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Details

Stereochemistry ABSOLUTE
Molecular Formula C16H19BrN2
Molecular Weight 319.2396
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DEXBROMPHENIRAMINE

SMILES

CN(C)CC[C@@]([H])(c1ccc(cc1)Br)c2ccccn2

InChI

InChIKey=ZDIGNSYAACHWNL-HNNXBMFYSA-N
InChI=1S/C16H19BrN2/c1-19(2)12-10-15(16-5-3-4-11-18-16)13-6-8-14(17)9-7-13/h3-9,11,15H,10,12H2,1-2H3/t15-/m0/s1

HIDE SMILES / InChI

Molecular Formula C16H19BrN2
Molecular Weight 319.2396
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

DEXBROMPHENIRAMINE is an alkylamine derivative with anticholinergic and sedative properties. It is a histamine H1-receptor antagonist that competes with histamine for the H1-receptor sites on effector cells in the gastrointestinal tract, blood vessels, and respiratory tract. The antagonistic action of this agent blocks the activities of endogenous histamine, which subsequently leads to temporary relief from the negative histamine-mediated symptoms of an allergic reaction such as bronchoconstriction, vasodilation, increased capillary permeability and spasmodic contractions of the gastrointestinal smooth muscle. DEXBROMPHENIRAMINE as a part of combination medicine is used to treat symptoms of the common cold or seasonal allergies, including sneezing, runny or stuffy nose, and itchy, watery eyes.

Approval Year

Targets

Targets

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
PANATUSS PEDIATRIC DROPS DXP

Approved Use

Uses: - Temporarily relieves cough due to minor throat and bronchial irritations as may occur with the common cold; - Temporarily relieves nasal congestions due to common cold; - For temporary relief of runny nose, sneezing, itching of the nose or throat, and itchy, watery eyes due to hay fever or allergic rhinitis.

Launch Date

1.12553283E12
Palliative
PANATUSS PEDIATRIC DROPS DXP

Approved Use

Uses: - Temporarily relieves cough due to minor throat and bronchial irritations as may occur with the common cold; - Temporarily relieves nasal congestions due to common cold; - For temporary relief of runny nose, sneezing, itching of the nose or throat, and itchy, watery eyes due to hay fever or allergic rhinitis.

Launch Date

1.12553283E12
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
27.98 ng/mL
6 mg 2 times / day steady-state, oral
dose: 6 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
DEXBROMPHENIRAMINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
234.2 ng × h/mL
6 mg 2 times / day steady-state, oral
dose: 6 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
DEXBROMPHENIRAMINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
22 h
6 mg 2 times / day steady-state, oral
dose: 6 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
DEXBROMPHENIRAMINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
Doses

Doses

DosePopulationAdverse events​
0.3 % 1 times / day steady, ophthalmic
Recommended
Dose: 0.3 %, 1 times / day
Route: ophthalmic
Route: steady
Dose: 0.3 %, 1 times / day
Sources:
unhealthy, adult
n = 1
Health Status: unhealthy
Condition: Allergic conjunctivitis
Age Group: adult
Sex: unknown
Population Size: 1
Sources:
6 mg 4 times / day steady, oral
Recommended
Dose: 6 mg, 4 times / day
Route: oral
Route: steady
Dose: 6 mg, 4 times / day
Co-administed with::
pseudoephedrine sulfate(120 mg)
Sources:
healthy, adult
n = 12
Health Status: healthy
Age Group: adult
Sex: M
Population Size: 12
Sources:
PubMed

PubMed

TitleDatePubMed
Chromatographic analysis of phenethylamine-antihistamine combinations using C8, C18 or cyano columns and micellar sodium dodecyl sulfate-pentanol mixtures.
2001 Apr
Non-antibiotic treatments for upper-respiratory tract infections (common cold).
2005 Dec
Potentialities of ITP-CZE method with diode array detection for enantiomeric purity control of dexbrompheniramine in pharmaceuticals.
2008 Apr 14
Transient receptor potential vanilloid-1-mediated calcium responses are inhibited by the alkylamine antihistamines dexbrompheniramine and chlorpheniramine.
2008 Dec
Possibilities of column coupling electrophoresis provided with a fiber-based diode array detection in enantioselective analysis of drugs in pharmaceutical and clinical samples.
2008 Jan 25
Acute cough: a diagnostic and therapeutic challenge.
2009 Dec 16
Profiling of a prescription drug library for potential renal drug-drug interactions mediated by the organic cation transporter 2.
2011 Jul 14
Patents

Patents

Sample Use Guides

Children 6 years of age to under 12 years; 2 mL every 4 - 6 hours.
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Fri Jun 25 22:57:51 UTC 2021
Edited
by admin
on Fri Jun 25 22:57:51 UTC 2021
Record UNII
75T64B71RP
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DEXBROMPHENIRAMINE
INN   VANDF   WHO-DD  
INN  
Official Name English
BROMPHENIRAMINE D-FORM
MI  
Common Name English
DEXBROMPHENIRAMINE [WHO-DD]
Common Name English
BROMPHENIRAMINE D-FORM [MI]
Common Name English
DEXBROMPHENIRAMINE [INN]
Common Name English
BROMPHENIRAMINE, (+)-
Common Name English
DEXBROMPHENIRAMINE [VANDF]
Common Name English
BROMPHENIRAMINE, (S)-
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29578
Created by admin on Fri Jun 25 22:57:51 UTC 2021 , Edited by admin on Fri Jun 25 22:57:51 UTC 2021
WHO-ATC R06AB56
Created by admin on Fri Jun 25 22:57:51 UTC 2021 , Edited by admin on Fri Jun 25 22:57:51 UTC 2021
WHO-VATC QR06AB56
Created by admin on Fri Jun 25 22:57:51 UTC 2021 , Edited by admin on Fri Jun 25 22:57:51 UTC 2021
WHO-ATC R06AB06
Created by admin on Fri Jun 25 22:57:51 UTC 2021 , Edited by admin on Fri Jun 25 22:57:51 UTC 2021
WHO-VATC QR06AB06
Created by admin on Fri Jun 25 22:57:51 UTC 2021 , Edited by admin on Fri Jun 25 22:57:51 UTC 2021
Code System Code Type Description
WIKIPEDIA
DEXBROMPHENIRAMINE
Created by admin on Fri Jun 25 22:57:51 UTC 2021 , Edited by admin on Fri Jun 25 22:57:51 UTC 2021
PRIMARY
INN
907
Created by admin on Fri Jun 25 22:57:51 UTC 2021 , Edited by admin on Fri Jun 25 22:57:51 UTC 2021
PRIMARY
CAS
156428-34-1
Created by admin on Fri Jun 25 22:57:51 UTC 2021 , Edited by admin on Fri Jun 25 22:57:51 UTC 2021
SUPERSEDED
EVMPD
SUB07021MIG
Created by admin on Fri Jun 25 22:57:51 UTC 2021 , Edited by admin on Fri Jun 25 22:57:51 UTC 2021
PRIMARY
IUPHAR
7588
Created by admin on Fri Jun 25 22:57:51 UTC 2021 , Edited by admin on Fri Jun 25 22:57:51 UTC 2021
PRIMARY
PUBCHEM
16960
Created by admin on Fri Jun 25 22:57:51 UTC 2021 , Edited by admin on Fri Jun 25 22:57:51 UTC 2021
PRIMARY
MESH
C015121
Created by admin on Fri Jun 25 22:57:51 UTC 2021 , Edited by admin on Fri Jun 25 22:57:51 UTC 2021
PRIMARY
DRUG BANK
DB00405
Created by admin on Fri Jun 25 22:57:51 UTC 2021 , Edited by admin on Fri Jun 25 22:57:51 UTC 2021
PRIMARY
DRUG CENTRAL
830
Created by admin on Fri Jun 25 22:57:51 UTC 2021 , Edited by admin on Fri Jun 25 22:57:51 UTC 2021
PRIMARY
FDA UNII
75T64B71RP
Created by admin on Fri Jun 25 22:57:51 UTC 2021 , Edited by admin on Fri Jun 25 22:57:51 UTC 2021
PRIMARY
CAS
132-21-8
Created by admin on Fri Jun 25 22:57:51 UTC 2021 , Edited by admin on Fri Jun 25 22:57:51 UTC 2021
PRIMARY
ChEMBL
CHEMBL1201287
Created by admin on Fri Jun 25 22:57:51 UTC 2021 , Edited by admin on Fri Jun 25 22:57:51 UTC 2021
PRIMARY
EPA CompTox
132-21-8
Created by admin on Fri Jun 25 22:57:51 UTC 2021 , Edited by admin on Fri Jun 25 22:57:51 UTC 2021
PRIMARY
MERCK INDEX
M2723
Created by admin on Fri Jun 25 22:57:51 UTC 2021 , Edited by admin on Fri Jun 25 22:57:51 UTC 2021
PRIMARY Merck Index
LACTMED
Dexbrompheniramine
Created by admin on Fri Jun 25 22:57:51 UTC 2021 , Edited by admin on Fri Jun 25 22:57:51 UTC 2021
PRIMARY
NCI_THESAURUS
C61705
Created by admin on Fri Jun 25 22:57:51 UTC 2021 , Edited by admin on Fri Jun 25 22:57:51 UTC 2021
PRIMARY
RXCUI
22696
Created by admin on Fri Jun 25 22:57:51 UTC 2021 , Edited by admin on Fri Jun 25 22:57:51 UTC 2021
PRIMARY RxNorm
ECHA (EC/EINECS)
205-053-5
Created by admin on Fri Jun 25 22:57:51 UTC 2021 , Edited by admin on Fri Jun 25 22:57:51 UTC 2021
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
RACEMATE -> ENANTIOMER
SALT/SOLVATE -> PARENT
TARGET -> INHIBITOR
Related Record Type Details
ACTIVE MOIETY