Loperamide hydrochlorideProduct ingredient for Loperamide
- Name
- Loperamide hydrochloride
- Drug Entry
- Loperamide
Loperamide is an anti-diarrheal agent that is available as various over-the-counter products for treating diarrhea.7 The drug was first synthesized in 1969 and used medically in 1976.1 It is a highly lipophilic synthetic phenylpiperidine opioid 1 that is structurally similar to opiate receptor agonists such as diphenoxylate and haloperidol.2 Due to pharmacological properties, loperamide has been misused and abused to self-manage opioid withdrawal symptoms and to induce euphoria.1,4 However, loperamide is associated with a risk for experiencing a range of adverse effects, often life-threatening, if taking for non-therapeutic reasons or at doses higher than the recommended dose.8
- Accession Number
- DBSALT000709
- Structure
Structure for Loperamide hydrochloride (DBSALT000709)
- Synonyms
- Loperamide HCl
- UNII
- 77TI35393C
- CAS Number
- 34552-83-5
- Weight
- Average: 513.498
Monoisotopic: 512.199733756 - Chemical Formula
- C29H34Cl2N2O2
- InChI Key
- PGYPOBZJRVSMDS-UHFFFAOYSA-N
- InChI
- InChI=1S/C29H33ClN2O2.ClH/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,17-22H2,1-2H3;1H
- IUPAC Name
- 4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-N,N-dimethyl-2,2-diphenylbutanamide hydrochloride
- SMILES
- Cl.CN(C)C(=O)C(CCN1CCC(O)(CC1)C1=CC=C(Cl)C=C1)(C1=CC=CC=C1)C1=CC=CC=C1
- External Links
- PubChem Compound
- 71420
- ChemSpider
- 64510
- ChEBI
- 6533
- ChEMBL
- CHEMBL1707
- Wikipedia
- Loperamide
- Predicted Properties
Property Value Source Water Solubility 0.00086 mg/mL ALOGPS logP 4.44 ALOGPS logP 4.77 Chemaxon logS -5.7 ALOGPS pKa (Strongest Acidic) 13.96 Chemaxon pKa (Strongest Basic) 9.41 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 43.78 Å2 Chemaxon Rotatable Bond Count 7 Chemaxon Refractivity 139.32 m3·mol-1 Chemaxon Polarizability 53.13 Å3 Chemaxon Number of Rings 4 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon