6-hydroxy-1,2,3,4-tetrahydroisoquinoline-2-carboximidamide

• ChemBase ID: 170358
• Molecular Formular: C10H13N3O
• Molecular Mass: 191.22972
• Monoisotopic Mass: 191.10586205
• SMILES: c1(ccc2c(c1)CCN(C2)C(=N)N)O
• Canonical SMILES: Oc1ccc2c(c1)CCN(C2)C(=N)N
• InChI: InChI=1S/C10H13N3O/c11-10(12)13-4-3-7-5-9(14)2-1-8(7)6-13/h1-2,5,14H,3-4,6H2,(H3,11,12)
• InChIKey: JUUCJGVPMCXDNV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-hydroxy-1,2,3,4-tetrahydroisoquinoline-2-carboximidamide
• IUPAC Traditional name: 6-hydroxy-3,4-dihydro-1H-isoquinoline-2-carboximidamide
• Synonyms: 3,4-Dihydro-6-hydroxy-2(1H)-isoquinolinecarboximidamide; 6-Hydroxydebrisoquine; 6-Hydroxy Debrisoquin

Database IDs

• CAS Number: 61911-79-3
• PubChem SID: 164226268
• PubChem CID: 57358334

CALCULATED PROPERTIES

• Acid pKa: 9.393005
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.6456358
• LogD (pH = 7.4): -1.3203789
• Log P: 0.3834811
• Molar Refractivity: 65.8312 cm^3
• Polarizability: 20.487986 Å^3
• Polar Surface Area: 73.34 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H918490

A metabolite of Debrisoquin.

REFERENCES

• Borgman, R.J., et al.: J. Med. Chem., 16, 630 (1973)
• Sadeque, A., et al.: Drug Metab. Dispos., 20, 832 (1973)
• Lightfoot, T., et al.: Xenobiotica, 30, 219 (1973)