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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-Dimethyl-6-phenylsulfanylaniline —— C14H15NS
2,4-Dimethyl-6-phenylsulfanylaniline
—— (7E)-4-thiophen-2-yl-7-(thiophen-2-ylmethylidene)-2-(3,5,5-trimethylheptylsulfanyl)-5,6-dihydrocyclopenta[b]pyridine-3-carbonitrile —— C28H32N2S3
(7E)-4-thiophen-2-yl-7-(thiophen-2-ylmethylidene)-2-(3,5,5-trimethylheptylsulfanyl)-5,6-dihydrocyclopenta[b]pyridine-3-carbonitrile
—— N-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]-4,6-dimorpholin-4-yl-1,3,5-triazin-2-amine —— C24H25ClN8O4S
N-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]-4,6-dimorpholin-4-yl-1,3,5-triazin-2-amine
—— (5Z)-3-benzyl-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-1,3-thiazolidine-2,4-dione —— C24H18N2O4S2
(5Z)-3-benzyl-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-1,3-thiazolidine-2,4-dione
—— 2,4-Dimethyl-6-(4-methylphenyl)sulfanylaniline —— C15H17NS
2,4-Dimethyl-6-(4-methylphenyl)sulfanylaniline
—— N-[(5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]adamantane-1-carboxamide —— C28H27N3O4S3
N-[(5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]adamantane-1-carboxamide
—— 3,5-Dimethyl-4-(4-methylphenyl)sulfanylaniline —— C15H17NS
3,5-Dimethyl-4-(4-methylphenyl)sulfanylaniline
—— 1-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]-3-prop-2-enylthiourea —— C18H18N4O2S2
1-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]-3-prop-2-enylthiourea
—— 1-[(1S,3R,7R,9S,11S)-11-benzyl-5,9-dimethyl-5-azatricyclo[5.3.2.03,9]dodecan-12-yl]-2-pyridin-3-ylsulfanylethanone —— C27H34N2OS
1-[(1S,3R,7R,9S,11S)-11-benzyl-5,9-dimethyl-5-azatricyclo[5.3.2.03,9]dodecan-12-yl]-2-pyridin-3-ylsulfanylethanone
—— 2-(4,5-dichloropyridin-2-yl)sulfanyl-N-[(Z)-pyridin-3-ylmethylideneamino]acetamide —— C13H10Cl2N4OS
2-(4,5-dichloropyridin-2-yl)sulfanyl-N-[(Z)-pyridin-3-ylmethylideneamino]acetamide
—— 2-[4-(difluoromethyl)-6-methylpyrimidin-2-yl]sulfanyl-N-(furan-2-ylmethyl)acetamide —— C13H13F2N3O2S
2-[4-(difluoromethyl)-6-methylpyrimidin-2-yl]sulfanyl-N-(furan-2-ylmethyl)acetamide
—— 1-[(1S,3R,7R,9S,11R)-11-benzyl-5-(2-methoxyethyl)-9-methyl-2-oxa-5-azatricyclo[5.3.2.03,9]dodecan-12-yl]-2-pyridin-2-ylsulfanylethanone —— C28H36N2O3S
1-[(1S,3R,7R,9S,11R)-11-benzyl-5-(2-methoxyethyl)-9-methyl-2-oxa-5-azatricyclo[5.3.2.03,9]dodecan-12-yl]-2-pyridin-2-ylsulfanylethanone
—— 1-[(1S,3R,7R,9S,11R)-11-benzyl-9-methyl-5-prop-2-enyl-2-oxa-5-azatricyclo[5.3.2.03,9]dodecan-12-yl]-2-pyridin-3-ylsulfanylethanone —— C28H34N2O2S
1-[(1S,3R,7R,9S,11R)-11-benzyl-9-methyl-5-prop-2-enyl-2-oxa-5-azatricyclo[5.3.2.03,9]dodecan-12-yl]-2-pyridin-3-ylsulfanylethanone
—— 1-[(1S,3R,7R,9S,11S)-11-benzyl-5-(2-methoxyethyl)-9-methyl-5-azatricyclo[5.3.2.03,9]dodecan-12-yl]-2-pyridin-3-ylsulfanylethanone —— C29H38N2O2S
1-[(1S,3R,7R,9S,11S)-11-benzyl-5-(2-methoxyethyl)-9-methyl-5-azatricyclo[5.3.2.03,9]dodecan-12-yl]-2-pyridin-3-ylsulfanylethanone
—— N-[(Z)-1-phenylethylideneamino]-2-phenylsulfanylacetamide —— C16H16N2OS
N-[(Z)-1-phenylethylideneamino]-2-phenylsulfanylacetamide
—— 1-[(1S,3R,7R,9S,11R)-11-benzyl-5-(cyclopropylmethyl)-9-methyl-2-oxa-5-azatricyclo[5.3.2.03,9]dodecan-12-yl]-2-pyridin-2-ylsulfanylethanone —— C29H36N2O2S
1-[(1S,3R,7R,9S,11R)-11-benzyl-5-(cyclopropylmethyl)-9-methyl-2-oxa-5-azatricyclo[5.3.2.03,9]dodecan-12-yl]-2-pyridin-2-ylsulfanylethanone
—— 1-[(1S,3R,7R,9S,11R)-11-benzyl-9-methyl-5-propan-2-yl-2-oxa-5-azatricyclo[5.3.2.03,9]dodecan-12-yl]-2-pyridin-3-ylsulfanylethanone —— C28H36N2O2S
1-[(1S,3R,7R,9S,11R)-11-benzyl-9-methyl-5-propan-2-yl-2-oxa-5-azatricyclo[5.3.2.03,9]dodecan-12-yl]-2-pyridin-3-ylsulfanylethanone
—— (2E)-2-[[4-(diethylamino)-2-hydroxyphenyl]methylidene]-1-benzothiophen-3-one —— C19H19NO2S
(2E)-2-[[4-(diethylamino)-2-hydroxyphenyl]methylidene]-1-benzothiophen-3-one
—— (NZ)-N-[2-(4,6-diaminopyrimidin-2-yl)sulfanylcyclooctylidene]hydroxylamine —— C12H19N5OS
(NZ)-N-[2-(4,6-diaminopyrimidin-2-yl)sulfanylcyclooctylidene]hydroxylamine
—— 1-[(1S,3R,7R,9S,11R)-11-benzyl-5,9-dimethyl-2-oxa-5-azatricyclo[5.3.2.03,9]dodecan-12-yl]-2-pyridin-3-ylsulfanylethanone —— C26H32N2O2S
1-[(1S,3R,7R,9S,11R)-11-benzyl-5,9-dimethyl-2-oxa-5-azatricyclo[5.3.2.03,9]dodecan-12-yl]-2-pyridin-3-ylsulfanylethanone
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(4-ethylphenyl)methylideneamino]-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]triazole-4-carboxamide —— C18H19N11O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(4-ethylphenyl)methylideneamino]-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]triazole-4-carboxamide
—— (2R)-2-amino-3-methylbutane-1-thiol;hydrochloride —— C5H14ClNS
(2R)-2-amino-3-methylbutane-1-thiol;hydrochloride
—— (2R)-2-amino-4-methylpentane-1-thiolhydrochloride —— C6H16ClNS
(2R)-2-amino-4-methylpentane-1-thiolhydrochloride
—— (S)-2-Amino-butane-1-thiol; hydrochloride —— C4H11NS*ClH
(S)-2-Amino-butane-1-thiol; hydrochloride
—— (2R)-2-amino-3,3-dimethylbutane-1-thiol;hydrochloride —— C6H16ClNS
(2R)-2-amino-3,3-dimethylbutane-1-thiol;hydrochloride
—— (2R)-2-amino-3-methylbutane-1-thiol —— C5H13NS
(2R)-2-amino-3-methylbutane-1-thiol
—— 3-(2,5-Dimethylfuran-3-yl)sulfanylfuran-2-carboxylate —— C11H9O4S-
3-(2,5-Dimethylfuran-3-yl)sulfanylfuran-2-carboxylate
—— 2-({5-[(4-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(1Z)-1-(2-hydroxyphenyl)ethylidene]acetohydrazide —— C19H17ClN4O2S3
2-({5-[(4-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(1Z)-1-(2-hydroxyphenyl)ethylidene]acetohydrazide
—— 5-[[1-(pyridin-2-ylmethyl)imidazol-2-yl]sulfanylmethyl]-3-(1H-1,2,4-triazol-5-yl)-1,2,4-oxadiazole —— C14H12N8OS
5-[[1-(pyridin-2-ylmethyl)imidazol-2-yl]sulfanylmethyl]-3-(1H-1,2,4-triazol-5-yl)-1,2,4-oxadiazole
—— [5-(Difluoromethyl)-4-methyl-1,2,4-triazol-3-yl]sulfanylmethyl 2,2-dimethylpropanoate —— C10H15F2N3O2S
[5-(Difluoromethyl)-4-methyl-1,2,4-triazol-3-yl]sulfanylmethyl 2,2-dimethylpropanoate
—— N,N-dimethyl-5-(3-piperidin-1-ylpropylsulfanyl)-1,3,4-thiadiazol-2-amine —— C12H22N4S2
N,N-dimethyl-5-(3-piperidin-1-ylpropylsulfanyl)-1,3,4-thiadiazol-2-amine
—— 4-[5-[(2-Methylfuran-3-yl)sulfanylmethyl]-4,5-dihydro-1,3-thiazol-2-yl]morpholine —— C13H18N2O2S2
4-[5-[(2-Methylfuran-3-yl)sulfanylmethyl]-4,5-dihydro-1,3-thiazol-2-yl]morpholine
—— (Z)-6-((5-((4-chlorophenyl)thio)furan-2-yl)methylene)-2-(2-cyclohexylethyl)-5-imino-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7(6H)-one —— C24H23ClN4O2S2
(Z)-6-((5-((4-chlorophenyl)thio)furan-2-yl)methylene)-2-(2-cyclohexylethyl)-5-imino-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7(6H)-one
—— 3-(Ethoxymethylsulfanyl)-4-propan-2-yl-1,2,4-triazole —— C8H15N3OS
3-(Ethoxymethylsulfanyl)-4-propan-2-yl-1,2,4-triazole
—— 1-Cyclopropyl-3-(2-methylfuran-3-yl)sulfanylpyrazin-2-one —— C12H12N2O2S
1-Cyclopropyl-3-(2-methylfuran-3-yl)sulfanylpyrazin-2-one
—— N-[(6-methyl-2-pyrrolidin-1-ylpyridin-3-yl)methyl]-6-methylsulfanylpyrazin-2-amine —— C16H21N5S
N-[(6-methyl-2-pyrrolidin-1-ylpyridin-3-yl)methyl]-6-methylsulfanylpyrazin-2-amine
—— methyl 2-(2-fluorophenyl)-2-(2H-triazol-4-ylsulfanyl)acetate —— C11H10FN3O2S
methyl 2-(2-fluorophenyl)-2-(2H-triazol-4-ylsulfanyl)acetate
—— 1-(4-Acetylpiperazin-1-yl)-2-(2-methylfuran-3-yl)sulfanylpropan-1-one —— C14H20N2O3S
1-(4-Acetylpiperazin-1-yl)-2-(2-methylfuran-3-yl)sulfanylpropan-1-one
—— 2-Cyclohexyl-5-(ethoxymethylsulfanyl)-1,3,4-oxadiazole —— C11H18N2O2S
2-Cyclohexyl-5-(ethoxymethylsulfanyl)-1,3,4-oxadiazole
—— 2-[4-(6-Methylsulfanylpyrazin-2-yl)-1,4-diazepan-1-yl]ethanol —— C12H20N4OS
2-[4-(6-Methylsulfanylpyrazin-2-yl)-1,4-diazepan-1-yl]ethanol
—— 3-(3-Fluoropropylsulfanyl)-5,6-dimethylpyridazine-4-carbonitrile —— C10H12FN3S
3-(3-Fluoropropylsulfanyl)-5,6-dimethylpyridazine-4-carbonitrile
—— 3-[(1-Tert-butylimidazol-2-yl)sulfanylmethyl]-1-methylsulfonylpiperidine —— C14H25N3O2S2
3-[(1-Tert-butylimidazol-2-yl)sulfanylmethyl]-1-methylsulfonylpiperidine
—— (5E)-2-sulfanylidene-5-[[4-(trifluoromethylsulfanyl)phenyl]methylidene]-1,3-thiazolidin-4-one —— C11H6F3NOS3
(5E)-2-sulfanylidene-5-[[4-(trifluoromethylsulfanyl)phenyl]methylidene]-1,3-thiazolidin-4-one
—— (1S,2R,7S,9R)-5-benzyl-12-phenyl-7-phenylsulfanyl-3,8,11,13-tetraoxa-5-azatricyclo[7.4.0.02,6]tridecan-4-one —— C27H25NO5S
(1S,2R,7S,9R)-5-benzyl-12-phenyl-7-phenylsulfanyl-3,8,11,13-tetraoxa-5-azatricyclo[7.4.0.02,6]tridecan-4-one
—— 1-Bromo-3-iso-pentylthiobenzene —— C11H15BrS
1-Bromo-3-iso-pentylthiobenzene
—— (4-Chloro-3-fluorobenzyl)(4-chlorophenyl)sulfane —— C13H9Cl2FS
(4-Chloro-3-fluorobenzyl)(4-chlorophenyl)sulfane
—— (4-Chloro-3-fluorobenzyl)(phenyl)sulfane —— C13H10ClFS
(4-Chloro-3-fluorobenzyl)(phenyl)sulfane
—— 1-Bromo-2-n-heptylthiobenzene —— C13H19BrS
1-Bromo-2-n-heptylthiobenzene
—— 3-(2-n-Propylthiophenyl)-1-propene —— C12H16S
3-(2-n-Propylthiophenyl)-1-propene
—— (4-Chloro-2-fluorobenzyl)(3-chloro-4-fluorophenyl)sulfane —— C13H8Cl2F2S
(4-Chloro-2-fluorobenzyl)(3-chloro-4-fluorophenyl)sulfane