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
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.

Originator

Curator's Comment: # Merck

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
LERITINE

Approved Use

Unknown
Funbound

Funbound

ValueDoseCo-administeredAnalytePopulation
5%
ANILERIDINE unknown
Homo sapiens
population: UNKNOWN
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
Doses

Doses

DosePopulationAdverse events​
450 mg multiple, oral (total daily dose|max)
Studied dose
Dose: 450 mg
Route: oral
Route: multiple
Dose: 450 mg
Sources: Page: p.319
unhealthy, 41
n = 1
Health Status: unhealthy
Condition: Pain
Age Group: 41
Sex: M
Population Size: 1
Sources: Page: p.319
Disc. AE: Delirium...
AEs leading to
discontinuation/dose reduction:
Delirium
Sources: Page: p.319
AEs

AEs

AESignificanceDosePopulation
Delirium Disc. AE
450 mg multiple, oral (total daily dose|max)
Studied dose
Dose: 450 mg
Route: oral
Route: multiple
Dose: 450 mg
Sources: Page: p.319
unhealthy, 41
n = 1
Health Status: unhealthy
Condition: Pain
Age Group: 41
Sex: M
Population Size: 1
Sources: Page: p.319
PubMed

PubMed

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

Patents

Sample Use Guides

Aniledrine is administred either orally (in form of hydrochloride salt)
Route of Administration: Other
In Vitro Use Guide
Unknown
Name Type Language
ANILERIDINE
HSDB   INN   MART.   MI   USP   WHO-DD  
INN  
Official 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
IDS-NA-012
Code English
Classification Tree Code System Code
DEA NO. 9020
Created by admin on Sat Dec 16 16:54:43 GMT 2023 , Edited by admin on Sat Dec 16 16:54:43 GMT 2023
NCI_THESAURUS C1506
Created by admin on Sat Dec 16 16:54:43 GMT 2023 , Edited by admin on Sat Dec 16 16:54:43 GMT 2023
WHO-ATC N01AH05
Created by admin on Sat Dec 16 16:54:43 GMT 2023 , Edited by admin on Sat Dec 16 16:54:43 GMT 2023
NCI_THESAURUS C241
Created by admin on Sat Dec 16 16:54:43 GMT 2023 , Edited by admin on Sat Dec 16 16:54:43 GMT 2023
WHO-VATC QN01AH05
Created by admin on Sat Dec 16 16:54:43 GMT 2023 , Edited by admin on Sat Dec 16 16:54:43 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID8022610
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PRIMARY
WIKIPEDIA
Anileridine
Created by admin on Sat Dec 16 16:54:43 GMT 2023 , Edited by admin on Sat Dec 16 16:54:43 GMT 2023
PRIMARY
ChEMBL
CHEMBL1201347
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PRIMARY
CAS
144-14-9
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DRUG CENTRAL
220
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RXCUI
17933
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PRIMARY RxNorm
EVMPD
SUB05514MIG
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MESH
C100232
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CHEBI
61203
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PUBCHEM
8944
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SMS_ID
100000086945
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MERCK INDEX
m1921
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PRIMARY Merck Index
NCI_THESAURUS
C65234
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PRIMARY
DRUG BANK
DB00913
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PRIMARY
IUPHAR
7115
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FDA UNII
71Q1A3O279
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INN
528
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PRIMARY
HSDB
3288
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PRIMARY