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

• ChemBase ID: 104098
• Molecular Formular: C13H19Br2ClN2O
• Molecular Mass: 414.56376
• Monoisotopic Mass: 411.95526492
• SMILES: Cl.Nc1c(Br)cc(Br)cc1CNC1CCC(O)CC1
• Canonical SMILES: OC1CCC(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
• InChIKey: QNVKOSLOVOTXKF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{[(2-amino-3,5-dibromophenyl)methyl]amino}cyclohexan-1-ol hydrochloride
• IUPAC Traditional name: mucosolvan hydrochloride
• Synonyms: 2-Amino-3,5-dibromo-N-[trans-4-hydroxycyclohexyl]benzylamine; AMBROXOL

Database IDs

• CAS Number: 18683-91-5
• EC Number: 242-500-3
• PubChem SID: 162091479
• PubChem CID: 108013

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

• Melting Point: 233-234.5°C

Safety Information

• Storage Condition: 2-8°C
• RTECS: GV8423000

DETAILS

MP Biomedicals - 02154733

(2-Amino-3,5-dibromo-N-[trans-4-hydroxycyclohexyl]benzylamine) Hydrochloride Metabolite of bromhexine.

REFERENCES

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