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

Details

Stereochemistry RACEMIC
Molecular Formula C17H20BrNO
Molecular Weight 334.251
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BROMODIPHENHYDRAMINE

SMILES

CN(C)CCOC(C1=CC=CC=C1)C2=CC=C(Br)C=C2

InChI

InChIKey=NUNIWXHYABYXKF-UHFFFAOYSA-N
InChI=1S/C17H20BrNO/c1-19(2)12-13-20-17(14-6-4-3-5-7-14)15-8-10-16(18)11-9-15/h3-11,17H,12-13H2,1-2H3

HIDE SMILES / InChI
Molecular Formula C17H20BrNO
Molecular Weight 334.251
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Description

Bromodiphenhydramine also known as bromazine, is an antihistamine and anticholinergic agent, which was used to under brand name ambordyl. Ambordyfor was indicated for the treatment of allergic symptoms, but that usage, was discontinued. It was shown, that bromodiphenhydramine competed with free histamine for binding at HA-receptor sites and lead to a reduction of the negative symptoms brought on by histamine HA-receptor binding.

Approval Year

1951
104
Targets

Targets

Primary TargetPharmacologyConditionPotency
Antagonist
2778
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Approved
8429
AMBODRYL

Approved Use

Unknown
Sourcing

Sourcing

Vendor/AggregatorIDURL
001 Chemical
DY34571
https://www.001chemical.com/chem/118-23-0
001 Chemical
DY34576
https://www.001chemical.com/chem/118081-34-8
ABI Chem
AC1L1DOW
Ambinter
Amb22500288
http://www.ambinter.com/reference/22500288
Angel Pharmatech
AG-10534
http://www.angelpharmatech.com/118-23-0.html
BLD Pharm
BD142761
http://www.bldpharm.com/products/118-23-0.html
BOC Sciences
118-23-0
BOC Sciences
1808-12-4
ChemTik
CTK8G6492
Chemieliva Pharmaceutical Co., Ltd
PBCM0120578
Compound Cloud
15736
Compound Cloud
2444
Hangzhou Yuhao Chemical Technology
RT3395
HongKong Chemhere
SCA38732
Molcore
MC34571
https://www.molcore.com/product/118-23-0
Molcore
MC34576
https://www.molcore.com/product/118081-34-8
MuseChem
M068119
NovoSeek
2444
PI Chemicals
PI-35967
Sigma Aldrich
1077005
Sigma Aldrich
1077005|USP
Sigma Aldrich
62881
Sigma Aldrich
62881|SIAL
Sigma Aldrich
PHR1861
Smolecule
S569621
https://www.smolecule.com/products/s569621
THE BioTek
bt-363827
https://www.thebiotek.com/product/others/bt-363827
Toronto Research Chemicals
B678525
ZINC
ZINC000000000095
http://zinc15.docking.org/substances/ZINC000000000095
ZINC
ZINC000001668588
http://zinc15.docking.org/substances/ZINC000001668588
eMolecules
42851214
eMolecules
49258329
eNovation Chemicals
K50523
https://www.enovationchem.com/ProductDetails.asp?ProductID=K50523
eNovation Chemicals
Y1012711
https://www.enovationchem.com/ProductDetails.asp?ProductID=Y1012711
PubMed

PubMed

TitleDatePubMed
A clinical comparison of carbinoxamine maleate, tripelennamine hydrochloride, and bromodiphenhydramine hydrochloride in treating allergic symptoms.
1955 May-Jun
Patents

Patents

US5968554
2

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Oral
In Vitro Use Guide
Curator's Comment: The antihistamine compound promethazine (Pz) showed significant antibacterial action when tested against 124 strains of aerobic and 13 strains of anaerobic bacteria belonging to both Gram positive and Gram negative genera. Six Pz-sensitive strains were found to be simultaneously sensitive to similar non-conventional antimicrobics, e.g., methdilazine, bromodiphenhydramine. A high degree of synergism was observed in vitro when Pz was used in combination with methdilazine and bromodiphenhydramine.
Unknown
Substance Class Chemical
Created
by admin
on Sat Dec 16 17:12:34 GMT 2023
Edited
by admin
on Sat Dec 16 17:12:34 GMT 2023
Record UNII
T032BI7727
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BROMODIPHENHYDRAMINE
MI   VANDF  
Common Name English
NEO-BENADRYL
Common Name English
BROMODIPHENHYDRAMINE [MI]
Common Name English
DESEROL
Common Name English
HISTABROMAMINE
Common Name English
BROMODIPHENHYDRAMINE, (±)-
Common Name English
DIPHENHYDRAMINE IMPURITY C
Common Name English
Bromazine [WHO-DD]
Common Name English
4-BROMODIPHEN HYDRAMINE [USP IMPURITY]
Common Name English
ETHANAMINE, 2-((4-BROMOPHENYL)PHENYLMETHOXY)-N,N-DIMETHYL-
Systematic Name English
DIMENHYDRINATE IMPURITY H [EP IMPURITY]
Common Name English
(±)-BROMODIPHENHYDRAMINE
Common Name English
DIPHENHYDRAMINE HYDROCHLORIDE IMPURITY C [EP IMPURITY]
Common Name English
BROMAZINE
INN   WHO-DD  
INN  
Official Name English
DIMENHYDRINATE IMPURITY H
EP  
Common Name English
bromazine [INN]
Common Name English
BROMODIPHENHYDRAMINE [VANDF]
Common Name English
Classification Tree Code System Code
WHO-VATC QR06AA01
Created by admin on Sat Dec 16 17:12:34 GMT 2023 , Edited by admin on Sat Dec 16 17:12:34 GMT 2023
NCI_THESAURUS C29578
Created by admin on Sat Dec 16 17:12:34 GMT 2023 , Edited by admin on Sat Dec 16 17:12:34 GMT 2023
WHO-ATC R06AA01
Created by admin on Sat Dec 16 17:12:34 GMT 2023 , Edited by admin on Sat Dec 16 17:12:34 GMT 2023
Code System Code Type Description
DRUG BANK
DB01237
Created by admin on Sat Dec 16 17:12:34 GMT 2023 , Edited by admin on Sat Dec 16 17:12:34 GMT 2023
PRIMARY
EVMPD
SUB05908MIG
Created by admin on Sat Dec 16 17:12:34 GMT 2023 , Edited by admin on Sat Dec 16 17:12:34 GMT 2023
PRIMARY
CHEBI
59177
Created by admin on Sat Dec 16 17:12:34 GMT 2023 , Edited by admin on Sat Dec 16 17:12:34 GMT 2023
PRIMARY
IUPHAR
7132
Created by admin on Sat Dec 16 17:12:34 GMT 2023 , Edited by admin on Sat Dec 16 17:12:34 GMT 2023
PRIMARY
ChEMBL
CHEMBL1201245
Created by admin on Sat Dec 16 17:12:34 GMT 2023 , Edited by admin on Sat Dec 16 17:12:34 GMT 2023
PRIMARY
EPA CompTox
DTXSID6022688
Created by admin on Sat Dec 16 17:12:34 GMT 2023 , Edited by admin on Sat Dec 16 17:12:34 GMT 2023
PRIMARY
DRUG CENTRAL
404
Created by admin on Sat Dec 16 17:12:34 GMT 2023 , Edited by admin on Sat Dec 16 17:12:34 GMT 2023
PRIMARY
NCI_THESAURUS
C61654
Created by admin on Sat Dec 16 17:12:34 GMT 2023 , Edited by admin on Sat Dec 16 17:12:34 GMT 2023
PRIMARY
FDA UNII
T032BI7727
Created by admin on Sat Dec 16 17:12:34 GMT 2023 , Edited by admin on Sat Dec 16 17:12:34 GMT 2023
PRIMARY
DAILYMED
T032BI7727
Created by admin on Sat Dec 16 17:12:34 GMT 2023 , Edited by admin on Sat Dec 16 17:12:34 GMT 2023
PRIMARY
RXCUI
19759
Created by admin on Sat Dec 16 17:12:34 GMT 2023 , Edited by admin on Sat Dec 16 17:12:34 GMT 2023
PRIMARY RxNorm
INN
336
Created by admin on Sat Dec 16 17:12:34 GMT 2023 , Edited by admin on Sat Dec 16 17:12:34 GMT 2023
PRIMARY
PUBCHEM
2444
Created by admin on Sat Dec 16 17:12:34 GMT 2023 , Edited by admin on Sat Dec 16 17:12:34 GMT 2023
PRIMARY
MESH
C011410
Created by admin on Sat Dec 16 17:12:34 GMT 2023 , Edited by admin on Sat Dec 16 17:12:34 GMT 2023
PRIMARY
ECHA (EC/EINECS)
204-238-8
Created by admin on Sat Dec 16 17:12:34 GMT 2023 , Edited by admin on Sat Dec 16 17:12:34 GMT 2023
PRIMARY
MERCK INDEX
m2698
Created by admin on Sat Dec 16 17:12:34 GMT 2023 , Edited by admin on Sat Dec 16 17:12:34 GMT 2023
PRIMARY Merck Index
SMS_ID
100000088673
Created by admin on Sat Dec 16 17:12:34 GMT 2023 , Edited by admin on Sat Dec 16 17:12:34 GMT 2023
PRIMARY
WIKIPEDIA
BROMAZINE
Created by admin on Sat Dec 16 17:12:34 GMT 2023 , Edited by admin on Sat Dec 16 17:12:34 GMT 2023
PRIMARY
CAS
118-23-0
Created by admin on Sat Dec 16 17:12:34 GMT 2023 , Edited by admin on Sat Dec 16 17:12:34 GMT 2023
PRIMARY
Related Record Type Details
Structure of BROMAZINE, (R)-
ENANTIOMER -> RACEMATE
HISTAMINE H1 RECEPTOR
TARGET -> INHIBITOR
Structure of BROMAZINE, (S)-
ENANTIOMER -> RACEMATE
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USP
Structure of DIPHENHYDRAMINE HYDROCHLORIDE
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Related Record Type Details
Structure of BROMODIPHENHYDRAMINE
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