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Loperamide

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Loperamide Basic information

Product Name:
Loperamide
Synonyms:
  • loperamide oxide
  • R 58425
  • trans-4-(4-Chlorophenyl)-4-hydroxy-N,N-dimethyl-alpha,alpha-diphenyl-1-piperidinebutanamide 1-oxide
  • trans-4-(4-Chlorophenyl)-4-hydroxy-N,N-dimethyl-α,α-diphenyl-1-piperidinebutanamide 1-oxide monohydrate
  • Loperamide EP Impurity F
  • 4-(4-Chlorophenyl)-4-hydroxy-N,N-dimethyl-α,α-diphenyl-1-piperidinebutanamide N-oxide
  • LoperaMide-d6 N-Oxide
  • Loperamide impurity-F(EP)
CAS:
106900-12-3
MF:
C29H33ClN2O3
MW:
493.04
Product Categories:
  • Amines
  • Drug Analogues
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Isotope Labelled Compounds
  • Metabolites & Impurities
  • Pharmaceuticals
Mol File:
106900-12-3.mol
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Loperamide Chemical Properties

storage temp. 
2-8°C
solubility 
Practically insoluble in water, freely soluble in alcohol and in methylene chloride.
pka
12.94±0.20(Predicted)
form 
powder
Stability:
Hygroscopic
Major Application
pharmaceutical
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
InChIKey
KXVSBTJVTUVNPM-UHFFFAOYSA-N
SMILES
Clc1ccc(cc1)C2(CC[N](=O)(CC2)CCC(c4ccccc4)(c3ccccc3)C(=O)N(C)C)O
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Safety Information

RIDADR 
UN 2811 6.1 / PGIII
WGK Germany 
WGK 1
RTECS 
TM4960200
HS Code 
2933399090
Storage Class
6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard Classifications
Acute Tox. 3 Oral
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Loperamide Usage And Synthesis

Chemical Properties

White or almost white powder, slightly hygroscopic.

Uses

Loperamide oxide (LOPOX) is a prodrug of Loperamide (LOP). It is concluded that Loperamide oxide administered intraluminally is reduced to Loperamide and has the same antisecretory potency as Loperamide in jejunum and colon.

Uses

Labelled Loperamide oxide (LOPOX). It is a prodrug of Loperamide (LOP). It is concluded that Loperamide oxide administered intraluminally is reduced to Loperamide and has the same antisecretory potency as Loperamide in jejunum and colon.

Definition

ChEBI: Loperamide oxide is a diarylmethane.

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