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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-[(5-butylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(3-fluorophenyl)methyl]-N-methylpropanamide —— C17H22FN3OS3
(2S)-2-[(5-butylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(3-fluorophenyl)methyl]-N-methylpropanamide
—— (2R)-N-benzyl-2-[(5-butylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-ethylpropanamide —— C18H25N3OS3
(2R)-N-benzyl-2-[(5-butylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-ethylpropanamide
—— 2-[(5-butylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-cyclohexyl-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide —— C18H29N3O3S4
2-[(5-butylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-cyclohexyl-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide
—— (2S)-N-benzyl-2-[(5-butylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-ethylpropanamide —— C18H25N3OS3
(2S)-N-benzyl-2-[(5-butylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-ethylpropanamide
—— (2S,5R)-5-methyl-2-phenylsulfanyloxolan-3-one —— C11H12O2S
(2S,5R)-5-methyl-2-phenylsulfanyloxolan-3-one
—— (5R)-4,4-dimethyl-5-(phenylsulfanylmethyl)oxolan-2-one —— C13H16O2S
(5R)-4,4-dimethyl-5-(phenylsulfanylmethyl)oxolan-2-one
—— (2S,5S)-5-methyl-2-phenylsulfanyloxolan-3-one —— C11H12O2S
(2S,5S)-5-methyl-2-phenylsulfanyloxolan-3-one
—— (2R,5R)-5-methyl-2-phenylsulfanyloxolan-3-one —— C11H12O2S
(2R,5R)-5-methyl-2-phenylsulfanyloxolan-3-one
—— (5S)-4,4-dimethyl-5-(phenylsulfanylmethyl)oxolan-2-one —— C13H16O2S
(5S)-4,4-dimethyl-5-(phenylsulfanylmethyl)oxolan-2-one
—— (2R,5S)-5-methyl-2-phenylsulfanyloxolan-3-one —— C11H12O2S
(2R,5S)-5-methyl-2-phenylsulfanyloxolan-3-one
—— (2R,3S,4S,5R)-4-methyl-5-pentyl-3-(phenylsulfanylmethyl)oxolan-2-ol —— C17H26O2S
(2R,3S,4S,5R)-4-methyl-5-pentyl-3-(phenylsulfanylmethyl)oxolan-2-ol
—— (2R)-2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-phenylethyl]propanamide —— C20H22N4OS2
(2R)-2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-phenylethyl]propanamide
—— (2S)-2-[(R)-nitro(phenylsulfanyl)methyl]oxolane —— C11H13NO3S
(2S)-2-[(R)-nitro(phenylsulfanyl)methyl]oxolane
—— 2-(4-bromophenyl)-5-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanylmethyl)-1,3,4-oxadiazole —— C16H16BrN5OS
2-(4-bromophenyl)-5-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanylmethyl)-1,3,4-oxadiazole
—— (2R)-2-[(R)-nitro(phenylsulfanyl)methyl]oxolane —— C11H13NO3S
(2R)-2-[(R)-nitro(phenylsulfanyl)methyl]oxolane
—— (2R)-2-[(S)-nitro(phenylsulfanyl)methyl]oxolane —— C11H13NO3S
(2R)-2-[(S)-nitro(phenylsulfanyl)methyl]oxolane
—— (2S)-2-[(S)-nitro(phenylsulfanyl)methyl]oxolane —— C11H13NO3S
(2S)-2-[(S)-nitro(phenylsulfanyl)methyl]oxolane
—— 4-Amino-2-[[5-(furan-2-yl)-1,2-oxazol-3-yl]methylsulfanyl]pyrimidine-5-carbonitrile —— C13H9N5O2S
4-Amino-2-[[5-(furan-2-yl)-1,2-oxazol-3-yl]methylsulfanyl]pyrimidine-5-carbonitrile
—— (2R,3S,4S,5S)-4-methyl-5-pentyl-3-(phenylsulfanylmethyl)oxolan-2-ol —— C17H26O2S
(2R,3S,4S,5S)-4-methyl-5-pentyl-3-(phenylsulfanylmethyl)oxolan-2-ol
—— 2-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanyl-1-(5-phenyl-3,4-dihydropyrazol-2-yl)ethanone —— C17H20N6O2S
2-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanyl-1-(5-phenyl-3,4-dihydropyrazol-2-yl)ethanone
—— (Z)-3-amino-2-[2-[6-(3,5-dimethylpyrazol-1-yl)pyridazin-3-yl]sulfanylacetyl]but-2-enenitrile —— C15H16N6OS
(Z)-3-amino-2-[2-[6-(3,5-dimethylpyrazol-1-yl)pyridazin-3-yl]sulfanylacetyl]but-2-enenitrile
—— (3S,5R)-3-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-5-methyloxolan-2-one —— C13H15N3O2S2
(3S,5R)-3-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-5-methyloxolan-2-one
—— 2-(1-ethyltetrazol-5-yl)sulfanyl-1-[4-[(1S)-1-phenylethyl]piperazin-1-yl]ethanone —— C17H24N6OS
2-(1-ethyltetrazol-5-yl)sulfanyl-1-[4-[(1S)-1-phenylethyl]piperazin-1-yl]ethanone
—— 1-[(3R)-3-(furan-2-yl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C16H15N5O2S3
1-[(3R)-3-(furan-2-yl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— (2R,4S)-4-methyl-2-phenylsulfanylcyclohexan-1-one —— C13H16OS
(2R,4S)-4-methyl-2-phenylsulfanylcyclohexan-1-one
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-propan-2-ylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C13H21N3O3S4
N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-propan-2-ylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— (2R)-2-(4,5-dihydro-1,3-thiazol-2-yl)cyclohexan-1-one —— C9H13NOS
(2R)-2-(4,5-dihydro-1,3-thiazol-2-yl)cyclohexan-1-one
—— N-[[5-[2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetyl]thiophen-2-yl]methyl]acetamide —— C16H20N4O4S2
N-[[5-[2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetyl]thiophen-2-yl]methyl]acetamide
—— (2S)-2-[(E)-2-methyl-3-phenylsulfanylprop-2-enyl]cyclohexan-1-one —— C16H20OS
(2S)-2-[(E)-2-methyl-3-phenylsulfanylprop-2-enyl]cyclohexan-1-one
—— methyl (1S,3R)-3-methoxy-2,2-dimethyl-6-methylidenecyclohexane-1-carbodithioate —— C12H20OS2
methyl (1S,3R)-3-methoxy-2,2-dimethyl-6-methylidenecyclohexane-1-carbodithioate
—— (3R)-3-[(1R)-1-phenylsulfanylbutyl]cyclohexan-1-one —— C16H22OS
(3R)-3-[(1R)-1-phenylsulfanylbutyl]cyclohexan-1-one
—— (3R)-3-methyl-2,2-bis(methylsulfanyl)cyclohexan-1-one —— C9H16OS2
(3R)-3-methyl-2,2-bis(methylsulfanyl)cyclohexan-1-one
—— N-[[5-[2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetyl]thiophen-2-yl]methyl]acetamide —— C16H20N4O4S2
N-[[5-[2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetyl]thiophen-2-yl]methyl]acetamide
—— (3S)-3-[(1S)-1-phenylsulfanylbutyl]cyclohexan-1-one —— C16H22OS
(3S)-3-[(1S)-1-phenylsulfanylbutyl]cyclohexan-1-one
—— 1-[[2-(2,5-Difluorophenyl)sulfanylacetyl]amino]-3-(4-fluorophenyl)thiourea —— C15H12F3N3OS2
1-[[2-(2,5-Difluorophenyl)sulfanylacetyl]amino]-3-(4-fluorophenyl)thiourea
—— (2S)-2-(4,5-dihydro-1,3-thiazol-2-yl)cyclohexan-1-one —— C9H13NOS
(2S)-2-(4,5-dihydro-1,3-thiazol-2-yl)cyclohexan-1-one
—— (2R)-2-[(E)-2-methyl-3-phenylsulfanylprop-2-enyl]cyclohexan-1-one —— C16H20OS
(2R)-2-[(E)-2-methyl-3-phenylsulfanylprop-2-enyl]cyclohexan-1-one
—— (3S)-3-[(1R)-1-phenylsulfanylbutyl]cyclohexan-1-one —— C16H22OS
(3S)-3-[(1R)-1-phenylsulfanylbutyl]cyclohexan-1-one
—— (2S)-2-[(E)-3-phenylsulfanylprop-2-enyl]cyclohexan-1-one —— C15H18OS
(2S)-2-[(E)-3-phenylsulfanylprop-2-enyl]cyclohexan-1-one
—— [(E)-2-[(R)-ethylsulfinyl]-3,3,3-trifluoroprop-1-enyl]cyclohexane —— C11H17F3OS
[(E)-2-[(R)-ethylsulfinyl]-3,3,3-trifluoroprop-1-enyl]cyclohexane
—— 1-(4-Chlorophenyl)-3-[3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoylamino]thiourea —— C17H20ClN5OS2
1-(4-Chlorophenyl)-3-[3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoylamino]thiourea
—— (2R)-2-[(E)-3-phenylsulfanylprop-2-enyl]cyclohexan-1-one —— C15H18OS
(2R)-2-[(E)-3-phenylsulfanylprop-2-enyl]cyclohexan-1-one
—— [(E)-2-[(S)-ethylsulfinyl]-3,3,3-trifluoroprop-1-enyl]cyclohexane —— C11H17F3OS
[(E)-2-[(S)-ethylsulfinyl]-3,3,3-trifluoroprop-1-enyl]cyclohexane
—— Methyl trans-5-methoxy-γ-dithiocyclogeranate —— C12H20OS2
Methyl trans-5-methoxy-γ-dithiocyclogeranate
—— (3R)-3-[(1S)-1-phenylsulfanylbutyl]cyclohexan-1-one —— C16H22OS
(3R)-3-[(1S)-1-phenylsulfanylbutyl]cyclohexan-1-one
—— (2S)-2-[(Z)-3-phenylsulfanylbut-2-enyl]cyclohexan-1-one —— C16H20OS
(2S)-2-[(Z)-3-phenylsulfanylbut-2-enyl]cyclohexan-1-one
—— (2R)-2-[(2S)-2-methylsulfanyl-2-[(S)-methylsulfinyl]ethyl]cyclohexan-1-one —— C10H18O2S2
(2R)-2-[(2S)-2-methylsulfanyl-2-[(S)-methylsulfinyl]ethyl]cyclohexan-1-one
—— (3R)-3-(2-phenyl-1,3-dithian-2-yl)cyclohexan-1-one —— C16H20OS2
(3R)-3-(2-phenyl-1,3-dithian-2-yl)cyclohexan-1-one
—— [(2R)-1-[(3-fluorophenyl)methyl-methylamino]-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate —— C20H21F2NO3S
[(2R)-1-[(3-fluorophenyl)methyl-methylamino]-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate
—— (2S)-2-methyl-2-[(1S)-1-phenylsulfanylbut-3-enyl]cyclohexan-1-one —— C17H22OS
(2S)-2-methyl-2-[(1S)-1-phenylsulfanylbut-3-enyl]cyclohexan-1-one