Dichloropane ((−)-2β-Carbomethoxy-3β-(3,4-dichlorophenyl)tropane, RTI-111, O-401) is a
stimulant of the
phenyltropane
Phenyltropanes (PTs) were originally developed to reduce cocaine addiction and dependency. In general these compounds act as inhibitors of the plasmalemmal monoamine reuptake transporters. Although RTI holds a strong position in this field, ...
class that acts as a
serotonin–norepinephrine–dopamine reuptake inhibitor
A serotonin–norepinephrine–dopamine reuptake inhibitor (SNDRI), also known as a triple reuptake inhibitor (TRI), is a type of drug that acts as a combined reuptake inhibitor of the monoamine neurotransmitters serotonin, norepinephrine, a ...
(SNDRI) with
IC50 values of 3.13, 0.79 and 18 nM, respectively. In animal studies, dichloropane had a slower onset and longer duration of action compared to
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 Ameri ...
.
Methylecgonidine
Methylecgonidine (anhydromethylecgonine; anhydroecgonine methyl ester; AEME) is a chemical intermediate derived from ecgonine or cocaine.
Methylecgonidine is a pyrolysis product formed when crack cocaine is smoked, making this substance a useful ...
is the direct precursor to this compound.
Trans -CO2Me group
The thermodynamic isomer with a trans -CO
2Me group is still active. This isomer was used by Neurosearch to make three different phenyltropanes which were tested in clinical trials.
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Tesofensine
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Brasofensine
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NS-2359 (GSK-372,475)
See also
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3,4-DCMP
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O-2390
O-2390 (3,4-Dichloro-alpha-PVP, DCPVP) is a recreational designer drug from the substituted cathinone family, which acts as a potent inhibitor of dopamine and noradrenaline reuptake ''in vitro'', with weaker but still significant inhibition of ...
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List of cocaine analogues
This is a list of cocaine analogues. A cocaine analogue is an (usually) artificial construct of a novel chemical compound from (often the starting point of natural) cocaine's molecular structure, with the result product sufficiently similar to co ...
*
List of phenyltropanes
References
{{Phenyltropanes
Chloroarenes
Designer drugs
RTI compounds
Serotonin–norepinephrine–dopamine reuptake inhibitors
Stimulants
Tropanes