992-65-4

Basic information

• Product Name: Erythromycin, N-oxide
• Synonyms: Erythromycin, N-oxide
• CAS NO: 992-65-4
• Molecular Formula: C₃₇H₆₇NO₁₄
• Molecular Weight: 749.92618
• Mol File: 992-65-4.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• PKA: 12.50±0.60(Predicted)
• CAS DataBase Reference: Erythromycin, N-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: Erythromycin, N-oxide(992-65-4)
• EPA Substance Registry System: Erythromycin, N-oxide(992-65-4)

Safety Data

• Hazardous Substances Data: 992-65-4(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 992-65-4 differently. You can refer to the following data:
1. Erythromycin A N-oxide is a minor analogue of the erythromycin complex isolated from Saccharopolyspora erythraea. The N-oxide is a facile metabolite formed in vivo which can revert to erythromycin A under reducing conditions. Despite its synthetic preparation in the 1950s, the biological activity of erythromycin A N-oxide has not been extensively studied.
2. Erythromycin A N-oxide is a facile metabolite of erythromycin A.

InChI:InChI=1/C37H67NO14/c1-14-25-37(10,45)30(41)20(4)27(39)18(2)16-35(8,44)32(52-34-28(40)24(38(11,12)46)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/h18-26,28-32,34,40-42,44-45H,14-17H2,1-13H3/t18-,19-,20+,21+,22-,23+,24+,25-,26+,28-,29+,30-,31+,32-,34+,35-,36-,37-/m1/s1

Upstream product

• 63864-45-9 (9S)-9-dihydroerythromycin A 
• 138603-63-1 1-(2-pyrimidinethio) 3,4,6-trideoxy-2-O-methoxycarbonyl-3-(dimethylamino)-D-xylo-hexopyranoside 
• 168072-11-5 phenyl 2,6-anhydro-4-O-benzyl-3-C-methyl-3-O-methyl-1,2-dithio-β-L-altro-pyranoside 
• 137101-04-3 methyl 2,6-anhydro-4-O-benzyl-3-C-methyl-3-O-methyl-2-thio-α-L-altropyranoside 
• 138505-42-7 (9S)-3-O-(2,6-anhydro-4-O-benzyl-3-C-methyl-3-O-methyl-2-thio-α-L-altropyranosyl)-9-dihydro-9,11-O-isopropylidene-5-O-(2-O-(methoxycarbonyl)-β-D-desosaminyl)erythronolide A N-Oxide 
• 138505-43-8 (9S)-3-O-(2,6-anhydro-4-O-benzyl-3-C-methyl-3-O-methyl-2-thio-α-L-altropyranosyl)-9-dihydro-5-O-(2-O-(methoxycarbonyl)-β-D-desosaminyl)erythronolide A N-Oxide 
• 138505-36-9 (9S)-9-dihydro-9,11-O-isopropylidene-5-O-(2-O-(methoxycarbonyl)-β-D-desosaminyl)erythronolide A N-oxide 
• 138505-35-8 (9S)-9-dihydro-9,11-O-isopropylidene-5-O-(2-O-(methoxycarbonyl)-β-D-desosaminyl)erythronolide 
• 138505-33-6 (9S)-9-dihydro-9,11-O-isopropylidene-3,5-O-(p-methoxybenzylidene)erythronolide 
• 138505-32-5 (9S)-9-dihydro-3,5-O-(p-methoxybenzylidene)erythronolide A 
• 138505-34-7 (9S)-9-dihydro-9,11-O-isopropylideneerythronolide A 
• 15562-19-3 9S-Dihydroerythronolide A aglycon 
• 992-62-1 N-Demethylerythromycin A 
• 138505-44-9 (9S)-9-dihydroerythromycin A N-oxide 

Downstream Products

• 118074-07-0 6-O-methylerythromycin A N-oxide 
• 114-07-8 erythromycin 

Relevant articles and documents

Evaluation of the efficiency of the macrolactonization using MNBA in the synthesis of erythromycin a aglycon

Various intermediates for the synthesis of erythronolide A, an aglycon of erythromycin A, are prepared from the corresponding seco-acids using 2-methyl-6-nitrobenzoic anhydride (MNBA) in the presence of 4-(dimethylamino)pyridine (DMAP) with or without tri

Method of preparing clarithromycin

Clarithromycin can be easily prepared by reacting erythromycin A N-oxide with a methylating agent to obtain 6-O-methylerythromycin A N-oxide; and treating 6-O-methylerythromycin A N-oxide obtained above with a reducing agent in a high yield.

SYNTHESIS OF ERYTHROMYCIN RELATED MACROLIDES

The synthesisand characterization of a number of macrolides, structurally related with erythromycin, is described.These derivatives have been previously investigated for thier ability to induce contractions and to displace bound motilin in rabbit duodenum.