{"ATC Code":"QC08CA01","Abbreviation":[],"Adverse Effects":"The significant adverse effects of amlodipine include peripheral edema, heart failure, pulmonary edema, flushing, dizziness, headache, drowsiness, skin rash, nausea, abdominal pain, and constipation. Researchers observed edema, dizziness, flushing, and palpitations in controlled clinical trials in a dose-dependent manner. For example, at a dose of 10 mg, the incidence of edema, dizziness, flushing, and palpitations was 10.8%, 3.4%, 2.6%, and 4.5%, respectively. The incidence of headaches, fatigue, nausea, and abdominal pain was 7.3%, 4.5%, 2.9%, and 1.6%, respectively.","Aliases":["Amlodipino","Amlodipinum","Amlodipine Free Base","3-ethyl 5-methyl 2-((2-aminoethoxy)methyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate","HGP0904","HGP-0904","Ckd-330 component amlodipine","3-ethyl 5-methyl 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate","3,5-Pyridinedicarboxylic acid, 2-((2-aminoethoxy)methyl)-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-, 3-ethyl 5-methyl ester","O3-ethyl O5-methyl 2-(2-aminoethoxymethyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate","3,5-Pyridinedicarboxylic acid, 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-, 3-ethyl 5-methyl ester","3-Ethyl 5-methyl 2-(2-aminoethoxymethyl)-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate","3-Ethyl-5-methyl (+-)-2-((2-aminoethoxymethyl)-4-(o-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate","amlodipina","Astudal 5","RefChem:6378","Amlodipine Maleate","C08CA01","425-820-1","618-119-7","Norvasc","Amlodipine base","Amlodis","Caduet","Istin"],"Biological Half-Life":"The terminal elimination half-life of about 30–50 hours.  Plasma elimination half-life is 56 hours in patients with impaired hepatic function, titrate slowly when administering this drug to patients with severe hepatic impairment.","CAS":"88150-42-9","ChEBI":"CHEBI:2668","ChEMBL":"CHEMBL1491","ChemicalClasses":["carboxylic acid"],"Chirality":"racemic","Decomposition":"Hazardous decomposition products formed under fire conditions - Carbon oxides, nitrogen oxides (NOx), sulfur oxides, hydrogen chloride gas. /Amlodipine besylate/","Drug Classes":"Breast Feeding; Lactation; Milk, Human; Antihypertensive Agents; Calcium Channel Blockers; Vasodilator Agents","Drug Indication":"Amlodipine may be used alone or in combination with other antihypertensive and antianginal agents for the treatment of the following conditions:  • Hypertension   • Coronary artery disease  • Chronic stable angina  • Vasospastic angina (Prinzmetal’s or Variant angina)   • Angiographically documented coronary artery disease in patients without heart failure or an ejection fraction \u003c 40%","Drug Warnings":"In geriatric patients, amlodipine clearance is decreased and AUC is increased by about 40-60%. Therefore, amlodipine dosage should be selected carefully, usually initiating therapy with dosages at the lower end of the recommended range. The greater frequency of decreased hepatic, renal, and/or cardiac function and of concomitant disease and drug therapy observed in the elderly also should be considered.","DurationOfAction":"At least 24 hours","EliminationHalfLife":"30 – 50 hours","Esters":[],"European Community (EC) Number":"425-820-1","FDA Pharmacological Classification":"1J444QC288","Formating":[],"HMDB ID":"HMDB0005018","HeavyAtomCount":28,"Human Drugs":"Breast Feeding; Lactation; Milk, Human; Antihypertensive Agents; Calcium Channel Blockers; Vasodilator Agents","IUPACName":"3-O-ethyl 5-O-methyl 2-(2-aminoethoxymethyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate","Impurities":["n-nitroso-amlodipine"],"InChI":"InChI=1S/C20H25ClN2O5/c1-4-28-20(25)18-15(11-27-10-9-22)23-12(2)16(19(24)26-3)17(18)13-7-5-6-8-14(13)21/h5-8,17,23H,4,9-11,22H2,1-3H3","InChIKey":"HTIQEAQVCYTUBX-UHFFFAOYSA-N","Interactions":"This open-label, crossover study was performed to establish if there is evidence for interaction between telmisartan, an angiotensin II antagonist, and amlodipine, a class II (dihydropyridine) calcium channel antagonist, on the basis of pharmacokinetics and safety. In a two-way crossover trial, 12 healthy Caucasian males were randomized to receive once daily for 9 days oral amlodipine 10 mg with or without oral telmisartan 120 mg. After a washout period of \u003e or = 13 days, the subjects were switched to the other medication regimen. The geometric means of the primary pharmacokinetic parameters at steady state (day 9) for amlodipine when given alone were the following: maximum plasma concentration (Cmax) 17.7 ng/mL, area under the plasma concentration-time curve (AUC) 331 ng.hr/mL, and renal clearance 39.5 mL/min, with 8% of the total amlodipine dose being excreted. When concomitant telmisartan was given, the respective values were 18.7 ng/mL, 352 ng.hr/mL, and 43.0 mL/min, with 9.4% of the total amlodipine dose being excreted renally. The limits of the 90% confidence intervals (CIs) for the ratios of these steady-state parameters were 0.97 to 1.14 for Cmax and 0.98 to 1.16 for AUC; both were within the predefined reference range (0.8 to 1.25) for bioequivalence. The high intersubject variability in urinary amlodipine excretion resulted in bioequivalence not being demonstrated for renal clearance. Adverse effects were few, mild to moderate in intensity, and transient whether amlodipine was given alone or with telmisartan. Vital signs, except for blood pressure, and clinical laboratory values were unaffected by either medication. The findings of this study show that concomitant telmisartan and amlodipine may be administered as there is no clinically significant variation in primary pharmacokinetic parameters of amlodipine in the presence of telmisartan, and the safety of the combination is comparable to that of amlodipine alone.","LDLo":[{"dosages":[{"amount":"1400 μg/kg","route":"oral"}],"organism":"Human - female"}],"MeSH Pharmacological Classification":"Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS.","Melting Point":"199-201","MolecularFormula":"C\u003csub\u003e20\u003c/sub\u003eH\u003csub\u003e25\u003c/sub\u003eClN\u003csub\u003e2\u003c/sub\u003eO\u003csub\u003e5\u003c/sub\u003e","MolecularWeight":"408.9 g/mol","Opticalactivity":"( + / - )","Pharmacodynamics":"**General pharmacodynamic effects**  Amlodipine has a strong affinity for cell membranes, modulating calcium influx by inhibiting selected membrane calcium channels. This drug's unique binding properties allow for its long-acting action and less frequent dosing regimen,.    **Hemodynamic effects**  After the administration of therapeutic doses of amlodipine to patients diagnosed with hypertension, amlodipine causes vasodilation, which results in a reduction of supine and standing blood pressure. During these blood pressure reductions, there are no clinically significant changes in heart rate or plasma catecholamine levels with long-term use. Acute intravenous administration of amlodipine reduces arterial blood pressure and increases heart rate in patients with chronic stable angina, however, chronic oral administration of amlodipine in clinical studies did not cause clinically significant alterations in heart rate or blood pressures in patients diagnosed with angina and normal blood pressure. With long-term, once daily oral administration, antihypertensive effectiveness is maintained for at least 24 hours.   **Electrophysiologic effects**  Amlodipine does not change sinoatrial (SA) nodal function or atrioventricular (AV) conduction in animals or humans. In patients who were diagnosed with chronic stable angina, the intravenous administration of 10 mg of amlodipine did not cause clinically significant alterations A-H and H-V conduction and sinus node recovery time after cardiac pacing. Patients administered amlodipine with concomitant beta-blockers produced similar results. In clinical trials in which amlodipine was given in combination with beta-blockers to patients diagnosed with hypertension or angina, no adverse effects on electrocardiographic parameters were noted. In clinical studies comprised of angina patients alone, amlodipine did not change electrocardiographic intervals or produce high degrees of AV block.   **Effects on angina**  Amlodipine relieves the symptoms of chest pain associated with angina. In patients diagnosed with angina, daily administration of a single amlodipine dose increases total exercise time, the time to angina onset, and the time to 1 mm ST-segment depression on ECG studies, decreases anginal attack frequency, and decreases the requirement for nitroglycerin tablets.","Physical Description":"Solid","PubChemId":2162,"Record Description":["LiverTox|Cardiac|Antihypertensive|Calcium channel blocker"],"RefCount":3,"RefCur":"","References":[{"Name":"Wikipedia","Urls":[{"Link":"https://en.wikipedia.org/wiki/Amlodipine","Name":"Amlodipine","Sub":false},{"Link":"https://en.wikipedia.org/wiki/Levamlodipine","Name":"(R)-Amlodipine","Sub":true}]},{"Name":"Wikidata","Urls":[{"Link":"https://www.wikidata.org/wiki/Q411347","Name":"Amlodipine","Sub":false},{"Link":"https://www.wikidata.org/wiki/Q27124216","Name":"(S)-Amlodipine","Sub":true},{"Link":"https://www.wikidata.org/wiki/Q6534831","Name":"(R)-Amlodipine","Sub":true}]},{"Name":"DrugBank","Urls":[{"Link":"https://go.drugbank.com/drugs/DB00381","Name":"Amlodipine","Sub":false},{"Link":"https://go.drugbank.com/drugs/DB09237","Name":"(R)-Amlodipine","Sub":true}]},{"Name":"PubChem","Urls":[{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/2162","Name":"Amlodipine","Sub":false},{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/9801597","Name":"(S)-Amlodipine","Sub":true},{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/9822750","Name":"(R)-Amlodipine","Sub":true}]},{"Name":"ChEMBL","Urls":[{"Link":"https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL1491","Name":"Amlodipine","Sub":false},{"Link":"https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL2111097","Name":"(R)-Amlodipine","Sub":true}]},{"Name":"ChEBI","Urls":[{"Link":"https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:2668","Name":"Amlodipine","Sub":false},{"Link":"https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:53795","Name":"(S)-Amlodipine","Sub":true},{"Link":"https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:53796","Name":"(R)-Amlodipine","Sub":true}]},{"Name":"Common Chemistry","Urls":[{"Link":"https://commonchemistry.cas.org/detail?cas_rn=88150-42-9","Name":"Amlodipine","Sub":false},{"Link":"https://commonchemistry.cas.org/detail?cas_rn=103129-81-3","Name":"(S)-Amlodipine","Sub":true},{"Link":"https://commonchemistry.cas.org/detail?cas_rn=103129-82-4","Name":"(R)-Amlodipine","Sub":true}]},{"Name":"HMDB","Urls":[{"Link":"https://hmdb.ca/metabolites/HMDB0005018","Name":"Amlodipine","Sub":false}]},{"Name":"KEGG","Urls":[{"Link":"https://www.kegg.jp/entry/C06825","Name":"Amlodipine","Sub":false}]},{"Name":"UNII","Urls":[{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/1J444QC288","Name":"Amlodipine","Sub":false},{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/YUH55G7ZTY","Name":"(S)-Amlodipine","Sub":true},{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/0P6NLP6806","Name":"(R)-Amlodipine","Sub":true}]},{"Name":"EPA DSSTox","Urls":[{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID7022596","Name":"Amlodipine","Sub":false},{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID90430938","Name":"(S)-Amlodipine","Sub":true},{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID50904504","Name":"(R)-Amlodipine","Sub":true}]}],"Refs":["National Center for Biotechnology Information. PubChem Compound Summary for CID 2162, Amlodipine. Accessed September 7, 2025. \u003ca href=https://pubchem.ncbi.nlm.nih.gov/compound/2162\u003ehttps://pubchem.ncbi.nlm.nih.gov/compound/2162\u003c/a\u003e","U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. Amlodipine. UNII: 1J444QC288. Global Substance Registration System. Accessed September 7, 2025. \u003ca href=https://gsrs.ncats.nih.gov/ginas/app/beta/substances/1J444QC288\u003ehttps://gsrs.ncats.nih.gov/ginas/app/beta/substances/1J444QC288\u003c/a\u003e"],"SMILES":"CCOC(=O)C1=C(NC(=C(C1C2=CC=CC=C2Cl)C(=O)OC)C)COCCN","SaltData":[{"AcidCount":1,"Amine":"Amlodipine","AmineCount":1,"Formula":"OS(=O)(=O)c1ccccc1","Name":"besylate","Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 184.981 132.452\"\u003e\u003crect width=\"100%\" height=\"100%\" fill=\"#fff\"/\u003e\u003cdesc\u003eGenerated by the Chemistry Development Kit (http://github.com/cdk)\u003c/desc\u003e\u003cg fill=\"#ff0d0d\" stroke=\"#000\" stroke-linecap=\"round\" stroke-linejoin=\"round\" stroke-width=\".7\"\u003e\u003cpath fill=\"#fff\" stroke=\"none\" d=\"M0 0h185v133H0z\"/\u003e\u003cg class=\"mol\"\u003e\u003cpath d=\"M9.292 82.22 22.49 74.6M22.49 74.6V63.281M25.769 57.467l9.92-5.727\" class=\"bond\"/\u003e\u003cg 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