enyl]sulfanylbenzene —— C11H14S
[(2S)-2-methylbut-3-enyl]sulfanylbenzene
—— methyl (2R)-2-methyl-2-phenylsulfanyloctanoate —— C16H24O2S
methyl (2R)-2-methyl-2-phenylsulfanyloctanoate
—— (1S,6S)-7lambda6-thiabicyclo[4.2.0]oct-3-ene 7,7-dioxide —— C7H10O2S
(1S,6S)-7lambda6-thiabicyclo[4.2.0]oct-3-ene 7,7-dioxide
—— 2-[2-[4-[3-[4-[(4-Chlorophenyl)methyl]piperazin-1-yl]propoxy]phenyl]sulfanylphenyl]acetic acid —— C28H31ClN2O3S
2-[2-[4-[3-[4-[(4-Chlorophenyl)methyl]piperazin-1-yl]propoxy]phenyl]sulfanylphenyl]acetic acid
—— (3R)-3-[[4-amino-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-3-(4-methylphenyl)-1-thiophen-2-ylpropan-1-one —— C21H20N4OS3
(3R)-3-[[4-amino-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-3-(4-methylphenyl)-1-thiophen-2-ylpropan-1-one
—— (4S)-4-bromo-4,5-dihydrothiepine 1,1-dioxide —— C6H7BrO2S
(4S)-4-bromo-4,5-dihydrothiepine 1,1-dioxide
—— (2R)-N-(3-imidazol-1-ylpropyl)-2-phenylsulfanylpropanamide —— C15H19N3OS
(2R)-N-(3-imidazol-1-ylpropyl)-2-phenylsulfanylpropanamide
—— ethyl (2S,3S)-3-methoxy-4,4-dimethyl-1,1-dioxothietane-2-carboxylate —— C9H16O5S
ethyl (2S,3S)-3-methoxy-4,4-dimethyl-1,1-dioxothietane-2-carboxylate
—— (1S,2R)-1-cyclopropylsulfonyl-2-[(2-methylpropan-2-yl)oxy]cyclopropane —— C10H18O3S
(1S,2R)-1-cyclopropylsulfonyl-2-[(2-methylpropan-2-yl)oxy]cyclopropane
—— (3R,7R)-4,6-dioxatricyclo[7.1.1.03,7]undecane-5-thione —— C9H12O2S
(3R,7R)-4,6-dioxatricyclo[7.1.1.03,7]undecane-5-thione
—— ethyl (2R,3S)-3-(dimethylamino)-4,4-dimethyl-1,1-dioxothietane-2-carboxylate —— C10H19NO4S
ethyl (2R,3S)-3-(dimethylamino)-4,4-dimethyl-1,1-dioxothietane-2-carboxylate
—— (2S)-N-[(2-chlorophenyl)methyl]-2-(5-methylpyridin-2-yl)sulfanylpropanamide —— C16H17ClN2OS
(2S)-N-[(2-chlorophenyl)methyl]-2-(5-methylpyridin-2-yl)sulfanylpropanamide
—— (2R)-N-[(4-methylphenyl)methyl]-2-(5-methylpyridin-2-yl)sulfanylpropanamide —— C17H20N2OS
(2R)-N-[(4-methylphenyl)methyl]-2-(5-methylpyridin-2-yl)sulfanylpropanamide
—— (2S)-N-[(4-methylphenyl)methyl]-2-(5-methylpyridin-2-yl)sulfanylpropanamide —— C17H20N2OS
(2S)-N-[(4-methylphenyl)methyl]-2-(5-methylpyridin-2-yl)sulfanylpropanamide
—— ethyl (2R,3R)-3-methoxy-4,4-dimethyl-1,1-dioxothietane-2-carboxylate —— C9H16O5S
ethyl (2R,3R)-3-methoxy-4,4-dimethyl-1,1-dioxothietane-2-carboxylate
—— 4-chloro-6-[[5-(4-methoxyphenyl)-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]pyrimidin-2-amine —— C18H19ClN6O2S
4-chloro-6-[[5-(4-methoxyphenyl)-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]pyrimidin-2-amine
—— (3Z)-N,N-dimethyl-2,4-bis(methylsulfonyl)cycloocta-1,3-dien-1-amine —— C12H21NO4S2
(3Z)-N,N-dimethyl-2,4-bis(methylsulfonyl)cycloocta-1,3-dien-1-amine
—— ethyl (2S,3S)-3-(dimethylamino)-4,4-dimethyl-1,1-dioxothietane-2-carboxylate —— C10H19NO4S
ethyl (2S,3S)-3-(dimethylamino)-4,4-dimethyl-1,1-dioxothietane-2-carboxylate