9802. Tuaminoheptane

Nomenclature

CAS number: 123-82-0
2-Heptanamine; 1-methylhexylamine; 2-aminoheptane; Tuamine (Lilly).
C7H17N; mol wt 115.22.
C 72.97%, H 14.87%, N 12.16%.

Description and references

α-Adrenergic agonist; topical vasoconstrictor. Prepd by heating 2-bromoheptane on steam bath with alcoholic ammonia in pressure tube: Clarke, J. Am. Chem. Soc. 21, 1027 (1899); by hydrogenation of methyl amyl ketone and ammonia in the presence of Raney nickel: Norton et al., J. Org. Chem. 19, 1054 (1954).

Chemical structure

Properties

Volatile liq; d425 0.7600-0.7660; bp760 142-144°; nD25 1.4150-1.4200. Slightly soluble in water. pH of 1% aq soln 11.45. Freely sol in alcohol, ether, petr ether, chloroform, benzene.

Derivative

Hydrochloride.

Nomenclature

CAS number: 6159-35-9
C7H17N.HCl; mol wt 151.68.
C 55.43%, H 11.96%, N 9.23%, Cl 23.37%.

Properties

Needles, mp 133°. Soluble in water. pH about 5.4.

Derivative

Sulfate.

Nomenclature

CAS number: 6411-75-2
Heptedrine (Bellon).
C14H34N2.H2SO4; mol wt 328.51.
C 51.19%, H 11.05%, N 8.53%, S 9.76%, O 19.48%.

Properties

Crystals, readily sol in water. The pH of a 1% soln is about 5.4.

Therapeutic Category

Nasal decongestant.

Keywords

α-Adrenergic Agonist; Decongestant