Structure via PubChem · Public domain (PubChem)
verapamil
Sign in to saveAlso known as Ansyr®, CP-165331 / CP-16533-1, Securon®, Vérapamil, Iproveratril, Verapamilum, Verapamilo
Verapamil, sold under various trade names, is a calcium channel blocker medication used for the treatment of high blood pressure, angina (chest pain from not enough blood flow to the heart), and supraventricular tachycardia. It may also be used for the prevention of migraines and cluster headaches. It is given by mouth or by injection into a vein.
Key facts
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 461939027
- Drug.image
- Verapamil structure.svg
- Drug.image_class
- skin-invert-image
- Drug.image2
- Verapamil-from-xtal-Mercury-3D-bs.png
- Drug.image_class2
- bg-transparent
- Drug.width2
- 200
- Drug.chirality
- Racemic mixture
- Drug.tradename
- Isoptin, Calan, others
- Drug.MedlinePlus
- a684030
- Drug.DailyMedID
- Verapamil
- Drug.pregnancy_AU
- C
- Drug.routes_of_administration
- By mouth, intravenous
- Drug.class
- Calcium channel blocker
- Drug.ATC_prefix
- C08
- Drug.ATC_suffix
- DA01
- Drug.legal_UK
- POM
- Drug.legal_US
- Rx-only
via Wikipedia infobox
Chemical data
- Formula
- C27H38N2O4
- Molecular weight
- 454.6 g/mol
- IUPAC name
- 2-(3,4-dimethoxyphenyl)-5-[2-(3,4-dimethoxyphenyl)ethyl-methylamino]-2-propan-2-ylpentanenitrile
- SMILES
- CC(C)C(CCCN(C)CCC1=CC(=C(C=C1)OC)OC)(C#N)C2=CC(=C(C=C2)OC)OC
- InChIKey
- SGTNSNPWRIOYBX-UHFFFAOYSA-N
- XLogP
- 3.8
- Polar surface area
- 64 Ų
- H-bond donors
- 0
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Research
28,135 papers- Verapamil.Clinical and investigative medicine. Medecine clinique et experimentale · 1981
- Verapamil and the myocardium.Postgraduate medical journal · 1974
- Verapamil in arrhythmia.British journal of clinical pharmacology · 1986
- Clinical pharmacokinetics of verapamil.Clinical pharmacokinetics · 1984
- Verapamil for cluster headache. Clinical pharmacology and possible mode of action.Headache · 2009
via PubMed
~11 min read
Encyclopedic overview
10 sectionsContents
- Medical uses
- Contraindications
- Side effects
- Overdose
- Mechanism of action
- Cluster headaches
- Pharmacokinetic details
- Veterinary use
- Uses in cell biology
- References
{{Infobox drug | Watchedfields = changed | verifiedrevid = 461939027 | image = Verapamil structure.svg | image_class = skin-invert-image | width = | alt = | image2 = Verapamil-from-xtal-Mercury-3D-bs.png | image_class2 = bg-transparent | width2 = 200 | chirality = Racemic mixture | caption =
| pronounce = | tradename = Isoptin, Calan, others | Drugs.com = | MedlinePlus = a684030 | DailyMedID = Verapamil | pregnancy_AU = C | pregnancy_AU_comment = | pregnancy_category= | routes_of_administration = By mouth, intravenous | class = Calcium channel blocker | ATC_prefix = C08 | ATC_suffix = DA01 | ATC_supplemental =
Excerpted from Wikipedia’s “verapamil” article, available under the CC BY-SA 4.0 licence.