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

Details

Stereochemistry ABSOLUTE
Molecular Formula C23H29N7O6
Molecular Weight 499.5197
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of EVODENOSON

SMILES

COC(=O)N1CCC(CC#CC2=NC(N)=C3N=CN([C@@H]4O[C@@H]([C@@H](O)[C@H]4O)C(=O)NC5CC5)C3=N2)CC1

InChI

InChIKey=SQJXTUJMBYVDBB-RQXXJAGISA-N
InChI=1S/C23H29N7O6/c1-35-23(34)29-9-7-12(8-10-29)3-2-4-14-27-19(24)15-20(28-14)30(11-25-15)22-17(32)16(31)18(36-22)21(33)26-13-5-6-13/h11-13,16-18,22,31-32H,3,5-10H2,1H3,(H,26,33)(H2,24,27,28)/t16-,17+,18-,22+/m0/s1

HIDE SMILES / InChI
Evodenoson (ATL-313) is an agonist of adenosine A2A receptor. It exerts anti-inflammatory activity through activation of adenosine A2A receptors on CD4+ T cells and neutrophils. Evodenoson demonstrates efficacy in animal models of sepsis, myocardial infarction, allograft rejection and enteritis.

Approval Year

PubMed

PubMed

TitleDatePubMed
Adenosine A2A receptor activation on CD4+ T lymphocytes and neutrophils attenuates lung ischemia-reperfusion injury.
2010 Feb
Multi-Inhibitory Effects of A2A Adenosine Receptor Signaling on Neutrophil Adhesion Under Flow.
2015 Oct 15
Name Type Language
EVODENOSON
INN   USAN   WHO-DD  
INN   USAN  
Official Name English
Evodenoson [WHO-DD]
Common Name English
EVODENOSON [USAN]
Common Name English
METHYL 4-(3-(6-AMINO-9-(N-CYCLOPROPYL-.BETA.-D-RIBOFURANOSYLURONAMIDE)-9H-PURIN-2-YL)PROP-2-YN-1-YL(PIPERIDINE-1-CARBOXYLATE
Common Name English
1-PIPERIDINECARBOXYLIC ACID, 4-(3-(6-AMINO-9-(N-CYCLOPROPYL-.BETA.-DRIBOFURANURONAMIDOSYL)- 9H-PURIN-2-YL)-2-PROPYN-1-YL)-, METHYL ESTER
Common Name English
1-PIPERIDINECARBOXYLIC ACID, 4-(3-(6-AMINO-9-(N-CYCLOPROPYL-.BETA.-D-RIBOFURANURONAMIDOSYL)-9H-PURIN-2-YL)-2-PROPYNYL)-, METHYL ESTER
Common Name English
ATL-313
Code English
evodenoson [INN]
Common Name English
ATL313
Code English
METHYL 4-(3-(6-AMINO-9-(N-CYCLOPROPYL-.BETA.-D-RIBOFURANOSYLURONAMIDE)-9H-PURIN-2-YL)PROP- 2-YNYL)PIPERIDINE-1-CARBOXYLATE
Common Name English
DE-112
Code English
Code System Code Type Description
INN
9675
Created by admin on Sat Dec 16 06:44:58 GMT 2023 , Edited by admin on Sat Dec 16 06:44:58 GMT 2023
PRIMARY
EPA CompTox
DTXSID40233476
Created by admin on Sat Dec 16 06:44:58 GMT 2023 , Edited by admin on Sat Dec 16 06:44:58 GMT 2023
PRIMARY
FDA UNII
HZ03U10J2Z
Created by admin on Sat Dec 16 06:44:58 GMT 2023 , Edited by admin on Sat Dec 16 06:44:58 GMT 2023
PRIMARY
CAS
844873-47-8
Created by admin on Sat Dec 16 06:44:58 GMT 2023 , Edited by admin on Sat Dec 16 06:44:58 GMT 2023
PRIMARY
USAN
ZZ-41
Created by admin on Sat Dec 16 06:44:58 GMT 2023 , Edited by admin on Sat Dec 16 06:44:58 GMT 2023
PRIMARY
DRUG BANK
DB12295
Created by admin on Sat Dec 16 06:44:58 GMT 2023 , Edited by admin on Sat Dec 16 06:44:58 GMT 2023
PRIMARY
PUBCHEM
11627443
Created by admin on Sat Dec 16 06:44:58 GMT 2023 , Edited by admin on Sat Dec 16 06:44:58 GMT 2023
PRIMARY
NCI_THESAURUS
C169974
Created by admin on Sat Dec 16 06:44:58 GMT 2023 , Edited by admin on Sat Dec 16 06:44:58 GMT 2023
PRIMARY
SMS_ID
300000034187
Created by admin on Sat Dec 16 06:44:58 GMT 2023 , Edited by admin on Sat Dec 16 06:44:58 GMT 2023
PRIMARY
ChEMBL
CHEMBL1950651
Created by admin on Sat Dec 16 06:44:58 GMT 2023 , Edited by admin on Sat Dec 16 06:44:58 GMT 2023
PRIMARY