Structure via PubChem · Public domain (PubChem)
amlodipine
Sign in to saveAlso known as LBT873, UK-4834011, 3-ethyl-5-methyl (+-)-2-(2-aminoethoxymethyl)-4-(o-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate, (RS)-3-ethyl 5-methyl 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate, 3-ethyl 5-methylester, (±)-2-[(2-aminoethoxy)methyl]-4-(o-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate, amlodipine free base, (RS)-amlodipine
Amlodipine, sold under the brand name Norvasc among others, is a calcium channel blocker medication used to treat high blood pressure, coronary artery disease (CAD) and variant angina (also called Prinzmetal angina or coronary artery vasospasm, among other names). It is taken orally (swallowed by mouth).
OverviewAI-generated
Amlodipine is a chemical compound with the formula C₂₀H₂₅ClN₂O₅. Its IUPAC name is 3-O-ethyl 5-O-methyl 2-(2-aminoethoxymethyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate. The stylized name for the substance is amLODIPine.
The compound has a mass of 408.1452 and a weight of 408.9. It features a charge of 0, an xlogp of 3, and a topological polar surface area of 99.9. The molecule contains two hydrogen bond donors and seven hydrogen bond acceptors. The defined daily dose is 5.
Synthesized by Vinony from 19 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Chemical data
- Formula
- C20H25ClN2O5
- Molecular weight
- 408.9 g/mol
- IUPAC name
- 3-O-ethyl 5-O-methyl 2-(2-aminoethoxymethyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate
- SMILES
- CCOC(=O)C1=C(NC(=C(C1C2=CC=CC=C2Cl)C(=O)OC)C)COCCN
- InChIKey
- HTIQEAQVCYTUBX-UHFFFAOYSA-N
- XLogP
- 3
- Polar surface area
- 99.9 Ų
- H-bond donors
- 2
- H-bond acceptors
- 7
- Formal charge
- 0
via PubChem
Research
7,077 papers- Amlodipine: an overview of its pharmacodynamic and pharmacokinetic properties.Clinical cardiology · 1994
- Amlodipine besylate.Profiles of drug substances, excipients, and related methodology · 2012
- [Amlodipine].Ugeskrift for laeger · 1991
- Amlodipine/Valsartan: fixed-dose combination in hypertension.Drugs · 2008
- Olmesartan medoxomil/amlodipine.Drugs · 2009
via PubMed
Wikidata facts
- Has part
- chlorine
- Mass
- 408.1452
Show 10 more facts
- Commons category
- Amlodipine
- chemical formula
- C₂₀H₂₅ClN₂O₅
- significant drug interaction
- simvastatin
- medical condition treated
- angina pectoris
- canonical SMILES
- CCOC(=O)C1=C(NC(=C(C1C2=CC=CC=C2Cl)C(=O)OC)C)COCCN
- World Health Organisation international non-proprietary name
- amlodipine
- defined daily dose
- 5
- subject has role
- vasodilator agent
- route of administration
- oral administration
- stylized name
- amLODIPine
Sources (10)
via Wikidata · CC0
~15 min read
Encyclopedic overview
15 sectionsContents
- Medical uses
- Combination therapy
- Contraindications
- Adverse effects
- Overdose
- Interactions
- Pharmacology
- Mechanism of action
- Pharmacokinetics
- History
- Society and culture
- Brand names
- Veterinary use
- References
- External links
Amlodipine, sold under the brand name Norvasc among others, is a calcium channel blocker medication used to treat high blood pressure, coronary artery disease (CAD) and variant angina (also called Prinzmetal angina or coronary artery vasospasm, among other names). It is taken orally (swallowed by mouth).
Common side effects include swelling, feeling tired, abdominal pain, and nausea. Serious side effects may include low blood pressure or heart attack. Whether use is safe during pregnancy or breastfeeding is unclear. When used by people with liver problems, and in elderly individuals, doses should be reduced. Amlodipine works partly by vasodilation (relaxing the arteries and increasing their diameter). It is a long-acting calcium channel blocker of the dihydropyridine type.
Excerpted from Wikipedia’s “amlodipine” article, available under the CC BY-SA 4.0 licence.