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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'-[(1E,2E)-3-(furan-2-yl)prop-2-en-1-ylidene]-2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)acetohydrazide —— C19H18N4O2S3
N'-[(1E,2E)-3-(furan-2-yl)prop-2-en-1-ylidene]-2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)acetohydrazide
—— 2-{[5-(benzylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl}-N'-[(E)-(2-methylphenyl)methylidene]acetohydrazide —— C19H18N4OS3
2-{[5-(benzylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl}-N'-[(E)-(2-methylphenyl)methylidene]acetohydrazide
—— 1-[(3S,4S)-1,3-dimethylpiperidin-4-yl]-1-methyl-3-[3-(1,3-thiazol-2-ylsulfanyl)propyl]urea —— C15H26N4OS2
1-[(3S,4S)-1,3-dimethylpiperidin-4-yl]-1-methyl-3-[3-(1,3-thiazol-2-ylsulfanyl)propyl]urea
—— (E)-N'-((2-(benzo[d]thiazol-2-ylthio)-4-oxo-4H-pyrido[1,2-a]pyrimidin-3-yl)methylene)-2-hydroxybenzohydrazide —— C23H15N5O3S2
(E)-N'-((2-(benzo[d]thiazol-2-ylthio)-4-oxo-4H-pyrido[1,2-a]pyrimidin-3-yl)methylene)-2-hydroxybenzohydrazide
—— 1-[(3R,4S)-1,3-dimethylpiperidin-4-yl]-1-methyl-3-[3-(1,3-thiazol-2-ylsulfanyl)propyl]urea —— C15H26N4OS2
1-[(3R,4S)-1,3-dimethylpiperidin-4-yl]-1-methyl-3-[3-(1,3-thiazol-2-ylsulfanyl)propyl]urea
—— 3-[(E)-{2-[({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-4-ium-2-yl}sulfanyl)acetyl]hydrazinylidene}methyl]phenolate —— C19H18N4O2S3
3-[(E)-{2-[({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-4-ium-2-yl}sulfanyl)acetyl]hydrazinylidene}methyl]phenolate
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-(3-fluorophenyl)methylidene]-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole-4-carbohydrazide —— C19H15FN8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-(3-fluorophenyl)methylidene]-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole-4-carbohydrazide
—— 6-tert-butyl-4-{[(E)-(4-fluorophenyl)methylidene]amino}-3-(methylsulfanyl)-1,2,4-triazin-5(4H)-one —— C15H17FN4OS
6-tert-butyl-4-{[(E)-(4-fluorophenyl)methylidene]amino}-3-(methylsulfanyl)-1,2,4-triazin-5(4H)-one
—— N-[(E)-[5-(3-chloro-4-methylphenyl)furan-2-yl]methylideneamino]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C17H15ClN4O2S2
N-[(E)-[5-(3-chloro-4-methylphenyl)furan-2-yl]methylideneamino]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— 2-{[5-(benzylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl}-N'-[(E)-(2-fluorophenyl)methylidene]acetohydrazide —— C18H15FN4OS3
2-{[5-(benzylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl}-N'-[(E)-(2-fluorophenyl)methylidene]acetohydrazide
—— (3R,4S)-3-imidazol-1-yl-4-methyl-1-(2-phenylsulfanylethyl)piperidine —— C17H23N3S
(3R,4S)-3-imidazol-1-yl-4-methyl-1-(2-phenylsulfanylethyl)piperidine
—— (3R,4R)-3-imidazol-1-yl-4-methyl-1-(2-phenylsulfanylethyl)piperidine —— C17H23N3S
(3R,4R)-3-imidazol-1-yl-4-methyl-1-(2-phenylsulfanylethyl)piperidine
—— 2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(E)-(1-methyl-1H-pyrrol-2-yl)methylidene]acetohydrazide —— C18H19N5OS3
2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(E)-(1-methyl-1H-pyrrol-2-yl)methylidene]acetohydrazide
—— [(E)-[2-(3,4-dimethoxyphenyl)sulfanylphenyl]methylideneamino]urea —— C16H17N3O3S
[(E)-[2-(3,4-dimethoxyphenyl)sulfanylphenyl]methylideneamino]urea
—— N-[(E)-(5-quinolin-8-ylsulfanylfuran-2-yl)methylideneamino]pyridine-4-carboxamide —— C20H14N4O2S
N-[(E)-(5-quinolin-8-ylsulfanylfuran-2-yl)methylideneamino]pyridine-4-carboxamide
—— 2-{[4-allyl-5-(4-toluidinomethyl)-4H-1,2,4-triazol-3-yl]sulfanyl}-N'-(3-chlorobenzylidene)acetohydrazide —— C22H23ClN6OS
2-{[4-allyl-5-(4-toluidinomethyl)-4H-1,2,4-triazol-3-yl]sulfanyl}-N'-(3-chlorobenzylidene)acetohydrazide
—— 2-({5-[(4-bromoanilino)methyl]-4-methyl-4H-1,2,4-triazol-3-yl}sulfanyl)-N'-(4-methylbenzylidene)acetohydrazide —— C20H21BrN6OS
2-({5-[(4-bromoanilino)methyl]-4-methyl-4H-1,2,4-triazol-3-yl}sulfanyl)-N'-(4-methylbenzylidene)acetohydrazide
—— 2-{[4-allyl-5-(4-toluidinomethyl)-4H-1,2,4-triazol-3-yl]sulfanyl}-N'-(2-thienylmethylene)acetohydrazide —— C20H22N6OS2
2-{[4-allyl-5-(4-toluidinomethyl)-4H-1,2,4-triazol-3-yl]sulfanyl}-N'-(2-thienylmethylene)acetohydrazide
—— 3-(4-bromophenyl)sulfanyl-1-[4-[(1R,2S)-2-methylcyclopropanecarbonyl]piperazin-1-yl]propan-1-one —— C18H23BrN2O2S
3-(4-bromophenyl)sulfanyl-1-[4-[(1R,2S)-2-methylcyclopropanecarbonyl]piperazin-1-yl]propan-1-one
—— 2-(2,4-dichlorophenoxy)-N-[(E)-(5-nitro-2-phenylsulfanylphenyl)methylideneamino]acetamide —— C21H15Cl2N3O4S
2-(2,4-dichlorophenoxy)-N-[(E)-(5-nitro-2-phenylsulfanylphenyl)methylideneamino]acetamide
—— 3-(4-bromophenyl)sulfanyl-1-[4-[(1S,2R)-2-methylcyclopropanecarbonyl]piperazin-1-yl]propan-1-one —— C18H23BrN2O2S
3-(4-bromophenyl)sulfanyl-1-[4-[(1S,2R)-2-methylcyclopropanecarbonyl]piperazin-1-yl]propan-1-one
—— N'-[(E)-(3-bromophenyl)methylidene]-2-(pyridin-2-ylsulfanyl)acetohydrazide —— C14H12BrN3OS
N'-[(E)-(3-bromophenyl)methylidene]-2-(pyridin-2-ylsulfanyl)acetohydrazide
—— 3-(4-bromophenyl)sulfanyl-1-[4-[(1S,2S)-2-methylcyclopropanecarbonyl]piperazin-1-yl]propan-1-one —— C18H23BrN2O2S
3-(4-bromophenyl)sulfanyl-1-[4-[(1S,2S)-2-methylcyclopropanecarbonyl]piperazin-1-yl]propan-1-one
—— 4-[[5-[(3R,5R)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-2-methoxypyridine —— C21H27N5O2S
4-[[5-[(3R,5R)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-2-methoxypyridine
—— (E)-N-[3-[(4-methylphenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-1-pyridin-4-ylmethanimine —— C16H15N5S
(E)-N-[3-[(4-methylphenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-1-pyridin-4-ylmethanimine
—— 2-[(3,5-dihydroxy-1,2,4-triazin-6-yl)sulfanyl]-N'-[(E)-thiophen-2-ylmethylidene]acetohydrazide —— C10H9N5O3S2
2-[(3,5-dihydroxy-1,2,4-triazin-6-yl)sulfanyl]-N'-[(E)-thiophen-2-ylmethylidene]acetohydrazide
—— 3-(4-bromophenyl)sulfanyl-1-[4-[(1R,2R)-2-methylcyclopropanecarbonyl]piperazin-1-yl]propan-1-one —— C18H23BrN2O2S
3-(4-bromophenyl)sulfanyl-1-[4-[(1R,2R)-2-methylcyclopropanecarbonyl]piperazin-1-yl]propan-1-one
—— 4-[[5-[(3S,5S)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-2-methoxypyridine —— C21H27N5O2S
4-[[5-[(3S,5S)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-2-methoxypyridine
—— 5-[(2R,6S)-2,6-dimethyloxan-4-yl]sulfanyl-1-methyltetrazole —— C9H16N4OS
5-[(2R,6S)-2,6-dimethyloxan-4-yl]sulfanyl-1-methyltetrazole
—— (E)-N-[3-[(2-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-1-pyridin-2-ylmethanimine —— C15H12ClN5S
(E)-N-[3-[(2-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-1-pyridin-2-ylmethanimine
—— 4-cyclohexyl-3-[(2S,6R)-2,6-dimethyloxan-4-yl]sulfanyl-5-(thiophen-2-ylmethyl)-1,2,4-triazole —— C20H29N3OS2
4-cyclohexyl-3-[(2S,6R)-2,6-dimethyloxan-4-yl]sulfanyl-5-(thiophen-2-ylmethyl)-1,2,4-triazole
—— (3R,5R)-3-(2-hydroxyphenyl)sulfanyl-5-methyloxolan-2-one —— C11H12O3S
(3R,5R)-3-(2-hydroxyphenyl)sulfanyl-5-methyloxolan-2-one
—— 4-cyclohexyl-3-[(2R,6R)-2,6-dimethyloxan-4-yl]sulfanyl-5-(thiophen-2-ylmethyl)-1,2,4-triazole —— C20H29N3OS2
4-cyclohexyl-3-[(2R,6R)-2,6-dimethyloxan-4-yl]sulfanyl-5-(thiophen-2-ylmethyl)-1,2,4-triazole
—— 5-[(2R,6R)-2,6-dimethyloxan-4-yl]sulfanyl-1-methyltetrazole —— C9H16N4OS
5-[(2R,6R)-2,6-dimethyloxan-4-yl]sulfanyl-1-methyltetrazole
—— 5-[(2S,6S)-2,6-dimethyloxan-4-yl]sulfanyl-1-methyltetrazole —— C9H16N4OS
5-[(2S,6S)-2,6-dimethyloxan-4-yl]sulfanyl-1-methyltetrazole
—— (3R,5S)-3-(2-hydroxyphenyl)sulfanyl-5-methyloxolan-2-one —— C11H12O3S
(3R,5S)-3-(2-hydroxyphenyl)sulfanyl-5-methyloxolan-2-one
—— (3S,5R)-3-(2-hydroxyphenyl)sulfanyl-5-methyloxolan-2-one —— C11H12O3S
(3S,5R)-3-(2-hydroxyphenyl)sulfanyl-5-methyloxolan-2-one
—— 4-[[5-[(3R,5S)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-2-methoxypyridine —— C21H27N5O2S
4-[[5-[(3R,5S)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-2-methoxypyridine
—— N'-{(E)-[3-nitro-4-(4H-1,2,4-triazol-3-ylsulfanyl)phenyl]methylidene}furan-2-carbohydrazide —— C14H10N6O4S
N'-{(E)-[3-nitro-4-(4H-1,2,4-triazol-3-ylsulfanyl)phenyl]methylidene}furan-2-carbohydrazide
—— 4-cyclohexyl-3-[(2S,6S)-2,6-dimethyloxan-4-yl]sulfanyl-5-(thiophen-2-ylmethyl)-1,2,4-triazole —— C20H29N3OS2
4-cyclohexyl-3-[(2S,6S)-2,6-dimethyloxan-4-yl]sulfanyl-5-(thiophen-2-ylmethyl)-1,2,4-triazole
—— 2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(E)-(5-methylfuran-2-yl)methylideneamino]acetamide —— C17H15ClN4O2S3
2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(E)-(5-methylfuran-2-yl)methylideneamino]acetamide
—— (3S,5S)-3-(2-hydroxyphenyl)sulfanyl-5-methyloxolan-2-one —— C11H12O3S
(3S,5S)-3-(2-hydroxyphenyl)sulfanyl-5-methyloxolan-2-one
—— 2-{[5-(benzylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl}-N'-[(E)-(4-fluorophenyl)methylidene]acetohydrazide —— C18H15FN4OS3
2-{[5-(benzylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl}-N'-[(E)-(4-fluorophenyl)methylidene]acetohydrazide
—— 3-[(E)-[[1-(4-azaniumyl-1,2,5-oxadiazol-3-yl)-5-(phenylsulfanylmethyl)triazole-4-carbonyl]hydrazinylidene]methyl]phenolate —— C19H16N8O3S
3-[(E)-[[1-(4-azaniumyl-1,2,5-oxadiazol-3-yl)-5-(phenylsulfanylmethyl)triazole-4-carbonyl]hydrazinylidene]methyl]phenolate
—— methyl (2S)-2-[[5-(2-cyclopentylethyl)-1H-1,2,4-triazol-3-yl]sulfanylmethyl]-5-methyl-2,3-dihydrofuran-4-carboxylate —— C17H25N3O3S
methyl (2S)-2-[[5-(2-cyclopentylethyl)-1H-1,2,4-triazol-3-yl]sulfanylmethyl]-5-methyl-2,3-dihydrofuran-4-carboxylate
—— methyl (2R)-2-[[5-(2-cyclopentylethyl)-1H-1,2,4-triazol-3-yl]sulfanylmethyl]-5-methyl-2,3-dihydrofuran-4-carboxylate —— C17H25N3O3S
methyl (2R)-2-[[5-(2-cyclopentylethyl)-1H-1,2,4-triazol-3-yl]sulfanylmethyl]-5-methyl-2,3-dihydrofuran-4-carboxylate
—— [(3S)-2,3-dihydro-1-benzothiophen-3-yl]-(2,2-dimethylmorpholin-4-yl)methanone —— C15H19NO2S
[(3S)-2,3-dihydro-1-benzothiophen-3-yl]-(2,2-dimethylmorpholin-4-yl)methanone
—— (2E)-2-{2-[({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)acetyl]hydrazinylidene}-N-(4-methylphenyl)ethanethioamide —— C21H21N5OS4
(2E)-2-{2-[({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)acetyl]hydrazinylidene}-N-(4-methylphenyl)ethanethioamide
—— [(3R)-2,3-dihydro-1-benzothiophen-3-yl]-(2,2-dimethylmorpholin-4-yl)methanone —— C15H19NO2S
[(3R)-2,3-dihydro-1-benzothiophen-3-yl]-(2,2-dimethylmorpholin-4-yl)methanone
—— N'-[(1E,2Z)-2-bromo-3-phenylprop-2-en-1-ylidene]-2-({5-[(4-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)acetohydrazide —— C20H16BrClN4OS3
N'-[(1E,2Z)-2-bromo-3-phenylprop-2-en-1-ylidene]-2-({5-[(4-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)acetohydrazide