Dichloropane

Dichloropane
Clinical data
ATC code	none;
Legal status
Legal status	UK: Under Psychoactive Substances Act; US: Schedule II;
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 ;
PubChem CID	127024;
ChemSpider	112783 ;
UNII	V7SQE82R87;
CompTox Dashboard (EPA)	DTXSID20932894 ;
Chemical and physical data
Formula	C15H17Cl2NO2
Molar mass	314.21 g·mol−1
3D model (JSmol)	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 ; Key:JFUNLJPTPCQLIR-PJQZNRQZSA-N ;
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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, 18, and 0.79 nM, respectively. In animal studies, dichloropane had a slower onset and longer duration of action compared to cocaine.

Methylecgonidine is the direct precursor to this compound.

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