Pyrazole

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Pyrazole
	Image:Pyrazole3d.png
IUPAC name	Pyrazole
Other names	1,2-diazole
Identifiers
CAS number	288-13-1
SMILES	C1=CC=NN1
Properties
Molecular formula	C3H4N2
Molar mass	68.07 g/mol
Melting point	66-70 °C
Boiling point	168-188 °C
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references

Pyrazole refers both to the class of simple aromatic ring organic compounds of the heterocyclic series characterized by a 5-membered ring structure composed of three carbon atoms and two nitrogen atoms in adjacent positions and to the unsubstituted parent compound. Being so composed and having pharmacological effects on humans, they are classified as alkaloids, although they are rare in nature.

Pyrazoles

Pyrazoles are produced synthetically through the reaction of α,β-unsaturated aldehydes with hydrazine and subsequent dehydrogenation.

Image:Pyrazoles synthesis.png

In medicine, pyrazoles are used for their analgesic, anti-inflammatory, antipyretic, antiarrhythmic, tranquilizing, muscle relaxing, psychoanaleptic, anticonvulsant, monoamineoxidase inhibiting, antidiabetic and antibacterial activities.

Pyrazoles react with potassium borohydride to form a class of ligands known as Scorpionates.

Structurally related compounds are pyrazoline and pyrazolidine.

Image:Pyrazole derivatives.png

See also

• Benzimidazole, an imidazole analog with a fused benzene ring.
• Pyrrole, an analog with only one nitrogen atom in position 1.
• Oxazole, an analog with the nitrogen atom in position 1 replaced by oxygen.
• Imidazole, an analog with two non-adjacent nitrogen atoms.
• Simple aromatic ringsTemplate:Heterocyclic-stub

de:Pyrazol it:Pirazolo ja:ピラゾール