Metoclopramide N-Oxide

Base Information

• Chemical Name: Metoclopramide N-Oxide
• CAS No.: 171367-22-9
• Molecular Formula: C14H22ClN3O3
• Molecular Weight: 315.79578
• UNII: BJZ32Z23QS
• DSSTox Substance ID: DTXSID70169072
• Wikidata: Q27274710
• Mol file: 171367-22-9.mol

Synonyms:Metoclopramide N-Oxide;171367-22-9;UNII-BJZ32Z23QS;BJZ32Z23QS;Metoclopramide specified impurity G [EP];2-[(4-amino-5-chloro-2-methoxybenzoyl)amino]-N,N-diethylethanamine oxide;Benzamide, 4-amino-5-chloro-N-(2-(diethyloxidoamino)ethyl)-2-methoxy-;N'-(4-Amino-5-chloro-2-methoxybenzoyl)-N,N-diethylethane-1,2-diamine N-oxide;Metoclopramide Impurity G;DTXSID70169072;FT-0672377;METOCLOPRAMIDE IMPURITY G [EP IMPURITY];Q27274710;N'-(4-Amino-5-chloro-2-methoxybenzoyl)-N,N-diethylethane-1,2-diamine N-Oxide (Metoclopramide N-Oxide);N'-(4-Amino-5-chloro-2-methoxybenzoyl)-N,N-diethylethane-1,2-diamine N-Oxide;Metoclopramide Imp. G (EP);Metoclopramide Hydrochloride Monohydrate Impurity G

Chemical Property of Metoclopramide N-Oxide

Chemical Property:

• PKA: 12.96±0.46(Predicted)
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly, Heated), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 315.1349693
• Heavy Atom Count: 21
• Complexity: 339

Purity/Quality:

99% ^*data from raw suppliers

MetoclopramideN-Oxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC[N+](CC)(CCNC(=O)C1=CC(=C(C=C1OC)N)Cl)[O-]
• Uses: A new metabolite of Metoclopramide (M338685). Metoclopramide N-Oxide (Metoclopramide EP Impurity G) is a new metabolite of Metoclopramide (M338685).

Technology Process of Metoclopramide N-Oxide

There total 3 articles about Metoclopramide 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: 100.0%

C16H21ClF3N3O4 → metoclopramide N-oxide (171367-22-9)

Guidance literature:

With sodium carbonate; In methanol; Ambient temperature;

DOI:10.1016/0223-5234(96)88294-8

Reference yield: 77.0%

metoclopramide (364-62-5) → metoclopramide N-oxide (171367-22-9)

Guidance literature:

With dihydrogen peroxide; Ambient temperature;

DOI:10.1016/0223-5234(96)88294-8

Reference yield:

5-Chloro-N-(2-diethylamino-ethyl)-2-methoxy-4-(2,2,2-trifluoro-acetylamino)-benzamide (820965-31-9) → metoclopramide N-oxide (171367-22-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / m-chloroperbenzoic acid / CHCl₃ / Ambient temperature

2: 100 percent / aq. Na₂CO₃ / methanol / Ambient temperature

With sodium carbonate; 3-chloro-benzenecarboperoxoic acid; In methanol; chloroform;

DOI:10.1016/0223-5234(96)88294-8

upstream raw materials:

metoclopramide

5-Chloro-N-(2-diethylamino-ethyl)-2-methoxy-4-(2,2,2-trifluoro-acetylamino)-benzamide

Downstream raw materials:

N-deethyl-Metoclopramide