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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
—— (2S)-N,N-dibenzyl-2-[(4-cyclopropyl-5-piperidin-1-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C27H33N5OS
(2S)-N,N-dibenzyl-2-[(4-cyclopropyl-5-piperidin-1-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— 2-[(4-cyclopropyl-5-piperidin-1-yl-1,2,4-triazol-3-yl)sulfanyl]-1-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone —— C22H33N5O2S
2-[(4-cyclopropyl-5-piperidin-1-yl-1,2,4-triazol-3-yl)sulfanyl]-1-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone
—— 2-[[4-cyclopropyl-5-(4-methylpiperidin-1-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R,2S,3R)-2,3-dimethylcyclohexyl]acetamide —— C21H35N5OS
2-[[4-cyclopropyl-5-(4-methylpiperidin-1-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R,2S,3R)-2,3-dimethylcyclohexyl]acetamide
—— [4-Carboxy-3-(2-hydroxyphenyl)sulfanylphenyl]imino-[2-(2-carboxyphenyl)sulfanylphenyl]-oxidoazanium —— C26H18N2O6S2
[4-Carboxy-3-(2-hydroxyphenyl)sulfanylphenyl]imino-[2-(2-carboxyphenyl)sulfanylphenyl]-oxidoazanium
—— 1-(azocan-1-yl)-2-[[5-[(3S,5R)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C23H35N5O2S
1-(azocan-1-yl)-2-[[5-[(3S,5R)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— 2-[[4-cyclopropyl-5-(4-methylpiperidin-1-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S,2S,3S)-2,3-dimethylcyclohexyl]acetamide —— C21H35N5OS
2-[[4-cyclopropyl-5-(4-methylpiperidin-1-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S,2S,3S)-2,3-dimethylcyclohexyl]acetamide
—— 1-(azocan-1-yl)-2-[[5-[(3S,5S)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C23H35N5O2S
1-(azocan-1-yl)-2-[[5-[(3S,5S)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— 5-[[5-[(3R,5R)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-3-thiophen-2-yl-1,2,4-oxadiazole —— C21H24N6O2S2
5-[[5-[(3R,5R)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-3-thiophen-2-yl-1,2,4-oxadiazole
—— 2-[(4-cyclopropyl-5-pyrrolidin-1-yl-1,2,4-triazol-3-yl)sulfanyl]-1-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone —— C21H31N5O2S
2-[(4-cyclopropyl-5-pyrrolidin-1-yl-1,2,4-triazol-3-yl)sulfanyl]-1-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone
—— 2-[[4-cyclopropyl-5-(4-methylpiperidin-1-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R,2S,3S)-2,3-dimethylcyclohexyl]acetamide —— C21H35N5OS
2-[[4-cyclopropyl-5-(4-methylpiperidin-1-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R,2S,3S)-2,3-dimethylcyclohexyl]acetamide
—— 2-[[5-[(3R,5S)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(furan-2-ylmethyl)acetamide —— C21H27N5O3S
2-[[5-[(3R,5S)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(furan-2-ylmethyl)acetamide
—— 2-[[4-cyclopropyl-5-(4-methylpiperidin-1-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-methyl-N-[(1R)-1-phenylethyl]acetamide —— C22H31N5OS
2-[[4-cyclopropyl-5-(4-methylpiperidin-1-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-methyl-N-[(1R)-1-phenylethyl]acetamide
—— 2-[[4-cyclopropyl-5-(4-methylpiperidin-1-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-methyl-N-[(1S)-1-phenylethyl]acetamide —— C22H31N5OS
2-[[4-cyclopropyl-5-(4-methylpiperidin-1-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-methyl-N-[(1S)-1-phenylethyl]acetamide
—— 2-[[4-cyclopropyl-5-(4-methylpiperidin-1-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S,2S,3R)-2,3-dimethylcyclohexyl]acetamide —— C21H35N5OS
2-[[4-cyclopropyl-5-(4-methylpiperidin-1-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S,2S,3R)-2,3-dimethylcyclohexyl]acetamide
—— 2-[(1S)-1-[[4-cyclopropyl-5-(4-methylpiperidin-1-yl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-phenyl-1,3,4-oxadiazole —— C21H26N6OS
2-[(1S)-1-[[4-cyclopropyl-5-(4-methylpiperidin-1-yl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-phenyl-1,3,4-oxadiazole
—— 2-[(4-cyclopropyl-5-pyrrolidin-1-yl-1,2,4-triazol-3-yl)sulfanyl]-1-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone —— C21H31N5O2S
2-[(4-cyclopropyl-5-pyrrolidin-1-yl-1,2,4-triazol-3-yl)sulfanyl]-1-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone
—— 5-[[5-[(3S,5S)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-3-thiophen-2-yl-1,2,4-oxadiazole —— C21H24N6O2S2
5-[[5-[(3S,5S)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-3-thiophen-2-yl-1,2,4-oxadiazole
—— 5-[[5-[(3R,5S)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-3-thiophen-2-yl-1,2,4-oxadiazole —— C21H24N6O2S2
5-[[5-[(3R,5S)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-3-thiophen-2-yl-1,2,4-oxadiazole
—— 2-[[5-[(3R,5R)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(furan-2-ylmethyl)acetamide —— C21H27N5O3S
2-[[5-[(3R,5R)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(furan-2-ylmethyl)acetamide
—— 1-(azocan-1-yl)-2-[[5-[(3R,5R)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C23H35N5O2S
1-(azocan-1-yl)-2-[[5-[(3R,5R)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— (2R)-2-[[4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2-phenylethyl)propanamide —— C18H20N4O2S
(2R)-2-[[4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2-phenylethyl)propanamide
—— 1-[4-cyclopropyl-5-[(1R)-1-(4-fluorophenyl)ethyl]sulfanyl-1,2,4-triazol-3-yl]-4-methylpiperidine —— C19H25FN4S
1-[4-cyclopropyl-5-[(1R)-1-(4-fluorophenyl)ethyl]sulfanyl-1,2,4-triazol-3-yl]-4-methylpiperidine
—— 2-[[4-cyclopropyl-5-(4-methylpiperidin-1-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-(4-ethylphenyl)ethyl]acetamide —— C23H33N5OS
2-[[4-cyclopropyl-5-(4-methylpiperidin-1-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-(4-ethylphenyl)ethyl]acetamide
—— (2S)-2-[[4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2-phenylethyl)propanamide —— C18H20N4O2S
(2S)-2-[[4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2-phenylethyl)propanamide
—— N-[(1S)-1-(4-bromophenyl)ethyl]-2-[[4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C17H17BrN4O2S
N-[(1S)-1-(4-bromophenyl)ethyl]-2-[[4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[(1R)-1-(4-chlorophenyl)ethyl]-2-[[4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C17H17ClN4O2S
N-[(1R)-1-(4-chlorophenyl)ethyl]-2-[[4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[(1R)-1-(4-bromophenyl)ethyl]-2-[[4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C17H17BrN4O2S
N-[(1R)-1-(4-bromophenyl)ethyl]-2-[[4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (3R)-5-chloro-7-methylsulfanyl-16,20-dioxa-10-thia-2,6,8,12-tetrazapentacyclo[11.9.0.02,11.04,9.015,21]docosa-1(22),4(9),5,7,11,13,15(21)-heptaen-3-ol —— C16H13ClN4O3S2
(3R)-5-chloro-7-methylsulfanyl-16,20-dioxa-10-thia-2,6,8,12-tetrazapentacyclo[11.9.0.02,11.04,9.015,21]docosa-1(22),4(9),5,7,11,13,15(21)-heptaen-3-ol
—— 2-[[4-cyclopropyl-5-(4-methylpiperidin-1-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-(4-ethylphenyl)ethyl]acetamide —— C23H33N5OS
2-[[4-cyclopropyl-5-(4-methylpiperidin-1-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-(4-ethylphenyl)ethyl]acetamide
—— 3-Phenylsulfanyl-1-(4-thiophen-2-ylsulfonylpiperazin-1-yl)propan-1-one —— C17H20N2O3S3
3-Phenylsulfanyl-1-(4-thiophen-2-ylsulfonylpiperazin-1-yl)propan-1-one
—— 2-(2-Methylphenyl)sulfanyl-1-(4-thiophen-2-ylsulfonylpiperazin-1-yl)ethanone —— C17H20N2O3S3
2-(2-Methylphenyl)sulfanyl-1-(4-thiophen-2-ylsulfonylpiperazin-1-yl)ethanone
—— N-[(1S)-1-(4-chlorophenyl)ethyl]-2-[[4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C17H17ClN4O2S
N-[(1S)-1-(4-chlorophenyl)ethyl]-2-[[4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (2R)-2-phenylsulfanyl-1-(4-thiophen-2-ylsulfonylpiperazin-1-yl)propan-1-one —— C17H20N2O3S3
(2R)-2-phenylsulfanyl-1-(4-thiophen-2-ylsulfonylpiperazin-1-yl)propan-1-one
—— 2-[(5-butylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(3R)-2-methyl-4-oxopentan-3-yl]acetamide —— C14H23N3O2S3
2-[(5-butylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(3R)-2-methyl-4-oxopentan-3-yl]acetamide
—— 2-[(5-butylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(3S)-2-methyl-4-oxopentan-3-yl]acetamide —— C14H23N3O2S3
2-[(5-butylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(3S)-2-methyl-4-oxopentan-3-yl]acetamide
—— 3-[5-[2-[[(3R)-2-methyl-4-oxopentan-3-yl]amino]-2-oxoethyl]sulfanyl-4-(2-methylpropyl)-1,2,4-triazol-3-yl]propanamide —— C17H29N5O3S
3-[5-[2-[[(3R)-2-methyl-4-oxopentan-3-yl]amino]-2-oxoethyl]sulfanyl-4-(2-methylpropyl)-1,2,4-triazol-3-yl]propanamide
—— 3-[5-[2-[[(3S)-2-methyl-4-oxopentan-3-yl]amino]-2-oxoethyl]sulfanyl-4-(2-methylpropyl)-1,2,4-triazol-3-yl]propanamide —— C17H29N5O3S
3-[5-[2-[[(3S)-2-methyl-4-oxopentan-3-yl]amino]-2-oxoethyl]sulfanyl-4-(2-methylpropyl)-1,2,4-triazol-3-yl]propanamide
—— N-[(3R)-2-methyl-4-oxopentan-3-yl]-2-[[4-(2-phenylethyl)-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C23H28N4O2S2
N-[(3R)-2-methyl-4-oxopentan-3-yl]-2-[[4-(2-phenylethyl)-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[(3S)-2-methyl-4-oxopentan-3-yl]-2-[[4-(2-phenylethyl)-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C23H28N4O2S2
N-[(3S)-2-methyl-4-oxopentan-3-yl]-2-[[4-(2-phenylethyl)-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-(4,5-dichloro-6-oxopyridazin-1-yl)-N-methyl-N-[(4-methylsulfanylphenyl)methyl]acetamide —— C15H15Cl2N3O2S
2-(4,5-dichloro-6-oxopyridazin-1-yl)-N-methyl-N-[(4-methylsulfanylphenyl)methyl]acetamide
—— [2-[(2-fluorophenyl)methylamino]-2-oxoethyl] (2S)-2-phenyl-2-phenylsulfanylacetate —— C23H20FNO3S
[2-[(2-fluorophenyl)methylamino]-2-oxoethyl] (2S)-2-phenyl-2-phenylsulfanylacetate
—— 1,3-dimethyl-6-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanylmethyl]pyrimidine-2,4-dione —— C14H19N5O4S
1,3-dimethyl-6-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanylmethyl]pyrimidine-2,4-dione
—— [2-[(2R)-2-methylmorpholin-4-yl]-2-oxoethyl] 3-(2-chlorophenyl)sulfanylpropanoate —— C16H20ClNO4S
[2-[(2R)-2-methylmorpholin-4-yl]-2-oxoethyl] 3-(2-chlorophenyl)sulfanylpropanoate
—— 3-[2-(difluoromethylsulfanyl)-4,6-dimethylpyrimidin-5-yl]-N-[(2-methylphenyl)methyl]propanamide —— C18H21F2N3OS
3-[2-(difluoromethylsulfanyl)-4,6-dimethylpyrimidin-5-yl]-N-[(2-methylphenyl)methyl]propanamide
—— 1,3-dimethyl-6-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanylmethyl]pyrimidine-2,4-dione —— C14H19N5O4S
1,3-dimethyl-6-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanylmethyl]pyrimidine-2,4-dione
—— 1,3-dimethyl-6-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanylmethyl]pyrimidine-2,4-dione —— C18H20N4O3S
1,3-dimethyl-6-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanylmethyl]pyrimidine-2,4-dione
—— [2-[(2S)-2-methylmorpholin-4-yl]-2-oxoethyl] 3-(2-chlorophenyl)sulfanylpropanoate —— C16H20ClNO4S
[2-[(2S)-2-methylmorpholin-4-yl]-2-oxoethyl] 3-(2-chlorophenyl)sulfanylpropanoate
—— 1-[(2R)-2-methylmorpholin-4-yl]-2-[[5-(2-thiophen-2-ylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C15H20N4O2S3
1-[(2R)-2-methylmorpholin-4-yl]-2-[[5-(2-thiophen-2-ylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— 1,3-dimethyl-6-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanylmethyl]pyrimidine-2,4-dione —— C18H20N4O3S
1,3-dimethyl-6-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanylmethyl]pyrimidine-2,4-dione
—— (2S)-N-[(1S)-1-phenylbutyl]-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C18H24N4OS2
(2S)-N-[(1S)-1-phenylbutyl]-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide