4-amino-5-bromo-N-[2-(diethylamino)ethyl]-2-(2H3)methoxybenzamide

• ChemBase ID: 163030
• Molecular Formular: C14H22BrN3O2
• Molecular Mass: 344.24738
• Monoisotopic Mass: 343.08953896
• SMILES: c1(c(cc(c(c1)C(=O)NCCN(CC)CC)OC)N)Br
• Canonical SMILES: CCN(CCNC(=O)c1cc(Br)c(cc1OC)N)CC
• InChI: InChI=1S/C14H22BrN3O2/c1-4-18(5-2)7-6-17-14(19)10-8-11(15)12(16)9-13(10)20-3/h8-9H,4-7,16H2,1-3H3,(H,17,19)
• InChIKey: GIYAQDDTCWHPPL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-5-bromo-N-[2-(diethylamino)ethyl]-2-(^2H₃)methoxybenzamide
• IUPAC Traditional name: 4-amino-5-bromo-N-[2-(diethylamino)ethyl]-2-(^2H₃)methoxybenzamide
• Synonyms: 4-Amino-5-bromo-N-[2-(diethylamino)ethyl]-2-methoxybenzamide; 2-Methoxy-4-amino-5-bromo-N,N-diethylaminoethylbenzamide; N-Diethylaminoethyl-2-methoxy-4-amino-5-bromobenzamide; Emepride; Emoril; Viadil; Bromopride-d3

Database IDs

• CAS Number: 1189498-49-4
• PubChem SID: 162257165
• PubChem CID: 46780903

CALCULATED PROPERTIES

• Acid pKa: 14.580027
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.659605
• LogD (pH = 7.4): -0.0861164
• Log P: 1.561978
• Molar Refractivity: 86.3358 cm^3
• Polarizability: 32.19768 Å^3
• Polar Surface Area: 67.59 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B686647

An antiemetic.

REFERENCES

• Fontaine, J., et al.: Arch. Int. Pharmacodyn. Ther., 213, 322 (1975)
• Lucker, P.W., et al.: Arzneim.-Forsch., 33, 453 (1983)