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

• ChemBase ID: 170357
• Molecular Formular: C10H13N3O
• Molecular Mass: 191.22972
• Monoisotopic Mass: 191.10586205
• SMILES: c1ccc2c(c1O)CCN(C2)C(=N)N
• Canonical SMILES: NC(=N)N1CCc2c(C1)cccc2O
• InChI: InChI=1S/C10H13N3O/c11-10(12)13-5-4-8-7(6-13)2-1-3-9(8)14/h1-3,14H,4-6H2,(H3,11,12)
• InChIKey: NDFYJSUPIOLUTI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-hydroxy-1,2,3,4-tetrahydroisoquinoline-2-carboximidamide
• IUPAC Traditional name: 5-hydroxy-3,4-dihydro-1H-isoquinoline-2-carboximidamide
• Synonyms: 3,4-Dihydro-5-hydroxy-2(1H)-isoquinolinecarboximidamide; 5-Hydroxydebrisoquine; 5-Hydroxy Debrisoquin

Database IDs

• CAS Number: 70746-05-3
• PubChem SID: 164226267
• PubChem CID: 15720676

CALCULATED PROPERTIES

• Acid pKa: 9.475137
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.6467843
• LogD (pH = 7.4): -1.3649218
• Log P: 0.37603354
• Molar Refractivity: 65.8312 cm^3
• Polarizability: 20.488852 Å^3
• Polar Surface Area: 73.34 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: Pale Beige Solid
• Melting Point: 279-283°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - H918485

A metabolite of Debrisoquin.

REFERENCES

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