Structure via PubChem · Public domain (PubChem)
Regadenoson
Sign in to saveAlso known as Rapiscan®, Lexiscan®, regadenoson anhydrous, CVT-3146, Regadenoson anhydrous
Regadenoson, sold under the brand name Lexiscan among others, is an A2A adenosine receptor agonist that is a coronary vasodilator that is commonly used in pharmacologic stress testing. It produces hyperemia quickly and maintains it for a duration that is useful for radionuclide myocardial perfusion imaging. The selective nature of the drug makes it preferable to other stress agents such as adenosine, which are less selective and therefore cause more side-effects.
Chemical data
- Formula
- C15H18N8O5
- Molecular weight
- 390.35 g/mol
- IUPAC name
- 1-[6-amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]purin-2-yl]-N-methylpyrazole-4-carboxamide
- SMILES
- CNC(=O)C1=CN(N=C1)C2=NC(=C3C(=N2)N(C=N3)[C@H]4[C@@H]([C@@H]([C@H](O4)CO)O)O)N
- InChIKey
- LZPZPHGJDAGEJZ-AKAIJSEGSA-N
- XLogP
- -1.5
- Polar surface area
- 186 Ų
- H-bond donors
- 5
- H-bond acceptors
- 10
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 2008
- Admin. routes
- parenteral
- Indications
- retinal artery occlusion, coronary artery disease, sickle cell anemia, Myocardial Ischemia
via ChEMBL · EBI
Research
549 papers- Regadenoson.2006
- Regadenoson.Journal of postgraduate medicine · 2012
- Regadenoson Stress Testing: A Comprehensive Review With a Focused Update.Cureus · 2021
- Regadenoson: a focused update.Journal of nuclear cardiology : official publication of the American Society of Nuclear Cardiology · 2013
- Regadenoson.American journal of cardiovascular drugs : drugs, devices, and other interventions · 2010
via PubMed
Wikidata facts
- Mass
- 390.14
- Manufacturer
- Pfizer
- Has use
- medication
Show 5 more facts
- chemical formula
- C₁₅H₁₈N₈O₅
- isomeric SMILES
- CNC(=O)C1=CN(N=C1)C2=NC3=C(C(=N2)N)N=CN3[C@H]4[C@@H]([C@@H]([C@H](O4)CO)O)O
- canonical SMILES
- CNC(=O)C1=CN(N=C1)C2=NC3=C(C(=N2)N)N=CN3C4C(C(C(O4)CO)O)O
- defined daily dose
- 0.4
- Commons category
- Regadenoson
via Wikidata · CC0
~3 min read
Encyclopedic overview
1 sectionsContents
- References
{{Drugbox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 413312613 | IUPAC_name = 2-{4-[(methylamino)carbonyl]- 1H-pyrazol-1-yl}adenosine | image = Regadenoson structure.svg | image_class = skin-invert-image | width = 300
| tradename = Lexiscan, Rapiscan | Drugs.com = | DailyMedID = Regadenoson | pregnancy_AU = | pregnancy_category = | routes_of_administration = Intravenous | ATC_prefix = C01 | ATC_suffix = EB21 | ATC_supplemental =
Excerpted from Wikipedia’s “Regadenoson” article, available under the CC BY-SA 4.0 licence.