Tuaminoheptane

Tuaminoheptane
Names
IUPAC name
Heptan-2-amine[1]
Identifiers
123-82-0 YesY
6240-90-0 R YesY
44745-29-1 S YesY
3D model (Jmol) Interactive image
635676, 4652352 R, 1719086 S
ChEMBL ChEMBL123693 YesY
ChemSpider 5401 YesY
5360930 R YesY
2016267 S YesY
ECHA InfoCard 100.004.233
EC Number 204-655-522
KEGG D07371 YesY
MeSH tuamine
PubChem 5603
6992808 R
2734517 S
RTECS number MQ5425000
R01AB08 (WHO) (combinations)
UNII Z0420GYD84 YesY
UN number 1993
Properties
C7H17N
Molar mass 115.22 g·mol−1
Appearance Colourless liquid
Density 0.766 g/mL
Boiling point 142.1 °C; 287.7 °F; 415.2 K
log P 2.429
1.418–1.419
Pharmacology
R01AA11 (WHO)
Hazards
GHS pictograms
GHS signal word WARNING
H226, H315, H319, H335
P261, P305+351+338
Xi
R-phrases R10, R36/37/38
S-phrases S26, S36
Flash point 54 °C (129 °F; 327 K)
Lethal dose or concentration (LD, LC):
130 mg kg−1 (subcutaneous, rat)
Related compounds
Related alkanamines
Related compounds
Octamoxin
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Tuaminoheptane (or tuamine) is a nasal decongestant drug which is a sympathomimetic stimulant and vasoconstrictor.[2] However, it can cause skin irritation,[3] which limits its usefulness as a nasal decongestant. Oral preparations were once available, but are no longer produced. Side effects associated with the use of tuaminoheptane can include shortness of breath, tachycardia and hypertension.

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

See also

References

  1. "tuamine - Compound Summary". USA: National Center for Biotechnology Information. 25 March 2005. Identification and Related Records. Retrieved 31 May 2012.
  2. Delicado, E. G.; Fideu, M. D.; Miras-Portugal, M. T.; Pourrias, B.; Aunis, D. (1990). "Effect of tuamine, heptaminol and two analogues on uptake and release of catecholamines in cultured chromaffin cells". Biochemical Pharmacology. 40 (4): 821–825. doi:10.1016/0006-2952(90)90322-C. PMID 2386550.
  3. Raoux, M.; Colomban, C.; Delmas, P.; Crest, M. (2007). "The amine-containing cutaneous irritant heptylamine inhibits the volume-regulated anion channel and mobilizes intracellular calcium in normal human epidermal keratinocytes". Molecular Pharmacology. 71 (6): 1685–1694. doi:10.1124/mol.106.033324. PMID 17384225.

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