Ranolazine (CED0004355)

Record Information
Version1.0
Creation Date2016-05-22 05:03:30 UTC
Update Date2026-08-22 04:01:17 UTC
Accession NumberCHEM018195
Identification
Common NameRanolazine
ClassSmall Molecule
Description
Ranolazine is an organic compound with the chemical formula C24H33N3O4 and an average molecular weight of 427.54 g/mol. Ranolazine belongs to the anisoles, a subclass of phenol ethers within the organic compounds. This compound is associated with 10 recorded sources. Within the healthcare, pharmaceuticals, and veterinary products sector, it is found in cardiac preparations. It is also released from building and construction materials, specifically roofs, and from food, food processing, and cookware sources, including the processing of meats and the preparation of wort. Additionally, it is found in electrical and electronic equipment, including antennas, amplifiers, radio transmission systems, line transmission systems, electrically stimulated smoking devices, and one other source. The recorded route of exposure for this substance is oral. Ranolazine interacts with 31 recorded protein targets. It acts as an antagonist, inhibitor, or modulator of several proteins, including the sodium channel protein type 1 subunit alpha (SCN1A), the sodium channel regulatory subunit beta-2 (SCN2B), the sodium channel protein type 4 subunit alpha (SCN4A), and the sodium channel protein type 7 subunit alpha (SCN7A), along with 27 other proteins.
Contaminant Type
  • Human Neurotoxin
Chemical Structure
Synonyms
ValueSource
RanexaKegg
(-)-RanolazineHMDB
Ranolazine 2HCLHMDB
HCL, RanolazineMeSH, HMDB
Hydrochloride, ranolazineMeSH, HMDB
Ranolazine hydrochlorideMeSH, HMDB
RenolazineMeSH, HMDB
Dihydrochloride, ranolazineMeSH, HMDB
Ranolazine dihydrochlorideMeSH, HMDB
Ranolazine HCLMeSH, HMDB
N-(2,6-Dimethylphenyl)-4-(2-hydroxy-3-(2-methoxyphenoxy)propyl)-1-piperazineacetamideMeSH, HMDB
RanolazineMeSH
Chemical FormulaC24H33N3O4
Average Molecular Mass427.537 g/mol
Monoisotopic Mass427.247 g/mol
CAS Registry Number95635-55-5
IUPAC NameN-(2,6-dimethylphenyl)-2-{4-[2-hydroxy-3-(2-methoxyphenoxy)propyl]piperazin-1-yl}acetamide
Traditional Nameranolazine
SMILESCOC1=CC=CC=C1OCC(O)CN1CCN(CC(=O)NC2=C(C)C=CC=C2C)CC1
InChI IdentifierInChI=1S/C24H33N3O4/c1-18-7-6-8-19(2)24(18)25-23(29)16-27-13-11-26(12-14-27)15-20(28)17-31-22-10-5-4-9-21(22)30-3/h4-10,20,28H,11-17H2,1-3H3,(H,25,29)
InChI KeyXKLMZUWKNUAPSZ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenol ethers
Sub ClassAnisoles
Direct ParentAnisoles
Alternative Parents
Substituents
  • Phenoxy compound
  • Anisole
  • M-xylene
  • Xylene
  • Methoxybenzene
  • Alkyl aryl ether
  • N-alkylpiperazine
  • Monocyclic benzene moiety
  • 1,4-diazinane
  • Piperazine
  • 1,2-aminoalcohol
  • Secondary alcohol
  • Tertiary amine
  • Tertiary aliphatic amine
  • Carboximidic acid
  • Carboximidic acid derivative
  • Azacycle
  • Ether
  • Organoheterocyclic compound
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Alcohol
  • Organic nitrogen compound
  • Organic oxygen compound
  • Amine
  • Organonitrogen compound
  • Organooxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
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 Solubility0.11 g/LALOGPS
logP2.08ALOGPS
logP2.83ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)13.6ChemAxon
pKa (Strongest Basic)7.17ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area74.27 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity123.46 m³·mol⁻¹ChemAxon
Polarizability47.22 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-00di-0960000000-fec44fb0c944059ff910Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-00di-3955300000-205c596ad90919eac144Not 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
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0010900000-41c6c10d624710416f8eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0010900000-41c6c10d624710416f8eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004i-1321900000-58e490b47155b2267eccNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004i-1320900000-9a6cdfcd606e98d38452Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004i-0320900000-ab04122e7d0d6e7c3690Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004i-5951300000-885e790d3cd4d8746c02Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0190000000-6319b1c775f27bd8c8ceNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004i-1240900000-d3069ce6b5d688a4783bNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004i-0590200000-2f0530ce2db07c01dbb4Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0200-1950000000-1147b10f00f99b50c828Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03di-1900000000-74fa7798b15582c216e5Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00b9-0710900000-09291e56b9aef129f871Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-05fr-1900000000-9ca0fb6599e918e85e84Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0ab9-3900000000-b5af33130090f877b66aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00b9-0884900000-f03ddc85c7181df22475Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001r-0952100000-7af7dd6f35711dc59695Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-059g-1941200000-b2780a3ccbe1bf73d1a1Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004i-0005900000-1f0abdb439637a86f826Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0fk9-0539100000-5f686a8e215943300bbfNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-06xy-2920100000-25b7bdd69da447f08293Not 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
841.0Log mg/kg[470:1500]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
288Cardiac preparationsHealthcare, pharmaceuticals & veterinary productsNot Available
499RoofsBuilding & ConstructionNot Available
505AmplifiersElectrical & Electronic EquipmentNot Available
506AntennasElectrical & Electronic EquipmentNot Available
518Electrically Stimulated Smoking DevicesElectrical & Electronic EquipmentNot Available
525Line Transmission SystemsElectrical & Electronic EquipmentNot Available
530Radio Transmission SystemsElectrical & Electronic EquipmentNot Available
537Television SystemsElectrical & Electronic EquipmentNot Available
550Preparation Of WortFood, food processing & cookwareNot Available
552Processing MeatsFood, food processing & cookwareNot Available
598Fertiliser DistributorsAgriculture & land managementNot Available
653SewingTextiles, leather & furnishingsNot Available
Pathways
2 pathways
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Click to view 3D structureVoltage-gated sodium channel Nav1.5 cardiac isoformQ5YLN7Canis lupus familiarisPredicted (SEA)0.0778492
Sodium channel protein type 5 subunit alpha structureClick to view 3D structureSodium channel protein type 5 subunit alphaQ14524HumansPredicted (SEA)22.2649
Click to view 3D structurePeroxisomal acyl-coenzyme A oxidase 1P07872Rattus norvegicusPredicted (SEA)0.544945
Voltage-gated inwardly rectifying potassium channel KCNH2 structureClick to view 3D structureVoltage-gated inwardly rectifying potassium channel KCNH2Q12809HumansPredicted (SEA)327.356
Click to view 3D structureBeta-1 adrenergic receptorP18090Rattus norvegicusPredicted (SEA)5.68299
Alpha-1A adrenergic receptor structureClick to view 3D structureAlpha-1A adrenergic receptorP35348HumansPredicted (SEA)108.133
Beta-2 adrenergic receptor structureClick to view 3D structureBeta-2 adrenergic receptorP07550HumansPredicted (SEA)44.1405
Sodium channel protein type 9 subunit alpha structureClick to view 3D structureSodium channel protein type 9 subunit alphaQ15858HumansPredicted (SEA)122.924
Click to view 3D structureAlpha-1D adrenergic receptorP25100HumansPredicted (SEA)82.2088
Click to view 3D structure5-hydroxytryptamine receptor 1AP19327Rattus norvegicusPredicted (SEA)203.031
Click to view 3D structureBeta-2 adrenergic receptorP54833Canis lupus familiarisPredicted (SEA)3.03612
Click to view 3D structureAlpha-1A adrenergic receptorP43140Rattus norvegicusPredicted (SEA)89.4488
D(2) dopamine receptor structureClick to view 3D structureD(2) dopamine receptorP14416HumansPredicted (SEA)361.843
Click to view 3D structureAlpha-1B adrenergic receptorP35368HumansPredicted (SEA)104.162
ATP-dependent translocase ABCB1 structureClick to view 3D structureATP-dependent translocase ABCB1P08183HumansPredicted (SEA)54.3388
Click to view 3D structureAlpha-1D adrenergic receptorP23944Rattus norvegicusPredicted (SEA)35.8106
Click to view 3D structure5-hydroxytryptamine receptor 1BP28564Rattus norvegicusPredicted (SEA)66.0161
Click to view 3D structureSodium channel protein type 9 subunit alphaQ62205Mus musculusPredicted (SEA)49.7457
Click to view 3D structureAlpha-1B adrenergic receptorP15823Rattus norvegicusPredicted (SEA)51.3026
5-hydroxytryptamine receptor 1A structureClick to view 3D structure5-hydroxytryptamine receptor 1AP08908HumansPredicted (SEA)328.29
D(3) dopamine receptor structureClick to view 3D structureD(3) dopamine receptorP35462HumansPredicted (SEA)321.673
Sodium channel protein type 1 subunit alpha structureClick to view 3D structureSodium channel protein type 1 subunit alphaP35498HumansPredicted (SEA)49.045
5-hydroxytryptamine receptor 2A structureClick to view 3D structure5-hydroxytryptamine receptor 2AP28223HumansPredicted (SEA)395.941
Click to view 3D structureD(2) dopamine receptorP61169RatPredicted (SEA)282.982
Beta-1 adrenergic receptor structureClick to view 3D structureBeta-1 adrenergic receptorP08588HumansPredicted (SEA)48.033
Concentrations
Not Available
External Links
DrugBank IDDB00243
HMDB IDHMDB0249896
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkRanolazine
Chemspider ID51354
ChEBI ID87690
PubChem Compound IDNot Available
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References