Gamithromycin

• CAT Number: A001232
• CAS Number: 145435-72-9
• Molecular Formula: C40H76N2O12
• Molecular Weight: 777
• Purity: ≥95%
• Storage: 2-8°C
• IUPAC Name: (2R,3S,4R,5S,8R,10R,11R,12S,13S,14R)-11-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-2-ethyl-3,4,10-trihydroxy-13-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-3,5,8,10,12,14-hexamethyl-7-propyl-1-oxa-7-azacyclopentadecan-15-one
• InChI: InChI=1S/C40H76N2O12/c1-15-17-42-21-22(3)33(44)40(11,48)29(16-2)52-36(46)26(7)32(53-30-20-39(10,49-14)34(45)27(8)51-30)25(6)35(38(9,47)19-23(42)4)54-37-31(43)28(41(12)13)18-24(5)50-37/h22-35,37,43-45,47-48H,15-21H2,1-14H3/t22-,23+,24+,25-,26+,27-,28-,29+,30-,31+,32-,33+,34-,35+,37-,38+,39+,40+/m0/s1
• InChIKey: VWAMTBXLZPEDQO-UZSBJOJWSA-N
• SMILES: CCCN1CC(C(C(C(OC(=O)C(C(C(C(C(CC1C)(C)O)OC2C(C(CC(O2)C)N(C)C)O)C)OC3CC(C(C(O3)C)O)(C)OC)C)CC)(C)O)O)C

Gamithromycin(CAS: 145435-72-9) is a semi-synthetic macrocyclic lactone belonging to the azalide class derived from erthyromycin, typified by azithromycin. The synthesis of gamithromycin involves a ring expansion using a Beckmann rearrangement to produce the 15-membered dibasic macrolide. Gamithromycin provides a broader spectrum of action, higher acid stability and improved bioavailability compared to older analogues of the erythromycin class and has been exclusively developed for animal health applications

Reference

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