Tuaminoheptane

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Tuaminoheptane
Skeletal formula of tuaminoheptane
Names
IUPAC name
Heptan-2-amine[1]
Identifiers
ATC code R01AA11

R01AB08 (combinations)
635676, 4652352 R, 1719086 S
123-82-0 YesY
6240-90-0 R YesY
44745-29-1 S YesY
ChEMBL ChEMBL123693 YesY
ChemSpider 5401 YesY
5360930 R YesY
2016267 S YesY
EC number 204-655-522
Jmol-3D images Image
KEGG D07371 YesY
MeSH tuamine
PubChem 5603
6992808 R
2734517 S
RTECS number MQ5425000
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
Hazards
GHS pictograms The flame pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS) The exclamation-mark pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
GHS signal word WARNING
H226, H315, H319, H335
P261, P305+351+338
EU classification Irritant Xi
R-phrases R10, R36/37/38
S-phrases S26, S36
Flash point 54 °C (129 °F; 327 K)
130 mg kg−1 (subcutaneous, rat)
Related compounds
Related alkanamines
Related compounds
Octamoxin
Except where noted otherwise, data is 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[edit]

References[edit]

  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. 

External links[edit]