Orphenadrine (CED0007441)

Record Information
Version1.0
Creation Date2009-07-21 20:28:31 UTC
Update Date2026-05-14 16:58:28 UTC
SynCED IDCED0007441
Secondary Accession Numbers
  • CHEM002363
  • T3D3005
Identification
Common NameOrphenadrine
ClassSmall Molecule
Description
Orphenadrine belongs to the diphenylmethanes, a subclass of benzene and substituted derivatives within the organic compounds. This exogenous compound has the formula C18H23NO and an average molecular weight of 269.38 g/mol. At room temperature, it exists as a liquid. It is recorded as being found in healthcare, pharmaceuticals and veterinary products, specifically as anticholinergic agents and muscle relaxants. Other recorded sources include electrical and electronic equipment, such as electrodes, conductive bodies and electrically stimulated smoking devices, as well as household cleaning and consumer products, including cigar cigarettes, non electric simulated smoking devices and other smoking requisites. Exposure routes include oral, intravenous and intramuscular administration. Orphenadrine functions as a muscarinic antagonist, parasympatholytic, and NMDA receptor antagonist. It is utilized as an antiparkinson drug, muscle relaxant, antidyskinesia agent and H1-receptor antagonist. Among its 16 recorded protein targets are the Sodium-dependent noradrenaline transporter (SLC6A2), Sodium channel protein type 10 subunit alpha (SCN10A), Solute carrier family 22 member 1 (SLC22A1), and Solute carrier family 22 member 2 (SLC22A2), along with Glutamate receptor ionotropic NMDA 1 (GRIN1), 2D (GRIN2D), 3A (GRIN3A), and 3B (GRIN3B). Orphenadrine binds to both NMDA receptors and histamine H1 receptors. By exerting an anticholinergic effect, it counteracts the stimulation of the cholinergic system caused by dopamine deficiency in the striatum, which helps restore motor disturbances induced by neuroleptics, specifically hyperkinesia. Additionally, it may have a mood elevating effect and a relaxing effect on skeletal muscle spasms.
Contaminant Type
  • Amine
  • Antidyskinetic
  • Antiparkinson Agent
  • Drug
  • Ether
  • Human Neurotoxin
  • Metabolite
  • Muscarinic Antagonist
  • Muscle Relaxant, Central
  • Muscle Relaxant, Skeletal
  • Organic Compound
  • Parasympatholytic
  • Synthetic Compound
Chemical Structure
Synonyms
ValueSource
2-(Phenyl-O-tolylmethoxy)ethyldimethylamineChEBI
2-MethyldiphenhydramineChEBI
beta-Dimethylaminoethyl 2-methylbenzhydryl etherChEBI
Dimethyl-[2-(phenyl-O-tolyl-methoxy)-ethyl]-amineChEBI
N,N-Dimethyl-2-(alpha-2-tolylbenzoyloxy)ethylamineChEBI
N,N-Dimethyl-2-(phenyl(O-tolyl)methoxy)ethanamineChEBI
N,N-Dimethyl-2-[(O-methyl-alpha-phenylbenzyl)oxy]ethylamineChEBI
O-MethyldiphenhydramineChEBI
O-MonomethyldiphenhydramineChEBI
OrfenadrinaChEBI
OrphenadrinumChEBI
Phenyl-O-tolylmethyl dimethyaminoethyl etherChEBI
MialginKegg
b-Dimethylaminoethyl 2-methylbenzhydryl etherGenerator
Β-dimethylaminoethyl 2-methylbenzhydryl etherGenerator
N,N-Dimethyl-2-(a-2-tolylbenzoyloxy)ethylamineGenerator
N,N-Dimethyl-2-(α-2-tolylbenzoyloxy)ethylamineGenerator
N,N-Dimethyl-2-[(O-methyl-a-phenylbenzyl)oxy]ethylamineGenerator
N,N-Dimethyl-2-[(O-methyl-α-phenylbenzyl)oxy]ethylamineGenerator
MephenamineHMDB
OrphenadineHMDB
OrphenadrinHMDB
Orphenadrine citrateHMDB
OrphenateHMDB
OrphenedrineHMDB
LysantinHMDB
Mefenamine, sodiumHMDB
Norflex orphenadrine citrateHMDB
Citrate, orphenadrineHMDB
DisipalHMDB
MethyldiphenylhydramineHMDB
NorflexHMDB
Citrate, norflex orphenadrineHMDB
Hydrochloride, orphenadrineHMDB
MefenamineHMDB
Orphenadrine citrate, norflexHMDB
Sodium mefenamineHMDB
Orphenadrine hydrochlorideHMDB
Chemical FormulaC18H23NO
Average Molecular Mass269.381 g/mol
Monoisotopic Mass269.178 g/mol
CAS Registry Number83-98-7
IUPAC Namedimethyl({2-[(2-methylphenyl)(phenyl)methoxy]ethyl})amine
Traditional Nameorphenadrine
SMILESCN(C)CCOC(C1=CC=CC=C1)C1=CC=CC=C1C
InChI IdentifierInChI=1S/C18H23NO/c1-15-9-7-8-12-17(15)18(20-14-13-19(2)3)16-10-5-4-6-11-16/h4-12,18H,13-14H2,1-3H3
InChI KeyQVYRGXJJSLMXQH-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassDiphenylmethanes
Direct ParentDiphenylmethanes
Alternative Parents
Substituents
  • Diphenylmethane
  • Benzylether
  • Toluene
  • Tertiary aliphatic amine
  • Tertiary amine
  • Ether
  • Dialkyl ether
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Amine
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginExogenous
Cellular Locations
  • Extracellular
  • Membrane
Biofluid LocationsNot Available
Tissue LocationsNot Available
Applications
Biological Roles
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateLiquid
AppearanceNot Available
Experimental Properties
PropertyValue
Melting Point< 25°C
Boiling Point195°C at 1.20E+01 mm Hg
SolubilitySparingly soluble in water
Predicted Properties
PropertyValueSource
Water Solubility0.03 g/LALOGPS
logP3.5ALOGPS
logP4.17ChemAxon
logS-4ALOGPS
pKa (Strongest Basic)8.87ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area12.47 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity84.97 m³·mol⁻¹ChemAxon
Polarizability31.83 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-053r-7900000000-1125d9172d3a93e92a56Not 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 Spectrumsplash10-001i-0900000000-e233c4258b887b1c4d95Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0900000000-6eb16a45ba9f222e4a96Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0900000000-46ad662bd87fac31bf96Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-0900000000-1e90246098db8159dcddNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-0900000000-98528e097df59735a4a2Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-0900000000-b09cb35d4c4d1563eab0Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-0900000000-98fb2ac7e2a7b5389c76Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-0900000000-f5b29d73b614d9a50c8cNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-02t9-2900000000-5e46822ba471971d2ed4Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00lr-0900000000-02f47ad2686722a25761Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00lr-0900000000-c646cee3a03cb818670bNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0900000000-2e9d76988136705f609eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0900000000-a72a380e118fb835fb66Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-0900000000-a46666f03d45f46ab715Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-0900000000-ea0698765985111d4210Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0900000000-97f69ccd350138f79526Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-0900000000-4c978347af9b3509fd28Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-2190000000-9a5752136bf30980fbbfNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-6690000000-440a3e9a238f42556d6cNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-9400000000-0d0ab00b78797f30d9eeNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014i-2290000000-9e0be4c70dbfcc9eb72eNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014j-4790000000-bb9cc76650057f164459Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004m-9300000000-9fb3bdd2df4cd0bec407Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-1690000000-307a51968b21b4478b96Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-1900000000-40275912271dbc75f9aaNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00c0-7900000000-bc856109e2a2abeb130eNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014i-1090000000-04a8e5e3d75213b862e3Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00pl-5920000000-e561a7fca744e95460feNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0159-2900000000-0b63cdb0b0396fa23d77Not AvailableView Spectrum
MSMS Spectrumsplash10-0a4i-9200000000-213fd17f1f5014e79c8bNot AvailableView Spectrum
Toxicity Profile
Toxicity Values
Toxicity ValueOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalToxicity RatingReference
100.0 mg/kg MouseLD50OralexperimentalNot Available1
255.0 mg/kg RatLD50OralexperimentalNot Available1
245.0 Log mg/kg [140:440]RatLD50oralpredictedNot AvailableNot Available
Toxicity / Toxin ClassNot Available
Mechanism of ToxicityOrphenadrine binds and inhibits both histamine H1 receptors and NMDA receptors. It restores the motor disturbances induced by neuroleptics, in particular the hyperkinesia. The dopamine deficiency in the striatum increases the stimulating effects of the cholinergic system. This stimulation is counteracted by the anticholinergic effect of orphenadrine. It may have a relaxing effect on skeletal muscle spasms and it has a mood elevating effect.
Carcinogenicity (IARC Classification)No indication of carcinogenicity to humans (not listed by IARC).
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentTreatment for orphenadrine overdose is evacuation of stomach contents (when necessary), charcoal at repeated doses, intensive monitoring, and appropriate supportive treatment of any emergent anticholinergic effects. (4)
Health Effects
Health EffectRelationshipDirectionDescriptionReference
Exposure Sources
Source IDSourceSectorReference
CEDs000233Brushes?Brushes used in personal care and cosmetics can be a source of synthetic chemical contamination due to the materials and coatings used in their manufacturing.Personal care & cosmeticsPubChem
CEDs000365Muscle relaxants?Muscle relaxants are synthetic chemicals primarily used to alleviate muscle spasms and discomfort by acting on the central nervous system or peripheral neuromuscular junctions.Healthcare, pharmaceuticals & veterinary productsNot Available
CEDs000372Anticholinergic agents?Anticholinergic agents are a class of synthetic chemicals that inhibit the action of acetylcholine, a neurotransmitter involved in various physiological functions.Healthcare, pharmaceuticals & veterinary productsNot Available
CEDs000511Conductors Or Conductive Bodies Characterised By The Conductive Materials?Conductors, or conductive bodies, are materials that allow the flow of electrical current, typically made from metals such as copper, aluminum, or silver.Electrical & Electronic EquipmentPubChem
CEDs000518Electrically Stimulated Smoking Devices?Electrically stimulated smoking devices, commonly known as e-cigarettes or vape pens, utilize electrical components to heat a liquid solution, often containing nicotine, flavorings, and other additives, to produce an aerosol for inhalation.Electrical & Electronic EquipmentPubChem
CEDs000519Electrodes?Electrodes, used in various electrical and electronic applications, can be a source of synthetic chemical contamination due to the materials from which they are constructed and the processes involved in their manufacturing.Electrical & Electronic EquipmentPubChem
CEDs000556Cigar Cigarettes?Cigar cigarettes are a source of synthetic chemical contamination due to the combustion of various tobacco blends and additives.Household cleaning & consumer productsPubChem
CEDs000559Non Electric Simulated Smoking Devices?Non-electric simulated smoking devices, often designed to mimic the experience of smoking without combustion, can be sources of synthetic chemical contamination due to the materials and chemicals used in their construction and operation.Household cleaning & consumer productsPubChem
CEDs000560Other Smoking Requisites?Other smoking requisites, including items such as lighters, matches, and rolling papers, can introduce synthetic chemical contamination through various components and additives.Household cleaning & consumer productsPubChem
CEDs000580Manufacture Preparation Of Tobacco Products?The manufacture and preparation of tobacco products involve various processes that can result in the introduction of synthetic chemicals into the environment.Industrial manufacturing & chemical processingPubChem
CEDs000596Acaricides?Acaricides are synthetic chemicals specifically designed to target and control mite populations that can damage crops and plants.Agriculture & land managementPubChem
CEDs000603Nematocides?Nematocides are synthetic chemicals specifically designed to control nematodes, which are microscopic roundworms that can cause significant damage to crops and plants.Agriculture & land managementPubChem
CEDs000610Aftersun Products?Aftersun products are designed to soothe and hydrate the skin after sun exposure, often containing various synthetic chemicals such as emollients, preservatives, and fragrances.Personal care & cosmeticsPubChem
CEDs000611Anti Perspirants Or Body Deoderants?Antiperspirants and body deodorants commonly contain synthetic chemicals such as aluminum compounds, parabens, and synthetic fragrances.Personal care & cosmeticsPubChem
CEDs000613Depilatories?Depilatories are products designed to remove unwanted hair through the application of synthetic chemicals that break down the protein structure of hair, facilitating its removal.Personal care & cosmeticsPubChem
CEDs000615Eye Makeup Products?Eye makeup products, including mascaras, eyeliners, and eyeshadows, often contain a variety of synthetic chemicals such as pigments, preservatives, and film-forming agents.Personal care & cosmeticsPubChem
CEDs000617Lip Care Products?Lip care products, including lipsticks, balms, and glosses, often contain a variety of synthetic chemicals such as parabens, phthalates, and synthetic fragrances.Personal care & cosmeticsPubChem
CEDs000618Lip Makeup Products?Lip makeup products, such as lipsticks, lip glosses, and lip liners, often contain a variety of synthetic chemicals, including pigments, preservatives, and emollients.Personal care & cosmeticsPubChem
CEDs000632Apparel?Apparel production often involves the use of various synthetic chemicals, including dyes, finishing agents, and preservatives.Textiles, leather & furnishingsPubChem
CEDs000650Purses Luggage Hand Bags?Purses, luggage, and handbags are often manufactured using synthetic materials such as polyvinyl chloride (PVC), polyurethane, and various types of nylon.Textiles, leather & furnishingsPubChem
CEDs000651Purses Money Bags Wallets?Purses, money bags, and wallets are often manufactured using synthetic materials, including plastics, polyurethanes, and various treated fabrics.Textiles, leather & furnishingsPubChem
CEDs000662Yarns Or Threads?Yarns or threads used in textiles can be a source of synthetic chemical contamination due to the production processes and treatments they undergo.Textiles, leather & furnishingsPubChem
CEDs000685Ceramics?Ceramics can be a source of synthetic chemical contamination through various additives and processing agents used in their production.Building & ConstructionPubChem
CEDs000696Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.Industrial manufacturing & chemical processingPubChem
CEDs000735Explosives?Explosives are chemical compounds or mixtures designed to undergo rapid decomposition, releasing energy in the form of gas and heat.Defense & military infrastructurePubChem
CEDs000739Inks?Inks are complex mixtures composed of pigments or dyes, solvents, resins, and additives used primarily for printing and writing applications.Paper, pulp & fiber productsPubChem
CEDs000744Water, Wastewater, & Sewage Treatment?Water, wastewater, and sewage treatment processes are critical for managing and mitigating pollutants in water systems.Wastewater, sanitation & biosolidsPubChem
Pathways
6 pathwaysPathway Source: PathBank
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Sodium-dependent noradrenaline transporter structureClick to view 3D structureSodium-dependent noradrenaline transporterP23975HumansPredicted (SEA)
Prediction Confidence Score
0.556
Applicability Domain
1.0
Statistical Significance
5.10e-04
Supporting Reference Compounds
451
E-value
3.97031
5-hydroxytryptamine receptor 2C structureClick to view 3D structure5-hydroxytryptamine receptor 2CP28335HumansPredicted (SEA)
Prediction Confidence Score
0.55
Applicability Domain
1.0
Statistical Significance
0.0018
Supporting Reference Compounds
823
E-value
14.1686
5-hydroxytryptamine receptor 2A structureClick to view 3D structure5-hydroxytryptamine receptor 2AP28223HumansPredicted (SEA)
Prediction Confidence Score
0.549
Applicability Domain
1.0
Statistical Significance
0.0025
Supporting Reference Compounds
955
E-value
19.4623
Muscarinic acetylcholine receptor M1 structureClick to view 3D structureMuscarinic acetylcholine receptor M1P11229HumansPredicted (SEA)
Prediction Confidence Score
0.549
Applicability Domain
1.0
Statistical Significance
5.80e-04
Supporting Reference Compounds
385
E-value
4.51525
Muscarinic acetylcholine receptor M5 structureClick to view 3D structureMuscarinic acetylcholine receptor M5P08912HumansPredicted (SEA)
Prediction Confidence Score
0.549
Applicability Domain
1.0
Statistical Significance
2.50e-04
Supporting Reference Compounds
266
E-value
1.94623
Muscarinic acetylcholine receptor M2 structureClick to view 3D structureMuscarinic acetylcholine receptor M2P08172HumansPredicted (SEA)
Prediction Confidence Score
0.549
Applicability Domain
1.0
Statistical Significance
3.00e-04
Supporting Reference Compounds
373
E-value
2.33548
Muscarinic acetylcholine receptor M3 structureClick to view 3D structureMuscarinic acetylcholine receptor M3P20309HumansPredicted (SEA)
Prediction Confidence Score
0.549
Applicability Domain
1.0
Statistical Significance
4.80e-04
Supporting Reference Compounds
310
E-value
3.73676
Muscarinic acetylcholine receptor M4 structureClick to view 3D structureMuscarinic acetylcholine receptor M4P08173HumansPredicted (SEA)
Prediction Confidence Score
0.549
Applicability Domain
1.0
Statistical Significance
3.70e-04
Supporting Reference Compounds
297
E-value
2.88042
5-hydroxytryptamine receptor 2B structureClick to view 3D structure5-hydroxytryptamine receptor 2BP41595HumansPredicted (SEA)
Prediction Confidence Score
0.545
Applicability Domain
1.0
Statistical Significance
0.0011
Supporting Reference Compounds
686
E-value
8.71911
Histamine H1 receptor structureClick to view 3D structureHistamine H1 receptorP35367HumansPredicted (SEA)
Prediction Confidence Score
0.544
Applicability Domain
1.0
Statistical Significance
0.0012
Supporting Reference Compounds
507
E-value
9.41976
Voltage-gated inwardly rectifying potassium channel KCNH2 structureClick to view 3D structureVoltage-gated inwardly rectifying potassium channel KCNH2Q12809HumansPredicted (SEA)
Prediction Confidence Score
0.527
Applicability Domain
1.0
Statistical Significance
0.0041
Supporting Reference Compounds
1498
E-value
31.6068
Alpha-2B adrenergic receptor structureClick to view 3D structureAlpha-2B adrenergic receptorP18089HumansPredicted (SEA)
Prediction Confidence Score
0.457
Applicability Domain
1.0
Statistical Significance
0.0016
Supporting Reference Compounds
340
E-value
12.6894
Alpha-2A adrenergic receptor structureClick to view 3D structureAlpha-2A adrenergic receptorP08913HumansPredicted (SEA)
Prediction Confidence Score
0.457
Applicability Domain
1.0
Statistical Significance
0.0024
Supporting Reference Compounds
487
E-value
18.9952
Sodium-dependent serotonin transporter structureClick to view 3D structureSodium-dependent serotonin transporterP31645HumansPredicted (SEA)
Prediction Confidence Score
0.449
Applicability Domain
1.0
Statistical Significance
0.0051
Supporting Reference Compounds
593
E-value
39.5474
Cytochrome P450 2D6 structureClick to view 3D structureCytochrome P450 2D6P10635HumansPredicted (SEA)
Prediction Confidence Score
0.444
Applicability Domain
1.0
Statistical Significance
0.0068
Supporting Reference Compounds
1130
E-value
52.7818
Histamine H2 receptor structureClick to view 3D structureHistamine H2 receptorP25021HumansPredicted (SEA)
Prediction Confidence Score
0.426
Applicability Domain
1.0
Statistical Significance
0.0016
Supporting Reference Compounds
256
E-value
12.6116
5-hydroxytryptamine receptor 6 structureClick to view 3D structure5-hydroxytryptamine receptor 6P50406HumansPredicted (SEA)
Prediction Confidence Score
0.425
Applicability Domain
1.0
Statistical Significance
0.0061
Supporting Reference Compounds
536
E-value
47.3323
Click to view 3D structureHistamine H1 receptorP31390Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.417
Applicability Domain
1.0
Statistical Significance
7.00e-04
Supporting Reference Compounds
63
E-value
5.44945
Click to view 3D structureHistamine H1 receptorP31389Cavia porcellusPredicted (SEA)
Prediction Confidence Score
0.353
Applicability Domain
0.727
Statistical Significance
0.0052
Supporting Reference Compounds
101
E-value
40.1702
Solute carrier family 22 member 2 structureClick to view 3D structureSolute carrier family 22 member 2O15244HumansPredicted (SEA)
Prediction Confidence Score
0.349
Applicability Domain
1.0
Statistical Significance
5.00e-05
Supporting Reference Compounds
32
E-value
0.389246
Sigma non-opioid intracellular receptor 1 structureClick to view 3D structureSigma non-opioid intracellular receptor 1Q99720HumansPredicted (SEA)
Prediction Confidence Score
0.349
Applicability Domain
0.414
Statistical Significance
0.0265
Supporting Reference Compounds
562
E-value
206.378
Sodium-dependent dopamine transporter structureClick to view 3D structureSodium-dependent dopamine transporterQ01959HumansPredicted (SEA)
Prediction Confidence Score
0.33
Applicability Domain
0.414
Statistical Significance
0.0205
Supporting Reference Compounds
506
E-value
159.98
Click to view 3D structureSodium-dependent serotonin transporterP31652Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.324
Applicability Domain
0.39
Statistical Significance
0.0195
Supporting Reference Compounds
297
E-value
151.65
Click to view 3D structureSodium-dependent dopamine transporterP23977Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.321
Applicability Domain
0.39
Statistical Significance
0.0127
Supporting Reference Compounds
203
E-value
99.1799
Click to view 3D structureAlpha-1D adrenergic receptorP25100HumansPredicted (SEA)
Prediction Confidence Score
0.298
Applicability Domain
0.414
Statistical Significance
0.0256
Supporting Reference Compounds
258
E-value
199.605
Click to view 3D structureCytochrome P450Q14097HumansKnownOrphenadrine binds to both histamine H1 receptors and NMDA receptors. It restores the motor disturbances induced by neuroleptics, in particular the hyperkinesia. The dopamine deficiency in the striatum increases the stimulating effects of the cholinergic system. This stimulation is counteracted by the anticholinergic effect of orphenadrine. It may have a relaxing effect on skeletal muscle spasms and it has a mood elevating effect.
Glutamate receptor ionotropic, NMDA 1 structureClick to view 3D structureGlutamate receptor ionotropic, NMDA 1Q05586HumansKnownOrphenadrine binds to both histamine H1 receptors and NMDA receptors. It restores the motor disturbances induced by neuroleptics, in particular the hyperkinesia. The dopamine deficiency in the striatum increases the stimulating effects of the cholinergic system. This stimulation is counteracted by the anticholinergic effect of orphenadrine. It may have a relaxing effect on skeletal muscle spasms and it has a mood elevating effect.
Glutamate receptor ionotropic, NMDA 2D structureClick to view 3D structureGlutamate receptor ionotropic, NMDA 2DO15399HumansKnownOrphenadrine binds to both histamine H1 receptors and NMDA receptors. It restores the motor disturbances induced by neuroleptics, in particular the hyperkinesia. The dopamine deficiency in the striatum increases the stimulating effects of the cholinergic system. This stimulation is counteracted by the anticholinergic effect of orphenadrine. It may have a relaxing effect on skeletal muscle spasms and it has a mood elevating effect.
Glutamate receptor ionotropic, NMDA 3A structureClick to view 3D structureGlutamate receptor ionotropic, NMDA 3AQ8TCU5HumansKnownOrphenadrine binds to both histamine H1 receptors and NMDA receptors. It restores the motor disturbances induced by neuroleptics, in particular the hyperkinesia. The dopamine deficiency in the striatum increases the stimulating effects of the cholinergic system. This stimulation is counteracted by the anticholinergic effect of orphenadrine. It may have a relaxing effect on skeletal muscle spasms and it has a mood elevating effect.
Click to view 3D structureGlutamate receptor ionotropic, NMDA 3BO60391HumansKnownOrphenadrine binds to both histamine H1 receptors and NMDA receptors. It restores the motor disturbances induced by neuroleptics, in particular the hyperkinesia. The dopamine deficiency in the striatum increases the stimulating effects of the cholinergic system. This stimulation is counteracted by the anticholinergic effect of orphenadrine. It may have a relaxing effect on skeletal muscle spasms and it has a mood elevating effect.
Histamine H1 receptor structureClick to view 3D structureHistamine H1 receptorP35367HumansKnownOrphenadrine binds to both histamine H1 receptors and NMDA receptors. It restores the motor disturbances induced by neuroleptics, in particular the hyperkinesia. The dopamine deficiency in the striatum increases the stimulating effects of the cholinergic system. This stimulation is counteracted by the anticholinergic effect of orphenadrine. It may have a relaxing effect on skeletal muscle spasms and it has a mood elevating effect.
Solute carrier family 22 member 1 structureClick to view 3D structureSolute carrier family 22 member 1O15245HumansKnownNot Available
Click to view 3D structureMultidrug and toxin extrusion protein 1Q96FL8HumansKnownNot Available
Click to view 3D structureMultidrug and toxin extrusion protein 2Q86VL8HumansKnownNot Available
Muscarinic acetylcholine receptor M1 structureClick to view 3D structureMuscarinic acetylcholine receptor M1P11229HumansKnownNot Available
Muscarinic acetylcholine receptor M2 structureClick to view 3D structureMuscarinic acetylcholine receptor M2P08172HumansKnownNot Available
Muscarinic acetylcholine receptor M3 structureClick to view 3D structureMuscarinic acetylcholine receptor M3P20309HumansKnownNot Available
Muscarinic acetylcholine receptor M4 structureClick to view 3D structureMuscarinic acetylcholine receptor M4P08173HumansKnownNot Available
Sodium channel protein type 10 subunit alpha structureClick to view 3D structureSodium channel protein type 10 subunit alphaQ9Y5Y9HumansKnownNot Available
Sodium-dependent noradrenaline transporter structureClick to view 3D structureSodium-dependent noradrenaline transporterP23975HumansKnownNot Available
Solute carrier family 22 member 2 structureClick to view 3D structureSolute carrier family 22 member 2O15244HumansKnownNot Available
Concentrations
Not Available
External Links
DrugBank IDDB01173
HMDB IDHMDB0015304
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkOrphenadrine
Chemspider ID4440
ChEBI ID7789
PubChem Compound ID4601
Kegg Compound IDC07935
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSLink
General References
  1. Wishart DS, Knox C, Guo AC, Cheng D, Shrivastava S, Tzur D, Gautam B, Hassanali M: DrugBank: a knowledgebase for drugs, drug actions and drug targets. Nucleic Acids Res. 2008 Jan;36(Database issue):D901-6. Epub 2007 Nov 29. [PubMed: 18048412]
  2. Ji D, Sui ZY, Ma YY, Luo F, Cui CL, Han JS: NMDA receptor in nucleus accumbens is implicated in morphine withdrawal in rats. Neurochem Res. 2004 Nov;29(11):2113-20. [PubMed: 15662845]
  3. Drugs.com - http://www.drugs.com/cons/Orphenadrine.html
  4. RxList: The Internet Drug Index (2009). - http://www.rxlist.com/