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Erythromycin A Oxime

Product Name
Erythromycin A Oxime
CAS No.
111321-02-9
Chemical Name
Erythromycin A Oxime
Synonyms
(9E)-ErythroMycin A OxiMe;Erythromycin A Oxime;(E)-Erythromycin oxime;ERYTHROMYCIN 9-E-OXIME;Erythromycin Impurity J;Cilnidipine Impurity 23;AzithroMycin iMpurity 20;Azithromycin Impurity 19;Erythromycin Impurity S;Azithromycin impurity 09
CBNumber
CB51176305
Molecular Formula
C37H68N2O13
Formula Weight
748.95
MOL File
111321-02-9.mol
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Erythromycin A Oxime Property

Melting point:
156-166 °C
Boiling point:
841.0±65.0 °C(Predicted)
Density 
1.28±0.1 g/cm3(Predicted)
storage temp. 
Refrigerator
solubility 
Chloroform (Slightly), DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly)
form 
Solid
pka
11.96±0.70(Predicted)
color 
White to Off-White
InChIKey
KYTWXIARANQMCA-ZWCWUSBLNA-N
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Hazard statements

H401Toxic to aquatic life

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P273Avoid release to the environment.

P391Collect spillage. Hazardous to the aquatic environment

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Cayman Chemical
Product number
27966
Product name
9(E)-Erythromycin A oxime
Packaging
5mg
Price
$116
Updated
2024/03/01
Cayman Chemical
Product number
27966
Product name
9(E)-Erythromycin A oxime
Packaging
25mg
Price
$494
Updated
2024/03/01
Cayman Chemical
Product number
27966
Product name
9(E)-Erythromycin A oxime
Packaging
1mg
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
27966
Product name
9(E)-Erythromycin A oxime
Packaging
10mg
Price
$214
Updated
2024/03/01
Usbiological
Product number
257296
Product name
Erythromycin A oxime
Packaging
10g
Price
$980
Updated
2021/12/16
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Erythromycin A Oxime Chemical Properties,Usage,Production

Description

(9E)-Erythromycin A oxime is a metabolite of the semisynthetic antibiotic roxithromycin .

Chemical Properties

Off-White Solid

Uses

Intermediate of Azithromycin. Antibacterial agent.

Uses

(9E)-Erythromycin A Oxime is a metabolite of Roxithromycin (R700850) in humans. It has anti-Helicobacter pylori activity

Uses

Erythromycin A 9-oxime is a semi-synthetic analogue of erythromycin prepared as means of overcoming acid lability and improving oral absorption of erythromycin A while retaining comparable antibacterial and potency. Although not developed as a commercial product, erythromycin oxime was pivotal in the development of the ring expanded aza-erythromycins (e.g. azithromycin) and the oxime ethers (e.g. roxithromycin).

References

[1] D ZHONG. Identification of the metabolites of roxithromycin in humans.[J]. Drug Metabolism and Disposition, 2000, 28 5: 552-559.

Erythromycin A Oxime Preparation Products And Raw materials

Raw materials

Preparation Products

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111321-02-9, Erythromycin A OximeRelated Search:


  • (9E)-ErythroMycin A OxiMe
  • Erythromycin A Oxime
  • (3R,4S,5S,6R,7R,9R,11S,12R,13S,14R,E)-6-(((2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-14-ethyl-7,12,13-trihydroxy-4-(((2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yl)oxy)-10-(hydroxyimino)-3,5,7,9
  • Azithromycin Impurity S ((9E)-Erythromycin A Oxime)
  • (9E)-Erythromycin A Oxime Roxithromycin EP Impurity C
  • Roxithromycin EP Impurity C (Erythromycin Impurity J)
  • Erythromycin Impurity J
  • (3R,4S,5S,6R,7R,9R,11S,12R,13S,14R,E)-6-(((2R,3R,4S,6R)- 4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2- yl)oxy)-14-ethyl-7,12,13-trihydroxy-4-(((2R,4R,5S,6S)-5- hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yl) oxy)-10-(hydroxyimino)-3,5,7,9,11,13-hexamethyl oxacyclotetradecan-2-one
  • Azithromycin Impurity S(Roxithromycin EP Impurity C)
  • (E)-Erythromycin oxime
  • Erythromycin Impurity J (Roxithromycin EP Impurity C)
  • Roxithromycin EP Impurity C/(9E)-Erythromycin A Oxime/(3R,4S,5S,6R,7R,9R,11S,12R,13S,14R,E)-6-(((2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-14-ethyl-7,12,13-trihydroxy-4-(((2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethylt
  • AzithroMycin iMpurity 20
  • (3R,4S,5S,6R,7R,9R,11S,12R,13S,14R,E)-6-(((2R,3R,4S,6R)- 4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2- yl)oxy)-14-ethyl-7,12,13-trihydroxy-4-(((2R,4R,5S,6S)-5- hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yl) oxy)-10-(hydroxyimino)-3,5
  • Azithromycin Impurity 19
  • (3R,4S,5S,6R,7R,9R,11S,12S,13S,14R,E)-6-(((2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-14-ethyl-7,12,13-trihydroxy-4-(((2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yl)oxy)-10-(hydroxyimino)-3,5,7,9
  • (3R,4S,5S,6R,7R,9R,11S,12R,13S,14R,E)-6-(((2R,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-14-ethyl-7,12,13-trihydroxy-4-(((2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yl)oxy)-10-(hydroxyimino)-3,5,7,9
  • Roxithromycin EP Impurity C (Erythromycin A 9-Oxime (E-Isomer))
  • Erythromycin, 9-oxime, (9E)-
  • Azithromycin CP Impurity S
  • (3R,4S,5S,6R,7R,9R,11S,12R,13S,14R,E)-6-(((2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-14-ethyl-7,12,13-trihydroxy-4-(((2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yl)oxy)-10-(hydroxyimino)-3,5,7,9,11,13-hexamethyloxacyclotetradecan-2-one
  • (9E)-Erythromycin A Oxime,Erythromycin A (E)-9-oxime,Clarithromycin Impurity J(EP),Roxithromycin Impurity C
  • Erythromycin Impurity S
  • Azithromycin impurity 09
  • Clarithromycin EP Impurity J(Roxithromycin Impurity C)
  • ERYTHROMYCIN 9-E-OXIME
  • Clarithromycin EP Impurity J(Roxithromycin EP Impurity C)
  • Azithromycin Impurity S(Erythromycin A 9-Oxime (E-Isomer))
  • Cilnidipine Impurity 23
  • (3R,4S,5S,6R,7R,9R,11S,12R,13S,14R,E)-6-(((2S,3R,4S,6R)-4-(Dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-14-ethyl-7,12,13-trihydroxy-4-(((2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yl)oxy)-10-(hydroxyimino)-3,5,7,9,11,13-hexamethyloxacyclotetradecan-2-one (Roxithromycin Impurity)
  • Clarithromycin Impurity J(EP)
  • 111321-02-9
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Chiral Reagents, Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals