Metaphit

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Metaphit
Metaphit.svg
Names
IUPAC name
1-[1-(3-isothiocyanatophenyl)cyclohexyl]piperidine
Identifiers
ChEMBL ChEMBL41541 YesY
ChemSpider 102730 YesY
Jmol 3D model Interactive image
PubChem 114745
  • InChI=1S/C18H24N2S/c21-15-19-17-9-7-8-16(14-17)18(10-3-1-4-11-18)20-12-5-2-6-13-20/h7-9,14H,1-6,10-13H2 YesY
    Key: FGSGBQAQSPSRJK-UHFFFAOYSA-N YesY
  • InChI=1/C18H24N2S/c21-15-19-17-9-7-8-16(14-17)18(10-3-1-4-11-18)20-12-5-2-6-13-20/h7-9,14H,1-6,10-13H2
    Key: FGSGBQAQSPSRJK-UHFFFAOYAE
  • S=C=N\c1cccc(c1)C3(N2CCCCC2)CCCCC3
Properties
C18H24N2S
Molar mass 300.462
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
YesY verify (what is YesYN ?)
Infobox references
Metaphit as a methanesulfonate salt

Metaphit (1-[1-(3-Isothiocyanato)phenyl]cyclohexylpiperidine) is a research chemical that acts as an acylator of NMDARAn, sigma and DAT binding sites in the CNS. It is the m-isothiocyanate derivative of phencyclidine & binds irreversibly (forming a covalent bond) to the PCP binding site on the NMDA receptor complex.[1] However, later studies suggest the functionality of metaphit is mediated by sites not involved in PCP-induced passive avoidance deficit, and not related to the NMDA receptor complex.[2] Metaphit was also shown to prevent d-amphetamine induced hyperactivity, while significantly depleting dopamine content in the nucleus accumbens.[3] Metaphit was the first acylating ligand used to study the cocaine receptor.[4]

References

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