IDNNA

Pharmaceutical compound From Wikipedia, the free encyclopedia

IDNNA, also known as 4-iodo-2,5-dimethoxy-N,N-dimethylamphetamine or as N,N-dimethyl-DOI, is a chemical compound of the phenethylamine, amphetamine, and DOx families.[1][2][3] It is the N,N-dimethyl derivative of the psychedelic drug DOI.[1][2][3]

Other names4-Iodo-2,5-dimethoxy-N,N-dimethylamphetamine; 2,5-Dimethoxy-4-iodo-N,N-dimethylamphetamine; N,N-Dimethyl-DOI
Routes of
administrationOral[1]
ATC code
  • None
Duration of actionUnknown[1]
Quick facts Clinical data, Other names ...
IDNNA
Clinical data
Other names4-Iodo-2,5-dimethoxy-N,N-dimethylamphetamine; 2,5-Dimethoxy-4-iodo-N,N-dimethylamphetamine; N,N-Dimethyl-DOI
Routes of
administration		Oral[1]
ATC code
  • None
Pharmacokinetic data
Duration of actionUnknown[1]
Identifiers
  • 1-(4-iodo-2,5-dimethoxyphenyl)-N,N-dimethylpropan-2-amine
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC13H20INO2
Molar mass349.212 g·mol−1
3D model (JSmol)
  • Ic1cc(OC)c(cc1OC)CC(N(C)C)C
  • InChI=1S/C13H20INO2/c1-9(15(2)3)6-10-7-13(17-5)11(14)8-12(10)16-4/h7-9H,6H2,1-5H3 checkY
  • Key:XBCUSBRGRALQID-UHFFFAOYSA-N checkY
  (verify)
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Use and effects

In his book PiHKAL (Phenethylamines I Have Known and Loved), Alexander Shulgin lists IDNNA's dose as greater than 2.6 mg orally and its duration as unknown.[1][2][3] IDNNA produced no effects at tested doses.[1] Higher doses were not assessed.[1]

Chemistry

Synthesis

The chemical synthesis of IDNNA has been described.[1]

Analogues

Analogues of IDNNA include DOI, N-methyl-DOI, methyl-DOB (N-methyl-DOB), Beatrice (N-methyl-DOM), N-methyl-DOET, N-methyl-2C-I, and N-methyl-2C-B, among others.[1][2][3]

History

IDNNA was first described in the scientific literature by Alexander Shulgin and colleagues in 1982.[4] Subsequently, it was described in greater detail by Shulgin in his book PiHKAL (Phenethylamines I Have Known and Loved) in 1991.[1]

Society and culture

Canada

IDNNA is a controlled substance in Canada under phenethylamine blanket-ban language.[5]

United Kingdom

This substance is a Class A drug in the Drugs controlled by the UK Misuse of Drugs Act.[6]

See also

References

External links

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