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MedKoo Cat#: 531388 | Name: AC261066
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Description:

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

AC261066 is a retinoic acid receptor β2 agonist. AC261066 limits mRNA increases in several presumptive NAFLD driver genes, including Pklr, Fasn, Thrsp, and Chchd6, limits the increases in the transcript and protein levels of KHK, a key enzyme for fructose metabolism, and causes multiple changes in liver metabolites involved in fructose metabolism.

Chemical Structure

AC261066
AC261066
CAS#870773-76-5

Theoretical Analysis

MedKoo Cat#: 531388

Name: AC261066

CAS#: 870773-76-5

Chemical Formula: C17H20FNO4S

Exact Mass: 353.1097

Molecular Weight: 353.41

Elemental Analysis: C, 57.78; H, 5.70; F, 5.38; N, 3.96; O, 18.11; S, 9.07

Price and Availability

Size Price Availability Quantity
25mg USD 450.00 2 Weeks
50mg USD 750.00 2 Weeks
100mg USD 1,250.00 2 Weeks
200mg USD 2,050.00 2 Weeks
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Related CAS #
No Data
Synonym
AC261066; AC-261066; AC 261066;
IUPAC/Chemical Name
4-[4-(2-butoxyethoxy)-5-methyl-1,3-thiazol-2-yl]-2-fluorobenzoic acid
InChi Key
HSAOETBFVAWNRP-UHFFFAOYSA-N
InChi Code
InChI=1S/C17H20FNO4S/c1-3-4-7-22-8-9-23-15-11(2)24-16(19-15)12-5-6-13(17(20)21)14(18)10-12/h5-6,10H,3-4,7-9H2,1-2H3,(H,20,21)
SMILES Code
O=C(O)C1=CC=C(C2=NC(OCCOCCCC)=C(C)S2)C=C1F
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
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 353.41 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: Melis M, Tang XH, Trasino SE, Patel VM, Stummer DJ, Jessurun J, Gudas LJ. Effects of AM80 compared to AC261066 in a high fat diet mouse model of liver disease. PLoS One. 2019 Jan 24;14(1):e0211071. doi: 10.1371/journal.pone.0211071. PMID: 30677086; PMCID: PMC6345457. 2: Tang XH, Gambardella J, Jankauskas S, Wang X, Santulli G, Gudas LJ, Levi R. A Retinoic Acid Receptor β2 Agonist Improves Cardiac Function in a Heart Failure Model. J Pharmacol Exp Ther. 2021 Nov;379(2):182-190. doi: 10.1124/jpet.121.000806. Epub 2021 Aug 13. PMID: 34389654; PMCID: PMC8626778. 3: Tang XH, Melis M, Lu C, Rappa A, Zhang T, Jessurun J, Gross SS, Gudas LJ. A retinoic acid receptor β2 agonist attenuates transcriptome and metabolome changes underlying nonalcohol-associated fatty liver disease. J Biol Chem. 2021 Dec;297(6):101331. doi: 10.1016/j.jbc.2021.101331. Epub 2021 Oct 21. PMID: 34688661; PMCID: PMC8626588. 4: Marino A, Sakamoto T, Tang XH, Gudas LJ, Levi R. A Retinoic Acid β2-Receptor Agonist Exerts Cardioprotective Effects. J Pharmacol Exp Ther. 2018 Aug;366(2):314-321. doi: 10.1124/jpet.118.250605. Epub 2018 Jun 15. PMID: 29907698; PMCID: PMC6041952. 5: Lee SJ, Makaravage KJ, Brooks AF, Scott PJH, Sanford MS. Copper-Mediated Aminoquinoline-Directed Radiofluorination of Aromatic C-H Bonds with K18 F. Angew Chem Int Ed Engl. 2019 Mar 4;58(10):3119-3122. doi: 10.1002/anie.201812701. Epub 2019 Jan 18. PMID: 30605563; PMCID: PMC6476334. 6: Trasino SE, Tang XH, Jessurun J, Gudas LJ. A retinoic acid receptor β2 agonist reduces hepatic stellate cell activation in nonalcoholic fatty liver disease. J Mol Med (Berl). 2016 Oct;94(10):1143-1151. doi: 10.1007/s00109-016-1434-z. Epub 2016 Jun 6. PMID: 27271256; PMCID: PMC5053866. 7: Abdelaal MR, Ibrahim E, Elnagar MR, Soror SH, Haffez H. Augmented Therapeutic Potential of EC-Synthetic Retinoids in Caco-2 Cancer Cells Using an In Vitro Approach. Int J Mol Sci. 2022 Aug 21;23(16):9442. doi: 10.3390/ijms23169442. PMID: 36012706; PMCID: PMC9409216. 8: Kwak SH, Nam GS, Bae SH, Jung J. Effect of Specific Retinoic Acid Receptor Agonists on Noise-Induced Hearing Loss. Int J Environ Res Public Health. 2019 Sep 16;16(18):3428. doi: 10.3390/ijerph16183428. PMID: 31527426; PMCID: PMC6765908. 9: Melis M, Tang XH, Attarwala N, Chen Q, Prishker C, Qin L, Gross SS, Gudas LJ, Trasino SE. A retinoic acid receptor β2 agonist protects against alcohol liver disease and modulates hepatic expression of canonical retinoid metabolism genes. Biofactors. 2022 Mar;48(2):469-480. doi: 10.1002/biof.1794. Epub 2021 Oct 22. PMID: 34687254; PMCID: PMC9344329. 10: Ciancia M, Rataj-Baniowska M, Zinter N, Baldassarro VA, Fraulob V, Charles AL, Alvarez R, Muramatsu SI, de Lera AR, Geny B, Dollé P, Niewiadomska-Cimicka A, Krężel W. Retinoic acid receptor beta protects striatopallidal medium spiny neurons from mitochondrial dysfunction and neurodegeneration. Prog Neurobiol. 2022 May;212:102246. doi: 10.1016/j.pneurobio.2022.102246. Epub 2022 Feb 10. PMID: 35151792. 11: Trasino SE, Tang XH, Shevchuk MM, Choi ME, Gudas LJ. Amelioration of Diabetic Nephropathy Using a Retinoic Acid Receptor β2 Agonist. J Pharmacol Exp Ther. 2018 Oct;367(1):82-94. doi: 10.1124/jpet.118.249375. Epub 2018 Jul 27. PMID: 30054312; PMCID: PMC6123666. 12: Trasino SE, Tang XH, Jessurun J, Gudas LJ. Retinoic acid receptor β2 agonists restore glycaemic control in diabetes and reduce steatosis. Diabetes Obes Metab. 2016 Feb;18(2):142-51. doi: 10.1111/dom.12590. Epub 2015 Dec 23. PMID: 26462866; PMCID: PMC4948868. 13: Lund BW, Piu F, Gauthier NK, Eeg A, Currier E, Sherbukhin V, Brann MR, Hacksell U, Olsson R. Discovery of a potent, orally available, and isoform- selective retinoic acid beta2 receptor agonist. J Med Chem. 2005 Dec 1;48(24):7517-9. doi: 10.1021/jm050891r. PMID: 16302793.

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