6-tert-butyl-3-[4,5-dihydro(4,4,5,5-2H4)-1H-imidazol-2-ylmethyl]-2,4-dimethylphenol hydrochloride

• ChemBase ID: 176137
• Molecular Formular: C16H25ClN2O
• Molecular Mass: 296.8355
• Monoisotopic Mass: 296.16554111
• SMILES: c1(c(c(c(cc1C)C(C)(C)C)O)C)CC1=NCCN1.Cl
• Canonical SMILES: Cc1cc(c(c(c1CC1=NCCN1)C)O)C(C)(C)C.Cl
• InChI: InChI=1S/C16H24N2O.ClH/c1-10-8-13(16(3,4)5)15(19)11(2)12(10)9-14-17-6-7-18-14;/h8,19H,6-7,9H2,1-5H3,(H,17,18);1H
• InChIKey: BEEDODBODQVSIM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-tert-butyl-3-[4,5-dihydro(4,4,5,5-^2H₄)-1H-imidazol-2-ylmethyl]-2,4-dimethylphenol hydrochloride
• IUPAC Traditional name: 6-tert-butyl-3-[(4,4,5,5-^2H₄)-1H-imidazol-2-ylmethyl]-2,4-dimethylphenol hydrochloride
• Synonyms: 3-[(4,5-Dihydro-1H-imidazol-2-yl)methyl]-6-(1,1-dimethylethyl)-2,4-dimethylphenol-d4; 2-(4-tert-Butyl-2,6-dimethyl-3-hydroxybenzyl)-2-imidazoline-d4; 6-tert-Butyl-3-(2-imidazolin-2-ylmethyl)-2,4-dimethylphenol-d4; Hazol-d4; Navasin-d4; Navisin-d4; Nezeril-d4; Oxylazine-d4; Rhinofrenol-d4; Rhinolitan-d4; Sinerol-d4; Oxymetazoline-d4

Database IDs

• CAS Number: 1262053-60-0
• PubChem SID: 164232047
• PubChem CID: 71751418

CALCULATED PROPERTIES

• Acid pKa: 10.906928
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.0586748
• LogD (pH = 7.4): 1.2011817
• Log P: 3.0323153
• Molar Refractivity: 79.7985 cm^3
• Polarizability: 30.251978 Å^3
• Polar Surface Area: 44.62 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - O876472

The labelled analogue of a vasoconstrictor, used as a nasal decongestant. An ingredient of Drixin.

REFERENCES

• Huang, X. et al.: Mol. Pharmacol., 76, 710 (2009)
• Kurko, D., et al.: Neurochem. Int., 55, 467 (2009)
• Chen, Q. et al.: Anal. Bioanal. Chem., 398, 937 (2009)