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Prolintane

From Wikipedia, the free encyclopedia

Prolintane
Clinical data
Trade namesCatovit, Katovit, Promotil, Villescon
Routes of
administration		By mouth, intranasal, rectal
Drug classStimulant; Norepinephrine–dopamine reuptake inhibitor (NDRI)
ATC code
Legal status
Legal status
Identifiers
  • 1-(1-phenylpentan-2-yl)pyrrolidine
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.007.077 Edit this at Wikidata
Chemical and physical data
FormulaC15H23N
Molar mass217.356 g·mol−1
3D model (JSmol)
Melting point133 °C (271 °F)
Boiling point153 °C (307 °F)
  • CCCC(N1CCCC1)CC2=CC=CC=C2
  • 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 checkY
  • Key:OJCPSBCUMRIPFL-UHFFFAOYSA-N checkY
 X markNcheckY (what is this?)  (verify)

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]

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 nanomolar range, which is consistent with NDRI psychostimulants such a methylphenidate.[6] In addition 4-substituted analogs have SERT inhibition which correlates with amphetamine SAR such as fenfluramine.[6]

See also

[edit]

References

[edit]
  1. ↑ Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-16.
  2. ↑ Hollister LE, Gillespie HK (March–April 1970). "A new stimulant, prolintane hydrochloride, compared with dextroamphetamine in fatigued volunteers". The Journal of Clinical Pharmacology and the Journal of New Drugs. 10 (2): 103–109. doi:10.1177/009127007001000205. PMID 4392006.
  3. ↑ GB 807835, "New tertiary amines and their salts and process for their preparation", published 1959-01-21, assigned to Dr Karl Thomae GmbH and Boehringer Ingelheim Pharma GmbH and Co KG
  4. ↑ Nicholson AN, Stone BM, Jones MM (November 1980). "Wakefullness and reduced rapid eye movement sleep: studies with prolintane and pemoline". British Journal of Clinical Pharmacology. 10 (5): 465–472. doi:10.1111/j.1365-2125.1980.tb01790.x. PMC 1430138. PMID 7437258.
  5. ↑ Kyle PB, Daley WP (September 2007). "Domestic abuse of the European rave drug prolintane". Journal of Analytical Toxicology. 31 (7): 415–418. doi:10.1093/jat/31.7.415. PMID 17725890.
  6. 1 2 3 Kastner N, Islam MN, Dybek M, Roth E, Heisinger S, Holy M, et al. (December 2025). "Prolintane analogs as hybrid monoamine transporter ligands: Structural determinants and species differences". The Journal of Biological Chemistry. 301 (12) 110903. doi:10.1016/j.jbc.2025.110903. PMC 12720098. PMID 41197716.
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