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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

Molecular Formula C20H29FN2O2
Molecular Weight 348.4549
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
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.
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:09:24 UTC 2023
Edited
by admin
on Sat Dec 16 08:09:24 UTC 2023
Record UNII
M4PN46N313
Record Status Validated (UNII)
Record Version
  • Download
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 UTC 2023 , Edited by admin on Sat Dec 16 08:09:24 UTC 2023
PRIMARY
FDA UNII
M4PN46N313
Created by admin on Sat Dec 16 08:09:24 UTC 2023 , Edited by admin on Sat Dec 16 08:09:24 UTC 2023
PRIMARY
CAS
560083-42-3
Created by admin on Sat Dec 16 08:09:24 UTC 2023 , Edited by admin on Sat Dec 16 08:09:24 UTC 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY