(5S)-6-(5-chloropyridin-2-yl)-7-oxo-5H,6H,7H-pyrrolo[3,4-b]pyrazin-5-yl piperazine-1-carboxylate hydrochloride

• ChemBase ID: 165758
• Molecular Formular: C16H16Cl2N6O3
• Molecular Mass: 411.24264
• Monoisotopic Mass: 410.06609376
• SMILES: Cl.c1cnc2c(n1)C(=O)N([C@H]2OC(=O)N1CCNCC1)c1ncc(cc1)Cl
• Canonical SMILES: Clc1ccc(nc1)N1[C@@H](OC(=O)N2CCNCC2)c2c(C1=O)nccn2.Cl
• InChI: InChI=1S/C16H15ClN6O3.ClH/c17-10-1-2-11(21-9-10)23-14(24)12-13(20-4-3-19-12)15(23)26-16(25)22-7-5-18-6-8-22;/h1-4,9,15,18H,5-8H2;1H/t15-;/m0./s1
• InChIKey: ICVDCBVWUQHQPB-RSAXXLAASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5S)-6-(5-chloropyridin-2-yl)-7-oxo-5H,6H,7H-pyrrolo[3,4-b]pyrazin-5-yl piperazine-1-carboxylate hydrochloride
• IUPAC Traditional name: (5S)-6-(5-chloropyridin-2-yl)-7-oxo-5H-pyrrolo[3,4-b]pyrazin-5-yl piperazine-1-carboxylate hydrochloride
• Synonyms: 1-Piperazinecarboxylic Acid (5S)-6-(5-Chloro-2-pyridinyl)-6,7-dihydro-7-oxo-5H-pyrrolo[3,4-b]pyrazin-5-yl Ester Hydrochloride; (+)-N-Desmethylzopiclone Hydrochloride; SEP 174559 Hydrochloride; N-Demethyl Eszopiclone Hydrochloride Salt

Database IDs

• CAS Number: 300701-71-7
• PubChem SID: 162259891
• PubChem CID: 71315376

CALCULATED PROPERTIES

• Acid pKa: 13.038311
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): -1.8449942
• LogD (pH = 7.4): -0.13213865
• Log P: 0.42349508
• Molar Refractivity: 90.5908 cm^3
• Polarizability: 35.29894 Å^3
• Polar Surface Area: 100.55 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: Off-White Solid
• Melting Point: 217-221°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - D230935

A metabolite of Eszopiclone (E889150).

REFERENCES

• Mannaert, E., et al.: J. Pharm. Biomed. Anal., 14, 1367 (1996)
• Gebauer, M., et al.: Biomed. Chromatogr., 16, 241 (1996)