AR231453
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    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 522482

CAS#: 733750-99-7

Description: AR231453 is a potent and selective GPR119 agonist, AR231453 can stimulate β-cell replication and improve islet graft function.


Chemical Structure

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AR231453
CAS# 733750-99-7

Theoretical Analysis

MedKoo Cat#: 522482
Name: AR231453
CAS#: 733750-99-7
Chemical Formula: C21H24FN7O5S
Exact Mass: 505.15437
Molecular Weight: 505.5254
Elemental Analysis: C, 49.89; H, 4.79; F, 3.76; N, 19.40; O, 15.82; S, 6.34

Price and Availability

Size Price Availability Quantity
50.0mg USD 650.0 2 Weeks
100.0mg USD 1150.0 2 Weeks
200.0mg USD 1750.0 2 Weeks
500.0mg USD 2650.0 2 Weeks
1.0g USD 3250.0 2 Weeks
2.0g USD 5450.0 2 Weeks
Bulk inquiry

Synonym: AR231453; AR-231453; AR 231453; AR-231,453; AR231,453; AR231,453.

IUPAC/Chemical Name: N-(2-fluoro-4-methanesulfonylphenyl)-(6-[4-(3-isopropyl-[1,2,4]oxadiazol-5-yl)-piperidin-1-yl]-5-nitropyrimidin-4-yl)amine

InChi Key: DGBKNTVAKIFYNU-UHFFFAOYSA-N

InChi Code: 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)

SMILES Code: O=[N+](C1=C(N2CCC(C3=NC(C(C)C)=NO3)CC2)N=CN=C1NC4=CC=C(S(=O)(C)=O)C=C4F)[O-]

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO, not in water

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

Preparing Stock Solutions

The following data is based on the product molecular weight 505.5254 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL

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1: Norn C, Hauge M, Engelstoft MS, Kim SH, Lehmann J, Jones RM, Schwartz TW, Frimurer TM. Mutation-Guided Unbiased Modeling of the Fat Sensor GPR119 for High-Yield Agonist Screening. Structure. 2015 Oct 29. pii: S0969-2126(15)00406-2. doi: 10.1016/j.str.2015.09.014. [Epub ahead of print] PubMed PMID: 26526849.

2: Engelstoft MS, Norn C, Hauge M, Holliday ND, Elster L, Lehmann J, Jones RM, Frimurer TM, Schwartz TW. Structural basis for constitutive activity and agonist-induced activation of the enteroendocrine fat sensor GPR119. Br J Pharmacol. 2014 Dec;171(24):5774-89. doi: 10.1111/bph.12877. PubMed PMID: 25117266; PubMed Central PMCID: PMC4290716.

3: Zhang M, Feng Y, Wang J, Zhao J, Li T, He M, Yang D, Nosjean O, Boutin J, Renard P, Wang MW. High-throughput screening for GPR119 modulators identifies a novel compound with anti-diabetic efficacy in db/db mice. PLoS One. 2013 May 21;8(5):e63861. doi: 10.1371/journal.pone.0063861. Print 2013. PubMed PMID: 23704946; PubMed Central PMCID: PMC3660563.

4: Gao J, Tian L, Weng G, O'Brien TD, Luo J, Guo Z. Stimulating β-cell replication and improving islet graft function by AR231453, A GPR119 agonist. Transplant Proc. 2011 Nov;43(9):3217-20. doi: 10.1016/j.transproceed.2011.10.021. PubMed PMID: 22099761.

5: Holst JJ, McGill MA. Potential new approaches to modifying intestinal GLP-1 secretion in patients with type 2 diabetes mellitus: focus on bile acid sequestrants. Clin Drug Investig. 2012 Jan 1;32(1):1-14. doi: 10.2165/11595370-000000000-00000. Review. PubMed PMID: 21958333.

6: Leech CA, Dzhura I, Chepurny OG, Kang G, Schwede F, Genieser HG, Holz GG. Molecular physiology of glucagon-like peptide-1 insulin secretagogue action in pancreatic β cells. Prog Biophys Mol Biol. 2011 Nov;107(2):236-47. doi: 10.1016/j.pbiomolbio.2011.07.005. Epub 2011 Jul 19. Review. PubMed PMID: 21782840; PubMed Central PMCID: PMC3200499.

7: Ali S, Lamont BJ, Charron MJ, Drucker DJ. Dual elimination of the glucagon and GLP-1 receptors in mice reveals plasticity in the incretin axis. J Clin Invest. 2011 May;121(5):1917-29. doi: 10.1172/JCI43615. Epub 2011 Apr 11. PubMed PMID: 21540554; PubMed Central PMCID: PMC3083792.

8: Semple G, Ren A, Fioravanti B, Pereira G, Calderon I, Choi K, Xiong Y, Shin YJ, Gharbaoui T, Sage CR, Morgan M, Xing C, Chu ZL, Leonard JN, Grottick AJ, Al-Shamma H, Liang Y, Demarest KT, Jones RM. Discovery of fused bicyclic agonists of the orphan G-protein coupled receptor GPR119 with in vivo activity in rodent models of glucose control. Bioorg Med Chem Lett. 2011 May 15;21(10):3134-41. doi: 10.1016/j.bmcl.2011.03.007. Epub 2011 Mar 13. PubMed PMID: 21444206.

9: Flock G, Holland D, Seino Y, Drucker DJ. GPR119 regulates murine glucose homeostasis through incretin receptor-dependent and independent mechanisms. Endocrinology. 2011 Feb;152(2):374-83. doi: 10.1210/en.2010-1047. Epub 2010 Nov 10. PubMed PMID: 21068156; PubMed Central PMCID: PMC3082521.

10: Chu ZL, Carroll C, Chen R, Alfonso J, Gutierrez V, He H, Lucman A, Xing C, Sebring K, Zhou J, Wagner B, Unett D, Jones RM, Behan DP, Leonard J. N-oleoyldopamine enhances glucose homeostasis through the activation of GPR119. Mol Endocrinol. 2010 Jan;24(1):161-70. doi: 10.1210/me.2009-0239. Epub 2009 Nov 9. PubMed PMID: 19901198.

11: Semple G, Fioravanti B, Pereira G, Calderon I, Uy J, Choi K, Xiong Y, Ren A, Morgan M, Dave V, Thomsen W, Unett DJ, Xing C, Bossie S, Carroll C, Chu ZL, Grottick AJ, Hauser EK, Leonard J, Jones RM. Discovery of the first potent and orally efficacious agonist of the orphan G-protein coupled receptor 119. J Med Chem. 2008 Sep 11;51(17):5172-5. doi: 10.1021/jm8006867. Epub 2008 Aug 13. PubMed PMID: 18698756.

12: Chu ZL, Carroll C, Alfonso J, Gutierrez V, He H, Lucman A, Pedraza M, Mondala H, Gao H, Bagnol D, Chen R, Jones RM, Behan DP, Leonard J. A role for intestinal endocrine cell-expressed g protein-coupled receptor 119 in glycemic control by enhancing glucagon-like Peptide-1 and glucose-dependent insulinotropic Peptide release. Endocrinology. 2008 May;149(5):2038-47. doi: 10.1210/en.2007-0966. Epub 2008 Jan 17. PubMed PMID: 18202141.

13: Chu ZL, Jones RM, He H, Carroll C, Gutierrez V, Lucman A, Moloney M, Gao H, Mondala H, Bagnol D, Unett D, Liang Y, Demarest K, Semple G, Behan DP, Leonard J. A role for beta-cell-expressed G protein-coupled receptor 119 in glycemic control by enhancing glucose-dependent insulin release. Endocrinology. 2007 Jun;148(6):2601-9. Epub 2007 Feb 8. Erratum in: Endocrinology. 2007 Oct;148(10):4753. PubMed PMID: 17289847.

AR231453

50.0mg / USD 650.0