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Binodenoson

CAT: 0804-HY-106450-02Size: 10 mM - 1 mLDry Ice: NoHazardous: No
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CAT#:0804-HY-106450-02Size:10 mM - 1 mL
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Binodenoson (MRE-0470) is a potent and selective A2A adenosine receptor agonist (KD=270 nM) . Binodenoson is being developed as a short-acting coronary vasodilator as an adjunct to radiotracers for use in myocardial stress imaging[1].
CAS Number
144348-08-3
Product Name Alternative
MRE-0470; WRC 0470
UNSPSC
12352005
Hazard Statement
H302, H318
Target
Adenosine Receptor
Type
Reference compound
Related Pathways
GPCR/G Protein
Applications
Neuroscience-Neuromodulation
Field of Research
Cardiovascular Disease
Assay Protocol
https://www.medchemexpress.com/binodenoson.html
Purity
98.01
Solubility
DMSO : 125 mg/mL (ultrasonic)
Smiles
NC1=NC(N/N=C/C2CCCCC2)=NC3=C1N=CN3[C@H]4[C@H](O)[C@H](O)[C@@H](CO)O4
Molecular Formula
C17H25N7O4
Molecular Weight
391.42
Precautions
H302, H318
References & Citations
[1]Sullivan GW, et al. Neutrophil A2A adenosine receptor inhibits inflammation in a rat model of meningitis: synergy with the type IV phosphodiesterase inhibitor, rolipram. J Infect Dis. 1999;180 (5) :1550-1560.|[2]Glover DK, et al. Pharmacological stress thallium scintigraphy with 2-cyclohexylmethylidenehydrazinoadenosine (WRC-0470) . A novel, short-acting adenosine A2A receptor agonist. Circulation. 1996;94 (7) :1726-1732.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
Phase 3

Chemical Information

Binodenoson

Binodenoson is a pharmacologic stress agent specific to the only adenosine receptor necessary for increased cardiac blood flow, the A2A receptor. This specificity allows Binodenoson to deliver - in a single injection - a more effective dose of medication with fewer side effects than current treatments, which typically require a 15-20 minute infusion.

CAS Number144348-08-3
PubChem CID9576912
IUPAC Name(2R,3R,4S,5R)-2-[6-amino-2-[(2E)-2-(cyclohexylmethylidene)hydrazinyl]purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol
Molecular FormulaC17H25N7O4
Molecular Weight391.4
XLogP1.3
Topological Polar Surface Area164
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count10
Rotatable Bond Count5
Heavy Atom Count28
Formal Charge0
Complexity550
SMILES
C1CCC(CC1)/C=N/NC2=NC(=C3C(=N2)N(C=N3)[C@H]4[C@@H]([C@@H]([C@H](O4)CO)O)O)N
InChI
InChI=1S/C17H25N7O4/c18-14-11-15(22-17(21-14)23-20-6-9-4-2-1-3-5-9)24(8-19-11)16-13(27)12(26)10(7-25)28-16/h6,8-10,12-13,16,25-27H,1-5,7H2,(H3,18,21,22,23)/b20-6+/t10-,12-,13-,16-/m1/s1
InChIKey
XJFMHMFFBSOEPR-DNZQAUTHSA-N
Chemical Structure
2D Structure
2D structure of Binodenoson
CAS: 144348-08-3
CID: 9576912
Formula: C17H25N7O4
MW: 391.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight391.4
XLogP31.3
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count10
Rotatable Bond Count5
Exact Mass391.19680230
Monoisotopic Mass391.19680230
Topological Polar Surface Area164 Ų
Heavy Atom Count28
Formal Charge0
Complexity550
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
MBS5786379Binodenoson

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