U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C15H16N2O
Molecular Weight 240.3003
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AMELTOLIDE

SMILES

CC1=CC=CC(C)=C1NC(=O)C2=CC=C(N)C=C2

InChI

InChIKey=HZIWGOAXOBPQGY-UHFFFAOYSA-N
InChI=1S/C15H16N2O/c1-10-4-3-5-11(2)14(10)17-15(18)12-6-8-13(16)9-7-12/h3-9H,16H2,1-2H3,(H,17,18)

HIDE SMILES / InChI

Molecular Formula C15H16N2O
Molecular Weight 240.3003
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

Ameltolide (ADD 75073, LY 201116) is a 4-aminobenzamide anticonvulsant patented by Research Corporation Technologies in the USA. Ameltolide is a sodium channel antagonist, it represents a potential therapy for the treatment of epilepsy. Ameltolide had been in phase I clinical trials by Research Corporation Technologies for the treatment of epilepsy. However, this research has been discontinued.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
0.97 µM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Overview

OverviewOther

Other InhibitorOther SubstrateOther Inducer

Drug as perpetrator​

PubMed

Sample Use Guides

In Vivo Use Guide
Canine seizure model: from 2 to 15 h following a single 3 mg/kg oral ameltolide dose the mean probability of obtaining a 1 unit reduction in the seizure clinical score severity was greater than 0.80.
Route of Administration: Oral
In Vitro Use Guide
As a function of increasing concentration, ameltolide produced a selective decrease in the afterpotentials of the spontaneous bursts before decreasing the frequency of bursts. The concentration estimated to inhibit the number of afterpotentials per burst by 50% (IC50 value) was 2.7 uM, whereas the ICs0 value estimated to reduce the frequency of bursts was 15 uM.
Substance Class Chemical
Record UNII
F83240ZOVE
Record Status Validated (UNII)
Record Version