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Pyrazolopyrimidine

From Wikipedia, the free encyclopedia
Pyrazolo[1,5-a]pyrimidine
Names
Preferred IUPAC name
Pyrazolo[1,5-a]pyrimidine
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard100.227.461Edit this at Wikidata
UNII
  • InChI=1S/C6H5N3/c1-3-7-6-2-4-8-9(6)5-1/h1-5H
    Key: LDIJKUBTLZTFRG-UHFFFAOYSA-N
  • InChI=1/C6H5N3/c1-3-7-6-2-4-8-9(6)5-1/h1-5H
    Key: LDIJKUBTLZTFRG-UHFFFAOYAL
  • n1cccn2nccc12
Properties
C6H5N3
Molar mass119.127 g·mol−1
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
Chemical compound

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.

Pharmaceuticals

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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".

Zaleplon

Pesticides

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

Pyrazophos

See also

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References

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  1. ^"Note that according to other sources, the structure is different, and the sum formula is C5H4N4: see pyrazolopyrimidine on".ChemSpider. Retrieved2018-11-07.


Stimulants
Depressants
Hallucinogens
Entactogens
Psychiatric drugs
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