9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.0^{1,12}.0^{6,17}]heptadeca-6,8,10(17),15-tetraen-14-ol hydrobromide

• ChemBase ID: 105324
• Molecular Formular: C17H22BrNO3
• Molecular Mass: 368.26548
• Monoisotopic Mass: 367.07830557
• SMILES: Br.COc1ccc2CN(C)CCC34C=CC(O)CC3Oc1c24
• Canonical SMILES: COc1ccc2c3c1OC1C3(CCN(C2)C)C=CC(C1)O.Br
• InChI: InChI=1S/C17H21NO3.BrH/c1-18-8-7-17-6-5-12(19)9-14(17)21-16-13(20-2)4-3-11(10-18)15(16)17;/h3-6,12,14,19H,7-10H2,1-2H3;1H
• InChIKey: QORVDGQLPPAFRS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.0^{1,12}.0^{6,17}]heptadeca-6,8,10(17),15-tetraen-14-ol hydrobromide
• IUPAC Traditional name: galanthamine hydrobromide
• Synonyms: Jilkon hydrobromide; Lycoremine hydrobromide; Nivalin; 1,2,3,4,6,7,7a,11c-Octahydro-9-methoxy-2-methyl-benzofuro (4,3,2-efg)(2) benzazocin-6-ol hydrobromide; GALANTHAMINE HYDROBROMIDE

Database IDs

• CAS Number: 1953-04-4
• EC Number: 217-780-5
• PubChem SID: 162093589
• PubChem CID: 21946319

CALCULATED PROPERTIES

• Acid pKa: 14.810377
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -1.9891269
• LogD (pH = 7.4): -0.35530484
• Log P: 1.1630428
• Molar Refractivity: 82.3049 cm^3
• Polarizability: 31.647512 Å^3
• Polar Surface Area: 41.93 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 269-270°C (dec.)

Safety Information

• Storage Condition: Room Temperature (15-30°C), Protect from light
• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• Hazard Class: 6.1
• Packing Group: III
• Australian Hazchem: 2X
• Risk Statements: R:25
• Safety Statements: S:28-29-36/37/39-45
• EU Classification: T2
• EU Hazard Identification Number: 6.1B
• Emergency Response Guidebook(ERG) Number: 154

DETAILS

MP Biomedicals - 02159782

Cholinesterase inhibitor Hydrobromide

REFERENCES

• Chopin and Bailey, Psychopharm. , 106 : 26, (1992).