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MedKoo Cat#: 145004 | Name: Flosequinoxan

Description:

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

Flosequinoxan is the primary metabolite of flosequinan. The contractile effects of Flosequinoxan are accompanied by enhanced phosphorylation of regulatory proteins. At higher concentrations, Flosequinoxan produced a positive inotropic effect on isolated human cardiac muscle (close to EC25 = 32 microM) as compared to other agents that did not produce a positive inotropic effect on isolated human cardiac muscle.

Chemical Structure

Flosequinoxan
Flosequinoxan
CAS#N/A

Theoretical Analysis

MedKoo Cat#: 145004

Name: Flosequinoxan

CAS#: N/A

Chemical Formula: C11H10FNO3S

Exact Mass: 255.0365

Molecular Weight: 255.26

Elemental Analysis: C, 51.76; H, 3.95; F, 7.44; N, 5.49; O, 18.80; S, 12.56

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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Related CAS #
76568-02-0
Synonym
Flosequinoxan; BTS 53 554; BTS-53554; Flosequinan sulfone; 4(1H)-Quinolinone; 7-fluoro-1-methyl-3-(methylsulfonyl)-; BTS53554; BTS-53-554; BTS-53 554; BTS 53-554;
IUPAC/Chemical Name
7-fluoro-1-methyl-3-(methylsulfonyl)quinolin-4(1H)-one
InChi Key
ZUMVHPMHCIKNFT-UHFFFAOYSA-N
InChi Code
1S/C11H10FNO3S/c1-13-6-10(17(2,15)16)11(14)8-4-3-7(12)5-9(8)13/h3-6H,1-2H3
SMILES Code
CN1C=C(C(=O)C2=CC=C(F)C=C12)S(C)(=O)=O
Appearance
To be determined
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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 255.26 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: Zimmermann N, Bodor GS, Boknik P, Gams E, Jones LR, Neumann J, Scholz H. Mechanisms of the contractile effects of flosequinoxan. Naunyn Schmiedebergs Arch Pharmacol. 1995 Apr;351(4):385-90. doi: 10.1007/BF00169079. PMID: 7630429. 2: Weishaar RE, Wallace AM, Kiser LM, Ferraris VA, Britton LW 2nd, Sim MF. Assessment of flosequinan's direct effect on human arterial, venous, and cardiac muscle: comparison with other classes of agents used to treat heart failure. J Cardiovasc Pharmacol. 1994 May;23(5):792-8. doi: 10.1097/00005344-199405000-00015. PMID: 7521463. 3: Hinson JL, Hind ID, Weidler DJ. Pharmacokinetics, safety, and tolerability of flosequinan in patients with hepatic dysfunction. J Pharm Sci. 1994 Mar;83(3):382-5. doi: 10.1002/jps.2600830323. PMID: 8207686. 4: Lindsey JK, Wang J, Jones B, Byrom WD, Hind ID. Simultaneous modelling of flosequinan and its metabolite. Eur J Clin Pharmacol. 2000 Feb- Mar;55(11-12):827-36. doi: 10.1007/s002280050704. PMID: 10805061. 5: Nicholls DP, Droogan A, Carson CA, Taylor IC, Passmore AP, Johnston GD, Kendall M, Dutka D, Morris GK, Underwood LM, Hind ID. Pharmacokinetics of flosequinan in patients with heart failure. Eur J Clin Pharmacol. 1996;50(4):289-91. doi: 10.1007/s002280050110. PMID: 8803521. 6: Kelso EJ, McDermott BJ, Silke B. Actions of the novel vasodilator, flosequinan, in isolated ventricular cardiomyocytes. J Cardiovasc Pharmacol. 1995 Mar;25(3):376-86. doi: 10.1097/00005344-199503000-00005. PMID: 7769801. 7: Wynne RD, Crampton EL, Hind ID. The pharmacokinetics and haemodynamics of BTS 49 465 and its major metabolite in healthy volunteers. Eur J Clin Pharmacol. 1985;28(6):659-64. doi: 10.1007/BF00607911. PMID: 3905414. 8: Janssen MC, Smits P, Reyenga J, Thien T. Acute effects of flosequinan (BTS 49465) in untreated moderate to severe hypertension. J Hum Hypertens. 1995 May;9(5):363-8. PMID: 7623374. 9: Bartels GL, Remme WJ, Look MP, Kruijssen DA. Long-term vasodilator treatment with flosequinan does not lead to hemodynamic tolerance or neurohormonal activation in severe heart failure. J Card Fail. 1995 Mar;1(2):117-25. doi: 10.1016/1071-9164(95)90013-6. PMID: 9420641. 10: Perreault CL, Hague NL, Loh E, Hunneyball IM, Sim MF, Morgan JP. Differential inotropic effects of flosequinan in ventricular muscle from normal ferrets versus patients with end-stage heart failure. Br J Pharmacol. 1992 Jul;106(3):511-6. doi: 10.1111/j.1476-5381.1992.tb14367.x. PMID: 1324072; PMCID: PMC1907553. 11: Fujita S, Ikezono K, Umezato M, Hosoki E, Toba Y, Ishikawa M, Kusunoki A, Shintani S. General pharmacological properties of the main metabolite of flosequinan. Arzneimittelforschung. 1992 Oct;42(10):1212-22. PMID: 1335257. 12: Frodsham G, Jones RB. Effect of flosequinan upon isoenzymes of phosphodiesterase from guinea-pig cardiac and vascular smooth muscle. Eur J Pharmacol. 1992 Feb 18;211(3):383-91. doi: 10.1016/0014-2999(92)90396-l. PMID: 1319914. 13: Weishaar RE, Kirker ML, Wallace AM, Ferraris VA, Britton LW 2nd, Sim MF. Relationship between inotropic activity and phosphodiesterase inhibition for flosequinan and milrinone. Eur J Pharmacol. 1993 Jun 4;236(3):363-6. doi: 10.1016/0014-2999(93)90472-t. PMID: 8395383.

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