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| Names | |
|---|---|
| Preferred IUPAC name 1-[1-(3-Isothiocyanatophenyl)cyclohexyl]piperidine | |
| Identifiers | |
3D model (JSmol) | |
| ChEMBL | |
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| UNII | |
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| Properties | |
| C18H24N2S | |
| Molar mass | 300.462 |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
Metaphit (1-[1-(3-Isothiocyanato)phenyl]cyclohexylpiperidine) is a research chemical that acts as an acylator ofNMDARAn,sigma andDAT binding sites in theCNS. It is them-isothiocyanate derivative ofphencyclidine (PCP) and binds irreversibly (forming acovalent 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 thecocaine receptor.[4] It is a structural isomer of the similar research compoundfourphit, as it and metaphit both are isothiocyanate substituted derivatives of an analogous scaffold shared with PCP.[5]
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