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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-[(1S)-1-[[5-[(3R,5R)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-thiophen-2-yl-1,3,4-oxadiazole —— C22H26N6O2S2
2-[(1S)-1-[[5-[(3R,5R)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-thiophen-2-yl-1,3,4-oxadiazole
—— 2-[(1S)-1-[[5-[(3R,5S)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-thiophen-2-yl-1,3,4-oxadiazole —— C22H26N6O2S2
2-[(1S)-1-[[5-[(3R,5S)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-thiophen-2-yl-1,3,4-oxadiazole
—— 5-[[5-[(3R,5R)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-3-thiophen-3-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-3-yl-1,2,4-oxadiazole
—— 5-[[5-[(3S,5S)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-3-thiophen-3-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-3-yl-1,2,4-oxadiazole
—— 2-[(1S)-1-[[5-[(3S,5S)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-thiophen-2-yl-1,3,4-oxadiazole —— C22H26N6O2S2
2-[(1S)-1-[[5-[(3S,5S)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-thiophen-2-yl-1,3,4-oxadiazole
—— 2-{4-[(isopropylamino)sulfonyl]phenoxy}-N-[2-(phenylsulfanyl)phenyl]acetamide —— C23H24N2O4S2
2-{4-[(isopropylamino)sulfonyl]phenoxy}-N-[2-(phenylsulfanyl)phenyl]acetamide
—— 2-[[5-[(3S,5S)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-pentylacetamide —— C21H33N5O2S
2-[[5-[(3S,5S)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-pentylacetamide
—— 2-[[5-[(3R,5R)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-pentylacetamide —— C21H33N5O2S
2-[[5-[(3R,5R)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-pentylacetamide
—— 2-[[5-[(3S,5R)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-pentylacetamide —— C21H33N5O2S
2-[[5-[(3S,5R)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-pentylacetamide
—— (2S)-2-[[5-(2-cyclopentylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-N-[(4-methylphenyl)methyl]propanamide —— C20H28N4OS
(2S)-2-[[5-(2-cyclopentylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-N-[(4-methylphenyl)methyl]propanamide
—— N-[4-[[(2R,6S)-2,6-dimethylmorpholin-4-yl]methyl]-1,3-thiazol-2-yl]-2-phenylsulfanylpyridine-3-carboxamide —— C22H24N4O2S2
N-[4-[[(2R,6S)-2,6-dimethylmorpholin-4-yl]methyl]-1,3-thiazol-2-yl]-2-phenylsulfanylpyridine-3-carboxamide
—— N-[4-[[(2S,6S)-2,6-dimethylmorpholin-4-yl]methyl]-1,3-thiazol-2-yl]-2-phenylsulfanylpyridine-3-carboxamide —— C22H24N4O2S2
N-[4-[[(2S,6S)-2,6-dimethylmorpholin-4-yl]methyl]-1,3-thiazol-2-yl]-2-phenylsulfanylpyridine-3-carboxamide
—— 2-[[5-[2-(diethylamino)-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-methoxyethyl)acetamide —— C13H22N4O3S3
2-[[5-[2-(diethylamino)-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-methoxyethyl)acetamide
—— (2R)-2-[[5-(2-cyclopentylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-N-[(4-methylphenyl)methyl]propanamide —— C20H28N4OS
(2R)-2-[[5-(2-cyclopentylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-N-[(4-methylphenyl)methyl]propanamide
—— N-[4-[[(2R,6R)-2,6-dimethylmorpholin-4-yl]methyl]-1,3-thiazol-2-yl]-2-phenylsulfanylpyridine-3-carboxamide —— C22H24N4O2S2
N-[4-[[(2R,6R)-2,6-dimethylmorpholin-4-yl]methyl]-1,3-thiazol-2-yl]-2-phenylsulfanylpyridine-3-carboxamide
—— tert-butyl 2-[[5-(4-methylpiperidin-1-yl)-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]acetate —— C19H32N4O3S
tert-butyl 2-[[5-(4-methylpiperidin-1-yl)-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 2-[(4-amino-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[(2S)-butan-2-yl]-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide —— C14H22N4O4S2
2-[(4-amino-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[(2S)-butan-2-yl]-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide
—— 2-[(1S)-1-[[4-(furan-2-ylmethyl)-5-(4-methylpiperidin-1-yl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-thiophen-2-yl-1,3,4-oxadiazole —— C21H24N6O2S2
2-[(1S)-1-[[4-(furan-2-ylmethyl)-5-(4-methylpiperidin-1-yl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-thiophen-2-yl-1,3,4-oxadiazole
—— tert-butyl 2-[[5-(4-methylpiperidin-1-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]acetate —— C19H32N4O3S
tert-butyl 2-[[5-(4-methylpiperidin-1-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 2-[(1R)-1-[[4-(furan-2-ylmethyl)-5-(4-methylpiperidin-1-yl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-thiophen-2-yl-1,3,4-oxadiazole —— C21H24N6O2S2
2-[(1R)-1-[[4-(furan-2-ylmethyl)-5-(4-methylpiperidin-1-yl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-thiophen-2-yl-1,3,4-oxadiazole
—— N-(cyclohexen-1-yl)-N-ethyl-2-[[5-(4-methylpiperidin-1-yl)-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C23H37N5O2S
N-(cyclohexen-1-yl)-N-ethyl-2-[[5-(4-methylpiperidin-1-yl)-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-(cyclohexen-1-yl)-N-ethyl-2-[[5-(4-methylpiperidin-1-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C23H37N5O2S
N-(cyclohexen-1-yl)-N-ethyl-2-[[5-(4-methylpiperidin-1-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 4-methyl-1-[5-[(2-methylphenyl)methylsulfanyl]-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]piperidine —— C21H30N4OS
4-methyl-1-[5-[(2-methylphenyl)methylsulfanyl]-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]piperidine
—— 4-methyl-1-[5-[(2-methylphenyl)methylsulfanyl]-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]piperidine —— C21H30N4OS
4-methyl-1-[5-[(2-methylphenyl)methylsulfanyl]-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]piperidine
—— [2-[benzyl(ethyl)amino]-2-oxoethyl] (2R)-2,3-dihydro-1-benzothiophene-2-carboxylate —— C20H21NO3S
[2-[benzyl(ethyl)amino]-2-oxoethyl] (2R)-2,3-dihydro-1-benzothiophene-2-carboxylate
—— [2-[benzyl(ethyl)amino]-2-oxoethyl] (2S)-2,3-dihydro-1-benzothiophene-2-carboxylate —— C20H21NO3S
[2-[benzyl(ethyl)amino]-2-oxoethyl] (2S)-2,3-dihydro-1-benzothiophene-2-carboxylate
—— N-methyl-N-[(1R)-1-phenylethyl]-2-[[5-(thiophen-2-ylmethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C18H20N4OS2
N-methyl-N-[(1R)-1-phenylethyl]-2-[[5-(thiophen-2-ylmethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (Z)-2-cyano-N-[4-(4,6-dimethylpyrimidin-2-yl)sulfanylphenyl]-3-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]prop-2-enamide —— C26H29N5O2S
(Z)-2-cyano-N-[4-(4,6-dimethylpyrimidin-2-yl)sulfanylphenyl]-3-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]prop-2-enamide
—— 3-[(2R)-2,3-dihydro-1-benzothiophene-2-carbonyl]oxypropyl (2S)-2,3-dihydro-1-benzothiophene-2-carboxylate —— C21H20O4S2
3-[(2R)-2,3-dihydro-1-benzothiophene-2-carbonyl]oxypropyl (2S)-2,3-dihydro-1-benzothiophene-2-carboxylate
—— (Z)-2-cyano-N-[4-(4,6-dimethylpyrimidin-2-yl)sulfanylphenyl]-3-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]prop-2-enamide —— C26H29N5O2S
(Z)-2-cyano-N-[4-(4,6-dimethylpyrimidin-2-yl)sulfanylphenyl]-3-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]prop-2-enamide
—— N-methyl-N-[(1S)-1-phenylethyl]-2-[[5-(thiophen-2-ylmethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C18H20N4OS2
N-methyl-N-[(1S)-1-phenylethyl]-2-[[5-(thiophen-2-ylmethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 3-[(2S)-2,3-dihydro-1-benzothiophene-2-carbonyl]oxypropyl (2S)-2,3-dihydro-1-benzothiophene-2-carboxylate —— C21H20O4S2
3-[(2S)-2,3-dihydro-1-benzothiophene-2-carbonyl]oxypropyl (2S)-2,3-dihydro-1-benzothiophene-2-carboxylate
—— (2R)-N-[4-(4,6-dimethylpyrimidin-2-yl)sulfanylphenyl]-2-[2-(4-methylanilino)-2-oxoethyl]sulfanylpropanamide —— C24H26N4O2S2
(2R)-N-[4-(4,6-dimethylpyrimidin-2-yl)sulfanylphenyl]-2-[2-(4-methylanilino)-2-oxoethyl]sulfanylpropanamide
—— 1-[[2-[[5-(2-Chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]amino]-3-(3-methylbutyl)thiourea —— C16H20ClN5O2S2
1-[[2-[[5-(2-Chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]amino]-3-(3-methylbutyl)thiourea
—— 1-[[2-(2,5-Dimethylphenyl)sulfanylacetyl]amino]-3-(3-methylbutyl)thiourea —— C16H25N3OS2
1-[[2-(2,5-Dimethylphenyl)sulfanylacetyl]amino]-3-(3-methylbutyl)thiourea
—— 1-[[2-(4-Fluorophenyl)sulfanylacetyl]amino]-3-(3-methylbutyl)thiourea —— C14H20FN3OS2
1-[[2-(4-Fluorophenyl)sulfanylacetyl]amino]-3-(3-methylbutyl)thiourea
—— 1-(3-methylbutyl)-3-[[(2S)-2-phenylsulfanylpropanoyl]amino]thiourea —— C15H23N3OS2
1-(3-methylbutyl)-3-[[(2S)-2-phenylsulfanylpropanoyl]amino]thiourea
—— (2S)-N-[4-(4,6-dimethylpyrimidin-2-yl)sulfanylphenyl]-2-[2-(4-methylanilino)-2-oxoethyl]sulfanylpropanamide —— C24H26N4O2S2
(2S)-N-[4-(4,6-dimethylpyrimidin-2-yl)sulfanylphenyl]-2-[2-(4-methylanilino)-2-oxoethyl]sulfanylpropanamide
—— [2-[2-(4-Chlorophenyl)sulfanylethylamino]-2-oxoethyl] 4-acetyl-1-methylpyrrole-2-carboxylate —— C18H19ClN2O4S
[2-[2-(4-Chlorophenyl)sulfanylethylamino]-2-oxoethyl] 4-acetyl-1-methylpyrrole-2-carboxylate
—— 3-[(2R)-2,3-dihydro-1-benzothiophene-2-carbonyl]oxypropyl (2R)-2,3-dihydro-1-benzothiophene-2-carboxylate —— C21H20O4S2
3-[(2R)-2,3-dihydro-1-benzothiophene-2-carbonyl]oxypropyl (2R)-2,3-dihydro-1-benzothiophene-2-carboxylate
—— 1-[[2-[[5-(2-Chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]amino]-3-cyclopentylthiourea —— C16H18ClN5O2S2
1-[[2-[[5-(2-Chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]amino]-3-cyclopentylthiourea
—— 1-Cyclopentyl-3-[(2-phenylsulfanylacetyl)amino]thiourea —— C14H19N3OS2
1-Cyclopentyl-3-[(2-phenylsulfanylacetyl)amino]thiourea
—— 1-Cyclopentyl-3-[[2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]amino]thiourea —— C16H18FN5O2S2
1-Cyclopentyl-3-[[2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]amino]thiourea
—— N-[(3R)-2-methyl-4-oxopentan-3-yl]-2-[[5-(4-methylpiperidin-1-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C21H35N5O3S
N-[(3R)-2-methyl-4-oxopentan-3-yl]-2-[[5-(4-methylpiperidin-1-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[(3S)-2-methyl-4-oxopentan-3-yl]-2-[[5-(4-methylpiperidin-1-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C21H35N5O3S
N-[(3S)-2-methyl-4-oxopentan-3-yl]-2-[[5-(4-methylpiperidin-1-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (2R)-2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R,2S)-2-methylcyclohexyl]propanamide —— C22H33N3O2S
(2R)-2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R,2S)-2-methylcyclohexyl]propanamide
—— 2-[[5-[(3S,5R)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(3S)-2-methyl-4-oxopentan-3-yl]acetamide —— C22H33N5O3S
2-[[5-[(3S,5R)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(3S)-2-methyl-4-oxopentan-3-yl]acetamide
—— (2R)-2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R,2R)-2-methylcyclohexyl]propanamide —— C22H33N3O2S
(2R)-2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R,2R)-2-methylcyclohexyl]propanamide
—— 2-(1-adamantyl)-5-[[(4S)-1,3-dioxan-4-yl]methylsulfanyl]-1,3,4-oxadiazole —— C17H24N2O3S
2-(1-adamantyl)-5-[[(4S)-1,3-dioxan-4-yl]methylsulfanyl]-1,3,4-oxadiazole
—— N-[(3S)-2-methyl-4-oxopentan-3-yl]-2-[[5-(4-methylpiperidin-1-yl)-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C21H35N5O3S
N-[(3S)-2-methyl-4-oxopentan-3-yl]-2-[[5-(4-methylpiperidin-1-yl)-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]acetamide