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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 C4H4O4
Molecular Weight 116.0722
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE
Molecular Formula C16H19BrN2
Molecular Weight 319.239
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

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

1959
134
Targets

Targets

Primary TargetPharmacologyConditionPotency
Antagonist
2438
Common Cold
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
Histamine H1 receptor
Approved
7777
PANATUSS PEDIATRIC DROPS DXP
Palliative
Histamine H1 receptor
Approved
7777
PANATUSS PEDIATRIC DROPS DXP
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

20010022964
12

Sample Use Guides

In Vivo Use Guide
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 Tue Oct 22 00:15:04 UTC 2019
Edited
by admin
on Tue Oct 22 00:15:04 UTC 2019
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
DEXBROMPHENIRAMINE MALEATE [WHO-DD]
Common Name English
(+)-2-(P-BROMO-.ALPHA.-(2-(DIMETHYLAMINO)ETHYL)BENZYL)PYRIDINE MALEATE (1:1)
Common Name English
DEXBROMPHENIRAMINE MALEATE COMPONENT OF BROMPHERIL
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
DEXBROMPHENIRAMINE MALEATE COMPONENT OF RESPORAL
Common Name English
DRIXORAL PLUS COMPONENT DEXBROMPHENIRAMINE MALEATE
Common Name English
DEXBROMPHENIRAMINE MALEATE COMPONENT OF DRIXORAL
Common Name English
DEXBROMPHENIRAMINE MALEATE COMPONENT OF DISOBROM
Common Name English
DISOPHROL COMPONENT DEXBROMPHENIRAMINE MALEATE
Common Name English
BROMPHENIRAMINE D-FORM MALEATE
MI  
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
DEXBROMPHENIRAMINE MALEATE COMPONENT OF DRIXORAL PLUS
Common Name English
2-PYRIDINEPROPANAMINE, G-(4-BROMOPHENYL)-N,N-DIMETHYL-, (S)-, (Z)-2-BUTENEDIOATE (1:1)
Common Name English
DEXBROMPHENIRAMINE MALEATE [USP]
Common Name English
DEXBROMPHENIRAMINE MALEATE COMPONENT OF DISOPHROL
Common Name English
RESPORAL COMPONENT DEXBROMPHENIRAMINE MALEATE
Common Name English
Classification Tree Code System Code
CFR 21 CFR 341.12
Created by admin on Tue Oct 22 00:15:04 UTC 2019 , Edited by admin on Tue Oct 22 00:15:04 UTC 2019
NCI_THESAURUS C29578
Created by admin on Tue Oct 22 00:15:04 UTC 2019 , Edited by admin on Tue Oct 22 00:15:04 UTC 2019
Code System Code Type Description
CAS
2391-03-9
Created by admin on Tue Oct 22 00:15:04 UTC 2019 , Edited by admin on Tue Oct 22 00:15:04 UTC 2019
PRIMARY
MESH
C015121
Created by admin on Tue Oct 22 00:15:04 UTC 2019 , Edited by admin on Tue Oct 22 00:15:04 UTC 2019
PRIMARY
ECHA (EC/EINECS)
219-236-2
Created by admin on Tue Oct 22 00:15:04 UTC 2019 , Edited by admin on Tue Oct 22 00:15:04 UTC 2019
PRIMARY
EVMPD
SUB01626MIG
Created by admin on Tue Oct 22 00:15:04 UTC 2019 , Edited by admin on Tue Oct 22 00:15:04 UTC 2019
PRIMARY
MERCK INDEX
M2723
Created by admin on Tue Oct 22 00:15:04 UTC 2019 , Edited by admin on Tue Oct 22 00:15:04 UTC 2019
PRIMARY Merck Index
ChEMBL
CHEMBL1201287
Created by admin on Tue Oct 22 00:15:04 UTC 2019 , Edited by admin on Tue Oct 22 00:15:04 UTC 2019
PRIMARY
NCI_THESAURUS
C61706
Created by admin on Tue Oct 22 00:15:04 UTC 2019 , Edited by admin on Tue Oct 22 00:15:04 UTC 2019
PRIMARY
PUBCHEM
6433334
Created by admin on Tue Oct 22 00:15:04 UTC 2019 , Edited by admin on Tue Oct 22 00:15:04 UTC 2019
PRIMARY
RXCUI
48936
Created by admin on Tue Oct 22 00:15:04 UTC 2019 , Edited by admin on Tue Oct 22 00:15:04 UTC 2019
PRIMARY RxNorm
EPA CompTox
2391-03-9
Created by admin on Tue Oct 22 00:15:04 UTC 2019 , Edited by admin on Tue Oct 22 00:15:04 UTC 2019
PRIMARY
Related Record Type Details
Structure of DEXBROMPHENIRAMINE
PARENT -> SALT/SOLVATE
Structure of BROMPHENIRAMINE MALEATE
RACEMATE -> ENANTIOMER
Structure of MALEIC ACID
PARENT -> SALT/SOLVATE
Related Record Type Details
Structure of DEXBROMPHENIRAMINE
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