1,2,3,6-tetrahydropyridine-4-carboxylic acid hydrochloride

• ChemBase ID: 14027
• Molecular Formular: C6H10ClNO2
• Molecular Mass: 163.6021
• Monoisotopic Mass: 163.04000625
• SMILES: C1(=CCNCC1)C(=O)O.Cl
• Canonical SMILES: OC(=O)C1=CCNCC1.Cl
• InChI: InChI=1S/C6H9NO2.ClH/c8-6(9)5-1-3-7-4-2-5;/h1,7H,2-4H2,(H,8,9);1H
• InChIKey: SUWREQRNTXCCBL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,2,3,6-tetrahydropyridine-4-carboxylic acid hydrochloride
• IUPAC Traditional name: isoguvacine hydrochloride
• Synonyms: 1,2,3,6-Tetrahydro-4-pyridinecarboxylic acid hydrochloride; Isoguvacine hydrochloride; 1,2,5,6,-Tetrahydroisonicotinic acid Hydrochloride; ISOGUVACINE; 1,2,3,6-Tetrahydro-pyridine-4-carboxylic acid hydrochloride; Iso Guvacine Hydrochloride

Database IDs

• CAS Number: 64603-90-3; 68547-97-7
• MDL Number: MFCD00055192
• PubChem SID: 24278160; 160977334
• PubChem CID: 155107

CALCULATED PROPERTIES

• Acid pKa: 4.3438463
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -2.608818
• LogD (pH = 7.4): -2.5859718
• Log P: -2.5858214
• Molar Refractivity: 33.7972 cm^3
• Polarizability: 12.87252 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble (refrigerate if not used immediately.); methanol: slightly soluble; neutral and acidic solutions: stable (in basic solutions the free amine can oxidize easily)
• Apperance: white solid

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: IRRITANT
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Gene Information: human ... GABRA1(2554), GABRA2(2555), GABRA3(2556), GABRA4(2557), GABRA5(2558), GABRA6(2559), GABRB1(2560), GABRB2(2561), GABRB3(2562)

DETAILS

MP Biomedicals - 02153685

Hydrochloride
GABA agonist

Sigma Aldrich - G002

Biochem/physiol Actions
GABAA receptor agonist.

Toronto Research Chemicals - I819560

A GABAA receptor agonist. Anticonvulsant; antiepileptic.

REFERENCES

• Falch, E., et al.: J. Med. Chem., 24, 285 (1981)
• Kennedy, H., et al.: J. Biol. Chem., 274, 13281 (1981)
• Bain, J., et al.: Biochem. J., 408, 297 (1981)