BINODENOSON

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 Search

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

Description
Sources: http://www.cardiobrief.org/2009/10/21/fda-turns-down-kings-nda-for-corvue-binodenoson/ | https://www.ncbi.nlm.nih.gov/pubmed/22130964 | https://clinicaltrials.gov/ct2/show/NCT00944294

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.

Originator

Approval Year

PubMed

Title	Date	PubMed
Pharmacokinetics and safety of binodenoson after intravenous dose escalation in healthy volunteers.	2005 Mar-Apr	15812370
A new generation of coronary vasodilators in stress perfusion imaging.	2007 Jun 1	17531594

Sample Use Guides

In Vivo Use Guide

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

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Name

Type

Language

BINODENOSON

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