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Substance Name: Loperamide [INN:BAN]
RN: 53179-11-6
UNII: 6X9OC3H4II
InChIKey: RDOIQAHITMMDAJ-UHFFFAOYSA-N
Note
- One of the long-acting synthetic ANTIDIARRHEALS; it is not significantly absorbed from the gut, and has no effect on the adrenergic system or central nervous system, but may antagonize histamine and interfere with acetylcholine release locally.
Molecular Formula
- C29-H33-Cl-N2-O2
Molecular Weight
- 477.0447
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Antidiarrheals
- Drug / Therapeutic Agent
- Gastrointestinal Agents
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Names and Synonyms
Name of Substance
- Loperamide
- Loperamide [INN:BAN]
MeSH Heading
- Loperamide
Synonyms
- 4-(4-Chlorophenyl)-N,N-dimethyl-alpha,alpha-diphenyl-4-hydroxy-1-piperidinebutanamide
- 5-21-02-00379 (Beilstein Handbook Reference)
- BRN 1558273
- EC 258-416-5
- EINECS 258-416-5
- HSDB 8344
- Ioperamide
- Loperamida
- Loperamida [INN-Spanish]
- Loperamide
- Loperamidum
- Loperamidum [INN-Latin]
- UNII-6X9OC3H4II
Systematic Names
- 1-Piperidinebutanamide, 4-(4-chlorophenyl)-4-hydroxy-N,N-dimethyl-alpha,alpha-diphenyl-
- Loperamide
Registry Numbers
CAS Registry Number
- 53179-11-6
FDA UNII
- 6X9OC3H4II
Related Registry Number
- 34552-83-5 (mono-hydrochloride)
System Generated Number
- 0053179116
Structure Descriptors
InChI
InChI=1S/C29H33ClN2O2/c1-31(2)27(33)29(24-9-5-3-6-10-24,25-11-7-4-8-12-25)19-22-32-20-17-28(34,18-21-32)23-13-15-26(30)16-14-23/h3-16,34H,17-22H2,1-2H3InChIKey
RDOIQAHITMMDAJ-UHFFFAOYSA-NSmiles
CN(C)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
dog | LD50 | intravenous | 2800ug/kg (2.8mg/kg) | BEHAVIORAL: TREMOR SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE | Pharmacological and Biochemical Properties of Drug Substances. Vol. 3, Pg. 461, 1981. |
dog | LD50 | oral | 40mg/kg (40mg/kg) | BEHAVIORAL: TREMOR SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE | Pharmacological and Biochemical Properties of Drug Substances. Vol. 3, Pg. 461, 1981. |
guinea pig | LD50 | oral | 42mg/kg (42mg/kg) | Pharmacological and Biochemical Properties of Drug Substances. Vol. 3, Pg. 461, 1981. | |
guinea pig | LD50 | oral | 42mg/kg (42mg/kg) | SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE BEHAVIORAL: TREMOR | Pharmacological and Biochemical Properties of Drug Substances. Vol. 3, Pg. 461, 1981. |
mouse | LD50 | intraperitoneal | 28mg/kg (28mg/kg) | Pharmacological and Biochemical Properties of Drug Substances. Vol. 3, Pg. 461, 1981. | |
mouse | LD50 | intraperitoneal | 28mg/kg (28mg/kg) | BEHAVIORAL: TREMOR SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE | Pharmacological and Biochemical Properties of Drug Substances. Vol. 3, Pg. 461, 1981. |
mouse | LD50 | oral | 105mg/kg (105mg/kg) | SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE BEHAVIORAL: TREMOR | Pharmacological and Biochemical Properties of Drug Substances. Vol. 3, Pg. 461, 1981. |
mouse | LD50 | subcutaneous | 75mg/kg (75mg/kg) | Pharmacological and Biochemical Properties of Drug Substances. Vol. 3, Pg. 461, 1981. | |
mouse | LD50 | subcutaneous | 75mg/kg (75mg/kg) | BEHAVIORAL: TREMOR SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE | Pharmacological and Biochemical Properties of Drug Substances. Vol. 3, Pg. 461, 1981. |
rat | LD50 | intravenous | 5100ug/kg (5.1mg/kg) | BEHAVIORAL: TREMOR SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE | Pharmacological and Biochemical Properties of Drug Substances. Vol. 3, Pg. 461, 1981. |
rat | LD50 | oral | 98mg/kg (98mg/kg) | Drug Development Research. Vol. 8, Pg. 279, 1986. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
log P (octanol-water) | 5.150 | (none) | EST | |
Atmospheric OH Rate Constant | 1.38E-10 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.