Pyridazine
Template:Short description <templatestyles src="Chembox/styles.css"/>
Template:Chembox image cellTemplate:Chembox AllOtherNamesTemplate:Chembox headerbarTemplate:Chembox IndexlistTemplate:Chembox JmolTemplate:Chembox ChEMBLTemplate:Chembox ECHATemplate:Chembox E numberTemplate:Chembox IUPHAR ligandTemplate:Chembox UNIITemplate:Chembox CompToxTemplate:Chembox headerbarTemplate:Chembox SolubilityInWaterTemplate:Chembox headerbarTemplate:Chembox headerbarTemplate:Chembox GHS (set)Template:Chembox headerbarTemplate:Chembox Datapage checkTemplate:Chembox Footer| Template:Chembox image sbs cell | |
| Template:Longitem | Template:Unbulleted list |
| Template:Longitem | 103906 |
| ChEBI | Template:Unbulleted list |
| ChemSpider | Template:Unbulleted list |
| DrugBank | Template:Unbulleted list |
| EC Number | Template:Unbulleted list |
| Template:Longitem | 49310 |
| KEGG | Template:Unbulleted list |
| Template:Longitem | Template:Unbulleted list |
| RTECS number | Template:Unbulleted list |
| Script error: No such module "collapsible list". | |
| Script error: No such module "collapsible list". | |
| Template:Longitem | Template:Chembox Elements/molecular formula |
| Molar mass | Template:Chem molar mass |
| Appearance | Colorless liquid |
| Density | 1.107 g/cm3 |
| Melting point | Template:Chembox CalcTemperatures |
| Boiling point | Template:Chembox CalcTemperatures |
| Solubility | miscible in dioxane, ethanol soluble in benzene, diethyl ether negligible in cyclohexane, ligroin |
| Template:Longitem | 1.52311 (23.5 °C) |
| Template:Longitem | 224.9 kJ/mol |
| Flash point | Template:Chembox CalcTemperatures |
| Template:Longitem | Template:Unbulleted list |
Template:Chembox Footer/trackingScript error: No such module "TemplatePar".Template:Short description
Pyridazine is an aromatic, heterocyclic, organic compound with the molecular formula Template:Chem2. It contains a six-membered ring with two adjacent nitrogen atoms.[2] It is a colorless liquid with a boiling point of 208 °C. It is isomeric with two other diazine (Template:Chem2) rings, pyrimidine and pyrazine.
Occurrence
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.
Synthesis
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.[3] 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.[4]
References
Template:Simple aromatic rings
Script error: No such module "Authority control".