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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
—— (Z)-1-(3-prop-2-ynylsulfanyl-1,2,4-triazol-4-yl)-3-thiophen-2-ylprop-2-en-1-one —— C12H9N3OS2
(Z)-1-(3-prop-2-ynylsulfanyl-1,2,4-triazol-4-yl)-3-thiophen-2-ylprop-2-en-1-one
—— (2E,5Z)-5-{[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylidene}-2-[(3-chlorophenyl)imino]-1,3-thiazolidin-4-one —— C21H13ClN4O2S2
(2E,5Z)-5-{[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylidene}-2-[(3-chlorophenyl)imino]-1,3-thiazolidin-4-one
—— (E)-N-(3-benzylsulfanyl-5-methyl-1,2,4-triazol-4-yl)-3-[5-(3-chloro-4-methylphenyl)furan-2-yl]prop-2-enamide —— C24H21ClN4O2S
(E)-N-(3-benzylsulfanyl-5-methyl-1,2,4-triazol-4-yl)-3-[5-(3-chloro-4-methylphenyl)furan-2-yl]prop-2-enamide
—— (E)-3-(1,3-benzothiazol-2-yl)-4-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]but-3-enoic acid —— C21H16N4O4S2
(E)-3-(1,3-benzothiazol-2-yl)-4-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]but-3-enoic acid
—— (2R)-2-[(4-benzyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]cyclohexan-1-one —— C19H19N3OS2
(2R)-2-[(4-benzyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]cyclohexan-1-one
—— N-(3-methylbutyl)-2-[(5S)-2-[(2E)-2-[(4-methylsulfanylphenyl)methylidene]hydrazinyl]-4-oxo-1,3-thiazol-5-yl]acetamide —— C18H24N4O2S2
N-(3-methylbutyl)-2-[(5S)-2-[(2E)-2-[(4-methylsulfanylphenyl)methylidene]hydrazinyl]-4-oxo-1,3-thiazol-5-yl]acetamide
—— (5E)-5-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-3-(3-nitrophenyl)-2-sulfanylidene-1,3-thiazolidin-4-one —— C22H12ClN3O5S3
(5E)-5-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-3-(3-nitrophenyl)-2-sulfanylidene-1,3-thiazolidin-4-one
—— 3-chloro-N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-5-(trifluoromethyl)pyridin-2-amine —— C14H11ClF3N3S
3-chloro-N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-5-(trifluoromethyl)pyridin-2-amine
—— 4-amino-3-methylsulfanyl-6-[(Z)-2-thiophen-2-ylethenyl]-1,2,4-triazin-5-one —— C10H10N4OS2
4-amino-3-methylsulfanyl-6-[(Z)-2-thiophen-2-ylethenyl]-1,2,4-triazin-5-one
—— N-[(4S)-4-chlorocyclohexa-1,5-dien-1-yl]-2-(4,6-diaminopyrimidin-2-yl)sulfanylacetamide —— C12H14ClN5OS
N-[(4S)-4-chlorocyclohexa-1,5-dien-1-yl]-2-(4,6-diaminopyrimidin-2-yl)sulfanylacetamide
—— N-[(4R)-4-chlorocyclohexa-1,5-dien-1-yl]-2-(4,6-diaminopyrimidin-2-yl)sulfanylacetamide —— C12H14ClN5OS
N-[(4R)-4-chlorocyclohexa-1,5-dien-1-yl]-2-(4,6-diaminopyrimidin-2-yl)sulfanylacetamide
—— 5-acetyl-2-[(Z)-but-2-enyl]sulfanyl-6-methylpyridine-3-carbonitrile —— C13H14N2OS
5-acetyl-2-[(Z)-but-2-enyl]sulfanyl-6-methylpyridine-3-carbonitrile
—— (Z)-4-(6-benzylsulfanylimidazo[2,1-b][1,3]thiazol-5-yl)but-3-en-2-one —— C16H14N2OS2
(Z)-4-(6-benzylsulfanylimidazo[2,1-b][1,3]thiazol-5-yl)but-3-en-2-one
—— (5E)-2-(hydroxyamino)-5-[(4-methylsulfanylphenyl)methylidene]-1,3-thiazol-4-one —— C11H10N2O2S2
(5E)-2-(hydroxyamino)-5-[(4-methylsulfanylphenyl)methylidene]-1,3-thiazol-4-one
—— N-[(Z)-[2-(4-chlorophenyl)sulfanylphenyl]methylideneamino]-1,3-benzothiazol-2-amine —— C20H14ClN3S2
N-[(Z)-[2-(4-chlorophenyl)sulfanylphenyl]methylideneamino]-1,3-benzothiazol-2-amine
—— N-[2-(3,4-dimethoxyphenyl)ethyl]-5-[(3R,5R)-3,5-dimethylpiperidin-1-yl]sulfonyl-2-(4-fluorophenyl)sulfanylbenzamide —— C30H35FN2O5S2
N-[2-(3,4-dimethoxyphenyl)ethyl]-5-[(3R,5R)-3,5-dimethylpiperidin-1-yl]sulfonyl-2-(4-fluorophenyl)sulfanylbenzamide
—— 2-(4-bromophenyl)sulfanyl-N-(2,2-dimethoxyethyl)-5-[(3R,5S)-3,5-dimethylpiperidin-1-yl]sulfonylbenzamide —— C24H31BrN2O5S2
2-(4-bromophenyl)sulfanyl-N-(2,2-dimethoxyethyl)-5-[(3R,5S)-3,5-dimethylpiperidin-1-yl]sulfonylbenzamide
—— N-benzyl-5-[(3R,5S)-3,5-dimethylpiperidin-1-yl]sulfonyl-2-(4-fluorophenyl)sulfanyl-N-(2-phenylethyl)benzamide —— C35H37FN2O3S2
N-benzyl-5-[(3R,5S)-3,5-dimethylpiperidin-1-yl]sulfonyl-2-(4-fluorophenyl)sulfanyl-N-(2-phenylethyl)benzamide
—— 2-(4-bromophenyl)sulfanyl-N-(2,2-dimethoxyethyl)-5-[(3R,5R)-3,5-dimethylpiperidin-1-yl]sulfonylbenzamide —— C24H31BrN2O5S2
2-(4-bromophenyl)sulfanyl-N-(2,2-dimethoxyethyl)-5-[(3R,5R)-3,5-dimethylpiperidin-1-yl]sulfonylbenzamide
—— (E)-3-amino-2-[2-[(4-amino-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetyl]but-2-enenitrile —— C10H11N5O2S
(E)-3-amino-2-[2-[(4-amino-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetyl]but-2-enenitrile
—— 2-(3-chlorophenyl)sulfanyl-5-[(3R,5R)-3,5-dimethylpiperidin-1-yl]sulfonyl-N-[(2R)-1-phenylbutan-2-yl]benzamide —— C30H35ClN2O3S2
2-(3-chlorophenyl)sulfanyl-5-[(3R,5R)-3,5-dimethylpiperidin-1-yl]sulfonyl-N-[(2R)-1-phenylbutan-2-yl]benzamide
—— 3-nitro-N-[(Z)-(5-quinolin-8-ylsulfanylfuran-2-yl)methylideneamino]benzamide —— C21H14N4O4S
3-nitro-N-[(Z)-(5-quinolin-8-ylsulfanylfuran-2-yl)methylideneamino]benzamide
—— 1-(2-methylphenyl)-3-(2-methylsulfanylphenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]azepine —— C21H23N3S
1-(2-methylphenyl)-3-(2-methylsulfanylphenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]azepine
—— 2-(4-bromophenyl)sulfanyl-5-[(3S,5S)-3,5-dimethylpiperidin-1-yl]sulfonyl-N-(3-morpholin-4-ylpropyl)benzamide —— C27H36BrN3O4S2
2-(4-bromophenyl)sulfanyl-5-[(3S,5S)-3,5-dimethylpiperidin-1-yl]sulfonyl-N-(3-morpholin-4-ylpropyl)benzamide
—— N-benzyl-2-(3-chlorophenyl)sulfanyl-5-[(3S,5R)-3,5-dimethylpiperidin-1-yl]sulfonyl-N-(2-phenylethyl)benzamide —— C35H37ClN2O3S2
N-benzyl-2-(3-chlorophenyl)sulfanyl-5-[(3S,5R)-3,5-dimethylpiperidin-1-yl]sulfonyl-N-(2-phenylethyl)benzamide
—— (5E)-5-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-3-phenyl-1,3-thiazolidine-2,4-dione —— C22H13ClN2O4S2
(5E)-5-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-3-phenyl-1,3-thiazolidine-2,4-dione
—— (5Z)-3-(4-bromophenyl)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C23H15BrN2O3S3
(5Z)-3-(4-bromophenyl)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— N-[(Z)-(4-methylphenyl)methylideneamino]-N-[4-[(1-methyltetrazol-5-yl)sulfanylmethyl]-1,3-thiazol-2-yl]acetamide —— C16H17N7OS2
N-[(Z)-(4-methylphenyl)methylideneamino]-N-[4-[(1-methyltetrazol-5-yl)sulfanylmethyl]-1,3-thiazol-2-yl]acetamide
—— (2S)-2-[4-[4-[(2S)-1-oxo-1-(2,4,6-trimethylanilino)propan-2-yl]sulfanylphenyl]sulfanylphenyl]sulfanyl-N-(2,4,6-trimethylphenyl)propanamide —— C36H40N2O2S3
(2S)-2-[4-[4-[(2S)-1-oxo-1-(2,4,6-trimethylanilino)propan-2-yl]sulfanylphenyl]sulfanylphenyl]sulfanyl-N-(2,4,6-trimethylphenyl)propanamide
—— 2-(4-chlorophenyl)sulfanyl-N-[(E)-nonan-2-ylideneamino]acetamide —— C17H25ClN2OS
2-(4-chlorophenyl)sulfanyl-N-[(E)-nonan-2-ylideneamino]acetamide
—— (2R,6S)-4-[4-[4-[(2S,6R)-2,6-dimethylmorpholin-4-yl]sulfonylphenyl]sulfanylphenyl]sulfonyl-2,6-dimethylmorpholine —— C24H32N2O6S3
(2R,6S)-4-[4-[4-[(2S,6R)-2,6-dimethylmorpholin-4-yl]sulfonylphenyl]sulfanylphenyl]sulfonyl-2,6-dimethylmorpholine
—— methyl (E)-2-cyano-3-(2-ethylsulfanyl-5-methylfuran-3-yl)prop-2-enoate —— C12H13NO3S
methyl (E)-2-cyano-3-(2-ethylsulfanyl-5-methylfuran-3-yl)prop-2-enoate
—— (2R)-2-[[5-(anilinomethyl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(E)-(3-hydroxyphenyl)methylideneamino]propanamide —— C22H24N6O2S
(2R)-2-[[5-(anilinomethyl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(E)-(3-hydroxyphenyl)methylideneamino]propanamide
—— (Z)-2-tert-butylsulfonyl-3-(dimethylamino)prop-2-enenitrile —— C9H16N2O2S
(Z)-2-tert-butylsulfonyl-3-(dimethylamino)prop-2-enenitrile
—— 6-[(Z)-3-(dimethylamino)prop-2-enoyl]-2,3-dihydro-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C11H13N3O2S
6-[(Z)-3-(dimethylamino)prop-2-enoyl]-2,3-dihydro-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— 5-[(2E)-2-hydroxyimino-2-phenylethyl]sulfanyl-4-[(2Z)-2-hydroxyimino-2-phenylethyl]sulfanyl-1,3-dithiole-2-thione —— C19H16N2O2S5
5-[(2E)-2-hydroxyimino-2-phenylethyl]sulfanyl-4-[(2Z)-2-hydroxyimino-2-phenylethyl]sulfanyl-1,3-dithiole-2-thione
—— N-[(Z)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-3-nitrobenzamide —— C19H13N5O4S
N-[(Z)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-3-nitrobenzamide
—— 2-[6-[(4-chlorophenyl)methylamino]pyrimidin-4-yl]sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C18H21ClN4O2S
2-[6-[(4-chlorophenyl)methylamino]pyrimidin-4-yl]sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— N-[(2R)-butan-2-yl]-2-[(7-oxo-3-phenyl-6-propyl-[1,2]thiazolo[4,5-d]pyrimidin-5-yl)sulfanyl]acetamide —— C20H24N4O2S2
N-[(2R)-butan-2-yl]-2-[(7-oxo-3-phenyl-6-propyl-[1,2]thiazolo[4,5-d]pyrimidin-5-yl)sulfanyl]acetamide
—— (3S)-N-[(3,4-diethoxyphenyl)methyl]-1-(3-phenylsulfanylpyrazin-2-yl)piperidine-3-carboxamide —— C27H32N4O3S
(3S)-N-[(3,4-diethoxyphenyl)methyl]-1-(3-phenylsulfanylpyrazin-2-yl)piperidine-3-carboxamide
—— (3S)-N-[(3,5-dimethoxyphenyl)methyl]-1-(3-phenylsulfanylpyrazin-2-yl)piperidine-3-carboxamide —— C25H28N4O3S
(3S)-N-[(3,5-dimethoxyphenyl)methyl]-1-(3-phenylsulfanylpyrazin-2-yl)piperidine-3-carboxamide
—— (3R)-N-[(2-methylphenyl)methyl]-1-[3-(3-methylphenyl)sulfanylpyrazin-2-yl]piperidine-3-carboxamide —— C25H28N4OS
(3R)-N-[(2-methylphenyl)methyl]-1-[3-(3-methylphenyl)sulfanylpyrazin-2-yl]piperidine-3-carboxamide
—— 2-[3-(2-methylphenyl)sulfanylpyrazin-2-yl]sulfanyl-N-[(1S)-1-phenylethyl]acetamide —— C21H21N3OS2
2-[3-(2-methylphenyl)sulfanylpyrazin-2-yl]sulfanyl-N-[(1S)-1-phenylethyl]acetamide
—— (Z)-3-pyridin-2-ylsulfanyl-1-thiophen-2-ylprop-2-en-1-one —— C12H9NOS2
(Z)-3-pyridin-2-ylsulfanyl-1-thiophen-2-ylprop-2-en-1-one
—— (3S)-N-[(1S)-1-(3-methoxyphenyl)ethyl]-1-[3-(4-methylphenyl)sulfanylpyrazin-2-yl]piperidine-3-carboxamide —— C26H30N4O2S
(3S)-N-[(1S)-1-(3-methoxyphenyl)ethyl]-1-[3-(4-methylphenyl)sulfanylpyrazin-2-yl]piperidine-3-carboxamide
—— (3S)-N-(2-methoxyphenyl)-1-[3-(4-methylphenyl)sulfanylpyrazin-2-yl]piperidine-3-carboxamide —— C24H26N4O2S
(3S)-N-(2-methoxyphenyl)-1-[3-(4-methylphenyl)sulfanylpyrazin-2-yl]piperidine-3-carboxamide
—— (3S)-N-(4-bromophenyl)-1-[3-(4-methylphenyl)sulfanylpyrazin-2-yl]piperidine-3-carboxamide —— C23H23BrN4OS
(3S)-N-(4-bromophenyl)-1-[3-(4-methylphenyl)sulfanylpyrazin-2-yl]piperidine-3-carboxamide
—— (3R)-N-[(3-bromophenyl)methyl]-1-(3-phenylsulfanylpyrazin-2-yl)piperidine-3-carboxamide —— C23H23BrN4OS
(3R)-N-[(3-bromophenyl)methyl]-1-(3-phenylsulfanylpyrazin-2-yl)piperidine-3-carboxamide
—— (3R)-N-[(1R)-1-(3-methoxyphenyl)ethyl]-1-[3-(4-methylphenyl)sulfanylpyrazin-2-yl]piperidine-3-carboxamide —— C26H30N4O2S
(3R)-N-[(1R)-1-(3-methoxyphenyl)ethyl]-1-[3-(4-methylphenyl)sulfanylpyrazin-2-yl]piperidine-3-carboxamide
—— (3S)-1-[3-(3-methylphenyl)sulfanylpyrazin-2-yl]-N-(2-methylpropyl)piperidine-3-carboxamide —— C21H28N4OS
(3S)-1-[3-(3-methylphenyl)sulfanylpyrazin-2-yl]-N-(2-methylpropyl)piperidine-3-carboxamide