Metaphit (1- -(3-Isothiocyanato)phenylyclohexylpiperidine) is a research chemical that acts as an acylator of NMDARAn,

sigma Sigma (; uppercase Σ, lowercase σ, lowercase in word-final position ς; grc-gre, σίγμα) is the eighteenth letter of the Greek alphabet. In the system of Greek numerals, it has a value of 200. In general mathematics, uppercase Σ is used ...

and DAT binding sites in the CNS. It is the ''m''-isothiocyanate derivative of

phencyclidine Phencyclidine or phenylcyclohexyl piperidine (PCP), also known as angel dust among other names, is a dissociative anesthetic mainly used recreationally for its significant mind-altering effects. PCP may cause hallucinations, distorted percepti ...

(PCP) and binds irreversibly (forming a covalent bond) to the PCP binding site on the NMDA receptor complex. 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. Metaphit was also shown to prevent d-amphetamine induced hyperactivity, while significantly depleting dopamine content in the nucleus accumbens. Metaphit was the first acylating ligand used to study the

cocaine Cocaine (from , from , ultimately from Quechua: ''kúka'') is a central nervous system (CNS) stimulant mainly used recreationally for its euphoric effects. It is primarily obtained from the leaves of two Coca species native to South Am ...

receptor. It is a structural isomer of the similar research compound

fourphit Fourphit (4-isothiocyanato-1- -phenylcyclohexyliperidine) is a covalent binding NMDA antagonist, dopaminergic and sigma receptor Sigma receptors (σ-receptors) are protein cell surface receptors that bind ligands such as 4-PPBP (4-phenyl-1- ...

, as it and metaphit both are isothiocyanate substituted derivatives of an analogous scaffold shared with PCP.

References

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Pharmacodynamics Pharmacodynamics (PD) is the study of the biochemical and physiologic effects of drugs (especially pharmaceutical drugs). The effects can include those manifested within animals (including humans), microorganisms, or combinations of organisms ( ...

, titlestyle = background:#ccccff , list1 = {{Monoamine reuptake inhibitors {{Ionotropic glutamate receptor modulators {{Sigma receptor modulators Arylcyclohexylamines Dopamine reuptake inhibitors Dissociative drugs NMDA receptor antagonists 1-Piperidinyl compounds Sigma agonists Irreversible antagonists Irreversible agonists Isothiocyanates