Cocaine reverse ester, (also known as Reverse ester cocaine or REC) is a tropane derivative drug which is a reverse ester of cocaine, with the 2-COOCH3 methoxycarbonyl group swapped to an isomeric OCOCH3 acetoxy group. It was synthesised because of the observation that the reverse ester pairs of several structurally related substances show similar activity to each other (see e.g. methylphenidate vs phacetoperane, pethidine vs desmethylprodine). Cocaine reverse ester however did not produce cocaine-like stimulant effects in animal studies,[1] and is also illegal in many jurisdictions as a structural isomer of cocaine; nevertheless it has attracted attention from vendors of quasi-legal designer drugs as a potential alternative to cocaine.
^Daum SJ, Martini CM, Kullnig RK, Clarke RL (May 1972). "Compounds affecting the central nervous system. I. Tropane-2 ,3 -diol derivatives. A reverse ester of cocaine". The Journal of Organic Chemistry. 37 (10): 1665–9. doi:10.1021/jo00975a045. PMID 5031343.
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at the benzoyl ester single bond results in a lower electronegativity than that of cocaine. Cocainereverseester (REC) REC is a cocaine analogue which...
water. Loss of CO2 prevents the reaction from reversing back to cocaine hydrochloride. Free base cocaine separates as an oily layer, floating on the top...
relaxants Sugammadex, helps to reverse the effects of non-depolarizing muscle relaxants Goldberg, MF (1984). "Cocaine: The First Local Anesthetic and...
structural modification of cocaine. The main feature differentiating phenyltropanes from cocaine is that they lack the ester functionality at the 3-position...
drugs such as MDMA ("ecstasy", "molly") and natural alkaloids such as cocaine exert their effects in part by their interaction with MATs, by blocking...
as cocaine and heroin. It is one of the three common ingredients in site enhancement oil used by bodybuilders. Lidocaine is often added to cocaine as...
inhibitory action, pethidine will substitute for cocaine in animals trained to discriminate cocaine from saline. Several analogs of pethidine such as...
extensively characterized. CoCE catalyzes the breakdown of cocaine into metabolite ecgonine methyl ester and benzoic acid. Wild-type CocE is unstable at body...
The drug has been used as an antidepressant and anorectic. It is the reverseester of methylphenidate. Dexmethylphenidate Anvisa (2023-03-31). "RDC Nº...
forms esters with alcohols. They are often isolated as their hydrochloride, e.g., glycine methyl ester hydrochloride. Otherwise the free ester tends to...
which suggest cocaine serves as a negative allosteric modulator to alter the function of the dopamine reuptake transporter (DAT) and reverse its direction...
Leonard N, "Synthesis of isomer-free benzyl methyl acetoacetic methyl ester", published 31 December 1946, assigned to Kay Fries Chemicals Inc. Collins...
Despite the claim made by some urban legends, it is not a cocaine derivative nor analog; cocaine is a local anesthetic and ligand channel blocker with SNDRI...
positional isomer of THC THC-O-acetate, the acetate ester of THC. THC hemisuccinate, the hemisuccinate ester of THC that's water soluble and has rectal bioavailability...
C2–C16 bond to provide dehydropreakuammicine. Hydrolysis of the methyl ester and decarboxylation leads to norfluorocurarine. Stereospecific reduction...
Dangerous Drugs (1925) specifying uniform controls on addictive drugs such as cocaine and opium, and its derivatives. However, the lists of controlled substances...
increased locomotor simulation in response to D1 agonists, amphetamine and cocaine. Neurotransmission in the striatum influences extrapyramidal motor control...
pregnancy. It is a non-nucleoside reverse transcriptase inhibitor (NNRTI) and works by blocking the function of reverse transcriptase. Efavirenz was approved...
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