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Substance Name: Loperamide oxide [INN:BAN]
RN: 106900-12-3
UNII: NG66S4H2RL
InChIKey: KXVSBTJVTUVNPM-UKPNQBOSSA-N

Classification Codes

  • Antidiarrheals
  • Drug / Therapeutic Agent
  • Gastrointestinal Agents

Molecular Formula

  • C29-H33-Cl-N2-O3

Molecular Weight

  • 493.0437
 
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Names and Synonyms

Name of Substance

  • Loperamide oxide
  • Loperamide oxide [INN:BAN]

Synonyms

  • Loperamide N-oxide
  • Loperamide oxide
  • Loperamide oxyde
  • Loperamide oxyde [French]
  • Loperamidum oxidum
  • Loperamidum oxidum [Latin]
  • Oxido de loperamida
  • Oxido de loperamida [Spanish]
  • R 58425
  • R58425
  • trans-N-Oxide of loperamide
  • UNII-NG66S4H2RL

Systematic Names

  • 1-Piperidinebutanamide, 4-(4-chlorophenyl)-4-hydroxy-N,N-dimethyl-alpha,alpha-diphenyl-, 1-oxide, (E)-
  • trans-4-(p-Chlorophenyl)-4-hydroxy-N,N-dimethyl-alpha,alpha-diphenyl-1-piperidinebutyramide 1-oxide

Registry Numbers

CAS Registry Number

  • 106900-12-3

FDA UNII

  • NG66S4H2RL

System Generated Number

  • 0106900123

Structure Descriptors

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-

InChIKey

KXVSBTJVTUVNPM-UKPNQBOSSA-N

Smiles

CN(C)C(=O)C(CC[N@+]1([O-])CC[C@](O)(CC1)c2ccc(Cl)cc2)(c3ccccc3)c4ccccc4

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 intravenous 28300ug/kg (28.3mg/kg)   Drug Development Research. Vol. 8, Pg. 279, 1986.
rat LD50 oral 172mg/kg (172mg/kg)   Drug Development Research. Vol. 8, Pg. 279, 1986.