2H,3H-[1,2,4]triazolo[4,3-a]pyridin-3-one

• ChemBase ID: 144537
• Molecular Formular: C6H5N3O
• Molecular Mass: 135.1234
• Monoisotopic Mass: 135.0432618
• SMILES: c1ccn2c(c1)n[nH]c2=O
• Canonical SMILES: O=c1[nH]nc2n1cccc2
• InChI: InChI=1S/C6H5N3O/c10-6-8-7-5-3-1-2-4-9(5)6/h1-4H,(H,8,10)
• InChIKey: LJRXNXBFJXXRNQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2H,3H-[1,2,4]triazolo[4,3-a]pyridin-3-one
• IUPAC Traditional name: 2H-[1,2,4]triazolo[4,3-a]pyridin-3-one
• Synonyms: 3-Hydroxytriazolo[4,3-a]pyridine; s-Triazolo[4,3-a]pyridin-3-ol; 1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one; NSC 68462; 1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one; 1,2,4-三偶氮[4,3]吡啶酮

Database IDs

• CAS Number: 6969-71-7
• EC Number: 230-191-8
• MDL Number: MFCD00022632
• Beilstein Number: 607433
• PubChem SID: 162238749
• PubChem CID: 81431

CALCULATED PROPERTIES

• Acid pKa: 9.731743
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.48726827
• LogD (pH = 7.4): 0.48542538
• Log P: 0.4872918
• Molar Refractivity: 36.745 cm^3
• Polarizability: 12.953322 Å^3
• Polar Surface Area: 44.7 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform (Sparingly); DMSO
• Apperance: Beige Solid
• Melting Point: 230-235 °C; 232-235°C; 233-235°C

Safety Information

• Storage Condition: Refrigerator
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26; 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Storage Temperature: 2-8°C

Product Information

• Purity: 97%; 98+%
• Empirical Formula (Hill Notation): C6H5N3O

DETAILS

Sigma Aldrich - 736821

Packaging
25 g in glass bottle

Toronto Research Chemicals - T767505

1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one was used to prepare a congener of Trazadone (T718500) which was found to be a potent and selective inhibitor of synaptosomal uptake of 5-hydroxytryptamine.

REFERENCES

• Alhaider, A.A.: J. Pharmac. Sci., 81, 99 (1992)