4-[6-imino-3-(4-methoxyphenyl)-1,6-dihydropyridazin-1-yl]butanoic acid

• ChemBase ID: 169534
• Molecular Formular: C15H17N3O3
• Molecular Mass: 287.31378
• Monoisotopic Mass: 287.12699142
• SMILES: n1c(ccc(=N)n1CCCC(=O)O)c1ccc(cc1)OC
• Canonical SMILES: COc1ccc(cc1)c1ccc(=N)n(n1)CCCC(=O)O
• InChI: InChI=1S/C15H17N3O3/c1-21-12-6-4-11(5-7-12)13-8-9-14(16)18(17-13)10-2-3-15(19)20/h4-9,16H,2-3,10H2,1H3,(H,19,20)
• InChIKey: ACVGNKYJVGNLIL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[6-imino-3-(4-methoxyphenyl)-1,6-dihydropyridazin-1-yl]butanoic acid
• IUPAC Traditional name: 4-[6-imino-3-(4-methoxyphenyl)pyridazin-1-yl]butanoic acid
• Synonyms: 2-(3-Carboxypropyl)-3-amino-6-(4-methoxyphenyl)pyridazinium; SR-95531; Gabazine

Database IDs

• CAS Number: 105538-73-6
• PubChem SID: 162263666
• PubChem CID: 107896

CALCULATED PROPERTIES

• Acid pKa: 4.0714703
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -0.086153075
• LogD (pH = 7.4): -1.5047766
• Log P: 0.041837875
• Molar Refractivity: 90.0743 cm^3
• Polarizability: 29.716661 Å^3
• Polar Surface Area: 85.98 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White to Pale Beige Solid
• Melting Point: 244-248°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - G122500

A specific GABA receptor antagonist. Does not affect GABA-transaminase or glutamate-decarboxylase activitites.

REFERENCES

• Wermuth, et al.: TIPS, 7, 421 (1986)
• Heaulme, et al.: Brain Res., 384, 224 (1986)
• Hamann, M., et al.: Brain Res., 442, 287 (1986)