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Details

Stereochemistry ACHIRAL
Molecular Formula C19H23N3O
Molecular Weight 309.4054
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BENZYDAMINE

SMILES

CN(C)CCCOC1=NN(CC2=CC=CC=C2)C3=C1C=CC=C3

InChI

InChIKey=CNBGNNVCVSKAQZ-UHFFFAOYSA-N
InChI=1S/C19H23N3O/c1-21(2)13-8-14-23-19-17-11-6-7-12-18(17)22(20-19)15-16-9-4-3-5-10-16/h3-7,9-12H,8,13-15H2,1-2H3

HIDE SMILES / InChI

Description

Benzydamine (benzydamine hydrochloride, PHARIXIA®) is a benzyl-indazole having analgesic, antipyretic, and anti-inflammatory effects. It is indicated for the relief of pain in acute sore throat and for the symptomatic relief of oro-pharyngeal mucositis caused by radiation therapy.

CNS Activity

Approval Year

TargetsConditions
PubMed

PubMed

TitleDatePubMed
Retrospective analysis of drug-induced urticaria and angioedema: a survey of 2287 patients.
2001 Nov
Antimicrobial action of Nitens mouthwash (cetyltrimethylammonium naproxenate) on multiple isolates of pharyngeal microbes: a controlled study against chlorhexidine, benzydamine, hexetidine, amoxicillin, amoxicillin-clavulanate, clarithromycin, and cefaclor.
2002 Sep
Mucocutaneous lesions of Behcet's disease.
2007 Aug 31
Benzydamine hydrochloride buccal bioadhesive gels designed for oral ulcers: preparation, rheological, textural, mucoadhesive and release properties.
2009
Stevens-Johnson Syndrome triggered by chemical hair relaxer: a case report.
2009 Aug 5
Lymphomatoid photocontact dermatitis to benzydamine hydrochloride.
2010 Feb
Thermally sensitive gels based on chitosan derivatives for the treatment of oral mucositis.
2010 Feb
Oral rinses, mouthwashes and sprays for improving recovery following tonsillectomy.
2010 Jan 20
Direct electrochemistry of drug metabolizing human flavin-containing monooxygenase: electrochemical turnover of benzydamine and tamoxifen.
2010 Jan 20
Hippocampal and caudate volume reductions in antipsychotic-naive first-episode schizophrenia.
2010 Mar
[Use abusive of benzydamine in Brazil: an overview in pharmacovigilance].
2010 May
Effect on postoperative sore throat of spraying the endotracheal tube cuff with benzydamine hydrochloride, 10% lidocaine, and 2% lidocaine.
2010 Oct
The development and in vitro evaluation of sustained release tablet formulations of benzydamine hydrochloride and its determination.
2010 Sep
Patents

Sample Use Guides

In Vivo Use Guide
Not less than 15 mL of the liquid should be used for each gargle or rinse and repeated three or four times a day, depending on the severity of the treated condition. The liquid should be kept in contact with the inflamed mucosa for at least 30 seconds and then expelled from the mouth. Administration should begin the day prior to commencement of radiation therapy and continue daily during the treatment period as well as after cessation of radiation applications until desired improvement is obtained. In acute sore throat, gargle with 15 mL every 1.5 to 3 hours. The solution should be expelled from the mouth after use.
Route of Administration: Oral (Topical)
In Vitro Use Guide
Benzydamine significantly reduced the basal production of both prostaglandin E2 (PGE2) and 6-keto-PGF1 alpha, the stable breakdown product of prostaglandin I2 (PGI2), in unstimulated human gingival fibroblasts. When the cells were treated simultaneously with benzydamine and the cytokines IL-1beta or TNF-alpha, the agent benzydamine reduced (P < 0.05) the stimulatory effect of IL-1beta and TNF-alpha respectively, on PGE2 and PGI2 production in human gingival fibroblasts. Furthermore, benzydamine reduced (P < 0.05) both the basal level and the cytokine-induced 3H-arachidonic acid release in gingival fibroblasts. The addition of exogenous arachidonic acid to the cells resulted in enhanced PGE2 production, which was reduced (P < 0.05) in the presence of benzydamine.
Name Type Language
BENZYDAMINE
INN   MI   WHO-DD  
INN  
Official Name English
1-BENZYL-3-(3-(DIMETHYLAMINO)PROPOXY)-1H-INDAZOLE
Systematic Name English
1-PROPANAMINE, N,N-DIMETHYL-3-((1-(PHENYLMETHYL)-1H-INDAZOL-3-YL)OXY)-
Systematic Name English
BENZINDAMINE
Common Name English
BENZYDAMINE [INN]
Common Name English
BENZYDAMINE [WHO-DD]
Common Name English
N,N-DIMETHYL-3-((1-(PHENYLMETHYL)-1H-INDAZOL-3-YL)OXY)-1-PROPANAMINE
Systematic Name English
APO-BENZYDAMINE
Brand Name English
1-BENZYL-1H-INDAZOL-3-YL 3-(DIMETHYLAMINO)PROPYL ETHER
Systematic Name English
BENZYDAMINE [MI]
Common Name English
Classification Tree Code System Code
WHO-VATC QG02CC03
Created by admin on Tue Mar 06 11:57:00 UTC 2018 , Edited by admin on Tue Mar 06 11:57:00 UTC 2018
WHO-VATC QM02AA05
Created by admin on Tue Mar 06 11:57:00 UTC 2018 , Edited by admin on Tue Mar 06 11:57:00 UTC 2018
WHO-ATC M02AA05
Created by admin on Tue Mar 06 11:57:00 UTC 2018 , Edited by admin on Tue Mar 06 11:57:00 UTC 2018
WHO-VATC QM01AX07
Created by admin on Tue Mar 06 11:57:00 UTC 2018 , Edited by admin on Tue Mar 06 11:57:00 UTC 2018
WHO-ATC G02CC03
Created by admin on Tue Mar 06 11:57:00 UTC 2018 , Edited by admin on Tue Mar 06 11:57:00 UTC 2018
WHO-ATC A01AD02
Created by admin on Tue Mar 06 11:57:00 UTC 2018 , Edited by admin on Tue Mar 06 11:57:00 UTC 2018
WHO-VATC QA01AD02
Created by admin on Tue Mar 06 11:57:00 UTC 2018 , Edited by admin on Tue Mar 06 11:57:00 UTC 2018
WHO-ATC M01AX07
Created by admin on Tue Mar 06 11:57:00 UTC 2018 , Edited by admin on Tue Mar 06 11:57:00 UTC 2018
Code System Code Type Description
INN
1927
Created by admin on Tue Mar 06 11:57:00 UTC 2018 , Edited by admin on Tue Mar 06 11:57:00 UTC 2018
PRIMARY
EPA CompTox
642-72-8
Created by admin on Tue Mar 06 11:57:00 UTC 2018 , Edited by admin on Tue Mar 06 11:57:00 UTC 2018
PRIMARY
MERCK INDEX
M2395
Created by admin on Tue Mar 06 11:57:00 UTC 2018 , Edited by admin on Tue Mar 06 11:57:00 UTC 2018
PRIMARY Merck Index
RXCUI
1425
Created by admin on Tue Mar 06 11:57:00 UTC 2018 , Edited by admin on Tue Mar 06 11:57:00 UTC 2018
PRIMARY RxNorm
MESH
D001591
Created by admin on Tue Mar 06 11:57:00 UTC 2018 , Edited by admin on Tue Mar 06 11:57:00 UTC 2018
PRIMARY
DRUG BANK
DB09084
Created by admin on Tue Mar 06 11:57:00 UTC 2018 , Edited by admin on Tue Mar 06 11:57:00 UTC 2018
PRIMARY
WIKIPEDIA
Benzydamine
Created by admin on Tue Mar 06 11:57:00 UTC 2018 , Edited by admin on Tue Mar 06 11:57:00 UTC 2018
PRIMARY
ECHA (EC/EINECS)
211-388-8
Created by admin on Tue Mar 06 11:57:00 UTC 2018 , Edited by admin on Tue Mar 06 11:57:00 UTC 2018
PRIMARY
ChEMBL
CHEMBL12610
Created by admin on Tue Mar 06 11:57:00 UTC 2018 , Edited by admin on Tue Mar 06 11:57:00 UTC 2018
PRIMARY
PUBCHEM
12555
Created by admin on Tue Mar 06 11:57:00 UTC 2018 , Edited by admin on Tue Mar 06 11:57:00 UTC 2018
PRIMARY SWITZERF
EVMPD
SUB05770MIG
Created by admin on Tue Mar 06 11:57:00 UTC 2018 , Edited by admin on Tue Mar 06 11:57:00 UTC 2018
PRIMARY
CAS
642-72-8
Created by admin on Tue Mar 06 11:57:00 UTC 2018 , Edited by admin on Tue Mar 06 11:57:00 UTC 2018
PRIMARY
NCI_THESAURUS
C83548
Created by admin on Tue Mar 06 11:57:00 UTC 2018 , Edited by admin on Tue Mar 06 11:57:00 UTC 2018
PRIMARY