Para-Iodomethamphetamine

Pharmaceutical compound From Wikipedia, the free encyclopedia

para-Iodomethamphetamine (PIMA), also known as 4-iodo-N-methylamphetamine (4-IMA) or as D-9, is a monoaminergic drug of the amphetamine family related to para-chloroamphetamine (PCA).[1][2] It is the N-methyl analogue of para-iodoamphetamine (PIA).[1][2] The drug is active in producing behavioral effects in animals, including hallucinogen-like effects.[2] However, it is unclear whether these effects actually represent hallucinogenic reactions.[2] PIMA does not appear to have been assessed, but other para-halogenated amphetamines, such as PCA, are known to act as monoamine releasing agents and as monoaminergic neurotoxins.[3][4][5][6][7] They have not proved to be psychedelic in humans.[8] PIMA was studied by Joseph Knoll and colleagues in the 1960s or 1970s.[2]

Other namesPIMA; 4-Iodo-N-methylamphetamine; 4-IMA; D-9
ATC code
  • None
Quick facts Clinical data, Other names ...
para-Iodomethamphetamine
Clinical data
Other namesPIMA; 4-Iodo-N-methylamphetamine; 4-IMA; D-9
ATC code
  • None
Identifiers
  • 1-(4-iodophenyl)-N-methylpropan-2-amine
CAS Number
PubChem CID
ChemSpider
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC10H14IN
Molar mass275.133 g·mol−1
3D model (JSmol)
  • CC(CC1=CC=C(C=C1)I)NC
  • InChI=1S/C10H14IN/c1-8(12-2)7-9-3-5-10(11)6-4-9/h3-6,8,12H,7H2,1-2H3
  • Key:MXJYUKFIZBQAJV-UHFFFAOYSA-N
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