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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
—— 2-[(2S)-1-aminopropan-2-yl]sulfanyl-4-oxo-6-propyl-1H-pyrimidine-5-carbonitrile —— C11H16N4OS
2-[(2S)-1-aminopropan-2-yl]sulfanyl-4-oxo-6-propyl-1H-pyrimidine-5-carbonitrile
—— 2-[(2R)-2-cyanopropyl]sulfanyl-4-oxo-6-propyl-1H-pyrimidine-5-carbonitrile —— C12H14N4OS
2-[(2R)-2-cyanopropyl]sulfanyl-4-oxo-6-propyl-1H-pyrimidine-5-carbonitrile
—— 1-[(1S)-1-(5-bromo-2-phenylsulfanylphenyl)ethyl]-4-methylpiperazine-1,4-diium —— C19H25BrN2S+2
1-[(1S)-1-(5-bromo-2-phenylsulfanylphenyl)ethyl]-4-methylpiperazine-1,4-diium
—— 2-[(2S)-2-cyanopropyl]sulfanyl-6-(furan-2-yl)-4-oxo-1H-pyrimidine-5-carbonitrile —— C13H10N4O2S
2-[(2S)-2-cyanopropyl]sulfanyl-6-(furan-2-yl)-4-oxo-1H-pyrimidine-5-carbonitrile
—— (2R)-2-[[5-cyano-6-(furan-2-yl)-4-oxo-1H-pyrimidin-2-yl]sulfanyl]propanoic acid —— C12H9N3O4S
(2R)-2-[[5-cyano-6-(furan-2-yl)-4-oxo-1H-pyrimidin-2-yl]sulfanyl]propanoic acid
—— (2S)-2-[[5-cyano-6-(furan-2-yl)-4-oxo-1H-pyrimidin-2-yl]sulfanyl]propanoic acid —— C12H9N3O4S
(2S)-2-[[5-cyano-6-(furan-2-yl)-4-oxo-1H-pyrimidin-2-yl]sulfanyl]propanoic acid
—— 1-[(1R)-1-(5-bromo-2-phenylsulfanylphenyl)ethyl]-4-methylpiperazine-1,4-diium —— C19H25BrN2S+2
1-[(1R)-1-(5-bromo-2-phenylsulfanylphenyl)ethyl]-4-methylpiperazine-1,4-diium
—— (2S)-2-[[5-cyano-6-(furan-2-yl)-4-oxo-1H-pyrimidin-2-yl]sulfanyl]butanoic acid —— C13H11N3O4S
(2S)-2-[[5-cyano-6-(furan-2-yl)-4-oxo-1H-pyrimidin-2-yl]sulfanyl]butanoic acid
—— 1-Methyl-4-[2-[2-(trifluoromethyl)phenyl]sulfanylphenoxy]piperidin-1-ium —— C19H21F3NOS+
1-Methyl-4-[2-[2-(trifluoromethyl)phenyl]sulfanylphenoxy]piperidin-1-ium
—— (2R)-2-[[5-cyano-6-(furan-2-yl)-4-oxo-1H-pyrimidin-2-yl]sulfanyl]butanoic acid —— C13H11N3O4S
(2R)-2-[[5-cyano-6-(furan-2-yl)-4-oxo-1H-pyrimidin-2-yl]sulfanyl]butanoic acid
—— Dimethyl-[[5-[(6-methyl-2-morpholin-4-ylpyrimidin-4-yl)sulfanylmethyl]-2-sulfanylidene-1,3,4-oxadiazol-3-yl]methyl]azanium —— C15H23N6O2S2+
Dimethyl-[[5-[(6-methyl-2-morpholin-4-ylpyrimidin-4-yl)sulfanylmethyl]-2-sulfanylidene-1,3,4-oxadiazol-3-yl]methyl]azanium
—— 1-(4-Ethylpiperazin-4-ium-1-yl)-2-(4-methylphenyl)sulfanylethanone —— C15H23N2OS+
1-(4-Ethylpiperazin-4-ium-1-yl)-2-(4-methylphenyl)sulfanylethanone
—— 3-Cyclohexyl-5-[(4-fluorophenyl)methylsulfanyl]-4-prop-2-enyl-1,2,4-triazole —— C18H22FN3S
3-Cyclohexyl-5-[(4-fluorophenyl)methylsulfanyl]-4-prop-2-enyl-1,2,4-triazole
—— 2-[(4-Methylphenyl)sulfanyl]propanoate 17431-98-0 C10H11O2S-
2-[(4-Methylphenyl)sulfanyl]propanoate
—— N-cyclohexyl-N-ethyl-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C17H24N4O2S
N-cyclohexyl-N-ethyl-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 4-(dimethylamino)-7,7-dimethyl-8,9a-dihydro-6H-pyrimido[4,5-b][1,4]benzothiazin-9-one —— C14H18N4OS
4-(dimethylamino)-7,7-dimethyl-8,9a-dihydro-6H-pyrimido[4,5-b][1,4]benzothiazin-9-one
—— (2R)-N-cyclohexyl-N-methyl-2-[[5-(2,2,2-trifluoroethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C14H21F3N4OS2
(2R)-N-cyclohexyl-N-methyl-2-[[5-(2,2,2-trifluoroethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-cyclohexyl-N-methyl-2-[[5-(2,2,2-trifluoroethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C14H21F3N4OS2
(2S)-N-cyclohexyl-N-methyl-2-[[5-(2,2,2-trifluoroethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2S)-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N,N,3-trimethylbutanamide —— C15H18ClN3O2S
(2S)-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N,N,3-trimethylbutanamide
—— (2S)-N-benzyl-2-[[5-(2,2,2-trifluoroethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]butanamide —— C15H17F3N4OS2
(2S)-N-benzyl-2-[[5-(2,2,2-trifluoroethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]butanamide
—— 2-(4-bromo-2-methylphenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N',N'-dimethylacetohydrazide —— C15H21BrN2O3S2
2-(4-bromo-2-methylphenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N',N'-dimethylacetohydrazide
—— (2R)-N-benzyl-2-[[5-(2,2,2-trifluoroethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]butanamide —— C15H17F3N4OS2
(2R)-N-benzyl-2-[[5-(2,2,2-trifluoroethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]butanamide
—— (2S,3S)-4-imino-2-phenyl-1,5-dithiaspiro[5.5]undecane-3-carbonitrile —— C16H18N2S2
(2S,3S)-4-imino-2-phenyl-1,5-dithiaspiro[5.5]undecane-3-carbonitrile
—— 3-(4-chlorophenyl)sulfanyl-N-cyclopropyl-N-[(3S)-1,1-dioxothiolan-3-yl]propanamide —— C16H20ClNO3S2
3-(4-chlorophenyl)sulfanyl-N-cyclopropyl-N-[(3S)-1,1-dioxothiolan-3-yl]propanamide
—— 2-(2,5-dimethylphenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]-N',N'-dimethylacetohydrazide —— C16H24N2O3S2
2-(2,5-dimethylphenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]-N',N'-dimethylacetohydrazide
—— (2S)-N-tert-butyl-2-[[5-(2,2,2-trifluoroethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C11H17F3N4OS2
(2S)-N-tert-butyl-2-[[5-(2,2,2-trifluoroethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 2-methylsulfanyl-5-[(2R)-pyrrolidin-1-ium-2-yl]-1,3,4-oxadiazole —— C7H12N3OS+
2-methylsulfanyl-5-[(2R)-pyrrolidin-1-ium-2-yl]-1,3,4-oxadiazole
—— 2-[5-[(2,5-Dimethylphenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]ethylazanium —— C13H18N3OS+
2-[5-[(2,5-Dimethylphenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]ethylazanium
—— [(1S,2R)-2-methyl-1-(5-methylsulfanyl-1,3,4-oxadiazol-2-yl)butyl]azanium —— C8H16N3OS+
[(1S,2R)-2-methyl-1-(5-methylsulfanyl-1,3,4-oxadiazol-2-yl)butyl]azanium
—— [(1S)-1-[5-[2-(dimethylamino)-2-oxoethyl]sulfanyl-1,3,4-oxadiazol-2-yl]-2-methylpropyl]azanium —— C10H19N4O2S+
[(1S)-1-[5-[2-(dimethylamino)-2-oxoethyl]sulfanyl-1,3,4-oxadiazol-2-yl]-2-methylpropyl]azanium
—— [(1S)-2-methyl-1-(5-methylsulfanyl-1,3,4-oxadiazol-2-yl)propyl]azanium —— C7H14N3OS+
[(1S)-2-methyl-1-(5-methylsulfanyl-1,3,4-oxadiazol-2-yl)propyl]azanium
—— [(1S,2R)-1-[5-[(3-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-2-methylbutyl]azanium —— C14H19FN3OS+
[(1S,2R)-1-[5-[(3-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-2-methylbutyl]azanium
—— [(1S)-1-[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-2-methylpropyl]azanium —— C13H17ClN3OS+
[(1S)-1-[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-2-methylpropyl]azanium
—— 2-[5-(2-Methylprop-2-enylsulfanyl)-1,3,4-oxadiazol-2-yl]ethylazanium —— C8H14N3OS+
2-[5-(2-Methylprop-2-enylsulfanyl)-1,3,4-oxadiazol-2-yl]ethylazanium
—— [(1S)-1-[5-[2-(dimethylamino)-2-oxoethyl]sulfanyl-1,3,4-oxadiazol-2-yl]ethyl]azanium —— C8H15N4O2S+
[(1S)-1-[5-[2-(dimethylamino)-2-oxoethyl]sulfanyl-1,3,4-oxadiazol-2-yl]ethyl]azanium
—— (1S,5S)-6-chloro-7-methylsulfonylbicyclo[3.1.1]heptane —— C8H13ClO2S
(1S,5S)-6-chloro-7-methylsulfonylbicyclo[3.1.1]heptane
—— 3-methylsulfanyl-1-morpholin-4-yl-6,7,8,9-tetrahydro-5H-cyclohepta[c]pyridin-2-ium-4-carbonitrile —— C16H22N3OS+
3-methylsulfanyl-1-morpholin-4-yl-6,7,8,9-tetrahydro-5H-cyclohepta[c]pyridin-2-ium-4-carbonitrile
—— (6S)-2-(dimethylamino)-4-oxo-6,7-dihydro-[1,3]thiazolo[3,2-a][1,3,5]triazine-6-carbonitrile —— C8H9N5OS
(6S)-2-(dimethylamino)-4-oxo-6,7-dihydro-[1,3]thiazolo[3,2-a][1,3,5]triazine-6-carbonitrile
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-3-(2-fluorophenyl)sulfanylpropanamide —— C15H20FNO3S2
N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-3-(2-fluorophenyl)sulfanylpropanamide
—— 4-[(5-Benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)methyl]morpholin-4-ium —— C15H21N4OS+
4-[(5-Benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)methyl]morpholin-4-ium
—— 2-(2-Chloropyridin-3-yl)sulfanylacetate —— C7H5ClNO2S-
2-(2-Chloropyridin-3-yl)sulfanylacetate
—— 4-[[4-Methyl-5-[(4-methylphenyl)methylsulfanyl]-1,2,4-triazol-3-yl]methyl]morpholin-4-ium —— C16H23N4OS+
4-[[4-Methyl-5-[(4-methylphenyl)methylsulfanyl]-1,2,4-triazol-3-yl]methyl]morpholin-4-ium
—— 3-(4-Methylphenyl)sulfanyl-1-(4-methylpiperazin-4-ium-1-yl)propan-1-one —— C15H23N2OS+
3-(4-Methylphenyl)sulfanyl-1-(4-methylpiperazin-4-ium-1-yl)propan-1-one
—— 4-[[4-Methyl-5-[(3-methylphenyl)methylsulfanyl]-1,2,4-triazol-3-yl]methyl]morpholin-4-ium —— C16H23N4OS+
4-[[4-Methyl-5-[(3-methylphenyl)methylsulfanyl]-1,2,4-triazol-3-yl]methyl]morpholin-4-ium
—— 4-[[5-[(4-Chlorophenyl)methylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]methyl]morpholin-4-ium —— C15H20ClN4OS+
4-[[5-[(4-Chlorophenyl)methylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]methyl]morpholin-4-ium
—— 2-(3,4-difluorophenyl)sulfanyl-N-[(2R)-2-phenyl-2-pyrrolidin-1-ylethyl]acetamide —— C20H22F2N2OS
2-(3,4-difluorophenyl)sulfanyl-N-[(2R)-2-phenyl-2-pyrrolidin-1-ylethyl]acetamide
—— (1R,8S)-8,11,11-trimethyl-5-(2-piperidin-1-ium-1-ylethylsulfanyl)-3,4,6-triazatricyclo[6.2.1.02,7]undeca-2(7),3,5-triene —— C18H29N4S+
(1R,8S)-8,11,11-trimethyl-5-(2-piperidin-1-ium-1-ylethylsulfanyl)-3,4,6-triazatricyclo[6.2.1.02,7]undeca-2(7),3,5-triene
—— 2-[[5-(3-Methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetate —— C11H9N2O3S-
2-[[5-(3-Methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetate
—— 2-[[5-(furan-2-yl)-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]acetate —— C13H14N3O4S-
2-[[5-(furan-2-yl)-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]acetate
—— (2R)-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate —— C12H11N2O3S-
(2R)-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate