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Octodrine

From Wikipedia, the free encyclopedia
Octodrine
Clinical data
Other namesDMHA; Ottodrina; Vaporpac; Amidrine; 2-Aminoisooctane; 2-Amino-6-methylheptane; 1,5-Dimethylhexylamine; 6-Methyl-2-heptylamine; 6-Methyl-2-heptanamine[1]
Routes of
administration
Oral, inhaled
ATC code
  • none
Legal status
Legal status
Identifiers
  • 6-methylheptan-2-amine
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
ECHA InfoCard100.008.047 Edit this at Wikidata
Chemical and physical data
FormulaC8H19N
Molar mass129.247 g·mol−1
3D model (JSmol)
  • CC(C)CCCC(C)N
  • InChI=1S/C8H19N/c1-7(2)5-4-6-8(3)9/h7-8H,4-6,9H2,1-3H3
  • Key:QNIVIMYXGGFTAK-UHFFFAOYSA-N
  (verify)

Octodrine (also known as Vaporpac or DMHA) is a stimulant drug whose pharmacology was studied in a dozen animal studies from the 1940s through the 1970s. These studies found that octodrine can increase blood pressure and cardiac output in animals. The drug was previously approved for use by the FDA as an inhalant (i.e., Vaporpac and Tickle Tackle Inhaler) and in Germany as an oral agent as part of a multicomponent medication (i.e., Ambredin and Ordinal), but is no longer available.[3]

DMHA has also been found as an adulterant in sports supplements and is sold online as a designer drug.[3] [4] Dr. Chittiboyina’s team found that DMHA in several supplements is synthetically produced through reductive amination of 6-Methyl-2-heptanone. The presence of a reductive amination byproduct confirms this synthetic origin. [5]

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References

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  1. ^ CID 10982 from PubChem
  2. ^ "DMHA in Dietary Supplements". FDA. March 6, 2023. Retrieved June 9, 2023.
  3. ^ a b Cohen PA, Travis JC, Keizers PH, Deuster P, Venhuis BJ (June 2018). "Four experimental stimulants found in sports and weight loss supplements: 2-amino-6-methylheptane (octodrine), 1,4-dimethylamylamine (1,4-DMAA), 1,3-dimethylamylamine (1,3-DMAA) and 1,3-dimethylbutylamine (1,3-DMBA)". Clinical Toxicology. 56 (6): 421–426. doi:10.1080/15563650.2017.1398328. PMID 29115866. S2CID 5193271.
  4. ^ "Designer Stimulants: What Athletes Should Know | USADA". 24 January 2019.
  5. ^ Wang M, Haider S, Chittiboyina AG, Parcher JF, Khan IA (April 2018). "1,5-Dimethylhexylamine (octodrine) in sports and weight loss supplements: Natural constituent or synthetic chemical?". Journal of pharmaceutical and biomedical analysis. 152: 298–305. doi:10.1016/j.jpba.2018.02.008. PMID 29454882. S2CID 5193271.