4-{[(2-amino-3,5-dibromophenyl)methyl]amino}(1,2,2,6,6-2H5)cyclohexan-1-ol

• ChemBase ID: 159768
• Molecular Formular: C13H18Br2N2O
• Molecular Mass: 378.10282
• Monoisotopic Mass: 375.97858721
• SMILES: c1c(cc(c(c1CNC1CC[C@@H](CC1)O)N)Br)Br
• Canonical SMILES: O[C@@H]1CCC(CC1)NCc1cc(Br)cc(c1N)Br
• InChI: InChI=1S/C13H18Br2N2O/c14-9-5-8(13(16)12(15)6-9)7-17-10-1-3-11(18)4-2-10/h5-6,10-11,17-18H,1-4,7,16H2/t10?,11-
• InChIKey: JBDGDEWWOUBZPM-CACVWKRDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{[(2-amino-3,5-dibromophenyl)methyl]amino}(1,2,2,6,6-^2H₅)cyclohexan-1-ol
• IUPAC Traditional name: 4-{[(2-amino-3,5-dibromophenyl)methyl]amino}(1,2,2,6,6-^2H₅)cyclohexan-1-ol
• Synonyms: rac trans 4-[[(2-Amino-3,5-dibromophenyl)methyl]amino]cycophexanol-d5; rac-trans-Ambroxol-d5

Database IDs

• PubChem SID: 162253903
• PubChem CID: 45038101

CALCULATED PROPERTIES

• Acid pKa: 15.256605
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -0.48352024
• LogD (pH = 7.4): 0.76556224
• Log P: 2.652726
• Molar Refractivity: 81.9357 cm^3
• Polarizability: 31.45754 Å^3
• Polar Surface Area: 58.28 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Off-White Solid
• Melting Point: 96-98°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - A575902

A labelled metabolite of Bromohexine. Ambroxol Hydrochloride is a bronchosecretolytic drug.

REFERENCES

• Jauch, R., et al.: Arzneim-Forsch., 13, 474 (1963)