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

Details

Stereochemistry RACEMIC
Molecular Formula C18H25NO
Molecular Weight 271.3972
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NEPINALONE

SMILES

CC2(CCN1CCCCC1)C(=O)CCC3=C2C=CC=C3

InChI

InChIKey=RVXGRCNWGOHSDE-UHFFFAOYSA-N
InChI=1S/C18H25NO/c1-18(11-14-19-12-5-2-6-13-19)16-8-4-3-7-15(16)9-10-17(18)20/h3-4,7-8H,2,5-6,9-14H2,1H3

HIDE SMILES / InChI

Molecular Formula C18H25NO
Molecular Weight 271.3972
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Nepinalone is a new alchilaminate derivative of β-tetralone, which possess a non-opioid antitussive activity. Nepinalone racemus exerted a significant antitussive activity and both L- and D-isomers confirmed to possess a significant dose-correlated antitussive effect with better trend of activity for D-isomer, but not statistically significant. It was predicted to act via sigma receptors. Occasionally, episodes of gastric intolerance have been reported and rapidly receded when treatment was stopped. The use of doses higher than those recommended could cause drowsiness.

Approval Year

Sample Use Guides

Substance Class Chemical
Created
by admin
on Fri Dec 15 16:05:45 GMT 2023
Edited
by admin
on Fri Dec 15 16:05:45 GMT 2023
Record UNII
L9806LPR7G
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NEPINALONE
INN   MART.   WHO-DD  
INN  
Official Name English
NEPINALONE [MART.]
Common Name English
Nepinalone [WHO-DD]
Common Name English
(±)-3,4-DIHYDRO-1-METHYL-1-(2-PIPERIDINOETHYL)-2(1H)-NAPHTHALENONE
Systematic Name English
nepinalone [INN]
Common Name English
Classification Tree Code System Code
WHO-VATC QR05DB26
Created by admin on Fri Dec 15 16:05:45 GMT 2023 , Edited by admin on Fri Dec 15 16:05:45 GMT 2023
WHO-ATC R05DB26
Created by admin on Fri Dec 15 16:05:45 GMT 2023 , Edited by admin on Fri Dec 15 16:05:45 GMT 2023
NCI_THESAURUS C66917
Created by admin on Fri Dec 15 16:05:45 GMT 2023 , Edited by admin on Fri Dec 15 16:05:45 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C76475
Created by admin on Fri Dec 15 16:05:45 GMT 2023 , Edited by admin on Fri Dec 15 16:05:45 GMT 2023
PRIMARY
SMS_ID
100000084155
Created by admin on Fri Dec 15 16:05:45 GMT 2023 , Edited by admin on Fri Dec 15 16:05:45 GMT 2023
PRIMARY
PUBCHEM
3047788
Created by admin on Fri Dec 15 16:05:45 GMT 2023 , Edited by admin on Fri Dec 15 16:05:45 GMT 2023
PRIMARY
DRUG BANK
DB13445
Created by admin on Fri Dec 15 16:05:45 GMT 2023 , Edited by admin on Fri Dec 15 16:05:45 GMT 2023
PRIMARY
EVMPD
SUB09200MIG
Created by admin on Fri Dec 15 16:05:45 GMT 2023 , Edited by admin on Fri Dec 15 16:05:45 GMT 2023
PRIMARY
CAS
22443-11-4
Created by admin on Fri Dec 15 16:05:45 GMT 2023 , Edited by admin on Fri Dec 15 16:05:45 GMT 2023
PRIMARY
ChEMBL
CHEMBL2105148
Created by admin on Fri Dec 15 16:05:45 GMT 2023 , Edited by admin on Fri Dec 15 16:05:45 GMT 2023
PRIMARY
INN
6490
Created by admin on Fri Dec 15 16:05:45 GMT 2023 , Edited by admin on Fri Dec 15 16:05:45 GMT 2023
PRIMARY
WIKIPEDIA
NEPINALONE
Created by admin on Fri Dec 15 16:05:45 GMT 2023 , Edited by admin on Fri Dec 15 16:05:45 GMT 2023
PRIMARY
FDA UNII
L9806LPR7G
Created by admin on Fri Dec 15 16:05:45 GMT 2023 , Edited by admin on Fri Dec 15 16:05:45 GMT 2023
PRIMARY
EPA CompTox
DTXSID60865051
Created by admin on Fri Dec 15 16:05:45 GMT 2023 , Edited by admin on Fri Dec 15 16:05:45 GMT 2023
PRIMARY
DRUG CENTRAL
1900
Created by admin on Fri Dec 15 16:05:45 GMT 2023 , Edited by admin on Fri Dec 15 16:05:45 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
ENANTIOMER -> RACEMATE
ENANTIOMER -> RACEMATE
Related Record Type Details
ACTIVE MOIETY