2-(naphthalen-2-yl)-1H-imidazole; oxalic acid

• ChemBase ID: 132916
• Molecular Formular: C15H12N2O4
• Molecular Mass: 284.26678
• Monoisotopic Mass: 284.07970687
• SMILES: c1ccc2cc(ccc2c1)c1[nH]ccn1.C(=O)(C(=O)O)O
• Canonical SMILES: c1cnc([nH]1)c1ccc2c(c1)cccc2.OC(=O)C(=O)O
• InChI: InChI=1S/C13H10N2.C2H2O4/c1-2-4-11-9-12(6-5-10(11)3-1)13-14-7-8-15-13;3-1(4)2(5)6/h1-9H,(H,14,15);(H,3,4)(H,5,6)
• InChIKey: RIKYOUPROWKIIF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(naphthalen-2-yl)-1H-imidazole; oxalic acid
• IUPAC Traditional name: 2-(naphthalen-2-yl)-1H-imidazole; oxalic acid
• Synonyms: 4,5-Dihydro-2-(2-naphthalenyl)-1H-imidazole oxalate salt; Benazoline oxalate salt

Database IDs

• CAS Number: 1021868-82-5
• PubChem SID: 162227193; 24278268
• PubChem CID: 52941610

CALCULATED PROPERTIES

• Acid pKa: 12.650936
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 2.196266
• LogD (pH = 7.4): 2.839478
• Log P: 2.8690228
• Molar Refractivity: 70.5646 cm^3
• Polarizability: 25.077435 Å^3
• Polar Surface Area: 28.68 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: ≤8 mg/mL
• Apperance: solid

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• 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

DETAILS

Sigma Aldrich - B4555

Biochem/physiol Actions
I2 imidazoline receptor agonist; has high affinity and selectivity for I2 imidazoline receptors over α-adrenoceptors.