1-methyl-4-({[3-(5-methyl-1,2-oxazol-3-yl)-[1,2,4]triazolo[3,4-a]phthalazin-6-yl]oxy}methyl)-1H-1,2,3-triazole

• ChemBase ID: 130268
• Molecular Formular: C17H14N8O2
• Molecular Mass: 362.34546
• Monoisotopic Mass: 362.12397173
• SMILES: c1n(C)nnc1COc1c2ccccc2c2nnc(n2n1)c1cc(on1)C
• Canonical SMILES: Cn1nnc(c1)COc1nn2c(nnc2c2c1cccc2)c1noc(c1)C
• InChI: InChI=1S/C17H14N8O2/c1-10-7-14(22-27-10)16-20-19-15-12-5-3-4-6-13(12)17(21-25(15)16)26-9-11-8-24(2)23-18-11/h3-8H,9H2,1-2H3
• InChIKey: NZMJFRXKGUCYNP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-methyl-4-({[3-(5-methyl-1,2-oxazol-3-yl)-[1,2,4]triazolo[3,4-a]phthalazin-6-yl]oxy}methyl)-1H-1,2,3-triazole
• IUPAC Traditional name: Α5IA
• Synonyms: Α5IA; 1,2,4-Triazolo[3,4-a]phthalazine, 3-(5-methyl-3-isoxazolyl)-6-[(1-methyl-1H-1,2,3-triazol-4-yl)methoxy]-; 3-(5-Methylisoxazol-3-yl)-6-(1-methyl-1,2,3-triazol-4-yl)methoxy-1,2,4-triazolo[3,4-a]phthalazine; α5IA

Database IDs

• CAS Number: 215874-86-5
• MDL Number: MFCD09832717
• PubChem SID: 162224548
• PubChem CID: 6918451
• Chemspider ID: 5293648
• Wikipedia Title: Α5IA

CALCULATED PROPERTIES

• H Acceptors: 7
• H Donor: 0
• LogD (pH = 5.5): 1.9464331
• LogD (pH = 7.4): 1.9464405
• Log P: 1.9464405
• Molar Refractivity: 129.8888 cm^3
• Polarizability: 36.89909 Å^3
• Polar Surface Area: 109.05 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >2 mg/mL
• Apperance: off-white to light yellow powder

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C17H14N8O2

DETAILS

Sigma Aldrich - A2734

Biochem/physiol Actions
α5IA is a selective inverse agonist for Α5 subtype of GABAA receptor with a higher intrinsic activity at the A5 subtype than other drugs. α5IA enhances cognition in laboratory animals without being proconvulsant or anxiogenic. α5IA acts as an "alcohol antagonist," markedly reducing the amnesic effect of alcohol and partially attenuating sedation, similar to Ro15-4513, but without the anxiogenic effect. α5IA offers promise as a tool to study cognitive disorders, memory function, and treatment of alcohol-related disorders.