Erythromycin oxime

Base Information

• Chemical Name: Erythromycin oxime
• CAS No.: 13127-18-9
• Molecular Formula: C37H68N2O13
• Molecular Weight: 748.953
• Hs Code.: 29415000
• European Community (EC) Number: 603-467-4,603-883-6
• Nikkaji Number: J291.602I,J774.505B,J2.066.159C
• NCI Thesaurus Code: C87758
• Mol file: 13127-18-9.mol

Synonyms:erythromycin oxime

Chemical Property of Erythromycin oxime

Chemical Property:

• Appearance/Colour: white to slightly yellow powder
• Vapor Pressure: 7.27E-33mmHg at 25°C
• Melting Point: 159-161?C
• Refractive Index: 1.552
• Boiling Point: 841 °C at 760 mmHg
• PKA: 11.96±0.70(Predicted)
• Flash Point: 462.4 °C
• PSA: 209.43000
• Density: 1.28 g/cm³
• LogP: 2.04670
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• XLogP3: 3
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 15
• Rotatable Bond Count: 7
• Exact Mass: 748.47214023
• Heavy Atom Count: 52
• Complexity: 1210

Purity/Quality:

99% ^*data from raw suppliers

ErythromycinAOxime ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1C(C(C(C(=NO)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)(C)O)C)C)O)(C)O
• Isomeric SMILES: CC[C@@H]1[C@@]([C@@H]([C@H](/C(=N\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)(C)O)C)C)O)(C)O
• Uses: Erythromycin A Oxime (Roxithromycin Impurity C) (Clarithromycin EP Impurity J) is the major metabolite of Roxithromycin and an intermediate of Azithromycin. Antibacterial agent. Roxithromycin impurity C. The major metabolite of Roxithromycin

Technology Process of Erythromycin oxime

There total 5 articles about Erythromycin oxime 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%

erythromycin (114-07-8) → (9-E)-deoxo-9-hydroximinoerythromycin A (13127-18-9)

Guidance literature:

With hydroxylamine; acetic acid; In isopropyl alcohol; at 50 ℃; for 24h;

Reference yield:

erythromycin thiocyanate A (7704-67-8) → (9-E)-deoxo-9-hydroximinoerythromycin A (13127-18-9)

Guidance literature:

With hydroxylamine hydrochloride; In dichloromethane; at 20 ℃; for 1.5h; pH=7;

Reference yield:

erythromycin A oxime thiocyanate (1357466-70-6) → (9-E)-deoxo-9-hydroximinoerythromycin A (13127-18-9)

Guidance literature:

With sodium hydroxide; In dichloromethane; water; at 38 ℃; Solvent; Temperature;

upstream raw materials:

erythromycin

erythromycin thiocyanate A

erythromycin A oxime thiocyanate

Downstream raw materials:

C₄₅H₇₅N₃O₁₆S*ClH

C₄₇H₇₉N₃O₁₅

C₄₈H₈₁N₃O₁₅

clarithromycin

Refernces

• 1、 Pandey, Deepa,Katti,Haq,Tripathi. "Synthesis and antimicrobial activity of erythromycin-A oxime analogs". . p. 3807 - 3813. Retrieved 2004.
• 2、 -. "Method for synthesizing azorithromycin by utilizing erythromycin thiocyanate oxime". Paragraph 0037-0038; 0044-0045; 0051-0052. . Retrieved 2021/05/05.
• 3、 -. "Macrolide derivative and application thereof". Paragraph 0022; 0045. . Retrieved 2017/08/28.