Diphenylmethylpiperazine

Diphenylmethylpiperazine
Skeletal formula of diphenylmethylpiperazine
Ball-and-stick model of the diphenylmethylpiperazine molecule
Names
Preferred IUPAC name
1-(Diphenylmethyl)piperazine
Other names
1-benzhydrylpiperazine; Norcyclizine
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.011.516
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C17H20N2/c1-3-7-15(8-4-1)17(16-9-5-2-6-10-16)19-13-11-18-12-14-19/h1-10,17-18H,11-14H2
SMILES
  • c1c(cccc1)C(c2ccccc2)N3CCNCC3
Properties
Chemical formula
C17H20N2
Molar mass 252.361 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Diphenylmethylpiperazine, also known as benzhydrylpiperazine, is a chemical compound and piperazine derivative. It features a piperazine ring with a benzhydryl (diphenylmethyl) group bound to one of the nitrogens.[1][2] Cyclizine, an antihistamine and anticholinergic drug used to treat motion sickness, is the methylated derivative of diphenylmethylpiperazine, and the antihistamine cinnarizine is another derivative. 1-Benzhydrylpiperazine has been described as having "amphetamine-like effects".[3]

References

  1. ^ Calderon SN (2011). Nonpeptidic delta (delta) opioid agonists and antagonists of the diarylmethylpiperazine class: what have we learned?. Topics in Current Chemistry. Vol. 299. pp. 121–140. Bibcode:2011chop.book..121C. doi:10.1007/128_2010_83. ISBN 978-3-642-18106-1. PMID 21630509. {{cite book}}: |journal= ignored (help)
  2. ^ Kaczor A, Matosiuk D (2002). "Non-peptide opioid receptor ligands - recent advances. Part I - agonists". Curr Med Chem. 9 (17): 1567–1589. doi:10.2174/0929867023369394. PMID 12171553.
  3. ^ Arslan, Zeynep; Okuroğlu, Eda; Şenol, Halil; Türkmen, Zeynep (2024). "1-Benzhydryl-piperazine: Isolation, structure determination, and in silico studies for a novel potential narcotic agent detected in sports supplements". Journal of Food Composition and Analysis. 135 106682. doi:10.1016/j.jfca.2024.106682.