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

• ChemBase ID: 170359
• Molecular Formular: C10H13N3O
• Molecular Mass: 191.22972
• Monoisotopic Mass: 191.10586205
• SMILES: c1c(cc2c(c1)CCN(C2)C(=N)N)O
• Canonical SMILES: NC(=N)N1Cc2cc(O)ccc2CC1
• InChI: InChI=1S/C10H13N3O/c11-10(12)13-4-3-7-1-2-9(14)5-8(7)6-13/h1-2,5,14H,3-4,6H2,(H3,11,12)
• InChIKey: VHVRXMHGWNGANF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-hydroxy-1,2,3,4-tetrahydroisoquinoline-2-carboximidamide
• IUPAC Traditional name: 7-hydroxy-3,4-dihydro-1H-isoquinoline-2-carboximidamide
• Synonyms: 3,4-Dihydro-7-hydroxy-2(1H)-isoquinolinecarboximidamide; 7-Hydroxydebrisoquine; 7-Hydroxy Debrisoquin

Database IDs

• CAS Number: 70746-06-4
• PubChem SID: 164226269
• PubChem CID: 71748938

CALCULATED PROPERTIES

• Acid pKa: 9.494888
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.6470283
• LogD (pH = 7.4): -1.3750097
• Log P: 0.37384954
• Molar Refractivity: 65.8312 cm^3
• Polarizability: 20.487375 Å^3
• Polar Surface Area: 73.34 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H918495

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)