76801-85-9

• 常用中文名：阿奇霉素 A
• 常用英文名：Azathramycin
• CAS号：76801-85-9
• 分子式：C₃₇H₇₀N₂O₁₂
• 分子量：734.958
• 相关类别： 信号通路 抗感染 细菌
• 发布时间：2018-07-26 16:29:36
• 更新时间：2026-06-30 13:40:33
• Azathramycin 是一种抗生素。

名称

• 中文名: 阿奇霉素 A
• 英文名: (2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-11-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-2-ethyl-3,4,10-trihydroxy-13-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-3,5,8,10,12,14-hexamethyl-1-oxa-6-azacyclopentadecan-15-one
• 中文别名: 阿奇霉素杂质P; 加米胺; 9-去氧-9a-氮杂-同型红霉素A 去甲阿奇霉素; 去甲基阿奇霉素; 阿奇霉素杂质A(阿扎霉素)(去甲基阿奇霉素); 阿奇霉素杂质A ( 6-去甲基阿奇霉素); 阿奇霉素杂质A CRS; 去甲基阿奇霉素,10 MM DMSO 溶液; (2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-11-(((2S,3R,4S,6R)-4-(二甲基氨基)-3-羟基-3-羟基-6-甲基四氢-2H-吡喃-2-基)氧基)-2-乙基-3,4,10-三羟基-13-(((2R,4R,5S,6S)-5-羟基-4-甲氧基-4,6-二甲基四氢-2H-吡喃-2-基)氧基]-3,5,8,10,12,14-六甲基-14-甲基-1-氧杂-6-氮杂环十五烷-15-酮; 阿奇霉素杂质Ⅰ(杂质A); 氮杂红霉素A; 氮杂红霉素; 阿奇霉素杂质U; 阿奇霉素杂质A 标准品; 阿奇霉素杂质A对照品; 阿奇霉素胺; 阿奇霉素杂质A(阿扎霉素); 阿扎霉素A; 阿奇霉素杂质1(阿奇霉素杂质A); N6-去甲阿奇霉素; 阿奇霉素杂质 A; 阿奇霉素杂质A 76-9; 去甲阿奇霉素; 阿扎红霉素A; 阿奇霉素杂质A(阿奇霉素系统适用性A对照品); 阿奇霉素杂质A (Azathramycin) (Desmethyl Azithromycin); 阿扎红霉素A 标准品; 氮红霉素A
• 英文别名: Azithromycin Impurity A (Azathramycin) (Desmethyl Azithromycin); Azathramycin, 10 mM in DMSO; Azithromycin Impurity A (6-Demethyl Azithromycin); (2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-2-Ethyl-3,4,10-trihydroxy-3,5,8,10,12,14-hexamethyl-15-oxo-11-{[3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranosyl]oxy}-1-oxa-6-azacyclopentadecan-13-yl 2,6-dideoxy-3-C-methyl-3-O-methyl-α-L-ribo-hexopyranoside; Dihydroerythromycin; 9-Deoxo-9A-Aza-9A-Hom Oerythromycin A (Azithromycin Amine); Azaerythromycin A (（Azithromycin Amine); Desmethyl; Azathramycin (Azaerythromycin A; (2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-11-(((2S,3R,4S,6R)-4-(Dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-2-ethyl-3,4,10-trihydroxy-13-(((2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yl)oxy)-3,5,8,10,12,14-hexamethyl-1-oxa-6-azacyclopentadecan-15-one; DD-Azaerythromycin A; 9-Deoxo-9a-aza-9a-homo Erythromycin A(Desmethyl Azithromycin); Dihydrohomoerythromycin; N6-Demethylazithromycin; Azathramycin (Desmethyl Azithromycin); Azithromycin Imp-A; Azithromycin Impurity A (Azathramycin); UNII-4LSP9FJT5B; AZAERYTHROMYCIN A;DESMETHYL AZITHROMYCIN; Azithromycin impurity A CRS; 10-Dihydro-10-deoxo-11-azaethrythroMycin A; 1-Oxa-6-azacyclopentadecan-15-one, 13-[(2,6-dideoxy-3-C-methyl-3-O-methyl-α-L-ribo-hexopyranosyl)oxy]-2-ethyl-3,4,10-trihydroxy-3,5,8,10,12,14-hexamethyl-11-[[3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranosyl]oxy]-, (2R,3S,4R,5R,8R,10R,11R,12S,13S,14R); Desmethylazithromycin; (2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-11-(((2S,3R,4S,6R)-4-(Dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-2-ethyl-3,4,10-trihydroxy-13-(((2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yl)oxy)-3,5,8,10,12,14-hexamethyl; 9-Deoxo-9a-aza-9a-homo Erythromycin A (Azithromycin Impurity A/ N6-Demethylazithromycin/ Desmethylazithromycin/ Azaerythromycin A/ Azathramycin); Azithromycin Impurity P; Azaerythromycin (AZAE); Azithromycin Impurity A (N6-Demethylazithromycin/ Desmethylazithromycin/ 9-Deoxo-9a-aza-9a-homo Erythromycin A/ Azaerythromycin A/ Azathramycin); Azithromycin Impurity U; 10-Dihydro-10-deoxo-11-azaerythromycin A; Desmethylazythromicin; 9a-aza-9-deoxo-9a-homoerythromycin A; Azithromycin Impurity AQ: What is Azithromycin Impurity A Q: What is the CAS Number of Azithromycin Impurity A Q: What is the storage condition of Azithromycin Impurity A Q: What e the applications of Azithromycin Impurity A; DESMETHYL AZITHROMYCIN; 9-DEOXO-9A-AZA-9A-HEMOERYTHROMYCIN; 9-Deoxo-9α-azα-9α-homo Erythromycin A (Desmethyl Azithromycin); Azithromycin Impurity A; 6-DeMethylazithroMycin (AzaerythroMycin A); 9-deoxo-9a-aza-9a-homoerythromycin A; 1-Oxa-6-azacyclopentadecan-15-one,13-[(2,6-dideoxy-3-C-Methyl-3-O-Methyl-a-L-ribo-hexopyranosyl)oxy]-2-ethyl-3,4,10-trihydroxy-3,5,8,10,12,14-hexaMethyl-11-[[3,4,6-trideoxy-3-(diMethylaMino)-b-D-xylo-hexopyranosyl]oxy]-,(2R,3S,4R,5R,8R,10R,11R,12S,13S,14R; Azaerthromycin A; (2R,3S,4R,5R,8R,10R,11R,12S,1(2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-11-(((2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-2-ethyl-3,4,10-trihydroxy13-(((2R,4R,5S,6S)-5-hyd; AZAERYTHROMYCIN A (9-DEOXO-9A-AZA-9A-HOMOERYTHROMYCIN A); 9-Deoxo-9a-aza-9a-homo Erythromycin A Desmethyl Azithromycin; AzithroMycin InterMediates; 9-deokso-9a-aza-9a-homoeritromicin A; 6-Demethylazithromycin (Azaerythrom; Azithramycin Amine; 9a-N-desmethyl azithromycin; AZITHROMYCIN INTEMEDIATES; 9-Deoxo-9a-aza-9a-homo Erythromycin A; Azithromycin A; Azathramycin A; 10-dihydro-10-deoxo-11-azaerythromycin A; (2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-2-Ethyl-3,4,10-trihydroxy-3,5,8,10,12,14-hexamethyl-15-oxo-11-{[3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranosyl]oxy}-1-oxa-6-azacyclopentadecan-13-yl 2, 6-dideoxy-3-C-methyl-3-O-methyl-α-L-ribo-hexopyranoside; Azithromycin Impurity 1（Azithromycin Impurity A）; Azithromycin mpurity A; (2R,3S,4R,5R,8R,10R,11R,12S,1(2R,3S,4R,5R,8R,10R,11R,12S, 13S,14R)-11-(((2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6- methyltetrahydro-2H-pyran-2-yl)oxy)-2-ethyl-3,4,10-trihydroxy- 13-(((2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro- 2H-pyran-2-yl)oxy)-3,5,8,10,12,14-hexamethyl-1-oxa-6- azacyclopentadecan-15-one; Azithromycin Imp.A : 6-Demethylazithromycin (Azaerythromycin A); 9-deoxo-9-dihydro-9a-aza-9a-homoerythromycin A; 1-Oxa-6-azacyclopentadecan-15-one; 1-Oxa-6-azacyclopentadecan-15-one,13-[(2,6-dideoxy-3-C-methyl-3-O-methyl-a-L-ribo-hexopyranosyl)oxy]-2-ethyl-3,4,10-trihydroxy-3,5,8,10,12,14-hexamethyl-11-[[3,4,6-trideoxy-3-(dimethylamino)-b-D-xylo; 9-deoxo-9a-aza-9a-homoerythromycin; Azaerythromycin A; Azithromycin Impurity A/(2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-11-(((2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-2-ethyl-3,4,10-trihydroxy-13-(((2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yl)oxy); Azithromycin Amine

物化性质

• 密度: 1.2±0.1 g/cm3
• 沸点: 815.2±65.0 °C at 760 mmHg
• 熔点: 126-136ºC
• 分子式: C₃₇H₇₀N₂O₁₂
• 分子量: 734.958
• 闪点: 446.8±34.3 °C
• 精确质量: 734.492859
• PSA: 188.87000
• LogP: 3.11
• 外观性状: 白色固体
• 蒸汽压: 0.0±0.6 mmHg at 25°C
• 折射率: 1.536
• 储存条件: -20℃

生物活性

• 描述: Azathramycin 是一种抗生素。
• 相关类别:
  信号通路 >> 自噬 >> 自噬
  信号通路 >> 抗感染 >> 细菌
  研究领域 >> 感染
• 参考文献:

  [1]. Noedl H, Krudsood S, Leowattana W, In vitro antimalarial activity of azithromycin, artesunate, and quinine in combination and correlation with clinical outcome. Antimicrob Agents Chemother. 2007 Feb;51(2):651-6.

  [2]. Hiwatashi Y, Maeda M, Fukushima H, Azithromycin suppresses proliferation, interleukin production and mitogen-activated protein kinases in human peripheral-blood mononuclear cells stimulated with bacterial superantigen. J Pharm Pharmacol. 2011 Oct;63(10):1320-6.

  [3]. Fernandez-Obregon AC. Azithromycin for the treatment of acne. Int J Dermatol. 2000 Jan;39(1):45-50.

安全

• 符号: GHS07
• 信号词: Warning
• 危害声明: H319
• 警示性声明: P305 + P351 + P338
• 危险品运输编码: NONH for all modes of transport

合成路线

342371-84-0 ~83% 76801-85-9

文献：ALEMBIC LIMITED Patent: WO2009/156938 A2, 2009 ; Location in patent: Page/Page column 8 ;

944124-75-8 ~% 76801-85-9

文献：WO2007/80507 A2, ; Page/Page column 11 ;

111321-02-9 ~44% 76801-85-9

文献：Costa, Anna M.; Vilarrasa, Jaume Tetrahedron Letters, 2000 , vol. 41, # 18 p. 3371 - 3375

227948-37-0 ~% 76801-85-9

文献：Lee, Younjoo; Choi, Jun Yong; Fu, Hong; Harvey, Colin; Ravindran, Sandeep; Roush, William R.; Boothroyd, John C.; Khosla, Chaitan Journal of Medicinal Chemistry, 2011 , vol. 54, # 8 p. 2792 - 2804

114-07-8 ~% 76801-85-9

文献：Journal of Medicinal Chemistry, , vol. 54, # 8 p. 2792 - 2804

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