(2-{[4-amino-5-chloro-2-(2H3)methoxyphenyl]formamido}ethyl)diethylamine oxide

• ChemBase ID: 174579
• Molecular Formular: C14H22ClN3O3
• Molecular Mass: 315.79578
• Monoisotopic Mass: 315.13496926
• SMILES: c1c(c(cc(c1C(=O)NCC[N+](CC)(CC)[O-])OC)N)Cl
• Canonical SMILES: CC[N+](CCNC(=O)c1cc(Cl)c(cc1OC)N)(CC)[O-]
• InChI: InChI=1S/C14H22ClN3O3/c1-4-18(20,5-2)7-6-17-14(19)10-8-11(15)12(16)9-13(10)21-3/h8-9H,4-7,16H2,1-3H3,(H,17,19)
• InChIKey: ZEJQXOWYPGUAMD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-{[4-amino-5-chloro-2-(^2H₃)methoxyphenyl]formamido}ethyl)diethylamine oxide
• IUPAC Traditional name: 2-{[4-amino-5-chloro-2-(^2H₃)methoxyphenyl]formamido}ethyldiethylamine oxide
• Synonyms: 4-Amino-5-chloro-N-[2-(diethyloxidoamino)ethyl]-2-(methoxy-d3)benzamide; 4-Amino-5-chloro-N-[2-(diethylamino)ethyl]-2-(methoxy-d3)benzamide N-Oxide; Metoclopramide-d3 N-Oxide

Database IDs

• PubChem SID: 164230489
• PubChem CID: 71750716

CALCULATED PROPERTIES

• Acid pKa: 14.483429
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.2726469
• LogD (pH = 7.4): 0.27289173
• Log P: 0.2728949
• Molar Refractivity: 85.5627 cm^3
• Polarizability: 31.467394 Å^3
• Polar Surface Area: 91.23 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M338697

A new labelled metabolite of Metoclopramide (M338685).

REFERENCES

• Maurich, V, et al.: Eur. J. Med. Chem., 30, 757 (1995)