MedKoo Cat#: 522482 | Name: AR231453
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Description:

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

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

Chemical Structure

AR231453
AR231453
CAS#733750-99-7

Theoretical Analysis

MedKoo Cat#: 522482

Name: AR231453

CAS#: 733750-99-7

Chemical Formula: C21H24FN7O5S

Exact Mass: 505.1544

Molecular Weight: 505.53

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
50mg USD 550.00 2 Weeks
100mg USD 1,000.00 2 Weeks
200mg USD 1,650.00 2 Weeks
500mg USD 3,250.00 2 Weeks
1g USD 5,450.00 2 Weeks
2g USD 8,450.00 2 Weeks
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Related CAS #
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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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 505.53 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
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.