Erythromycin A oxime

SKU
E-2469
  • CAS:111321-02-9
  • Formula:C37H68NO14
  • MW:749.0 Da
  • Appearance:White solid
  • Purity:>98% by HPLC

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Product Name Qty
Erythromycin A oxime
5 mg
$110.48
Erythromycin A oxime
25 mg
$387.28

Description

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 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).

 

More Information
SKU
E-2469
CAS #
111321-02-9
Chemical Name
(3R,4R,5R,6S,7R,9S,10E,11S,12R,14S)-6-[(2S)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-14-ethyl-7,12,13-trihydroxy-10-hydroxyimino-4-[(2R,5S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-3,5,7,9,11,13-hexamethyl-oxacyclotetradecan-2-one
Chemical Formula
C37H68NO14
Molecular Weight
749.0 Da
Appearance
White solid
Purity
>98% by HPLC
Solubility
Soluble in ethanol, methanol, DMF or DMSO. Good water solubility.
Storage Temp
-20°C
USE
A metabolite of Roxithromycin and intermediate of azithromycin
MDL NUMBER
MFCD08062410
INCHI
InChI=1S/C37H68N2O13/c1-14-25-37(10,45)30(41)20(4)27(38-46)18(2)16-35(8,44)32(52-34-28(40)24(39(11)12)15-19(3)48-34)21(5)29(22(6)33(43)50-25)51-26-17-36(9,47-13)31(42)23(7)49-26/h18-26,28-32,34,40-42,44-46H,14-17H2,1-13H3/b38-27-/t18-,19-,20+,21+,22-,23+,24+,25-,26?,28-,29+,30-,31+,32-,34?,35-,36-,37-/m1/s1
SMILES
CC[C@@H]1[C@@]([C@@H]([C@H](/C(=N\O)/[C@@H](C[C@@]([C@@H]([C@H]([C@@H]([C@H](C(=O)O1)C)OC2C[C@@]([C@H]([C@@H](O2)C)O)(C)OC)C)OC3[C@@H]([C@H](C[C@H](O3)C)N(C)C)O)(C)O)C)C)O)(C)O
Handling
Corrosive hazard. Wear protective gloves/clothing and eye/face protection.
Handling Corrosive hazard. Wear protective gloves/clothing and eye/face protection.
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