HDMP-28

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HDMP-28
Legal status
Legal status
Identifiers
  • Methyl (naphthalen-2-yl)(piperidin-2-yl)acetate
JSmol)
  • O=C(OC)[C@H](C1=CC2=C(C=C1)C=CC=C2)[C@]3([H])CCCCN3

  • O=C(OC)[C@H](c2cc1ccccc1cc2)[C@@H]3NCCCC3
  • InChI=1S/C18H21NO2/c1-21-18(20)17(16-8-4-5-11-19-16)15-10-9-13-6-2-3-7-14(13)12-15/h2-3,6-7,9-10,12,16-17,19H,4-5,8,11H2,1H3/t16-,17-/m1/s1 ☒N
  • Key:DNRNSIJBSCBESJ-IAGOWNOFSA-N ☒N
 ☒NcheckY (what is this?)  (verify)

HDMP-28 or methylnaphthidate is a piperidine based stimulant drug, closely related to methylphenidate, but with the benzene ring replaced by naphthalene. It is a potent dopamine reuptake inhibitor, with several times the potency of methylphenidate and a short duration of action,[1] and is a structural isomer of another potent dopamine reuptake inhibitor, N,O-Dimethyl-4-(2-naphthyl)piperidine-3-carboxylate. It has been sold as a designer drug since around 2015.[2]

HDMP-28 and CFT overlay

Most of the TMP analogs of HDMP-28 have

triple reuptake inhibitor.[3]

aEffect of (dl-threo) TMP and analogs on DA and 5-HT Transporters.
Inhibition of specific analogs at displacing CFT from binding to DAT & RTI-55 from binding to SERT
Ar [3H]
CFT
DAT 		[3H]DA Uptake [3H]RTI-55 SERT Inhibition by 10 μM D.R. Potency
Ph 83.9 224 ≫10,000 19.6 2.7 1.00
p-F 35.0 142 >10,000 36.9 4.1 3.33
m-Cl 5.1 23.0 >10,000 45.5 4.5 2.42
p-Me 33.0 126 >10,000 45.0 3.8 0.74
p-NH2 34.5 114 ≫10,000 7.9 3.3 2.18
m,p-Cl2 5.3 (2.67)b 7.0 1,064 (>10,000)b 93.3 1.3 7.98
β-Naphthyl 33.9b 11.0c 53.0c 71.6b ND 4.8c —
Cocaine 160 404 401 nd 2.5 0.41
aSchweri, et al. (2002);[4] bDavies, et al. (2004);[5] cDeutsch, et al. (2001).[6]

D.R. is the discrimination ratio = [3H]DA ÷ [3H]CFT.

A low D.R. indicates more addictive, whereas a high D.R. indicates low propensity for self-administration.

Legality

HDMP-28 is illegal in Switzerland as of December 2015.[7]

See also

References

  1. S2CID 5654856
    .
  2. PMID 30657540
  3. PMID 15026075
    .
  4. PMID 11961053
    .
  5. PMID 15026075
    .
  6. PMID 11461755
    .
  7. ^ "Verordnung des EDI über die Verzeichnisse der Betäubungsmittel, psychotropen Stoffe, Vorläuferstoffe und Hilfschemikalien". Der Bundesrat.
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