Dimethocaine

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Dimethocaine
Dimethocaine-structure.svg
Systematic (IUPAC) name
(3-diethylamino-2,2-dimethylpropyl)-4-aminobenzoate
Clinical data
Legal status ?
Identifiers
CAS number 94-15-5 YesY
553-63-9 (HCl)
ATC code None
PubChem CID 7177
ChemSpider 6909 N
UNII R3L4A6GOWZ YesY
Chemical data
Formula C16H26N2O2 
Mol. mass 278.39
 N (what is this?)  (verify)

Dimethocaine (larocaine) is a local anesthetic with stimulant properties that some studies have shown to be half the potency of cocaine.[1][2][3] Dimethocaine also presents strain on the cardiovascular systems,[medical citation needed] like cocaine (60%), with the potential to induce tachycardia which could be problematic for those who continuously redose. Additional reports of respiratory arrest have been noted.[medical citation needed]

When a product sold online in the UK in June 2010, advertised as dimethocaine was tested, it was found to in fact be a mixture of caffeine and lidocaine,[4] and the lack of any dopaminergic stimulant ingredient in such mixes may explain the limited recreational effects reported by many users. Other samples tested have however been shown to contain genuine dimethocaine, and one branded "bath salt" product containing primarily dimethocaine as the active ingredient, was noted to have been particularly subject to abuse by intravenous drug users in Ireland.[5]

p-NH2-[edit]

The p-NH2 pharmacophore in dimethocaine is a relatively uncommon structural feature for a dopamine reuptake inhibitor, although it is also present in other compounds such as GYKI-52895 and RTI-29. {Also, c.f. nomifensine as well as SAR for JNJ-7,925,476. In latter case, extremely strong stimulant compound but also claimed to be high toxicity.}

See also[edit]

References[edit]

  1. ^ Wilcox, KM; Kimmel, HL; Lindsey, KP; Votaw, JR; Goodman, MM; Howell, LL (2005). "In vivo comparison of the reinforcing and dopamine transporter effects of local anesthetics in rhesus monkeys and rabbits.". Synapse 58 (4): 220–8. doi:10.1002/syn.20199. PMID 16206183. 
  2. ^ Woodward JJ, Compton DM, Balster RL, Martin BR (April 1995). "In vitro and in vivo effects of cocaine and selected local anesthetics on the dopamine transporter". Eur. J. Pharmacol. 277 (1): 7–13. doi:10.1016/0014-2999(95)00042-J. PMID 7635175. 
  3. ^ Rigon, AR; Takahashi, RN (1996). "Stimulant activities of dimethocaine in mice: reinforcing and anxiogenic effects.". Psychopharmacology 127 (4): 323–7. doi:10.1007/s002130050093. PMID 8923567. 
  4. ^ Brandt, S. D.; Sumnall, H. R.; Measham, F.; Cole, J. (2010). "Second generation mephedrone. The confusing case of NRG-1". BMJ 341: c3564. doi:10.1136/bmj.c3564. PMID 20605894.  edit
  5. ^ An overview of new psychoactive substances and the outlets supplying them