Tropicamide (CED0002598)

Record Information
Version1.0
Creation Date2016-05-22 05:03:59 UTC
Update Date2026-08-19 20:35:06 UTC
Accession NumberCHEM018208
Identification
Common NameTropicamide
ClassSmall Molecule
Description
Tropicamide is an organic compound with the chemical formula C17H20N2O2 and an average molecular weight of 284.35 g/mol. Tropicamide belongs to the phenylacetamides, a subclass of benzene and substituted derivatives within the organic compounds. This compound is identified as being found in or released from seven recorded sources. Within the category of healthcare, pharmaceuticals, and veterinary products, it is used as mydriatics and cycloplegics. Other recorded sources include television systems, electrically stimulated smoking devices, and conductors or conductive bodies characterised by the conductive materials within electrical and electronic equipment. Additionally, it is associated with household cleaning and consumer products, specifically non electric simulated smoking devices, tobacco smoke filters, and perfumes within detergents and soaps. The recorded route of exposure for this compound is ophthalmic. At the molecular level, tropicamide interacts with four recorded protein targets. It functions as an antagonist of the muscarinic acetylcholine receptor M1 (CHRM1), muscarinic acetylcholine receptor M2 (CHRM2), muscarinic acetylcholine receptor M3 (CHRM3), and muscarinic acetylcholine receptor M4 (CHRM4).
Contaminant TypeNot Available
Chemical Structure
Synonyms
ValueSource
MydriacylKegg
Medical ophthalmics brand OF tropicamideMeSH, HMDB
MydrumMeSH, HMDB
Novartis brand OF tropicamideMeSH, HMDB
OcuTropicMeSH, HMDB
Ocusoft brand OF tropicamideMeSH, HMDB
Tropicamide chauvin brandMeSH, HMDB
Tropicamide, (R)-isomerMeSH, HMDB
Colircusi tropicamidaMeSH, HMDB
Minims tropicamideMeSH, HMDB
N-Ethyl-alpha-(hydroxymethyl)-N-(4-pyridinylmethyl)benzeneacetamideMeSH, HMDB
Ocu-tropicMeSH, HMDB
Stulln brand 1 OF tropicamideMeSH, HMDB
Triaminic DMMeSH, HMDB
Tropicamide faureMeSH, HMDB
Tropicamide minimsMeSH, HMDB
Tropicamide monohydrochloride, (S)-isomerMeSH, HMDB
Tropicamide ocumed brandMeSH, HMDB
Alcon brand OF tropicamideMeSH, HMDB
MydriafairMeSH, HMDB
MydriaticumMeSH, HMDB
Ocu tropicMeSH, HMDB
Ocumed brand OF tropicamideMeSH, HMDB
Pharmafair brand OF tropicamideMeSH, HMDB
Rivex brand OF tropicamideMeSH, HMDB
Stulln brand 2 OF tropicamideMeSH, HMDB
TropicacylMeSH, HMDB
Tropicamide monofreeMeSH, HMDB
Tropicamide monohydrochloride, (R)-isomerMeSH, HMDB
Tropicamide novartis brandMeSH, HMDB
Akorn brand OF tropicamideMeSH, HMDB
Bournonville brand OF tropicamideMeSH, HMDB
Cahill may roberts brand OF tropicamideMeSH, HMDB
Chauvin brand OF tropicamideMeSH, HMDB
MydralMeSH, HMDB
N-Ethyl-N-(4-pyridylmethyl)tropamideMeSH, HMDB
Tropicamide alcon brandMeSH, HMDB
Tropicamide pharmafair brandMeSH, HMDB
Tropicamide rivex brandMeSH, HMDB
Tropicamide, (+-)-isomerMeSH, HMDB
Tropicamide, (S)-isomerMeSH, HMDB
Chemical FormulaC17H20N2O2
Average Molecular Mass284.353 g/mol
Monoisotopic Mass284.152 g/mol
CAS Registry Number1508-75-4
IUPAC NameN-ethyl-3-hydroxy-2-phenyl-N-(pyridin-4-ylmethyl)propanamide
Traditional Nametropicamide
SMILESCCN(CC1=CC=NC=C1)C(=O)C(CO)C1=CC=CC=C1
InChI IdentifierInChI=1S/C17H20N2O2/c1-2-19(12-14-8-10-18-11-9-14)17(21)16(13-20)15-6-4-3-5-7-15/h3-11,16,20H,2,12-13H2,1H3
InChI KeyBGDKAVGWHJFAGW-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenylacetamides. These are amide derivatives of phenylacetic acids.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenylacetamides
Direct ParentPhenylacetamides
Alternative Parents
Substituents
  • Phenylacetamide
  • Pyridine
  • Tertiary carboxylic acid amide
  • Heteroaromatic compound
  • Carboxamide group
  • Azacycle
  • Organoheterocyclic compound
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Alcohol
  • Organic nitrogen compound
  • Primary alcohol
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Organic oxide
  • Organopnictogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic 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 Solubility0.38 g/LALOGPS
logP1.42ALOGPS
logP1.38ChemAxon
logS-2.9ALOGPS
pKa (Strongest Acidic)15.18ChemAxon
pKa (Strongest Basic)5.02ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area53.43 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity82.53 m³·mol⁻¹ChemAxon
Polarizability29.78 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-006x-9820000000-fca35b01c8f465360cd2Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-0006-9721000000-742d6fa00b915c8fa086Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4r-4930000000-ca3db93b017c3a6fb89bNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0290000000-8c6533b9c36099d52c7cNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-1390000000-cf89fdf233a948aed049Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4r-4930000000-ca3db93b017c3a6fb89bNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-4980000000-4a3ea42a69997c4e3c00Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-9700000000-0950384cf8ce560459b5Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0390000000-ce170bc65ec79ef3bed2Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00kr-0190000000-e4250eb8b747f7189470Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014s-0790000000-468755f6d0acd4a9ce7cNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0fba-6900000000-a079daea4b21e265a60fNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-0090000000-871b570074f2f5c65681Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0w29-1590000000-c4843861d8def887b97bNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004i-5930000000-9c4b08cf568ef559cf0cNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-0190000000-a225d76819664a23f7a9Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000l-4690000000-50a111b95455fdaed774Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-9500000000-d8ba943b9c3c115764b5Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-0090000000-6d0c245194763db75c7fNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-4690000000-c0ddc3dfc09b260cca00Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0fxx-6950000000-7f274342c49f842dcd29Not 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
897.0Log mg/kg[500:1600]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
399Mydriatics and cycloplegicsHealthcare, pharmaceuticals & veterinary productsNot Available
511Conductors Or Conductive Bodies Characterised By The Conductive MaterialsElectrical & Electronic EquipmentNot Available
518Electrically Stimulated Smoking DevicesElectrical & Electronic EquipmentNot Available
537Television SystemsElectrical & Electronic EquipmentNot Available
559Non Electric Simulated Smoking DevicesHousehold cleaning & consumer productsNot Available
561Perfumes Within Detergents And SoapsHousehold cleaning & consumer productsNot Available
569Tobacco Smoke FiltersHousehold cleaning & consumer productsNot Available
580Manufacture Preparation Of Tobacco ProductsIndustrial manufacturing & chemical processingNot Available
606Plant Growth RegulatorsAgriculture & land managementNot Available
610Aftersun ProductsPersonal care & cosmeticsNot Available
611Anti Perspirants Or Body DeoderantsPersonal 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
632ApparelTextiles, leather & furnishingsNot Available
642FootwearTextiles, leather & furnishingsNot Available
650Purses Luggage Hand BagsTextiles, leather & furnishingsNot Available
Pathways
1 pathway
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Cytochrome P450 2C19 structureClick to view 3D structureCytochrome P450 2C19P33261HumansPredicted (SEA)60.1774
Click to view 3D structureMuscarinic acetylcholine receptor M3P08483Rattus norvegicusPredicted (SEA)8.17417
Click to view 3D structureMuscarinic receptor 4Q8VH25Cavia porcellusPredicted (SEA)0.622794
Click to view 3D structureMuscarinic acetylcholine receptor M2P10980Rattus norvegicusPredicted (SEA)32.0739
Click to view 3D structureMuscarinic acetylcholine receptor M1P08482Rattus norvegicusPredicted (SEA)43.907
Click to view 3D structureSolute carrier family 2, facilitated glucose transporter member 8Q9NY64HumansPredicted (SEA)12.7673
Rho-associated protein kinase 1 structureClick to view 3D structureRho-associated protein kinase 1Q13464HumansPredicted (SEA)692.469
Glycogen synthase kinase-3 beta structureClick to view 3D structureGlycogen synthase kinase-3 betaP49841HumansPredicted (SEA)978.487
Protein kinase C delta type structureClick to view 3D structureProtein kinase C delta typeQ05655HumansPredicted (SEA)581.767
RAC-alpha serine/threonine-protein kinase structureClick to view 3D structureRAC-alpha serine/threonine-protein kinaseP31749HumansPredicted (SEA)691.301
Serine/threonine-protein kinase N2 structureClick to view 3D structureSerine/threonine-protein kinase N2Q16513HumansPredicted (SEA)567.754
Dual specificity protein kinase CLK4 structureClick to view 3D structureDual specificity protein kinase CLK4Q9HAZ1HumansPredicted (SEA)681.336
Click to view 3D structureSerine/threonine-protein kinase Nek4P51957HumansPredicted (SEA)465.461
Casein kinase I isoform gamma-1 structureClick to view 3D structureCasein kinase I isoform gamma-1Q9HCP0HumansPredicted (SEA)486.324
Aurora kinase B structureClick to view 3D structureAurora kinase BQ96GD4HumansPredicted (SEA)919.166
MAP kinase-activated protein kinase 2 structureClick to view 3D structureMAP kinase-activated protein kinase 2P49137HumansPredicted (SEA)663.587
Mitogen-activated protein kinase 1 structureClick to view 3D structureMitogen-activated protein kinase 1P28482HumansPredicted (SEA)712.476
Cytochrome P450 3A4 structureClick to view 3D structureCytochrome P450 3A4P08684HumansPredicted (SEA)1471.51
cGMP-dependent protein kinase 1 structureClick to view 3D structurecGMP-dependent protein kinase 1Q13976HumansPredicted (SEA)531.087
Muscarinic acetylcholine receptor M1 structureClick to view 3D structureMuscarinic acetylcholine receptor M1P11229HumansPredicted (SEA)13.3901
Muscarinic acetylcholine receptor M5 structureClick to view 3D structureMuscarinic acetylcholine receptor M5P08912HumansPredicted (SEA)5.60514
Muscarinic acetylcholine receptor M2 structureClick to view 3D structureMuscarinic acetylcholine receptor M2P08172HumansPredicted (SEA)7.55137
Muscarinic acetylcholine receptor M3 structureClick to view 3D structureMuscarinic acetylcholine receptor M3P20309HumansPredicted (SEA)9.03051
Muscarinic acetylcholine receptor M4 structureClick to view 3D structureMuscarinic acetylcholine receptor M4P08173HumansPredicted (SEA)7.94062
Cytochrome P450 2C9 structureClick to view 3D structureCytochrome P450 2C9P11712HumansPredicted (SEA)102.995
Concentrations
Not Available
External Links
DrugBank IDDB00809
HMDB IDHMDB0257123
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkTropicamide
Chemspider ID5391
ChEBI IDNot Available
PubChem Compound IDNot Available
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References