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

• ChemBase ID: 130329
• Molecular Formular: C14H22BrN3O2
• Molecular Mass: 344.24738
• Monoisotopic Mass: 343.08953896
• SMILES: Brc1cc(c(OC)cc1N)C(=O)NCCN(CC)CC
• 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-methoxybenzamide
• IUPAC Traditional name: bromopride
• Synonyms: Bromopride; 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; 溴达利; 溴灭吐灵

Database IDs

• CAS Number: 4093-35-0
• EC Number: 223-842-2
• MDL Number: MFCD00078959
• PubChem SID: 24891848; 162224608
• PubChem CID: 2446
• ATC CODE: A03FA04
• CHEMBL: 399510
• Chemspider ID: 2352
• KEGG ID: D07101
• Unique Ingredient Identifier: 75473V2YZK
• Wikipedia Title: Bromopride

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: 32.19675 Å^3
• Polar Surface Area: 67.59 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO; Methanol
• Apperance: White Solid
• Melting Point: 148-150°C

Safety Information

• Storage Condition: Refrigerator
• RTECS: BZ3280000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22
• Safety Statements: 36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H332
• GHS Precautionary statements: P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Pharmacology Properties

• Admin Routes: Oral, IM, IV
• Bioavailability: 50 to 75% (oral); 78% (intramuscular)
• Excretion: Renal, 10 to 14% unchanged
• Half Life: 4 to 5 hours
• Metabolism: Hepatic
• Protein Bound: 40%
• Legal Status: Rx-only

Product Information

• Grade: analytical standard

DETAILS

Sigma Aldrich - B5649

Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. B5649.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Toronto Research Chemicals - B686645

An antiemetic.

REFERENCES

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