Structure via PubChem · Public domain (PubChem)
pyrazole
Sign in to saveAlso known as 1,2-Diazole, Hpz, 1H-Pyrazol
Pyrazole is an organic compound with the formula . It is a heterocycle characterized as an azole with a 5-membered ring of three carbon atoms and two adjacent nitrogen atoms, which are in ortho-substitution. Pyrazoles are also a class of compounds that have the ring C3N2 with adjacent nitrogen atoms. Pyrazole itself has few applications but many substituted pyrazoles are of commercial interest. Notable drugs containing a pyrazole ring are celecoxib (celebrex) and the anabolic steroid stanozolol.
Chemical data
- Formula
- C3H4N2
- Molecular weight
- 68.08 g/mol
- IUPAC name
- 1H-pyrazole
- SMILES
- C1=CNN=C1
- InChIKey
- WTKZEGDFNFYCGP-UHFFFAOYSA-N
- XLogP
- 0.3
- Polar surface area
- 28.7 Ų
- H-bond donors
- 1
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Research
76,074 papers- Pyrazole: an emerging privileged scaffold in drug discovery.Future medicinal chemistry · 2023
- Pyrazole Paradigms: Unveiling Synthetic Pathways and Unraveling Anti-Cancer Potential.Medicinal chemistry (Shariqah (United Arab Emirates)) · 2024
- Pyrazole, Pyrazoline, and Fused Pyrazole Derivatives: New Horizons in EGFR-Targeted Anticancer Agents.Chemistry & biodiversity · 2024
- Pyrazole-based analogs as potential antibacterial agents against methicillin-resistance staphylococcus aureus (MRSA) and its SAR elucidation.European journal of medicinal chemistry · 2021
- Pyrazole Scaffold Synthesis, Functionalization, and Applications in Alzheimer's Disease and Parkinson's Disease Treatment (2011-2020).Molecules (Basel, Switzerland) · 2021
via PubMed
Wikidata facts
- Mass
- 68.037
Show 5 more facts
- Commons category
- Pyrazole
- chemical formula
- C₃H₄N₂
- canonical SMILES
- C1=CNN=C1
- boiling point
- 187
- melting point
- 68
via Wikidata · CC0
~3 min read
Article
8 sectionsContents
- Properties
- History
- Preparation
- Occurrence and uses
- Conversion to scorpionates
- See also
- References
- Further reading
Pyrazole is an organic compound with the formula . It is a heterocycle characterized as an azole with a 5-membered ring of three carbon atoms and two adjacent nitrogen atoms, which are in ortho-substitution. Pyrazoles are also a class of compounds that have the ring C3N2 with adjacent nitrogen atoms. Pyrazole itself has few applications but many substituted pyrazoles are of commercial interest. Notable drugs containing a pyrazole ring are celecoxib (celebrex) and the anabolic steroid stanozolol.
==Properties== Pyrazole is a weak base, with pKb 11.5 (pKa of the conjugate acid 2.49 at 25 °C). According to X-ray crystallography, the compound is planar. The two C-N distances are similar, both near 1.33 Å