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Details

Stereochemistry ABSOLUTE
Molecular Formula C16H19BrN2.C4H4O4
Molecular Weight 435.312
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of DEXBROMPHENIRAMINE MALEATE

SMILES

OC(=O)\C=C/C(O)=O.CN(C)CC[C@@H](C1=CC=C(Br)C=C1)C2=NC=CC=C2

InChI

InChIKey=SRGKFVAASLQVBO-DASCVMRKSA-N
InChI=1S/C16H19BrN2.C4H4O4/c1-19(2)12-10-15(16-5-3-4-11-18-16)13-6-8-14(17)9-7-13;5-3(6)1-2-4(7)8/h3-9,11,15H,10,12H2,1-2H3;1-2H,(H,5,6)(H,7,8)/b;2-1-/t15-;/m0./s1

HIDE SMILES / InChI

Molecular Formula C16H19BrN2
Molecular Weight 319.239
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula C4H4O4
Molecular Weight 116.0722
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

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

2005
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

2005
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
Health Status: unhealthy
Age Group: adult
Sex: unknown
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
Sources:
healthy, adult
Health Status: healthy
Age Group: adult
Sex: M
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 Mon Mar 31 17:33:48 GMT 2025
Edited
by admin
on Mon Mar 31 17:33:48 GMT 2025
Record UNII
BPA9UT29BS
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DEXBROMPHENIRAMINE MALEATE
MART.   ORANGE BOOK   USP   USP-RS   VANDF   WHO-DD  
Common Name English
BROMPHENIRAMINE D-FORM MALEATE
MI  
Preferred Name English
DEXBROMPHENIRAMINE MALEATE [USP MONOGRAPH]
Common Name English
(+)-2-(P-BROMO-.ALPHA.-(2-(DIMETHYLAMINO)ETHYL)BENZYL)PYRIDINE MALEATE (1:1)
Common Name English
DISOMER
Brand Name English
BROMPHERIL COMPONENT DEXBROMPHENIRAMINE MALEATE
Common Name English
BROMPHENIRAMINE D-FORM MALEATE [MI]
Common Name English
DEXBROMPHENIRAMINE MALEATE [MART.]
Common Name English
DRIXORAL PLUS COMPONENT DEXBROMPHENIRAMINE MALEATE
Common Name English
DISOPHROL COMPONENT DEXBROMPHENIRAMINE MALEATE
Common Name English
DEXBROMPHENIRAMINE MALEATE [VANDF]
Common Name English
DEXBROMPHENIRAMINE MALEATE [USP-RS]
Common Name English
DISOBROM COMPONENT DEXBROMPHENIRAMINE MALEATE
Common Name English
DRIXORAL COMPONENT DEXBROMPHENIRAMINE MALEATE
Common Name English
DEXBROMPHENIRAMINE MALEATE [ORANGE BOOK]
Common Name English
2-PYRIDINEPROPANAMINE, G-(4-BROMOPHENYL)-N,N-DIMETHYL-, (S)-, (Z)-2-BUTENEDIOATE (1:1)
Common Name English
Dexbrompheniramine maleate [WHO-DD]
Common Name English
RESPORAL COMPONENT DEXBROMPHENIRAMINE MALEATE
Common Name English
Classification Tree Code System Code
CFR 21 CFR 341.12
Created by admin on Mon Mar 31 17:33:48 GMT 2025 , Edited by admin on Mon Mar 31 17:33:48 GMT 2025
NCI_THESAURUS C29578
Created by admin on Mon Mar 31 17:33:48 GMT 2025 , Edited by admin on Mon Mar 31 17:33:48 GMT 2025
Code System Code Type Description
CAS
2391-03-9
Created by admin on Mon Mar 31 17:33:48 GMT 2025 , Edited by admin on Mon Mar 31 17:33:48 GMT 2025
PRIMARY
MESH
C015121
Created by admin on Mon Mar 31 17:33:48 GMT 2025 , Edited by admin on Mon Mar 31 17:33:48 GMT 2025
PRIMARY
ECHA (EC/EINECS)
219-236-2
Created by admin on Mon Mar 31 17:33:48 GMT 2025 , Edited by admin on Mon Mar 31 17:33:48 GMT 2025
PRIMARY
DRUG BANK
DBSALT001411
Created by admin on Mon Mar 31 17:33:48 GMT 2025 , Edited by admin on Mon Mar 31 17:33:48 GMT 2025
PRIMARY
EVMPD
SUB01626MIG
Created by admin on Mon Mar 31 17:33:48 GMT 2025 , Edited by admin on Mon Mar 31 17:33:48 GMT 2025
PRIMARY
MERCK INDEX
m2723
Created by admin on Mon Mar 31 17:33:48 GMT 2025 , Edited by admin on Mon Mar 31 17:33:48 GMT 2025
PRIMARY Merck Index
RS_ITEM_NUM
1178002
Created by admin on Mon Mar 31 17:33:48 GMT 2025 , Edited by admin on Mon Mar 31 17:33:48 GMT 2025
PRIMARY
SMS_ID
100000087764
Created by admin on Mon Mar 31 17:33:48 GMT 2025 , Edited by admin on Mon Mar 31 17:33:48 GMT 2025
PRIMARY
DAILYMED
BPA9UT29BS
Created by admin on Mon Mar 31 17:33:48 GMT 2025 , Edited by admin on Mon Mar 31 17:33:48 GMT 2025
PRIMARY
ChEMBL
CHEMBL1201287
Created by admin on Mon Mar 31 17:33:48 GMT 2025 , Edited by admin on Mon Mar 31 17:33:48 GMT 2025
PRIMARY
NCI_THESAURUS
C61706
Created by admin on Mon Mar 31 17:33:48 GMT 2025 , Edited by admin on Mon Mar 31 17:33:48 GMT 2025
PRIMARY
PUBCHEM
6433334
Created by admin on Mon Mar 31 17:33:48 GMT 2025 , Edited by admin on Mon Mar 31 17:33:48 GMT 2025
PRIMARY
FDA UNII
BPA9UT29BS
Created by admin on Mon Mar 31 17:33:48 GMT 2025 , Edited by admin on Mon Mar 31 17:33:48 GMT 2025
PRIMARY
RXCUI
48936
Created by admin on Mon Mar 31 17:33:48 GMT 2025 , Edited by admin on Mon Mar 31 17:33:48 GMT 2025
PRIMARY RxNorm
EPA CompTox
DTXSID6047818
Created by admin on Mon Mar 31 17:33:48 GMT 2025 , Edited by admin on Mon Mar 31 17:33:48 GMT 2025
PRIMARY
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PARENT -> SALT/SOLVATE
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IMPURITY -> PARENT
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ACTIVE MOIETY