U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C17H25N7O4
Molecular Weight 391.4249
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of BINODENOSON

SMILES

NC1=NC(N\N=C\C2CCCCC2)=NC3=C1N=CN3[C@@H]4O[C@H](CO)[C@@H](O)[C@H]4O

InChI

InChIKey=XJFMHMFFBSOEPR-DNZQAUTHSA-N
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

HIDE SMILES / InChI

Molecular Formula C17H25N7O4
Molecular Weight 391.4249
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 1
Optical Activity UNSPECIFIED

Binodenoson, a selective adenosine A(2A) receptor agonist, was being developed as a short-acting coronary vasodilator as an adjunct to radiotracers for use in myocardial stress imaging. Binodenoson for injection under the brand name CorVue was developed for use in patients with or at risk for coronary artery disease (CAD) who are unable to perform a cardiac exercise stress test. CorVue was designed to minimize side effects such as dyspnea, flushing, heart block, and chest pain. Binodenoson did not achieve FDA approval in 2009 due to concerns over equivalence of its efficacy with adenosine.

Approval Year

PubMed

PubMed

TitleDatePubMed
Pharmacokinetics and safety of binodenoson after intravenous dose escalation in healthy volunteers.
2005 Mar-Apr
A new generation of coronary vasodilators in stress perfusion imaging.
2007 Jun 1
Safety of binodenoson, a selective adenosine A2A receptor agonist vasodilator pharmacological stress agent, in healthy subjects with mild intermittent asthma.
2009 Nov

Sample Use Guides

30-second intravenous injection (bolus) of binodenoson (1.5 mcg/kg) and a 6-minute intravenous infusion of placebo
Route of Administration: Intravenous
Substance Class Chemical
Created
by admin
on Sat Dec 16 17:55:05 GMT 2023
Edited
by admin
on Sat Dec 16 17:55:05 GMT 2023
Record UNII
LJA4M1L5LG
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BINODENOSON
DASH   INN   MI   USAN  
INN   USAN  
Official Name English
2-(2-(CYCLOHEXYLMETHYLENE)DIAZANYL)-9-.BETA.-D-RIBOFURANOSYL-9H-PURIN-6-AMINE
Common Name English
BINODENOSON [USAN]
Common Name English
binodenoson [INN]
Common Name English
MRE0470
Code English
2-((E)-(CYCLOHEXYLMETHYLENE)HYDRAZINO)ADENOSINE
Systematic Name English
MRE-0470
Code English
BINODENOSON [MI]
Common Name English
ADENOSINE, 2-((CYCLOHEXYLMETHYLENE)HYDRAZINO)-
Systematic Name English
Code System Code Type Description
NCI_THESAURUS
C174671
Created by admin on Sat Dec 16 17:55:05 GMT 2023 , Edited by admin on Sat Dec 16 17:55:05 GMT 2023
PRIMARY
MERCK INDEX
m2499
Created by admin on Sat Dec 16 17:55:05 GMT 2023 , Edited by admin on Sat Dec 16 17:55:05 GMT 2023
PRIMARY Merck Index
CAS
144348-08-3
Created by admin on Sat Dec 16 17:55:05 GMT 2023 , Edited by admin on Sat Dec 16 17:55:05 GMT 2023
PRIMARY
DRUG BANK
DB04853
Created by admin on Sat Dec 16 17:55:05 GMT 2023 , Edited by admin on Sat Dec 16 17:55:05 GMT 2023
PRIMARY
ChEMBL
CHEMBL1950554
Created by admin on Sat Dec 16 17:55:05 GMT 2023 , Edited by admin on Sat Dec 16 17:55:05 GMT 2023
PRIMARY
USAN
MM-53
Created by admin on Sat Dec 16 17:55:05 GMT 2023 , Edited by admin on Sat Dec 16 17:55:05 GMT 2023
PRIMARY
INN
8174
Created by admin on Sat Dec 16 17:55:05 GMT 2023 , Edited by admin on Sat Dec 16 17:55:05 GMT 2023
PRIMARY
EPA CompTox
DTXSID60869938
Created by admin on Sat Dec 16 17:55:05 GMT 2023 , Edited by admin on Sat Dec 16 17:55:05 GMT 2023
PRIMARY
PUBCHEM
9576912
Created by admin on Sat Dec 16 17:55:05 GMT 2023 , Edited by admin on Sat Dec 16 17:55:05 GMT 2023
PRIMARY
FDA UNII
LJA4M1L5LG
Created by admin on Sat Dec 16 17:55:05 GMT 2023 , Edited by admin on Sat Dec 16 17:55:05 GMT 2023
PRIMARY
SMS_ID
300000034078
Created by admin on Sat Dec 16 17:55:05 GMT 2023 , Edited by admin on Sat Dec 16 17:55:05 GMT 2023
PRIMARY
Related Record Type Details
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ACTIVE MOIETY