2,3-dihydroxybutanedioic acid; N,N-dimethyl-2-[6-methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridin-3-yl]acetamide

• ChemBase ID: 179723
• Molecular Formular: C23H27N3O7
• Molecular Mass: 457.47638
• Monoisotopic Mass: 457.18490022
• SMILES: c1(n2c(nc1c1ccc(cc1)C)ccc(c2)C)CC(=O)N(C)C.C(C(C(=O)O)O)(C(=O)O)O
• Canonical SMILES: OC(=O)C(C(C(=O)O)O)O.Cc1ccc(cc1)c1nc2n(c1CC(=O)N(C)C)cc(cc2)C
• InChI: InChI=1S/C19H21N3O.C4H6O6/c1-13-5-8-15(9-6-13)19-16(11-18(23)21(3)4)22-12-14(2)7-10-17(22)20-19;5-1(3(7)8)2(6)4(9)10/h5-10,12H,11H2,1-4H3;1-2,5-6H,(H,7,8)(H,9,10)
• InChIKey: NYVVVBWEVRSKIU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,3-dihydroxybutanedioic acid; N,N-dimethyl-2-[6-methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridin-3-yl]acetamide
• IUPAC Traditional name: 2,3-dihydroxybutanedioic acid; N,N-dimethyl-2-[6-methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridin-3-yl]acetamide
• Synonyms: Ambien; Zolpidem Tartrate

Database IDs

• CAS Number: 103188-50-7
• PubChem SID: 164235633
• PubChem CID: 18004026

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.6505303
• LogD (pH = 7.4): 3.0101333
• Log P: 3.0176268
• Molar Refractivity: 93.5837 cm^3
• Polarizability: 36.373756 Å^3
• Polar Surface Area: 37.61 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Mechanism of Action: Benzodiazepine (type I) receptor agonist

Product Information

• Salt Data: Tartrate
• Application(s): Hypnotic used for the short-term treatment of insomnia and some brain disorders

REFERENCES

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• Martindale, The Extra Pharmacopoeia, 32nd edn., Pharmaceutical Press, 1999, 698
• Holm, K.J. et al., Drugs, 2000, 59, 865-889