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(9S)-9-Amino-9-deoxoerythromycin

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(9S)-9-Amino-9-deoxoerythromycin Basic information

Product Name:
(9S)-9-Amino-9-deoxoerythromycin
Synonyms:
  • (9S)-9-Amino-9-deoxoerythromycin
  • (9S)-9-amino-9-deoxyerythromycin
  • 9-Amino-9-deoxo-erythromycin, stereoisomer
  • 9-Epierythromycylamine
  • Brn 4241492
  • Epierythromycyl-A-amine
  • Erythromycin, 9-amino-9-deoxo-, (9S)- (9ci)
  • Erythromycin, 9-amino-9-deoxo-, stereoisomer
CAS:
26116-56-3
MF:
C37H70N2O12
MW:
734.96
EINECS:
406-790-7
Product Categories:
  • Intermediates & Fine Chemicals
  • Metabolites & Impurities
  • Various Metabolites and Impurities
  • Pharmaceuticals
Mol File:
26116-56-3.mol
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(9S)-9-Amino-9-deoxoerythromycin Chemical Properties

Melting point:
123-127°C
Boiling point:
810.3±65.0 °C(Predicted)
Density 
1.19±0.1 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
solubility 
DMF: 15 mg/ml; DMSO: 15 mg/ml; Ethanol: 30 mg/ml; Ethanol:PBS (pH 7.2) (1:1): 0.5 mg/ml
form 
A solid
pka
13.41±0.70(Predicted)
color 
White to off-white
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Safety Information

Hazard Codes 
Xi,N
Risk Statements 
41-50/53
Safety Statements 
26-39-60-61
Toxicity
mouse,LD50,intraperitoneal,120mg/kg (120mg/kg),European Journal of Medicinal Chemistry--Chimie Therapeutique. Vol. 13, Pg. 83, 1978.
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(9S)-9-Amino-9-deoxoerythromycin Usage And Synthesis

Chemical Properties

(9S)-9-Amino-9-deoxoerythromycin is White Solid

Uses

(9S)-9-Amino-9-deoxoerythromycin is a semi-synthetic analogue of erythromycin prepared by reduction of erythromycin oxime. (9S)-9-Amino-9-deoxoerythromycin is a potent antibiotic, however the introduction of the amino- moiety increases the compound’s polarity and is disadvantageous for in vivo use. This limitation was overcome by the synthesis of dirithromycin, a Schiff base pro-drug that dissociates in vivo to erythromycylamine.

Uses

Erythromycylamine is a semi-synthetic analogue of erythromycin prepared by reduction of erythromycin oxime. Erythromycylamine is a potent antibiotic, however the introduction of the amino- moiety increases the compound’s polarity and is disadvantageous for in vivo use. This limitation was overcome by the synthesis of dirithromycin, a Schiff base pro-drug that dissociates in vivo to erythromycylamine.

Uses

(9S)-9-Amino-9-deoxoerythromycin is a metabolite of Dirithromycin; an antibiotic

Definition

ChEBI: A macrolide antibiotic that is erythromycin A in which the ketone group has been converted to the corresponding imine and then reduced to give the corresponding amino compound (the 9S diastereoisomer).

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