(9R)-10-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1(17),2,4,6,13,15-hexaene-3,4-diol hydrochloride

• ChemBase ID: 175570
• Molecular Formular: C16H16ClNO2
• Molecular Mass: 289.75674
• Monoisotopic Mass: 289.08695644
• SMILES: c1(ccc2c(c1O)c1c3[C@@H](C2)NCCc3ccc1)O.Cl
• Canonical SMILES: Oc1ccc2c(c1O)c1cccc3c1[C@@H](C2)NCC3.Cl
• InChI: InChI=1S/C16H15NO2.ClH/c18-13-5-4-10-8-12-14-9(6-7-17-12)2-1-3-11(14)15(10)16(13)19;/h1-5,12,17-19H,6-8H2;1H/t12-;/m1./s1
• InChIKey: POIHJFVPVYHGMS-UTONKHPSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (9R)-10-azatetracyclo[7.7.1.0^2,^7.0^1^3,^1^7]heptadeca-1(17),2,4,6,13,15-hexaene-3,4-diol hydrochloride
• IUPAC Traditional name: (9R)-10-azatetracyclo[7.7.1.0^2,^7.0^1^3,^1^7]heptadeca-1(17),2,4,6,13,15-hexaene-3,4-diol hydrochloride
• Synonyms: (6aR)-5,6,6a,7-Tetrahydro-4H-dibenzo[de,g]quinoline-10,11-diol Hydrochloride; 6aβ-Noraporphine-10,11-diol Hydrochloride; (-)-Norapomorphine Hydrochloride; Norapomorphin Hydrochloride; Norapomorphine Hydrochloride; R-(-)-Norapomorphine Hydrochloride

Database IDs

• CAS Number: 420382-69-8
• PubChem SID: 164231480
• PubChem CID: 24840591

CALCULATED PROPERTIES

• Acid pKa: 9.031905
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -0.47044936
• LogD (pH = 7.4): 0.5686403
• Log P: 1.8329811
• Molar Refractivity: 74.6934 cm^3
• Polarizability: 29.79195 Å^3
• Polar Surface Area: 52.49 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Green Solid
• Melting Point: >230°C (dec.)

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - N661030

An Apomorphine derivative as inhibitor of amyloid-β (Aβ) fibril formation and their use in amyloidosis based disease.

REFERENCES

• Howlett, D., et al.: Biochem. J., 340, 283 (1999)
• Kuner, P., et al.: J. Biol. Chem., 275, 1673 (1999)
• Ono, K., et al.: J. Neurosci. Res., 75, 742 (1999)