Propylhexedrine

Propylhexedrine

Clinical data
AHFS/Drugs.com	Monograph
Pregnancy category	C
Routes of administration	Medical: Intranasal (inhaler) and oral Recreational: Oral and parenteral routes
ATC code	N06BA
Legal status
Legal status	AU: S4 (Prescription only) CA: Schedule V (exempted from the application of the CDSA) US: OTC
Pharmacokinetic data
Biological half-life	4±1.5 hours
Identifiers
IUPAC name 1-cyclohexyl-N-methylpropan-2-amine
Synonyms	Hexahydrodesoxyephedrine; Hexahydromethamphetamine; Dimethylcyclohexaneethanamine; Cycohexylisopropylmethylamine
CAS Number	101-40-6 Y hydrochloride: 1007-33-6
PubChem (CID)	7558
DrugBank	DB06714 Y
ChemSpider	7277 Y
UNII	LQU92IU8LL Y hydrochloride: 064LUN7NZ5
KEGG	D05637 Y
ECHA InfoCard	100.020.674
Chemical and physical data
Formula	C10H21N
Molar mass	155.29 g/mol
3D model (Jmol)	Interactive image
Chirality	Racemic mixture
SMILES N(C(CC1CCCCC1)C)C
InChI InChI=1S/C10H21N/c1-9(11-2)8-10-6-4-3-5-7-10/h9-11H,3-8H2,1-2H3 Y Key:JCRIVQIOJSSCQD-UHFFFAOYSA-N Y
NY (what is this?)

Propylhexedrine (Benzedrex, Obesin) is a stimulant drug that is used medicinally as a nasal decongestant (for relief of congestion due to colds, allergies and allergic rhinitis) and recreationally for its psychostimulant effects. When used as a vasoconstrictor used to decongest nasal mucosa, it is administered by inhalation. Propylhexedrine is a structural analog of methamphetamine. The only difference is that propylhexedrine has a saturated cyclohexane ring where methamphetamine has a benzene ring.

Propylhexedrine is most commonly found in over-the-counter Benzedrex inhalers. Benzedrex was first manufactured by Smith, Kline and French after the Benzedrine inhaler, which contained racemic amphetamine, became unavailable following the placement of amphetamines on the US Schedule II status (highest abuse potential, yet with accepted medicinal uses). Benzedrex is currently manufactured by B.F. Ascher & Co. Inc. Pharmaceuticals.

Propylhexedrine has also seen use in Europe as an appetite suppressant under the trade name Obesin and in the anticonvulsant preparation barbexaclone its S-isomer (levopropylhexedrine or L-propylhexedrine) is bonded with phenobarbital for the purpose of offsetting the barbiturate-induced sedation. Levopropylhexedrine is also used as an anorectic under the brand name Eventin.