Azithromycin Dihydrate

Base Information

• Chemical Name: Azithromycin Dihydrate
• CAS No.: 117772-70-0
• Molecular Formula: C₃₈H₇₂N₂O₁₂*H₂O
• Molecular Weight: 767.011
• Hs Code.: 29419000
• UNII: 5FD1131I7S
• DSSTox Substance ID: DTXSID80922539
• Wikidata: Q27116139
• NCI Thesaurus Code: C76214
• RXCUI: 253155
• Metabolomics Workbench ID: 54988
• Mol file: 117772-70-0.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 Dihydrate

Chemical Property:

• Appearance/Colour: White or almost white crystalline powder
• Vapor Pressure: 2.51E-31mmHg at 25°C
• Melting Point: 126 °C
• Refractive Index: -47 ° (C=2, EtOH)
• Boiling Point: 822.1 °C at 760 mmHg
• Flash Point: 451 °C
• PSA: 198.54000
• Density: 1.18 g/cm³
• LogP: 1.71000
• Storage Temp.: -20°C Freezer
• Solubility.: Soluble in DMSO at 20mg/ml. Also soluble in chloroform or ethylene chloride
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 16
• Rotatable Bond Count: 7
• Exact Mass: 784.52965510
• Heavy Atom Count: 54
• Complexity: 1150

Purity/Quality:

98% up ^*data from raw suppliers

Azithromycin dihydrate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

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.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.O
• Recent ClinicalTrials: Influence of Ethnicity and ABCB1 Gene Polymorphism on the Pharmacokinetics of Azithromycin in Healthy Bangladeshi Volunteers
• Recent EU Clinical Trials: ENCORE - A Randomized, Double-Blind, Placebo-Controlled, Active Comparator, Multicenter Study to Evaluate the Efficacy and Safety of an Amikacin Liposome Inhalation Suspension (ALIS)-Based Regimen in Adult Subjects with Newly Diagnosed Nontuberculous Mycobacterial (NTM) Lung Infection Caused by Mycobacterium avium Complex (MAC)
• Description: Azithromycin is an azalide macrolide antibiotic derived from erythromycin. Azithromycin binds the bacterial 50S ribosomal subunit, inhibiting protein translation. Azithromycin displays antibacterial, anti-fibrotic, and anti-inflammatory activities. In epithelial cells, azithromycin inhibits the epithelial-to-mesenchymal transition (EMT) by inhibiting expression of Smad3. Additionally, azithromycin inhibits production of arachidonic acid, eicosanoids, IL-6, and IL-12 in LPS-stimulated macrophages.
• Uses: Azithromycin is a broad-spectrum macrolide antibiotic with a long half-life and a high degree of tissue penetration 3. It was initially approved by the FDA in 1991. It is primarily used for the treatment of respiratory, enteric and genitourinary infections and may be used instead of other macrolides for some sexually transmitted and enteric infections. It is structurally related to erythromycin. H1 antihistamine, nonsedating Azithromycin dihydrate has anti-immunomodulatory/anti-inflammatory properties, which make it useful in treating cystic fibrosis. It shows an azalide antimicrobial agent active in vitro against various pathogens. Semi-synthetic macrolide antibiotic; related to Erythromycin A. Antibacterial.

Technology Process of Azithromycin Dihydrate

There total 10 articles about Azithromycin Dihydrate 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: 57.0%

C38H72N2O12*1.5H2O (121470-24-4) → azithromycin dihydrate (117772-70-0,121470-24-4)

Guidance literature:

With Artifical Grape Flavour; water; at 20 ℃; for 24 - 240h; pH=8.16; Conversion of starting material; Aqueous phosphate buffer;

upstream raw materials:

azithromycin dihydrate

Zithromax(R)

water

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

Downstream raw materials:

azithromycin Monohydrate

Refernces

• 1、 -. "Process of preparing a crystalline azithromycin monohydrate". Page/Page column 5. . Retrieved 2008/06/13.
• 2、 -. "Stable non-dihydrate azithromycin oral suspensions". Page/Page column 12. . Retrieved 2008/06/13.