Structure via PubChem · Public domain (PubChem)
diltiazem
Sign in to saveAlso known as (+)-cis-diltiazem, Cardizem®, CRD-401, D-(cis)-diltiazem, Dilacor-XR®, RG-83606, (2S,3S)-5-(2-(dimethylamino)ethyl)-2-(4-methoxyphenyl)-4-oxo-2,3,4,5-tetrahydrobenzo[b][1,4]thiazepin-3-yl acetate
Diltiazem, sold under the brand name Cardizem among others, is a nondihydropyridine calcium channel blocker medication used to treat high blood pressure, angina, and certain heart arrhythmias. It may also be used in hyperthyroidism if beta blockers cannot be used. It is taken by mouth or given by injection into a vein. When given by injection, effects typically begin within a few minutes and last a few hours.
Chemical data
- Formula
- C22H26N2O4S
- Molecular weight
- 414.5 g/mol
- IUPAC name
- [(2S,3S)-5-[2-(dimethylamino)ethyl]-2-(4-methoxyphenyl)-4-oxo-2,3-dihydro-1,5-benzothiazepin-3-yl] acetate
- SMILES
- CC(=O)O[C@@H]1[C@@H](SC2=CC=CC=C2N(C1=O)CCN(C)C)C3=CC=C(C=C3)OC
- InChIKey
- HSUGRBWQSSZJOP-RTWAWAEBSA-N
- XLogP
- 3.1
- Polar surface area
- 84.4 Ų
- H-bond donors
- 0
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Research
10,136 papers- Diltiazem hydrochloride.Drug intelligence & clinical pharmacy · 1982
- Diltiazem.Canadian Anaesthetists' Society journal · 1985
- Diltiazem-associated Photodistributed Hyperpigmentation.The Yale journal of biology and medicine · 2020
- Diltiazem-induced photodistributed hyperpigmentation.Dermatology online journal · 2003
- Diltiazem: a review of its clinical efficacy and use.Drug intelligence & clinical pharmacy · 1982
via PubMed
Wikidata facts
- Mass
- 414.161
Show 7 more facts
- chemical formula
- C₂₂H₂₆N₂O₄S
- isomeric SMILES
- CC(=O)O[C@@H]1[C@@H](SC2=CC=CC=C2N(C1=O)CCN(C)C)C3=CC=C(C=C3)OC
- canonical SMILES
- CC(=O)OC1C(SC2=CC=CC=C2N(C1=O)CCN(C)C)C3=CC=C(C=C3)OC
- World Health Organisation international non-proprietary name
- diltiazem
- defined daily dose
- 0.24
- Commons category
- Diltiazem
- stylized name
- dilTIAZem
Sources (7)
via Wikidata · CC0
~7 min read
Article
10 sectionsContents
- Medical uses
- Contraindications and precautions
- Side effects
- Drug interactions
- Beta-blockers
- Quinidine
- Fentanyl
- Mechanism of action
- Research
- References
Diltiazem, sold under the brand name Cardizem among others, is a nondihydropyridine calcium channel blocker medication used to treat high blood pressure, angina, and certain heart arrhythmias. It may also be used in hyperthyroidism if beta blockers cannot be used. It is taken by mouth or given by injection into a vein. When given by injection, effects typically begin within a few minutes and last a few hours.
Common side effects include swelling, dizziness, headaches, and low blood pressure. Other severe side effects include an overly slow heart beat, heart failure, liver problems, and allergic reactions. Use is not recommended during pregnancy. It is unclear if use when breastfeeding is safe.