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Details

Stereochemistry ACHIRAL
Molecular Formula C10H12ClNO
Molecular Weight 197.661
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BECLAMIDE

SMILES

ClCCC(=O)NCC1=CC=CC=C1

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

Molecular Formula C10H12ClNO
Molecular Weight 197.661
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

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 It was introduced into clinical practice in 1952 under the brand names Hibicon, Lederle and later it was withdrawn.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 Early claims emphasized its safety, and it is not entirely clear why it was withdrawn from therapy for epilepsy.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.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Hibicon
Primary
Unknown

Cmax

ValueDoseCo-administeredAnalytePopulation
11 μg/mL
1 g single, oral
BECLAMIDE plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
59 μg × h/mL
1 g single, oral
BECLAMIDE plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
3 h
1 g single, oral
BECLAMIDE plasma
Homo sapiens

Funbound

ValueDoseCo-administeredAnalytePopulation
50%
1 g single, oral
BECLAMIDE plasma
Homo sapiens

PubMed

Sample Use Guides

In Vivo Use Guide
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.
Substance Class Chemical
Record UNII
F5N0ALI65V
Record Status Validated (UNII)
Record Version