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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
—— (2R)-2-[(4-oxo-3,5,6,7-tetrahydrocyclopenta[d]pyrimidin-2-yl)sulfanyl]-N-(thiophen-2-ylmethyl)propanamide —— C15H17N3O2S2
(2R)-2-[(4-oxo-3,5,6,7-tetrahydrocyclopenta[d]pyrimidin-2-yl)sulfanyl]-N-(thiophen-2-ylmethyl)propanamide
—— (2S)-2-[(4-oxo-3,5,6,7-tetrahydrocyclopenta[d]pyrimidin-2-yl)sulfanyl]-N-(thiophen-2-ylmethyl)propanamide —— C15H17N3O2S2
(2S)-2-[(4-oxo-3,5,6,7-tetrahydrocyclopenta[d]pyrimidin-2-yl)sulfanyl]-N-(thiophen-2-ylmethyl)propanamide
—— N-[(1S)-1-cyclopropylethyl]-2-[(4-oxo-3,5,6,7-tetrahydrocyclopenta[d]pyrimidin-2-yl)sulfanyl]acetamide —— C14H19N3O2S
N-[(1S)-1-cyclopropylethyl]-2-[(4-oxo-3,5,6,7-tetrahydrocyclopenta[d]pyrimidin-2-yl)sulfanyl]acetamide
—— N-[(1R)-1-cyclopropylethyl]-2-[(4-oxo-3,5,6,7-tetrahydrocyclopenta[d]pyrimidin-2-yl)sulfanyl]acetamide —— C14H19N3O2S
N-[(1R)-1-cyclopropylethyl]-2-[(4-oxo-3,5,6,7-tetrahydrocyclopenta[d]pyrimidin-2-yl)sulfanyl]acetamide
—— 4-[(4-Chlorophenyl)methyl]-5-(2-phenylethylsulfanyl)-1,2,4-triazol-3-amine —— C17H17ClN4S
4-[(4-Chlorophenyl)methyl]-5-(2-phenylethylsulfanyl)-1,2,4-triazol-3-amine
—— 2-(3-amino-5-benzylsulfanyl-1,2,4-triazol-4-yl)-N-[(1R)-1-phenylethyl]acetamide —— C19H21N5OS
2-(3-amino-5-benzylsulfanyl-1,2,4-triazol-4-yl)-N-[(1R)-1-phenylethyl]acetamide
—— ethyl 2-[[5-[(1S,2R)-2-methyl-1-[(2-methylpropan-2-yl)oxycarbonylamino]butyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetate —— C16H27N3O5S
ethyl 2-[[5-[(1S,2R)-2-methyl-1-[(2-methylpropan-2-yl)oxycarbonylamino]butyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetate
—— (2R)-3-(4-fluorophenyl)sulfanyl-N-[[1-[(2S)-4-hydroxybutan-2-yl]cyclobutyl]methyl]-2-methylpropanamide —— C19H28FNO2S
(2R)-3-(4-fluorophenyl)sulfanyl-N-[[1-[(2S)-4-hydroxybutan-2-yl]cyclobutyl]methyl]-2-methylpropanamide
—— (2R)-3-(4-fluorophenyl)sulfanyl-N-[[1-[(2R)-4-hydroxybutan-2-yl]cyclobutyl]methyl]-2-methylpropanamide —— C19H28FNO2S
(2R)-3-(4-fluorophenyl)sulfanyl-N-[[1-[(2R)-4-hydroxybutan-2-yl]cyclobutyl]methyl]-2-methylpropanamide
—— 3-Imino-6-methyl-[1,3]thiazolo[3,2-b][1,2,4]triazin-7-one —— C6H6N4OS
3-Imino-6-methyl-[1,3]thiazolo[3,2-b][1,2,4]triazin-7-one
—— (2S)-3-(4-fluorophenyl)sulfanyl-N-[[1-[(2R)-4-hydroxybutan-2-yl]cyclobutyl]methyl]-2-methylpropanamide —— C19H28FNO2S
(2S)-3-(4-fluorophenyl)sulfanyl-N-[[1-[(2R)-4-hydroxybutan-2-yl]cyclobutyl]methyl]-2-methylpropanamide
—— (2S)-3-(4-fluorophenyl)sulfanyl-N-[[1-[(2S)-4-hydroxybutan-2-yl]cyclobutyl]methyl]-2-methylpropanamide —— C19H28FNO2S
(2S)-3-(4-fluorophenyl)sulfanyl-N-[[1-[(2S)-4-hydroxybutan-2-yl]cyclobutyl]methyl]-2-methylpropanamide
—— methyl (2R)-2-[(5-amino-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanylmethyl]-5-methyl-2,3-dihydrofuran-4-carboxylate —— C13H18N4O3S
methyl (2R)-2-[(5-amino-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanylmethyl]-5-methyl-2,3-dihydrofuran-4-carboxylate
—— 3-[(4-Methylphenyl)methylsulfanyl]-5-propan-2-yl-1,2,4-triazol-4-amine —— C13H18N4S
3-[(4-Methylphenyl)methylsulfanyl]-5-propan-2-yl-1,2,4-triazol-4-amine
—— methyl (2S)-2-[(5-amino-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanylmethyl]-5-methyl-2,3-dihydrofuran-4-carboxylate —— C13H18N4O3S
methyl (2S)-2-[(5-amino-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanylmethyl]-5-methyl-2,3-dihydrofuran-4-carboxylate
—— 2-[(4-amino-5-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-phenylethyl]acetamide —— C14H19N5OS
2-[(4-amino-5-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-phenylethyl]acetamide
—— 3-(2-Phenylethylsulfanyl)-5-propyl-1,2,4-triazol-4-amine —— C13H18N4S
3-(2-Phenylethylsulfanyl)-5-propyl-1,2,4-triazol-4-amine
—— 2-[(4-amino-5-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-benzylacetamide —— C13H17N5OS
2-[(4-amino-5-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-benzylacetamide
—— 2-[(4-amino-5-butyl-1,2,4-triazol-3-yl)sulfanyl]-N-benzylacetamide —— C15H21N5OS
2-[(4-amino-5-butyl-1,2,4-triazol-3-yl)sulfanyl]-N-benzylacetamide
—— 3-[(2-Bromophenyl)methylsulfanyl]-5-ethyl-1,2,4-triazol-4-amine —— C11H13BrN4S
3-[(2-Bromophenyl)methylsulfanyl]-5-ethyl-1,2,4-triazol-4-amine
—— 3-[(2-Methylphenyl)methylsulfanyl]-5-propyl-1,2,4-triazol-4-amine —— C13H18N4S
3-[(2-Methylphenyl)methylsulfanyl]-5-propyl-1,2,4-triazol-4-amine
—— 5-[(4-chlorophenyl)methyl]-2-ethylsulfanyl-4-methyl-1H-pyrimidin-6-one —— C14H15ClN2OS
5-[(4-chlorophenyl)methyl]-2-ethylsulfanyl-4-methyl-1H-pyrimidin-6-one
—— 3-Ethyl-5-[(2-methylphenyl)methylsulfanyl]-1,2,4-triazol-4-amine —— C12H16N4S
3-Ethyl-5-[(2-methylphenyl)methylsulfanyl]-1,2,4-triazol-4-amine
—— phenyl N-benzyl-3,4,4-trichloro-2-nitrobut-3-enimidothioate —— C17H13Cl3N2O2S
phenyl N-benzyl-3,4,4-trichloro-2-nitrobut-3-enimidothioate
—— (3R)-3-[(1-methylpyrazol-4-yl)methyl]-1-(2-phenylsulfanylethyl)pyrrolidine-2,5-dione —— C17H19N3O2S
(3R)-3-[(1-methylpyrazol-4-yl)methyl]-1-(2-phenylsulfanylethyl)pyrrolidine-2,5-dione
—— (2R)-3-methyl-2-[4-[2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]piperazin-1-yl]butanenitrile —— C18H23N5O3S
(2R)-3-methyl-2-[4-[2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]piperazin-1-yl]butanenitrile
—— N-(furan-2-ylmethyl)-5-[(2R)-hex-5-en-2-yl]sulfanyl-1,3,4-thiadiazol-2-amine —— C13H17N3OS2
N-(furan-2-ylmethyl)-5-[(2R)-hex-5-en-2-yl]sulfanyl-1,3,4-thiadiazol-2-amine
—— 2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(3-chlorophenyl)ethyl]acetamide —— C20H21ClN4OS
2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(3-chlorophenyl)ethyl]acetamide
—— methyl (2S,3S)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-phenylbutanoate —— C14H17N3O2S
methyl (2S,3S)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-phenylbutanoate
—— 4-[[5-(diethoxymethyl)-4-methyl-1,2,4-triazol-3-yl]sulfanylmethyl]-2-[(1R)-1-methoxyethyl]-1,3-thiazole —— C15H24N4O3S2
4-[[5-(diethoxymethyl)-4-methyl-1,2,4-triazol-3-yl]sulfanylmethyl]-2-[(1R)-1-methoxyethyl]-1,3-thiazole
—— 3-[(2S)-hex-5-en-2-yl]sulfanyl-4-methyl-5-propan-2-yl-1,2,4-triazole —— C12H21N3S
3-[(2S)-hex-5-en-2-yl]sulfanyl-4-methyl-5-propan-2-yl-1,2,4-triazole
—— (2S)-3-methyl-2-[4-[2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]piperazin-1-yl]butanenitrile —— C18H23N5O3S
(2S)-3-methyl-2-[4-[2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]piperazin-1-yl]butanenitrile
—— methyl (2S,3R)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-phenylbutanoate —— C14H17N3O2S
methyl (2S,3R)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-phenylbutanoate
—— 2-[(2S)-hept-6-en-2-yl]sulfanyl-4-(trifluoromethyl)pyrimidine —— C12H15F3N2S
2-[(2S)-hept-6-en-2-yl]sulfanyl-4-(trifluoromethyl)pyrimidine
—— 3-[(2R)-hex-5-en-2-yl]sulfanyl-4-methyl-5-propan-2-yl-1,2,4-triazole —— C12H21N3S
3-[(2R)-hex-5-en-2-yl]sulfanyl-4-methyl-5-propan-2-yl-1,2,4-triazole
—— N-ethyl-5-[2-[(1S,5R)-8-oxa-3-azabicyclo[3.2.1]octan-3-yl]ethylsulfanyl]-1,3,4-thiadiazol-2-amine —— C12H20N4OS2
N-ethyl-5-[2-[(1S,5R)-8-oxa-3-azabicyclo[3.2.1]octan-3-yl]ethylsulfanyl]-1,3,4-thiadiazol-2-amine
—— 2-[(2R)-hept-6-en-2-yl]sulfanyl-4-(trifluoromethyl)pyrimidine —— C12H15F3N2S
2-[(2R)-hept-6-en-2-yl]sulfanyl-4-(trifluoromethyl)pyrimidine
—— (1S,5R)-3-[2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)ethyl]-8-oxa-3-azabicyclo[3.2.1]octane —— C17H23NO3S
(1S,5R)-3-[2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)ethyl]-8-oxa-3-azabicyclo[3.2.1]octane
—— 2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl 2-phenylacetate —— C17H20N2O5S2
2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl 2-phenylacetate
—— methyl (2R,3S)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-phenylbutanoate —— C14H17N3O2S
methyl (2R,3S)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-phenylbutanoate
—— N-(furan-2-ylmethyl)-5-[(2S)-hex-5-en-2-yl]sulfanyl-1,3,4-thiadiazol-2-amine —— C13H17N3OS2
N-(furan-2-ylmethyl)-5-[(2S)-hex-5-en-2-yl]sulfanyl-1,3,4-thiadiazol-2-amine
—— 4-[[5-(diethoxymethyl)-4-methyl-1,2,4-triazol-3-yl]sulfanylmethyl]-2-[(1S)-1-methoxyethyl]-1,3-thiazole —— C15H24N4O3S2
4-[[5-(diethoxymethyl)-4-methyl-1,2,4-triazol-3-yl]sulfanylmethyl]-2-[(1S)-1-methoxyethyl]-1,3-thiazole
—— 2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl 2-phenylacetate —— C17H20N2O5S2
2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl 2-phenylacetate
—— methyl (2R,3R)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-phenylbutanoate —— C14H17N3O2S
methyl (2R,3R)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-phenylbutanoate
—— 2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethyl 2-phenylacetate —— C19H19N3O2S2
2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethyl 2-phenylacetate
—— 3-[(2-methylpyrazol-3-yl)methylsulfanyl]-4-[[(2S)-oxolan-2-yl]methyl]-5-pyrrolidin-1-yl-1,2,4-triazole —— C16H24N6OS
3-[(2-methylpyrazol-3-yl)methylsulfanyl]-4-[[(2S)-oxolan-2-yl]methyl]-5-pyrrolidin-1-yl-1,2,4-triazole
—— 3-[(2-methylpyrazol-3-yl)methylsulfanyl]-4-[[(2R)-oxolan-2-yl]methyl]-5-pyrrolidin-1-yl-1,2,4-triazole —— C16H24N6OS
3-[(2-methylpyrazol-3-yl)methylsulfanyl]-4-[[(2R)-oxolan-2-yl]methyl]-5-pyrrolidin-1-yl-1,2,4-triazole
—— methyl (2S)-4-methyl-2-[2-(1-methyltetrazol-5-yl)sulfanylacetyl]oxypentanoate —— C11H18N4O4S
methyl (2S)-4-methyl-2-[2-(1-methyltetrazol-5-yl)sulfanylacetyl]oxypentanoate
—— 1-[(2S,5S)-2-ethyl-5-methylpyrrolidin-1-yl]-2-phenylsulfanylethanone —— C15H21NOS
1-[(2S,5S)-2-ethyl-5-methylpyrrolidin-1-yl]-2-phenylsulfanylethanone
—— [(3R)-3-methoxybutyl] 2-(1-methyltetrazol-5-yl)sulfanylacetate —— C9H16N4O3S
[(3R)-3-methoxybutyl] 2-(1-methyltetrazol-5-yl)sulfanylacetate