Pyrimidinylpiperazine

Pyrimidinylpiperazine

Names
Preferred IUPAC name 2-(Piperazin-1-yl)pyrimidine
Identifiers
CAS Number	20980-22-7 N
3D model ( JSmol )	Interactive image
ChEBI	CHEBI:166562
ChEMBL	ChEMBL724 Y
ChemSpider	80080 Y
ECHA InfoCard	100.040.107
EC Number	244-135-5
PubChem CID	88747
UNII	H3B5B38F56
CompTox Dashboard (EPA)	DTXSID00864967
InChI InChI=1S/C8H12N4/c1-2-10-8(11-3-1)12-6-4-9-5-7-12/h1-3,9H,4-7H2 Y Key: MRBFGEHILMYPTF-UHFFFAOYSA-N Y InChI=1S/C8H12N4/c1-2-10-8(11-3-1)12-6-4-9-5-7-12/h1-3,9H,4-7H2 InChI=1S/C8H12N4/c1-2-10-8(11-3-1)12-6-4-9-5-7-12/h1-3,9H,4-7H2 Key: MRBFGEHILMYPTF-UHFFFAOYSA-N
SMILES n1cccnc1N2CCNCC2
Properties
Chemical formula	C8H12N4
Molar mass	164.21 g/mol
Hazards
GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H314, H315, H319, H335
Precautionary statements	P260, P261, P264, P271, P280, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P321, P332+P313, P337+P313, P362, P363, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is YN ?) Infobox references

1-(2-Pyrimidinyl)piperazine (1-PP, 1-PmP) is a

A number of pyrimidinylpiperazine derivatives are drugs, including:

• Buspirone – anxiolytic
• Dasatinib – anticancer agent
• Eptapirone – anxiolytic
• Gepirone – anxiolytic
• Ipsapirone – anxiolytic
• Piribedil – antiparkinsonian agent
• Revospirone – anxiolytic
• Tandospirone – anxiolytic
• Tirilazad – neuroprotective agent
• Umespirone – anxiolytic
• Zalospirone – anxiolytic

The anxiolytics are also classified as azapirones due to the azaspirodecanedione moiety in their structures. 1-PP is a common metabolite of most or all of the listed agents.^[1][6] Alnespirone, binospirone, and enilospirone, despite being azapirones, are not piperazines and therefore do not metabolize to 1-PP, and while perospirone and tiospirone are piperazines, they are instead benzothiazole-substituted piperazines and do not metabolize to 1-PP either.

See also

• Substituted piperazine
• Pyridinylpiperazine
• Phenylpiperazine
• Diphenylmethylpiperazine
• Benzylpiperazine

References