Tuaminoheptane

Last updated
Tuaminoheptane
Tuaminoheptane.png
Clinical data
Trade names Heptin, Heptadrine, Tuamine
Other namesTuamine; 2-Aminoheptane; 2-Heptanamine; 1-Methylhexylamine
ATC code
Identifiers
  • Heptan-2-amine [1]
CAS Number
  • 123-82-0  Yes check.svgY
    6240-90-0 ((R)-isomer)
    44745-29-1 ((S)-isomer)
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard 100.004.233 OOjs UI icon edit-ltr-progressive.svg
Chemical and physical data
Formula C7H17N
Molar mass 115.220 g·mol−1
3D model (JSmol)
Density 0.766 g/mL g/cm3
  • CCCCCC(C)N
  • InChI=1S/C7H17N/c1-3-4-5-6-7(2)8/h7H,3-6,8H2,1-2H3 Yes check.svgY
  • Key:VSRBKQFNFZQRBM-UHFFFAOYSA-N Yes check.svgY

Tuaminoheptane (INN, BAN; brand names Heptin, Heptadrine, Tuamine; also known as tuamine and 2-aminoheptane) is a sympathomimetic agent and vasoconstrictor which was formerly used as a nasal decongestant. [2] [3] [4] It has also been used as a stimulant. [5] [6]

Contents

Tuaminoheptane has been found to act as a reuptake inhibitor and releasing agent of norepinephrine, which may underlie its decongestant and stimulant effects. [7] [8] [6] It is an alkylamine. [6] The chemical structure of the drug differs from that of other norepinephrine releasing agents, such as the phenethylamines, which, in contrast to tuaminoheptane, have an aromatic ring in their structure. [8] Tuaminoheptane is also a skin irritant and can cause contact dermatitis via inhibition of volume-regulated anion channels, which limits its usefulness as a decongestant. [9]

Tuaminoheptane is on the 2011 list of prohibited substances published by the World Anti-Doping Agency. [5]

See also

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References

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