Metoclopramide hydrochlorideProduct ingredient for Metoclopramide
- Name
- Metoclopramide hydrochloride
- Drug Entry
- Metoclopramide
Diabetic gastroparesis is a condition that causes frequent nausea and vomiting, which has a negative impact on quality of life and poses a significant burden on the healthcare system.6 Metoclopramide is a dopamine antagonist used to treat nausea and vomiting that may be associated with diabetic gastroparesis in addition to gastroesophageal reflux disease (GERD). It can also be used to prevent nausea or vomiting associated with chemotherapy or certain surgical or diagnostic procedures.19
One unique property of this drug is that it does not increase gastric acid secretion. It is available in the oral tablet form or in solution, and can also be administered through the intravenous route.17 Metoclopramide was initially approved by the FDA in 1980.5
- Accession Number
- DBSALT000393
- Structure
Structure for Metoclopramide hydrochloride (DBSALT000393)
- Synonyms
- Metoclopramide HCl / Metoclopramide HCl monohydrate / Metoclopramide hydrochloride / Metoclopramide hydrochloride monohydrate / Metoclopramide monohydrochloride monohydrate
- UNII
- W1792A2RVD
- CAS Number
- 54143-57-6
- Weight
- Average: 354.273
Monoisotopic: 353.127297095 - Chemical Formula
- C14H25Cl2N3O3
- InChI Key
- KJBLQGHJOCAOJP-UHFFFAOYSA-N
- InChI
- InChI=1S/C14H22ClN3O2.ClH.H2O/c1-4-18(5-2)7-6-17-14(19)10-8-11(15)12(16)9-13(10)20-3;;/h8-9H,4-7,16H2,1-3H3,(H,17,19);1H;1H2
- IUPAC Name
- 4-amino-5-chloro-N-[2-(diethylamino)ethyl]-2-methoxybenzamide hydrate hydrochloride
- SMILES
- O.Cl.CCN(CC)CCNC(=O)C1=CC(Cl)=C(N)C=C1OC
- External Links
- KEGG Drug
- D05008
- PubChem Compound
- 441347
- ChemSpider
- 10481968
- ChEBI
- 6899
- ChEMBL
- CHEMBL1200940
- Wikipedia
- Metoclopramide
- Predicted Properties
Property Value Source Water Solubility 0.31 mg/mL ALOGPS logP 2.18 ALOGPS logP 1.4 Chemaxon logS -3 ALOGPS pKa (Strongest Acidic) 14.49 Chemaxon pKa (Strongest Basic) 9.04 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 67.59 Å2 Chemaxon Rotatable Bond Count 7 Chemaxon Refractivity 83.52 m3·mol-1 Chemaxon Polarizability 32.73 Å3 Chemaxon Number of Rings 1 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon