Azathramycin Chemical Properties

Melting point:

126-136°C

Boiling point:

815.2±65.0 °C(Predicted)

Density 

1.18

storage temp. 

Keep in dark place,Inert atmosphere,2-8°C

solubility 

Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)

pka

13.29±0.70(Predicted)

form 

Solid

color 

White to Off-White

Stability:

Hygroscopic

InChI

InChI=1/C37H70N2O12/c1-14-26-37(10,45)30(41)23(6)38-18-19(2)16-35(8,44)32(51-34-28(40)25(39(11)12)15-20(3)47-34)21(4)29(22(5)33(43)49-26)50-27-17-36(9,46-13)31(42)24(7)48-27/h19-32,34,38,40-42,44-45H,14-18H2,1-13H3/t19-,20-,21+,22-,23-,24+,25+,26-,27+,28-,29+,30-,31+,32-,34+,35-,36-,37-/s3

InChIKey

HRKNNHYKWGYTEN-HOQMJRDDSA-N

SMILES

[C@H]1(O[C@H](C)C[C@H](N(C)C)[C@H]1O)O[C@@]1([H])[C@](C)(O)C[C@@H](C)CN[C@H](C)[C@@H](O)[C@](C)(O)[C@@H](CC)OC(=O)[C@H](C)[C@@]([H])(O[C@@H]2O[C@@H](C)[C@H](O)[C@](C)(OC)C2)[C@@H]1C |&1:0,2,5,9,12,14,18,22,24,26,29,35,37,40,42,44,46,51,r|

LogP

3.11

CAS DataBase Reference

76801-85-9

Safety Information

HS Code 

2934990002

Azathramycin Usage And Synthesis

Chemical Properties

White Solid

Uses

9-Deoxo-9a-aza-9a-homo Erythromycin A (Azithromycin EP Impurity A) is a novel intermediate of Azithromycin that acts as antibiotic.

Synthesis

Example-2; [93] [94] Preparation of 9-deoxy-9a-azo-9a-homoerythromycin A; Acetic acid was added dropwise to a methanolic (700 mL) suspension of 6,9-imino ether (II) (70.0 g), and the pH was adjusted to 5-6. Subsequently, an aqueous solution of PtO2 (7.0 g) was added to the above mixture and the reaction was carried out under a hydrogen pressure of 8-9 kg/cm2 and a temperature of 40-45°C for 4-5 hours for the hydrogenation reduction reaction. After completion of the reaction, the reaction mixture was filtered through Hyflo Super Cel and the filter cake was washed with methanol. The filtrates were combined and the methanol was removed by distillation under reduced pressure. To the residue, deionized water (700 mL) was added and the pH was adjusted to 11-12 with aqueous sodium hydroxide.The precipitated solid was filtered, drained, and dried in an oven to afford 9-deoxy-9a-azo-9a- homoerythromycin A(III) (55.0 g) in 85% yield.

References

[1] Patent: WO2009/156938, 2009, A2. Location in patent: Page/Page column 8
[2] Patent: CN106632543, 2017, A. Location in patent: Paragraph 0003; 0025-0026
[3] Organic and Biomolecular Chemistry, 2008, vol. 6, # 22, p. 4120 - 4124
[4] Patent: CN106478541, 2017, A. Location in patent: Paragraph 0022; 0047

Azathramycin(76801-85-9)Related Product Information

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