N-(2-aminoethyl)-5-chloropyridine-2-carboxamide hydrate

• ChemBase ID: 155058
• Molecular Formular: C8H12ClN3O2
• Molecular Mass: 217.65278
• Monoisotopic Mass: 217.06180432
• SMILES: c1cc(ncc1Cl)C(=O)NCCN.O
• Canonical SMILES: NCCNC(=O)c1ccc(cn1)Cl.O
• InChI: InChI=1S/C8H10ClN3O.H2O/c9-6-1-2-7(12-5-6)8(13)11-4-3-10;/h1-2,5H,3-4,10H2,(H,11,13);1H2
• InChIKey: JYWYNPKXSLPWGV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(2-aminoethyl)-5-chloropyridine-2-carboxamide hydrate
• IUPAC Traditional name: lazabemide hydrate
• Synonyms: N-(2-Aminoethyl)-5-chloro-2-pyridinecarboxamide hydrate; Ro 19-6327 hydrate; Lazabemide hydrate

Database IDs

• CAS Number: 103878-84-8(anhydrous)
• MDL Number: MFCD20488051
• PubChem SID: 162249196
• PubChem CID: 71312068

CALCULATED PROPERTIES

• Acid pKa: 14.410829
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -2.9189327
• LogD (pH = 7.4): -1.7249582
• Log P: 0.022800943
• Molar Refractivity: 50.2588 cm^3
• Polarizability: 19.411028 Å^3
• Polar Surface Area: 68.01 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ≥22 mg/mL
• Apperance: white to tan powder

Safety Information

• Storage Condition: desiccated
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H319
• GHS Precautionary statements: P305 + P351 + P338
• Storage Temperature: room temp

Product Information

• Purity: ≥97% (HPLC)
• Empirical Formula (Hill Notation): C8H10ClN3O · xH2O

DETAILS

Sigma Aldrich - SML0042

Biochem/physiol Actions
Lazabemide is a selective and reversible monoamine oxidase B (MAO-B) inhibitor and Anti-Parkinson. Also it inhibits monoamine uptake at high concentrations (IC50 values are 86, 123 and > 500 μM for noradrenalin, serotonin and dopamine uptake respectively).