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

Details

Stereochemistry ACHIRAL
Molecular Formula C11H13NO2
Molecular Weight 191.2264
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0
Stereo Comments Assumed E; MM2 minimum energies of E and Z were -2.8973 and 2.1467/ 1.3201 kcal/mol respectively.

SHOW SMILES / InChI
Structure of IDROCILAMIDE

SMILES

OCCNC(=O)\C=C\C1=CC=CC=C1

InChI

InChIKey=OSCTXCOERRNGLW-VOTSOKGWSA-N
InChI=1S/C11H13NO2/c13-9-8-12-11(14)7-6-10-4-2-1-3-5-10/h1-7,13H,8-9H2,(H,12,14)/b7-6+

HIDE SMILES / InChI

Molecular Formula C11H13NO2
Molecular Weight 191.2264
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Description
Curator's Comment: description was created based on several sources, including https://www.drugs.com/international/idrocilamide.html | https://www.ncbi.nlm.nih.gov/pubmed/2140002 | https://www.ncbi.nlm.nih.gov/pubmed/8180884 | https://www.ncbi.nlm.nih.gov/pubmed/8012322

Idrocilamide (trade names Talval, Srilane, Relaxnova, Brolitène) is a medication with skeletal muscle relaxant[2] and anti-inflammatory actions used as a topical cream to treat lumbago and other kinds of muscular pain. Idrocilamide acts intracellularly by decreasing sarcoplasmic reticulum calcium release and externally by facilitating the voltage-dependent inactivation of the voltage sensor for excitation-contraction coupling. Idrocilamide has been reported to be a potent inhibitor of the metabolism of caffeine. Idrocilamide is available on prescription or over-the-counter in France and various other countries. Idrocilamide exerts a direct depressant effect on mechanical tension in rat soleus muscle fibers.

Originator

Sources: Journal of Biological Chemistry (1948), 175, 771-92.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Talval

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
The direct depressant effect of LCB29 (idrocilamide) on mechanical tension of rat soleus muscle fibers.
1990 Dec
Two sites of action for LCB29 (idrocilamide) in depressing mechanical tension of rat soleus muscle fibers?
1993 Dec
Patents

Patents

Sample Use Guides

Single administration - 60 mg
Route of Administration: Intramuscular
In Vitro Use Guide
Experiments were performed at 37C on small bundles (5- 15 fibers) isolated from sealeus nrauscles of female Wistar rats. Before each set of experiments, the preparations were stimulated in the control solution during 20 min or more tea check for viability (those bundles exhibiting progressive decrease in twitch amplitude were discarded). Caffeine contrackres were elicited by application of caffeine added to the bathing medium to give a final concentration of 6 mkM. Such a caffeine concentration permitted repetitive contractures without damaging fibers After the initial equilibrating perid, the sensitivity of bundles for 6 mkM caffeine was checked two times, separated by a 30-min interval in which caffeine was absent. Only bundles that exhibited two successive contractures of equal amplitude were further tested with LCB29 (Idrocilamide).
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:28:23 UTC 2023
Edited
by admin
on Fri Dec 15 15:28:23 UTC 2023
Record UNII
6C816LUB1O
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
IDROCILAMIDE
INN   MART.   MI   WHO-DD  
INN  
Official Name English
SRILANE
Brand Name English
IDROCILAMIDE [MART.]
Common Name English
NSC-63229
Code English
idrocilamide [INN]
Common Name English
NSC-58207
Code English
NSC-44979
Code English
Idrocilamide [WHO-DD]
Common Name English
N-(2-HYDROXYETHYL)CINNAMAMIDE
Systematic Name English
IDROCILAMIDE [MI]
Common Name English
Classification Tree Code System Code
WHO-VATC QM02AX05
Created by admin on Fri Dec 15 15:28:23 UTC 2023 , Edited by admin on Fri Dec 15 15:28:23 UTC 2023
NCI_THESAURUS C29696
Created by admin on Fri Dec 15 15:28:23 UTC 2023 , Edited by admin on Fri Dec 15 15:28:23 UTC 2023
WHO-ATC M02AX05
Created by admin on Fri Dec 15 15:28:23 UTC 2023 , Edited by admin on Fri Dec 15 15:28:23 UTC 2023
Code System Code Type Description
NSC
44979
Created by admin on Fri Dec 15 15:28:23 UTC 2023 , Edited by admin on Fri Dec 15 15:28:23 UTC 2023
PRIMARY
NSC
58207
Created by admin on Fri Dec 15 15:28:23 UTC 2023 , Edited by admin on Fri Dec 15 15:28:23 UTC 2023
PRIMARY
INN
3547
Created by admin on Fri Dec 15 15:28:23 UTC 2023 , Edited by admin on Fri Dec 15 15:28:23 UTC 2023
PRIMARY
ECHA (EC/EINECS)
230-155-1
Created by admin on Fri Dec 15 15:28:23 UTC 2023 , Edited by admin on Fri Dec 15 15:28:23 UTC 2023
PRIMARY
NSC
63229
Created by admin on Fri Dec 15 15:28:23 UTC 2023 , Edited by admin on Fri Dec 15 15:28:23 UTC 2023
PRIMARY
NCI_THESAURUS
C74280
Created by admin on Fri Dec 15 15:28:23 UTC 2023 , Edited by admin on Fri Dec 15 15:28:23 UTC 2023
PRIMARY
RXCUI
19729
Created by admin on Fri Dec 15 15:28:23 UTC 2023 , Edited by admin on Fri Dec 15 15:28:23 UTC 2023
PRIMARY RxNorm
EVMPD
SUB08121MIG
Created by admin on Fri Dec 15 15:28:23 UTC 2023 , Edited by admin on Fri Dec 15 15:28:23 UTC 2023
PRIMARY
DRUG CENTRAL
1418
Created by admin on Fri Dec 15 15:28:23 UTC 2023 , Edited by admin on Fri Dec 15 15:28:23 UTC 2023
PRIMARY
EPA CompTox
DTXSID8046404
Created by admin on Fri Dec 15 15:28:23 UTC 2023 , Edited by admin on Fri Dec 15 15:28:23 UTC 2023
PRIMARY
PUBCHEM
1550874
Created by admin on Fri Dec 15 15:28:23 UTC 2023 , Edited by admin on Fri Dec 15 15:28:23 UTC 2023
PRIMARY
CAS
35241-61-3
Created by admin on Fri Dec 15 15:28:23 UTC 2023 , Edited by admin on Fri Dec 15 15:28:23 UTC 2023
ALTERNATIVE
DRUG BANK
DB13297
Created by admin on Fri Dec 15 15:28:23 UTC 2023 , Edited by admin on Fri Dec 15 15:28:23 UTC 2023
PRIMARY
CAS
6961-46-2
Created by admin on Fri Dec 15 15:28:23 UTC 2023 , Edited by admin on Fri Dec 15 15:28:23 UTC 2023
PRIMARY
ChEMBL
CHEMBL102358
Created by admin on Fri Dec 15 15:28:23 UTC 2023 , Edited by admin on Fri Dec 15 15:28:23 UTC 2023
PRIMARY
WIKIPEDIA
Idrocilamide
Created by admin on Fri Dec 15 15:28:23 UTC 2023 , Edited by admin on Fri Dec 15 15:28:23 UTC 2023
PRIMARY
SMS_ID
100000083679
Created by admin on Fri Dec 15 15:28:23 UTC 2023 , Edited by admin on Fri Dec 15 15:28:23 UTC 2023
PRIMARY
MERCK INDEX
m6203
Created by admin on Fri Dec 15 15:28:23 UTC 2023 , Edited by admin on Fri Dec 15 15:28:23 UTC 2023
PRIMARY Merck Index
FDA UNII
6C816LUB1O
Created by admin on Fri Dec 15 15:28:23 UTC 2023 , Edited by admin on Fri Dec 15 15:28:23 UTC 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY