Dichloropane

Dichloropane

Clinical data
ATC code	none
Identifiers
IUPAC name Methyl (1R,2S,3S,5S)-3-(3,4-dichlorophenyl)-8-azabicyclo[3.2.1]octane-2-carboxylate
CAS Number	146725-34-0 Y
PubChem CID	127024
ChemSpider	112783 N
Chemical and physical data
Formula	C16H19Cl2NO2
Molar mass	328.23356 g/mol
3D model (Jmol)	Interactive image
SMILES COC(=O)[C@@H]1[C@H]2CC[C@H](N2C)C[C@@H]1C3=CC(=C(C=C3)Cl)Cl
InChI InChI=1S/C16H19Cl2NO2/c1-19-10-4-6-14(19)15(16(20)21-2)11(8-10)9-3-5-12(17)13(18)7-9/h3,5,7,10-11,14-15H,4,6,8H2,1-2H3/t10-,11+,14+,15-/m0/s1 N Key:JFUNLJPTPCQLIR-PJQZNRQZSA-N N
NY (what is this?)

Dichloropane ((−)-2β-Carbomethoxy-3β-(3,4-dichlorophenyl)tropane, RTI-111, O-401) is a stimulant of the phenyltropane class that acts as a serotonin–norepinephrine–dopamine reuptake inhibitor (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.

Methylecgonidine as the direct precursor to this compound.

The thermodynamic isomer with a trans -CO₂Me group is still active. This isomer was used by Neurosearch to make three different phenyltropanes which were tested in clinical trials.