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

Details

Stereochemistry ACHIRAL
Molecular Formula C22H28N2O2
Molecular Weight 352.4699
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ANILERIDINE

SMILES

CCOC(=O)C1(CCN(CCC2=CC=C(N)C=C2)CC1)C3=CC=CC=C3

InChI

InChIKey=LKYQLAWMNBFNJT-UHFFFAOYSA-N
InChI=1S/C22H28N2O2/c1-2-26-21(25)22(19-6-4-3-5-7-19)13-16-24(17-14-22)15-12-18-8-10-20(23)11-9-18/h3-11H,2,12-17,23H2,1H3

HIDE SMILES / InChI
Molecular Formula C22H28N2O2
Molecular Weight 352.4699
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Aniledrine is a narcotic pain reliver. The drug was prescribed as an analgesic in anaesthesia (Leritine brand name), however, it is no longer available on the market. Although the exact mechanism is not fully understood, aniledrine appears to elicit its action by binding to endorphine receptors in CNS.

CNS Activity

Originator

Merck
238
Curator's Comment: # Merck

Approval Year

1957
118
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Approved
8583
LERITINE

Approved Use

Unknown
Funbound

Funbound

ValueDoseCo-administeredAnalytePopulation
5%
OTHER
https://go.drugbank.com/drugs/DB00913
ANILERIDINE plasma
Homo sapiens
population: UNKNOWN
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
Doses

Doses

DosePopulationAdverse events​
450 mg multiple, oral
Studied dose
Dose: 450 mg
Route: oral
Route: multiple
Dose: 450 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/7541439
unhealthy, 41
Health Status: unhealthy
Age Group: 41
Sex: M
Sources:
https://pubmed.ncbi.nlm.nih.gov/7541439
Disc. AE: Delirium...
AEs leading to
discontinuation/dose reduction:
Delirium
Sources:
https://pubmed.ncbi.nlm.nih.gov/7541439
AEs

AEs

AESignificanceDosePopulation
Delirium Disc. AE
450 mg multiple, oral
Studied dose
Dose: 450 mg
Route: oral
Route: multiple
Dose: 450 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/7541439
unhealthy, 41
Health Status: unhealthy
Age Group: 41
Sex: M
Sources:
https://pubmed.ncbi.nlm.nih.gov/7541439
Sourcing

Sourcing

Vendor/AggregatorIDURL
ChEBI
CHEBI:61203
https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:61203
ZINC
ZINC000000608179
http://zinc15.docking.org/substances/ZINC000000608179
PubMed

PubMed

TitleDatePubMed
Synthesis, characterization and antimicrobial properties of a Co(II)-phthalylsulfathiazolate complex.
2010-12
Metabolic fate of orally administered phyllodulcin in rats.
2004-09
Electronic-topological study of the structure-activity relationships in a series of piperidine morphinomimetics.
2002-08
Anileridine-induced delirium.
1995-05
Qualitative differences in effects of opioids in man: preliminary evidence for multiple mechanisms of analgesic action.
1986-05
Contact dermatitis to anileridine.
1980-12
Patents

Patents

JP2007507532A
35

Sample Use Guides

In Vivo Use Guide
Aniledrine is administred either orally (in form of hydrochloride salt)
Route of Administration: Other
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Wed Apr 02 08:31:44 GMT 2025
Edited
by admin
on Wed Apr 02 08:31:44 GMT 2025
Record UNII
71Q1A3O279
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ANILERIDINE
HSDB   INN   MART.   MI   USP   WHO-DD  
INN  
Official Name English
IDS-NA-012
Preferred Name English
ANILERIDINE [HSDB]
Common Name English
ANILERIDINE [USP IMPURITY]
Common Name English
ADOPOL
Common Name English
anileridine [INN]
Common Name English
4-PIPERIDINECARBOXYLIC ACID, 1-(2-(4-AMINOPHENYL)ETHYL)-4-PHENYL-, ETHYL ESTER
Common Name English
APIDOL
Common Name English
ALIDINE
Common Name English
1-P-AMINOPHENETHYL-4-PHENYLPIPERIDINE-4-CARBOXYLIC ACID ETHYL ESTER
Systematic Name English
ANILERIDINE [MART.]
Common Name English
NIPECOTAN
Common Name English
ANILERIDINE [MI]
Common Name English
Anileridine [WHO-DD]
Common Name English
ETHYL 1-(P-AMINOPHENETHYL)-4-PHENYLISONIPECOTATE
Common Name English
LERITIN
Common Name English
Classification Tree Code System Code
DEA NO. 9020
Created by admin on Wed Apr 02 08:31:44 GMT 2025 , Edited by admin on Wed Apr 02 08:31:44 GMT 2025
NCI_THESAURUS C1506
Created by admin on Wed Apr 02 08:31:44 GMT 2025 , Edited by admin on Wed Apr 02 08:31:44 GMT 2025
WHO-ATC N01AH05
Created by admin on Wed Apr 02 08:31:44 GMT 2025 , Edited by admin on Wed Apr 02 08:31:44 GMT 2025
NCI_THESAURUS C241
Created by admin on Wed Apr 02 08:31:44 GMT 2025 , Edited by admin on Wed Apr 02 08:31:44 GMT 2025
WHO-VATC QN01AH05
Created by admin on Wed Apr 02 08:31:44 GMT 2025 , Edited by admin on Wed Apr 02 08:31:44 GMT 2025
Code System Code Type Description
EPA CompTox
DTXSID8022610
Created by admin on Wed Apr 02 08:31:44 GMT 2025 , Edited by admin on Wed Apr 02 08:31:44 GMT 2025
PRIMARY
WIKIPEDIA
Anileridine
Created by admin on Wed Apr 02 08:31:44 GMT 2025 , Edited by admin on Wed Apr 02 08:31:44 GMT 2025
PRIMARY
ChEMBL
CHEMBL1201347
Created by admin on Wed Apr 02 08:31:44 GMT 2025 , Edited by admin on Wed Apr 02 08:31:44 GMT 2025
PRIMARY
CAS
144-14-9
Created by admin on Wed Apr 02 08:31:44 GMT 2025 , Edited by admin on Wed Apr 02 08:31:44 GMT 2025
PRIMARY
DRUG CENTRAL
220
Created by admin on Wed Apr 02 08:31:44 GMT 2025 , Edited by admin on Wed Apr 02 08:31:44 GMT 2025
PRIMARY
RXCUI
17933
Created by admin on Wed Apr 02 08:31:44 GMT 2025 , Edited by admin on Wed Apr 02 08:31:44 GMT 2025
PRIMARY RxNorm
EVMPD
SUB05514MIG
Created by admin on Wed Apr 02 08:31:44 GMT 2025 , Edited by admin on Wed Apr 02 08:31:44 GMT 2025
PRIMARY
MESH
C100232
Created by admin on Wed Apr 02 08:31:44 GMT 2025 , Edited by admin on Wed Apr 02 08:31:44 GMT 2025
PRIMARY
CHEBI
61203
Created by admin on Wed Apr 02 08:31:44 GMT 2025 , Edited by admin on Wed Apr 02 08:31:44 GMT 2025
PRIMARY
PUBCHEM
8944
Created by admin on Wed Apr 02 08:31:44 GMT 2025 , Edited by admin on Wed Apr 02 08:31:44 GMT 2025
PRIMARY
SMS_ID
100000086945
Created by admin on Wed Apr 02 08:31:44 GMT 2025 , Edited by admin on Wed Apr 02 08:31:44 GMT 2025
PRIMARY
MERCK INDEX
m1921
Created by admin on Wed Apr 02 08:31:44 GMT 2025 , Edited by admin on Wed Apr 02 08:31:44 GMT 2025
PRIMARY Merck Index
NCI_THESAURUS
C65234
Created by admin on Wed Apr 02 08:31:44 GMT 2025 , Edited by admin on Wed Apr 02 08:31:44 GMT 2025
PRIMARY
DRUG BANK
DB00913
Created by admin on Wed Apr 02 08:31:44 GMT 2025 , Edited by admin on Wed Apr 02 08:31:44 GMT 2025
PRIMARY
IUPHAR
7115
Created by admin on Wed Apr 02 08:31:44 GMT 2025 , Edited by admin on Wed Apr 02 08:31:44 GMT 2025
PRIMARY
FDA UNII
71Q1A3O279
Created by admin on Wed Apr 02 08:31:44 GMT 2025 , Edited by admin on Wed Apr 02 08:31:44 GMT 2025
PRIMARY
INN
528
Created by admin on Wed Apr 02 08:31:44 GMT 2025 , Edited by admin on Wed Apr 02 08:31:44 GMT 2025
PRIMARY
HSDB
3288
Created by admin on Wed Apr 02 08:31:44 GMT 2025 , Edited by admin on Wed Apr 02 08:31:44 GMT 2025
PRIMARY
Related Record Type Details
Structure of ANILERIDINE PHOSPHATE
SALT/SOLVATE -> PARENT
APPROXIMATE PURE ANHYDROUS DRUG CONTENT (IN PERCENT)
Structure of ANILERIDINE HYDROCHLORIDE
SALT/SOLVATE -> PARENT
APPROXIMATE PURE ANHYDROUS DRUG CONTENT (IN PERCENT)
Related Record Type Details
Structure of ANILERIDINE
ACTIVE MOIETY
NIH
NCATS
PRIVACY NOTICE
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
For language access assistance, contact the NCATS Public Information Officer
National Center for Advancing Translational Sciences (NCATS),
6701 Democracy Boulevard, Bethesda MD 20892-4874 • 301-594-8966