EVODENOSON

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 Search

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

Molecular Formula	C23H29N7O6
Molecular Weight	499.5197
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26355151 | https://www.ncbi.nlm.nih.gov/pubmed/19909990 | https://www.ncbi.nlm.nih.gov/pubmed/20111666 | https://www.ncbi.nlm.nih.gov/pubmed/18937852 | https://www.ncbi.nlm.nih.gov/pubmed/17371980 | https://www.ncbi.nlm.nih.gov/pubmed/16622196

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.

Originator

Approval Year

PubMed

Title	Date	PubMed
Activation of adenosine 2A receptors attenuates allograft rejection and alloantigen recognition.	2007 Apr 1	17371980
Adenosine A2A receptor activation on CD4+ T lymphocytes and neutrophils attenuates lung ischemia-reperfusion injury.	2010 Feb	19909990
Multi-Inhibitory Effects of A2A Adenosine Receptor Signaling on Neutrophil Adhesion Under Flow.	2015 Oct 15	26355151

Substance Class	Chemical Created by `admin` on `Sat Dec 16 06:44:58 UTC 2023` Edited by `admin` on `Sat Dec 16 06:44:58 UTC 2023`
Record UNII	HZ03U10J2Z
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

EVODENOSON

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