7860. Propylhexedrine

Nomenclature

CAS number: 101-40-6
N,α-Dimethylcyclohexaneethanamine; 1-cyclohexyl-2-methylaminopropane; hexahydrodesoxyephedrine; Benzedrex (SK & F).
C10H21N; mol wt 155.28.
C 77.35%, H 13.63%, N 9.02%.

Description and references

Prepd by catalytic hydrogenation of the phenyl analog using Adams platinum catalyst and glacial acetic acid as the solvent: Zenitz et al., J. Am. Chem. Soc. 69, 1117 (1947); Ullyot, US 2454746 (1948 to SK & F).

Chemical structure

Derivative

dl-Form.

Nomenclature

CAS number: 3595-11-7

Properties

Oily liq, d425 0.8501, amine odor, bp760 205°; bp20 92-93°; volatilizes slowly at room temp. nD20 1.4600. Very slightly sol in water. Absorbs carbon dioxide from air and its aq solns are alkaline to litmus. Miscible with alcohol, chloroform, ether.

Derivative

dl-Form hydrochloride.

Nomenclature

CAS number: 6192-95-6
C10H21N.HCl; mol wt 191.74.
C 62.64%, H 11.56%, N 7.31%, Cl 18.49%.

Properties

Crystals, dec 127-128°. Sol in water.

Derivative

d-Form.

Nomenclature

CAS number: 6556-29-2

Properties

Oily liq, bp10 82-83°; nD20 1.4588.

Derivative

d-Form hydrochloride.

Nomenclature

CAS number: 6192-96-7

Properties

Crystals, dec 138-139°; [α]D26 +14.73°. Sol in water.

Derivative

l-Form.

Nomenclature

CAS number: 6192-97-8

Properties

Oily liq, bp9 80-81°. nD20 1.4590.

Derivative

l-Form ethylphenylbarbiturate.

Nomenclature

CAS number: 4388-82-3
l-1-Cyclohexyl-2-(methylamino)propane ethylphenylbarbiturate; phenobarbital compd with 1-propylhexedrine; barbexaclone; Maliasin (Knoll).
C22H33N3O3; mol wt 387.52.
C 68.19%, H 8.58%, N 10.84%, O 12.39%.

Derivative

l-Form hydrochloride.

Nomenclature

CAS number: 6192-98-9

Properties

Crystals, dec 138-139°; [α]D26 -14.74°. Sol in water.

Therapeutic Category

Adrenergic (vasoconstrictor); decongestant (nasal).

Keywords

α-Adrenergic Agonist; Decongestant