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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-[(4-Chlorophenyl)methylsulfanyl]-5-[(3-fluorophenyl)methyl]-3,6-dimethylpyrimidin-4-one —— C20H18ClFN2OS
2-[(4-Chlorophenyl)methylsulfanyl]-5-[(3-fluorophenyl)methyl]-3,6-dimethylpyrimidin-4-one
—— N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C15H16N2O3S3
N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— [2-(4-Methylanilino)-1,3-thiazol-4-yl]methyl 2-(3,4-dimethylphenyl)sulfanylacetate —— C21H22N2O2S2
[2-(4-Methylanilino)-1,3-thiazol-4-yl]methyl 2-(3,4-dimethylphenyl)sulfanylacetate
—— 3-((4-Methylbenzyl)thio)-6-(pyridin-4-yl)pyridazine —— C17H15N3S
3-((4-Methylbenzyl)thio)-6-(pyridin-4-yl)pyridazine
—— (3S)-3-(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)-1-(furan-2-ylmethyl)piperidin-1-ium —— C20H25N4OS+
(3S)-3-(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)-1-(furan-2-ylmethyl)piperidin-1-ium
—— (3S)-3-(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)-1-(thiophen-2-ylmethyl)piperidin-1-ium —— C20H25N4S2+
(3S)-3-(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)-1-(thiophen-2-ylmethyl)piperidin-1-ium
—— (2S)-2-[(5-benzyl-4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]butanoic acid —— C16H18N2O3S
(2S)-2-[(5-benzyl-4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]butanoic acid
—— 6-(((4,6-dimethylpyrimidin-2-yl)thio)methyl)-4-oxo-4H-pyran-3-yl 2-(thiophen-2-yl)acetate —— C18H16N2O4S2
6-(((4,6-dimethylpyrimidin-2-yl)thio)methyl)-4-oxo-4H-pyran-3-yl 2-(thiophen-2-yl)acetate
—— N-butyl-2-(4-chloro-6-piperidin-1-ylpyrimidin-2-yl)sulfanylacetamide —— C15H23ClN4OS
N-butyl-2-(4-chloro-6-piperidin-1-ylpyrimidin-2-yl)sulfanylacetamide
—— 1,1-dimethyl-3-[(1R,5S)-3,3,5-trimethylcyclohexyl]thiourea —— C12H24N2S
1,1-dimethyl-3-[(1R,5S)-3,3,5-trimethylcyclohexyl]thiourea
—— 2-[(2,5-Dimethylphenyl)methylsulfanyl]-3,5,6-trimethylpyrimidin-4-one —— C16H20N2OS
2-[(2,5-Dimethylphenyl)methylsulfanyl]-3,5,6-trimethylpyrimidin-4-one
—— ethyl (2R)-2-[(4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-2-phenylacetate —— C15H16N2O3S
ethyl (2R)-2-[(4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-2-phenylacetate
—— (2S)-2-[[5-(4-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-cyclopropylpropanamide —— C14H14BrN3O2S
(2S)-2-[[5-(4-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-cyclopropylpropanamide
—— (2S)-2-[[5-(4-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile —— C11H8BrN3OS
(2S)-2-[[5-(4-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile
—— 2-[[5-(4-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-pentan-3-ylacetamide —— C15H18BrN3O2S
2-[[5-(4-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-pentan-3-ylacetamide
—— ethyl N-[2-[[5-(4-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]carbamate —— C13H12BrN3O4S
ethyl N-[2-[[5-(4-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]carbamate
—— 2-methoxy-N-[(Z)-(5-quinolin-8-ylsulfanylfuran-2-yl)methylideneamino]acetamide —— C17H15N3O3S
2-methoxy-N-[(Z)-(5-quinolin-8-ylsulfanylfuran-2-yl)methylideneamino]acetamide
—— N-benzyl-2-((6-(pyridin-4-yl)pyridazin-3-yl)thio)acetamide —— C18H16N4OS
N-benzyl-2-((6-(pyridin-4-yl)pyridazin-3-yl)thio)acetamide
—— N-(4-fluorobenzyl)-2-((6-(furan-2-yl)pyridazin-3-yl)thio)acetamide —— C17H14FN3O2S
N-(4-fluorobenzyl)-2-((6-(furan-2-yl)pyridazin-3-yl)thio)acetamide
—— ethyl (2R)-2-(1-methyl-6-oxo-4-propan-2-ylpyrimidin-2-yl)sulfanylpropanoate —— C13H20N2O3S
ethyl (2R)-2-(1-methyl-6-oxo-4-propan-2-ylpyrimidin-2-yl)sulfanylpropanoate
—— 3-[(2-Fluorophenyl)methylsulfanyl]-6-(furan-2-yl)pyridazine 872722-95-7 C15H11FN2OS
3-[(2-Fluorophenyl)methylsulfanyl]-6-(furan-2-yl)pyridazine
—— Ethyl 2-(1,4-dimethyl-6-oxopyrimidin-2-yl)sulfanylacetate —— C10H14N2O3S
Ethyl 2-(1,4-dimethyl-6-oxopyrimidin-2-yl)sulfanylacetate
—— Ethyl 2-[3-cyano-4-(dimethylamino)pyridin-1-ium-2-yl]sulfanylacetate —— C12H16N3O2S+
Ethyl 2-[3-cyano-4-(dimethylamino)pyridin-1-ium-2-yl]sulfanylacetate
—— 7-[2-(Azepan-1-yl)-2-oxoethyl]sulfanyl-3-methyl-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one —— C13H17N5O2S2
7-[2-(Azepan-1-yl)-2-oxoethyl]sulfanyl-3-methyl-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one
—— 3-Cyclopropyl-5-[(3,4-difluorophenyl)methylsulfanyl]-4-prop-2-enyl-1,2,4-triazole —— C15H15F2N3S
3-Cyclopropyl-5-[(3,4-difluorophenyl)methylsulfanyl]-4-prop-2-enyl-1,2,4-triazole
—— (2S)-2-[[2-(4-chlorophenyl)sulfanylphenyl]methylideneamino]-2-cyanoethanimidoyl cyanide —— C17H11ClN4S
(2S)-2-[[2-(4-chlorophenyl)sulfanylphenyl]methylideneamino]-2-cyanoethanimidoyl cyanide
—— 7-Cyclopentyl-1,3-dimethyl-5-(2-pyrrolidin-1-ium-1-ylethylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4-dione —— C19H28N5O2S+
7-Cyclopentyl-1,3-dimethyl-5-(2-pyrrolidin-1-ium-1-ylethylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4-dione
—— 1,3-Dimethyl-7-(4-methylphenyl)-5-(2-pyrrolidin-1-ium-1-ylethylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4-dione —— C21H26N5O2S+
1,3-Dimethyl-7-(4-methylphenyl)-5-(2-pyrrolidin-1-ium-1-ylethylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4-dione
—— 7-Cyclohexyl-1,3-dimethyl-5-(2-pyrrolidin-1-ium-1-ylethylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4-dione —— C20H30N5O2S+
7-Cyclohexyl-1,3-dimethyl-5-(2-pyrrolidin-1-ium-1-ylethylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4-dione
—— 7-Butyl-1,3-dimethyl-5-(2-pyrrolidin-1-ium-1-ylethylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4-dione —— C18H28N5O2S+
7-Butyl-1,3-dimethyl-5-(2-pyrrolidin-1-ium-1-ylethylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4-dione
—— 7-Butyl-5-[(4-chlorophenyl)methylsulfanyl]-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione —— C19H21ClN4O2S
7-Butyl-5-[(4-chlorophenyl)methylsulfanyl]-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 2-(7-Cyclopentyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanylacetamide —— C15H19N5O3S
2-(7-Cyclopentyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanylacetamide
—— 5-((2-(diethylamino)ethyl)thio)-1,3-dimethyl-7-(o-tolyl)pyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione —— C21H27N5O2S
5-((2-(diethylamino)ethyl)thio)-1,3-dimethyl-7-(o-tolyl)pyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione
—— 5-((2-(diethylamino)ethyl)thio)-7-isobutyl-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione —— C18H29N5O2S
5-((2-(diethylamino)ethyl)thio)-7-isobutyl-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione
—— 4-amino-3-((4-chlorobenzyl)thio)-1,2,4-triazin-5(4H)-one —— C10H9ClN4OS
4-amino-3-((4-chlorobenzyl)thio)-1,2,4-triazin-5(4H)-one
—— 4-amino-6-methyl-3-((2-oxo-2-(pyrrolidin-1-yl)ethyl)thio)-1,2,4-triazin-5(4H)-one —— C10H15N5O2S
4-amino-6-methyl-3-((2-oxo-2-(pyrrolidin-1-yl)ethyl)thio)-1,2,4-triazin-5(4H)-one
—— 4-Amino-6-methyl-3-(2-morpholin-4-yl-2-oxoethyl)sulfanyl-1,2,4-triazin-5-one —— C10H15N5O3S
4-Amino-6-methyl-3-(2-morpholin-4-yl-2-oxoethyl)sulfanyl-1,2,4-triazin-5-one
—— 4-Amino-3-[(2,5-dimethylphenyl)methylsulfanyl]-6-methyl-1,2,4-triazin-5-one 869067-99-2 C13H16N4OS
4-Amino-3-[(2,5-dimethylphenyl)methylsulfanyl]-6-methyl-1,2,4-triazin-5-one
—— 2-((4-amino-6-methyl-5-oxo-4,5-dihydro-1,2,4-triazin-3-yl)thio)-N-phenethylacetamide —— C14H17N5O2S
2-((4-amino-6-methyl-5-oxo-4,5-dihydro-1,2,4-triazin-3-yl)thio)-N-phenethylacetamide
—— 4-Amino-3-[(4-methylphenyl)methylsulfanyl]-1,2,4-triazin-5-one —— C11H12N4OS
4-Amino-3-[(4-methylphenyl)methylsulfanyl]-1,2,4-triazin-5-one
—— [2-[[(1S,2R)-2-methylcyclohexyl]amino]-2-oxoethyl] 4-(4-chlorophenyl)sulfanylbutanoate —— C19H26ClNO3S
[2-[[(1S,2R)-2-methylcyclohexyl]amino]-2-oxoethyl] 4-(4-chlorophenyl)sulfanylbutanoate
—— [2-[[(3R)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 4-(4-chlorophenyl)sulfanylbutanoate —— C16H20ClNO5S2
[2-[[(3R)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 4-(4-chlorophenyl)sulfanylbutanoate
—— [2-oxo-2-[[(1S)-1-phenylethyl]amino]ethyl] 4-(4-chlorophenyl)sulfanylbutanoate —— C20H22ClNO3S
[2-oxo-2-[[(1S)-1-phenylethyl]amino]ethyl] 4-(4-chlorophenyl)sulfanylbutanoate
—— 4-[[2-Chloro-6-(4-chlorophenyl)sulfanylphenyl]methylamino]-4-oxobutanoate —— C17H14Cl2NO3S-
4-[[2-Chloro-6-(4-chlorophenyl)sulfanylphenyl]methylamino]-4-oxobutanoate
—— 4-[(4-Methylphenyl)methylsulfanyl]-1,5,6,7-tetrahydrocyclopenta[d]pyrimidin-2-one —— C15H16N2OS
4-[(4-Methylphenyl)methylsulfanyl]-1,5,6,7-tetrahydrocyclopenta[d]pyrimidin-2-one
—— 4-((4-bromobenzyl)thio)-6,7-dihydro-1H-cyclopenta[d]pyrimidin-2(5H)-one —— C14H13BrN2OS
4-((4-bromobenzyl)thio)-6,7-dihydro-1H-cyclopenta[d]pyrimidin-2(5H)-one
—— 3-(3-((4-Bromobenzyl)thio)-5-oxo-4,5-dihydro-1,2,4-triazin-6-yl)propanoic acid —— C13H12BrN3O3S
3-(3-((4-Bromobenzyl)thio)-5-oxo-4,5-dihydro-1,2,4-triazin-6-yl)propanoic acid
—— N-[[(2R)-oxolan-2-yl]methyl]-2-[(2-oxo-1,5,6,7-tetrahydrocyclopenta[d]pyrimidin-4-yl)sulfanyl]acetamide —— C14H19N3O3S
N-[[(2R)-oxolan-2-yl]methyl]-2-[(2-oxo-1,5,6,7-tetrahydrocyclopenta[d]pyrimidin-4-yl)sulfanyl]acetamide
—— 3-(3-((4-Chlorobenzyl)thio)-5-oxo-4,5-dihydro-1,2,4-triazin-6-yl)propanoic acid —— C13H12ClN3O3S
3-(3-((4-Chlorobenzyl)thio)-5-oxo-4,5-dihydro-1,2,4-triazin-6-yl)propanoic acid
—— N-benzyl-2-[(2-oxo-1,5,6,7-tetrahydrocyclopenta[d]pyrimidin-4-yl)sulfanyl]acetamide —— C16H17N3O2S
N-benzyl-2-[(2-oxo-1,5,6,7-tetrahydrocyclopenta[d]pyrimidin-4-yl)sulfanyl]acetamide