Primidone (CED0004613)

Record Information
Version1.0
Creation Date2016-05-20 16:11:50 UTC
Update Date2026-08-18 17:43:48 UTC
Accession NumberCHEM016030
Identification
Common NamePrimidone
ClassSmall Molecule
Description
Primidone is an organic compound with the formula C12H14N2O2 and an average molecular weight of 218.25 g/mol. Primidone belongs to the pyrimidines and pyrimidine derivatives, a subclass of diazines within the organic compounds. The compound is found in or released from 22 recorded sources. Within healthcare, pharmaceuticals, and veterinary products, it is identified as an antiepileptic, as well as a hypnotic and sedative. Other sources include food processing and cookware, specifically in food preservation and the preparation of wine or sparkling wine, and drinking water and water supply. It is also associated with building and construction materials such as floors. Additionally, it is found in household cleaning and consumer products—including soap detergents, perfumes within detergents and soaps, cigar cigarettes, other smoking requisites, and non-electric simulated smoking devices—as well as electrical and electronic equipment, including electric switches, antennas, electric hearing aids, conductors or conductive bodies characterized by the conductive materials, and electrically stimulated smoking devices. The recorded exposure route for the compound is oral. Primidone interacts with 20 recorded protein targets. It acts as an antagonist or positive allosteric modulator of the Gamma-aminobutyric acid receptor subunit alpha-1 (GABRA1), Gamma-aminobutyric acid receptor subunit alpha-2 (GABRA2), Gamma-aminobutyric acid receptor subunit alpha-3 (GABRA3), and Gamma-aminobutyric acid receptor subunit alpha-4 (GABRA4), among 16 other proteins.
Contaminant Type
  • Human Neurotoxin
Chemical Structure
Synonyms
ValueSource
2-DeoxyphenobarbitalChEBI
5-Phenyl-5-ethyl-hexahydropyrimidine-4,6-dioneChEBI
PrimidonaChEBI
PrimidonumChEBI
MysolineKegg
Apo-primidoneHMDB
AstraZeneca brand OF primidoneHMDB
Draxis brand OF primidoneHMDB
Holsten brand OF primidoneHMDB
SertanHMDB
Desitin brand OF primidoneHMDB
DesoxyphenobarbitalHMDB
LiskantinHMDB
MylepsinumHMDB
ResimatilHMDB
Apotex brand OF primidoneHMDB
MizodinHMDB
PrimacloneHMDB
Primidon holstenHMDB
Xcel brand OF primidoneHMDB
Astra brand OF primidoneHMDB
MisodineHMDB
Sanofi-synthelabo brand OF primidoneHMDB
Zeneca brand OF primidoneHMDB
Apo primidoneHMDB
Chemical FormulaC12H14N2O2
Average Molecular Mass218.252 g/mol
Monoisotopic Mass218.106 g/mol
CAS Registry Number125-33-7
IUPAC Name5-ethyl-5-phenyl-1,3-diazinane-4,6-dione
Traditional Nameprimidone
SMILESCCC1(C(=O)NCNC1=O)C1=CC=CC=C1
InChI IdentifierInChI=1S/C12H14N2O2/c1-2-12(9-6-4-3-5-7-9)10(15)13-8-14-11(12)16/h3-7H,2,8H2,1H3,(H,13,15)(H,14,16)
InChI KeyDQMZLTXERSFNPB-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as hydropyrimidines. Hydropyrimidines are compounds containing a hydrogenated pyrimidine ring (i.E. Containing less than the maximum number of double bonds.).
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassDiazines
Sub ClassPyrimidines and pyrimidine derivatives
Direct ParentHydropyrimidines
Alternative Parents
Substituents
  • Benzenoid
  • 2,5-dihydropyrimidine
  • Hydropyrimidine
  • Monocyclic benzene moiety
  • Cyclic carboximidic acid
  • Azacycle
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • 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 Solubility1.04 g/LALOGPS
logP0.62ALOGPS
logP1.12ChemAxon
logS-2.3ALOGPS
pKa (Strongest Acidic)11.5ChemAxon
pKa (Strongest Basic)-6.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area58.2 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity59.04 m³·mol⁻¹ChemAxon
Polarizability22.44 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
GC-MSGC-MS Spectrumsplash10-014i-8900000000-0e7a89b14902d3718a96Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-014i-8900000000-0e7a89b14902d3718a96Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-014i-2920000000-48e0e1759e3b8f3d22ceNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-2910000000-b7efd09b00e06dbafb8aNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-1910000000-bd08d6489b18d57466efNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-015c-4900000000-628ede89a2ff3a714388Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0900000000-cd2ff1c9796dadddc1c4Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03k9-0900000000-2791dd2c8b88ef3746e2Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-0590000000-248d62cc8fce49dbc8acNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03xr-1910000000-defb3cb3827732984417Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-01ox-4900000000-2a6eec3c8ff19123ac27Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-9800000000-6cf73d06072a870130a9Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-9500000000-f9d1e48f1afbc27fce53Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-9400000000-ee42f86b57749afa5326Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-0590000000-c6e3ad2d87e33ccd0249Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03xr-1910000000-4f481052510ee71cb8aeNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03dl-4900000000-b796d864e3b38d92a1d4Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-9700000000-c6a71612fcf884b362c6Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-9400000000-2509c88567fd37a64f08Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-9400000000-70b4eb639de5cd82206dNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03k9-0900000000-32676f955580c7b188afNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0gb9-0790000000-85b9730b3c1a612616ddNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0uxr-1950000000-9a26803c7d536d7535beNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-1000-7940000000-13c974e8220bfde7b936Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0aou-9400000000-e6ac3896e41d100eb94dNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-052f-9000000000-bdd6d5c0f8bd8a00b144Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-8900000000-8251f44f80079a017e49Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-9500000000-eca07632eb70021d3678Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03k9-0900000000-104ab34d91923122fa54Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03k9-0900000000-523cfc5e1d739d54e0f5Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-1910000000-bd08d6489b18d57466efNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-2910000000-b7efd09b00e06dbafb8aNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-015c-4900000000-628ede89a2ff3a714388Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03xu-2900000000-c1f7b0b63b199254dd07Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03xr-0960000000-5531e61e3743cfaf0547Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0900000000-1168bd8cbada5056f6c6Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0159-0900000000-2cf1fd25ad39d3e69664Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-9400000000-ee42f86b57749afa5326Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-9500000000-b226762a06ba58466923Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-02t9-0900000000-9672d73587ec4b0cc3e6Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-9700000000-c6a71612fcf884b362c6Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-9400000000-2509c88567fd37a64f08Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014j-0900000000-61a0e851bf775415c896Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-9400000000-70b4eb639de5cd82206dNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03k9-0900000000-854a176a54fa5047715eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-9500000000-6b3961102d9220454c09Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-8900000000-8251f44f80079a017e49Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03xu-2900000000-ffca88fc2e393194f5f8Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03k9-0900000000-b8d597b32336f85b7daeNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03k9-0900000000-8f3adcfa24e6de453cd7Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03dl-4900000000-b796d864e3b38d92a1d4Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03xr-1910000000-496eee2a465a339b954cNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-01ox-4900000000-2a6eec3c8ff19123ac27Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-9700000000-5d68b0eb4d404f516203Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03k9-0900000000-6c4827d443567ad58bfaNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0900000000-cd2ff1c9796dadddc1c4Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-0590000000-d30ca2bd74f09abb8ed0Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-0590000000-f24d00f1a25dc10dbb2fNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03xr-1910000000-a7548e2d8b4f7b64f887Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014i-0290000000-eeafd369b416434208fdNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014i-0930000000-9434e0c02ecb5d6c7a8fNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014l-9800000000-eed8d80f908d7a8ec2acNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014i-2690000000-5a6d16a1d1f5963f1270Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-9610000000-6af25b9c01292fe78341Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-7900000000-252224c3e8a6e611dbb3Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014i-0090000000-2726eb4631cf70b40254Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014i-0950000000-64c27d204450898aa7b7Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014l-4910000000-a505f3842c5337e50df6Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014l-5690000000-17b06b402c8da973ac92Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-9030000000-7202e8aa713bc4965336Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-9200000000-4cdac043d35a4fdb2534Not 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
1042.0Log mg/kg[590:1900]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
10InsecticidesAgriculture & land managementNot Available
115Drinking waterDrinking water & water supplyNot Available
371AntiepilepticsHealthcare, pharmaceuticals & veterinary productsNot Available
376Hypnotics and sedativesHealthcare, pharmaceuticals & veterinary productsNot Available
497FloorsBuilding & ConstructionNot Available
506AntennasElectrical & Electronic EquipmentNot Available
511Conductors Or Conductive Bodies Characterised By The Conductive MaterialsElectrical & Electronic EquipmentNot Available
516Electric Hearing AidsElectrical & Electronic EquipmentNot Available
517Electric SwitchesElectrical & Electronic EquipmentNot Available
518Electrically Stimulated Smoking DevicesElectrical & Electronic EquipmentNot Available
519ElectrodesElectrical & Electronic EquipmentNot Available
527MagnetsElectrical & Electronic EquipmentNot Available
530Radio Transmission SystemsElectrical & Electronic EquipmentNot Available
531RelaysElectrical & Electronic EquipmentNot Available
537Television SystemsElectrical & Electronic EquipmentNot Available
545Food PreservationFood, food processing & cookwareNot Available
549Preparation Of Wine Or Sparkling WineFood, food processing & cookwareNot Available
556Cigar CigarettesHousehold cleaning & consumer productsNot Available
559Non Electric Simulated Smoking DevicesHousehold cleaning & consumer productsNot Available
560Other Smoking RequisitesHousehold cleaning & consumer productsNot Available
561Perfumes Within Detergents And SoapsHousehold cleaning & consumer productsNot Available
563Soap DetergentsHousehold cleaning & consumer productsNot Available
569Tobacco Smoke FiltersHousehold cleaning & consumer productsNot Available
580Manufacture Preparation Of Tobacco ProductsIndustrial manufacturing & chemical processingNot Available
596AcaricidesAgriculture & 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
609AftershavePersonal care & cosmeticsNot Available
611Anti Perspirants Or Body DeoderantsPersonal care & cosmeticsNot Available
613DepilatoriesPersonal care & cosmeticsNot Available
618Lip Makeup ProductsPersonal care & cosmeticsNot Available
632ApparelTextiles, leather & furnishingsNot Available
642FootwearTextiles, leather & furnishingsNot Available
643HeadwearTextiles, leather & furnishingsNot Available
650Purses Luggage Hand BagsTextiles, leather & furnishingsNot Available
Pathways
2 pathways
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Click to view 3D structureSodium-dependent serotonin transporterP31652Rattus norvegicusPredicted (SEA)276.52
Mu-type opioid receptor structureClick to view 3D structureMu-type opioid receptorP35372HumansPredicted (SEA)871.366
Muscarinic acetylcholine receptor M2 structureClick to view 3D structureMuscarinic acetylcholine receptor M2P08172HumansPredicted (SEA)723.375
Sodium- and chloride-dependent glycine transporter 1 structureClick to view 3D structureSodium- and chloride-dependent glycine transporter 1P48067HumansPredicted (SEA)31.9182
Sigma non-opioid intracellular receptor 1 structureClick to view 3D structureSigma non-opioid intracellular receptor 1Q99720HumansPredicted (SEA)1429.39
Kappa-type opioid receptor structureClick to view 3D structureKappa-type opioid receptorP41145HumansPredicted (SEA)1493.07
Delta-type opioid receptor structureClick to view 3D structureDelta-type opioid receptorP41143HumansPredicted (SEA)1148.67
Click to view 3D structurePalmitoyl-protein thioesterase ABHD10, mitochondrialQ6PE15Mus musculusPredicted (SEA)0.467095
Sodium-dependent dopamine transporter structureClick to view 3D structureSodium-dependent dopamine transporterQ01959HumansPredicted (SEA)1288.25
Sodium-dependent noradrenaline transporter structureClick to view 3D structureSodium-dependent noradrenaline transporterP23975HumansPredicted (SEA)1106.94
5-hydroxytryptamine receptor 1A structureClick to view 3D structure5-hydroxytryptamine receptor 1AP08908HumansPredicted (SEA)1931.36
Muscarinic acetylcholine receptor M1 structureClick to view 3D structureMuscarinic acetylcholine receptor M1P11229HumansPredicted (SEA)1042.56
Click to view 3D structureSodium-dependent dopamine transporterP23977Rattus norvegicusPredicted (SEA)500.882
Click to view 3D structureD(2) dopamine receptorP61169RatPredicted (SEA)1308.49
D(2) dopamine receptor structureClick to view 3D structureD(2) dopamine receptorP14416HumansPredicted (SEA)2333.53
Voltage-gated inwardly rectifying potassium channel KCNH2 structureClick to view 3D structureVoltage-gated inwardly rectifying potassium channel KCNH2Q12809HumansPredicted (SEA)4247.38
D(3) dopamine receptor structureClick to view 3D structureD(3) dopamine receptorP35462HumansPredicted (SEA)1997.69
Sodium-dependent serotonin transporter structureClick to view 3D structureSodium-dependent serotonin transporterP31645HumansPredicted (SEA)1520.4
D(4) dopamine receptor structureClick to view 3D structureD(4) dopamine receptorP21917HumansPredicted (SEA)1600.66
5-hydroxytryptamine receptor 2A structureClick to view 3D structure5-hydroxytryptamine receptor 2AP28223HumansPredicted (SEA)2414.18
Click to view 3D structure5-hydroxytryptamine receptor 1AP19327Rattus norvegicusPredicted (SEA)1531.53
Muscarinic acetylcholine receptor M3 structureClick to view 3D structureMuscarinic acetylcholine receptor M3P20309HumansPredicted (SEA)1019.82
5-hydroxytryptamine receptor 7 structureClick to view 3D structure5-hydroxytryptamine receptor 7P34969HumansPredicted (SEA)1607.59
5-hydroxytryptamine receptor 6 structureClick to view 3D structure5-hydroxytryptamine receptor 6P50406HumansPredicted (SEA)1474.46
Nociceptin receptor structureClick to view 3D structureNociceptin receptorP41146HumansPredicted (SEA)426.147
Concentrations
StatusValueUnitSample LocationReference
Detected and QuantifiedBioggio,Lugano
Detected and Quantified200ng/LBussigny-prés-Lausanne
Detected and Quantified340ng/LUetendorf,Thun
External Links
DrugBank IDDB00794
HMDB IDHMDB0014932
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkPrimidone
Chemspider ID4740
ChEBI ID8412
PubChem Compound ID4909
Kegg Compound IDC07371
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Young MC, Hughes IA: Loss of therapeutic control in congenital adrenal hyperplasia due to interaction between dexamethasone and primidone. Acta Paediatr Scand. 1991 Jan;80(1):120-4.
2. Brown GM, Stone GH, Rathbone MP: Primidone and rapid cycling affective disorders. Lancet. 1993 Oct 9;342(8876):925.
3. Schaffer LC, Schaffer CB, Caretto J: The use of primidone in the treatment of refractory bipolar disorder. Ann Clin Psychiatry. 1999 Jun;11(2):61-6.
4. Murphy K, Delanty N: Primary Generalized Epilepsies. Curr Treat Options Neurol. 2000 Nov;2(6):527-542.
5. Kagitani-Shimono K, Imai K, Okamoto N, Ono J, Okada S: Unverricht-Lundborg disease with cystatin B gene abnormalities. Pediatr Neurol. 2002 Jan;26(1):55-60.
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=10716065
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=17253477
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=24712318
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=24812533