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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
—— N-[[(3R)-1-[3-(dimethylamino)propyl]pyrrolidin-3-yl]methyl]-3-methylsulfanylaniline —— C17H29N3S
N-[[(3R)-1-[3-(dimethylamino)propyl]pyrrolidin-3-yl]methyl]-3-methylsulfanylaniline
—— 2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-[(1R)-3-methyl-1-phenylbutyl]acetamide —— C20H22N5OS+
2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-[(1R)-3-methyl-1-phenylbutyl]acetamide
—— (1'S,2R,5'R,6'S)-2'-amino-6'-(4-methylsulfanylphenyl)spiro[1,3-oxathiolane-2,4'-3-azabicyclo[3.1.0]hex-2-ene]-1',5'-dicarbonitrile —— C16H14N4OS2
(1'S,2R,5'R,6'S)-2'-amino-6'-(4-methylsulfanylphenyl)spiro[1,3-oxathiolane-2,4'-3-azabicyclo[3.1.0]hex-2-ene]-1',5'-dicarbonitrile
—— 2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[(1S)-3-methyl-1-phenylbutyl]acetamide —— C20H21N5OS
2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[(1S)-3-methyl-1-phenylbutyl]acetamide
—— N-[[(3R)-1-[3-(diethylamino)propyl]pyrrolidin-3-yl]methyl]-3-methylsulfanylaniline —— C19H33N3S
N-[[(3R)-1-[3-(diethylamino)propyl]pyrrolidin-3-yl]methyl]-3-methylsulfanylaniline
—— N-[[(3S)-1-[3-(diethylamino)propyl]pyrrolidin-3-yl]methyl]-3-methylsulfanylaniline —— C19H33N3S
N-[[(3S)-1-[3-(diethylamino)propyl]pyrrolidin-3-yl]methyl]-3-methylsulfanylaniline
—— N-[[5-[2-[[4-(4-methylphenyl)-1,3-thiazol-2-yl]sulfanyl]acetyl]thiophen-2-yl]methyl]acetamide —— C19H18N2O2S3
N-[[5-[2-[[4-(4-methylphenyl)-1,3-thiazol-2-yl]sulfanyl]acetyl]thiophen-2-yl]methyl]acetamide
—— 3-[(3R)-3-[(3-methylsulfanylanilino)methyl]pyrrolidin-1-yl]propan-1-ol —— C15H24N2OS
3-[(3R)-3-[(3-methylsulfanylanilino)methyl]pyrrolidin-1-yl]propan-1-ol
—— 3-[(3S)-3-[(3-methylsulfanylanilino)methyl]pyrrolidin-1-yl]propan-1-ol —— C15H24N2OS
3-[(3S)-3-[(3-methylsulfanylanilino)methyl]pyrrolidin-1-yl]propan-1-ol
—— N-[[(3R)-1-(2-methoxyethyl)pyrrolidin-3-yl]methyl]-3-methylsulfanylaniline —— C15H24N2OS
N-[[(3R)-1-(2-methoxyethyl)pyrrolidin-3-yl]methyl]-3-methylsulfanylaniline
—— N-[[(3S)-1-(2-methoxyethyl)pyrrolidin-3-yl]methyl]-3-methylsulfanylaniline —— C15H24N2OS
N-[[(3S)-1-(2-methoxyethyl)pyrrolidin-3-yl]methyl]-3-methylsulfanylaniline
—— 3-methylsulfanyl-N-[[(3S)-1-[[(2S)-oxolan-2-yl]methyl]pyrrolidin-3-yl]methyl]aniline —— C17H26N2OS
3-methylsulfanyl-N-[[(3S)-1-[[(2S)-oxolan-2-yl]methyl]pyrrolidin-3-yl]methyl]aniline
—— 3-methylsulfanyl-N-[[(3R)-1-[[(2S)-oxolan-2-yl]methyl]pyrrolidin-3-yl]methyl]aniline —— C17H26N2OS
3-methylsulfanyl-N-[[(3R)-1-[[(2S)-oxolan-2-yl]methyl]pyrrolidin-3-yl]methyl]aniline
—— (E)-3-(5-bromothiophen-2-yl)-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]prop-2-enoic acid —— C11H9BrN2O3S2
(E)-3-(5-bromothiophen-2-yl)-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]prop-2-enoic acid
—— ethyl 2-[2-[2-[[(1R)-1-(3-chlorophenyl)ethyl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C17H19ClN2O3S2
ethyl 2-[2-[2-[[(1R)-1-(3-chlorophenyl)ethyl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— (Z)-3-[5-(4-chlorophenyl)sulfanylfuran-2-yl]-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]prop-2-enoate —— C17H12ClN2O4S2-
(Z)-3-[5-(4-chlorophenyl)sulfanylfuran-2-yl]-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]prop-2-enoate
—— (Z)-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-(5-phenylsulfanylfuran-2-yl)prop-2-enoic acid —— C17H14N2O4S2
(Z)-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-(5-phenylsulfanylfuran-2-yl)prop-2-enoic acid
—— ethyl 2-[2-[2-[[(1S)-1-(4-chlorophenyl)ethyl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C17H19ClN2O3S2
ethyl 2-[2-[2-[[(1S)-1-(4-chlorophenyl)ethyl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— Ethyl 2-[2-[2-[2,5-dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C19H21N3O4S2
Ethyl 2-[2-[2-[2,5-dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— (Z)-3-[5-(4-chlorophenyl)sulfanylfuran-2-yl]-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]prop-2-enoic acid —— C17H13ClN2O4S2
(Z)-3-[5-(4-chlorophenyl)sulfanylfuran-2-yl]-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]prop-2-enoic acid
—— ethyl 2-[2-[2-[[(1R)-1-(4-chlorophenyl)ethyl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C17H19ClN2O3S2
ethyl 2-[2-[2-[[(1R)-1-(4-chlorophenyl)ethyl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— methyl 5-[(2S)-2-[[4-(2-ethoxy-2-oxoethyl)-1,3-thiazol-2-yl]sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C18H22N2O5S2
methyl 5-[(2S)-2-[[4-(2-ethoxy-2-oxoethyl)-1,3-thiazol-2-yl]sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— (Z)-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-(5-phenylsulfanylfuran-2-yl)prop-2-enoate —— C17H13N2O4S2-
(Z)-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-(5-phenylsulfanylfuran-2-yl)prop-2-enoate
—— Ethyl 2-[2-[2-(furan-2-ylmethylamino)-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C14H16N2O4S2
Ethyl 2-[2-[2-(furan-2-ylmethylamino)-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— ethyl 2-[2-[2-oxo-2-[[(2S)-oxolan-2-yl]methylamino]ethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C14H20N2O4S2
ethyl 2-[2-[2-oxo-2-[[(2S)-oxolan-2-yl]methylamino]ethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— [(1S)-2-[[2-[[4-(2-ethoxy-2-oxoethyl)-1,3-thiazol-2-yl]sulfanyl]acetyl]amino]-1-phenylethyl]-dimethylazanium —— C19H26N3O3S2+
[(1S)-2-[[2-[[4-(2-ethoxy-2-oxoethyl)-1,3-thiazol-2-yl]sulfanyl]acetyl]amino]-1-phenylethyl]-dimethylazanium
—— (E)-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-(5-morpholin-4-ylfuran-2-yl)prop-2-enoic acid —— C15H17N3O5S
(E)-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-(5-morpholin-4-ylfuran-2-yl)prop-2-enoic acid
—— Ethyl 2-[2-[[2-(2-chlorophenyl)-1,3-thiazol-4-yl]methylsulfanyl]-1,3-thiazol-4-yl]acetate —— C17H15ClN2O2S3
Ethyl 2-[2-[[2-(2-chlorophenyl)-1,3-thiazol-4-yl]methylsulfanyl]-1,3-thiazol-4-yl]acetate
—— ethyl 2-[2-[2-[[(2S)-2-(dimethylamino)-2-phenylethyl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C19H25N3O3S2
ethyl 2-[2-[2-[[(2S)-2-(dimethylamino)-2-phenylethyl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— ethyl 2-[2-[(2S)-1-[(1-cyanocyclohexyl)amino]-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate —— C17H23N3O3S2
ethyl 2-[2-[(2S)-1-[(1-cyanocyclohexyl)amino]-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate
—— ethyl 2-[2-[(2S)-1-[[(1S)-1-(4-fluorophenyl)ethyl]amino]-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate —— C18H21FN2O3S2
ethyl 2-[2-[(2S)-1-[[(1S)-1-(4-fluorophenyl)ethyl]amino]-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate
—— ethyl 2-[2-[(2S)-1-[[(1R)-1-(4-fluorophenyl)ethyl]amino]-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate —— C18H21FN2O3S2
ethyl 2-[2-[(2S)-1-[[(1R)-1-(4-fluorophenyl)ethyl]amino]-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate
—— ethyl 2-[2-[(2S)-1-amino-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate —— C10H14N2O3S2
ethyl 2-[2-[(2S)-1-amino-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate
—— ethyl 2-[2-[(2S)-1-[2-(4-fluorophenyl)ethylamino]-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate —— C18H21FN2O3S2
ethyl 2-[2-[(2S)-1-[2-(4-fluorophenyl)ethylamino]-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate
—— ethyl 2-[2-[2-[[(1S)-1-(2,4-difluorophenyl)ethyl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C17H18F2N2O3S2
ethyl 2-[2-[2-[[(1S)-1-(2,4-difluorophenyl)ethyl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— ethyl 2-[2-[(2R)-1-amino-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate —— C10H14N2O3S2
ethyl 2-[2-[(2R)-1-amino-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate
—— ethyl 2-[2-[2-[[(2S)-butan-2-yl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C13H20N2O3S2
ethyl 2-[2-[2-[[(2S)-butan-2-yl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— (2R)-N-[(3-fluorophenyl)methyl]-N-methyl-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C16H19FN4OS2
(2R)-N-[(3-fluorophenyl)methyl]-N-methyl-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 3-methylsulfanyl-N-[[(3S)-1-pentylpyrrolidin-3-yl]methyl]aniline —— C17H28N2S
3-methylsulfanyl-N-[[(3S)-1-pentylpyrrolidin-3-yl]methyl]aniline
—— 3-methylsulfanyl-N-[[(3R)-1-pentylpyrrolidin-3-yl]methyl]aniline —— C17H28N2S
3-methylsulfanyl-N-[[(3R)-1-pentylpyrrolidin-3-yl]methyl]aniline
—— N-[[(3S)-1-ethylpyrrolidin-3-yl]methyl]-3-methylsulfanylaniline —— C14H22N2S
N-[[(3S)-1-ethylpyrrolidin-3-yl]methyl]-3-methylsulfanylaniline
—— N-[(1R)-3-methyl-1-phenylbutyl]-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C18H24N4OS2
N-[(1R)-3-methyl-1-phenylbutyl]-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— Ethyl 2-[2-[2-(2-methoxyethylamino)-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C12H18N2O4S2
Ethyl 2-[2-[2-(2-methoxyethylamino)-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— N-[[(3R)-1-ethylpyrrolidin-3-yl]methyl]-3-methylsulfanylaniline —— C14H22N2S
N-[[(3R)-1-ethylpyrrolidin-3-yl]methyl]-3-methylsulfanylaniline
—— N-prop-2-enyl-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(thiophen-2-ylmethyl)acetamide —— C15H18N4OS3
N-prop-2-enyl-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(thiophen-2-ylmethyl)acetamide
—— (2R)-3-(4-methylphenyl)-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanenitrile —— C15H16N4S2
(2R)-3-(4-methylphenyl)-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanenitrile
—— 2,2-dimethyl-N-[[5-[2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]thiophen-2-yl]methyl]propanamide —— C17H22N4O2S3
2,2-dimethyl-N-[[5-[2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]thiophen-2-yl]methyl]propanamide
—— N-methyl-N-(4-methylcyclohexyl)-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C15H24N4OS2
N-methyl-N-(4-methylcyclohexyl)-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (2S)-N-[(3-fluorophenyl)methyl]-N-methyl-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C16H19FN4OS2
(2S)-N-[(3-fluorophenyl)methyl]-N-methyl-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— ethyl 2-[2-[(2S)-1-[[(2R)-2-cyano-3-methylbutan-2-yl]amino]-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate —— C16H23N3O3S2
ethyl 2-[2-[(2S)-1-[[(2R)-2-cyano-3-methylbutan-2-yl]amino]-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate