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

• ChemBase ID: 159767
• Molecular Formular: C13H19Br2ClN2O
• Molecular Mass: 414.56376
• Monoisotopic Mass: 411.95526492
• SMILES: c1c(cc(c(c1CNC1CC[C@@H](CC1)O)N)Br)Br.Cl
• Canonical SMILES: O[C@@H]1CCC(CC1)NCc1cc(Br)cc(c1N)Br.Cl
• InChI: InChI=1S/C13H18Br2N2O.ClH/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;1H/t10?,11-
• InChIKey: QNVKOSLOVOTXKF-MLSVDYMTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{[(2-amino-3,5-dibromophenyl)methyl]amino}cyclohexan-1-ol hydrochloride
• IUPAC Traditional name: ambroβ hydrochloride
• Synonyms: 4-[[(2-Amino-3,5-dibromophenyl)methyl]amino]cycophexanol Hydrochloride, Abramen, Ambril, Bronchopront, Duramucal, Bluibron, Fluixol, Frenopect; Ambroxol Hydrochloride

Database IDs

• CAS Number: 23828-92-4
• PubChem SID: 162253902
• PubChem CID: 108013

CALCULATED PROPERTIES

• 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
• Acid pKa: 15.256605
• H Acceptors: 3

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: White Solid
• Melting Point: >235°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - A575900

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

REFERENCES

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