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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-[(7S)-6-(4-methylphenyl)-3-[(2R)-oxolan-2-yl]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetic acid —— C17H18N4O3S
2-[(7S)-6-(4-methylphenyl)-3-[(2R)-oxolan-2-yl]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetic acid
—— 2-[[4-(2-Methoxyethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-5-phenyl-1,3,4-oxadiazole —— C14H15N5O2S
2-[[4-(2-Methoxyethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-5-phenyl-1,3,4-oxadiazole
—— (2S)-2-chloro-N-(2-phenylsulfanylphenyl)propanamide —— C15H14ClNOS
(2S)-2-chloro-N-(2-phenylsulfanylphenyl)propanamide
—— 4-(1-Cyclopropyltetrazol-5-yl)sulfanyl-5-methyl-6-phenylthieno[2,3-d]pyrimidine —— C17H14N6S2
4-(1-Cyclopropyltetrazol-5-yl)sulfanyl-5-methyl-6-phenylthieno[2,3-d]pyrimidine
—— 2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-1-[2,5-dimethyl-1-(1H-1,2,4-triazol-5-yl)pyrrol-3-yl]ethanone —— C19H18N6O2S
2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-1-[2,5-dimethyl-1-(1H-1,2,4-triazol-5-yl)pyrrol-3-yl]ethanone
—— (2S)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]propanamide —— C21H22FN3O2S
(2S)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]propanamide
—— (2R)-N-(2-phenylsulfanylphenyl)-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C22H18N4O2S2
(2R)-N-(2-phenylsulfanylphenyl)-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2R)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]propanamide —— C21H22FN3O2S
(2R)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]propanamide
—— (7S)-7-ethyl-2-(5-nitropyridin-2-yl)sulfanyl-3-phenyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-one —— C23H20N4O3S2
(7S)-7-ethyl-2-(5-nitropyridin-2-yl)sulfanyl-3-phenyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-one
—— (2S)-N-prop-2-enyl-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C13H14N4O2S
(2S)-N-prop-2-enyl-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (7R)-7-ethyl-2-(5-nitropyridin-2-yl)sulfanyl-3-phenyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-one —— C23H20N4O3S2
(7R)-7-ethyl-2-(5-nitropyridin-2-yl)sulfanyl-3-phenyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-one
—— (2R)-N-propyl-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C13H16N4O2S
(2R)-N-propyl-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-(2-phenylsulfanylphenyl)-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C22H18N4O2S2
(2S)-N-(2-phenylsulfanylphenyl)-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-[(4-chlorophenyl)methyl]-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C15H15ClN6O2S
(2S)-N-[(4-chlorophenyl)methyl]-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-propyl-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C13H16N4O2S
(2S)-N-propyl-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (9aS)-3-[(2S)-oxolan-2-yl]-7,8,9,9a-tetrahydro-6H-[1,2,4]triazolo[4,3-b][4,1,2]benzothiadiazine —— C12H16N4OS
(9aS)-3-[(2S)-oxolan-2-yl]-7,8,9,9a-tetrahydro-6H-[1,2,4]triazolo[4,3-b][4,1,2]benzothiadiazine
—— (2R)-N-prop-2-enyl-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C13H14N4O2S
(2R)-N-prop-2-enyl-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2R)-N-[(4-chlorophenyl)methyl]-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C15H15ClN6O2S
(2R)-N-[(4-chlorophenyl)methyl]-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-[(2-chlorophenyl)methyl]-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C15H15ClN6O2S
(2R)-N-[(2-chlorophenyl)methyl]-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-[(4-fluorophenyl)methyl]-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C15H15FN6O2S
(2S)-N-[(4-fluorophenyl)methyl]-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-(2-methylpropyl)-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C14H18N4O2S
(2R)-N-(2-methylpropyl)-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (9aR)-3-[(2R)-oxolan-2-yl]-7,8,9,9a-tetrahydro-6H-[1,2,4]triazolo[4,3-b][4,1,2]benzothiadiazine —— C12H16N4OS
(9aR)-3-[(2R)-oxolan-2-yl]-7,8,9,9a-tetrahydro-6H-[1,2,4]triazolo[4,3-b][4,1,2]benzothiadiazine
—— (2S)-N-[(2-chlorophenyl)methyl]-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C15H15ClN6O2S
(2S)-N-[(2-chlorophenyl)methyl]-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N,N-di(propan-2-yl)-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C16H22N4O2S
(2R)-N,N-di(propan-2-yl)-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2R)-N-[(4-methylphenyl)methyl]-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C16H18N6O2S
(2R)-N-[(4-methylphenyl)methyl]-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-(2-methylpropyl)-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C14H18N4O2S
(2S)-N-(2-methylpropyl)-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N,N-di(propan-2-yl)-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C16H22N4O2S
(2S)-N,N-di(propan-2-yl)-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— 2-[(4-amino-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[(2S)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide —— C14H22N4O4S2
2-[(4-amino-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[(2S)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide
—— 2-[(4-amino-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[(2R)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide —— C14H22N4O4S2
2-[(4-amino-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[(2R)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide
—— N'-[(2S)-2-(4-chlorophenyl)sulfanylpropanoyl]-1H-pyrrole-2-carbohydrazide —— C14H14ClN3O2S
N'-[(2S)-2-(4-chlorophenyl)sulfanylpropanoyl]-1H-pyrrole-2-carbohydrazide
—— (2R)-3-[[4-benzyl-5-(5-bromofuran-2-yl)-1,2,4-triazol-3-yl]sulfanyl]propane-1,2-diol —— C16H16BrN3O3S
(2R)-3-[[4-benzyl-5-(5-bromofuran-2-yl)-1,2,4-triazol-3-yl]sulfanyl]propane-1,2-diol
—— (2S)-3-[[4-benzyl-5-(5-bromofuran-2-yl)-1,2,4-triazol-3-yl]sulfanyl]propane-1,2-diol —— C16H16BrN3O3S
(2S)-3-[[4-benzyl-5-(5-bromofuran-2-yl)-1,2,4-triazol-3-yl]sulfanyl]propane-1,2-diol
—— N'-[(2R)-2-(4-chlorophenyl)sulfanylpropanoyl]-1H-pyrrole-2-carbohydrazide —— C14H14ClN3O2S
N'-[(2R)-2-(4-chlorophenyl)sulfanylpropanoyl]-1H-pyrrole-2-carbohydrazide
—— 1-[2-(4-Chlorophenyl)ethyl]-3-[[2-(2-methylphenyl)sulfanylacetyl]amino]thiourea —— C18H20ClN3OS2
1-[2-(4-Chlorophenyl)ethyl]-3-[[2-(2-methylphenyl)sulfanylacetyl]amino]thiourea
—— (2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]propan-1-one —— C17H24N4O3S
(2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]propan-1-one
—— (2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]propan-1-one —— C17H24N4O3S
(2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]propan-1-one
—— 2-butylsulfanyl-5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazole —— C15H20N2OS
2-butylsulfanyl-5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazole
—— 2-butylsulfanyl-5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazole —— C15H20N2OS
2-butylsulfanyl-5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazole
—— 1-[2-(4-chlorophenyl)ethyl]-3-[[(2R)-2-phenylsulfanylpropanoyl]amino]thiourea —— C18H20ClN3OS2
1-[2-(4-chlorophenyl)ethyl]-3-[[(2R)-2-phenylsulfanylpropanoyl]amino]thiourea
—— 1-[2-(4-Chlorophenyl)ethyl]-3-[3-(4-fluorophenyl)sulfanylpropanoylamino]thiourea —— C18H19ClFN3OS2
1-[2-(4-Chlorophenyl)ethyl]-3-[3-(4-fluorophenyl)sulfanylpropanoylamino]thiourea
—— N-[(2R)-6-methylheptan-2-yl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C17H24N4O2S
N-[(2R)-6-methylheptan-2-yl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-[(2S)-6-methylheptan-2-yl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C17H24N4O2S
N-[(2S)-6-methylheptan-2-yl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— (1S)-2,2-dichloro-N-[3-(4-cyclopentyl-5-methylsulfanyl-1,2,4-triazol-3-yl)propyl]cyclopropane-1-carboxamide —— C15H22Cl2N4OS
(1S)-2,2-dichloro-N-[3-(4-cyclopentyl-5-methylsulfanyl-1,2,4-triazol-3-yl)propyl]cyclopropane-1-carboxamide
—— (1R)-2,2-dichloro-N-[3-(4-cyclopentyl-5-methylsulfanyl-1,2,4-triazol-3-yl)propyl]cyclopropane-1-carboxamide —— C15H22Cl2N4OS
(1R)-2,2-dichloro-N-[3-(4-cyclopentyl-5-methylsulfanyl-1,2,4-triazol-3-yl)propyl]cyclopropane-1-carboxamide
—— 1-[[2-(4-Bromo-2-methylphenyl)sulfanylacetyl]amino]-3-(3-methylbutyl)thiourea —— C15H22BrN3OS2
1-[[2-(4-Bromo-2-methylphenyl)sulfanylacetyl]amino]-3-(3-methylbutyl)thiourea
—— 1-[[2-(3,4-Dimethylphenyl)sulfanylacetyl]amino]-3-(3-methylbutyl)thiourea —— C16H25N3OS2
1-[[2-(3,4-Dimethylphenyl)sulfanylacetyl]amino]-3-(3-methylbutyl)thiourea
—— 1-[3-(4-Chlorophenyl)sulfanylpropanoylamino]-3-(3-methylbutyl)thiourea —— C15H22ClN3OS2
1-[3-(4-Chlorophenyl)sulfanylpropanoylamino]-3-(3-methylbutyl)thiourea
—— 1-[[2-[[5-(4-Fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]amino]-3-(3-methylbutyl)thiourea —— C16H20FN5O2S2
1-[[2-[[5-(4-Fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]amino]-3-(3-methylbutyl)thiourea
—— 1-[[2-(4-Bromophenyl)sulfanylacetyl]amino]-3-(3-methylbutyl)thiourea —— C14H20BrN3OS2
1-[[2-(4-Bromophenyl)sulfanylacetyl]amino]-3-(3-methylbutyl)thiourea
—— 1-[[2-(2,4-Dimethylphenyl)sulfanylacetyl]amino]-3-(3-methylbutyl)thiourea —— C16H25N3OS2
1-[[2-(2,4-Dimethylphenyl)sulfanylacetyl]amino]-3-(3-methylbutyl)thiourea