| Names | |
|---|---|
| Preferred IUPAC name Pyrazolo[1,5-a]pyrimidine | |
| Identifiers | |
| |
3D model (JSmol) | |
| ChemSpider | |
| ECHA InfoCard | 100.227.461 |
| UNII | |
| |
| |
| Properties | |
| C6H5N3 | |
| Molar mass | 119.127 g·mol−1 |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
Pyrazolopyrimidines are a series ofisomericheterocyclicchemical compounds with the molecular formula C6H5N3.[1] They form the central core of a variety of more complex chemical compounds including some pharmaceuticals and pesticides.
One isomer of pyrazolopyrimidines, known as pyrazolo[1,5-a]pyrimidine, is the basis for a class ofsedative andanxiolyticdrugs related (in terms of their effect) tobenzodiazepines.
Most of the drugs from this class marketed to date are intended to inducesleep, and are prescribed for people sufferinginsomnia, however some newer compounds produceanxiolytic effects with relatively little sedation, and are being developed for use as non-sedating anti-anxiety drugs.
They include:
As they are not chemically related to the benzodiazepines despite their similar effect, such drugs—as well as theimidazopyridines andcyclopyrrones—are sometimes grouped together and referred to as "nonbenzodiazepines".

A related use is in pyrazolopyrimidineorganothiophosphatepesticides including chlorprazophos (insecticide) andpyrazophos (fungicide, insecticide).
