Flunixin meglumine CAS 42461-84-7
Introduction:Basic information about Flunixin meglumine CAS 42461-84-7, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Flunixin meglumine Basic information
| Product Name: | Flunixin meglumine |
| Synonyms: | Flunixin Meglunine;2-[[2-methyl-3-(trifluoromethyl)phenyl]amino]-3-pyridinecarboxylate, 1-deoxy-1-(methylamino)-D-glucitol(1:1);Flunixin Solution, 100ppm;Flunixin meglumine, 98.5%;Flunixin Meglumine injectable grade;1-deoxy-1-(methylamino)-d-glucito2-((2-methyl-3-(trifluoromethyl)phenyl)am;flunixinn-methylglucanine;ino)-3-pyridinecarboxylate(salt) |
| CAS: | 42461-84-7 |
| MF: | C14H11F3N2O2.C7H17NO5 |
| MW: | 491.46 |
| EINECS: | 255-836-0 |
| Product Categories: | Aromatics;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals;API;veterinary drugs |
| Mol File: | 42461-84-7.mol |
Flunixin meglumine Chemical Properties
| Melting point | 136.6-137.4 °C |
| alpha | -9~-12゜(D/20℃)(c=12,CH3OH) |
| storage temp. | room temp |
| solubility | H2O: freely soluble |
| form | solid |
| color | off-white |
| Water Solubility | soluble |
| InChIKey | MGCCHNLNRBULBU-WZTVWXICSA-N |
| SMILES | CNC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO.Cc1c(Nc2ncccc2C(O)=O)cccc1C(F)(F)F |
Safety Information
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 26-36 |
| RIDADR | UN 2811 6.1 / PGI |
| WGK Germany | 3 |
| RTECS | LZ4367000 |
| HS Code | 29339900 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Eye Irrit. 2 Skin Irrit. 2 STOT SE 3 |
| Chemical Properties | White Solid |
| Uses | dental carries prophylactic |
| Uses | Flunixin meglumine has been used as a nonsteroidal anti-inflammatory drug standard in electrospray ionization mass spectrometry (LC-ESI/MS). |
| Uses | Cyclooxigenase inhibitor. Anti-inflammatory; analgesic; antipyretic. |
| Definition | ChEBI: An organoammonium salt obtained by combining flunixin with one molar equivalent of 1-deoxy-1-(methylamino)-D-glucitol. A relatively potent non-narcotic, nonsteroidal analgesic with anti-inflammatory, anti-endotoxic and anti-pyretic propertes; used in veterinary medicine for treatment of horses, cattle and pigs. |
| Brand name | Banamine Veterinary (Schering-Plough Animal Health). |
| General Description | Flunixin meglumine is a nonsteroidal anti-inflammatory drug and a potent cyclo-oxygenase (COX) inhibitor. It is commonly used as an analgesic and antipyretic in animals. Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards. |
| Biological Activity | flunixin meglumine serves as a non-narcotic and non-steroidal analgesic agent with antipyretic activities. as a potent inhibitor of the enzyme cyclooxygenase, flunixin meglumine has demonstrated a wide-spectrum of biological activities including anti-inflammation and pain-alleviating. moreover, flunixin meglumine could be applied as a drug in animals for the management of intestinal ischaemia, colic, and endotoxemia. [1] |
| Biochem/physiol Actions | COX1, COX2 and PLA2 inhibitor non-narcotic analgesic, anti-pyretic, anti-inflammatory. |
| Synthesis | Flunixin meglumine is prepared by the reaction of 1-deoxy-1-(methylamino)-D-glucitol and flunixin. The steps are as follows: Reacting the flunixin with N-methylglucamine in isopropanol, the molar ratio of flunixin to N-methylglucamine is 2:1; fluorine Nisin has a mass ratio to isopropanol of 1:11; and simultaneously added maltodextrin; the molar ratio of the maltodextrin to 2-methyl-3-trifluoromethylaniline is 1:2.5; heating Reflux, filtration, cooling, stirring and crystallization, stirring is continued until the temperature of the system drops below 25 ° C, and the crystals are filtered with suction to obtain flunixin meglumine. |
| Veterinary Drugs and Treatments | In the United States, flunixin meglumine is approved for use inhorses, cattleand swine; however, it is approved for use in dogs inother countries. The approved indications for its use in the horseare for the alleviation of inflammation and pain associated withmusculoskeletal disorders and alleviation of visceral pain associatedwith colic. In cattle it is approved for the control of pyrexiaassociated with bovine respiratory disease and endotoxemia, andcontrol of inflammationin endotoxemia. In swine, flunixin is approvedfor use to control pyrexia associated with swine respiratorydisease. Flunixin has been suggested for many other indications in variousspecies, including: Horses: foal diarrheas,shock, colitis, respiratorydisease, post-race treatment, and pre- and post ophthalmicand generalsurgery; Dogs: disk problems, arthritis, heat stroke, diarrhea,shock, ophthalmic inflammatory conditions, pre- and postophthalmic and general surgery, and treatment of parvovirus infection;Cattle: acute respiratory disease, acute coliform mastitis withendotoxic shock, pain (downer cow), and calf diarrheas; Swine:agalactia/hypogalactia, lameness, and piglet diarrhea. It should benoted that the evidencesupporting some of these indications isequivocal and flunixin may not be appropriate for every case. |
| in vitro | an in vitro whole blood model in feedlot calves was adopted to detect the activity of the anti-inflammatory agents flunixin-meglumine (flu), rs (±) carprofen (cpf) and s (+) cpf. the drugs all exhibited inhibitory activity on coxs, with an order of flu > s (+) cpf > rs (±) cpf in their potency. this finding indicated that flu was a nonselective suppressorr of bovine coxs, whereas rs (±) cpf and s (+) cpf selectively inhibited cox-2 isoenzyme. [2] |
| in vivo | findings from mice, rats and monkeys suggested flunixin meglumine as a potent non-narcotic analgesic agent after parenteral administration. after being subcutaneous administered, this agent showed higher efficacy than pentazocine, meperidine and codeine in the rat yeast paw test. intramuscular administration and subcutaneous administration of flunixin meglumine had similar effects. moreover, orally administered flunixin meglumine also exerted analgesic and anti-inflammatory activities. based on mice abdominal constriction test, flunixin meglumine had comparable efficacy to pentazocine and was more potent than meperidine and codeine. in primates, 10 mg/kg flunixin meglumine showed an equal efficacy to that of 0.3 mg/kg morphine. [1] |
| IC 50 | a potent cyclooxygenase inhibitor with ic50 values of 1 nm. |
| references | [1]ciofalo vb, latranyi mb, patel jb and taber ri. flunixin meglumine: a non-narcotic analgesic. j pharmacol exp ther. 1977 mar; 200(3): 501-7. [2]miciletta m, cuniberti b, barbero r and re g. in vitro enantioselective pharmacodynamics of carprofen and flunixin-meglumine in feedlot cattle. j vet pharmacol ther. 2014 feb; 37(1): 43-52. [3] jochle w, moore jn, brown j, baker gj, lowe je, fubini s, reeves mj, watkins jp and white na. comparison of detomidine, butorphanol, flunixin meglumine and xylazine in clinical cases of equine colic. equine vet j suppl. 1989 jun; (7): 111-6. |
