6-(4-methoxyphenyl)-2-methyl-3H,7H-imidazo[1,2-a]pyrazin-3-one hydrochloride

• ChemBase ID: 156031
• Molecular Formular: C14H14ClN3O2
• Molecular Mass: 291.73286
• Monoisotopic Mass: 291.07745438
• SMILES: Cc1c(=O)n2cc([nH]cc2n1)c1ccc(cc1)OC.Cl
• Canonical SMILES: COc1ccc(cc1)c1[nH]cc2n(c1)c(=O)c(n2)C.Cl
• InChI: InChI=1S/C14H13N3O2.ClH/c1-9-14(18)17-8-12(15-7-13(17)16-9)10-3-5-11(19-2)6-4-10;/h3-8,15H,1-2H3;1H
• InChIKey: KGMPQNFFCUDXSO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-(4-methoxyphenyl)-2-methyl-3H,7H-imidazo[1,2-a]pyrazin-3-one hydrochloride
• IUPAC Traditional name: 6-(4-methoxyphenyl)-2-methyl-7H-imidazo[1,2-a]pyrazin-3-one hydrochloride
• Synonyms: 2-Methyl-6-(4-methoxyphenyl)-3,7-dihydroimidazo[1,2-a]pyrazin-3(7H)-one hydrochloride; Cypridina Luciferin methoxy-analogue; MCLA; 6-(4-Methoxyphenyl)-2-methyl-3,7-dihydroimidazo[1,2-a]pyrazin-3(7H)-one hydrochloride

Database IDs

• CAS Number: 128322-44-1
• MDL Number: MFCD00144728
• Beilstein Number: 5838857
• PubChem SID: 24888962; 162250169
• PubChem CID: 16218650

CALCULATED PROPERTIES

• Acid pKa: 11.947084
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.1555415
• LogD (pH = 7.4): 1.1555367
• Log P: 1.1555485
• Molar Refractivity: 81.2332 cm^3
• Polarizability: 26.93904 Å^3
• Polar Surface Area: 53.93 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble; H2O: soluble

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (HPLC)
• Suitability: suitable for chemiluminescence
• luminescence test: Emmax: 465 nm 0.1 M Tris pH 8.5; after addition of H2O2 (Chemiluminescence: in 0.1 M Tris pH 8.5; after addition of H2O2)
• Empirical Formula (Hill Notation): C14H13N3O2 · HCl

DETAILS

Sigma Aldrich - 87787

Other Notes
Generation of chemiluminescence by reaction with super oxide O2- or singlet oxygen. Used in research of leucocyte function1,2,3.