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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
—— 4-ethyl-3-methyl-5-[2-[4-[(3R)-oxolan-3-yl]triazol-1-yl]ethylsulfanyl]-1,2,4-triazole —— C13H20N6OS
4-ethyl-3-methyl-5-[2-[4-[(3R)-oxolan-3-yl]triazol-1-yl]ethylsulfanyl]-1,2,4-triazole
—— 2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide —— C15H20N4O3S
2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide
—— 2-[4-Chloro-6-(dipropylamino)pyrimidin-2-yl]sulfanyl-1-(4-ethylpiperazin-4-ium-1-yl)ethanone —— C18H31ClN5OS+
2-[4-Chloro-6-(dipropylamino)pyrimidin-2-yl]sulfanyl-1-(4-ethylpiperazin-4-ium-1-yl)ethanone
—— 2-((2-Chloro-6-fluorobenzyl)thio)-4,6-dimethylnicotinonitrile —— C15H12ClFN2S
2-((2-Chloro-6-fluorobenzyl)thio)-4,6-dimethylnicotinonitrile
—— 2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[(1R)-1-phenylethyl]acetamide —— C14H15N3O2S
2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[(1R)-1-phenylethyl]acetamide
—— 4-propyl-2-[(2,4,5-trimethylphenyl)methylsulfanyl]-1H-pyrimidin-6-one —— C17H22N2OS
4-propyl-2-[(2,4,5-trimethylphenyl)methylsulfanyl]-1H-pyrimidin-6-one
—— (2R)-2-[[5-(4-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(methylcarbamoyl)propanamide —— C13H13BrN4O3S
(2R)-2-[[5-(4-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(methylcarbamoyl)propanamide
—— 2-[[5-(4-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-cyclopropylacetamide —— C13H12BrN3O2S
2-[[5-(4-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-cyclopropylacetamide
—— [2-Oxo-2-(2-phenylsulfanylanilino)ethyl] 1-benzofuran-2-carboxylate —— C23H17NO4S
[2-Oxo-2-(2-phenylsulfanylanilino)ethyl] 1-benzofuran-2-carboxylate
—— N-(1-adamantyl)-2-[3-cyano-6-methyl-4-(trifluoromethyl)pyridin-2-yl]sulfanylacetamide —— C20H22F3N3OS
N-(1-adamantyl)-2-[3-cyano-6-methyl-4-(trifluoromethyl)pyridin-2-yl]sulfanylacetamide
—— 3-((2-Chloro-6-fluorobenzyl)thio)-6-(furan-2-yl)pyridazine —— C15H10ClFN2OS
3-((2-Chloro-6-fluorobenzyl)thio)-6-(furan-2-yl)pyridazine
—— 2-[(2,4-Difluorophenyl)methylsulfanyl]-6-ethyl-3-methyl-5-[(3-methylphenyl)methyl]pyrimidin-4-one —— C22H22F2N2OS
2-[(2,4-Difluorophenyl)methylsulfanyl]-6-ethyl-3-methyl-5-[(3-methylphenyl)methyl]pyrimidin-4-one
—— 3-[(4-Chlorophenyl)methylthio]-6-(2-furanyl)pyridazine 872701-27-4 C15H11ClN2OS
3-[(4-Chlorophenyl)methylthio]-6-(2-furanyl)pyridazine
—— 2-((6-(furan-2-yl)pyridazin-3-yl)thio)-N-(4-methylbenzyl)acetamide —— C18H17N3O2S
2-((6-(furan-2-yl)pyridazin-3-yl)thio)-N-(4-methylbenzyl)acetamide
—— N-tert-butyl-2-(7-butyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanylacetamide —— C18H27N5O3S
N-tert-butyl-2-(7-butyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanylacetamide
—— 2-{[6,8-Dimethyl-2-(2-methylpropyl)-5,7-dioxo-5H,6H,7H,8H-[1,3]diazino[4,5-D]pyrimidin-4-YL]sulfanyl}-N-[(furan-2-YL)methyl]acetamide —— C19H23N5O4S
2-{[6,8-Dimethyl-2-(2-methylpropyl)-5,7-dioxo-5H,6H,7H,8H-[1,3]diazino[4,5-D]pyrimidin-4-YL]sulfanyl}-N-[(furan-2-YL)methyl]acetamide
—— (2R)-2-(7-butyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N,N-dimethyl-3-oxobutanamide —— C18H25N5O4S
(2R)-2-(7-butyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N,N-dimethyl-3-oxobutanamide
—— 2-[(2S)-butan-2-yl]sulfanyl-4-(4-chlorophenyl)thiophene-3-carbonitrile —— C15H14ClNS2
2-[(2S)-butan-2-yl]sulfanyl-4-(4-chlorophenyl)thiophene-3-carbonitrile
—— 5-[(1R)-1-(4,6-dimethylpyrimidin-2-yl)sulfanylethyl]-3-pyridazin-3-yl-1,2,4-oxadiazole —— C14H14N6OS
5-[(1R)-1-(4,6-dimethylpyrimidin-2-yl)sulfanylethyl]-3-pyridazin-3-yl-1,2,4-oxadiazole
—— 5-[(1S)-1-(4,6-dimethylpyrimidin-2-yl)sulfanylethyl]-3-pyridazin-3-yl-1,2,4-oxadiazole —— C14H14N6OS
5-[(1S)-1-(4,6-dimethylpyrimidin-2-yl)sulfanylethyl]-3-pyridazin-3-yl-1,2,4-oxadiazole
—— 2-(4-acetamidophenoxy)-N-(2-phenylsulfanylphenyl)acetamide —— C22H20N2O3S
2-(4-acetamidophenoxy)-N-(2-phenylsulfanylphenyl)acetamide
—— 7-{[(2-Fluorophenyl)methyl]sulfanyl}-3-methyl-4H-[1,3,4]thiadiazolo[2,3-C][1,2,4]triazin-4-one —— C12H9FN4OS2
7-{[(2-Fluorophenyl)methyl]sulfanyl}-3-methyl-4H-[1,3,4]thiadiazolo[2,3-C][1,2,4]triazin-4-one
—— Ethyl 4-({3-methyl-4-oxo-4H-[1,3,4]thiadiazolo[2,3-C][1,2,4]triazin-7-YL}sulfanyl)-3-oxobutanoate —— C11H12N4O4S2
Ethyl 4-({3-methyl-4-oxo-4H-[1,3,4]thiadiazolo[2,3-C][1,2,4]triazin-7-YL}sulfanyl)-3-oxobutanoate
—— 7-[(2-Chloro-6-fluorophenyl)methylsulfanyl]-3-methyl-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one —— C12H8ClFN4OS2
7-[(2-Chloro-6-fluorophenyl)methylsulfanyl]-3-methyl-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one
—— 3-Methyl-7-(2-oxo-2-pyrrolidin-1-ylethyl)sulfanyl-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one —— C11H13N5O2S2
3-Methyl-7-(2-oxo-2-pyrrolidin-1-ylethyl)sulfanyl-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one
—— 7-[(3-Fluorophenyl)methylsulfanyl]-3-methyl-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one —— C12H9FN4OS2
7-[(3-Fluorophenyl)methylsulfanyl]-3-methyl-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one
—— 3-(2,3-Dihydroimidazo[2,1-b][1,3]thiazol-6-yl)propanoate —— C8H9N2O2S-
3-(2,3-Dihydroimidazo[2,1-b][1,3]thiazol-6-yl)propanoate
—— 2-((2-Cyclohexyl-6,8-dimethyl-5,7-dioxo-5,6,7,8-tetrahydropyrimido[4,5-d]pyrimidin-4-yl)thio)acetonitrile —— C16H19N5O2S
2-((2-Cyclohexyl-6,8-dimethyl-5,7-dioxo-5,6,7,8-tetrahydropyrimido[4,5-d]pyrimidin-4-yl)thio)acetonitrile
—— 7-Cyclohexyl-1,3-dimethyl-5-(2-morpholin-4-ylethylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4-dione —— C20H29N5O3S
7-Cyclohexyl-1,3-dimethyl-5-(2-morpholin-4-ylethylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4-dione
—— 7-Cyclopentyl-1,3-dimethyl-5-(2-piperidin-1-ium-1-ylethylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4-dione —— C20H30N5O2S+
7-Cyclopentyl-1,3-dimethyl-5-(2-piperidin-1-ium-1-ylethylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4-dione
—— 2-(7-cyclohexyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N-methylacetamide —— C17H23N5O3S
2-(7-cyclohexyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N-methylacetamide
—— 2-[7-(3-Chlorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylacetic acid —— C16H13ClN4O4S
2-[7-(3-Chlorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylacetic acid
—— 7-Cyclohexyl-1,3-dimethyl-5-(2-morpholin-4-ium-4-ylethylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4-dione —— C20H30N5O3S+
7-Cyclohexyl-1,3-dimethyl-5-(2-morpholin-4-ium-4-ylethylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4-dione
—— 2-[7-(3-Chlorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylacetate —— C16H12ClN4O4S-
2-[7-(3-Chlorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylacetate
—— 2-[1,3-dimethyl-7-(2-methylpropyl)-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C19H27N5O4S
2-[1,3-dimethyl-7-(2-methylpropyl)-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— (4R)-1-[(2-ethylsulfanylpyrimidin-5-yl)methyl]-3,3-dimethyl-4-(morpholin-4-ylmethyl)piperidin-4-ol —— C19H32N4O2S
(4R)-1-[(2-ethylsulfanylpyrimidin-5-yl)methyl]-3,3-dimethyl-4-(morpholin-4-ylmethyl)piperidin-4-ol
—— (4S)-1-[(2-ethylsulfanylpyrimidin-5-yl)methyl]-3,3-dimethyl-4-(morpholin-4-ylmethyl)piperidin-4-ol —— C19H32N4O2S
(4S)-1-[(2-ethylsulfanylpyrimidin-5-yl)methyl]-3,3-dimethyl-4-(morpholin-4-ylmethyl)piperidin-4-ol
—— 7-(4-Chlorophenyl)-5-(2-hydroxyethylsulfanyl)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione —— C16H15ClN4O3S
7-(4-Chlorophenyl)-5-(2-hydroxyethylsulfanyl)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 2-[7-(2-Chlorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylacetic acid —— C16H13ClN4O4S
2-[7-(2-Chlorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylacetic acid
—— (2S)-2-[1,3-dimethyl-7-(2-methylphenyl)-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylpropanoic acid —— C18H18N4O4S
(2S)-2-[1,3-dimethyl-7-(2-methylphenyl)-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylpropanoic acid
—— 7-Cyclohexyl-5-[2-(1,3-dioxolan-2-yl)ethylsulfanyl]-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione —— C19H26N4O4S
7-Cyclohexyl-5-[2-(1,3-dioxolan-2-yl)ethylsulfanyl]-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 5-Cyclopentylsulfanyl-7-(3-fluorophenyl)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione —— C19H19FN4O2S
5-Cyclopentylsulfanyl-7-(3-fluorophenyl)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 2-[7-(2-Chlorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylacetate —— C16H12ClN4O4S-
2-[7-(2-Chlorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylacetate
—— (2R)-2-[1,3-dimethyl-7-(4-methylphenyl)-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylpropanoate —— C18H17N4O4S-
(2R)-2-[1,3-dimethyl-7-(4-methylphenyl)-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylpropanoate
—— 1,3-Dimethyl-7-(2-methylphenyl)-5-(2-pyrrolidin-1-ium-1-ylethylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4-dione —— C21H26N5O2S+
1,3-Dimethyl-7-(2-methylphenyl)-5-(2-pyrrolidin-1-ium-1-ylethylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4-dione
—— 2-(7-butyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N-propylacetamide —— C17H25N5O3S
2-(7-butyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N-propylacetamide
—— 7-(3,5-Dimethylphenyl)-5-(2-hydroxyethylsulfanyl)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione —— C18H20N4O3S
7-(3,5-Dimethylphenyl)-5-(2-hydroxyethylsulfanyl)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 7-Cyclopentyl-1,3-dimethyl-5-(2-morpholin-4-ylethylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4-dione —— C19H27N5O3S
7-Cyclopentyl-1,3-dimethyl-5-(2-morpholin-4-ylethylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4-dione
—— 2-methylsulfanyl-4-[(3R)-3-[1-(pyridin-2-ylmethyl)imidazol-2-yl]piperidin-1-yl]pyrimidine —— C19H22N6S
2-methylsulfanyl-4-[(3R)-3-[1-(pyridin-2-ylmethyl)imidazol-2-yl]piperidin-1-yl]pyrimidine
—— 2-methylsulfanyl-4-[(3S)-3-[1-(pyridin-2-ylmethyl)imidazol-2-yl]piperidin-1-yl]pyrimidine —— C19H22N6S
2-methylsulfanyl-4-[(3S)-3-[1-(pyridin-2-ylmethyl)imidazol-2-yl]piperidin-1-yl]pyrimidine