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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-methyl-1-methylsulfonyldodecan-2-amine —— C14H31NO2S
(2S)-N-methyl-1-methylsulfonyldodecan-2-amine
—— 1-[4-(Difluoromethylsulfanyl)phenyl]-3-(dimethylamino)thiourea —— C10H13F2N3S2
1-[4-(Difluoromethylsulfanyl)phenyl]-3-(dimethylamino)thiourea
—— 3-[2-[2,5-dimethyl-1-(2-phenylethyl)pyrrol-3-yl]-2-oxoethyl]sulfanyl-4-propyl-1H-1,2,4-triazol-5-one —— C21H26N4O2S
3-[2-[2,5-dimethyl-1-(2-phenylethyl)pyrrol-3-yl]-2-oxoethyl]sulfanyl-4-propyl-1H-1,2,4-triazol-5-one
—— N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C11H18N4O4S2
N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 3-[2-[1-[2-(4-fluorophenyl)ethyl]-2,5-dimethylpyrrol-3-yl]-2-oxoethyl]sulfanyl-4-propyl-1H-1,2,4-triazol-5-one —— C21H25FN4O2S
3-[2-[1-[2-(4-fluorophenyl)ethyl]-2,5-dimethylpyrrol-3-yl]-2-oxoethyl]sulfanyl-4-propyl-1H-1,2,4-triazol-5-one
—— N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C11H18N4O4S2
N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— [2-(6-amino-2,4-dioxo-1-propylpyrimidin-5-yl)-2-oxoethyl] (E)-3-phenylsulfanylprop-2-enoate —— C18H19N3O5S
[2-(6-amino-2,4-dioxo-1-propylpyrimidin-5-yl)-2-oxoethyl] (E)-3-phenylsulfanylprop-2-enoate
—— 2-[(4-pentyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(S)-phenyl(thiophen-2-yl)methyl]acetamide —— C20H24N4OS2
2-[(4-pentyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(S)-phenyl(thiophen-2-yl)methyl]acetamide
—— N-[2-(cyclohexen-1-yl)ethyl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C15H24N4O2S
N-[2-(cyclohexen-1-yl)ethyl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N,N-dimethyl-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C9H16N4O2S
N,N-dimethyl-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3-chlorophenyl)methyl]acetamide —— C19H19ClN4OS
2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3-chlorophenyl)methyl]acetamide
—— 2-(4-bromophenyl)sulfanyl-N-[(3S,4R)-4-chloro-1,1-dioxothiolan-3-yl]acetamide —— C12H13BrClNO3S2
2-(4-bromophenyl)sulfanyl-N-[(3S,4R)-4-chloro-1,1-dioxothiolan-3-yl]acetamide
—— 1-[4-(Difluoromethylsulfanyl)phenyl]-3-(1,2,4-triazol-4-yl)thiourea —— C10H9F2N5S2
1-[4-(Difluoromethylsulfanyl)phenyl]-3-(1,2,4-triazol-4-yl)thiourea
—— 3-(3,5-dimethyl-1,2-oxazol-4-yl)-N'-[2-(4-methylphenyl)sulfanylacetyl]propanehydrazide —— C17H21N3O3S
3-(3,5-dimethyl-1,2-oxazol-4-yl)-N'-[2-(4-methylphenyl)sulfanylacetyl]propanehydrazide
—— N'-[2-(4-methylphenyl)sulfanylacetyl]-2-(thiophen-2-ylmethylsulfanyl)acetohydrazide —— C16H18N2O2S3
N'-[2-(4-methylphenyl)sulfanylacetyl]-2-(thiophen-2-ylmethylsulfanyl)acetohydrazide
—— 1-[(1R)-1-(1-adamantyl)ethyl]-3-ethylthiourea —— C15H26N2S
1-[(1R)-1-(1-adamantyl)ethyl]-3-ethylthiourea
—— 2-[(5-chlorothiophen-2-yl)methylsulfanyl]-N'-[2-(4-methylphenyl)sulfanylacetyl]acetohydrazide —— C16H17ClN2O2S3
2-[(5-chlorothiophen-2-yl)methylsulfanyl]-N'-[2-(4-methylphenyl)sulfanylacetyl]acetohydrazide
—— (6E)-5-imino-2-(2-morpholin-4-yl-2-oxoethyl)-6-[(5-phenylsulfanylfuran-2-yl)methylidene]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one —— C22H19N5O4S2
(6E)-5-imino-2-(2-morpholin-4-yl-2-oxoethyl)-6-[(5-phenylsulfanylfuran-2-yl)methylidene]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one
—— 1-[2-(4-Chlorophenyl)sulfanylphenyl]-3-propan-2-ylthiourea —— C16H17ClN2S2
1-[2-(4-Chlorophenyl)sulfanylphenyl]-3-propan-2-ylthiourea
—— 1-[2-(4-Chlorophenyl)sulfanylphenyl]-3-prop-2-enylthiourea —— C16H15ClN2S2
1-[2-(4-Chlorophenyl)sulfanylphenyl]-3-prop-2-enylthiourea
—— 2-methylsulfanyl-3H-pyrrole-5-carbaldehyde —— C6H7NOS
2-methylsulfanyl-3H-pyrrole-5-carbaldehyde
—— 1-[2-(4-Chlorophenyl)sulfanylphenyl]-3-(2-morpholin-4-ium-4-ylethyl)thiourea —— C19H23ClN3OS2+
1-[2-(4-Chlorophenyl)sulfanylphenyl]-3-(2-morpholin-4-ium-4-ylethyl)thiourea
—— ethyl (4S)-2-amino-7,7-dimethyl-4-(4-methylsulfanylphenyl)-5-oxo-6,8-dihydro-4H-chromene-3-carboxylate —— C21H25NO4S
ethyl (4S)-2-amino-7,7-dimethyl-4-(4-methylsulfanylphenyl)-5-oxo-6,8-dihydro-4H-chromene-3-carboxylate
—— ethyl (4R)-2-amino-7,7-dimethyl-4-(4-methylsulfanylphenyl)-5-oxo-6,8-dihydro-4H-chromene-3-carboxylate —— C21H25NO4S
ethyl (4R)-2-amino-7,7-dimethyl-4-(4-methylsulfanylphenyl)-5-oxo-6,8-dihydro-4H-chromene-3-carboxylate
—— N-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C12H20N4O4S2
N-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[(1S)-1-(3,4-dimethylphenyl)ethyl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C17H24N4O2S
N-[(1S)-1-(3,4-dimethylphenyl)ethyl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 3-[2-[2,5-dimethyl-1-[(1R)-1-phenylethyl]pyrrol-3-yl]-2-oxoethyl]sulfanyl-4-propyl-1H-1,2,4-triazol-5-one —— C21H26N4O2S
3-[2-[2,5-dimethyl-1-[(1R)-1-phenylethyl]pyrrol-3-yl]-2-oxoethyl]sulfanyl-4-propyl-1H-1,2,4-triazol-5-one
—— N-methyl-N-(4-methylcyclohexyl)-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C21H29N3O2S2
N-methyl-N-(4-methylcyclohexyl)-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[(1R)-3-methyl-1-phenylbutyl]acetamide —— C20H21N5OS
2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[(1R)-3-methyl-1-phenylbutyl]acetamide
—— (2S)-3-(4-methylphenyl)-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanenitrile —— C15H16N4S2
(2S)-3-(4-methylphenyl)-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanenitrile
—— (E)-3-(5-bromothiophen-2-yl)-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]prop-2-enoate —— C11H8BrN2O3S2-
(E)-3-(5-bromothiophen-2-yl)-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]prop-2-enoate
—— (E)-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-(5-morpholin-4-ylfuran-2-yl)prop-2-enoate —— C15H16N3O5S-
(E)-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-(5-morpholin-4-ylfuran-2-yl)prop-2-enoate
—— ethyl 2-[2-[(2R)-1-(cyclopropylamino)-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate —— C13H18N2O3S2
ethyl 2-[2-[(2R)-1-(cyclopropylamino)-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate
—— N-[(1R)-1-(2-chlorophenyl)ethyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide —— C15H15ClN2O2S
N-[(1R)-1-(2-chlorophenyl)ethyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide
—— (E)-3-[5-(diethylamino)furan-2-yl]-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]prop-2-enoic acid —— C15H19N3O4S
(E)-3-[5-(diethylamino)furan-2-yl]-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]prop-2-enoic acid
—— methyl 2,4-dimethyl-5-[(2S)-2-(1-oxidopyridin-1-ium-2-yl)sulfanylpropanoyl]-1H-pyrrole-3-carboxylate —— C16H18N2O4S
methyl 2,4-dimethyl-5-[(2S)-2-(1-oxidopyridin-1-ium-2-yl)sulfanylpropanoyl]-1H-pyrrole-3-carboxylate
—— 1-[2,5-dimethyl-1-[(1S)-1-phenylethyl]pyrrol-3-yl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylethanone —— C21H22N2O2S
1-[2,5-dimethyl-1-[(1S)-1-phenylethyl]pyrrol-3-yl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylethanone
—— N-(furan-2-ylmethyl)-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide —— C12H12N2O3S
N-(furan-2-ylmethyl)-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide
—— (2R)-N-[(1S,2R)-2-methylcyclohexyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylpropanamide —— C15H22N2O2S
(2R)-N-[(1S,2R)-2-methylcyclohexyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylpropanamide
—— (2R)-N-[(1S,2S)-2-methylcyclohexyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylpropanamide —— C15H22N2O2S
(2R)-N-[(1S,2S)-2-methylcyclohexyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylpropanamide
—— 3-[[(2R)-oxolan-2-yl]methylsulfanyl]-4-(2-phenylethyl)-1H-1,2,4-triazol-5-one —— C15H19N3O2S
3-[[(2R)-oxolan-2-yl]methylsulfanyl]-4-(2-phenylethyl)-1H-1,2,4-triazol-5-one
—— 5-[(1R)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-N-prop-2-enyl-1,3,4-thiadiazol-2-amine —— C16H17N5OS2
5-[(1R)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-N-prop-2-enyl-1,3,4-thiadiazol-2-amine
—— 3-[(1R)-1-[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-4-(2-phenylethyl)-1H-1,2,4-triazol-5-one —— C20H18FN5O2S
3-[(1R)-1-[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-4-(2-phenylethyl)-1H-1,2,4-triazol-5-one
—— (2S)-2-[(4-amino-5-benzylsulfanyl-1,2,4-triazol-3-yl)sulfanyl]-N-ethylpropanamide —— C14H19N5OS2
(2S)-2-[(4-amino-5-benzylsulfanyl-1,2,4-triazol-3-yl)sulfanyl]-N-ethylpropanamide
—— (2R)-N-ethyl-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C15H20N4O2S
(2R)-N-ethyl-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2R)-N-ethyl-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide —— C14H16N2OS2
(2R)-N-ethyl-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide
—— [(1R)-1-[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]ethyl] 3-(4-fluorophenyl)sulfanylpropanoate —— C19H16F2N2O3S
[(1R)-1-[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]ethyl] 3-(4-fluorophenyl)sulfanylpropanoate
—— N-[(1S)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-methylpropyl]-2-(1-methyltetrazol-5-yl)sulfanylacetamide —— C17H23N5O3S
N-[(1S)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-methylpropyl]-2-(1-methyltetrazol-5-yl)sulfanylacetamide
—— N-[[4-(morpholine-4-carbonyl)cyclohexyl]methyl]-2,3-dihydropyrazolo[5,1-b][1,3]thiazole-7-carboxamide —— C18H26N4O3S
N-[[4-(morpholine-4-carbonyl)cyclohexyl]methyl]-2,3-dihydropyrazolo[5,1-b][1,3]thiazole-7-carboxamide
—— N-[[4-(pyrrolidine-1-carbonyl)cyclohexyl]methyl]-2,3-dihydropyrazolo[5,1-b][1,3]thiazole-7-carboxamide —— C18H26N4O2S
N-[[4-(pyrrolidine-1-carbonyl)cyclohexyl]methyl]-2,3-dihydropyrazolo[5,1-b][1,3]thiazole-7-carboxamide