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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
—— N-[(2R)-2-cyclopropyl-2-hydroxyethyl]-3-phenylsulfanylpropanamide —— C14H19NO2S
N-[(2R)-2-cyclopropyl-2-hydroxyethyl]-3-phenylsulfanylpropanamide
—— (4S)-6-methyl-4-(4-methylsulfanylphenyl)-1-propan-2-yl-2,4-dihydropyrazolo[3,4-d][1,3]thiazin-3-one —— C16H19N3OS2
(4S)-6-methyl-4-(4-methylsulfanylphenyl)-1-propan-2-yl-2,4-dihydropyrazolo[3,4-d][1,3]thiazin-3-one
—— (4R)-6-methyl-4-(4-methylsulfanylphenyl)-1-propan-2-yl-2,4-dihydropyrazolo[3,4-d][1,3]thiazin-3-one —— C16H19N3OS2
(4R)-6-methyl-4-(4-methylsulfanylphenyl)-1-propan-2-yl-2,4-dihydropyrazolo[3,4-d][1,3]thiazin-3-one
—— 3-[(4-chlorophenyl)methyl]-6-(1,3-thiazol-2-yl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine —— C14H10ClN5S2
3-[(4-chlorophenyl)methyl]-6-(1,3-thiazol-2-yl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— 3-benzyl-6-(1,3-thiazol-2-yl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine —— C14H11N5S2
3-benzyl-6-(1,3-thiazol-2-yl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— 6-(1,3-thiazol-2-yl)-3-thiophen-2-yl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine —— C11H7N5S3
6-(1,3-thiazol-2-yl)-3-thiophen-2-yl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— (4S)-1-cyclopentyl-4-(4-methylsulfanylphenyl)-4,5-dihydro-2H-pyrazolo[3,4-b]pyridin-6-one —— C18H21N3OS
(4S)-1-cyclopentyl-4-(4-methylsulfanylphenyl)-4,5-dihydro-2H-pyrazolo[3,4-b]pyridin-6-one
—— (4R)-1-cyclopentyl-4-(4-methylsulfanylphenyl)-4,5-dihydro-2H-pyrazolo[3,4-b]pyridin-6-one —— C18H21N3OS
(4R)-1-cyclopentyl-4-(4-methylsulfanylphenyl)-4,5-dihydro-2H-pyrazolo[3,4-b]pyridin-6-one
—— ethyl (3S)-3-[3-hydroxy-6-(hydroxymethyl)-4-oxopyran-2-yl]-3-(4-methylsulfanylphenyl)propanoate —— C18H20O6S
ethyl (3S)-3-[3-hydroxy-6-(hydroxymethyl)-4-oxopyran-2-yl]-3-(4-methylsulfanylphenyl)propanoate
—— (4R)-1-[(3R)-1,1-dioxothiolan-3-yl]-3-methyl-4-(4-methylsulfanylphenyl)-4,5-dihydro-2H-pyrazolo[3,4-b]pyridin-6-one —— C18H21N3O3S2
(4R)-1-[(3R)-1,1-dioxothiolan-3-yl]-3-methyl-4-(4-methylsulfanylphenyl)-4,5-dihydro-2H-pyrazolo[3,4-b]pyridin-6-one
—— (5R)-5-(4-methylsulfanylphenyl)-1,5-dihydrothieno[3,2-e][1,4]thiazepin-2-one —— C14H13NOS3
(5R)-5-(4-methylsulfanylphenyl)-1,5-dihydrothieno[3,2-e][1,4]thiazepin-2-one
—— (4S)-1-[(3S)-1,1-dioxothiolan-3-yl]-3-methyl-4-(4-methylsulfanylphenyl)-4,5-dihydro-2H-pyrazolo[3,4-b]pyridin-6-one —— C18H21N3O3S2
(4S)-1-[(3S)-1,1-dioxothiolan-3-yl]-3-methyl-4-(4-methylsulfanylphenyl)-4,5-dihydro-2H-pyrazolo[3,4-b]pyridin-6-one
—— (4R)-1-[(3S)-1,1-dioxothiolan-3-yl]-3-methyl-4-(4-methylsulfanylphenyl)-4,5-dihydro-2H-pyrazolo[3,4-b]pyridin-6-one —— C18H21N3O3S2
(4R)-1-[(3S)-1,1-dioxothiolan-3-yl]-3-methyl-4-(4-methylsulfanylphenyl)-4,5-dihydro-2H-pyrazolo[3,4-b]pyridin-6-one
—— (5S)-5-(4-methylsulfanylphenyl)-1,5-dihydrothieno[3,2-e][1,4]thiazepin-2-one —— C14H13NOS3
(5S)-5-(4-methylsulfanylphenyl)-1,5-dihydrothieno[3,2-e][1,4]thiazepin-2-one
—— ethyl (3R)-3-[3-hydroxy-6-(hydroxymethyl)-4-oxopyran-2-yl]-3-(4-methylsulfanylphenyl)propanoate —— C18H20O6S
ethyl (3R)-3-[3-hydroxy-6-(hydroxymethyl)-4-oxopyran-2-yl]-3-(4-methylsulfanylphenyl)propanoate
—— (4S)-4-(4-methylsulfanylphenyl)-1-propan-2-yl-4,5-dihydro-2H-pyrazolo[3,4-b]pyridin-6-one —— C16H19N3OS
(4S)-4-(4-methylsulfanylphenyl)-1-propan-2-yl-4,5-dihydro-2H-pyrazolo[3,4-b]pyridin-6-one
—— (4R)-4-(4-methylsulfanylphenyl)-1-propan-2-yl-4,5-dihydro-2H-pyrazolo[3,4-b]pyridin-6-one —— C16H19N3OS
(4R)-4-(4-methylsulfanylphenyl)-1-propan-2-yl-4,5-dihydro-2H-pyrazolo[3,4-b]pyridin-6-one
—— (4S)-4-(4-methylsulfanylphenyl)-1-propan-2-yl-2,4,5,7-tetrahydropyrazolo[3,4-b]pyridine-3,6-dione —— C16H19N3O2S
(4S)-4-(4-methylsulfanylphenyl)-1-propan-2-yl-2,4,5,7-tetrahydropyrazolo[3,4-b]pyridine-3,6-dione
—— (4R)-4-(4-methylsulfanylphenyl)-1-propan-2-yl-2,4,5,7-tetrahydropyrazolo[3,4-b]pyridine-3,6-dione —— C16H19N3O2S
(4R)-4-(4-methylsulfanylphenyl)-1-propan-2-yl-2,4,5,7-tetrahydropyrazolo[3,4-b]pyridine-3,6-dione
—— 4-ethyl-2-ethylsulfanyl-6-oxo-1H-pyrimidine-5-carbonitrile —— C9H11N3OS
4-ethyl-2-ethylsulfanyl-6-oxo-1H-pyrimidine-5-carbonitrile
—— 2-[(5-cyano-4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetate —— C9H8N3O3S-
2-[(5-cyano-4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetate
—— [(2S)-butan-2-yl] (2S)-2-[(5-cyano-4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanoate —— C14H19N3O3S
[(2S)-butan-2-yl] (2S)-2-[(5-cyano-4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanoate
—— 4-ethyl-2-(2-methylprop-2-enylsulfanyl)-6-oxo-1H-pyrimidine-5-carbonitrile —— C11H13N3OS
4-ethyl-2-(2-methylprop-2-enylsulfanyl)-6-oxo-1H-pyrimidine-5-carbonitrile
—— propan-2-yl (2R)-2-[(5-cyano-4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanoate —— C13H17N3O3S
propan-2-yl (2R)-2-[(5-cyano-4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanoate
—— 2-methylpropyl 2-[(5-cyano-4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetate —— C13H17N3O3S
2-methylpropyl 2-[(5-cyano-4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetate
—— 2-[(5-cyano-6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]-N-cyclopentylacetamide —— C15H20N4O2S
2-[(5-cyano-6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]-N-cyclopentylacetamide
—— N-butyl-2-[(5-cyano-4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-methylacetamide —— C14H20N4O2S
N-butyl-2-[(5-cyano-4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-methylacetamide
—— [(2S)-butan-2-yl] 2-[(5-cyano-4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetate —— C13H17N3O3S
[(2S)-butan-2-yl] 2-[(5-cyano-4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetate
—— 2-[(5-cyano-4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetic acid —— C9H9N3O3S
2-[(5-cyano-4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetic acid
—— ethyl 2-[(5-cyano-6-ethyl-4-oxo-1H-pyrimidin-2-yl)sulfanyl]acetate —— C11H13N3O3S
ethyl 2-[(5-cyano-6-ethyl-4-oxo-1H-pyrimidin-2-yl)sulfanyl]acetate
—— [(1S,3S)-3-methylcyclohexyl] 2-[(5-cyano-4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetate —— C16H21N3O3S
[(1S,3S)-3-methylcyclohexyl] 2-[(5-cyano-4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetate
—— [(1R,3R)-3-methylcyclohexyl] 2-[(5-cyano-4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetate —— C16H21N3O3S
[(1R,3R)-3-methylcyclohexyl] 2-[(5-cyano-4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetate
—— (2R)-2-[(5-cyano-4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanoate —— C10H10N3O3S-
(2R)-2-[(5-cyano-4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanoate
—— N-[(2S)-butan-2-yl]-2-[(5-cyano-4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C13H18N4O2S
N-[(2S)-butan-2-yl]-2-[(5-cyano-4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-benzyl-2-[(5-cyano-4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C16H16N4O2S
N-benzyl-2-[(5-cyano-4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— propan-2-yl (2S)-2-[(5-cyano-4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanoate —— C13H17N3O3S
propan-2-yl (2S)-2-[(5-cyano-4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanoate
—— [(2R)-butan-2-yl] (2R)-2-[(5-cyano-4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanoate —— C14H19N3O3S
[(2R)-butan-2-yl] (2R)-2-[(5-cyano-4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanoate
—— [(1S,3R)-3-methylcyclohexyl] 2-[(5-cyano-4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetate —— C16H21N3O3S
[(1S,3R)-3-methylcyclohexyl] 2-[(5-cyano-4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetate
—— N,N-dibenzyl-2-[(5-cyano-4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C23H22N4O2S
N,N-dibenzyl-2-[(5-cyano-4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— [(2R)-butan-2-yl] (2S)-2-[(5-cyano-4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanoate —— C14H19N3O3S
[(2R)-butan-2-yl] (2S)-2-[(5-cyano-4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanoate
—— 2-[(5-cyano-4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-(3-methoxypropyl)acetamide —— C13H18N4O3S
2-[(5-cyano-4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-(3-methoxypropyl)acetamide
—— 2-[(2-chlorophenyl)methylsulfanyl]-4-ethyl-6-oxo-1H-pyrimidine-5-carbonitrile —— C14H12ClN3OS
2-[(2-chlorophenyl)methylsulfanyl]-4-ethyl-6-oxo-1H-pyrimidine-5-carbonitrile
—— 4-Ethyl-6-oxo-2-{[2-oxo-2-(1-pyrrolidinyl)ethyl]sulfanyl}-1,6-dihydro-5-pyrimidinecarbonitrile —— C13H16N4O2S
4-Ethyl-6-oxo-2-{[2-oxo-2-(1-pyrrolidinyl)ethyl]sulfanyl}-1,6-dihydro-5-pyrimidinecarbonitrile
—— 2-[(3-chlorophenyl)methylsulfanyl]-4-ethyl-6-oxo-1H-pyrimidine-5-carbonitrile —— C14H12ClN3OS
2-[(3-chlorophenyl)methylsulfanyl]-4-ethyl-6-oxo-1H-pyrimidine-5-carbonitrile
—— 2-[(5-cyano-4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-cyclohexyl-N-methylacetamide —— C16H22N4O2S
2-[(5-cyano-4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-cyclohexyl-N-methylacetamide
—— propyl 2-[(5-cyano-4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetate —— C12H15N3O3S
propyl 2-[(5-cyano-4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetate
—— 2-[(5-cyano-6-ethyl-4-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-(2-methoxyethyl)acetamide —— C12H16N4O3S
2-[(5-cyano-6-ethyl-4-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-(2-methoxyethyl)acetamide
—— (4-methylcyclohexyl) 2-[(5-cyano-4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetate —— C16H21N3O3S
(4-methylcyclohexyl) 2-[(5-cyano-4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetate
—— 2-[[4-[(2R)-1-thiophen-2-ylpropan-2-yl]-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C11H13N3O2S2
2-[[4-[(2R)-1-thiophen-2-ylpropan-2-yl]-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— 2-[(5-cyano-4-ethyl-6-oxo-1,6-dihydro-2-pyrimidinyl)sulfanyl]-N-cyclopentylacetamide —— C14H18N4O2S
2-[(5-cyano-4-ethyl-6-oxo-1,6-dihydro-2-pyrimidinyl)sulfanyl]-N-cyclopentylacetamide