1-[(4-bromophenyl)methyl]-2-butyl-4-chloro-1H-imidazole-5-carboxylic acid

• ChemBase ID: 162758
• Molecular Formular: C15H16BrClN2O2
• Molecular Mass: 371.65674
• Monoisotopic Mass: 370.00836744
• SMILES: c1cc(ccc1Cn1c(nc(c1C(=O)O)Cl)CCCC)Br
• Canonical SMILES: CCCCc1nc(c(n1Cc1ccc(cc1)Br)C(=O)O)Cl
• InChI: InChI=1S/C15H16BrClN2O2/c1-2-3-4-12-18-14(17)13(15(20)21)19(12)9-10-5-7-11(16)8-6-10/h5-8H,2-4,9H2,1H3,(H,20,21)
• InChIKey: PJDRSVWUSJGAHJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(4-bromophenyl)methyl]-2-butyl-4-chloro-1H-imidazole-5-carboxylic acid
• IUPAC Traditional name: 3-[(4-bromophenyl)methyl]-2-butyl-5-chloroimidazole-4-carboxylic acid
• Synonyms: 1-[(4-bromophenyl)methyl]-2-butyl-4-chloro-1H-imidazole-5-carboxylic Acid; N-(4-Bromobenzyl)-2-butyl-4-chloro-1H-imidazole-5-carboxylic Acid

Database IDs

• PubChem SID: 162256893
• PubChem CID: 53435019

CALCULATED PROPERTIES

• Acid pKa: 2.169685
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.435762
• LogD (pH = 7.4): 1.2464364
• Log P: 4.2003417
• Molar Refractivity: 87.4143 cm^3
• Polarizability: 32.96266 Å^3
• Polar Surface Area: 55.12 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol

DETAILS

Toronto Research Chemicals - B680205

Intermediate in the production of Losartan impurities