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Details

Stereochemistry ACHIRAL
Molecular Formula C14H16N2O3
Molecular Weight 260.2884
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PHETHARBITAL

SMILES

CCC1(CC)C(=O)NC(=O)N(C1=O)C2=CC=CC=C2

InChI

InChIKey=ILORKHQGIMGDFN-UHFFFAOYSA-N
InChI=1S/C14H16N2O3/c1-3-14(4-2)11(17)15-13(19)16(12(14)18)10-8-6-5-7-9-10/h5-9H,3-4H2,1-2H3,(H,15,17,19)

HIDE SMILES / InChI

Molecular Formula C14H16N2O3
Molecular Weight 260.2884
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Phetharbital (Pyrictal), a barbiturate with virtually no hypnotic side effects, was originally introduced for the management of epilepsy and has since been shown to have powerful hepatic enzyme-inducing properties. In preliminary clinical studies, phetharbital was found to be effective against febrile seizures, minor myoclonic seizures and in petit mal. Phetharbital is relatively ineffective in the control of the tonic extensor seizure pattern and would not be expected to modify grand mal tonic seizures. Chronic administration of phetharbital causes an increased excretion of 6 beta-hydroxycortisol in human urine. This increase in 6 beta-hydroxycortisol excretion is not accompanied by an increase in the 17-hydroxycorticosteroids levels in urine, indicating that an increased adrenal output of cortisol is not responsible for the increased urinary levels of 6 beta hydroxycortisol. Phetharbital was also effective in the rare severe unconjugated hyperbilirubinemia of the Crigler-Najjar syndrome.

Approval Year

PubMed

PubMed

TitleDatePubMed
Studies in febrile seizures. IV. Evaluation of drug effects and development of a potential new therapy (pyrictal).
1960 Jun
Stimulatory effect of N-phenylbarbital (phetharbital) on cortisol hydroxylation in man.
1968 Apr
Effect of N-phenylbarbital (phetharbital) on the metabolism of testosterone and cortisol in man.
1969 Feb
Controlled trial of phetharbital, a non-hypnotic barbiturate, in unconugated hyperbilirubinaemia.
1971 May 29
Influence of drugs and chemicals upon hepatic enzymes and proteins. II. The effects of various barbiturates on the induction and reduction of hepatic cytoplasmic organic anion-binding proteins.
1976

Sample Use Guides

Single dose - 600 mg for four weeks' treatment
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Fri Dec 15 17:31:51 UTC 2023
Edited
by admin
on Fri Dec 15 17:31:51 UTC 2023
Record UNII
52HG53W51E
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PHETHARBITAL
INN  
INN  
Official Name English
NSC-85043
Code English
phetharbital [INN]
Common Name English
5,5-DIETHYL-1-PHENYLBARBITURIC ACID
Systematic Name English
PHENETHARBITAL [MI]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C67084
Created by admin on Fri Dec 15 17:31:51 UTC 2023 , Edited by admin on Fri Dec 15 17:31:51 UTC 2023
Code System Code Type Description
EVMPD
SUB09794MIG
Created by admin on Fri Dec 15 17:31:51 UTC 2023 , Edited by admin on Fri Dec 15 17:31:51 UTC 2023
PRIMARY
INN
842
Created by admin on Fri Dec 15 17:31:51 UTC 2023 , Edited by admin on Fri Dec 15 17:31:51 UTC 2023
PRIMARY
MERCK INDEX
m8606
Created by admin on Fri Dec 15 17:31:51 UTC 2023 , Edited by admin on Fri Dec 15 17:31:51 UTC 2023
PRIMARY Merck Index
CAS
357-67-5
Created by admin on Fri Dec 15 17:31:51 UTC 2023 , Edited by admin on Fri Dec 15 17:31:51 UTC 2023
PRIMARY
SMS_ID
100000082467
Created by admin on Fri Dec 15 17:31:51 UTC 2023 , Edited by admin on Fri Dec 15 17:31:51 UTC 2023
PRIMARY
MESH
C005447
Created by admin on Fri Dec 15 17:31:51 UTC 2023 , Edited by admin on Fri Dec 15 17:31:51 UTC 2023
PRIMARY
WIKIPEDIA
PHETHARBITAL
Created by admin on Fri Dec 15 17:31:51 UTC 2023 , Edited by admin on Fri Dec 15 17:31:51 UTC 2023
PRIMARY
DRUG CENTRAL
3436
Created by admin on Fri Dec 15 17:31:51 UTC 2023 , Edited by admin on Fri Dec 15 17:31:51 UTC 2023
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FDA UNII
52HG53W51E
Created by admin on Fri Dec 15 17:31:51 UTC 2023 , Edited by admin on Fri Dec 15 17:31:51 UTC 2023
PRIMARY
ECHA (EC/EINECS)
206-615-2
Created by admin on Fri Dec 15 17:31:51 UTC 2023 , Edited by admin on Fri Dec 15 17:31:51 UTC 2023
PRIMARY
NSC
85043
Created by admin on Fri Dec 15 17:31:51 UTC 2023 , Edited by admin on Fri Dec 15 17:31:51 UTC 2023
PRIMARY
EPA CompTox
DTXSID30189216
Created by admin on Fri Dec 15 17:31:51 UTC 2023 , Edited by admin on Fri Dec 15 17:31:51 UTC 2023
PRIMARY
ChEMBL
CHEMBL93218
Created by admin on Fri Dec 15 17:31:51 UTC 2023 , Edited by admin on Fri Dec 15 17:31:51 UTC 2023
PRIMARY
PUBCHEM
9650
Created by admin on Fri Dec 15 17:31:51 UTC 2023 , Edited by admin on Fri Dec 15 17:31:51 UTC 2023
PRIMARY
NCI_THESAURUS
C29320
Created by admin on Fri Dec 15 17:31:51 UTC 2023 , Edited by admin on Fri Dec 15 17:31:51 UTC 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY