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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
—— (1S,9R)-3-chloro-11-methyl-N-propyl-8-thia-4,6,11-triazatricyclo[7.4.0.02,7]trideca-2(7),3,5-trien-5-amine —— C13H19ClN4S
(1S,9R)-3-chloro-11-methyl-N-propyl-8-thia-4,6,11-triazatricyclo[7.4.0.02,7]trideca-2(7),3,5-trien-5-amine
—— (1R,9R)-3-chloro-N,N-diethyl-11-methyl-8-thia-4,6,11-triazatricyclo[7.4.0.02,7]trideca-2(7),3,5-trien-5-amine —— C14H21ClN4S
(1R,9R)-3-chloro-N,N-diethyl-11-methyl-8-thia-4,6,11-triazatricyclo[7.4.0.02,7]trideca-2(7),3,5-trien-5-amine
—— [2-Oxo-2-(2-phenylsulfanylanilino)ethyl] 3-methyl-1,2-oxazole-5-carboxylate —— C19H16N2O4S
[2-Oxo-2-(2-phenylsulfanylanilino)ethyl] 3-methyl-1,2-oxazole-5-carboxylate
—— (1R,9S)-3-chloro-11-methyl-5-piperidin-1-yl-8-thia-4,6,11-triazatricyclo[7.4.0.02,7]trideca-2(7),3,5-triene —— C15H21ClN4S
(1R,9S)-3-chloro-11-methyl-5-piperidin-1-yl-8-thia-4,6,11-triazatricyclo[7.4.0.02,7]trideca-2(7),3,5-triene
—— (1R,9S)-3-chloro-11-methyl-5-pyrrolidin-1-yl-8-thia-4,6,11-triazatricyclo[7.4.0.02,7]trideca-2(7),3,5-triene —— C14H19ClN4S
(1R,9S)-3-chloro-11-methyl-5-pyrrolidin-1-yl-8-thia-4,6,11-triazatricyclo[7.4.0.02,7]trideca-2(7),3,5-triene
—— 1-[2,5-Dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone —— C16H18N4O2S3
1-[2,5-Dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone
—— (1S,9S)-3-chloro-11-methyl-5-piperidin-1-yl-8-thia-4,6,11-triazatricyclo[7.4.0.02,7]trideca-2(7),3,5-triene —— C15H21ClN4S
(1S,9S)-3-chloro-11-methyl-5-piperidin-1-yl-8-thia-4,6,11-triazatricyclo[7.4.0.02,7]trideca-2(7),3,5-triene
—— (1R,9R)-3-chloro-11-methyl-N-pentyl-8-thia-4,6,11-triazatricyclo[7.4.0.02,7]trideca-2(7),3,5-trien-5-amine —— C15H23ClN4S
(1R,9R)-3-chloro-11-methyl-N-pentyl-8-thia-4,6,11-triazatricyclo[7.4.0.02,7]trideca-2(7),3,5-trien-5-amine
—— N-[(2-chlorophenyl)methyl]-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C13H14ClN3OS3
N-[(2-chlorophenyl)methyl]-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— (1S,9R)-N-[(2R)-butan-2-yl]-3-chloro-11-methyl-8-thia-4,6,11-triazatricyclo[7.4.0.02,7]trideca-2(7),3,5-trien-5-amine —— C14H21ClN4S
(1S,9R)-N-[(2R)-butan-2-yl]-3-chloro-11-methyl-8-thia-4,6,11-triazatricyclo[7.4.0.02,7]trideca-2(7),3,5-trien-5-amine
—— (1R,9R)-3-chloro-11-methyl-N-(2-methylpropyl)-8-thia-4,6,11-triazatricyclo[7.4.0.02,7]trideca-2(7),3,5-trien-5-amine —— C14H21ClN4S
(1R,9R)-3-chloro-11-methyl-N-(2-methylpropyl)-8-thia-4,6,11-triazatricyclo[7.4.0.02,7]trideca-2(7),3,5-trien-5-amine
—— (1S,9S)-3-chloro-N,N,11-trimethyl-8-thia-4,6,11-triazatricyclo[7.4.0.02,7]trideca-2(7),3,5-trien-5-amine —— C12H17ClN4S
(1S,9S)-3-chloro-N,N,11-trimethyl-8-thia-4,6,11-triazatricyclo[7.4.0.02,7]trideca-2(7),3,5-trien-5-amine
—— (1S,9R)-N-butyl-3-chloro-N,11-dimethyl-8-thia-4,6,11-triazatricyclo[7.4.0.02,7]trideca-2(7),3,5-trien-5-amine —— C15H23ClN4S
(1S,9R)-N-butyl-3-chloro-N,11-dimethyl-8-thia-4,6,11-triazatricyclo[7.4.0.02,7]trideca-2(7),3,5-trien-5-amine
—— 2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C11H17N3O2S3
2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— (1S,9R)-3-chloro-N,N-diethyl-11-methyl-8-thia-4,6,11-triazatricyclo[7.4.0.02,7]trideca-2(7),3,5-trien-5-amine —— C14H21ClN4S
(1S,9R)-3-chloro-N,N-diethyl-11-methyl-8-thia-4,6,11-triazatricyclo[7.4.0.02,7]trideca-2(7),3,5-trien-5-amine
—— [2-[4-(2,5-Dimethylphenyl)sulfanylanilino]-2-oxoethyl] 3-methyl-1,2-oxazole-5-carboxylate —— C21H20N2O4S
[2-[4-(2,5-Dimethylphenyl)sulfanylanilino]-2-oxoethyl] 3-methyl-1,2-oxazole-5-carboxylate
—— (1S,9S)-3-chloro-11-methyl-5-pyrrolidin-1-yl-8-thia-4,6,11-triazatricyclo[7.4.0.02,7]trideca-2(7),3,5-triene —— C14H19ClN4S
(1S,9S)-3-chloro-11-methyl-5-pyrrolidin-1-yl-8-thia-4,6,11-triazatricyclo[7.4.0.02,7]trideca-2(7),3,5-triene
—— N-[(4-chlorophenyl)methyl]-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C13H14ClN3OS3
N-[(4-chlorophenyl)methyl]-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— [2-(Furan-2-ylmethylamino)-2-oxoethyl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C17H18N4O5S
[2-(Furan-2-ylmethylamino)-2-oxoethyl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— N-cyclopropyl-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C9H13N3OS3
N-cyclopropyl-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— (2R)-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[1-(furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]propan-1-one —— C18H21N3O2S3
(2R)-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[1-(furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]propan-1-one
—— 2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]acetamide —— C16H21N3OS3
2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]acetamide
—— 2-(3,4-difluorophenyl)sulfanyl-N-[(1R)-1-phenylethyl]acetamide —— C16H15F2NOS
2-(3,4-difluorophenyl)sulfanyl-N-[(1R)-1-phenylethyl]acetamide
—— 2-[(1R)-1-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-thiophen-2-yl-1,3,4-oxadiazole —— C18H17N5OS3
2-[(1R)-1-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-thiophen-2-yl-1,3,4-oxadiazole
—— (2R)-N-cyclohexyl-2-(3,4-difluorophenyl)sulfanylpropanamide —— C15H19F2NOS
(2R)-N-cyclohexyl-2-(3,4-difluorophenyl)sulfanylpropanamide
—— 2-[(1R)-1-(3,4-difluorophenyl)sulfanylethyl]-5-phenyl-1,3,4-oxadiazole —— C16H12F2N2OS
2-[(1R)-1-(3,4-difluorophenyl)sulfanylethyl]-5-phenyl-1,3,4-oxadiazole
—— N-[(1R)-1-(4-chlorophenyl)ethyl]-2-(3,4-difluorophenyl)sulfanylacetamide —— C16H14ClF2NOS
N-[(1R)-1-(4-chlorophenyl)ethyl]-2-(3,4-difluorophenyl)sulfanylacetamide
—— N-[3-[(2-chlorophenyl)methyl]-1,3-thiazol-2-ylidene]-2-(3,4-difluorophenyl)sulfanylacetamide —— C18H13ClF2N2OS2
N-[3-[(2-chlorophenyl)methyl]-1,3-thiazol-2-ylidene]-2-(3,4-difluorophenyl)sulfanylacetamide
—— methyl 5-[(2S)-2-(3,4-difluorophenyl)sulfanylpropanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C17H17F2NO3S
methyl 5-[(2S)-2-(3,4-difluorophenyl)sulfanylpropanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— 2-[(1S)-1-(3,4-difluorophenyl)sulfanylethyl]-5-phenyl-1,3,4-oxadiazole —— C16H12F2N2OS
2-[(1S)-1-(3,4-difluorophenyl)sulfanylethyl]-5-phenyl-1,3,4-oxadiazole
—— 2-(3,4-difluorophenyl)sulfanyl-N-[(1R)-1-(3,4-dimethylphenyl)ethyl]acetamide —— C18H19F2NOS
2-(3,4-difluorophenyl)sulfanyl-N-[(1R)-1-(3,4-dimethylphenyl)ethyl]acetamide
—— 2-(3,4-difluorophenyl)sulfanyl-1-[(3S)-3-(furan-2-yl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]ethanone —— C22H18F2N2O2S
2-(3,4-difluorophenyl)sulfanyl-1-[(3S)-3-(furan-2-yl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]ethanone
—— 2-(3,4-difluorophenyl)sulfanyl-N-[(2R)-2-phenylpropyl]acetamide —— C17H17F2NOS
2-(3,4-difluorophenyl)sulfanyl-N-[(2R)-2-phenylpropyl]acetamide
—— N-[(1R)-1-(3-chlorophenyl)ethyl]-2-(3,4-difluorophenyl)sulfanylacetamide —— C16H14ClF2NOS
N-[(1R)-1-(3-chlorophenyl)ethyl]-2-(3,4-difluorophenyl)sulfanylacetamide
—— methyl 5-[(2R)-2-(3,4-difluorophenyl)sulfanylpropanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C17H17F2NO3S
methyl 5-[(2R)-2-(3,4-difluorophenyl)sulfanylpropanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— 2-(3,4-Difluorophenyl)sulfanyl-1-[1-[(4-fluorophenyl)methyl]-2,5-dimethylpyrrol-3-yl]ethanone —— C21H18F3NOS
2-(3,4-Difluorophenyl)sulfanyl-1-[1-[(4-fluorophenyl)methyl]-2,5-dimethylpyrrol-3-yl]ethanone
—— 2-(3,4-Difluorophenyl)sulfanyl-1-[2,5-dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]ethanone —— C18H16F2N2O2S
2-(3,4-Difluorophenyl)sulfanyl-1-[2,5-dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]ethanone
—— 2-(3,4-difluorophenyl)sulfanyl-N-[(1S)-1-phenylethyl]acetamide —— C16H15F2NOS
2-(3,4-difluorophenyl)sulfanyl-N-[(1S)-1-phenylethyl]acetamide
—— N-[(1S)-1-cyano-1-cyclopropylethyl]-2-(3,4-difluorophenyl)sulfanylacetamide —— C14H14F2N2OS
N-[(1S)-1-cyano-1-cyclopropylethyl]-2-(3,4-difluorophenyl)sulfanylacetamide
—— 2-((3,4-Difluorophenyl)thio)-1-(1h-pyrrol-2-yl)ethan-1-one —— C12H9F2NOS
2-((3,4-Difluorophenyl)thio)-1-(1h-pyrrol-2-yl)ethan-1-one
—— 2-(3,4-difluorophenyl)sulfanyl-N-[(1R,2R)-2-methylcyclohexyl]acetamide —— C15H19F2NOS
2-(3,4-difluorophenyl)sulfanyl-N-[(1R,2R)-2-methylcyclohexyl]acetamide
—— 2-(3,4-difluorophenyl)sulfanyl-N-[(2S)-2-phenylpropyl]acetamide —— C17H17F2NOS
2-(3,4-difluorophenyl)sulfanyl-N-[(2S)-2-phenylpropyl]acetamide
—— ethyl N-[2-(3,4-difluorophenyl)sulfanylacetyl]carbamate —— C11H11F2NO3S
ethyl N-[2-(3,4-difluorophenyl)sulfanylacetyl]carbamate
—— (2R)-2-(3,4-difluorophenyl)sulfanyl-N-[(2R)-4-phenylbutan-2-yl]propanamide —— C19H21F2NOS
(2R)-2-(3,4-difluorophenyl)sulfanyl-N-[(2R)-4-phenylbutan-2-yl]propanamide
—— N-[(1R)-1-(2-chlorophenyl)ethyl]-2-(3,4-difluorophenyl)sulfanylacetamide —— C16H14ClF2NOS
N-[(1R)-1-(2-chlorophenyl)ethyl]-2-(3,4-difluorophenyl)sulfanylacetamide
—— (2S)-N-cyclohexyl-2-(3,4-difluorophenyl)sulfanylpropanamide —— C15H19F2NOS
(2S)-N-cyclohexyl-2-(3,4-difluorophenyl)sulfanylpropanamide
—— 6-Amino-5-[2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]-1-methylpyrimidine-2,4-dione —— C15H12ClN5O4S
6-Amino-5-[2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]-1-methylpyrimidine-2,4-dione
—— (2S)-2-(3,4-difluorophenyl)sulfanyl-N-[(2S)-4-phenylbutan-2-yl]propanamide —— C19H21F2NOS
(2S)-2-(3,4-difluorophenyl)sulfanyl-N-[(2S)-4-phenylbutan-2-yl]propanamide
—— 2-[(1S)-1-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-thiophen-2-yl-1,3,4-oxadiazole —— C18H17N5OS3
2-[(1S)-1-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-thiophen-2-yl-1,3,4-oxadiazole
—— 2-(3,4-difluorophenyl)sulfanyl-N-[4-(2,5-dimethylphenyl)sulfanylphenyl]acetamide —— C22H19F2NOS2
2-(3,4-difluorophenyl)sulfanyl-N-[4-(2,5-dimethylphenyl)sulfanylphenyl]acetamide