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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
—— 3-(2-Fluor-benzylmercapto)-6-methyl-pyridazin 5273-48-3 C12H11FN2S
3-(2-Fluor-benzylmercapto)-6-methyl-pyridazin
—— ethyl [(3-hydroxyphenyl)sulfanyl]acetate 287201-99-4 C10H12O3S
ethyl [(3-hydroxyphenyl)sulfanyl]acetate
—— 2-amino-7,7-dimethyl-4-(4-(methylthio)phenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile 313379-76-9 C19H20N2O2S
2-amino-7,7-dimethyl-4-(4-(methylthio)phenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile
—— 4-(4,4,5,5-tetramethyl-1,3-dioxolan-2-yl)phenyl methyl sulfide 1360628-14-3 C14H20O2S
4-(4,4,5,5-tetramethyl-1,3-dioxolan-2-yl)phenyl methyl sulfide
—— Bis-aziridino-thioformaldehyd 13163-23-0 C5H8N2S
Bis-aziridino-thioformaldehyd
—— 2-Amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-4-(2-{[(2S)-2,3-dihydroxypropyl]amino}-1,3-thiazol-4-yl)pyridine-3,5-dicarbonitrile 1187543-27-6 C23H18ClN7O2S3
2-Amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-4-(2-{[(2S)-2,3-dihydroxypropyl]amino}-1,3-thiazol-4-yl)pyridine-3,5-dicarbonitrile
—— 3-(4-Fluorbenzylmercapto)-6-ethoxy-pyridazin 5273-51-8 C13H13FN2OS
3-(4-Fluorbenzylmercapto)-6-ethoxy-pyridazin
—— 5-(4-chloro-phenylsulfanylmethyl)-2,4-dimethyl-pyridin-3-ol 6953-02-2 C14H14ClNOS
5-(4-chloro-phenylsulfanylmethyl)-2,4-dimethyl-pyridin-3-ol
—— 3-(3-Fluorbenzylmercapto)-6-propyloxy-pyridazin 5273-55-2 C14H15FN2OS
3-(3-Fluorbenzylmercapto)-6-propyloxy-pyridazin
—— 3-(3-Fluor-benzylmercapto)-6-methyl-pyridazin 5376-26-1 C12H11FN2S
3-(3-Fluor-benzylmercapto)-6-methyl-pyridazin
—— 2-([2-(4-Chlorophenyl)-1,3-thiazol-4-yl]methylsulfanyl)-6-[(2R)-2,3-dihydroxypropyl]amino-4-(1,3-thiazol-5-yl)pyridine-3,5-dicarbonitrile 1187543-00-5 C23H17ClN6O2S3
2-([2-(4-Chlorophenyl)-1,3-thiazol-4-yl]methylsulfanyl)-6-[(2R)-2,3-dihydroxypropyl]amino-4-(1,3-thiazol-5-yl)pyridine-3,5-dicarbonitrile
—— 3-(3-Fluorbenzylmercapto)-6-ethoxy-pyridazin 5273-50-7 C13H13FN2OS
3-(3-Fluorbenzylmercapto)-6-ethoxy-pyridazin
—— N-[2-(Methanesulfonyl)ethyl]carbamimidic acid 6959-73-5 C4H10N2O3S
N-[2-(Methanesulfonyl)ethyl]carbamimidic acid
—— 4-[(3-hydroxyphenyl)thio]benzaldehyde 1257087-06-1 C13H10O2S
4-[(3-hydroxyphenyl)thio]benzaldehyde
—— 5-[4-amino-6-(3-hydroxyphenylsulfanyl)-[1,3,5]triazin-2-yl]-2,4-dichlorophenol 1052649-57-6 C15H10Cl2N4O2S
5-[4-amino-6-(3-hydroxyphenylsulfanyl)-[1,3,5]triazin-2-yl]-2,4-dichlorophenol
—— 3-(2-Fluorbenzylmercapto)-6-ethoxy-pyridazin 5376-28-3 C13H13FN2OS
3-(2-Fluorbenzylmercapto)-6-ethoxy-pyridazin
—— 3-{[(4-Bromophenyl)methyl]sulfanyl}-6-propoxypyridazine 6954-08-1 C14H15BrN2OS
3-{[(4-Bromophenyl)methyl]sulfanyl}-6-propoxypyridazine
—— N-(tert-butyl)-5-(pyridin-4-ylthio)thiophene-2-sulfonamide 900814-32-6 C13H16N2O2S3
N-(tert-butyl)-5-(pyridin-4-ylthio)thiophene-2-sulfonamide
—— 4-Phenylmercapto-2,6-diamino-pyridin 18960-93-5 C11H11N3S
4-Phenylmercapto-2,6-diamino-pyridin
—— 1-(diethylcarbamoyl)-3-(2-chloro-6-methylphenylthio)-5-methylpyrazole 143533-45-3 C16H20ClN3OS
1-(diethylcarbamoyl)-3-(2-chloro-6-methylphenylthio)-5-methylpyrazole
—— (2R)-3-methyl-1-propylsulfanylbutan-2-amine 1198786-76-3 C8H19NS
(2R)-3-methyl-1-propylsulfanylbutan-2-amine
—— 1-(dimethylsulfamoyl)-5-(2,5-dimethylphenylthio)pyrazole 143535-36-8 C13H17N3O2S2
1-(dimethylsulfamoyl)-5-(2,5-dimethylphenylthio)pyrazole
—— 8-(6-(4-tert-butylphenyl)benzo[d][1,3]dioxol-5-ylthio)-9-(3-(isopropylamino)propyl)-9H-purin-6-amine 1289543-75-4 C28H34N6O2S
8-(6-(4-tert-butylphenyl)benzo[d][1,3]dioxol-5-ylthio)-9-(3-(isopropylamino)propyl)-9H-purin-6-amine
—— 5,7-Dimethyl-3,6,8-trioxo-pyrimido<5,4-b>1,4-thiazin 1781-12-0 C8H9N3O3S
5,7-Dimethyl-3,6,8-trioxo-pyrimido<5,4-b>1,4-thiazin
—— 1-Allyl-3-aethyl-5-(carboxymethylthio)-6-amino-uracil 91338-31-7 C11H15N3O4S
1-Allyl-3-aethyl-5-(carboxymethylthio)-6-amino-uracil
—— 4-(4-chloro-benzylmercapto)-pyridine 105836-55-3 C12H10ClNS
4-(4-chloro-benzylmercapto)-pyridine
—— 4-[(4-methylbenzyl)thio]pyridine 100394-49-8 C13H13NS
4-[(4-methylbenzyl)thio]pyridine
—— 5h-Pyrimido[4,5-b][1,4]thiazin-6-ol 7151-78-2 C6H5N3OS
5h-Pyrimido[4,5-b][1,4]thiazin-6-ol
—— 4-(2-dimethylamino-ethylmercapto)-pyridine 115954-07-9 C9H14N2S
4-(2-dimethylamino-ethylmercapto)-pyridine
—— (9S,17S)-17-hydroxy-9-pentyl-10-oxa-1,5-dithia-spiro<5.13>nonadec-14-yn-11-one 110242-96-1 C21H34O3S2
(9S,17S)-17-hydroxy-9-pentyl-10-oxa-1,5-dithia-spiro<5.13>nonadec-14-yn-11-one
—— 1-Hydroxyaethyl..3-aethyl-1H-pyrimido <5.4-b><1.4> thiazin-2,4,7(3H,6H,8H)-trion 94216-16-7 C10H13N3O4S
1-Hydroxyaethyl..3-aethyl-1H-pyrimido <5.4-b><1.4> thiazin-2,4,7(3H,6H,8H)-trion
—— tert-butyl 4-(5-(Hydroxymethyl)-2-(methylthio)pyrimidin-4-ylamino)cyclohexylcarbamate 1478018-95-9 C17H28N4O3S
tert-butyl 4-(5-(Hydroxymethyl)-2-(methylthio)pyrimidin-4-ylamino)cyclohexylcarbamate
—— tert-butyl 4-(5-formyl-2-(methylthio)pyrimidin-4-ylamino)cyclohexylcarbamate 1478019-13-4 C17H26N4O3S
tert-butyl 4-(5-formyl-2-(methylthio)pyrimidin-4-ylamino)cyclohexylcarbamate
—— tert-butyl 4-(3-benzyl-7-(methyl thio)-2-oxo-3,4-dihydropyrimido[4,5-d]pyrimidin-1(2H)-yl)cyclohexylcarbamate 1478019-66-7 C25H33N5O3S
tert-butyl 4-(3-benzyl-7-(methyl thio)-2-oxo-3,4-dihydropyrimido[4,5-d]pyrimidin-1(2H)-yl)cyclohexylcarbamate
—— N-(3,4-difluorophenylsulfonyl)-2-(3-(naphthalen-2-ylthio)-1H-indol-4-yloxy)acetamide 1057256-68-4 C26H18F2N2O4S2
N-(3,4-difluorophenylsulfonyl)-2-(3-(naphthalen-2-ylthio)-1H-indol-4-yloxy)acetamide
—— 1,1-Dinitroethyl-Methylsulfon 58300-63-3 C3H6N2O6S
1,1-Dinitroethyl-Methylsulfon
—— 2-Isobutylthio-aethanthiol 10160-80-2 C6H14S2
2-Isobutylthio-aethanthiol
—— 3-ethyl-4-(phenylthio)butyric acid 78428-92-9 C12H16O2S
3-ethyl-4-(phenylthio)butyric acid
—— 5-ethyl-4-methyl-6-methylthio-2-pyrimidinamine 90808-75-6 C8H13N3S
5-ethyl-4-methyl-6-methylthio-2-pyrimidinamine
—— Dinitromethyl-Methylsulfon 53481-99-5 C2H4N2O6S
Dinitromethyl-Methylsulfon
—— 2-methylthiazolo<3,2-c>-7-methylpyrimidin-5-one 112498-52-9 C8H8N2O2S
2-methylthiazolo<3,2-c>-7-methylpyrimidin-5-one
—— 2-Methylthio-4,6-ditrifluormethylpyrimidin 62772-93-4 C7H4F6N2S
2-Methylthio-4,6-ditrifluormethylpyrimidin
—— 4-allylthio-6-methylpyrimidin-2(1H)-one 105173-90-8 C8H10N2OS
4-allylthio-6-methylpyrimidin-2(1H)-one
—— 2-methoxy-6-methylthio-4-pyrimidinamine 701-76-8 C6H9N3OS
2-methoxy-6-methylthio-4-pyrimidinamine
—— thiazolo<3,2-c>-7-methylpyrimidin-5-one 112498-51-8 C7H6N2O2S
thiazolo<3,2-c>-7-methylpyrimidin-5-one
—— 4-Benzylsulfanyl-6-methyl-1H-pyrimidin-2-one 78932-28-2 C12H12N2OS
4-Benzylsulfanyl-6-methyl-1H-pyrimidin-2-one
—— 3-Tribrommethyl-4-thiaisochromanon-(1) 92335-12-1 C9H5Br3O2S
3-Tribrommethyl-4-thiaisochromanon-(1)
—— (1-Phenylsulfanyl-3-trimethylsilanyl-prop-2-ynyl)-p-tolyl-amine 90261-28-2 C19H23NSSi
(1-Phenylsulfanyl-3-trimethylsilanyl-prop-2-ynyl)-p-tolyl-amine
—— 3-(trimethylsilyl)-4-[4-(trimethylsilyl)but-3-ynyl]-1,2-dithiete 1,1,2-trioxide 1319722-88-7 C12H22O3S2Si2
3-(trimethylsilyl)-4-[4-(trimethylsilyl)but-3-ynyl]-1,2-dithiete 1,1,2-trioxide
—— 3-Pentylsulfanyl-prop-2-yn-1-ol 182347-86-0 C8H14OS
3-Pentylsulfanyl-prop-2-yn-1-ol