Cathinone analogues

Discussion in 'Beta-Ketones' started by enquirewithin, Jun 21, 2005.

  1. enquirewithin

    enquirewithin Gold Member

    Reputation Points:
    Dec 11, 2004
    from bermuda
    New cathinone analogues or ketones are becoming available. The most famous is, of
    course, methylone. In this article methylone and the MDA analogue are
    discussed. Dose anyone know more about cathinone analogues/ ketones?

    Cathinone: An Investigation of Several N-Alkyland Methylenedioxy-Substituted Analogs


    *North Central Laboratory, Drug Enforcement Administration, 500 U. S.
    Customhouse, Chicago, IL 60607, andâ€*Department of Medicinal Chemistry,
    School of Pharmacy, Medical College of Virginia/ Virginia Commonwealth University, Richmond, VA 23298-0540

    Received 24 October 1996; Revised 21 March 1997; Accepted 2 April 1997

    PHARMACOL BIOCHEM BEHAV </span>5 (4) 1109–1116, 1997.

    Structurally, methcathinone is to cathinone what methamphetamine is to
    amphetamine. Due to increased interest in the abuse of such agents we
    wished to determine if certain derivatives of cathinone would behave in
    a manner consistent with what is known about their amphetamine
    counterparts; that is, can amphetamine structure–activity relationships
    be extrapolated to cathinone analogs? As expected on the basis of known
    structure–activity relationships for amphetaminergic agents, both N
    -monoethylcathinone and N -monon

    -propylcathinone (N-Et CAT and N-Pr CAT; ED 50 5 0.77 and 2.03 mg/kg,
    respectively) produced amphetaminelike stimulus effects in rats trained
    to discriminate 1 mg/kg of ( 1)amphetamine from vehicle and were
    somewhat less potent than racemic methcathinone. In contrast, (
    2)N,N-dimethylcathinone or (2)Di Me CAT (ED50 5 0.44 mg/kg) was more
    potent than expected; although (1)N,N-dimethylamphetamine is sevenfold
    less potent than
    (1)methamphetamine, (2)Di MeCAT is only about 1.6-fold less potent than
    (2)methcathinone, and is essentially equipotent with (2)cathinone. In
    addition,although it has been previously demonstrated that
    1-(3,4-methylenedioxyphenyl)-2-aminopropane (MDA) results in stimulus
    generalization in rats trained to discriminate (1 )amphetamine or DOM
    from vehicle, the cathinone counterpart of MDA
    (i.e., MDC) resulted in partial (maximum: 58%) generalization in (1
    )amphetamine-trained animals, and failed to produce.

    7% DOM-appropriate responding in rats trained to discriminate DOM from
    vehicle. On the other hand, the N-methyl analog of MDC (i.e., MDMC)
    behaved in a manner similar to that of the N -methyl analog of MDA
    (i.e., MDMA); that is, a (1)amphetamine stimulus (MDMC: ED

    50 5 2.36 mg/kg) but not a DOM stimulus generalized to MDMC. In
    MDMA-trained rats, stimulus generalization occured both to MDC and MDMC
    (ED 50 5 1.64 and 1.60 mg/kg, respectively). Although this

    and previous studies have demonstrated that significant parallelisms
    exist between the structure activity relationships of amphetamine

    analogs and cathinone analogs, we now report several unexpected
    qualitative and/or quantitative differences. It is suggested that
    caution be used in attempting to draw conclusions or make predictions
    about the activity and potency of novel cathinone analogs by analogy to
    the structure activity relationships derived from amphetamine-related
    agents; it would appear that each new cathinone analog will require
    individual investigation.

    Edited by: enquirewithin
    Last edited by a moderator: Mar 25, 2010