Prolintane

Prolintane is a central nervous system (CNS) stimulant^[2] and norepinephrine–dopamine reuptake inhibitor (NDRI) of the phenylalkylpyrrolidine family developed in the 1950s.^[3] Being an amphetamine derivative, it is closely related in chemical structure to other drugs such as pyrovalerone, MDPV, and propylhexedrine, and has a similar mechanism of action.^[4] Many cases of prolintane abuse have been reported.^[5]

Trade namesCatovit, Katovit, Promotil, Villescon

Routes of
administrationBy mouth, intranasal, rectal

Drug classStimulant; Norepinephrine–dopamine reuptake inhibitor (NDRI)

ATC code

• N06BX14 (WHO)

Quick facts Clinical data, Trade names ...

Prolintane

Clinical data
Trade names	Catovit, Katovit, Promotil, Villescon
Routes of administration	By mouth, intranasal, rectal
Drug class	Stimulant; Norepinephrine–dopamine reuptake inhibitor (NDRI)
ATC code	N06BX14 (WHO)
Legal status
Legal status	AU: S4 (Prescription only) BR: Class B1 (Psychoactive drugs)[1]
Identifiers
IUPAC name 1-(1-phenylpentan-2-yl)pyrrolidine
CAS Number	493-92-5 N
PubChem CID	14592
ChemSpider	13930 Y
UNII	EM4YZW677H
ChEMBL	ChEMBL2111047 N
CompTox Dashboard (EPA)	DTXSID70862031
ECHA InfoCard	100.007.077
Chemical and physical data
Formula	C15H23N
Molar mass	217.356 g·mol−1
3D model (JSmol)	Interactive image
Melting point	133 °C (271 °F)
Boiling point	153 °C (307 °F)
SMILES CCCC(N1CCCC1)CC2=CC=CC=C2
InChI InChI=1S/C15H23N/c1-2-8-15(16-11-6-7-12-16)13-14-9-4-3-5-10-14/h3-5,9-10,15H,2,6-8,11-13H2,1H3 Y Key:OJCPSBCUMRIPFL-UHFFFAOYSA-N Y
NY (what is this?)  (verify)

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Under the brand name Katovit, prolintane was commercialized by the Spanish pharmaceutical company FHER until 2001. It was most often used by students and workers as a stimulant to provide energy and increase alertness and concentration.^[6] Prolintane and substituted prolintane analogs (fluoro and methyl) show DAT and NET inhibition in the low nano molecular range, which is consistent with NDRI psychostimulants such a methylphenidate.^[7] In addition 4-substituted analogs have SERT inhibition which correlates with amphetamine SAR such as fenfluramine.^[8]