MedKoo Cat#: 413322 | Name: Englitazone Free Base

Description:

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

Englitazone Free Base is a hypoglycemic agent of thiazolidinedione class

Chemical Structure

Englitazone Free Base
Englitazone Free Base
CAS# 109229-58-5 (free base)

Theoretical Analysis

MedKoo Cat#: 413322

Name: Englitazone Free Base

CAS#: 109229-58-5 (free base)

Chemical Formula: C20H19NO3S

Exact Mass: 353.1086

Molecular Weight: 353.44

Elemental Analysis: C, 67.97; H, 5.42; N, 3.96; O, 13.58; S, 9.07

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Synonym
Englitazone Free Base; CP68722; CP-68722; CP 68722
IUPAC/Chemical Name
2,4-Thiazolidinedione, 5-((3,4-dihydro-2-(phenylmethyl)-2H-1-benzopyran-6-yl)methyl)-
InChi Key
MVDXXGIBARMXSA-UHFFFAOYSA-N
InChi Code
InChI=1S/C20H19NO3S/c22-19-18(25-20(23)21-19)12-14-6-9-17-15(10-14)7-8-16(24-17)11-13-4-2-1-3-5-13/h1-6,9-10,16,18H,7-8,11-12H2,(H,21,22,23)
SMILES Code
O=C(N1)SC(CC2=CC=C3C(CCC(CC4=CC=CC=C4)O3)=C2)C1=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
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
Solvent mg/mL mM
Solubility
Soluble in DMSO 0.0 100.00
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 353.44 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: Sevillano J, López-Pérez IC, Herrera E, Del Pilar Ramos M, Bocos C. Englitazone administration to late pregnant rats produces delayed body growth and insulin resistance in their fetuses and neonates. Biochem J. 2005 Aug 1;389(Pt 3):913-8. doi: 10.1042/BJ20041837. PMID: 15810879; PMCID: PMC1180742. 2: Stevenson RW, McPherson RK, Persson LM, Genereux PE, Swick AG, Spitzer J, Herbst JJ, Andrews KM, Kreutter DK, Gibbs EM. The antihyperglycemic agent englitazone prevents the defect in glucose transport in rats fed a high-fat diet. Diabetes. 1996 Jan;45(1):60-6. doi: 10.2337/diab.45.1.60. PMID: 8522061. 3: Stevenson RW, Hutson NJ, Krupp MN, Volkmann RA, Holland GF, Eggler JF, Clark DA, McPherson RK, Hall KL, Danbury BH, et al. Actions of novel antidiabetic agent englitazone in hyperglycemic hyperinsulinemic ob/ob mice. Diabetes. 1990 Oct;39(10):1218-27. doi: 10.2337/diab.39.10.1218. PMID: 2210074. 4: McKay NG, Kinsella JM, Campbell CM, Ashford ML. Sensitivity of Kir6.2-SUR1 currents, in the absence and presence of sodium azide, to the K(ATP) channel inhibitors, ciclazindol and englitazone. Br J Pharmacol. 2000 Jun;130(4):857-66. doi: 10.1038/sj.bjp.0703395. PMID: 10864893; PMCID: PMC1572145. 5: Rowe IC, Lee K, Khan RN, Ashford ML. Effect of englitazone on KATP and calcium-activated non-selective cation channels in CRI-G1 insulin-secreting cells. Br J Pharmacol. 1997 Jun;121(3):531-9. doi: 10.1038/sj.bjp.0701145. PMID: 9179397; PMCID: PMC1564701. 6: Harvey J, Ashford ML. Diazoxide- and leptin-activated K(ATP) currents exhibit differential sensitivity to englitazone and ciclazindol in the rat CRI-G1 insulin-secreting cell line. Br J Pharmacol. 1998 Aug;124(7):1557-65. doi: 10.1038/sj.bjp.0702000. PMID: 9723971; PMCID: PMC1565548. 7: Xia G, Zhuang Z, Liu LY, Schreiber SL, Melillo B, Yu JQ. Ligand-Enabled β-Methylene C(sp3 )-H Arylation of Masked Aliphatic Alcohols. Angew Chem Int Ed Engl. 2020 May 11;59(20):7783-7787. doi: 10.1002/anie.202000632. Epub 2020 Mar 11. PMID: 32050036; PMCID: PMC7219561. 8: Adams MD, Raman P, Judd RL. Comparative effects of englitazone and glyburide on gluconeogenesis and glycolysis in the isolated perfused rat liver. Biochem Pharmacol. 1998 Jun 1;55(11):1915-20. doi: 10.1016/s0006-2952(98)00052-5. PMID: 9714310. 9: Stevenson RW, Kreutter DK, Andrews KM, Genereux PE, Gibbs EM. Possibility of distinct insulin-signaling pathways beyond phosphatidylinositol 3-kinase- mediating glucose transport and lipogenesis. Diabetes. 1998 Feb;47(2):179-85. doi: 10.2337/diab.47.2.179. PMID: 9519710. 10: Stevenson RW, McPherson RK, Genereux PE, Danbury BH, Kreutter DK. Antidiabetic agent englitazone enhances insulin action in nondiabetic rats without producing hypoglycemia. Metabolism. 1991 Dec;40(12):1268-74. doi: 10.1016/0026-0495(91)90027-t. PMID: 1961119.