Acetone hydrazone (isopropylidenehydrazine) is the product of

condensation Condensation is the change of the state of matter from the gas phase into the liquid phase, and is the reverse of vaporization. The word most often refers to the water cycle. It can also be defined as the change in the state of water vapor ...

acetone Acetone (2-propanone or dimethyl ketone) is an organic compound with the chemical formula, formula . It is the simplest and smallest ketone (). It is a colorless, highly Volatile organic compound, volatile, and flammable liquid with a charact ...

and

hydrazine Hydrazine is an inorganic compound with the chemical formula . It is a simple pnictogen hydride, and is a colourless flammable liquid with an ammonia-like odour. Hydrazine is highly hazardous unless handled in solution as, for example, hydraz ...

, as typical for

hydrazone Hydrazones are a class of organic compounds with the structure . They are related to ketones and aldehydes by the replacement of the oxygen =O with the = functional group. They are formed usually by the action of hydrazine on ketones or aldehydes. ...

formation. It is an intermediate in the synthesis of . : Acetone hydrazone to 2-diazopropane

Acetone hydrazone can be produced on large scale by reaction of

acetone azine Acetone azine is the simplest ketazine. It is an intermediate in some hydrazine manufacturing processes. Synthesis Acetone azine can be prepared from acetone and hydrazine: :2 (CH3)2CO + N2H4 → 2 H2O + CH3)2C=Nsub>2 It can also be produc ...

with

, a more convenient reaction than direct reaction of acetone and hydrazine. Likewise, it is susceptible to

disproportionation In chemistry, disproportionation, sometimes called dismutation, is a redox reaction in which one compound of intermediate oxidation state converts to two compounds, one of higher and one of lower oxidation state. The reverse of disproportionatio ...

to revert to acetone azine and hydrazine, especially in the presence of water. : Acetone azine to acetone hydrazone

The chemical is one of the metabolic products of the

antihypertensive Antihypertensives are a class of drugs that are used to treat hypertension (high blood pressure). Antihypertensive therapy seeks to prevent the complications of high blood pressure, such as stroke, heart failure, kidney failure and myocardial infa ...

pharmaceutical

hydralazine Hydralazine, sold under the brand name Apresoline among others, is a medication used to treat high blood pressure and heart failure. This includes high blood pressure in pregnancy and very high blood pressure resulting in symptoms. It has bee ...

, and itself also have antihypertensive effects.

References

{{organic-compound-stub Hydrazones