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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-(cyclohexen-1-yl)-N-ethyl-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide —— C12H18N4OS
N-(cyclohexen-1-yl)-N-ethyl-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide
—— N-[(2-fluorophenyl)methyl]-2-[[5-(2-methylpropylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C15H18FN3OS3
N-[(2-fluorophenyl)methyl]-2-[[5-(2-methylpropylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[(5-cyclohexyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[(2-fluorophenyl)methyl]acetamide —— C17H20FN3O2S
2-[(5-cyclohexyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[(2-fluorophenyl)methyl]acetamide
—— N-[[5-[2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl]thiophen-2-yl]methyl]acetamide —— C11H12N4O2S3
N-[[5-[2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl]thiophen-2-yl]methyl]acetamide
—— [2-Oxo-2-(2-phenylsulfanylanilino)ethyl] 3-methyl-5-propan-2-yl-1,2-oxazole-4-carboxylate —— C22H22N2O4S
[2-Oxo-2-(2-phenylsulfanylanilino)ethyl] 3-methyl-5-propan-2-yl-1,2-oxazole-4-carboxylate
—— 2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(R)-(4-fluorophenyl)-thiophen-2-ylmethyl]acetamide —— C19H21FN4O2S2
2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(R)-(4-fluorophenyl)-thiophen-2-ylmethyl]acetamide
—— N-cyclopropyl-N-[(2-fluorophenyl)methyl]-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C17H19FN4OS2
N-cyclopropyl-N-[(2-fluorophenyl)methyl]-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[(3-chlorophenyl)methyl]-N-methyl-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C15H17ClN4OS2
N-[(3-chlorophenyl)methyl]-N-methyl-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(3-chlorophenyl)ethyl]acetamide —— C16H21ClN4O2S
2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(3-chlorophenyl)ethyl]acetamide
—— 1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C16H17N3O3S2
1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— N-[(1S)-1-cyclopropylethyl]-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C12H18N4OS2
N-[(1S)-1-cyclopropylethyl]-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[(1R,2R)-2-methylcyclohexyl]-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C14H23N3OS3
N-[(1R,2R)-2-methylcyclohexyl]-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— ethyl 2,4-dimethyl-5-[2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl]-1H-pyrrole-3-carboxylate —— C16H21N3O3S3
ethyl 2,4-dimethyl-5-[2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl]-1H-pyrrole-3-carboxylate
—— N'-acetyl-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetohydrazide —— C9H14N4O2S3
N'-acetyl-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetohydrazide
—— (2R)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C16H20FN3OS3
(2R)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— N-[(2-chlorophenyl)methyl]-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C14H16ClN3OS3
N-[(2-chlorophenyl)methyl]-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— N-(2-methylpropylcarbamoyl)-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C12H20N4O2S3
N-(2-methylpropylcarbamoyl)-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— N-[2-(4-fluorophenyl)ethyl]-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C15H18FN3OS3
N-[2-(4-fluorophenyl)ethyl]-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— 2-[(5-Benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-1-(5-methylthiophen-2-yl)ethanone —— C17H17N3OS2
2-[(5-Benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-1-(5-methylthiophen-2-yl)ethanone
—— 2-[(5-Benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-1-(5-methylthiophen-2-yl)ethanone —— C18H19N3OS2
2-[(5-Benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-1-(5-methylthiophen-2-yl)ethanone
—— 2-[[4-Ethyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-1-(5-methylthiophen-2-yl)ethanone —— C16H17N3O2S2
2-[[4-Ethyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-1-(5-methylthiophen-2-yl)ethanone
—— 7-(3-Chlorophenyl)-1,3-dimethyl-5-(2-oxopropylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4-dione —— C17H15ClN4O3S
7-(3-Chlorophenyl)-1,3-dimethyl-5-(2-oxopropylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4-dione
—— ethyl (2S)-2-[7-(3-fluorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylpropanoate —— C19H19FN4O4S
ethyl (2S)-2-[7-(3-fluorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylpropanoate
—— 7-(4-Chlorophenyl)-1,3-dimethyl-5-propan-2-ylsulfanylpyrimido[4,5-d]pyrimidine-2,4-dione —— C17H17ClN4O2S
7-(4-Chlorophenyl)-1,3-dimethyl-5-propan-2-ylsulfanylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 2-[[5-(2-Methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(5-methylthiophen-2-yl)ethanone —— C16H14N2O2S2
2-[[5-(2-Methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(5-methylthiophen-2-yl)ethanone
—— 5-[(2R)-butan-2-yl]sulfanyl-7-(3,5-dimethylphenyl)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione —— C20H24N4O2S
5-[(2R)-butan-2-yl]sulfanyl-7-(3,5-dimethylphenyl)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 2-[[5-(3-Bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(5-ethylthiophen-2-yl)ethanone —— C16H13BrN2O2S2
2-[[5-(3-Bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(5-ethylthiophen-2-yl)ethanone
—— 5-Cyclopentylsulfanyl-7-(3,5-dimethylphenyl)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione —— C21H24N4O2S
5-Cyclopentylsulfanyl-7-(3,5-dimethylphenyl)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 5-[(2S)-butan-2-yl]sulfanyl-7-(3-fluorophenyl)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione —— C18H19FN4O2S
5-[(2S)-butan-2-yl]sulfanyl-7-(3-fluorophenyl)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione
—— (2R)-2-[7-(3-fluorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylbutanoate —— C18H16FN4O4S-
(2R)-2-[7-(3-fluorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylbutanoate
—— 7-(3-Chlorophenyl)-5-(2-ethoxyethylsulfanyl)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione —— C18H19ClN4O3S
7-(3-Chlorophenyl)-5-(2-ethoxyethylsulfanyl)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 1-(5-Ethylthiophen-2-yl)-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C15H15N3O2S2
1-(5-Ethylthiophen-2-yl)-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— (2R)-2-[7-(3,5-dimethylphenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylpropanoic acid —— C19H20N4O4S
(2R)-2-[7-(3,5-dimethylphenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylpropanoic acid
—— Methyl 2-[1,3-dimethyl-7-(3-methylphenyl)-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylacetate —— C18H18N4O4S
Methyl 2-[1,3-dimethyl-7-(3-methylphenyl)-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylacetate
—— 7-(4-Chlorophenyl)-5-ethylsulfanyl-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione —— C16H15ClN4O2S
7-(4-Chlorophenyl)-5-ethylsulfanyl-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 5-[(2R)-butan-2-yl]sulfanyl-7-(2-chlorophenyl)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione —— C18H19ClN4O2S
5-[(2R)-butan-2-yl]sulfanyl-7-(2-chlorophenyl)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 2-[7-(3,5-Dimethylphenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylacetic acid —— C18H18N4O4S
2-[7-(3,5-Dimethylphenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylacetic acid
—— Methyl 2-[7-(2-fluorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylacetate —— C17H15FN4O4S
Methyl 2-[7-(2-fluorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylacetate
—— 2-[[5-(2-Bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(5-methylthiophen-2-yl)ethanone —— C15H11BrN2O2S2
2-[[5-(2-Bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(5-methylthiophen-2-yl)ethanone
—— 5-[(2S)-butan-2-yl]sulfanyl-7-(3-chlorophenyl)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione —— C18H19ClN4O2S
5-[(2S)-butan-2-yl]sulfanyl-7-(3-chlorophenyl)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione
—— (2R)-2-[7-(2-fluorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylbutanoic acid —— C18H17FN4O4S
(2R)-2-[7-(2-fluorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylbutanoic acid
—— ethyl (2R)-2-[7-(3-fluorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylpropanoate —— C19H19FN4O4S
ethyl (2R)-2-[7-(3-fluorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylpropanoate
—— (2R)-2-[7-(4-chlorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylpropanoate —— C17H14ClN4O4S-
(2R)-2-[7-(4-chlorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylpropanoate
—— (2S)-2-[7-(3,5-dimethylphenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylpropanoic acid —— C19H20N4O4S
(2S)-2-[7-(3,5-dimethylphenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylpropanoic acid
—— 7-(2-Chlorophenyl)-1,3-dimethyl-5-propylsulfanylpyrimido[4,5-d]pyrimidine-2,4-dione —— C17H17ClN4O2S
7-(2-Chlorophenyl)-1,3-dimethyl-5-propylsulfanylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 2-[7-(2-Fluorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylacetic acid —— C16H13FN4O4S
2-[7-(2-Fluorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylacetic acid
—— 1,3-dimethyl-7-(3-methylphenyl)-5-[(1R)-1-phenylethyl]sulfanylpyrimido[4,5-d]pyrimidine-2,4-dione —— C23H22N4O2S
1,3-dimethyl-7-(3-methylphenyl)-5-[(1R)-1-phenylethyl]sulfanylpyrimido[4,5-d]pyrimidine-2,4-dione
—— (2S)-2-[7-(3,5-dimethylphenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylbutanoic acid —— C20H22N4O4S
(2S)-2-[7-(3,5-dimethylphenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylbutanoic acid
—— (2S)-2-[7-(3-fluorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylbutanoic acid —— C18H17FN4O4S
(2S)-2-[7-(3-fluorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylbutanoic acid
—— ethyl (2R)-2-(7-butyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-3-oxobutanoate —— C18H24N4O5S
ethyl (2R)-2-(7-butyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-3-oxobutanoate