Clarithromycin N-oxide

Base Information

• Chemical Name: Clarithromycin N-oxide
• CAS No.: 118074-07-0
• Molecular Formula: C38H69NO14
• Molecular Weight: 763.964
• Hs Code.: 2932206000
• DSSTox Substance ID: DTXSID30891488
• Nikkaji Number: J543.807A
• Wikidata: Q63409253
• Mol file: 118074-07-0.mol

Synonyms:Clarithromycin N-oxide;118074-07-0;(2S,3R,4S,6R)-2-[[(3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-14-ethyl-12,13-dihydroxy-4-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-7-methoxy-3,5,7,9,11,13-hexamethyl-2,10-dioxo-oxacyclotetradec-6-yl]oxy]-3-hydroxy-N,N,6-trimethyloxan-4-amine oxide;clarithromycin-N-oxide;SCHEMBL8010399;DTXSID30891488;MFCD24386630;Clarithromycin N-oxide, analytical standard;NS00000635;Q63409253;Clarithromycin Impurity Q, United States Pharmacopeia (USP) Reference Standard;6-O-Methyl-erythromycin N-Oxide;Oxacyclotetradecane, erythromycin deriv.

Chemical Property of Clarithromycin N-oxide

Chemical Property:

• PKA: 12.50±0.60(Predicted)
• PSA: 209.10000
• LogP: 2.47320
• Storage Temp.: ?20°C
• Solubility.: Chloroform (Slightly)
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 8
• Exact Mass: 763.47180587
• Heavy Atom Count: 53
• Complexity: 1240

Purity/Quality:

98% ^*data from raw suppliers

Clarithromycin N-oxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1C(C(C(C(=O)C(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-])O)(C)OC)C)C)O)(C)O
• Isomeric SMILES: CC[C@@H]1[C@@]([C@@H]([C@H](C(=O)[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-])O)(C)OC)C)C)O)(C)O
• Uses: Clarithromycin N-oxide is an urinary metabolite of Clarithromycin (C559750), a macrolide antibiotic. Clarithromycin N-oxide (Clarithromycin EP Impurity Q) is an urinary metabolite of Clarithromycin (C559750), a macrolide antibiotic.

Technology Process of Clarithromycin N-oxide

There total 3 articles about Clarithromycin N-oxide 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: 92.0%

clarithromycin (81103-11-9) → 6-O-methylerythromycin A N-oxide (118074-07-0)

Guidance literature:

With dihydrogen peroxide; In methanol; water; at 20 ℃; for 15h;

Reference yield: 27.0%

erythromycin A N-oxide (992-65-4) + methyl iodide (74-88-4) → 6-O-methylerythromycin A N-oxide (118074-07-0)

Guidance literature:

With potassium hydroxide; In tetrahydrofuran; dimethyl sulfoxide; at 5 ℃; for 1h;

Reference yield:

→ 6-O-methylerythromycin A N-oxide (118074-07-0)

Guidance literature:

upstream raw materials:

erythromycin A N-oxide

methyl iodide

clarithromycin

Downstream raw materials:

clarithromycin

C₅₀H₇₄O₁₆S

Refernces

• 1、 -. "Method of preparing clarithromycin". Page column 8. . Retrieved 2010/02/08.