benzydamine (CED0007163)

Record Information
Version1.0
Creation Date2016-06-03 11:02:13 UTC
Update Date2026-08-20 03:37:49 UTC
Accession NumberCHEM043546
Identification
Common Namebenzydamine
ClassSmall Molecule
Description
Benzydamine is an organic compound with the chemical formula C19H23N3O and an average molecular weight of 309.41 g/mol. It belongs to the indazoles, a subclass of benzopyrazoles within the organic compounds. In terms of its biological activity, the compound acts as an inhibitor of two protein targets: Prostaglandin G/H synthase 1 (PTGS1) and Prostaglandin G/H synthase 2 (PTGS2). The substance is found in or released from 12 recorded sources across various sectors. Within healthcare, pharmaceuticals, and veterinary products, it is utilized in throat preparations, gynecologicals, stomatological preparations, antiinflammatory and antirheumatic products, and topical products for joint and muscular pain. Its presence is also noted in household cleaning and consumer products, including perfumes within detergents and soaps, soap detergents, tobacco product cases, cigar cigarettes, and non-electric simulated smoking devices. Additionally, it is associated with electrical and electronic equipment, specifically radio transmission systems and electrically stimulated smoking devices. Recorded exposure routes for benzydamine include dental, buccal, and oral pathways.
Contaminant TypeNot Available
Chemical Structure
Synonyms
ValueSource
1-Benzyl-3-(3-(dimethylamino)propoxy)-1H-indazoleChEBI
BencidaminaChEBI
BenzidamineChEBI
BenzindamineChEBI
BenzydamideChEBI
BenzydaminumChEBI
N,N-Dimethyl-3-[[1-(phenylmethyl)-3-indazolyl]oxy]-1-propanamineChEBI
Apo-benzydamineKegg
chefaro Brand OF benzydamine hydrochlorideMeSH
DifflamMeSH
eipico Brand OF benzydamine hydrochlorideMeSH
Farma lepori brand OF benzydamine hydrochlorideMeSH
novo-BenzydamineMeSH
Pharmascience brand OF benzydamine hydrochlorideMeSH
Sun-benzMeSH
Benzydamine monohydrochlorideMeSH
PMS BenzydamineMeSH
promeco Brand OF benzydamine hydrochlorideMeSH
Sun brand OF benzydamine hydrochlorideMeSH
TantumMeSH
Tantum topicoMeSH
Vantal brand OF benzydamine hydrochlorideMeSH
ratio BenzydamineMeSH
3m Brand OF benzydamine hydrochlorideMeSH
CSC Brand OF benzydamine hydrochlorideMeSH
Hydrochloride, benzydamineMeSH
Monohydrochloride, benzydamineMeSH
OpalgyneMeSH
PMS-BenzydamineMeSH
Sun benzMeSH
ratio-BenzydamineMeSH
Benzydamine hydrochlorideMeSH
Grossmann brand OF benzydamine hydrochlorideMeSH
Innotech brand OF benzydamine hydrochlorideMeSH
LonolMeSH
novo BenzydamineMeSH
Novopharm brand OF benzydamine hydrochlorideMeSH
Ratiopharm brand OF benzydamine hydrochlorideMeSH
RosalginMeSH
United drug brand OF benzydamine hydrochlorideMeSH
Chemical FormulaC19H23N3O
Average Molecular Mass309.413 g/mol
Monoisotopic Mass309.184 g/mol
CAS Registry Number642-72-8
IUPAC Name{3-[(1-benzyl-1H-indazol-3-yl)oxy]propyl}dimethylamine
Traditional Nametantum
SMILESCN(C)CCCOC1=NN(CC2=CC=CC=C2)C2=CC=CC=C12
InChI IdentifierInChI=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
InChI KeyCNBGNNVCVSKAQZ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as indazoles. Indazoles are compounds containing an indazole, which is structurally characterized by a pyrazole fused to a benzene.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzopyrazoles
Sub ClassIndazoles
Direct ParentIndazoles
Alternative Parents
Substituents
  • Benzopyrazole
  • Indazole
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Benzenoid
  • Azole
  • Pyrazole
  • Heteroaromatic compound
  • Tertiary amine
  • Tertiary aliphatic amine
  • Ether
  • Azacycle
  • Amine
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.049 g/LALOGPS
logP3.78ALOGPS
logP3.66ChemAxon
logS-3.8ALOGPS
pKa (Strongest Basic)9.26ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area30.29 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity105.56 m³·mol⁻¹ChemAxon
Polarizability35.62 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-0006-9220000000-be226c37efcc0d490030Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03di-4059000000-68c288862c826a4bbde9Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-9030000000-b6a400171cb4eab8f9a9Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-9100000000-e87ec195f53e0e686d0dNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-066r-1193000000-08802cf623071d1e0a12Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-2910000000-2cd9381eac02d19c906eNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-1910000000-97e535700deffb677425Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03di-1009000000-f1fd814c343768a7ab9dNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03dl-9038000000-d2d55f1d72122de60017Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-9300000000-ec0a3a733e0fbe292044Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-0009000000-c18bba2ef8c410caafc2Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-0094000000-6bad4e098b15f9c0b1d9Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-1930000000-f963470295d4c2e9c6e9Not AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
778.0Log mg/kg[440:1400]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
10InsecticidesAgriculture & land managementNot Available
233BrushesPersonal care & cosmeticsNot Available
241Stomatological preparationsHealthcare, pharmaceuticals & veterinary productsNot Available
316GynecologicalsHealthcare, pharmaceuticals & veterinary productsNot Available
363Antiinflammatory and antirheumatic productsHealthcare, pharmaceuticals & veterinary productsNot Available
364Topical products for joint and muscular painHealthcare, pharmaceuticals & veterinary productsNot Available
390Throat preparationsHealthcare, pharmaceuticals & veterinary productsNot Available
518Electrically Stimulated Smoking DevicesElectrical & Electronic EquipmentNot Available
530Radio Transmission SystemsElectrical & Electronic EquipmentNot Available
556Cigar CigarettesHousehold cleaning & consumer productsNot Available
559Non Electric Simulated Smoking DevicesHousehold cleaning & consumer productsNot Available
561Perfumes Within Detergents And SoapsHousehold cleaning & consumer productsNot Available
563Soap DetergentsHousehold cleaning & consumer productsNot Available
567Tobacco Product CasesHousehold cleaning & consumer productsNot Available
578Making CigarsIndustrial manufacturing & chemical processingNot Available
580Manufacture Preparation Of Tobacco ProductsIndustrial manufacturing & chemical processingNot Available
581Paper Making MachinesIndustrial manufacturing & chemical processingNot Available
596AcaricidesAgriculture & land managementNot Available
597ChemosterilantsAgriculture & land managementNot Available
598Fertiliser DistributorsAgriculture & land managementNot Available
600Herbicides And AlgicidesAgriculture & land managementNot Available
602MolluscicidesAgriculture & land managementNot Available
603NematocidesAgriculture & land managementNot Available
605Pest RepellantsAgriculture & land managementNot Available
606Plant Growth RegulatorsAgriculture & land managementNot Available
607Rodenticides(1)Agriculture & land managementNot Available
608RodenticidesAgriculture & land managementNot Available
609AftershavePersonal care & cosmeticsNot Available
610Aftersun ProductsPersonal care & cosmeticsNot Available
613DepilatoriesPersonal care & cosmeticsNot Available
614Essential Oils Or PerfumesPersonal care & cosmeticsNot Available
615Eye Makeup ProductsPersonal care & cosmeticsNot Available
617Lip Care ProductsPersonal care & cosmeticsNot Available
618Lip Makeup ProductsPersonal care & cosmeticsNot Available
619Manicure PedicurePersonal care & cosmeticsNot Available
632ApparelTextiles, leather & furnishingsNot Available
Pathways
1 pathway
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Click to view 3D structure5-hydroxytryptamine receptor 1BP28564Rattus norvegicusPredicted (SEA)122.69
Glycogen synthase kinase-3 beta structureClick to view 3D structureGlycogen synthase kinase-3 betaP49841HumansPredicted (SEA)1003.55
Protein kinase C gamma type structureClick to view 3D structureProtein kinase C gamma typeP05129HumansPredicted (SEA)480.719
Acetylcholinesterase structureClick to view 3D structureAcetylcholinesteraseP22303HumansPredicted (SEA)363.4
Protein kinase C delta type structureClick to view 3D structureProtein kinase C delta typeQ05655HumansPredicted (SEA)681.492
Voltage-gated inwardly rectifying potassium channel KCNH2 structureClick to view 3D structureVoltage-gated inwardly rectifying potassium channel KCNH2Q12809HumansPredicted (SEA)1615.14
Cannabinoid receptor 2 structureClick to view 3D structureCannabinoid receptor 2P34972HumansPredicted (SEA)171.268
Histamine H1 receptor structureClick to view 3D structureHistamine H1 receptorP35367HumansPredicted (SEA)547.436
5-hydroxytryptamine receptor 2C structureClick to view 3D structure5-hydroxytryptamine receptor 2CP28335HumansPredicted (SEA)765.803
5-hydroxytryptamine receptor 2A structureClick to view 3D structure5-hydroxytryptamine receptor 2AP28223HumansPredicted (SEA)900.093
Sodium-dependent noradrenaline transporter structureClick to view 3D structureSodium-dependent noradrenaline transporterP23975HumansPredicted (SEA)418.829
5-hydroxytryptamine receptor 6 structureClick to view 3D structure5-hydroxytryptamine receptor 6P50406HumansPredicted (SEA)517.853
Muscarinic acetylcholine receptor M1 structureClick to view 3D structureMuscarinic acetylcholine receptor M1P11229HumansPredicted (SEA)400.223
Muscarinic acetylcholine receptor M5 structureClick to view 3D structureMuscarinic acetylcholine receptor M5P08912HumansPredicted (SEA)265.544
Muscarinic acetylcholine receptor M2 structureClick to view 3D structureMuscarinic acetylcholine receptor M2P08172HumansPredicted (SEA)368.772
Muscarinic acetylcholine receptor M3 structureClick to view 3D structureMuscarinic acetylcholine receptor M3P20309HumansPredicted (SEA)293.647
Muscarinic acetylcholine receptor M4 structureClick to view 3D structureMuscarinic acetylcholine receptor M4P08173HumansPredicted (SEA)289.366
Cytochrome P450 2D6 structureClick to view 3D structureCytochrome P450 2D6P10635HumansPredicted (SEA)424.278
Click to view 3D structure5-hydroxytryptamine receptor 1AP19327Rattus norvegicusPredicted (SEA)282.671
Cytochrome P450 1A2 structureClick to view 3D structureCytochrome P450 1A2P05177HumansPredicted (SEA)363.712
Protein kinase C alpha type structureClick to view 3D structureProtein kinase C alpha typeP17252HumansPredicted (SEA)127.595
Cholinesterase structureClick to view 3D structureCholinesteraseP06276HumansPredicted (SEA)169.4
Protein kinase C beta type structureClick to view 3D structureProtein kinase C beta typeP05771HumansPredicted (SEA)55.1172
5-hydroxytryptamine receptor 1B structureClick to view 3D structure5-hydroxytryptamine receptor 1BP28222HumansPredicted (SEA)209.414
Cytochrome P450 3A4 structureClick to view 3D structureCytochrome P450 3A4P08684HumansPredicted (SEA)1237.65
Concentrations
Not Available
External Links
DrugBank IDDB09084
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkBenzydamine
Chemspider IDNot Available
ChEBI ID94563
PubChem Compound ID12555
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=22267708
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=23209922
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=23439942
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=23752801
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=24263969
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=24350416
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=25343054
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=25371873
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=25431805
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=25471468
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=25715374
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=25729498
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=25760531
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=26006195
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=26149601
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=26993406
17. https://www.ncbi.nlm.nih.gov/pubmed/?term=27108819
18. https://www.ncbi.nlm.nih.gov/pubmed/?term=27523475
19. https://www.ncbi.nlm.nih.gov/pubmed/?term=27644912
20. https://www.ncbi.nlm.nih.gov/pubmed/?term=27776399
21. https://www.ncbi.nlm.nih.gov/pubmed/?term=27987094
22. https://www.ncbi.nlm.nih.gov/pubmed/?term=28054999
23. https://www.ncbi.nlm.nih.gov/pubmed/?term=28127472
24. https://www.ncbi.nlm.nih.gov/pubmed/?term=28137602
25. https://www.ncbi.nlm.nih.gov/pubmed/?term=28145791
26. https://www.ncbi.nlm.nih.gov/pubmed/?term=28195065
27. https://www.ncbi.nlm.nih.gov/pubmed/?term=28247977
28. https://www.ncbi.nlm.nih.gov/pubmed/?term=28258069
29. https://www.ncbi.nlm.nih.gov/pubmed/?term=28352949
30. https://www.ncbi.nlm.nih.gov/pubmed/?term=28429885
31. https://www.ncbi.nlm.nih.gov/pubmed/?term=28442642