General Information of Drug (ID: DMFA5MY)

Drug Name
Metoclopramide
Synonyms
Cerucal; Clopra; Clopromate; Duraclamid; Elieten; Emetid; Emitasol; Emperal; Eucil; Gastrese; Gastrobid; Gastromax; Gastronerton; Gastrosil; Gastrotablinen; Gastrotem; Imperan; Maxeran; Maxolon; Meclopran; Metaclopramide; Metaclopromide; Metamide; Methochlopramide; Methoclopramide; Metochlopramide; Metoclol; Metoclopramida; Metoclopramidum; Metocobil; Metramid; Moriperan; Mygdalon; Octamide; Parmid; Paspertin; Peraprin; Plasil; Pramidin; Pramiel; Pramin; Primperan; Reclomide; Reglan; Reliveran; Terperan; Metoclopramide Omega; DEL 1267; Apo-Metoclop; CLOPRA-YELLOW; Clopra-Yellow; Degan (TN); Elieten (TN); Gastro-Timelets; Maxeran (TN); Maxolon (TN); Metoclopramida [INN-Spanish]; Metoclopramide Monohydrochloride, Monohydrate; Metoclopramidum [INN-Latin]; Neu-Sensamide; Nu-Metoclopramide; Plasil (pharmaceutical); Pms-Metoclopramide; Primperan (TN); Pylomid (TN); Reglan (TN); Terperan (TN); Metoclopramide (JP15/INN); Metoclopramide [INN:BAN:JAN]; N-(Diethylaminoethyl)-2-methoxy-4-amino-5-chlorobenzamide; O-Anisamide, 4-amino-5-chloro-N-(2-(diethylamino)ethyl)-(8CI); Benzamide, 4-amino-5-chloro-N-(2-(diethylamino)ethyl)-2-methoxy-(9CI); (metaclopramide)4-Amino-5-chloro-N-(2-diethylamino-ethyl)-2-methoxy-benzamide; (metoclopramide)4-Amino-5-chloro-N-(2-diethylamino-ethyl)-2-methoxy-benzamide; 1,5-Dimethyl-2-phenyl-1,2-dihydro-pyrazol-3-one; 2-Methoxy-4-amino-5-chloro-N,N-dimethylaminoethyl)benzamide; 2-Methoxy-5-chloroprocainamide; 2-methoxy-4-amino-5-chloro-N,N-(dimethylaminoethyl)benzamide; 4 Amino-5-chloro-N-(2-(diethylamino)ethyl)-2-methoxybenzamide; 4-Amino-5-chloro-2-methoxy-N-(beta-diethylaminoethyl)benzamide; 4-Amino-5-chloro-N-(2-(diethylamino)ethyl)-2-methoxybenzamide; 4-Amino-5-chloro-N-(2-(diethylamino)ethyl)-o-anisamide; 4-Amino-5-chloro-N-(2-diethylamino-ethyl)-2-methoxy-benzamide; 4-Amino-5-chloro-N-(2-diethylamino-ethyl)-2-methoxy-benzamide (Mcp); 4-Amino-5-chloro-N-(2-diethylamino-ethyl)-2-methoxy-benzamide (metoclopramide); 4-Amino-5-chloro-N-(2-diethylamino-ethyl)-2-methoxy-benzamide(Metoclopramide); 4-amino-5-chloro-N-(2-diethylaminoethyl)-2-methoxybenzamide; 4-amino-5-chloro-N-[2-(diethylamino)ethyl]-2-methoxybenzamide; 5-Chloro-2-methoxyprocainamide
Indication
Disease Entry ICD 11 Status REF
Nausea MD90 Approved [1], [2]
Therapeutic Class
Antiemetics
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 299.79
Topological Polar Surface Area (xlogp) 2.6
Rotatable Bond Count (rotbonds) 7
Hydrogen Bond Donor Count (hbonddonor) 2
Hydrogen Bond Acceptor Count (hbondacc) 4
ADMET Property
Absorption AUC
The area under the plot of plasma concentration (AUC) of drug is 367 mcgh/L [3]
Absorption Cmax
The maximum plasma concentration (Cmax) of drug is 41.0 mcg/L [3]
Absorption Tmax
The time to maximum plasma concentration (Tmax) is 1.25 h [3]
BDDCS Class
Biopharmaceutics Drug Disposition Classification System (BDDCS) Class 1: high solubility and high permeability [4]
Bioavailability
The bioavailability of drug is 40.7% [3]
Clearance
The renal clearance of drug is 0.16 L/h/kg [3]
Elimination
About 85% of an orally administered dose was measured in the urine within 72 hours during a pharmacokinetic study [5]
Half-life
The concentration or amount of drug in body reduced by one-half in 5 - 6 hours [3]
Metabolism
The drug is metabolized via the cytochrome P450 enzymes in the liver [6]
MRTD
The Maximum Recommended Therapeutic Dose (MRTD) of drug that ensured maximising efficacy and moderate side effect is 33.3556 micromolar/kg/day [7]
Unbound Fraction
The unbound fraction of drug in plasma is 0.6% [8]
Vd
The volume of distribution (Vd) of drug is 3.5 L/kg [9]
Water Solubility
The ability of drug to dissolve in water is measured as 0.2 mg/mL [4]
Chemical Identifiers
Formula
C14H22ClN3O2
IUPAC Name
4-amino-5-chloro-N-[2-(diethylamino)ethyl]-2-methoxybenzamide
Canonical SMILES
CCN(CC)CCNC(=O)C1=CC(=C(C=C1OC)N)Cl
InChI
InChI=1S/C14H22ClN3O2/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)
InChIKey
TTWJBBZEZQICBI-UHFFFAOYSA-N
Cross-matching ID
PubChem CID
4168
ChEBI ID
CHEBI:107736
CAS Number
364-62-5
DrugBank ID
DB01233
TTD ID
D08VYV
VARIDT ID
DR00840
INTEDE ID
DR1068
ACDINA ID
D00422

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Dopamine D2 receptor (D2R) TTEX248 DRD2_HUMAN Antagonist [10], [11]

Drug Transporter (DTP)
DTP Name DTP ID UniProt ID MOA REF
Organic cation transporter 1 (SLC22A1) DTT79CX S22A1_HUMAN Substrate [12]

Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Cytochrome P450 3A4 (CYP3A4)
Main DME
DE4LYSA CP3A4_HUMAN Substrate [13]
Cytochrome P450 2D6 (CYP2D6)
Main DME
DECB0K3 CP2D6_HUMAN Substrate [13]
Cytochrome P450 1A2 (CYP1A2) DEJGDUW CP1A2_HUMAN Substrate [13]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

Molecular Expression Atlas of This Drug

The Studied Disease Nausea
ICD Disease Classification MD90
Molecule Name Molecule Type Gene Name p-value Fold-Change Z-score
Dopamine D2 receptor (D2R) DTT DRD2 2.50E-02 -0.08 -0.49
Organic cation transporter 1 (SLC22A1) DTP SLC22A1 8.54E-01 1.24E-02 7.20E-02
Cytochrome P450 1A2 (CYP1A2) DME CYP1A2 7.36E-01 1.62E-02 1.08E-01
Cytochrome P450 2D6 (CYP2D6) DME CYP2D6 7.30E-01 -1.91E-02 -1.41E-01
Cytochrome P450 3A4 (CYP3A4) DME CYP3A4 1.04E-02 6.29E-02 3.54E-01
Molecular Expression Atlas (MEA) Jump to Detail Molecular Expression Atlas of This Drug

Drug-Drug Interaction (DDI) Information of This Drug

Coadministration of a Drug Treating the Same Disease as Metoclopramide
DDI Drug Name DDI Drug ID Severity Mechanism Disease REF
Rolapitant DM8XP26 Moderate Decreased metabolism of Metoclopramide caused by Rolapitant mediated inhibition of CYP450 enzyme. Nausea/vomiting [MD90] [60]
Coadministration of a Drug Treating the Disease Different from Metoclopramide (Comorbidity)
DDI Drug Name DDI Drug ID Severity Mechanism Comorbidity REF
Methylene blue DMJAPE7 Moderate Additive hypertensive effects by the combination of Metoclopramide and Methylene blue. Acquired methaemoglobinaemia [3A93] [61]
Dronedarone DMA8FS5 Moderate Decreased metabolism of Metoclopramide caused by Dronedarone mediated inhibition of CYP450 enzyme. Angina pectoris [BA40] [62]
Posaconazole DMUL5EW Moderate Altered absorption of Metoclopramide due to GI dynamics variation caused by Posaconazole. Aspergillosis [1F20] [63]
Cariprazine DMJYDVK Major Additive antidopaminergic effects by the combination of Metoclopramide and Cariprazine. Bipolar disorder [6A60] [64]
Dihydrocodeine DMB0FWL Moderate Additive CNS depression effects by the combination of Metoclopramide and Dihydrocodeine. Chronic pain [MG30] [65]
Atracurium DM42HXN Moderate Additive neuromuscular blocking effects by the combination of Metoclopramide and Atracurium. Corneal disease [9A76-9A78] [66]
Pancuronium DMB0VY8 Moderate Additive neuromuscular blocking effects by the combination of Metoclopramide and Pancuronium. Corneal disease [9A76-9A78] [66]
Isocarboxazid DMAF1NB Moderate Additive hypertensive effects by the combination of Metoclopramide and Isocarboxazid. Depression [6A70-6A7Z] [61]
OPC-34712 DMHG57U Major Additive antidopaminergic effects by the combination of Metoclopramide and OPC-34712. Depression [6A70-6A7Z] [64]
Esketamine DMVU687 Moderate Additive CNS depression effects by the combination of Metoclopramide and Esketamine. Depression [6A70-6A7Z] [67]
Mepenzolate DM8YU2F Moderate Antagonize the effect of Metoclopramide when combined with Mepenzolate. Digestive system disease [DE2Z] [68]
Tetrabenazine DMYWQ0O Major Additive antidopaminergic effects by the combination of Metoclopramide and Tetrabenazine. Dissociative neurological symptom disorder [6B60] [64]
Deutetrabenazine DMUPFLI Major Additive antidopaminergic effects by the combination of Metoclopramide and Deutetrabenazine. Dystonic disorder [8A02] [64]
Solifenacin DMG592Q Moderate Antagonize the effect of Metoclopramide when combined with Solifenacin. Functional bladder disorder [GC50] [68]
Mirabegron DMS1GYT Moderate Decreased metabolism of Metoclopramide caused by Mirabegron mediated inhibition of CYP450 enzyme. Functional bladder disorder [GC50] [69]
Cobicistat DM6L4H2 Moderate Decreased metabolism of Metoclopramide caused by Cobicistat mediated inhibition of CYP450 enzyme. Human immunodeficiency virus disease [1C60-1C62] [70]
Givosiran DM5PFIJ Moderate Decreased metabolism of Metoclopramide caused by Givosiran mediated inhibition of CYP450 enzyme. Inborn porphyrin/heme metabolism error [5C58] [71]
Belladonna DM2RBWK Moderate Antagonize the effect of Metoclopramide when combined with Belladonna. Infectious gastroenteritis/colitis [1A40] [68]
ITI-007 DMUQ1DO Major Additive antidopaminergic effects by the combination of Metoclopramide and ITI-007. Insomnia [7A00-7A0Z] [64]
Polyethylene glycol DM4I1JP Moderate Increased risk of lowers seizure threshold by the combination of Metoclopramide and Polyethylene glycol. Irritable bowel syndrome [DD91] [72]
Glycerol phenylbutyrate DMDGRQO Moderate Decreased metabolism of Metoclopramide caused by Glycerol phenylbutyrate mediated inhibition of CYP450 enzyme. Liver disease [DB90-DB9Z] [73]
Dacomitinib DMOH8VY Moderate Decreased metabolism of Metoclopramide caused by Dacomitinib mediated inhibition of CYP450 enzyme. Lung cancer [2C25] [74]
Vemurafenib DM62UG5 Moderate Decreased metabolism of Metoclopramide caused by Vemurafenib mediated inhibition of CYP450 enzyme. Melanoma [2C30] [75]
Allopregnanolone DMNLHAC Moderate Additive CNS depression effects by the combination of Metoclopramide and Allopregnanolone. Mental/behavioural/neurodevelopmental disorder [6E20-6E8Z] [76]
Lasmiditan DMXLVDT Moderate Additive CNS depression effects by the combination of Metoclopramide and Lasmiditan. Migraine [8A80] [77]
Flibanserin DM70DTN Moderate Additive CNS depression effects by the combination of Metoclopramide and Flibanserin. Mood disorder [6A60-6E23] [78]
Panobinostat DM58WKG Moderate Decreased metabolism of Metoclopramide caused by Panobinostat mediated inhibition of CYP450 enzyme. Multiple myeloma [2A83] [79]
Ozanimod DMT6AM2 Moderate Increased risk of hyperpyrexia by the combination of Metoclopramide and Ozanimod. Multiple sclerosis [8A40] [61]
Fedratinib DM4ZBK6 Moderate Decreased metabolism of Metoclopramide caused by Fedratinib mediated inhibition of CYP450 enzyme. Myeloproliferative neoplasm [2A20] [73]
Nilotinib DM7HXWT Moderate Decreased metabolism of Metoclopramide caused by Nilotinib mediated inhibition of CYP450 enzyme. Myeloproliferative neoplasm [2A20] [80]
Lorcaserin DMG6OYJ Moderate Increased risk of hyperprolactinemic effects by the combination of Metoclopramide and Lorcaserin. Obesity [5B80-5B81] [81]
Safinamide DM0YWJC Moderate Additive hypertensive effects by the combination of Metoclopramide and Safinamide. Parkinsonism [8A00] [61]
Opicapone DM1BKA6 Moderate Additive CNS depression effects by the combination of Metoclopramide and Opicapone. Parkinsonism [8A00] [82]
Rasagiline DM3WKQ4 Moderate Increased risk of hyperpyrexia by the combination of Metoclopramide and Rasagiline. Parkinsonism [8A00] [61]
Levodopa DMN3E57 Moderate Antagonize the effect of Metoclopramide when combined with Levodopa. Parkinsonism [8A00] [82]
Methylscopolamine DM5VWOB Moderate Antagonize the effect of Metoclopramide when combined with Methylscopolamine. Peptic ulcer [DA61] [68]
ABIRATERONE DM8V75C Moderate Decreased metabolism of Metoclopramide caused by ABIRATERONE mediated inhibition of CYP450 enzyme. Prostate cancer [2C82] [83]
Levomepromazine DMIKFEL Major Additive antidopaminergic effects by the combination of Metoclopramide and Levomepromazine. Psychotic disorder [6A20-6A25] [64]
Neupro DMHEAB1 Moderate Additive CNS depression effects by the combination of Metoclopramide and Neupro. Restless legs syndrome [7A80] [82]
Aripiprazole DM3NUMH Major Additive antidopaminergic effects by the combination of Metoclopramide and Aripiprazole. Schizophrenia [6A20] [64]
Iloperidone DM6AUFY Major Additive antidopaminergic effects by the combination of Metoclopramide and Iloperidone. Schizophrenia [6A20] [64]
Paliperidone DM7NPJS Major Additive antidopaminergic effects by the combination of Metoclopramide and Paliperidone. Schizophrenia [6A20] [64]
Molindone DMAH70G Major Additive antidopaminergic effects by the combination of Metoclopramide and Molindone. Schizophrenia [6A20] [64]
Thiothixene DMDINC4 Major Additive antidopaminergic effects by the combination of Metoclopramide and Thiothixene. Schizophrenia [6A20] [64]
Amisulpride DMSJVAM Major Additive antidopaminergic effects by the combination of Metoclopramide and Amisulpride. Schizophrenia [6A20] [64]
Asenapine DMSQZE2 Major Additive antidopaminergic effects by the combination of Metoclopramide and Asenapine. Schizophrenia [6A20] [64]
Pitolisant DM8RFNJ Moderate Decreased metabolism of Metoclopramide caused by Pitolisant mediated inhibition of CYP450 enzyme. Somnolence [MG42] [73]
Vecuronium DMP0UK2 Moderate Additive neuromuscular blocking effects by the combination of Metoclopramide and Vecuronium. Tonus and reflex abnormality [MB47] [66]
Trimeprazine DMEMV9D Major Additive antidopaminergic effects by the combination of Metoclopramide and Trimeprazine. Vasomotor/allergic rhinitis [CA08] [84]
⏷ Show the Full List of 49 DDI Information of This Drug

Drug Inactive Ingredient(s) (DIG) and Formulation(s) of This Drug

DIG
DIG Name DIG ID PubChem CID Functional Classification
Acesulfame E00341 36573 Flavoring agent
Aspartame E00402 134601 Flavoring agent
Butylated hydroxytoluene E00336 31404 Antioxidant
FD&C blue no. 1 E00263 19700 Colorant
Hydrochloric acid E00015 313 Acidulant
Mannitol E00103 6251 Diluent; Flavoring agent; Lyophilization aid; Plasticizing agent; Tonicity agent
Phosphoric acid E00039 1004 Acidulant; Buffering agent
Quinoline yellow WS E00309 24671 Colorant
Stearic acid E00079 5281 Emulsifying agent; Solubilizing agent; Viscosity-controlling agent; lubricant
Beta-D-lactose E00099 6134 Diluent; Dry powder inhaler carrier; Lyophilization aid
Butylhydroxyanisole E00308 24667 Antimicrobial preservative; Antioxidant
Calcium hydrogenphosphate E00294 24441 Diluent
Crospovidone E00626 Not Available Disintegrant
Lactose monohydrate E00393 104938 Binding agent; Diluent; Dry powder inhaler carrier; Lyophilization aid
Magnesium stearate E00208 11177 lubricant
Povidone E00667 Not Available Binding agent; Coating agent; Disintegrant; Film/membrane-forming agent; Solubilizing agent; Suspending agent
Silicon dioxide E00670 Not Available Anticaking agent; Opacifying agent; Viscosity-controlling agent
Sodium chloride E00077 5234 Diluent; Tonicity agent
Sodium hydroxide E00234 14798 Alkalizing agent
Water E00035 962 Solvent
⏷ Show the Full List of 20 Pharmaceutical Excipients of This Drug
Pharmaceutical Formulation
Formulation Name Drug Dosage Dosage Form Route
Metoclopramide 10 mg tablet 10 mg Disintegrating Oral Tablet Oral
Metoclopramide 5 mg tablet 5 mg Disintegrating Oral Tablet Oral
Metoclopramide 10 mg tablet 10 mg Oral Tablet Oral
Metoclopramide 5 mg tablet 5 mg Oral Tablet Oral
Metoclopramide Hydrochloride eq 5mg base/ml injectable eq 5mg base/ml Injectable Injection
Jump to Detail Pharmaceutical Formulation Page of This Drug

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70 Product Information. Stribild (cobicistat/elvitegravir/emtricitabine/tenofov). Gilead Sciences, Foster City, CA.
71 Product Information. Givlaari (givosiran). Alnylam Pharmaceuticals, Cambridge, MA.
72 Product Information. Suprep Bowel Prep Kit (magnesium/potassium/sodium sulfates). Braintree Laboratories, Braintree, MA.
73 Cerner Multum, Inc. "UK Summary of Product Characteristics.".
74 Product Information. Vizimpro (dacomitinib). Pfizer U.S. Pharmaceuticals Group, New York, NY.
75 Product Information. Zelboraf (vemurafenib). Genentech, South San Francisco, CA.
76 Product Information. Zulresso (brexanolone). Sage Therapeutics, Inc., Cambridge, MA.
77 Product Information. Reyvow (lasmiditan). Lilly, Eli and Company, Indianapolis, IN.
78 Product Information. Addyi (flibanserin). Sprout Pharmaceuticals, Raleigh, NC.
79 Product Information. Farydak (panobinostat). Novartis Pharmaceuticals, East Hanover, NJ.
80 Product Information. Tasigna (nilotinib). Novartis Pharmaceuticals, East Hanover, NJ.
81 Product Information. Belviq (lorcaserin). Eisai Inc, Teaneck, NJ.
82 Mims RB, Scott CL, Modebe O, Bethune JE "Inhibition of L-dopa-induced growth hormone stimulation by pyridoxine and chlorpromazine." J Clin Endocrinol Metab 40 (1975): 256-9. [PMID: 1117978]
83 Product Information. Zytiga (abiraterone). Centocor Inc, Malvern, PA.
84 Ganzini L, Casey DE, Hoffman WF, McCall AL "The prevalence of metoclopramide-induced tardive dyskinesia and acute extrapyramidal movement disorders." Arch Intern Med 153 (1993): 1469-75. [PMID: 8512437]