Tuaminoheptane

Tuaminoheptane

Names
IUPAC name Heptan-2-amine[1]
Identifiers
CAS Number	123-82-0 6240-90-0 R 44745-29-1 S
Beilstein Reference	635676, 4652352 R, 1719086 S
ChEMBL	ChEMBL123693
ChemSpider	5401 5360930 R 2016267 S
EC Number	204-655-522
Jmol interactive 3D	Image
KEGG	D07371
MeSH	tuamine
PubChem	5603 6992808 R 2734517 S
RTECS number	MQ5425000 R01AB08 (combinations)
UNII	Z0420GYD84
UN number	1993
InChI InChI=1S/C7H17N/c1-3-4-5-6-7(2)8/h7H,3-6,8H2,1-2H3 Key: VSRBKQFNFZQRBM-UHFFFAOYSA-N
SMILES CCCCCC(C)N
Properties
Chemical formula	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
Refractive index (nD)	1.418–1.419
Pharmacology
ATC code	R01AA11
Hazards
GHS pictograms
GHS signal word	WARNING
GHS hazard statements	H226, H315, H319, H335
GHS precautionary statements	P261, P305+351+338
EU classification (DSD)	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):
LD50 (Median dose)	130 mg kg^−1 (subcutaneous, rat)
Related compounds
Related alkanamines	Methylhexanamine Hexamethylenediamine
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

• Heptaminol
• Isometheptene
• Methylhexanamine

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.

External links

• The World Anti-Doping Code. The 2011 Prohibited List. International Standard