Pyrazole

Pyrazole
Names
	Preferred IUPAC name 1H-Pyrazole
	Systematic IUPAC name 1,2-Diazacyclopenta-2,4-diene
	Other names 1,2-Diazole
Identifiers
CAS Number	288-13-1 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	103775
ChEBI	CHEBI:17241 ;
ChEMBL	ChEMBL15967 ;
ChemSpider	1019 ;
DrugBank	DB02757 ;
ECHA InfoCard	100.005.471
EC Number	206-017-1;
Gmelin Reference	1360
KEGG	C00481 ;
PubChem CID	1048;
UNII	3QD5KJZ7ZJ ;
CompTox Dashboard (EPA)	DTXSID2059774 ;
	InChI InChI=1S/C3H4N2/c1-2-4-5-3-1/h1-3H,(H,4,5) Key: WTKZEGDFNFYCGP-UHFFFAOYSA-N ; InChI=1/C3H4N2/c1-2-4-5-3-1/h1-3H,(H,4,5) Key: WTKZEGDFNFYCGP-UHFFFAOYAW;
	SMILES c1cn[nH]c1;
Properties
Chemical formula	C3H4N2
Molar mass	68.079 g·mol−1
Melting point	66 to 70 °C (151 to 158 °F; 339 to 343 K)
Boiling point	186 to 188 °C (367 to 370 °F; 459 to 461 K)
Basicity (pKb)	11.5
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H302, H311, H315, H318, H319, H335, H372, H412
Precautionary statements	P260, P261, P262, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P319, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P403+P233, P405, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Pyrazole is an organic compound of azole group with the formula C₃H₃N₂H. It is a heterocycle characterized by a 5-membered ring of three carbon atoms and two adjacent nitrogen atoms, which are in ortho-substitution. Pyrazole is a weak base, with pK_b 11.5 (pK_a of the conjugate acid 2.49 at 25 °C).^[3] Pyrazoles are also a class of compounds that have the ring C₃N₂ with adjacent nitrogen atoms.^[4] Notable drugs containing a pyrazole ring are celecoxib (celebrex) and the anabolic steroid stanozolol.

^ "Front Matter". Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 141. doi:10.1039/9781849733069-FP001 (inactive 12 April 2024). ISBN 978-0-85404-182-4.{{cite book}}: CS1 maint: DOI inactive as of April 2024 (link)
^ "Pyrazole". pubchem.ncbi.nlm.nih.gov. Retrieved 17 February 2024.
^ "Dissociation constants of organic acids and bases" (PDF). Archived (PDF) from the original on 12 July 2017.
^ Eicher, T.; Hauptmann, S. (2003). The Chemistry of Heterocycles: Structure, Reactions, Syntheses, and Applications (2nd ed.). Wiley-VCH. ISBN 3-527-30720-6.

[iupac2013-1] "Front Matter". Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 141. doi:10.1039/9781849733069-FP001 (inactive 12 April 2024). ISBN 978-0-85404-182-4.{{cite book}}: CS1 maint: DOI inactive as of April 2024 (link)

[2] "Pyrazole". pubchem.ncbi.nlm.nih.gov. Retrieved 17 February 2024.

[3] "Dissociation constants of organic acids and bases" (PDF). Archived (PDF) from the original on 12 July 2017.

[Eicher-4] Eicher, T.; Hauptmann, S. (2003). The Chemistry of Heterocycles: Structure, Reactions, Syntheses, and Applications (2nd ed.). Wiley-VCH. ISBN 3-527-30720-6.

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Pyrazole

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