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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-difluorophenyl)sulfanyl-N-methyl-N-[(1R)-1-phenylethyl]acetamide —— C17H17F2NOS
2-(3,4-difluorophenyl)sulfanyl-N-methyl-N-[(1R)-1-phenylethyl]acetamide
—— 4-[(5-Cyclopropyl-4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]-2-thiophen-2-yl-1,3-thiazole —— C14H14N4S3
4-[(5-Cyclopropyl-4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]-2-thiophen-2-yl-1,3-thiazole
—— (1S,2R)-2-methyl-N-[3-[4-(2-methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propyl]cyclopropane-1-carboxamide —— C15H26N4OS
(1S,2R)-2-methyl-N-[3-[4-(2-methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propyl]cyclopropane-1-carboxamide
—— 4-[(1-Cyclopropyltetrazol-5-yl)sulfanylmethyl]-2-(4-fluorophenyl)-1,3-thiazole —— C14H12FN5S2
4-[(1-Cyclopropyltetrazol-5-yl)sulfanylmethyl]-2-(4-fluorophenyl)-1,3-thiazole
—— (2S)-N-(1-methylpyrazol-4-yl)sulfonyl-2-phenylsulfanylbutanamide —— C14H17N3O3S2
(2S)-N-(1-methylpyrazol-4-yl)sulfonyl-2-phenylsulfanylbutanamide
—— 2-[(1R)-1-(1-methylimidazol-2-yl)sulfanylethyl]-5-thiophen-2-yl-1,3,4-oxadiazole —— C12H12N4OS2
2-[(1R)-1-(1-methylimidazol-2-yl)sulfanylethyl]-5-thiophen-2-yl-1,3,4-oxadiazole
—— (1R,2R)-2-methyl-N-[3-[4-(2-methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propyl]cyclopropane-1-carboxamide —— C15H26N4OS
(1R,2R)-2-methyl-N-[3-[4-(2-methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propyl]cyclopropane-1-carboxamide
—— (2S)-N-[2-(4-methylphenyl)sulfanylethyl]oxolane-2-carboxamide —— C14H19NO2S
(2S)-N-[2-(4-methylphenyl)sulfanylethyl]oxolane-2-carboxamide
—— 1-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)-2-[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanylethanone —— C19H19N5OS2
1-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)-2-[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanylethanone
—— 5-[(1-Cyclopropyltetrazol-5-yl)sulfanylmethyl]-3-thiophen-2-yl-1,2,4-oxadiazole —— C11H10N6OS2
5-[(1-Cyclopropyltetrazol-5-yl)sulfanylmethyl]-3-thiophen-2-yl-1,2,4-oxadiazole
—— N-[2-[[5-benzyl-4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]acetyl]-1-methylpyrrole-2-carboxamide —— C20H23N5O3S
N-[2-[[5-benzyl-4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]acetyl]-1-methylpyrrole-2-carboxamide
—— 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-[(2S)-heptan-2-yl]propanamide —— C17H29N3OS
3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-[(2S)-heptan-2-yl]propanamide
—— (2R)-N-[2-(4-methylphenyl)sulfanylethyl]oxolane-2-carboxamide —— C14H19NO2S
(2R)-N-[2-(4-methylphenyl)sulfanylethyl]oxolane-2-carboxamide
—— 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-[(2R)-heptan-2-yl]propanamide —— C17H29N3OS
3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-[(2R)-heptan-2-yl]propanamide
—— 4-(1-Cyclopropyltetrazol-5-yl)sulfanyl-2-pyridin-3-ylquinazoline —— C17H13N7S
4-(1-Cyclopropyltetrazol-5-yl)sulfanyl-2-pyridin-3-ylquinazoline
—— 4-(1-Cyclopropyltetrazol-5-yl)sulfanyl-5,6-dimethyl-2-(pyrrolidin-1-ylmethyl)thieno[2,3-d]pyrimidine —— C17H21N7S2
4-(1-Cyclopropyltetrazol-5-yl)sulfanyl-5,6-dimethyl-2-(pyrrolidin-1-ylmethyl)thieno[2,3-d]pyrimidine
—— N-[5-({[(1-cyanocyclohexyl)carbamoyl]methyl}sulfanyl)-1,3,4-thiadiazol-2-yl]-N-cyclopropylpropanamide —— C17H23N5O2S2
N-[5-({[(1-cyanocyclohexyl)carbamoyl]methyl}sulfanyl)-1,3,4-thiadiazol-2-yl]-N-cyclopropylpropanamide
—— 4-(1-Cyclopentyltetrazol-5-yl)sulfanylthieno[2,3-d]pyrimidine —— C12H12N6S2
4-(1-Cyclopentyltetrazol-5-yl)sulfanylthieno[2,3-d]pyrimidine
—— N-cyclopropyl-N-[5-[2-oxo-2-(1H-pyrrol-2-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-yl]propanamide 878238-99-4 C14H16N4O2S2
N-cyclopropyl-N-[5-[2-oxo-2-(1H-pyrrol-2-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-yl]propanamide
—— 2-(2,5-difluorophenyl)sulfanyl-N-(pyridin-2-ylmethyl)acetamide —— C14H12F2N2OS
2-(2,5-difluorophenyl)sulfanyl-N-(pyridin-2-ylmethyl)acetamide
—— 2-(2,5-difluorophenyl)sulfanyl-N-(4-methylpiperazin-1-yl)acetamide —— C13H17F2N3OS
2-(2,5-difluorophenyl)sulfanyl-N-(4-methylpiperazin-1-yl)acetamide
—— 2-(2,5-difluorophenyl)sulfanyl-N-(4-methylpiperazin-4-ium-1-yl)acetamide —— C13H18F2N3OS+
2-(2,5-difluorophenyl)sulfanyl-N-(4-methylpiperazin-4-ium-1-yl)acetamide
—— (2S)-N-[(1R)-1-phenylbutyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C19H21N3O2S2
(2S)-N-[(1R)-1-phenylbutyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— 2-(4-methylphenyl)sulfanyl-N-(4-methylpiperazin-1-yl)acetamide —— C14H21N3OS
2-(4-methylphenyl)sulfanyl-N-(4-methylpiperazin-1-yl)acetamide
—— 2-(4-fluorophenyl)sulfanyl-N-(4-methylpiperazin-4-ium-1-yl)acetamide —— C13H19FN3OS+
2-(4-fluorophenyl)sulfanyl-N-(4-methylpiperazin-4-ium-1-yl)acetamide
—— (2R)-N-[(1R)-1-phenylbutyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C19H21N3O2S2
(2R)-N-[(1R)-1-phenylbutyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-[(1S)-1-phenylbutyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C19H21N3O2S2
(2S)-N-[(1S)-1-phenylbutyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2R)-N-[(1S)-1-phenylbutyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C19H21N3O2S2
(2R)-N-[(1S)-1-phenylbutyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— 2-(4-bromophenyl)sulfanyl-N-(4-methylpiperazin-4-ium-1-yl)acetamide —— C13H19BrN3OS+
2-(4-bromophenyl)sulfanyl-N-(4-methylpiperazin-4-ium-1-yl)acetamide
—— 2-(2-Tert-butylsulfonylethylsulfanyl)-1-propan-2-ylpyrimidin-4-one —— C13H22N2O3S2
2-(2-Tert-butylsulfonylethylsulfanyl)-1-propan-2-ylpyrimidin-4-one
—— 2-(4-bromo-2-methylphenyl)sulfanyl-N-(4-methylpiperazin-1-yl)acetamide —— C14H20BrN3OS
2-(4-bromo-2-methylphenyl)sulfanyl-N-(4-methylpiperazin-1-yl)acetamide
—— tert-butyl (2R)-4-[5-chloro-6-(1-methylimidazol-2-yl)sulfanylpyridine-3-carbonyl]morpholine-2-carboxylate —— C19H23ClN4O4S
tert-butyl (2R)-4-[5-chloro-6-(1-methylimidazol-2-yl)sulfanylpyridine-3-carbonyl]morpholine-2-carboxylate
—— (5-Thiophen-2-yl-1,3,4-oxadiazol-2-yl)methyl 2-phenylsulfanylpyridine-3-carboxylate —— C19H13N3O3S2
(5-Thiophen-2-yl-1,3,4-oxadiazol-2-yl)methyl 2-phenylsulfanylpyridine-3-carboxylate
—— tert-butyl (2S)-4-[5-chloro-6-(1-methylimidazol-2-yl)sulfanylpyridine-3-carbonyl]morpholine-2-carboxylate —— C19H23ClN4O4S
tert-butyl (2S)-4-[5-chloro-6-(1-methylimidazol-2-yl)sulfanylpyridine-3-carbonyl]morpholine-2-carboxylate
—— 2-(4-chlorophenyl)sulfanyl-N-(4-methylpiperazin-1-yl)-5-nitrobenzamide —— C18H19ClN4O3S
2-(4-chlorophenyl)sulfanyl-N-(4-methylpiperazin-1-yl)-5-nitrobenzamide
—— 2-(2-methylphenyl)sulfanyl-N-(4-methylpiperazin-1-yl)acetamide —— C14H21N3OS
2-(2-methylphenyl)sulfanyl-N-(4-methylpiperazin-1-yl)acetamide
—— 2-[(5-cyclohexyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-1-[(1S,5R)-1,3,3-trimethyl-6-azabicyclo[3.2.1]octan-6-yl]ethanone —— C23H36N4OS
2-[(5-cyclohexyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-1-[(1S,5R)-1,3,3-trimethyl-6-azabicyclo[3.2.1]octan-6-yl]ethanone
—— 2-[(1S)-1-(2-fluorophenyl)sulfanylethyl]-5-(4-methylphenyl)-1,3,4-oxadiazole —— C17H15FN2OS
2-[(1S)-1-(2-fluorophenyl)sulfanylethyl]-5-(4-methylphenyl)-1,3,4-oxadiazole
—— 2-(4-methylphenyl)-5-[(1R)-1-(4-methylphenyl)sulfanylethyl]-1,3,4-oxadiazole —— C18H18N2OS
2-(4-methylphenyl)-5-[(1R)-1-(4-methylphenyl)sulfanylethyl]-1,3,4-oxadiazole
—— 2-[(1S)-1-(2,4-dimethylphenyl)sulfanylethyl]-5-thiophen-2-yl-1,3,4-oxadiazole —— C16H16N2OS2
2-[(1S)-1-(2,4-dimethylphenyl)sulfanylethyl]-5-thiophen-2-yl-1,3,4-oxadiazole
—— 2-[(1R)-1-(2-fluorophenyl)sulfanylethyl]-5-(4-methylphenyl)-1,3,4-oxadiazole —— C17H15FN2OS
2-[(1R)-1-(2-fluorophenyl)sulfanylethyl]-5-(4-methylphenyl)-1,3,4-oxadiazole
—— 2-[(1R)-1-(2,4-dimethylphenyl)sulfanylethyl]-5-thiophen-2-yl-1,3,4-oxadiazole —— C16H16N2OS2
2-[(1R)-1-(2,4-dimethylphenyl)sulfanylethyl]-5-thiophen-2-yl-1,3,4-oxadiazole
—— 1-(1H-pyrrol-2-yl)-2-[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanylethanone —— C12H11N5OS2
1-(1H-pyrrol-2-yl)-2-[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanylethanone
—— 2-[[(4R)-1,3-dioxan-4-yl]methylsulfanyl]-5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazole —— C16H20N2O3S2
2-[[(4R)-1,3-dioxan-4-yl]methylsulfanyl]-5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazole
—— 2-(3,4-difluorophenyl)sulfanyl-1-[(2R)-2-thiophen-2-ylpyrrolidin-1-yl]ethanone —— C16H15F2NOS2
2-(3,4-difluorophenyl)sulfanyl-1-[(2R)-2-thiophen-2-ylpyrrolidin-1-yl]ethanone
—— 2-(3,4-difluorophenyl)sulfanyl-1-[(2S)-2-thiophen-2-ylpyrrolidin-1-yl]ethanone —— C16H15F2NOS2
2-(3,4-difluorophenyl)sulfanyl-1-[(2S)-2-thiophen-2-ylpyrrolidin-1-yl]ethanone
—— 2-(4-methylphenyl)-5-[(1S)-1-(4-methylphenyl)sulfanylethyl]-1,3,4-oxadiazole —— C18H18N2OS
2-(4-methylphenyl)-5-[(1S)-1-(4-methylphenyl)sulfanylethyl]-1,3,4-oxadiazole
—— (2S)-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2-thiophen-2-ylethyl)propanamide —— C13H17N3OS4
(2S)-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2-thiophen-2-ylethyl)propanamide
—— 6-methyl-2-[(1S)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanylpyrimidin-4-amine —— C15H15N5OS
6-methyl-2-[(1S)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanylpyrimidin-4-amine
—— 2-(4-fluorophenyl)sulfanyl-N-[(R)-furan-2-yl(phenyl)methyl]acetamide —— C19H16FNO2S
2-(4-fluorophenyl)sulfanyl-N-[(R)-furan-2-yl(phenyl)methyl]acetamide