N-(3-{3-cyanopyrazolo[1,5-a]pyrimidin-7-yl}phenyl)-N-(2H5)ethylacetamide

• ChemBase ID: 179619
• Molecular Formular: C17H15N5O
• Molecular Mass: 305.3339
• Monoisotopic Mass: 305.12766013
• SMILES: c1cc(n2c(n1)c(cn2)C#N)c1cccc(c1)N(C(=O)C)CC
• Canonical SMILES: CCN(c1cccc(c1)c1ccnc2n1ncc2C#N)C(=O)C
• InChI: InChI=1S/C17H15N5O/c1-3-21(12(2)23)15-6-4-5-13(9-15)16-7-8-19-17-14(10-18)11-20-22(16)17/h4-9,11H,3H2,1-2H3
• InChIKey: HUNXMJYCHXQEGX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(3-{3-cyanopyrazolo[1,5-a]pyrimidin-7-yl}phenyl)-N-(^2H₅)ethylacetamide
• IUPAC Traditional name: N-(3-{3-cyanopyrazolo[1,5-a]pyrimidin-7-yl}phenyl)-N-(^2H₅)ethylacetamide
• Synonyms: N-[3-(3-Cyanopyrazolo[1,5-a]pyrimidin-7-yl)phenyl]-N-ethyl-d5-acetamide; CL-284846-d5; Sonata-d5; Zaleplon-d5

Database IDs

• PubChem SID: 164235529
• PubChem CID: 45040697

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 1.534877
• LogD (pH = 7.4): 1.5348797
• Log P: 1.5348797
• Molar Refractivity: 97.2364 cm^3
• Polarizability: 33.731647 Å^3
• Polar Surface Area: 74.29 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: Pale Yellow Solid
• Melting Point: 181-184°C

Safety Information

• Storage Condition: Controlled Substance outside Canada, -20°C Freezer

DETAILS

Toronto Research Chemicals - Z145002

Selective non-benzodiazepine GABAA receptor agonist.

REFERENCES

• Allen, D., et al.: Eur. J. Clin. Pharmacol., 45, 313 (1993)
• Beer, B., et al.: J. Clin. Pharmacol., 34, 335 (1993)
• Rosen, A.S., et al.: Biopharm. Drug Dispos., 20, 171 (1993)
• Elie, R., et al.: J. Clin. Psychiatry, 60, 536 (1993)
• Heydorn, W.E., et al.: