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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
—— (5E)-1-methyl-5-{[5-(phenylsulfanyl)furan-2-yl]methylidene}-2-thioxodihydropyrimidine-4,6(1H,5H)-dione —— C16H12N2O3S2
(5E)-1-methyl-5-{[5-(phenylsulfanyl)furan-2-yl]methylidene}-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
—— Azepan-1-yl[4-(methylsulfanyl)phenyl]methanethione —— C14H19NS2
Azepan-1-yl[4-(methylsulfanyl)phenyl]methanethione
—— 1,3-diethyl-5-({5-[(4-methylphenyl)sulfanyl]furan-2-yl}methylidene)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione —— C20H20N2O3S2
1,3-diethyl-5-({5-[(4-methylphenyl)sulfanyl]furan-2-yl}methylidene)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
—— ethyl (6R,7R)-3-methyl-6-(4-methylphenyl)-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine-7-carboxylate —— C15H18N4O2S
ethyl (6R,7R)-3-methyl-6-(4-methylphenyl)-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine-7-carboxylate
—— ethyl (6R,7S)-3-methyl-6-(4-methylphenyl)-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine-7-carboxylate —— C15H18N4O2S
ethyl (6R,7S)-3-methyl-6-(4-methylphenyl)-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine-7-carboxylate
—— (4R)-4-methyl-11-(2-phenylethyl)-5-thia-2,7,13-triaza-11-azoniatricyclo[7.4.0.02,6]trideca-1(9),6-dien-8-one —— C17H21N4OS+
(4R)-4-methyl-11-(2-phenylethyl)-5-thia-2,7,13-triaza-11-azoniatricyclo[7.4.0.02,6]trideca-1(9),6-dien-8-one
—— ethyl (6S,7S)-6-(4-hydroxyphenyl)-3-methyl-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine-7-carboxylate —— C14H16N4O3S
ethyl (6S,7S)-6-(4-hydroxyphenyl)-3-methyl-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine-7-carboxylate
—— 2-[(3-Chlorophenyl)methylsulfanyl]-5-[(3-fluorophenyl)methyl]-3,6-dimethylpyrimidin-4-one —— C20H18ClFN2OS
2-[(3-Chlorophenyl)methylsulfanyl]-5-[(3-fluorophenyl)methyl]-3,6-dimethylpyrimidin-4-one
—— 5-[(2-Fluorophenyl)methyl]-3,6-dimethyl-2-prop-2-enylsulfanylpyrimidin-4-one —— C16H17FN2OS
5-[(2-Fluorophenyl)methyl]-3,6-dimethyl-2-prop-2-enylsulfanylpyrimidin-4-one
—— (2R)-N,N-dibenzyl-2-(4-methylphenyl)sulfanylpropanamide —— C24H25NOS
(2R)-N,N-dibenzyl-2-(4-methylphenyl)sulfanylpropanamide
—— (5Z)-2-Amino-4,6-dimethyl-5-({5-[(4-methylphenyl)sulfanyl]furan-2-YL}methylidene)cyclopenta[B]pyridine-3,7-dicarbonitrile —— C24H18N4OS
(5Z)-2-Amino-4,6-dimethyl-5-({5-[(4-methylphenyl)sulfanyl]furan-2-YL}methylidene)cyclopenta[B]pyridine-3,7-dicarbonitrile
—— (2S)-N,N-dibenzyl-2-(4-methylphenyl)sulfanylpropanamide —— C24H25NOS
(2S)-N,N-dibenzyl-2-(4-methylphenyl)sulfanylpropanamide
—— 2-[[4-methyl-5-(2-phenylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C18H24N4O2S
2-[[4-methyl-5-(2-phenylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— 1-[(1S)-1-(1-adamantyl)ethyl]-3-cyclopentylthiourea —— C18H30N2S
1-[(1S)-1-(1-adamantyl)ethyl]-3-cyclopentylthiourea
—— (2Z,5Z)-3-ethyl-2-(ethylimino)-5-{[5-(phenylsulfanyl)furan-2-yl]methylidene}-1,3-thiazolidin-4-one —— C18H18N2O2S2
(2Z,5Z)-3-ethyl-2-(ethylimino)-5-{[5-(phenylsulfanyl)furan-2-yl]methylidene}-1,3-thiazolidin-4-one
—— 1-[(1R)-1-(1-adamantyl)ethyl]-3-cyclopentylthiourea —— C18H30N2S
1-[(1R)-1-(1-adamantyl)ethyl]-3-cyclopentylthiourea
—— [(5E)-5-{[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylidene}-2,4-dioxo-1,3-thiazolidin-3-yl]acetic acid —— C17H11N3O5S2
[(5E)-5-{[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylidene}-2,4-dioxo-1,3-thiazolidin-3-yl]acetic acid
—— N-[(3R)-3-cyano-3,3a,4,5,6,7-hexahydro-1-benzothiophen-2-yl]-2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetamide —— C17H20N4OS2
N-[(3R)-3-cyano-3,3a,4,5,6,7-hexahydro-1-benzothiophen-2-yl]-2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetamide
—— 2-Phenyl-6-(1-pyrrolidinyl)-4-pyrimidinyl propyl sulfide —— C17H21N3S
2-Phenyl-6-(1-pyrrolidinyl)-4-pyrimidinyl propyl sulfide
—— Dimethyl-[[5-[(6-methyl-2-piperidin-1-ylpyrimidin-4-yl)sulfanylmethyl]-2-sulfanylidene-1,3,4-oxadiazol-3-yl]methyl]azanium —— C16H25N6OS2+
Dimethyl-[[5-[(6-methyl-2-piperidin-1-ylpyrimidin-4-yl)sulfanylmethyl]-2-sulfanylidene-1,3,4-oxadiazol-3-yl]methyl]azanium
—— 2,5-Dimethylphenyl 2-[3-(4-fluorobenzyl)[1,2,4]triazolo[3,4-b][1,3,4]thiadiazol-6-yl]ethyl sulfide —— C20H19FN4S2
2,5-Dimethylphenyl 2-[3-(4-fluorobenzyl)[1,2,4]triazolo[3,4-b][1,3,4]thiadiazol-6-yl]ethyl sulfide
—— 2-[(4-methoxy-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[(1R)-1-phenylethyl]acetamide —— C15H17N3O3S
2-[(4-methoxy-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[(1R)-1-phenylethyl]acetamide
—— ethyl (4R)-4-(5-ethylsulfanyl-2-methylfuran-3-yl)-2-methyl-5-oxo-4,6,7,8-tetrahydro-3H-quinoline-3-carboxylate —— C20H25NO4S
ethyl (4R)-4-(5-ethylsulfanyl-2-methylfuran-3-yl)-2-methyl-5-oxo-4,6,7,8-tetrahydro-3H-quinoline-3-carboxylate
—— 2-[(phenylsulfanyl)acetyl]-N-(prop-2-en-1-yl)hydrazinecarbothioamide —— C12H15N3OS2
2-[(phenylsulfanyl)acetyl]-N-(prop-2-en-1-yl)hydrazinecarbothioamide
—— Cambridge id 7201961 —— C15H13N3O2S2
Cambridge id 7201961
—— ethyl (3S,3aR,7aS)-2-imino-3a,4,5,6,7,7a-hexahydro-3H-1-benzothiophene-3-carboxylate —— C11H17NO2S
ethyl (3S,3aR,7aS)-2-imino-3a,4,5,6,7,7a-hexahydro-3H-1-benzothiophene-3-carboxylate
—— 2-[(3,4-Difluorophenyl)methylsulfanyl]-5-[(3-fluorophenyl)methyl]-3,6-dimethylpyrimidin-4-one —— C20H17F3N2OS
2-[(3,4-Difluorophenyl)methylsulfanyl]-5-[(3-fluorophenyl)methyl]-3,6-dimethylpyrimidin-4-one
—— 2-[(4-amino-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2S)-butan-2-yl]acetamide —— C12H17N5OS2
2-[(4-amino-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2S)-butan-2-yl]acetamide
—— Methyl 3-[3-[2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]-2,5-dimethylpyrrol-1-yl]propanoate —— C20H20FN3O4S
Methyl 3-[3-[2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]-2,5-dimethylpyrrol-1-yl]propanoate
—— N-[(2R)-butan-2-yl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C14H16FN3O2S
N-[(2R)-butan-2-yl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-3-methylbutan-2-yl]acetamide —— C15H18FN3O2S
2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-3-methylbutan-2-yl]acetamide
—— 3-[(2-Bromophenyl)methylsulfanyl]-5-thiophen-2-yl-1,2,4-triazol-4-amine —— C13H11BrN4S2
3-[(2-Bromophenyl)methylsulfanyl]-5-thiophen-2-yl-1,2,4-triazol-4-amine
—— N-[(1R)-1-(1-adamantyl)ethyl]-2-[(4-amino-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C20H27N5OS2
N-[(1R)-1-(1-adamantyl)ethyl]-2-[(4-amino-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— (2R)-2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one —— C13H17N5O2S
(2R)-2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one
—— (2R)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C19H17F2N3O2S
(2R)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— N-[2-(4-fluorophenyl)ethyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H15F2N3O2S
N-[2-(4-fluorophenyl)ethyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-(cyclohexylmethyl)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C17H20FN3O2S
N-(cyclohexylmethyl)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-(5-benzyl-1,4-dimethyl-6-oxopyrimidin-2-yl)sulfanyl-N,N-diethylacetamide —— C19H25N3O2S
2-(5-benzyl-1,4-dimethyl-6-oxopyrimidin-2-yl)sulfanyl-N,N-diethylacetamide
—— (2S,6S)-2,6-dimethyl-4-[3-(4-methylphenyl)sulfanylpropyl]morpholine —— C16H25NOS
(2S,6S)-2,6-dimethyl-4-[3-(4-methylphenyl)sulfanylpropyl]morpholine
—— (3R)-3-methyl-1-(2-phenylsulfanylethyl)piperidin-1-ium —— C14H22NS+
(3R)-3-methyl-1-(2-phenylsulfanylethyl)piperidin-1-ium
—— (3R,5R)-3,5-dimethyl-1-[2-(2-phenylsulfanylethoxy)ethyl]piperidin-1-ium —— C17H28NOS+
(3R,5R)-3,5-dimethyl-1-[2-(2-phenylsulfanylethoxy)ethyl]piperidin-1-ium
—— (3R)-3-methyl-1-[2-(2-phenylsulfanylethoxy)ethyl]piperidin-1-ium —— C16H26NOS+
(3R)-3-methyl-1-[2-(2-phenylsulfanylethoxy)ethyl]piperidin-1-ium
—— (3R,5S)-3,5-dimethyl-1-(3-phenylsulfanylpropyl)piperidin-1-ium —— C16H26NS+
(3R,5S)-3,5-dimethyl-1-(3-phenylsulfanylpropyl)piperidin-1-ium
—— (3R,5R)-3,5-dimethyl-1-[2-(2-phenylsulfanylethoxy)ethyl]piperidine —— C17H27NOS
(3R,5R)-3,5-dimethyl-1-[2-(2-phenylsulfanylethoxy)ethyl]piperidine
—— (3S)-3-methyl-1-(2-phenylsulfanylethyl)piperidin-1-ium —— C14H22NS+
(3S)-3-methyl-1-(2-phenylsulfanylethyl)piperidin-1-ium
—— N-(2-cyanoethyl)-2-(4-fluorophenyl)sulfanylacetamide —— C11H11FN2OS
N-(2-cyanoethyl)-2-(4-fluorophenyl)sulfanylacetamide
—— 6-Amino-5-[2-(4-fluorophenyl)sulfanylacetyl]-3-methyl-1-(2-methylpropyl)pyrimidine-2,4-dione —— C17H20FN3O3S
6-Amino-5-[2-(4-fluorophenyl)sulfanylacetyl]-3-methyl-1-(2-methylpropyl)pyrimidine-2,4-dione
—— N-[(1S)-1-(3-chlorophenyl)ethyl]-2-(4-fluorophenyl)sulfanylacetamide —— C16H15ClFNOS
N-[(1S)-1-(3-chlorophenyl)ethyl]-2-(4-fluorophenyl)sulfanylacetamide
—— N-(1-adamantylmethyl)-2-(4-fluorophenyl)sulfanylacetamide —— C19H24FNOS
N-(1-adamantylmethyl)-2-(4-fluorophenyl)sulfanylacetamide
—— (2S,6S)-2,6-dimethyl-4-[2-[2-(4-methylphenyl)sulfanylethoxy]ethyl]morpholin-4-ium —— C17H28NO2S+
(2S,6S)-2,6-dimethyl-4-[2-[2-(4-methylphenyl)sulfanylethoxy]ethyl]morpholin-4-ium