Isopropylamphetamine

Last updated
Isopropylamphetamine
Isopropylamphetamine.svg
Isopropylamphetamine molecule ball.png
Clinical data
Other namesN-isopropylamphetamine
ATC code
  • none
Identifiers
  • 1-phenyl-N-(propan-2-yl)propan-2-amine
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
Formula C12H19N
Molar mass 177.291 g·mol−1
3D model (JSmol)
  • CC(NC(C)C)CC1=CC=CC=C1
  • InChI=1S/C12H19N/c1-10(2)13-11(3)9-12-7-5-4-6-8-12/h4-8,10-11,13H,9H2,1-3H3
  • Key:PJXXJRMRHFYMEY-UHFFFAOYSA-N
   (verify)

Isopropylamphetamine is a psychostimulant of the substituted amphetamine class. [1] It is an isomer of propylamphetamine and was discovered by a team at Astra Laekemedel AB. [2] The isopropyl moiety reduces the stimulant activity of the compound but greatly increases the duration of action. For this reason, the compound is not used recreationally.[ citation needed ]

See also

Related Research Articles

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Butylamphetamine (code name PAL-90), also known as N-butylamphetamine (NBA), is a psychostimulant of the substituted amphetamine family which was never marketed. It is the N-butyl analogue of amphetamine and is approximately 6-fold less potent than amphetamine in rats. The drug has been found to be inactive as a dopamine reuptake inhibitor or releasing agent (IC50Tooltip half-maximal inhibitory concentration and EC50Tooltip half-maximal effective concentration > 10,000 nM, respectively). With regard to structure–activity relationships, the potency of N-substituted amphetamine derivatives decreases with increasing chain length in terms of both in vitro and in vivo activity. The pharmacokinetics of butylamphetamine have been studied in humans. It can be metabolized by CYP2D6 via ring hydroxylation similarly to amphetamine.

References

  1. Testa B, Salvesen B (May 1980). "Quantitative structure-activity relationships in drug metabolism and disposition: pharmacokinetics of N-substituted amphetamines in humans". Journal of Pharmaceutical Sciences. 69 (5): 497–501. doi:10.1002/jps.2600690505. PMID   7381729.
  2. CA 1073913,Florvall GL, Ross SB, Öegren SO,"Amphetamine Derivatives",issued 18 April 1980, assigned to Astra Läkemedl AB