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Details

Stereochemistry ACHIRAL
Molecular Formula C20H29FN2O2
Molecular Weight 348.4549
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AC-260584

SMILES

CCCCC1CCN(CCCN2C(=O)COC3=CC(F)=CC=C23)CC1

InChI

InChIKey=BWAKMLKESHKOHK-UHFFFAOYSA-N
InChI=1S/C20H29FN2O2/c1-2-3-5-16-8-12-22(13-9-16)10-4-11-23-18-7-6-17(21)14-19(18)25-15-20(23)24/h6-7,14,16H,2-5,8-13,15H2,1H3

HIDE SMILES / InChI
AC260584 (4-[3-(4-butylpiperidin-1-yl)-propyl]-7-fluoro-4H-benzo[1,4]oxazin-3-one) is a selective muscarinic M1 receptor agonist. The muscarinic M1 receptor agonist property of AC260584 contributes to its enhancement of cortical acetylcholine and dopamine efflux. In animal studies AC-260584 has a behavioral profile consistent with antipsychotic-like efficacy with the potential to improve cognitive performance and shows reduced liability for extrapyramidal symptoms.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
7.6 null [pEC50]
7.8 null [pEC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
AC260584 (4-[3-(4-butylpiperidin-1-yl)-propyl]-7-fluoro-4H-benzo[1,4]oxazin-3-one), a selective muscarinic M1 receptor agonist, increases acetylcholine and dopamine release in rat medial prefrontal cortex and hippocampus.
2007 Oct 31
Confocal Analysis of Cholinergic and Dopaminergic Inputs onto Pyramidal Cells in the Prefrontal Cortex of Rodents.
2010
AC-260584, an orally bioavailable M(1) muscarinic receptor allosteric agonist, improves cognitive performance in an animal model.
2010 Feb
Patents

Sample Use Guides

Using microdialysis in awake, freely moving rats, AC260584, 3 and 10, but not 1 mg/kg (s.c.), significantly increased dopamine release in the medial prefrontal cortex and hippocampus. However, only the high dose of AC260584, 10 mg/kg (s.c.), significantly increased acetylcholine release in these regions.
Route of Administration: Other
Local perfusion of rat medial prefrontal cortex with AC260584 (10-500 uM) significantly increased dopamine efflux.
Name Type Language
AC-260584
Common Name English
2H-1,4-BENZOXAZIN-3(4H)-ONE, 4-(3-(4-BUTYL-1-PIPERIDINYL)PROPYL)-7-FLUORO-
Systematic Name English
4-(3-(4-BUTYLPIPERIDIN-1-YL)PROPYL)-7-FLUORO-4H-BENZO(1,4)OXAZIN-3-ONE
Systematic Name English
Code System Code Type Description
PUBCHEM
9928284
Created by admin on Sat Dec 16 08:09:24 GMT 2023 , Edited by admin on Sat Dec 16 08:09:24 GMT 2023
PRIMARY
FDA UNII
M4PN46N313
Created by admin on Sat Dec 16 08:09:24 GMT 2023 , Edited by admin on Sat Dec 16 08:09:24 GMT 2023
PRIMARY
CAS
560083-42-3
Created by admin on Sat Dec 16 08:09:24 GMT 2023 , Edited by admin on Sat Dec 16 08:09:24 GMT 2023
PRIMARY