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

Details

Stereochemistry ABSOLUTE
Molecular Formula C23H30N6O6
Molecular Weight 486.5209
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of APADENOSON

SMILES

CCNC(=O)[C@H]1O[C@H]([C@H](O)[C@@H]1O)N2C=NC3=C2N=C(N=C3N)C#CC[C@H]4CC[C@@H](CC4)C(=O)OC

InChI

InChIKey=FLEVIENZILQUKB-XTWQNQIISA-N
InChI=1S/C23H30N6O6/c1-3-25-21(32)18-16(30)17(31)22(35-18)29-11-26-15-19(24)27-14(28-20(15)29)6-4-5-12-7-9-13(10-8-12)23(33)34-2/h11-13,16-18,22,30-31H,3,5,7-10H2,1-2H3,(H,25,32)(H2,24,27,28)/t12-,13-,16-,17+,18-,22+/m0/s1

HIDE SMILES / InChI

Molecular Formula C23H30N6O6
Molecular Weight 486.5209
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 6 / 6
E/Z Centers 0
Optical Activity UNSPECIFIED

Apadenoson (BMS-068645) is a selective adenosine 2A agonist that contains a methyl ester group which undergoes esterase hydrolysis to its acid metabolite. Apadenoson had been in phase III clinical trials by Forest (now a part of Allergan) for the treatment of coronary artery disease. However, this study has been terminated.

Approval Year

PubMed

PubMed

TitleDatePubMed
Adenosine receptors as therapeutic targets.
2006 Mar
Patents

Patents

Sample Use Guides

Coronary artery disease: Apadenoson single bolus IV injection 100 or 150 ug
Route of Administration: Intravenous
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:16:16 GMT 2023
Edited
by admin
on Fri Dec 15 16:16:16 GMT 2023
Record UNII
BTS1Y6777M
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
APADENOSON
INN   USAN   WHO-DD  
INN   USAN  
Official Name English
METHYL TRANS-4-(3(6-AMINO-9-(N-ETHYL-.BETA.-D-RIBOFURANOSYLURONAMIDE)-9H-PURIN-2-YL)PROP-2-YNYL)CYCLOHEXANECARBOXYLATE
Systematic Name English
BMS-068645
Code English
Apadenoson [WHO-DD]
Common Name English
BMS068645
Code English
APADENOSON [USAN]
Common Name English
CYCLOHEXANECARBOXYLIC ACID, 4-(3(6-AMINO-9-(N-ETHYL-.BETA.-D-RIBOFURANURONAMIDOSYL)-9H-PURIN-2-YL)-2-PROPNYL)-, METHYL ESTER, TRANS-
Systematic Name English
DWH-146E
Code English
apadenoson [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29707
Created by admin on Fri Dec 15 16:16:16 GMT 2023 , Edited by admin on Fri Dec 15 16:16:16 GMT 2023
Code System Code Type Description
INN
8711
Created by admin on Fri Dec 15 16:16:16 GMT 2023 , Edited by admin on Fri Dec 15 16:16:16 GMT 2023
PRIMARY
ChEMBL
CHEMBL1950649
Created by admin on Fri Dec 15 16:16:16 GMT 2023 , Edited by admin on Fri Dec 15 16:16:16 GMT 2023
PRIMARY
NCI_THESAURUS
C74246
Created by admin on Fri Dec 15 16:16:16 GMT 2023 , Edited by admin on Fri Dec 15 16:16:16 GMT 2023
PRIMARY
EVMPD
SUB32278
Created by admin on Fri Dec 15 16:16:16 GMT 2023 , Edited by admin on Fri Dec 15 16:16:16 GMT 2023
PRIMARY
CAS
250386-15-3
Created by admin on Fri Dec 15 16:16:16 GMT 2023 , Edited by admin on Fri Dec 15 16:16:16 GMT 2023
PRIMARY
FDA UNII
BTS1Y6777M
Created by admin on Fri Dec 15 16:16:16 GMT 2023 , Edited by admin on Fri Dec 15 16:16:16 GMT 2023
PRIMARY
SMS_ID
100000124362
Created by admin on Fri Dec 15 16:16:16 GMT 2023 , Edited by admin on Fri Dec 15 16:16:16 GMT 2023
PRIMARY
USAN
RR-04
Created by admin on Fri Dec 15 16:16:16 GMT 2023 , Edited by admin on Fri Dec 15 16:16:16 GMT 2023
PRIMARY
DRUG BANK
DB05009
Created by admin on Fri Dec 15 16:16:16 GMT 2023 , Edited by admin on Fri Dec 15 16:16:16 GMT 2023
PRIMARY
Related Record Type Details
TARGET -> AGONIST
Related Record Type Details
ACTIVE MOIETY