Tuaminoheptane

Tuaminoheptane (INNTooltip International Nonproprietary Name, BANTooltip 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.^[2][3][4] It has also been used as a stimulant.^[5][6]

Trade namesHeptin, Heptadrine, Tuamine

Other namesTuamine; 2-Aminoheptane; 2-Heptanamine; 1-Methylhexylamine

ATC code

• R01AA11 (WHO)
  R01AB08 (WHO) (combinations)

CAS Number

• 123-82-0 ^Y
  6240-90-0 ((R)-isomer)
  44745-29-1 ((S)-isomer)

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Tuaminoheptane

Clinical data
Trade names	Heptin, Heptadrine, Tuamine
Other names	Tuamine; 2-Aminoheptane; 2-Heptanamine; 1-Methylhexylamine
ATC code	R01AA11 (WHO) R01AB08 (WHO) (combinations)
Identifiers
IUPAC name Heptan-2-amine[1]
CAS Number	123-82-0 Y 6240-90-0 ((R)-isomer) 44745-29-1 ((S)-isomer)
PubChem CID	5603
ChemSpider	5401
UNII	Z0420GYD84
KEGG	D07371 Y
ChEMBL	ChEMBL123693 Y
CompTox Dashboard (EPA)	DTXSID6048468
ECHA InfoCard	100.004.233
Chemical and physical data
Formula	C7H17N
Molar mass	115.220 g·mol−1
3D model (JSmol)	Interactive image
Density	0.766 g/mL g/cm3
SMILES CCCCCC(C)N
InChI InChI=1S/C7H17N/c1-3-4-5-6-7(2)8/h7H,3-6,8H2,1-2H3 Y Key:VSRBKQFNFZQRBM-UHFFFAOYSA-N Y

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