Propylhexedrine
Title: Propylhexedrine
CAS Registry Number: 101-40-6
CAS Name: N,a-Dimethylcyclohexaneethanamine
Additional Names: 1-cyclohexyl-2-methylaminopropane; hexahydrodesoxyephedrine
Trademarks: Benzedrex (SK & F)
Molecular Formula: C10H21N
Molecular Weight: 155.28
Percent Composition: C 77.35%, H 13.63%, N 9.02%
Literature 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).
 
Derivative Type: dl-Form
CAS Registry 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.
Boiling point: bp760 205°; bp20 92-93°
Index of refraction: nD20 1.4600
Density: d425 0.8501
 
Derivative Type: dl-Form hydrochloride
CAS Registry Number: 6192-95-6
Molecular Formula: C10H21N.HCl
Molecular Weight: 191.74
Percent Composition: C 62.64%, H 11.56%, N 7.31%, Cl 18.49%
Properties: Crystals, dec 127-128°. Sol in water.
 
Derivative Type: d-Form
CAS Registry Number: 6556-29-2
Properties: Oily liq, bp10 82-83°; nD20 1.4588.
Boiling point: bp10 82-83°
Index of refraction: nD20 1.4588
 
Derivative Type: d-Form hydrochloride
CAS Registry Number: 6192-96-7
Properties: Crystals, dec 138-139°; [a]D26 +14.73°. Sol in water.
Optical Rotation: [a]D26 +14.73°
 
Derivative Type: l-Form
CAS Registry Number: 6192-97-8
Properties: Oily liq, bp9 80-81°. nD20 1.4590.
Boiling point: bp9 80-81°
Index of refraction: nD20 1.4590
 
Derivative Type: l-Form ethylphenylbarbiturate
CAS Registry Number: 4388-82-3
Additional Names: l-1-Cyclohexyl-2-(methylamino)propane ethylphenylbarbiturate; phenobarbital compd with 1-propylhexedrine; barbexaclone
Trademarks: Maliasin (Knoll)
Molecular Formula: C22H33N3O3
Molecular Weight: 387.52
Percent Composition: C 68.19%, H 8.58%, N 10.84%, O 12.39%
 
Derivative Type: l-Form hydrochloride
CAS Registry Number: 6192-98-9
Properties: Crystals, dec 138-139°; [a]D26 -14.74°. Sol in water.
Optical Rotation: [a]D26 -14.74°
 
Therap-Cat: Adrenergic (vasoconstrictor); decongestant (nasal).
Keywords: a-Adrenergic Agonist; Decongestant.

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