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Details

Stereochemistry ACHIRAL
Molecular Formula C11H12BrNO
Molecular Weight 254.123
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of CINROMIDE

SMILES

CCNC(=O)\C=C\C1=CC(Br)=CC=C1

InChI

InChIKey=LDCXGZCEMNMWIL-VOTSOKGWSA-N
InChI=1S/C11H12BrNO/c1-2-13-11(14)7-6-9-4-3-5-10(12)8-9/h3-8H,2H2,1H3,(H,13,14)/b7-6+

HIDE SMILES / InChI
Cinromide possesses antiepileptic activity in various animal models. However, in the experiments for human, this drug had a very limited clinical usefulness and was withdrawn from testing by its manufacturer. The lack of an antiepileptic response may have been due to factors other than species differences but indicates that a positive result of a drug in animal models is not the sole factor necessary to predict beneficial antiepileptic activity in humans. In addition, cinromide was studied for the patients with Lennox-Gastaut Syndrome, as a result, there was no difference between cinromide and placebo in terms of seizure reduction or global evaluations.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Cinromide (3-bromo-N-ethylcinnanamide), novel anticonvulsant agent.
1981 Nov
Effect of cinromide on inhibitory and excitatory mechanisms.
1983 Aug
Cinromide in the treatment of absence seizures.
1983 Aug
Influence of cinromide on metrazol--induced seizures during ontogenesis in rats.
1988
Double-blind, placebo-controlled evaluation of cinromide in patients with the Lennox-Gastaut Syndrome. The Group for the Evaluation of Cinromide in the Lennox-Gastaut Syndrome.
1989 Jul-Aug
Patents

Patents

Sample Use Guides

Doses of cinromide ranged from 1,200 to 4,800 mg/day, depending on patient response.
Route of Administration: Oral
In Vitro Use Guide
Unknown
Name Type Language
CINROMIDE
INN   MI   USAN  
USAN   INN  
Official Name English
2-PROPENAMIDE, 3-(3-BROMOPHENYL)-, (E)-
Systematic Name English
cinromide [INN]
Common Name English
3-BROMO-N-ETHYLCINNAMAMIDE, TRANS
Common Name English
CINROMIDE [USAN]
Common Name English
CINROMIDE [MI]
Common Name English
(E)-M-BROMO-N-ETHYLCINNAMAMIDE
Systematic Name English
NSC-335304
Code English
Code System Code Type Description
MERCK INDEX
m1074
Created by admin on Fri Dec 15 17:27:17 UTC 2023 , Edited by admin on Fri Dec 15 17:27:17 UTC 2023
PRIMARY Merck Index
ChEMBL
CHEMBL93233
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PRIMARY
EPA CompTox
DTXSID7046417
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PRIMARY
INN
4227
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PRIMARY
PUBCHEM
688145
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PRIMARY
FDA UNII
M197KE7A5N
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PRIMARY
DRUG CENTRAL
3102
Created by admin on Fri Dec 15 17:27:17 UTC 2023 , Edited by admin on Fri Dec 15 17:27:17 UTC 2023
PRIMARY
SMS_ID
100000081094
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PRIMARY
CAS
58473-74-8
Created by admin on Fri Dec 15 17:27:17 UTC 2023 , Edited by admin on Fri Dec 15 17:27:17 UTC 2023
PRIMARY
NCI_THESAURUS
C174684
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PRIMARY
NSC
335304
Created by admin on Fri Dec 15 17:27:17 UTC 2023 , Edited by admin on Fri Dec 15 17:27:17 UTC 2023
PRIMARY
MESH
C018490
Created by admin on Fri Dec 15 17:27:17 UTC 2023 , Edited by admin on Fri Dec 15 17:27:17 UTC 2023
PRIMARY
EVMPD
SUB06316MIG
Created by admin on Fri Dec 15 17:27:17 UTC 2023 , Edited by admin on Fri Dec 15 17:27:17 UTC 2023
PRIMARY