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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-methyl-2-[(1S)-1-[[5-[(2-methyl-1,3-thiazol-4-yl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]-1H-pyrimidin-6-one —— C14H15N5O2S2
4-methyl-2-[(1S)-1-[[5-[(2-methyl-1,3-thiazol-4-yl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]-1H-pyrimidin-6-one
—— 4-methyl-2-[(1R)-1-[[5-[(2-methyl-1,3-thiazol-4-yl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]-1H-pyrimidin-6-one —— C14H15N5O2S2
4-methyl-2-[(1R)-1-[[5-[(2-methyl-1,3-thiazol-4-yl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]-1H-pyrimidin-6-one
—— 6-methyl-2-[(1S)-1-[[5-(3-methylthiophen-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]-1H-pyrimidin-4-one —— C14H14N4O2S2
6-methyl-2-[(1S)-1-[[5-(3-methylthiophen-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]-1H-pyrimidin-4-one
—— 5-[methyl-[(2R,3R)-3-methylsulfonylbutan-2-yl]amino]pentan-1-ol —— C11H25NO3S
5-[methyl-[(2R,3R)-3-methylsulfonylbutan-2-yl]amino]pentan-1-ol
—— 5-[methyl-[(2R,3S)-3-methylsulfonylbutan-2-yl]amino]pentan-1-ol —— C11H25NO3S
5-[methyl-[(2R,3S)-3-methylsulfonylbutan-2-yl]amino]pentan-1-ol
—— 5-[methyl-[(2S,3S)-3-methylsulfonylbutan-2-yl]amino]pentan-1-ol —— C11H25NO3S
5-[methyl-[(2S,3S)-3-methylsulfonylbutan-2-yl]amino]pentan-1-ol
—— 5-[methyl-[(2S,3R)-3-methylsulfonylbutan-2-yl]amino]pentan-1-ol —— C11H25NO3S
5-[methyl-[(2S,3R)-3-methylsulfonylbutan-2-yl]amino]pentan-1-ol
—— 11-Methyl-10-(7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraen-12-ylsulfanyl)-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9-trien-12-one —— C19H16N4OS3
11-Methyl-10-(7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraen-12-ylsulfanyl)-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9-trien-12-one
—— 3-Butyl-5,6-dimethyl-2-thieno[2,3-d]pyrimidin-4-ylsulfanylthieno[2,3-d]pyrimidin-4-one —— C18H18N4OS3
3-Butyl-5,6-dimethyl-2-thieno[2,3-d]pyrimidin-4-ylsulfanylthieno[2,3-d]pyrimidin-4-one
—— 2-(2-Nitrophenyl)sulfanyl-3-phenylthieno[2,3-d]pyrimidin-4-one —— C18H11N3O3S2
2-(2-Nitrophenyl)sulfanyl-3-phenylthieno[2,3-d]pyrimidin-4-one
—— 5-Nitro-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]benzonitrile —— C16H9N3O2S2
5-Nitro-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]benzonitrile
—— 3-Ethyl-2-thieno[2,3-d]pyrimidin-4-ylsulfanyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-one —— C18H16N4OS3
3-Ethyl-2-thieno[2,3-d]pyrimidin-4-ylsulfanyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-one
—— 2-(4-Methylsulfonyl-2-nitrophenyl)sulfanyl-4-phenyl-1,3-thiazole —— C16H12N2O4S3
2-(4-Methylsulfonyl-2-nitrophenyl)sulfanyl-4-phenyl-1,3-thiazole
—— 3-(2-Methoxyethyl)-2-(2-nitrophenyl)sulfanyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-one —— C19H19N3O4S2
3-(2-Methoxyethyl)-2-(2-nitrophenyl)sulfanyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-one
—— 4-[(4-Phenyl-1,3-thiazol-2-yl)sulfanyl]thieno[2,3-d]pyrimidine —— C15H9N3S3
4-[(4-Phenyl-1,3-thiazol-2-yl)sulfanyl]thieno[2,3-d]pyrimidine
—— N-ethyl-5-[(2S)-1,1,1-trifluoropropan-2-yl]sulfanyl-1,3,4-thiadiazol-2-amine —— C7H10F3N3S2
N-ethyl-5-[(2S)-1,1,1-trifluoropropan-2-yl]sulfanyl-1,3,4-thiadiazol-2-amine
—— 3-[(1S,2S,4S)-2,4-dimethylcyclohexyl]-1-ethyl-1-[(2S)-1-ethylsulfonylpropan-2-yl]urea —— C16H32N2O3S
3-[(1S,2S,4S)-2,4-dimethylcyclohexyl]-1-ethyl-1-[(2S)-1-ethylsulfonylpropan-2-yl]urea
—— N-ethyl-5-[(2R)-1,1,1-trifluoropropan-2-yl]sulfanyl-1,3,4-thiadiazol-2-amine —— C7H10F3N3S2
N-ethyl-5-[(2R)-1,1,1-trifluoropropan-2-yl]sulfanyl-1,3,4-thiadiazol-2-amine
—— 3-[(1R,2S,4S)-2,4-dimethylcyclohexyl]-1-ethyl-1-[(2R)-1-ethylsulfonylpropan-2-yl]urea —— C16H32N2O3S
3-[(1R,2S,4S)-2,4-dimethylcyclohexyl]-1-ethyl-1-[(2R)-1-ethylsulfonylpropan-2-yl]urea
—— 1-(2-tert-butylsulfonylethyl)-3-[(1R,2R,4R)-2,4-dimethylcyclohexyl]urea —— C15H30N2O3S
1-(2-tert-butylsulfonylethyl)-3-[(1R,2R,4R)-2,4-dimethylcyclohexyl]urea
—— 1-(2-tert-butylsulfonylethyl)-3-[(1S,2R,4S)-2,4-dimethylcyclohexyl]urea —— C15H30N2O3S
1-(2-tert-butylsulfonylethyl)-3-[(1S,2R,4S)-2,4-dimethylcyclohexyl]urea
—— 3-[(1S,2S,4S)-2,4-dimethylcyclohexyl]-1-ethyl-1-[(2R)-1-ethylsulfonylpropan-2-yl]urea —— C16H32N2O3S
3-[(1S,2S,4S)-2,4-dimethylcyclohexyl]-1-ethyl-1-[(2R)-1-ethylsulfonylpropan-2-yl]urea
—— 1-[2-(2-fluorophenyl)sulfanylethyl]-3-[(2S)-1-(1,2,4-triazol-1-yl)propan-2-yl]urea —— C14H18FN5OS
1-[2-(2-fluorophenyl)sulfanylethyl]-3-[(2S)-1-(1,2,4-triazol-1-yl)propan-2-yl]urea
—— 3-[(1R,2S,4S)-2,4-dimethylcyclohexyl]-1-ethyl-1-[(2S)-1-ethylsulfonylpropan-2-yl]urea —— C16H32N2O3S
3-[(1R,2S,4S)-2,4-dimethylcyclohexyl]-1-ethyl-1-[(2S)-1-ethylsulfonylpropan-2-yl]urea
—— 1-methyl-1-[(2R,3R)-3-methylsulfonylbutan-2-yl]-3-prop-2-ynylurea —— C10H18N2O3S
1-methyl-1-[(2R,3R)-3-methylsulfonylbutan-2-yl]-3-prop-2-ynylurea
—— 1-(2-tert-butylsulfonylethyl)-3-[(1S,2R,4R)-2,4-dimethylcyclohexyl]urea —— C15H30N2O3S
1-(2-tert-butylsulfonylethyl)-3-[(1S,2R,4R)-2,4-dimethylcyclohexyl]urea
—— 1-(2-tert-butylsulfonylethyl)-3-[(1R,2R,4S)-2,4-dimethylcyclohexyl]urea —— C15H30N2O3S
1-(2-tert-butylsulfonylethyl)-3-[(1R,2R,4S)-2,4-dimethylcyclohexyl]urea
—— 1-methyl-1-[(2S,3R)-3-methylsulfonylbutan-2-yl]-3-[(2S)-pentan-2-yl]urea —— C12H26N2O3S
1-methyl-1-[(2S,3R)-3-methylsulfonylbutan-2-yl]-3-[(2S)-pentan-2-yl]urea
—— 1-methyl-1-[(2R,3S)-3-methylsulfonylbutan-2-yl]-3-prop-2-ynylurea —— C10H18N2O3S
1-methyl-1-[(2R,3S)-3-methylsulfonylbutan-2-yl]-3-prop-2-ynylurea
—— 3-[(1R,2S)-2-ethylcyclohexyl]-1-[(2S)-1-ethylsulfonylpropan-2-yl]-1-methylurea —— C15H30N2O3S
3-[(1R,2S)-2-ethylcyclohexyl]-1-[(2S)-1-ethylsulfonylpropan-2-yl]-1-methylurea
—— 1-[2-(2-fluorophenyl)sulfanylethyl]-3-[(2R)-1-(1,2,4-triazol-1-yl)propan-2-yl]urea —— C14H18FN5OS
1-[2-(2-fluorophenyl)sulfanylethyl]-3-[(2R)-1-(1,2,4-triazol-1-yl)propan-2-yl]urea
—— 1-methyl-1-[(2S,3R)-3-methylsulfonylbutan-2-yl]-3-[(2R)-pentan-2-yl]urea —— C12H26N2O3S
1-methyl-1-[(2S,3R)-3-methylsulfonylbutan-2-yl]-3-[(2R)-pentan-2-yl]urea
—— 3-[(1R,2R)-2-ethylcyclohexyl]-1-[(2S)-1-ethylsulfonylpropan-2-yl]-1-methylurea —— C15H30N2O3S
3-[(1R,2R)-2-ethylcyclohexyl]-1-[(2S)-1-ethylsulfonylpropan-2-yl]-1-methylurea
—— 3-[(1S,2S)-2-ethylcyclohexyl]-1-[(2S)-1-ethylsulfonylpropan-2-yl]-1-methylurea —— C15H30N2O3S
3-[(1S,2S)-2-ethylcyclohexyl]-1-[(2S)-1-ethylsulfonylpropan-2-yl]-1-methylurea
—— 1-methyl-1-[(2S,3S)-3-methylsulfonylbutan-2-yl]-3-prop-2-ynylurea —— C10H18N2O3S
1-methyl-1-[(2S,3S)-3-methylsulfonylbutan-2-yl]-3-prop-2-ynylurea
—— 1-methyl-1-[(2R,3R)-3-methylsulfonylbutan-2-yl]-3-[(2S)-pentan-2-yl]urea —— C12H26N2O3S
1-methyl-1-[(2R,3R)-3-methylsulfonylbutan-2-yl]-3-[(2S)-pentan-2-yl]urea
—— 3-[(1S,2R)-2-ethylcyclohexyl]-1-[(2S)-1-ethylsulfonylpropan-2-yl]-1-methylurea —— C15H30N2O3S
3-[(1S,2R)-2-ethylcyclohexyl]-1-[(2S)-1-ethylsulfonylpropan-2-yl]-1-methylurea
—— 1-methyl-1-[(2S,3R)-3-methylsulfonylbutan-2-yl]-3-prop-2-ynylurea —— C10H18N2O3S
1-methyl-1-[(2S,3R)-3-methylsulfonylbutan-2-yl]-3-prop-2-ynylurea
—— 1-methyl-1-[(2R,3R)-3-methylsulfonylbutan-2-yl]-3-[(2R)-pentan-2-yl]urea —— C12H26N2O3S
1-methyl-1-[(2R,3R)-3-methylsulfonylbutan-2-yl]-3-[(2R)-pentan-2-yl]urea
—— 3-[2-(2-amino-2-oxoethyl)sulfanyl-4,6-dimethylpyrimidin-5-yl]-N-[(4-methylphenyl)methyl]propanamide —— C19H24N4O2S
3-[2-(2-amino-2-oxoethyl)sulfanyl-4,6-dimethylpyrimidin-5-yl]-N-[(4-methylphenyl)methyl]propanamide
—— 2-cyclohexyl-N-cyclopropyl-N-[(2R)-1-methylsulfonylpropan-2-yl]acetamide —— C15H27NO3S
2-cyclohexyl-N-cyclopropyl-N-[(2R)-1-methylsulfonylpropan-2-yl]acetamide
—— N-[(S)-(4-chlorophenyl)-(1-methylimidazol-2-yl)methyl]-2-phenylsulfanylacetamide —— C19H18ClN3OS
N-[(S)-(4-chlorophenyl)-(1-methylimidazol-2-yl)methyl]-2-phenylsulfanylacetamide
—— N-[(R)-(4-chlorophenyl)-(1-methylimidazol-2-yl)methyl]-3-(4-fluorophenyl)sulfanylpropanamide —— C20H19ClFN3OS
N-[(R)-(4-chlorophenyl)-(1-methylimidazol-2-yl)methyl]-3-(4-fluorophenyl)sulfanylpropanamide
—— N-[(R)-(4-chlorophenyl)-(1-methylimidazol-2-yl)methyl]-2-(2-methylphenyl)sulfanylacetamide —— C20H20ClN3OS
N-[(R)-(4-chlorophenyl)-(1-methylimidazol-2-yl)methyl]-2-(2-methylphenyl)sulfanylacetamide
—— 3-[2-(2-amino-2-oxoethyl)sulfanyl-4,6-dimethylpyrimidin-5-yl]-N-cyclohexylpropanamide —— C17H26N4O2S
3-[2-(2-amino-2-oxoethyl)sulfanyl-4,6-dimethylpyrimidin-5-yl]-N-cyclohexylpropanamide
—— (2R)-N-(2-ethyl-2-hydroxybutyl)-3-(4-fluorophenyl)sulfanyl-2-methylpropanamide —— C16H24FNO2S
(2R)-N-(2-ethyl-2-hydroxybutyl)-3-(4-fluorophenyl)sulfanyl-2-methylpropanamide
—— 3-(4-chlorophenyl)sulfanyl-N-[(2S)-4-hydroxy-2-phenylbutyl]propanamide —— C19H22ClNO2S
3-(4-chlorophenyl)sulfanyl-N-[(2S)-4-hydroxy-2-phenylbutyl]propanamide
—— 3-(4-chlorophenyl)sulfanyl-N-[(2R)-4-hydroxy-2-phenylbutyl]propanamide —— C19H22ClNO2S
3-(4-chlorophenyl)sulfanyl-N-[(2R)-4-hydroxy-2-phenylbutyl]propanamide
—— 2-[[5-cyclohexyl-4-[(Z)-(2,4-difluorophenyl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C17H18F2N4O2S
2-[[5-cyclohexyl-4-[(Z)-(2,4-difluorophenyl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— 2-[[5-cyclohexyl-4-[(Z)-(1,3,5-trimethylpyrazol-4-yl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetate —— C17H23N6O2S-
2-[[5-cyclohexyl-4-[(Z)-(1,3,5-trimethylpyrazol-4-yl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetate