Desoxypipradrol

Desoxypipradrol
Clinical data
Routes of; administration	By mouth, nasal and sublingual
ATC code	none;
Legal status
Legal status	DE: Anlage II (Authorized trade only, not prescriptible); UK: Class B;
Pharmacokinetic data
Bioavailability	>90%
Metabolism	Liver
Elimination half-life	16–20 hours
Identifiers
	IUPAC name (RS)-2-benzhydrylpiperidine;
CAS Number	519-74-4 5807-81-8 (HCl);
PubChem CID	160506;
ChemSpider	141045 ;
UNII	49UNK1BV8T;
CompTox Dashboard (EPA)	DTXSID90897502 ;
ECHA InfoCard	100.007.525
Chemical and physical data
Formula	C18H21N
Molar mass	251.373 g·mol−1
3D model (JSmol)	Interactive image;
Chirality	Racemic mixture
	SMILES C1(C(C2NCCCC2)C3=CC=CC=C3)=CC=CC=C1;
	InChI InChI=1S/C18H21N/c1-3-9-15(10-4-1)18(16-11-5-2-6-12-16)17-13-7-8-14-19-17/h1-6,9-12,17-19H,7-8,13-14H2 ; Key:RWTNXJXZVGHMGI-UHFFFAOYSA-N ;
	(verify)

Desoxypipradrol, also known as 2-⁠diphenylmethylpiperidine (2-DPMP), is a drug developed by Ciba in the 1950s^[1] which acts as a norepinephrine-dopamine reuptake inhibitor (NDRI).^[2]

^ US Patent 2820038 - 2-Diphenyl-Methyl-Piperidine
^ Ferris RM, Tang FL (September 1979). "Comparison of the effects of the isomers of amphetamine, methylphenidate and deoxypipradrol on the uptake of l-[3H]norepinephrine and [3H]dopamine by synaptic vesicles from rat whole brain, striatum and hypothalamus". The Journal of Pharmacology and Experimental Therapeutics. 210 (3): 422–8. PMID 39160.

[1] US Patent 2820038 - 2-Diphenyl-Methyl-Piperidine

[Ferris_RM_1979-2] Ferris RM, Tang FL (September 1979). "Comparison of the effects of the isomers of amphetamine, methylphenidate and deoxypipradrol on the uptake of l-[3H]norepinephrine and [3H]dopamine by synaptic vesicles from rat whole brain, striatum and hypothalamus". The Journal of Pharmacology and Experimental Therapeutics. 210 (3): 422–8. PMID 39160.

[1]

[2]

Clinical data


Routes of administration	By mouth, nasal and sublingual
ATC code	none
Legal status
Legal status	DE: Anlage II (Authorized trade only, not prescriptible) UK: Class B
Pharmacokinetic data
Bioavailability	>90%
Metabolism	Liver
Elimination half-life	16–20 hours
Identifiers
IUPAC name (RS)-2-benzhydrylpiperidine
CAS Number	519-74-4^Y 5807-81-8 (HCl)
PubChem CID	160506
ChemSpider	141045^Y
UNII	49UNK1BV8T
CompTox Dashboard (EPA)	DTXSID90897502
ECHA InfoCard	100.007.525
Chemical and physical data
Formula	C₁₈H₂₁N
Molar mass	251.373 g·mol⁻¹
3D model (JSmol)	Interactive image
Chirality	Racemic mixture
SMILES C1(C(C2NCCCC2)C3=CC=CC=C3)=CC=CC=C1
InChI InChI=1S/C18H21N/c1-3-9-15(10-4-1)18(16-11-5-2-6-12-16)17-13-7-8-14-19-17/h1-6,9-12,17-19H,7-8,13-14H2^Y Key:RWTNXJXZVGHMGI-UHFFFAOYSA-N^Y
(verify)