Azithromycin Monohydrate

Base Information

• Chemical Name: Azithromycin Monohydrate
• CAS No.: 121470-24-4
• Molecular Formula: C₃₈H₇₂N₂O₁₂*H₂O
• Molecular Weight: 767.011
• European Community (EC) Number: 680-252-1
• UNII: JTE4MNN1MD
• DSSTox Substance ID: DTXSID10861063
• Wikidata: Q27281692
• NCI Thesaurus Code: C76215
• RXCUI: 1298839
• ChEMBL ID: CHEMBL1200502
• Mol file: 121470-24-4.mol

Synonyms:Azadose;Azithromycin;Azithromycin Dihydrate;Azithromycin Monohydrate;Azitrocin;Azythromycin;CP 62993;CP-62993;CP62993;Dihydrate, Azithromycin;Goxal;Monohydrate, Azithromycin;Sumamed;Toraseptol;Ultreon;Vinzam;Zentavion;Zithromax;Zitromax

Chemical Property of Azithromycin Monohydrate

Chemical Property:

• Boiling Point: 822.1 °C at 760 mmHg
• Flash Point: 451 °C
• PSA: 189.31000
• LogP: 1.77430
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 15
• Rotatable Bond Count: 7
• Exact Mass: 766.51909042
• Heavy Atom Count: 53
• Complexity: 1150

Purity/Quality:

98%Min ^*data from raw suppliers

Azithromycinmonohydrate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1C(C(C(N(CC(CC(C(C(C(C(C(=O)O1)C)OC2CC(C(C(O2)C)O)(C)OC)C)OC3C(C(CC(O3)C)N(C)C)O)(C)O)C)C)C)O)(C)O.O
• Isomeric SMILES: CC[C@@H]1[C@@]([C@@H]([C@H](N(C[C@@H](C[C@@]([C@@H]([C@H]([C@@H]([C@H](C(=O)O1)C)O[C@H]2C[C@@]([C@H]([C@@H](O2)C)O)(C)OC)C)O[C@H]3[C@@H]([C@H](C[C@H](O3)C)N(C)C)O)(C)O)C)C)C)O)(C)O.O
• Recent ClinicalTrials: Influence of Ethnicity and ABCB1 Gene Polymorphism on the Pharmacokinetics of Azithromycin in Healthy Bangladeshi Volunteers
• Recent EU Clinical Trials: Azithromycin for treatment of hospitalized children with asthmatic symptoms - A double-blind, randomized, controlled study

Technology Process of Azithromycin Monohydrate

There total 12 articles about Azithromycin Monohydrate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

→ azithromycin dihydrate (117772-70-0,121470-24-4)

Guidance literature:

With pyrographite; In water; acetone; for 1h;

In water; acetone; at 0 - 55 ℃; for 12h; Purification / work up;

Reference yield: 87.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 9-Deoxo-9a-aza-9a-homoerythromycin A (76801-85-9) → azithromycin dihydrate (117772-70-0,121470-24-4)

Guidance literature:

formaldehyd; 9-Deoxo-9a-aza-9a-homoerythromycin A; With formic acid; In acetone; at 40 - 45 ℃; for 7 - 8h;

With sodium hydroxide; In water; acetone; pH=11 - 11.5;

With water; In acetone; at 20 ℃; for 24h;

Reference yield: 84.2%

azithromycin → C38H72N2O12*2H2O (121470-24-4)

Guidance literature:

With water; In acetone; for 24h; Ambient temperature;

DOI:10.1021/jo970776r

upstream raw materials:

azithromycin dihydrate

Zithromax(R)

water

9-Deoxo-9a-aza-9a-homoerythromycin A

Downstream raw materials:

azithromycin Monohydrate

azithromycin dihydrate

Refernces

• 1、 -. "A PROCESS FOR PREPARING 9-DEOXO-9A-AZA-9A-HOMOERYTHROMYCIN A". Page/Page column 11. . Retrieved 2008/06/13.
• 2、 -. "PROCESS FOR PREPARING NON-HYGROSCOPIC AZITHROMYCIN DIHYDRATE". Page 7. . Retrieved 2008/06/13.