3-(4-chlorophenyl)-6-methyl-1H,3H-furo[3,4-c]pyridin-7-ol hydrochloride

• ChemBase ID: 164746
• Molecular Formular: C14H13Cl2NO2
• Molecular Mass: 298.16452
• Monoisotopic Mass: 297.03233402
• SMILES: Cl.c1(ncc2c(c1O)COC2c1ccc(cc1)Cl)C
• Canonical SMILES: Clc1ccc(cc1)C1OCc2c1cnc(c2O)C.Cl
• InChI: InChI=1S/C14H12ClNO2.ClH/c1-8-13(17)12-7-18-14(11(12)6-16-8)9-2-4-10(15)5-3-9;/h2-6,14,17H,7H2,1H3;1H
• InChIKey: QLMBAIRFQQLJJX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(4-chlorophenyl)-6-methyl-1H,3H-furo[3,4-c]pyridin-7-ol hydrochloride
• IUPAC Traditional name: cicletanine hydrochloride
• Synonyms: 3-(4-Chlorophenyl)-1,3-dihydro-6-methyl-furo[3,4-c]pyridin-7-ol Hydrochloride; BN 1270; Coverine; Justar; Secletan; Tenstaten; Cicletanine Hydrochloride

Database IDs

• CAS Number: 82747-56-6
• PubChem SID: 162258881
• PubChem CID: 54909

CALCULATED PROPERTIES

• Acid pKa: 8.565215
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.3047462
• LogD (pH = 7.4): 2.5644743
• Log P: 2.5986671
• Molar Refractivity: 69.6828 cm^3
• Polarizability: 26.894968 Å^3
• Polar Surface Area: 42.35 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Pink Solid
• Melting Point: 208-219°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - C432700

A new antihypertensive agent; exhibited a natriuretic effect comparable to that of hydrochlorothiazide and furosemide within 7 h. A furopyridine derivative with antihypertensive and diuretic properties.

REFERENCES

• Braquet, P., et al.: Lancet, 1, 1218 (1983)
• Guinot, P., et al.: Arzneim.-Forsch., 35, 1714 (1983)
• Clement, D., et al.: Int. J. Clin. Pharmacol. Res., 8, 9 (1983)
• Lize, J.M., et al.: Therapie, 42, 399 (1983)