Drug Information

General Information
Drug ID
DR00471
Drug Name
Phenobarbital
Synonyms
5-Ethyl-5-phenyl-2,4,6(1H,3H,5H)-pyrimidinetrione;5-Ethyl-5-phenyl-2,4,6-(1H,3H,5H)pyrimidinetrione; 5-Ethyl-5-phenyl-2,4,6-pyrimidinetrione; 5-Ethyl-5-phenyl-pyrimidine-2,4,6-trione; 5-Ethyl-5-phenylbarbituric acid; 5-Phenyl-5-ethylbarbituric acid;5-ethyl-5-phenyl-1,3-diazinane-2,4,6-trione; 5-ethyl-5-phenylpyrimidine-2,4,6(1H,3H,5H)-trione; Acido 5-fenil-5-etilbarbiturico; Acido 5-fenil-5-etilbarbiturico [Italian]; Adonal; Aephe nal; Aephenal; Agrypnal; Amylofene; Antrocol; Aphenylbarbit; Aphenyletten; Arco-Lase Plus; Austrominal; Barbapil; Barbellen; Barbellon; Barbenyl; Barbilehae; Barbilehae (barbilettae); Barbinal; Barbipenyl; Barbiphen; Barbiphenyl; Barbipil; Barbita; Barbivis; Barbonal; Barbophen; Bardorm; Bartol; Bialminal; Blu-phen; Cabronal; Calmetten; Calminal; Cardenal; Chardonna-2; Chinoin; Codibarbita; Component of Antrocol; Component of Bronkotabs; Component of Hecadrol; Component of Primatene P; Component of Slowten; Component of Tedral; Component of Valpin 50-PB; Coronaletta; Cratecil; Damoral; Dezibarbitur; Donphen; Dormina; Dormiral; Dormital; Doscalun; Duneryl; Elixir of phenobarbital; Ensobarb; Ensodorm; Epanal; Epidorm; Epilol; Episedal; Epsylone; Eskabarb; Etilfen; Euneryl; Ezibarbitur; Fen osed; Fenbital; Fenemal; Fenobarbital; Fenobarbital [INN-Spanish]; Fenobarbitale; Fenobarbitale [DCIT]; Fenosed; Fenylettae; Gardenal; Gardepanyl; Glysoletten; Gustase-Plus; Haplopan; Haplos; Helional; Hennoletten; Henotal; Hypnaletten; Hypnette; Hypno-Tablinetten; Hypnogen; Hypnolone; Hypnoltol; Hysteps; Le phebar; Lefebar; Leonal; Lephebar; Lepinal; Lepinaletten; Levsin PB Drops and Tablets; Linasen; Liquital; Lixophen; Lubergal; Lubrokal; Lumen; Lumesettes; Lumesyn; Luminal; Luminal (TN); Lumofridetten; Luphenil; Luramin; Molinal; Neurobarb; Nirvonal; Noptil; Nova-Pheno; Nunol; PHOB; PUBERTAL PHENOBARBITAL STUDY; Pamine PB; Parkotal; Pharmetten; Phazyme-PB; Phen-Bar; Phenaemal; Phenemal; Phenemalum; Phenobal; Phenobarb; Phenobarbital (JP15/USP/INN); Phenobarbital (PB); Phenobarbital [USAN:INN:JAN]; Phenobarbital, Monosodium Salt; Phenobarbitalum; Phenobarbitalum [INN-Latin]; Phenobarbitalum [INN]; Phenobarbitol; Phenobarbitone; Phenobarbitonum; Phenobarbituric acid; Phenobarbyl; Phenoluric; Phenolurio; Phenomet; Phenonyl; Phenoturic; Phenyl-ethyl-barbituric acid; Phenylaethylbarbitursaeure; Phenylethyl barbituric acid; Phenylethylbarbiturate; Phenylethylbarbituric acid; Phenylethylbarbitursaeure; Phenylethylmalonylurea; Phenyletten; Phenylral; Phenyral; Polcominal; Promptonal; SK-Phenobarbital; Seda-Tablinen; Seda-tabl inen; Sedabar; Sedicat; Sedizorin; Sedlyn; Sedofen; Sedonal; Sedonal (sedative); Sedonettes; Sedophen; Sevenal; Solfoton; Solfoton talpheno; Solu-Barb; Sombutol; Somnolens; Somnoletten; Somnosan; Somonal; Spasepilin; Starifen; Starilettae; Stental; Stental Extentabs; Stental exte ntabs; Talpheno; Teolaxin; Teoloxin; Thenobarbital; Theoloxin; Theominal; Triabarb; Tridezibarbitur; Triphenatol; Valprin 50-PB; Versomnal; Zadoletten; Zadonal
Drug Type
Small molecular drug
Indication Seizure [ICD11:8A68] Approved [1]
Therapeutic Class
Anticonvulsants
Structure
3D MOL 2D MOL
Formula
C12H12N2O3
Canonical SMILES
CCC1(C(=O)NC(=O)NC1=O)C2=CC=CC=C2
InChI
InChI=1S/C12H12N2O3/c1-2-12(8-6-4-3-5-7-8)9(15)13-11(17)14-10(12)16/h3-7H,2H2,1H3,(H2,13,14,15,16,17)
InChIKey
DDBREPKUVSBGFI-UHFFFAOYSA-N
CAS Number
CAS 50-06-6
Pharmaceutical Properties Molecular Weight 232.23 Topological Polar Surface Area 75.3
Heavy Atom Count 17 Rotatable Bond Count 2
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 3
XLogP
1.5
PubChem CID
4763
PubChem SID
103165722 ,103932141 ,10524254 ,10589109 ,11109645 ,11336162 ,11361401 ,11462373 ,11533360 ,14822944 ,24898226 ,29215458 ,29215459 ,29223847 ,419552 ,4437710 ,46505776 ,47365286 ,48334587 ,48414299 ,48414897 ,48416415 ,48423927 ,49854358 ,50754225 ,51087546 ,53786889 ,56310640 ,56310993 ,56312250 ,56312902 ,56313381 ,56313456 ,56313891 ,56314430 ,56314439 ,56314440 ,57288737 ,590135 ,607900 ,75216 ,7538915 ,7847572 ,7980291 ,8150142 ,8152924 ,85174399 ,93167079 ,9638 ,99302075
ChEBI ID
ChEBI:8069
TTD Drug ID
D0Y7RW
DT(s) Transporting This Drug MRP2 Transporter Info Multidrug resistance-associated protein 2 Substrate [2]
P-GP Transporter Info P-glycoprotein 1 Substrate [3]
References
1 Phenobarbital was approved by FDA. The official website of the U.S. Food and Drug Administration. (2019)
2 Regulation of multidrug resistance-associated protein 2 (ABCC2) by the nuclear receptors pregnane X receptor, farnesoid X-activated receptor, and constitutive androstane receptor. J Biol Chem. 2002 Jan 25;277(4):2908-15.
3 The transport of antiepileptic drugs by P-glycoprotein. Adv Drug Deliv Rev. 2012 Jul;64(10):930-42.

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