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Details

Stereochemistry ABSOLUTE
Molecular Formula C16H22N4O3
Molecular Weight 318.3709
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of APAXIFYLLINE

SMILES

CCCN1C2=C(NC(=N2)[C@H]3CCC(=O)C3)C(=O)N(CCC)C1=O

InChI

InChIKey=RUHGOZFOVBMWOO-JTQLQIEISA-N
InChI=1S/C16H22N4O3/c1-3-7-19-14-12(15(22)20(8-4-2)16(19)23)17-13(18-14)10-5-6-11(21)9-10/h10H,3-9H2,1-2H3,(H,17,18)/t10-/m0/s1

HIDE SMILES / InChI

Molecular Formula C16H22N4O3
Molecular Weight 318.3709
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Apaxifylline is an adenosine A1 receptor antagonist that was under investigation with Boehringer Ingelheim as a potential neuroprotective drug for the treatment of dementia. Apaxifylline was able to antagonize scopolamine-induced deficits in the rat in a memory task. A single oral application of apaxifylline 90 min before the rats received the noxious stimulus significantly attenuated the scopolamine-induced deficits observed during the retention trial of the rat in the passive avoidance paradigm. Apaxifylline treatment does not influence motility.

Approval Year

Sample Use Guides

In Vivo Use Guide
Curator's Comment: rat data
Single dose 1 mg/kg and 3 mg/kg
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:54:20 GMT 2023
Edited
by admin
on Fri Dec 15 15:54:20 GMT 2023
Record UNII
OG8HSX6N6H
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
APAXIFYLLINE
INN   USAN  
INN   USAN  
Official Name English
apaxifylline [INN]
Common Name English
BIIP20XX
Code English
(-)-(S)-8-(3-OXOCYCLOPENTYL)-1,3-DIPROPYLXANTHINE
Systematic Name English
APAXIFYLLINE [USAN]
Common Name English
BLIP-20-XX
Code English
BIIP-20XX
Code English
1H-PURINE-2,6-DIONE, 3,7-DIHYDRO-8-(3-OXOCYCLOPENTYL)-1,3-DIPROPYL-, (S)-
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C1509
Created by admin on Fri Dec 15 15:54:20 GMT 2023 , Edited by admin on Fri Dec 15 15:54:20 GMT 2023
Code System Code Type Description
CAS
151581-23-6
Created by admin on Fri Dec 15 15:54:20 GMT 2023 , Edited by admin on Fri Dec 15 15:54:20 GMT 2023
PRIMARY
PUBCHEM
60949
Created by admin on Fri Dec 15 15:54:20 GMT 2023 , Edited by admin on Fri Dec 15 15:54:20 GMT 2023
PRIMARY
FDA UNII
OG8HSX6N6H
Created by admin on Fri Dec 15 15:54:20 GMT 2023 , Edited by admin on Fri Dec 15 15:54:20 GMT 2023
PRIMARY
EVMPD
SUB05536MIG
Created by admin on Fri Dec 15 15:54:20 GMT 2023 , Edited by admin on Fri Dec 15 15:54:20 GMT 2023
PRIMARY
SMS_ID
100000086976
Created by admin on Fri Dec 15 15:54:20 GMT 2023 , Edited by admin on Fri Dec 15 15:54:20 GMT 2023
PRIMARY
NCI_THESAURUS
C81046
Created by admin on Fri Dec 15 15:54:20 GMT 2023 , Edited by admin on Fri Dec 15 15:54:20 GMT 2023
PRIMARY
INN
7264
Created by admin on Fri Dec 15 15:54:20 GMT 2023 , Edited by admin on Fri Dec 15 15:54:20 GMT 2023
PRIMARY
USAN
GG-37
Created by admin on Fri Dec 15 15:54:20 GMT 2023 , Edited by admin on Fri Dec 15 15:54:20 GMT 2023
PRIMARY
ChEMBL
CHEMBL2104538
Created by admin on Fri Dec 15 15:54:20 GMT 2023 , Edited by admin on Fri Dec 15 15:54:20 GMT 2023
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
Related Record Type Details
ACTIVE MOIETY