methyl 1,2,5,6-tetrahydropyridine-3-carboxylate hydrobromide

• ChemBase ID: 169817
• Molecular Formular: C7H12BrNO2
• Molecular Mass: 222.07968
• Monoisotopic Mass: 221.00514063
• SMILES: C1CNCC(=C1)C(=O)OC.Br
• Canonical SMILES: COC(=O)C1=CCCNC1.Br
• InChI: InChI=1S/C7H11NO2.BrH/c1-10-7(9)6-3-2-4-8-5-6;/h3,8H,2,4-5H2,1H3;1H
• InChIKey: DOXOETUWVNVADB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 1,2,5,6-tetrahydropyridine-3-carboxylate hydrobromide
• IUPAC Traditional name: methyl 1,2,5,6-tetrahydropyridine-3-carboxylate hydrobromide
• Synonyms: 1,2,5,6-Tetrahydro-3-pyridinecarboxylic Acid Methyl Ester Hydrobromide; 1,2,5,6-Tetrahydronicotinic Acid Methyl Ester Hydrobromide; 3-(Methoxycarbonyl)-1,2,5,6-tetrahydropyridine Hydrobromide; Guvacine Methyl Ester Hydrobromide; Methyl 1,2,5,6-Tetrahydro-3-pyridinecarboxylate Hydrobromide; Methyl 1,2,5,6-Tetrahydronicotinate Hydrobromide; Norarecoline; Guvacoline Hydrobromide; 1,2,5,6-Tetrahydro-3-pyridinecarboxylic Acid Hydrochloride; 1,2,5,6-Tetrahydro- nicotinic Acid Hydrochloride; Guvacine Hydrochloride

Database IDs

• CAS Number: 6027-91-4; 17210-51-4
• PubChem SID: 162263949
• PubChem CID: 15560296

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -2.6797206
• LogD (pH = 7.4): -1.0982035
• Log P: 0.26575473
• Molar Refractivity: 38.5663 cm^3
• Polarizability: 14.952159 Å^3
• Polar Surface Area: 38.33 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Off-White Solid
• Melting Point: 133-134°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - G876400

A GABA uptake inhibitor. It is used for the treatment of neurodegenerative diseases.

Toronto Research Chemicals - G876500

A muscarinic receptor used as nootropic agent.

REFERENCES

• Lesnefsky, E., et al.: J. Biol. Chem., 279, 47961 (2004)
• Fukuda, R., et al.: Cell , 129, 111 (2004)
• Nadtochiy, S., et al.: Biochem. J., 395, 611 (2004)
• Wolf-Pflugmann, M., et al.: Arzneim-Forsch./Drug Res., 39(1)
• 5, 539 (1)