AR-231453

Details

Stereochemistry	ACHIRAL
Molecular Formula	C21H24FN7O5S
Molecular Weight	505.523
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)C1=NOC(=N1)C2CCN(CC2)C3=C(C(NC4=CC=C(C=C4F)S(C)(=O)=O)=NC=N3)[N+]([O-])=O

InChI

InChIKey=DGBKNTVAKIFYNU-UHFFFAOYSA-N

InChI=1S/C21H24FN7O5S/c1-12(2)18-26-21(34-27-18)13-6-8-28(9-7-13)20-17(29(30)31)19(23-11-24-20)25-16-5-4-14(10-15(16)22)35(3,32)33/h4-5,10-13H,6-9H2,1-3H3,(H,23,24,25)

HIDE SMILES / InChI

Molecular Formula	C21H24FN7O5S
Molecular Weight	505.523
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/18698756

The potent, selective and orally active GPR119 agonist discovered at Arena Pharmaceuticals, Inc., AR231453 significantly increased insulin release in HIT-T15 cells (a hamster insulinoma-derived line with robust GPR119 expression) and in rodent islets. By contrast, no effect of this compound could be seen in islets isolated from GPR119-deficient mice, confirming that its effects were indeed mediated by GPR119.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Glucose-dependent insulinotropic receptor 13 Target ID: CHEMBL5652 Sources: https://www.ncbi.nlm.nih.gov/pubmed/18698756	Agonist 2752

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2596

PubMed

Title	Date	PubMed
A role for beta-cell-expressed G protein-coupled receptor 119 in glycemic control by enhancing glucose-dependent insulin release.	2007-06	17289847

Sample Use Guides

In Vivo Use Guide

in mice: A total of 100 syngenic C57BL/6 mouse islets were transplanted under the left kidney of each chemically induced diabetic C57BL/6 mouse. Starting from the day of transplantation, these recipients were given bromodeoxyuridine BrdU) daily with or without AR231453 at 10 mg/kg/d.

Route of Administration: Oral

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Mon Mar 31 23:00:38 GMT 2025` Edited by `admin` on `Mon Mar 31 23:00:38 GMT 2025`
Record UNII	07Z1P4981I
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

AR-231453

Common Name

English

(2-FLUORO-4-(METHANESULFONYL)PHENYL)(6-(4-(3-ISOPROPYL-(1,2,4)OXADIAZOL-5-YL)PIPERIDIN-1-YL)-5-NITROPYRIMIDIN-4-YL)AMINE

Preferred Name

English

4-PYRIMIDINAMINE, N-(2-FLUORO-4-(METHYLSULFONYL)PHENYL)-6-(4-(3-(1-METHYLETHYL)-1,2,4-OXADIAZOL-5-YL)-1-PIPERIDINYL)-5-NITRO-

Systematic Name

English

Code System Code Type Description

CAS

733750-99-7