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

Details

Stereochemistry ACHIRAL
Molecular Formula C16H20N2O3
Molecular Weight 288.3416
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PHA-568487

SMILES

O=C(N[C@H]1CN2CCC1CC2)C3=CC4=C(OCCO4)C=C3

InChI

InChIKey=LUVXHMJTVXZFPD-ZDUSSCGKSA-N
InChI=1S/C16H20N2O3/c19-16(17-13-10-18-5-3-11(13)4-6-18)12-1-2-14-15(9-12)21-8-7-20-14/h1-2,9,11,13H,3-8,10H2,(H,17,19)/t13-/m0/s1

HIDE SMILES / InChI

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
2.8 µM [Ki]
44.0 nM [Ki]
PubMed

PubMed

TitleDatePubMed
First identification of benzo[ghi]naphtho[8,1,2-bcd]perylene as a product of fuel pyrolysis, using high-performance liquid chromatography with diode-array ultraviolet-visible absorbance detection and mass spectrometry.
2006 Sep 15
Multiple species metabolism of PHA-568487, a selective alpha 7 nicotinic acetylcholine receptor agonist.
2010 Aug
Resolving postoperative neuroinflammation and cognitive decline.
2011 Dec
Donepezil and the alpha-7 agonist PHA 568487, but not risperidone, ameliorate spatial memory deficits in a subchronic MK-801 mouse model of cognitive impairment in schizophrenia.
2014 Oct 1
Stimulation of the α7 nicotinic acetylcholine receptor protects against neuroinflammation after tibia fracture and endotoxemia in mice.
2015 Mar 17
Reducing inflammation and rescuing FTD-related behavioral deficits in progranulin-deficient mice with α7 nicotinic acetylcholine receptor agonists.
2015 Oct 15
Activation of Alpha-7 Nicotinic Acetylcholine Receptor Reduces Brain Edema in Mice with Ischemic Stroke and Bone Fracture.
2017 Dec
α7 nicotinic acetylcholine receptor agonist inhibits the damage of rat hippocampal neurons by TLR4/Myd88/NF‑κB signaling pathway during cardiopulmonary bypass.
2017 Oct
In vivo imaging of Α7 nicotinic receptors as a novel method to monitor neuroinflammation after cerebral ischemia.
2018 Aug
Name Type Language
PHA-568487
Common Name English
N-(3R)-1-AZABICYCLO(2.2.2)OCT-3-YL-2,3-DIHYDRO-1,4-BENZODIOXIN-6-CARBOXAMIDE
Systematic Name English
1,4-BENZODIOXIN-6-CARBOXAMIDE, N-(3R)-1-AZABICYCLO(2.2.2)OCT-3-YL-2,3-DIHYDRO-
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID1047285
Created by admin on Fri Dec 15 16:37:08 GMT 2023 , Edited by admin on Fri Dec 15 16:37:08 GMT 2023
PRIMARY
FDA UNII
C9IF5SIJ2I
Created by admin on Fri Dec 15 16:37:08 GMT 2023 , Edited by admin on Fri Dec 15 16:37:08 GMT 2023
PRIMARY
PUBCHEM
9932000
Created by admin on Fri Dec 15 16:37:08 GMT 2023 , Edited by admin on Fri Dec 15 16:37:08 GMT 2023
PRIMARY
CAS
527680-56-4
Created by admin on Fri Dec 15 16:37:08 GMT 2023 , Edited by admin on Fri Dec 15 16:37:08 GMT 2023
PRIMARY