Diphenylmethylpiperazine

Diphenylmethylpiperazine

Names
Preferred IUPAC name 1-(Diphenylmethyl)piperazine
Other names 1-benzhydrylpiperazine; Norcyclizine
Identifiers
CAS Number	841-77-0
3D model (JSmol)	Interactive image
ChemSpider	63238
ECHA InfoCard	100.011.516
PubChem CID	70048
UNII	NU6V5ZHD9P  Y
CompTox Dashboard (EPA)	DTXSID80232968
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 (diphenyl methyl) 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.