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Compound

Tuaminoheptane

Also called 2-Aminoheptane, 2-Heptylamine, heptan-2-amine

Original Wikipedia articleen.wikipedia.org/wiki/Tuaminoheptane revision used (24 October 2026)

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Overview

Tuaminoheptane (INN (International Nonproprietary Name), BAN (British Approved Name); brand names Heptin, Heptadrine, Tuamine; also known as tuamine and 2-aminoheptane) is a sympathomimetic agent and vasoconstrictor which is used as a nasal decongestant. It has also been used as a stimulant.[1–5] WP

Tuaminoheptane has been found to act as a reuptake inhibitor and releasing agent of norepinephrine, which may underlie its decongestant and stimulant effects. It is an alkylamine. 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.[5][6][7] WP

Tuaminoheptane is on the 2011 list of prohibited substances published by the World Anti-Doping Agency.[4] WP

Chemistry

Formula
C7H17N PC
CAS number
123-82-0 PC
Molar mass (g/mol)
115.22 PC
IUPAC name (computed by PubChem)
heptan-2-amine PC
SMILES
CCCCCC(C)N PC
InChIKey
VSRBKQFNFZQRBM-UHFFFAOYSA-N PC
PubChem CID
5603

Harm reduction information

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Sources

  1. Other Elks J. The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. 14 November 2014
  2. Other Morton IK, Hall JM. Concise Dictionary of Pharmacological Agents: Properties and Synonyms. 6 December 2012
  3. Journal / agency Nickerson M, Dresel PE. Adrenergic drugs and their antagonists. Postgraduate Medicine. September 1958. doi:10.1080/00325481.1958.11692208 · PMID 13591086
  4. Journal / agency Docherty JR. Pharmacology of stimulants prohibited by the World Anti-Doping Agency (WADA). British Journal of Pharmacology. June 2008. doi:10.1038/bjp.2008.124 · PMID 18500382 · PMC2439527
  5. Journal / agency Thevis M, Sigmund G, Geyer H, Schänzer W. Stimulants and doping in sport. Endocrinology and Metabolism Clinics of North America. March 2010. doi:10.1016/j.ecl.2009.10.011 · PMID 20122452
  6. Journal / agency Delicado EG, Fideu MD, Miras-Portugal MT, Pourrias B, Aunis D. Effect of tuamine, heptaminol and two analogues on uptake and release of catecholamines in cultured chromaffin cells. Biochemical Pharmacology. August 1990. doi:10.1016/0006-2952(90)90322-c · PMID 2386550
  7. Journal / agency Schlessinger A, Geier E, Fan H, Irwin JJ, Shoichet BK, Giacomini KM, Sali A. Structure-based discovery of prescription drugs that interact with the norepinephrine transporter, NET. Proceedings of the National Academy of Sciences of the United States of America. September 2011. doi:10.1073/pnas.1106030108 · PMID 21885739 · PMC3179104

Text and values on this page are quoted from Wikipedia (CC BY-SA 4.0), PubChem (public domain). Each value links to the exact revision it came from.