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Details

Stereochemistry ACHIRAL
Molecular Formula C10H12ClNO
Molecular Weight 197.6617
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BECLAMIDE

SMILES

c1ccc(cc1)CN=C(CCCl)O

InChI

InChIKey=JPYQFYIEOUVJDU-UHFFFAOYSA-N
InChI=1S/C10H12ClNO/c11-7-6-10(13)12-8-9-4-2-1-3-5-9/h1-5H,6-8H2,(H,12,13)

HIDE SMILES / InChI
Beclamide (N-benzyl-B-chloropropionamide) is a drug that possesses anticonvulsant activity. It is no longer used. It has been used as a sedative and as an anticonvulsant. Beclamide has been used in the management of both epilepsy and behavioral disorders associated with epilepsy. It was introduced into clinical practice in 1952 under the brand names Hibicon, Lederle and later it was withdrawn. This agent was shown to be effective in grand mal but not absence seizures. Early claims emphasized its safety, and it is not entirely clear why it was withdrawn from therapy for epilepsy. Interest in the drug was rekindled in the 1990s as an adjunct in the treatment of schizophrenia.

Approval Year

Targets

Targets

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Hibicon

Approved Use

Treatment of Epilepsy

Launch Date

-5.6808001E11
Primary
Unknown

Approved Use

Unknown
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
11 μg/mL
1 g single, oral
dose: 1 g
route of administration: Oral
experiment type: SINGLE
co-administered:
BECLAMIDE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
59 μg × h/mL
1 g single, oral
dose: 1 g
route of administration: Oral
experiment type: SINGLE
co-administered:
BECLAMIDE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
3 h
1 g single, oral
dose: 1 g
route of administration: Oral
experiment type: SINGLE
co-administered:
BECLAMIDE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
Funbound

Funbound

ValueDoseCo-administeredAnalytePopulation
50%
1 g single, oral
dose: 1 g
route of administration: Oral
experiment type: SINGLE
co-administered:
BECLAMIDE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Hibicon a new anticonvulsant.
1952 Mar
Effects of anticonvulsant drugs on the cerebral enzymes metabolizing GABA.
1975 Nov
Adverse drug effects in hospitalized elderly: data from the healthcare cost and utilization project.
2010
Patents

Sample Use Guides

Adult Dosage: 7.14 to 14.28 mg/kg, p.o, Frequency - 8 hourly
Route of Administration: Oral
In Vitro Use Guide
Succinic semialdehyde dehydrogenase activity was inhibited by 10 to 20% at low concentrations (0.01 to 0.1 mM) of diazepam, carbamazepine, beclamide, acetazolamide, and di-n-propylacetate, and by 40% or more at high concentrations (2.5 to 10.0 mM) of diazepam, phenobarbital, carbamazepine, Beclamide, and di-n-propylacetate in mouse brain homogenates. Beclamide at 100 umol/l significantly inhibited K+-evoked release of D-aspartate.
Name Type Language
BECLAMIDE
INN   MART.   MI   WHO-DD  
INN  
Official Name English
NSC-67062
Code English
BECLAMIDE [INN]
Common Name English
BECLAMIDE [MI]
Common Name English
BECLAMIDE [MART.]
Common Name English
BECLAMIDE [WHO-DD]
Common Name English
N-BENZYL-3-CHLOROPROPIONAMIDE
Systematic Name English
Classification Tree Code System Code
WHO-ATC N03AX30
Created by admin on Sat Jun 26 10:14:31 UTC 2021 , Edited by admin on Sat Jun 26 10:14:31 UTC 2021
WHO-VATC QN03AX30
Created by admin on Sat Jun 26 10:14:31 UTC 2021 , Edited by admin on Sat Jun 26 10:14:31 UTC 2021
NCI_THESAURUS C264
Created by admin on Sat Jun 26 10:14:31 UTC 2021 , Edited by admin on Sat Jun 26 10:14:31 UTC 2021
Code System Code Type Description
ChEMBL
CHEMBL64195
Created by admin on Sat Jun 26 10:14:31 UTC 2021 , Edited by admin on Sat Jun 26 10:14:31 UTC 2021
PRIMARY
MERCK INDEX
M2286
Created by admin on Sat Jun 26 10:14:31 UTC 2021 , Edited by admin on Sat Jun 26 10:14:31 UTC 2021
PRIMARY Merck Index
ECHA (EC/EINECS)
207-927-1
Created by admin on Sat Jun 26 10:14:31 UTC 2021 , Edited by admin on Sat Jun 26 10:14:31 UTC 2021
PRIMARY
CAS
501-68-8
Created by admin on Sat Jun 26 10:14:31 UTC 2021 , Edited by admin on Sat Jun 26 10:14:31 UTC 2021
PRIMARY
DRUG CENTRAL
291
Created by admin on Sat Jun 26 10:14:31 UTC 2021 , Edited by admin on Sat Jun 26 10:14:31 UTC 2021
PRIMARY
PUBCHEM
10391
Created by admin on Sat Jun 26 10:14:31 UTC 2021 , Edited by admin on Sat Jun 26 10:14:31 UTC 2021
PRIMARY
INN
823
Created by admin on Sat Jun 26 10:14:31 UTC 2021 , Edited by admin on Sat Jun 26 10:14:31 UTC 2021
PRIMARY
FDA UNII
F5N0ALI65V
Created by admin on Sat Jun 26 10:14:31 UTC 2021 , Edited by admin on Sat Jun 26 10:14:31 UTC 2021
PRIMARY
RXCUI
18846
Created by admin on Sat Jun 26 10:14:31 UTC 2021 , Edited by admin on Sat Jun 26 10:14:31 UTC 2021
PRIMARY RxNorm
EPA CompTox
501-68-8
Created by admin on Sat Jun 26 10:14:31 UTC 2021 , Edited by admin on Sat Jun 26 10:14:31 UTC 2021
PRIMARY
MESH
C011676
Created by admin on Sat Jun 26 10:14:31 UTC 2021 , Edited by admin on Sat Jun 26 10:14:31 UTC 2021
PRIMARY
WIKIPEDIA
BECLAMIDE
Created by admin on Sat Jun 26 10:14:31 UTC 2021 , Edited by admin on Sat Jun 26 10:14:31 UTC 2021
PRIMARY
NCI_THESAURUS
C75160
Created by admin on Sat Jun 26 10:14:31 UTC 2021 , Edited by admin on Sat Jun 26 10:14:31 UTC 2021
PRIMARY
DRUG BANK
DB09011
Created by admin on Sat Jun 26 10:14:31 UTC 2021 , Edited by admin on Sat Jun 26 10:14:31 UTC 2021
PRIMARY
EVMPD
SUB05675MIG
Created by admin on Sat Jun 26 10:14:31 UTC 2021 , Edited by admin on Sat Jun 26 10:14:31 UTC 2021
PRIMARY