U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry RACEMIC
Molecular Formula C10H21N
Molecular Weight 155.2804
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PROPYLHEXEDRINE

SMILES

CNC(C)CC1CCCCC1

InChI

InChIKey=JCRIVQIOJSSCQD-UHFFFAOYSA-N
InChI=1S/C10H21N/c1-9(11-2)8-10-6-4-3-5-7-10/h9-11H,3-8H2,1-2H3

HIDE SMILES / InChI

Molecular Formula C10H21N
Molecular Weight 155.2804
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Propylhexedrine is considered to be an agonist of alpha-adrenergic receptors. It is effective as a topical vasoconstrictor. The primary medicinal use of Benzedrex (Propylhexedrine inhaler) propylhexedrine is temporary symptomatic relief of nasal decongestion due to colds, allergies and allergic rhinitis. Structurally and pharmacologically related to amphetamine.Exact mechanism of action unknown but thought to be similar to amphetamine. When used as a nasal inhaler for this indication, propylhexedrine reduces nasal airway resistance without producing rebound congestion. Abuse does not occur by nasal inhalation; however, a small amount of abuse of the propylhexedrine containing nasal inhalers occurs by oral ingestion of the contents of the inhaler or by intravenous injection. Propylhexedrine is a central nervous system (CNS) stimulant of low abuse potential, a stimulant of low preference for stimulant abusers compared with amphetamine, methylphenidate, phenmetrazine.

Approval Year

Targets

Targets

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Benzedrex

Approved Use

Self-medication for temporary relief of nasal congestion associated with the common cold, hay fever, or other allergies. Reduce swelling and facilitate visualization of nasal and pharyngeal membranes prior to surgery or diagnostic procedures. Open obstructed eustachian ostia in patients with ear inflammation.

Launch Date

-6.6277442E11
PubMed

PubMed

TitleDatePubMed
The pharmacologic activity of N-methyl-beta-cyclohexyl-isopropylamine hydrochloride.
1947 Apr
Propylhexedrine: a vintage drug of abuse, rediscovered.
2012 Jul-Aug
Patents

Patents

Sample Use Guides

The Benzedrex propylhexedrine inhaler delivers 0.4–0.5 mg of the drug in each 800 mL of air. Adult dosage: 2 inhalations (0.4–0.5 mg) in each nostril no more than every 2 hours.
Route of Administration: Nasal
Substance Class Chemical
Created
by admin
on Thu Jul 06 22:10:08 UTC 2023
Edited
by admin
on Thu Jul 06 22:10:08 UTC 2023
Record UNII
LQU92IU8LL
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PROPYLHEXEDRINE
INN   MART.   MI   USP   VANDF   WHO-DD  
INN  
Official Name English
Propylhexedrine [WHO-DD]
Common Name English
DRISTAN INHALER
Brand Name English
CYCLOHEXANEETHANAMINE, N,.ALPHA.-DIMETHYL-
Systematic Name English
propylhexedrine [INN]
Common Name English
PROPYLHEXEDRINE DL-FORM [MI]
Common Name English
(±)-N,.ALPHA.-DIMETHYLCYCLOHEXANEETHANAMINE
Systematic Name English
DL-PROPYLHEXEDRINE
Common Name English
HYDROMETHAMPHETAMINE
Common Name English
BENZEDREX
Common Name English
NSC-32410
Code English
METHYL-(1-METHYL-2-CYCLOHEXYLETHYL)AMINE
Systematic Name English
PROPYLHEXEDRINE [MART.]
Common Name English
PROPYLHEXEDRINE [VANDF]
Common Name English
PROPYLHEXEDRINE [USP MONOGRAPH]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29709
Created by admin on Thu Jul 06 22:10:09 UTC 2023 , Edited by admin on Thu Jul 06 22:10:09 UTC 2023
CFR 21 CFR 1308.22
Created by admin on Thu Jul 06 22:10:09 UTC 2023 , Edited by admin on Thu Jul 06 22:10:09 UTC 2023
CFR 21 CFR 341.20
Created by admin on Thu Jul 06 22:10:09 UTC 2023 , Edited by admin on Thu Jul 06 22:10:09 UTC 2023
Code System Code Type Description
WIKIPEDIA
PROPYLHEXEDRINE
Created by admin on Thu Jul 06 22:10:09 UTC 2023 , Edited by admin on Thu Jul 06 22:10:09 UTC 2023
PRIMARY
CAS
101-40-6
Created by admin on Thu Jul 06 22:10:09 UTC 2023 , Edited by admin on Thu Jul 06 22:10:09 UTC 2023
PRIMARY
CAS
3595-11-7
Created by admin on Thu Jul 06 22:10:09 UTC 2023 , Edited by admin on Thu Jul 06 22:10:09 UTC 2023
SUPERSEDED
ECHA (EC/EINECS)
202-939-3
Created by admin on Thu Jul 06 22:10:09 UTC 2023 , Edited by admin on Thu Jul 06 22:10:09 UTC 2023
PRIMARY
ChEMBL
CHEMBL2105275
Created by admin on Thu Jul 06 22:10:09 UTC 2023 , Edited by admin on Thu Jul 06 22:10:09 UTC 2023
PRIMARY
DRUG CENTRAL
2305
Created by admin on Thu Jul 06 22:10:09 UTC 2023 , Edited by admin on Thu Jul 06 22:10:09 UTC 2023
PRIMARY
ECHA (EC/EINECS)
222-741-0
Created by admin on Thu Jul 06 22:10:09 UTC 2023 , Edited by admin on Thu Jul 06 22:10:09 UTC 2023
ALTERNATIVE
EPA CompTox
DTXSID1023526
Created by admin on Thu Jul 06 22:10:09 UTC 2023 , Edited by admin on Thu Jul 06 22:10:09 UTC 2023
PRIMARY
RXCUI
8792
Created by admin on Thu Jul 06 22:10:09 UTC 2023 , Edited by admin on Thu Jul 06 22:10:09 UTC 2023
PRIMARY RxNorm
MESH
C084814
Created by admin on Thu Jul 06 22:10:09 UTC 2023 , Edited by admin on Thu Jul 06 22:10:09 UTC 2023
PRIMARY
MERCK INDEX
M9242
Created by admin on Thu Jul 06 22:10:09 UTC 2023 , Edited by admin on Thu Jul 06 22:10:09 UTC 2023
PRIMARY Merck Index
EVMPD
SUB10121MIG
Created by admin on Thu Jul 06 22:10:09 UTC 2023 , Edited by admin on Thu Jul 06 22:10:09 UTC 2023
PRIMARY
SMS_ID
100000081363
Created by admin on Thu Jul 06 22:10:09 UTC 2023 , Edited by admin on Thu Jul 06 22:10:09 UTC 2023
PRIMARY
NCI_THESAURUS
C47694
Created by admin on Thu Jul 06 22:10:09 UTC 2023 , Edited by admin on Thu Jul 06 22:10:09 UTC 2023
PRIMARY
INN
566
Created by admin on Thu Jul 06 22:10:09 UTC 2023 , Edited by admin on Thu Jul 06 22:10:09 UTC 2023
PRIMARY
DAILYMED
LQU92IU8LL
Created by admin on Thu Jul 06 22:10:09 UTC 2023 , Edited by admin on Thu Jul 06 22:10:09 UTC 2023
PRIMARY
PUBCHEM
7558
Created by admin on Thu Jul 06 22:10:09 UTC 2023 , Edited by admin on Thu Jul 06 22:10:09 UTC 2023
PRIMARY
MERCK INDEX
M9242
Created by admin on Thu Jul 06 22:10:09 UTC 2023 , Edited by admin on Thu Jul 06 22:10:09 UTC 2023
PRIMARY Merck Index
DRUG BANK
DB06714
Created by admin on Thu Jul 06 22:10:09 UTC 2023 , Edited by admin on Thu Jul 06 22:10:09 UTC 2023
PRIMARY
NSC
32410
Created by admin on Thu Jul 06 22:10:09 UTC 2023 , Edited by admin on Thu Jul 06 22:10:09 UTC 2023
PRIMARY
FDA UNII
LQU92IU8LL
Created by admin on Thu Jul 06 22:10:09 UTC 2023 , Edited by admin on Thu Jul 06 22:10:09 UTC 2023
PRIMARY
Related Record Type Details
ENANTIOMER -> RACEMATE
SALT/SOLVATE -> PARENT
ENANTIOMER -> RACEMATE
Related Record Type Details
ACTIVE MOIETY