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Details

Stereochemistry ABSOLUTE
Molecular Formula C29H33ClN2O3
Molecular Weight 493.037
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LOPERAMIDE OXIDE

SMILES

CN(C)C(=O)C(CC[N@+]1([O-])CC[C@](O)(CC1)C2=CC=C(Cl)C=C2)(C3=CC=CC=C3)C4=CC=CC=C4

InChI

InChIKey=KXVSBTJVTUVNPM-UKPNQBOSSA-N
InChI=1S/C29H33ClN2O3/c1-31(2)27(33)29(24-9-5-3-6-10-24,25-11-7-4-8-12-25)19-22-32(35)20-17-28(34,18-21-32)23-13-15-26(30)16-14-23/h3-16,34H,17-22H2,1-2H3/t28-,32-

HIDE SMILES / InChI
Loperamide Oxide is a prodrug of loperamide, an antidiarrheal agent, patented by Belgian pharmaceutical company Janssen Pharmaceutica N. V. as an antidiarrheal agent. Loperamide oxide is reduced to loperamide and has the same antisecretory potency as loperamide in jejunum and colon. In clinical trials, Loperamide oxide provides a safe and effective treatment for chronic diarrhea associated with Crohn's disease. Loperamide Oxide is used in the Netherlands for the treatment of acute diarrhea in adults under brand name Arestal.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
PubMed

PubMed

TitleDatePubMed
Dose proportionality study of loperamide following oral administration of loperamide oxide.
1992

Sample Use Guides

1 or 2 mg after passage of each unformed stool for 1-week The mean daily dose of loperamide oxide was 2.7 mg.
Route of Administration: Oral
Name Type Language
LOPERAMIDE OXIDE
INN  
Official Name English
Loperamide oxide [WHO-DD]
Common Name English
LOPERAMIDE HYDROCHLORIDE IMPURITY F [EP IMPURITY]
Common Name English
LOPERAMIDE OXIDE ANHYDROUS
Common Name English
TRANS-4-(P-CHLOROPHENYL)-4-HYDROXY-N,N-DIMETHYL-.ALPHA.,.ALPHA.-DIPHENYL-1-PIPERIDINEBUTYRAMIDE 1-OXIDE
Common Name English
LOPERAMIDE RELATED COMPOUND F
USP-RS  
Common Name English
4-(TRANS-4-(4-CHLOROPHENYL)-4-HYDROXY-1-OXIDOPIPERIDIN-1-YL)-N,N-DIMETHYL-2,2-DIPHENYLBUTANAMIDE
Systematic Name English
loperamide oxide [INN]
Common Name English
LOPERAMIDE RELATED COMPOUND F [USP-RS]
Common Name English
1-PIPERIDINEBUTANAMIDE, 4-(4-CHLOROPHENYL)-4-HYDROXY-N,N-DIMETHYL-.ALPHA.,.ALPHA.-DIPHENYL-, 1-OXIDE, TRANS-
Systematic Name English
R-58425
Code English
Classification Tree Code System Code
WHO-ATC A07DA05
Created by admin on Fri Dec 15 18:51:11 GMT 2023 , Edited by admin on Fri Dec 15 18:51:11 GMT 2023
Code System Code Type Description
FDA UNII
NG66S4H2RL
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PRIMARY
SMS_ID
100000082027
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PRIMARY
EPA CompTox
DTXSID80883171
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PRIMARY
EVMPD
SUB27172
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PRIMARY
INN
6139
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PRIMARY
EVMPD
SUB08573MIG
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PRIMARY
NCI_THESAURUS
C174757
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RS_ITEM_NUM
1370065
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CAS
106900-12-3
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PRIMARY