(9R)-10-methyl(5,6,14,15,16-2H5)-10-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1(17),2,4,6,13,15-hexaene-3,4-diol hydrochloride

• ChemBase ID: 160759
• Molecular Formular: C17H18ClNO2
• Molecular Mass: 303.78332
• Monoisotopic Mass: 303.1026065
• SMILES: c1(ccc2c(c1O)c1c3[C@@H](C2)N(CCc3ccc1)C)O.Cl
• Canonical SMILES: CN1CCc2c3[C@H]1Cc1ccc(c(c1c3ccc2)O)O.Cl
• InChI: InChI=1S/C17H17NO2.ClH/c1-18-8-7-10-3-2-4-12-15(10)13(18)9-11-5-6-14(19)17(20)16(11)12;/h2-6,13,19-20H,7-9H2,1H3;1H/t13-;/m1./s1
• InChIKey: SKYZYDSNJIOXRL-BTQNPOSSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (9R)-10-methyl(5,6,14,15,16-^2H₅)-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-methyl(5,6,14,15,16-^2H₅)-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: (R)-5,6,6a,7-Tetrahydro-6-methyl-4H-dibenzo[de,g]quinoline-1,2,3,8,9-d5-10,11-diol-d5 Hydrochloride; Apomorphine-1,2,3,8,9-d5 Hydrochloride; (R)-Apomorphine-d5 Hydrochloride (Major)

Database IDs

• CAS Number: 76787-63-8
• PubChem SID: 162254894
• PubChem CID: 71313467

CALCULATED PROPERTIES

• Acid pKa: 9.259065
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.79732925
• LogD (pH = 7.4): 2.5251532
• Log P: 2.8666353
• Molar Refractivity: 79.9881 cm^3
• Polarizability: 31.662348 Å^3
• Polar Surface Area: 43.7 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: Dark Grey Solid
• Melting Point: >190°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - A727503

Labelled Apomorphine (A727500). Dopamine (D1 and D2) receptor agonist. Emetic. Antiparkinsonian.

REFERENCES

• Neumeyer, J.L., et al.: J. Pharm. Sci., 59, 1850 (1970)
• Ginos, J.Z., et al.: J. Med. Chem., 18, 1194 (1970)
• Muhtadi, F.J., et al.: Anal. Profiles Drug Subs., 20, 121 (1970)