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Skeletal formula with numbering convention
Pyridazine molecule
Pyridazine molecule
IUPAC name
Other names
1,2-diazine, orthodiazine, oizine
289-80-5 YesY
ChEBI CHEBI:30954 YesY
ChemSpider 8902 YesY
Jmol 3D model Interactive image
PubChem 9259
RTECS number GY2390000
Molar mass 80.09 g/mol
Appearance colorless liquid
Density 1.107 g/cm3
Melting point −8 °C (18 °F; 265 K)
Boiling point 208 °C (406 °F; 481 K)
Related compounds
Related compounds
pyridine, pyrimidine, pyrazine
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Pyridazine is a heterocyclic organic compound with the molecular formula (CH)4N2. It contains a six-membered ring with two adjacent nitrogen atoms, and is aromatic.[1] It is a colorless liquid with a boiling point of 208 °C. It is isomeric with two other (CH)4N2 rings, pyrimidine and pyrazine.


Pyridazines are rare in nature, possibly reflecting the scarcity of naturally occurring hydrazines, common building blocks for the synthesis of these heterocycles. The pyridazine structure is a popular pharmacophore which is found within a number of herbicides such as credazine, pyridafol and pyridate. It is also found within the structure of several drugs such as cefozopran, cadralazine, minaprine, pipofezine, and hydralazine.


In the course of his classic investigation on the Fischer indole synthesis, Emil Fischer prepared the first pyridazine via the condensation of phenylhydrazine and levulinic acid.[2] The parent heterocycle was first prepared by oxidation of benzocinnoline to the pyridazinetetracarboxylic acid followed by decarboxylation. A better route to this otherwise esoteric compound starts with the maleic hydrazide. These heterocycles are often prepared via condensation of 1,4-diketones or 4-ketoacids with hydrazines.[3]


  1. ^ Gumus, S. (2011). "A computational study on substituted diazabenzenes" (PDF). Turk J Chem. 35: 803–808. 
  2. ^ Fischer, E. (1886). "Indole aus Phenylhydrazin". Justus Liebigs Annalen der Chemie. 236 (1-2): 126–151. doi:10.1002/jlac.18862360107. 
  3. ^ Tišler, M.; Stanovnik, B. (1968). "Pyridazines". Advances in Heterocyclic Chemistry. 9: 211–320. doi:10.1016/S0065-2725(08)60374-8.