145388-07-4

Usage

Uses

Used in Pharmaceutical Industry:
N-Despropyl GaMithroMycin is used as an intermediate compound for the production of Gamithromycin (G195000), which is a semi-synthetic macrolide antibiotic. It is known for its broad-spectrum antimicrobial activity and is particularly effective against a wide range of bacterial infections in animals, including respiratory diseases and bovine pneumonia.
Additionally, N-Despropyl GaMithroMycin is used as an intermediate in the synthesis of 8a-aza-8a-homoerythromycin derivatives. These derivatives exhibit potent antibiotic properties and are being explored for their potential applications in treating various bacterial infections.

Relevant academic research and scientific papers

Process for the preparation of 9-deoxo-8a-aza-(8a-alkyl)-8a-homoerythromycin A derivatives from 9-deoxo-9 (Z)-hydroxyiminoerythromycin A

The invention provides a process for the preparation of 9-deoxo-8a-aza-8a-homoerythromycin A and of its 8a-alkylated derivatives from 9-deoxo-9(Z)-hydroxyiminoerythromycin A via a stereospecific Beckmann rearrangement in a reaction mixture using pyridine as main solvent, resulting in imidate intermediates which are not isolated from said mixture and which are employed directly in a reduction stage using a sufficient amount of borohydride, after extraction of the pyridine with a hydrocarbon which is miscible with the latter and in which said imidates are insoluble. The compound V can be directly N-alkylated at the 8a-position using an aldehyde without being isolated from the reduction mixture.

Homoerythromycin A derivatives modified at the 4"-and 8A-positions

Compounds of the formula: STR1 where R is hydrogen, hydroxyl, alkyl or acyl, R' and R" together are oxo, hydroxyimino or alkoxyimino, and R' and R" independently are hydrogen, hydroxyl, acyloxy, or amino substituted by any of hydrogen, alkylcarbonyl, arylcarbonyl, aralkylcarbonyl, alkoxycarbonyl, aralkoxycarbonyl, alkylsulfonyl or arylsulfonyl, and n is 0 or 1, and the pharmaceutically acceptable salts thereof. The compounds are macrolide antibiotics and are also useful as intermediates to the synthesis of other macrolide antibiotics. Pharmaceutical compositions and methods of their use are also provided for.

8a-AZA-8a-homoerythromycin cyclic iminoethers

Cyclic iminoethers of the general structural formula wherein one of the R groups is hydrogen and the other R group represents a bond between the oxygen atom at C-6 or C-12 and the imino carbon at C-9; STR1 These compounds are macrolides useful as antibiotics and as intermediates for the synthesis of other macrolide antibiotics.

Methods of making 4" derivatives of 9-deoxo-8a-aza-8a-alkyl-8a-homoerythromycin A

A method of making compounds of the formula:

Novel process for the preparation of 8a-aza-8a-homoerythromycin cyclic iminoethers

A method of synthesizing cyclic iminoethers of the general structural formula These compounds are macrolides, useful as antibiotics and as intermediates in the synthesis of other macrolide antibiotics.

Novel process for the preparation of 9-deoxo-8a-aza-8a-homoerythromycin a and its 8a-alkyl derivatives

A method of synthesizing compounds of the general structural formula Where R is hydrogen, hydroxyl or 1-10 carbon alkyl and n is 0 or 1, and the pharmaceutically acceptable salts thereof. These compounds are macrolides, useful as antibiotics, and also useful as intermediates to the synthesis of other macrolide antibotics.