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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
—— 1-methyl-N-(oxan-2-yloxy)-4-(4-phenylsulfanylphenyl)sulfonylpiperidine-4-carboxamide 226397-45-1 C24H30N2O5S2
1-methyl-N-(oxan-2-yloxy)-4-(4-phenylsulfanylphenyl)sulfonylpiperidine-4-carboxamide
—— 2-methyl-4-(2-chlorophenyl)-6-(methylthio)-4H-1,3,4-pyrimido[4,5-e]oxadiazine 691864-59-2 C13H11ClN4OS
2-methyl-4-(2-chlorophenyl)-6-(methylthio)-4H-1,3,4-pyrimido[4,5-e]oxadiazine
—— 4-(6-(2,4-Difluorophenylthio)-[1,2,4]triazolo[4,3-a]pyridin-3-yl)-4-methylpentane-1,2-diol hydrochloride 876461-35-7 C18H19F2N3O2S
4-(6-(2,4-Difluorophenylthio)-[1,2,4]triazolo[4,3-a]pyridin-3-yl)-4-methylpentane-1,2-diol hydrochloride
—— methyl(2-phenylthiocyclopentyl)amine 648419-45-8 C12H17NS
methyl(2-phenylthiocyclopentyl)amine
—— 3-{6-[(2,4-difluorophenyl)thio][1,2,4]triazolo[4,3-a]pyridin-3-yl}benzoic acid 876373-18-1 C19H11F2N3O2S
3-{6-[(2,4-difluorophenyl)thio][1,2,4]triazolo[4,3-a]pyridin-3-yl}benzoic acid
—— ethyl 2-[(5-chlorothien-2-yl)thio]-2-methylpropanoate 70060-30-9 C10H13ClO2S2
ethyl 2-[(5-chlorothien-2-yl)thio]-2-methylpropanoate
—— 2-amino-4-tert-butyl-6-phenylsulfanyl-1,4-dihydropyridine-3,5-dicarbonitrile 876176-84-0 C17H18N4S
2-amino-4-tert-butyl-6-phenylsulfanyl-1,4-dihydropyridine-3,5-dicarbonitrile
—— 5-[(2,3-difluorobenzyl)thio]-7-[(1R)-2-hydroxy-1-methylethoxy][1,3]thiazolo[4,5-d]-pyrimidin-2(3H)-one 893433-53-9 C15H13F2N3O3S2
5-[(2,3-difluorobenzyl)thio]-7-[(1R)-2-hydroxy-1-methylethoxy][1,3]thiazolo[4,5-d]-pyrimidin-2(3H)-one
—— N-{5-amino-3-[(4-methylphenyl)sulfanyl]-1H-pyrazol-4-yl}-4-methylbenzamide 909798-34-1 C18H18N4OS
N-{5-amino-3-[(4-methylphenyl)sulfanyl]-1H-pyrazol-4-yl}-4-methylbenzamide
—— (Z)-2-ethoxy-6-(furan-2-yl)-1-phenylsulfanylhex-1-en-3-ol 174907-89-2 C18H22O3S
(Z)-2-ethoxy-6-(furan-2-yl)-1-phenylsulfanylhex-1-en-3-ol
—— 3-(2,4-difluorophenyl)-5-(3-trifluoromethylsulfanylphenyl)-[1,2,4]triazine 765917-09-7 C16H8F5N3S
3-(2,4-difluorophenyl)-5-(3-trifluoromethylsulfanylphenyl)-[1,2,4]triazine
—— (Z)-(S)-5-Hydroxy-7-phenyl-7-phenylsulfanyl-hept-2-enoic acid methyl ester —— C20H22O3S
(Z)-(S)-5-Hydroxy-7-phenyl-7-phenylsulfanyl-hept-2-enoic acid methyl ester
—— (E)-N-[(2-chloro-6-fluorophenyl)methoxy]-1-[2-(4-methylsulfanylphenyl)cyclopenten-1-yl]methanimine 493021-74-2 C20H19ClFNOS
(E)-N-[(2-chloro-6-fluorophenyl)methoxy]-1-[2-(4-methylsulfanylphenyl)cyclopenten-1-yl]methanimine
—— (3R,4R)-7-(phenylthio)-4-<<2-(trimethylsilyl)ethoxy>methoxy>-7-octen-3-ol 165403-06-5 C20H34O3SSi
(3R,4R)-7-(phenylthio)-4-<<2-(trimethylsilyl)ethoxy>methoxy>-7-octen-3-ol
—— 5-(4,5-diphenyl-4H-1,2,4-triazol-3-ylthio)-4-(4-ethoxyphenyl)-4H-1,2,4-triazole-3-thiol 1400271-92-2 C24H20N6OS2
5-(4,5-diphenyl-4H-1,2,4-triazol-3-ylthio)-4-(4-ethoxyphenyl)-4H-1,2,4-triazole-3-thiol
—— 2,6-dimethoxy-3-(phenylsulfanyl)pyridine 1373693-68-5 C13H13NO2S
2,6-dimethoxy-3-(phenylsulfanyl)pyridine
—— 5-(4,5-diphenyl-4H-1,2,4-triazol-3-ylthio)-4-(4-methoxyphenyl)-4H-1,2,4-triazole-3-thiol 1400271-91-1 C23H18N6OS2
5-(4,5-diphenyl-4H-1,2,4-triazol-3-ylthio)-4-(4-methoxyphenyl)-4H-1,2,4-triazole-3-thiol
—— 5-(4,5-diphenyl-4H-1,2,4-triazol-3-ylthio)-4-(4-fluorophenyl)-4H-1,2,4-triazole-3-thiol 1400271-89-7 C22H15FN6S2
5-(4,5-diphenyl-4H-1,2,4-triazol-3-ylthio)-4-(4-fluorophenyl)-4H-1,2,4-triazole-3-thiol
—— 5-(4,5-diphenyl-4H-1,2,4-triazol-3-ylthio)-4-isopropyl-4H-1,2,4-triazole-3-thiol 1400271-93-3 C19H18N6S2
5-(4,5-diphenyl-4H-1,2,4-triazol-3-ylthio)-4-isopropyl-4H-1,2,4-triazole-3-thiol
—— 5-(4,5-diphenyl-4H-1,2,4-triazol-3-ylthio)-4-phenyl-4H-1,2,4-triazole-3-thiol 1400271-88-6 C22H16N6S2
5-(4,5-diphenyl-4H-1,2,4-triazol-3-ylthio)-4-phenyl-4H-1,2,4-triazole-3-thiol
—— 5-(4,5-diphenyl-4H-1,2,4-triazol-3-ylthio)-4-(4-chlorophenyl)-4H-1,2,4-triazole-3-thiol 1400271-90-0 C22H15ClN6S2
5-(4,5-diphenyl-4H-1,2,4-triazol-3-ylthio)-4-(4-chlorophenyl)-4H-1,2,4-triazole-3-thiol
—— 2-methoxy-6-(methylthio)-3-nitropyridine 1578246-49-7 C7H8N2O3S
2-methoxy-6-(methylthio)-3-nitropyridine
—— S-(4-{2-[(tert-butoxycarbonyl)amino]-ethyl}phenyl) O-ethyl carbonodithioate 391671-77-5 C16H23NO3S2
S-(4-{2-[(tert-butoxycarbonyl)amino]-ethyl}phenyl) O-ethyl carbonodithioate
—— N-(t-butyloxycarbonyl)-2-chloro-1,1-dioxo-1-thia-7-azacyclododecane 306774-39-0 C15H28ClNO4S
N-(t-butyloxycarbonyl)-2-chloro-1,1-dioxo-1-thia-7-azacyclododecane
—— 1-(3-methylbut-3-enyl)-5-(phenylsulfanyl)pyrrolidin-2-one 80664-42-2 C15H19NOS
1-(3-methylbut-3-enyl)-5-(phenylsulfanyl)pyrrolidin-2-one
—— 2-[(2R,4R,6S)-2-[(2S)-1-oxopropan-2-yl]-6-phenylsulfanyloxan-4-yl]acetonitrile 197771-12-3 C16H19NO2S
2-[(2R,4R,6S)-2-[(2S)-1-oxopropan-2-yl]-6-phenylsulfanyloxan-4-yl]acetonitrile
—— 3-{2-[(4-chlorophenyl)thio]phenyl}-N-methyl-N-(1-methyl-4-piperidinyl)butanamide 710960-23-9 C23H29ClN2OS
3-{2-[(4-chlorophenyl)thio]phenyl}-N-methyl-N-(1-methyl-4-piperidinyl)butanamide
—— 2-[(2R,4R,6S)-2-[(2R,3E,5E)-6-methyl-7-oxohepta-3,5-dien-2-yl]-6-phenylsulfanyloxan-4-yl]acetonitrile 197771-14-5 C21H25NO2S
2-[(2R,4R,6S)-2-[(2R,3E,5E)-6-methyl-7-oxohepta-3,5-dien-2-yl]-6-phenylsulfanyloxan-4-yl]acetonitrile
—— methyl (2E,4E,6R)-6-[(2R,4R,6S)-4-(cyanomethyl)-6-phenylsulfanyloxan-2-yl]-2-methylhepta-2,4-dienoate 197771-13-4 C22H27NO3S
methyl (2E,4E,6R)-6-[(2R,4R,6S)-4-(cyanomethyl)-6-phenylsulfanyloxan-2-yl]-2-methylhepta-2,4-dienoate
—— 3-methyl-4-(phenylthio)butan-1-ol 88408-80-4 C11H16OS
3-methyl-4-(phenylthio)butan-1-ol
—— bis-methanesulfonyl-nitro-methane 502145-17-7 C3H7NO6S2
bis-methanesulfonyl-nitro-methane
—— 3-(1-naphthyl)-5-(phenylthio)-1H-pyrazole 1439382-95-2 C19H14N2S
3-(1-naphthyl)-5-(phenylthio)-1H-pyrazole
—— bis<2-(1-hydroxy-1-methylethyl)-4-(1,1-dimethylethyl)-6-carboxyphenyl> sulphide 62558-13-8 C28H38O6S
bis<2-(1-hydroxy-1-methylethyl)-4-(1,1-dimethylethyl)-6-carboxyphenyl> sulphide
—— bis<2-(1-hydroxy-1-methylethyl)-4-(1,1-dimethylethyl)-6-(hydroxymethyl)phenyl> sulfide 75893-97-9 C28H42O4S
bis<2-(1-hydroxy-1-methylethyl)-4-(1,1-dimethylethyl)-6-(hydroxymethyl)phenyl> sulfide
—— 5,6-Dihydro-1,2-thiazolo<4,5-b><1,4>dithiin 144681-20-9 C5H5NS3
5,6-Dihydro-1,2-thiazolo<4,5-b><1,4>dithiin
—— (R)-2-p-tolylsulfanylpent-3-en-2-ol 235100-19-3 C12H16OS
(R)-2-p-tolylsulfanylpent-3-en-2-ol
—— 6-[(E)-prop-1-enyl]-1,4-dithiaspiro[4.5]decane 142981-35-9 C11H18S2
6-[(E)-prop-1-enyl]-1,4-dithiaspiro[4.5]decane
—— ethyl 3-benzyl-3-(phenylthiomethyl) carbazate 130706-68-2 C17H20N2O2S
ethyl 3-benzyl-3-(phenylthiomethyl) carbazate
—— 6,7-dihydrothiazolo<3,2-a>-1,3,5-triazine-4-phenyl-2-thione 135009-60-8 C11H9N3S2
6,7-dihydrothiazolo<3,2-a>-1,3,5-triazine-4-phenyl-2-thione
—— 2-[1-butoxy-3-(phenylthio)-2-propyn-1-yl]thiophene 1356910-89-8 C17H18OS2
2-[1-butoxy-3-(phenylthio)-2-propyn-1-yl]thiophene
—— 7-(2'-Deoxy-β-D-erythro-pentofuranosyl)-4-(methylthio)-7H-imidazo<4,5-d>-1,2,3-triazine 126754-85-6 C10H13N5O3S
7-(2'-Deoxy-β-D-erythro-pentofuranosyl)-4-(methylthio)-7H-imidazo<4,5-d>-1,2,3-triazine
—— 2-(2'-Deoxy-β-D-erythro-pentofuranosyl)-4-(methylthio)-2H-imidazo<4,5-d>-1,2,3-triazine 126754-87-8 C10H13N5O3S
2-(2'-Deoxy-β-D-erythro-pentofuranosyl)-4-(methylthio)-2H-imidazo<4,5-d>-1,2,3-triazine
—— 3-amino-1-<2-deoxy-β-D-erythro-pentofuranosyl>-5-(methylthio)-1H-pyrazole-4-carbonitrile 142981-82-6 C10H14N4O3S
3-amino-1-<2-deoxy-β-D-erythro-pentofuranosyl>-5-(methylthio)-1H-pyrazole-4-carbonitrile
—— 5-amino-1-<2-deoxy-β-D-erythro-pentofuranosyl>-3-methylthio-1H-pyrazole-4-carbonitrile 142981-81-5 C10H14N4O3S
5-amino-1-<2-deoxy-β-D-erythro-pentofuranosyl>-3-methylthio-1H-pyrazole-4-carbonitrile
—— 1-(5-formyl-2-methyl-3-thienyl)-2-(2-methyl-5-[4-(methylsulfanyl)phenyl]-3-thienyl)perfluorocyclopentene 1263306-04-2 C23H16F6OS3
1-(5-formyl-2-methyl-3-thienyl)-2-(2-methyl-5-[4-(methylsulfanyl)phenyl]-3-thienyl)perfluorocyclopentene
—— (2S,3R,4R,6R)-1-(tert-Butyl-dimethyl-silanyloxy)-6-(2-ethyl-[1,3]dithiolan-2-yl)-2,4-dimethyl-heptane-3,4-diol 608143-13-1 C20H42O3S2Si
(2S,3R,4R,6R)-1-(tert-Butyl-dimethyl-silanyloxy)-6-(2-ethyl-[1,3]dithiolan-2-yl)-2,4-dimethyl-heptane-3,4-diol
—— (2-(cyclohexylthio)-6-(trifluoromethyl)pyridin-3-yl)methanamine 1071287-34-7 C13H17F3N2S
(2-(cyclohexylthio)-6-(trifluoromethyl)pyridin-3-yl)methanamine
—— 4,8-dimethyl-1,1,1-tris(methylthio)nonane 480425-01-2 C14H30S3
4,8-dimethyl-1,1,1-tris(methylthio)nonane
—— 1-n-butylthio-1-methyl-2-propene 689-90-7 C8H16S
1-n-butylthio-1-methyl-2-propene
—— (1'R,2R,3R,4S,5S)-4-azido-5-fluoro-2-(1'-hydroxy-2',2'-bis-phenylsulfanyl-ethyl)-tetrahydro-pyran-3-ol 864941-72-0 C19H20FN3O3S2
(1'R,2R,3R,4S,5S)-4-azido-5-fluoro-2-(1'-hydroxy-2',2'-bis-phenylsulfanyl-ethyl)-tetrahydro-pyran-3-ol