4-({[6-(5-chloropyridin-2-yl)-7-oxo-5H,6H,7H-pyrrolo[3,4-b]pyrazin-5-yl]oxy}carbonyl)-1-methylpiperazin-1-ium-1-olate

• ChemBase ID: 179677
• Molecular Formular: C17H17ClN6O4
• Molecular Mass: 404.80768
• Monoisotopic Mass: 404.09998073
• SMILES: c1cnc2c(n1)C(=O)N(C2OC(=O)N1CC[N+](CC1)([O-])C)c1ncc(cc1)Cl
• Canonical SMILES: Clc1ccc(nc1)N1C(OC(=O)N2CC[N+](CC2)([O-])C)c2c(C1=O)nccn2
• InChI: InChI=1S/C17H17ClN6O4/c1-24(27)8-6-22(7-9-24)17(26)28-16-14-13(19-4-5-20-14)15(25)23(16)12-3-2-11(18)10-21-12/h2-5,10,16H,6-9H2,1H3
• InChIKey: IPTIKKTXLHVRKN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-({[6-(5-chloropyridin-2-yl)-7-oxo-5H,6H,7H-pyrrolo[3,4-b]pyrazin-5-yl]oxy}carbonyl)-1-methylpiperazin-1-ium-1-olate
• IUPAC Traditional name: 4-({[6-(5-chloropyridin-2-yl)-7-oxo-5H-pyrrolo[3,4-b]pyrazin-5-yl]oxy}carbonyl)-1-methylpiperazin-1-ium-1-olate
• Synonyms: 1-Piperazine-carboxylic Acid 4-Methyl-4-oxide 6-(5-Chloro-pyridin-2-yl)-7-oxo-6,7-dihydro-5H-pyrrolo[3,4-b]pyrazin-5yl Ester; RP 29753; Eszopiclone Impurity A; Zopiclone N-Oxide (Eszopiclone Impurity A)

Database IDs

• CAS Number: 43200-96-0
• PubChem SID: 164235587
• PubChem CID: 162548

CALCULATED PROPERTIES

• Acid pKa: 13.038308
• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): -0.3179507
• LogD (pH = 7.4): -0.31783465
• Log P: -0.31783214
• Molar Refractivity: 97.9304 cm^3
• Polarizability: 37.345844 Å^3
• Polar Surface Area: 115.4 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Off-White to Pale Beige Solid
• Melting Point: >163°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - Z700510

Eszopiclone impurity A.

REFERENCES

• Vire, J.C., et al.: Talanta, 40, 313 (1993)
• Sha, Yu., et al.: Molecules, 13, 1817 (1993)