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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-[[3-(4-chlorophenyl)-6-methyl-7-oxo-2-sulfanylidene-[1,3]thiazolo[4,5-d]pyrimidin-5-yl]sulfanyl]-N-[(4-fluorophenyl)methyl]acetamide —— C21H16ClFN4O2S3
2-[[3-(4-chlorophenyl)-6-methyl-7-oxo-2-sulfanylidene-[1,3]thiazolo[4,5-d]pyrimidin-5-yl]sulfanyl]-N-[(4-fluorophenyl)methyl]acetamide
—— 4-[(3,4-Difluorophenyl)methylsulfanyl]-6-methyl-2-(4-methylphenyl)pyrimidine —— C19H16F2N2S
4-[(3,4-Difluorophenyl)methylsulfanyl]-6-methyl-2-(4-methylphenyl)pyrimidine
—— 2-Methyl-4-[(4-methylphenyl)methylsulfanyl]-6-pyridin-2-ylpyrimidine —— C18H17N3S
2-Methyl-4-[(4-methylphenyl)methylsulfanyl]-6-pyridin-2-ylpyrimidine
—— methyl 2-[(7-oxo-3-phenyl-2-sulfanylidene-6H-[1,3]thiazolo[4,5-d]pyrimidin-5-yl)sulfanyl]acetate —— C14H11N3O3S3
methyl 2-[(7-oxo-3-phenyl-2-sulfanylidene-6H-[1,3]thiazolo[4,5-d]pyrimidin-5-yl)sulfanyl]acetate
—— 5-[(2,5-difluorophenyl)methylsulfanyl]-3-(4-methylphenyl)-2-sulfanylidene-6H-[1,3]thiazolo[4,5-d]pyrimidin-7-one —— C19H13F2N3OS3
5-[(2,5-difluorophenyl)methylsulfanyl]-3-(4-methylphenyl)-2-sulfanylidene-6H-[1,3]thiazolo[4,5-d]pyrimidin-7-one
—— 5-benzylsulfanyl-3-(4-methylphenyl)-2-sulfanylidene-6H-[1,3]thiazolo[4,5-d]pyrimidin-7-one —— C19H15N3OS3
5-benzylsulfanyl-3-(4-methylphenyl)-2-sulfanylidene-6H-[1,3]thiazolo[4,5-d]pyrimidin-7-one
—— 4-Benzylsulfanyl-2-methyl-6-pyridin-2-ylpyrimidine —— C17H15N3S
4-Benzylsulfanyl-2-methyl-6-pyridin-2-ylpyrimidine
—— N-[(4-fluorophenyl)methyl]-2-(2-methyl-6-pyridin-2-ylpyrimidin-4-yl)sulfanylacetamide —— C19H17FN4OS
N-[(4-fluorophenyl)methyl]-2-(2-methyl-6-pyridin-2-ylpyrimidin-4-yl)sulfanylacetamide
—— 3-(4-Chlorophenyl)-5-[(3,4-difluorophenyl)methylsulfanyl]-6-methyl-2-sulfanylidene-[1,3]thiazolo[4,5-d]pyrimidin-7-one —— C19H12ClF2N3OS3
3-(4-Chlorophenyl)-5-[(3,4-difluorophenyl)methylsulfanyl]-6-methyl-2-sulfanylidene-[1,3]thiazolo[4,5-d]pyrimidin-7-one
—— 5-[(3,4-difluorophenyl)methylsulfanyl]-3-phenyl-2-sulfanylidene-6H-[1,3]thiazolo[4,5-d]pyrimidin-7-one —— C18H11F2N3OS3
5-[(3,4-difluorophenyl)methylsulfanyl]-3-phenyl-2-sulfanylidene-6H-[1,3]thiazolo[4,5-d]pyrimidin-7-one
—— 5-[(3,4-Difluorophenyl)methylsulfanyl]-6-methyl-3-(4-methylphenyl)-2-sulfanylidene-[1,3]thiazolo[4,5-d]pyrimidin-7-one —— C20H15F2N3OS3
5-[(3,4-Difluorophenyl)methylsulfanyl]-6-methyl-3-(4-methylphenyl)-2-sulfanylidene-[1,3]thiazolo[4,5-d]pyrimidin-7-one
—— N-[(4-methylphenyl)methyl]-2-(2-methyl-6-pyridin-2-ylpyrimidin-4-yl)sulfanylacetamide —— C20H20N4OS
N-[(4-methylphenyl)methyl]-2-(2-methyl-6-pyridin-2-ylpyrimidin-4-yl)sulfanylacetamide
—— 4-[(3-Fluorophenyl)methylsulfanyl]-2-methyl-6-pyridin-2-ylpyrimidine —— C17H14FN3S
4-[(3-Fluorophenyl)methylsulfanyl]-2-methyl-6-pyridin-2-ylpyrimidine
—— 2-(4-Chlorophenyl)-4-[(3,4-difluorophenyl)methylsulfanyl]-6-methylpyrimidine —— C18H13ClF2N2S
2-(4-Chlorophenyl)-4-[(3,4-difluorophenyl)methylsulfanyl]-6-methylpyrimidine
—— N-butyl-2-[2-(4-chlorophenyl)-6-methylpyrimidin-4-yl]sulfanylacetamide —— C17H20ClN3OS
N-butyl-2-[2-(4-chlorophenyl)-6-methylpyrimidin-4-yl]sulfanylacetamide
—— methyl 2-[[3-(4-methylphenyl)-7-oxo-2-sulfanylidene-6H-[1,3]thiazolo[4,5-d]pyrimidin-5-yl]sulfanyl]acetate —— C15H13N3O3S3
methyl 2-[[3-(4-methylphenyl)-7-oxo-2-sulfanylidene-6H-[1,3]thiazolo[4,5-d]pyrimidin-5-yl]sulfanyl]acetate
—— 2-[2-(4-chlorophenyl)-6-methylpyrimidin-4-yl]sulfanyl-N-[(4-methylphenyl)methyl]acetamide —— C21H20ClN3OS
2-[2-(4-chlorophenyl)-6-methylpyrimidin-4-yl]sulfanyl-N-[(4-methylphenyl)methyl]acetamide
—— 2-(3-Chlorophenyl)-4-[(3,4-difluorophenyl)methylsulfanyl]-6-methylpyrimidine —— C18H13ClF2N2S
2-(3-Chlorophenyl)-4-[(3,4-difluorophenyl)methylsulfanyl]-6-methylpyrimidine
—— N-cyclohexyl-2-(2-methyl-6-pyridin-2-ylpyrimidin-4-yl)sulfanylacetamide —— C18H22N4OS
N-cyclohexyl-2-(2-methyl-6-pyridin-2-ylpyrimidin-4-yl)sulfanylacetamide
—— 2-(4-Chlorophenyl)-4-[(3-fluorophenyl)methylsulfanyl]-6-methylpyrimidine —— C18H14ClFN2S
2-(4-Chlorophenyl)-4-[(3-fluorophenyl)methylsulfanyl]-6-methylpyrimidine
—— 4-Methyl-2-(4-methylphenyl)-6-[(4-methylphenyl)methylsulfanyl]pyrimidine —— C20H20N2S
4-Methyl-2-(4-methylphenyl)-6-[(4-methylphenyl)methylsulfanyl]pyrimidine
—— N-benzyl-N-ethyl-2-(2-methyl-6-pyridin-2-ylpyrimidin-4-yl)sulfanylacetamide —— C21H22N4OS
N-benzyl-N-ethyl-2-(2-methyl-6-pyridin-2-ylpyrimidin-4-yl)sulfanylacetamide
—— 4-Benzylsulfanyl-2-(4-chlorophenyl)-6-methylpyrimidine —— C18H15ClN2S
4-Benzylsulfanyl-2-(4-chlorophenyl)-6-methylpyrimidine
—— N-butyl-2-[[3-(4-methylphenyl)-7-oxo-2-sulfanylidene-6H-[1,3]thiazolo[4,5-d]pyrimidin-5-yl]sulfanyl]acetamide —— C18H20N4O2S3
N-butyl-2-[[3-(4-methylphenyl)-7-oxo-2-sulfanylidene-6H-[1,3]thiazolo[4,5-d]pyrimidin-5-yl]sulfanyl]acetamide
—— 2-[2-(3-chlorophenyl)-6-methylpyrimidin-4-yl]sulfanyl-N-cyclohexylacetamide —— C19H22ClN3OS
2-[2-(3-chlorophenyl)-6-methylpyrimidin-4-yl]sulfanyl-N-cyclohexylacetamide
—— Methyl 2-[[3-(4-chlorophenyl)-6-methyl-7-oxo-2-sulfanylidene-[1,3]thiazolo[4,5-d]pyrimidin-5-yl]sulfanyl]acetate —— C15H12ClN3O3S3
Methyl 2-[[3-(4-chlorophenyl)-6-methyl-7-oxo-2-sulfanylidene-[1,3]thiazolo[4,5-d]pyrimidin-5-yl]sulfanyl]acetate
—— N-butyl-2-[(7-oxo-3-phenyl-2-sulfanylidene-6H-[1,3]thiazolo[4,5-d]pyrimidin-5-yl)sulfanyl]acetamide —— C17H18N4O2S3
N-butyl-2-[(7-oxo-3-phenyl-2-sulfanylidene-6H-[1,3]thiazolo[4,5-d]pyrimidin-5-yl)sulfanyl]acetamide
—— N-butyl-2-[[3-(4-chlorophenyl)-7-oxo-2-sulfanylidene-6H-[1,3]thiazolo[4,5-d]pyrimidin-5-yl]sulfanyl]acetamide —— C17H17ClN4O2S3
N-butyl-2-[[3-(4-chlorophenyl)-7-oxo-2-sulfanylidene-6H-[1,3]thiazolo[4,5-d]pyrimidin-5-yl]sulfanyl]acetamide
—— 5-[(2,5-difluorophenyl)methylsulfanyl]-3-phenyl-2-sulfanylidene-6H-[1,3]thiazolo[4,5-d]pyrimidin-7-one —— C18H11F2N3OS3
5-[(2,5-difluorophenyl)methylsulfanyl]-3-phenyl-2-sulfanylidene-6H-[1,3]thiazolo[4,5-d]pyrimidin-7-one
—— 2-[2-(4-chlorophenyl)-6-methylpyrimidin-4-yl]sulfanyl-N-[(4-fluorophenyl)methyl]acetamide —— C20H17ClFN3OS
2-[2-(4-chlorophenyl)-6-methylpyrimidin-4-yl]sulfanyl-N-[(4-fluorophenyl)methyl]acetamide
—— 3-(4-chlorophenyl)-5-[(3,4-difluorophenyl)methylsulfanyl]-2-sulfanylidene-6H-[1,3]thiazolo[4,5-d]pyrimidin-7-one —— C18H10ClF2N3OS3
3-(4-chlorophenyl)-5-[(3,4-difluorophenyl)methylsulfanyl]-2-sulfanylidene-6H-[1,3]thiazolo[4,5-d]pyrimidin-7-one
—— N-benzyl-N-ethyl-2-[(7-oxo-3-phenyl-2-sulfanylidene-6H-[1,3]thiazolo[4,5-d]pyrimidin-5-yl)sulfanyl]acetamide —— C22H20N4O2S3
N-benzyl-N-ethyl-2-[(7-oxo-3-phenyl-2-sulfanylidene-6H-[1,3]thiazolo[4,5-d]pyrimidin-5-yl)sulfanyl]acetamide
—— N-[(4-fluorophenyl)methyl]-2-[[6-methyl-3-(4-methylphenyl)-7-oxo-2-sulfanylidene-[1,3]thiazolo[4,5-d]pyrimidin-5-yl]sulfanyl]acetamide —— C22H19FN4O2S3
N-[(4-fluorophenyl)methyl]-2-[[6-methyl-3-(4-methylphenyl)-7-oxo-2-sulfanylidene-[1,3]thiazolo[4,5-d]pyrimidin-5-yl]sulfanyl]acetamide
—— N-[(2-chlorophenyl)methyl]-6-[(3,4-difluorophenyl)methylsulfanyl]pyrimidin-4-amine —— C18H14ClF2N3S
N-[(2-chlorophenyl)methyl]-6-[(3,4-difluorophenyl)methylsulfanyl]pyrimidin-4-amine
—— 2-[[3-(4-Chlorophenyl)-6-methyl-7-oxo-2-sulfanylidene-[1,3]thiazolo[4,5-d]pyrimidin-5-yl]sulfanyl]acetonitrile —— C14H9ClN4OS3
2-[[3-(4-Chlorophenyl)-6-methyl-7-oxo-2-sulfanylidene-[1,3]thiazolo[4,5-d]pyrimidin-5-yl]sulfanyl]acetonitrile
—— 2-[6-[(2-Chlorophenyl)methylamino]pyrimidin-4-yl]sulfanylacetonitrile —— C13H11ClN4S
2-[6-[(2-Chlorophenyl)methylamino]pyrimidin-4-yl]sulfanylacetonitrile
—— Methyl 2-[[6-methyl-3-(4-methylphenyl)-7-oxo-2-sulfanylidene-[1,3]thiazolo[4,5-d]pyrimidin-5-yl]sulfanyl]acetate —— C16H15N3O3S3
Methyl 2-[[6-methyl-3-(4-methylphenyl)-7-oxo-2-sulfanylidene-[1,3]thiazolo[4,5-d]pyrimidin-5-yl]sulfanyl]acetate
—— 3-(4-Chlorophenyl)-5-[(2,5-difluorophenyl)methylsulfanyl]-6-methyl-2-sulfanylidene-[1,3]thiazolo[4,5-d]pyrimidin-7-one —— C19H12ClF2N3OS3
3-(4-Chlorophenyl)-5-[(2,5-difluorophenyl)methylsulfanyl]-6-methyl-2-sulfanylidene-[1,3]thiazolo[4,5-d]pyrimidin-7-one
—— 2-[[3-(4-chlorophenyl)-7-oxo-2-sulfanylidene-6H-[1,3]thiazolo[4,5-d]pyrimidin-5-yl]sulfanyl]acetonitrile —— C13H7ClN4OS3
2-[[3-(4-chlorophenyl)-7-oxo-2-sulfanylidene-6H-[1,3]thiazolo[4,5-d]pyrimidin-5-yl]sulfanyl]acetonitrile
—— N-butyl-2-[6-[(2-chlorophenyl)methylamino]pyrimidin-4-yl]sulfanylacetamide —— C17H21ClN4OS
N-butyl-2-[6-[(2-chlorophenyl)methylamino]pyrimidin-4-yl]sulfanylacetamide
—— 5-[(3-Fluorophenyl)methylsulfanyl]-6-methyl-3-(4-methylphenyl)-2-sulfanylidene-[1,3]thiazolo[4,5-d]pyrimidin-7-one —— C20H16FN3OS3
5-[(3-Fluorophenyl)methylsulfanyl]-6-methyl-3-(4-methylphenyl)-2-sulfanylidene-[1,3]thiazolo[4,5-d]pyrimidin-7-one
—— 5-[(2,5-Difluorophenyl)methylsulfanyl]-6-methyl-3-(4-methylphenyl)-2-sulfanylidene-[1,3]thiazolo[4,5-d]pyrimidin-7-one —— C20H15F2N3OS3
5-[(2,5-Difluorophenyl)methylsulfanyl]-6-methyl-3-(4-methylphenyl)-2-sulfanylidene-[1,3]thiazolo[4,5-d]pyrimidin-7-one
—— N-benzyl-2-[[3-(4-chlorophenyl)-7-oxo-2-sulfanylidene-6H-[1,3]thiazolo[4,5-d]pyrimidin-5-yl]sulfanyl]-N-ethylacetamide —— C22H19ClN4O2S3
N-benzyl-2-[[3-(4-chlorophenyl)-7-oxo-2-sulfanylidene-6H-[1,3]thiazolo[4,5-d]pyrimidin-5-yl]sulfanyl]-N-ethylacetamide
—— 6-benzylsulfanyl-N-[(2-chlorophenyl)methyl]pyrimidin-4-amine —— C18H16ClN3S
6-benzylsulfanyl-N-[(2-chlorophenyl)methyl]pyrimidin-4-amine
—— 2-[(4-Methylphenyl)methylsulfanyl]pyridine-3-carbonitrile —— C14H12N2S
2-[(4-Methylphenyl)methylsulfanyl]pyridine-3-carbonitrile
—— N-butyl-2-[[3-(4-chlorophenyl)-6-methyl-7-oxo-2-sulfanylidene-[1,3]thiazolo[4,5-d]pyrimidin-5-yl]sulfanyl]acetamide —— C18H19ClN4O2S3
N-butyl-2-[[3-(4-chlorophenyl)-6-methyl-7-oxo-2-sulfanylidene-[1,3]thiazolo[4,5-d]pyrimidin-5-yl]sulfanyl]acetamide
—— 2-[(3,4-Difluorophenyl)methylsulfanyl]pyridine-3-carbonitrile —— C13H8F2N2S
2-[(3,4-Difluorophenyl)methylsulfanyl]pyridine-3-carbonitrile
—— 2-[[3-(4-chlorophenyl)-7-oxo-2-sulfanylidene-6H-[1,3]thiazolo[4,5-d]pyrimidin-5-yl]sulfanyl]-N-[(4-fluorophenyl)methyl]acetamide —— C20H14ClFN4O2S3
2-[[3-(4-chlorophenyl)-7-oxo-2-sulfanylidene-6H-[1,3]thiazolo[4,5-d]pyrimidin-5-yl]sulfanyl]-N-[(4-fluorophenyl)methyl]acetamide
—— N-benzyl-2-[6-[(2-chlorophenyl)methylamino]pyrimidin-4-yl]sulfanyl-N-ethylacetamide —— C22H23ClN4OS
N-benzyl-2-[6-[(2-chlorophenyl)methylamino]pyrimidin-4-yl]sulfanyl-N-ethylacetamide
—— N-[(2-chlorophenyl)methyl]-6-[(2,5-difluorophenyl)methylsulfanyl]pyrimidin-4-amine —— C18H14ClF2N3S
N-[(2-chlorophenyl)methyl]-6-[(2,5-difluorophenyl)methylsulfanyl]pyrimidin-4-amine