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MedKoo Cat#: 328902 | Name: Floctafenine
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Description:

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

Floctafenine, also known as R-4318 and Idarac, is a cyclooxygenase inhibitor that inhibits prostaglandin synthesis. Floctafenine has been studied in comparison with acetyl-salicylic acid, indomethacin and d-propoxyphene in a series of tests for analgesic and anti-inflammatory activity. It is very active in the acetic acid-induced writhing test and on the inflamed paw in the Randall and Selitto test. Furthermore, like acetylsalicylic acid and indomethacin, but unlike d-propoxyphene, it has no effect on the non-inflamed paw, and similarly it is inactive in the tail flick and in the hot plate test. Floctafenine is also very effective in some acute inflammations such as naphtoylheparamine-induced oedema or in UV erythema, but it is distinctly less active in carrageenin-induced oedema or in adjuvant arthritis. In rat gastric and intestinal mucosa its tolerance is excellent. It has no action on the central and autonomous nervous systems. The pharmacological profile of this compound thus places it amongst the non-narcotic analgesics. It has an exceptionally high therapeutic index, much higher than that of acetylsalicylic acid and indomethacin.

Chemical Structure

Floctafenine
Floctafenine
CAS#23779-99-9

Theoretical Analysis

MedKoo Cat#: 328902

Name: Floctafenine

CAS#: 23779-99-9

Chemical Formula: C20H17F3N2O4

Exact Mass: 406.1140

Molecular Weight: 406.36

Elemental Analysis: C, 59.11; H, 4.22; F, 14.03; N, 6.89; O, 15.75

Price and Availability

Size Price Availability Quantity
25mg USD 250.00 2 Weeks
50mg USD 450.00 2 Weeks
100mg USD 750.00 2 Weeks
200mg USD 1,250.00 2 Weeks
500mg USD 2,650.00 2 Weeks
1g USD 3,850.00 2 Weeks
2g USD 6,450.00 2 Weeks
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Related CAS #
23779-99-9
Synonym
Floctafenine; R-4318; RU-15750; R 4318; RU 15750; R4318; RU15750; Idarac
IUPAC/Chemical Name
2,3-dihydroxypropyl 2-((8-(trifluoromethyl)quinolin-4-yl)amino)benzoate
InChi Key
APQPGQGAWABJLN-UHFFFAOYSA-N
InChi Code
InChI=1S/C20H17F3N2O4/c21-20(22,23)15-6-3-5-13-17(8-9-24-18(13)15)25-16-7-2-1-4-14(16)19(28)29-11-12(27)10-26/h1-9,12,26-27H,10-11H2,(H,24,25)
SMILES Code
O=C(OCC(O)CO)C1=CC=CC=C1NC2=CC=NC3=C(C(F)(F)F)C=CC=C23
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 406.36 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: Walash MI, Belal F, El-Enany N, Eid M, El-Shaheny RN. Simultaneous determination of floctafenine and its hydrolytic degradation product floctafenic acid using micellar liquid chromatography with applications to tablets and human plasma. J AOAC Int. 2013 Nov-Dec;96(6):1315-24. doi: 10.5740/jaoacint.11-255. PMID: 24645510. 2: Maenthaisong R, Tacconelli S, Sritara P, Del Boccio P, Di Francesco L, Sacchetta P, Archararit N, Aryurachai K, Patrignani P, Suthisisang C. Clinical pharmacology of cyclooxygenase inhibition and pharmacodynamic interaction with aspirin by floctafenine in Thai healthy subjects. Int J Immunopathol Pharmacol. 2013 Apr-Jun;26(2):403-17. doi: 10.1177/039463201302600213. PMID: 23755755. 3: Walash M, Belal F, Eid M, el-Abass SA. Simultaneous HPLC determination of thiocolchicoside and glafenine as well as thiocolchicoside and floctafenine in their combined dosage forms. J Chromatogr Sci. 2011 Feb;49(2):159-64. doi: 10.1093/chrsci/49.2.159. PMID: 21223643. 4: Gazy AA, Hassan EM, Abdel-Hay MH, Belal TS. Differential pulse cathodic voltammetric determination of floctafenine and metopimazine. J Pharm Biomed Anal. 2007 Mar 12;43(4):1535-9. doi: 10.1016/j.jpba.2006.11.006. Epub 2006 Dec 11. PMID: 17161576. 5: Hegazy GH, Taher A, El-Zaher AA. Synthesis of some floctafenine derivatives of expected anti-inflammatory/analgesic activity. Arch Pharm (Weinheim). 2005 Aug;338(8):378-84. doi: 10.1002/ardp.200400959. PMID: 16041835. 6: El-Ragehy NA, Ellaithy MM, El-Ghobashy MA. Determination of thiocolchicoside in its binary mixtures (thiocolchicoside-glafenine and thiocolchicoside- floctafenine) by TLC-densitometry. Farmaco. 2003 Jun;58(6):463-8. doi: 10.1016/S0014-827X(03)00050-8. PMID: 12767387. 7: Walash MI, El Tarras FM, El Sherif ZA, Mohamed AO. Spectrophotometric determination of two N-(4-quinolyl) anthranilic acid derivative (glafenine and floctafenine). J Pharm Biomed Anal. 2000 Aug 15;23(2-3):483-91. doi: 10.1016/s0731-7085(00)00322-8. PMID: 10933542. 8: Giuseppe P, Antonino R, Alessandro DB, Donato Q, Marina DF, Donatella P, Francesca G, Alberto V. Floctafenine: a valid alternative in patients with adverse reactions to nonsteroidal anti-inflammatory drugs. Ann Allergy Asthma Immunol. 1997 Jan;78(1):74-8. doi: 10.1016/S1081-1206(10)63376-5. PMID: 9012626. 9: Abdel-Hay MH, Gharaibeh AM. High-performance liquid chromatographic determination of floctafenine and its major metabolite, floctafenic acid in plasma. J Clin Pharm Ther. 1992 Feb;17(1):31-5. doi: 10.1111/j.1365-2710.1992.tb01261.x. PMID: 1347771. 10: Verdier D. Insuffisance rénale aiguë après prise de floctafénine. Rôle d'une absorption d'alcool associée [Acute kidney failure after ingestion of floctafenine. Role of concomitant alcohol consumption]. Presse Med. 1990 Sep 29;19(31):1463. French. PMID: 1978308. 11: Jonkhoff AR, Stricker BH. Anafylactische reacties na gebruik van floctafenine [Anaphylactic reactions following administration of floctafenine]. Ned Tijdschr Geneeskd. 1990 Apr 28;134(17):863-5. Dutch. PMID: 1971092. 12: Tracqui A, Kintz P, Ludes B, Mangin P, Lugnier AA, Chaumont AJ. Simultaneous HPLC determination of floctafenine and its main metabolites. Acta Med Leg Soc (Liege). 1989;39(2):453-9. PMID: 2577717. 13: Tracqui A, Kintz P, Mangin P, Lugnier AA, Chaumont AJ. Simultaneous determination of floctafenine and its main metabolites, floctafenic and hydroxyfloctafenic acid, using high-performance liquid chromatography with gradient elution. J Chromatogr. 1988 Nov 18;432:412-4. doi: 10.1016/s0378-4347(00)80675-1. PMID: 2906064. 14: Tracqui A, Kintz P, Mangin P, Lugnier AA, Chaumont AJ. Simultaneous determination of glafenine and floctafenine in human plasma using high- performance liquid chromatography. Ann Biol Clin (Paris). 1988;46(8):665-7. PMID: 2905872. 15: Moesch C, Rince M, Raby C, Leroux-Robert C. Identification d'un métabolite de la floctafénine dans un calcul urinaire [Identification of a metabolite of floctafenine in urinary calculi]. Ann Biol Clin (Paris). 1987;45(5):546-50. French. PMID: 2892454. 16: Cheymol G, Biour M, Bruneel M, Albengres E, Hamel JD. Bilan d'une enquête nationale prospective sur les effets indésirables de la glafénine, de l'antrafénine et de la floctafénine [Evaluation of a national prospective survey on the undesirable effects of glafenine, antrafenine and floctafenine]. Therapie. 1985 Jan-Feb;40(1):45-50. French. PMID: 2860731. 17: Richard JP. La douleur post-opératoire en chirurgie odontostomatologique. Etude clinique de la floctafénine [Post-operative pain in oral surgery. Clinical study of floctafenine]. Chir Dent Fr. 1982 Sep 23;52(171):51-2. French. PMID: 6132783. 18: Pasqua P, Craxi A, Pagliara L. Floctafenine and coma in cirrhosis. Ann Intern Med. 1982 Feb;96(2):253. doi: 10.7326/0003-4819-96-2-253_1. PMID: 6120671. 19: Boeijinga JK, van de Broeke RN, Jochemsen R, Breimer DD, Hoogslag MA, Jeletich-Bastiaanse A. De invloed van floctafenine (Idalon) op antistollingsbehandeling met coumarinederivaten [The effect of floctafenine (Idalon) on anticoagulant treatment with coumarin derivatives]. Ned Tijdschr Geneeskd. 1981 Nov 21;125(47):1931-5. Dutch. PMID: 6118837. 20: Di Blasi F, Gnudi A. Impiego della floctafenina nei dolori odontostomatologici degli adulti e dei bambini (studio controllato). Seconda parte [Use of floctafenine in toothaches in adults and children (a controlled study). II]. Minerva Stomatol. 1980 Sep-Oct;29(5):345-58. Italian. PMID: 6109235.