Methanesulfonic Acid Ethyl Ester

METHANESULFONIC ACID. ETHYL ESTER METHANESULFONIC ACID, METHYL ESTER... 

Ethyl mesylate, methanesulfonic acid ethyl ester, NSC-26805. 

SYNS EMS ENT 26,396 ETHYL ESTER of METHANESULFONIC ACID ETHYL ESTER of METHYLSL LFONIC ACID ETHYL ESTER of METHYLSULPHONICACID ETHYL METHANE-SULPHONATE ETHYL METHANSULFONATE ETHYL METHANSULPHONATE HALF-MYLERAN METHYNESULPHONIC ACID ETHYL ESTER METHYLSULFONIC ACID, ETHYL ESTER NSC-26805 RCRA I tYISTE NUMBER U119... 

CHLOROETHYLMETHANESULFONATE CHLOROETHYL METHANESULPHONATE CHLORO-METHANE SULFONATE d ETHYLE (TRENCH) METHANESULFONIC ACID CHLOROETHYL ESTER NSC-18016... 

Tricaine methanesulfonate (MS-222). Tricaine methanesulfonate (3-aminobenzoic acid ethyl ester methanesulfonate MS-222) is widely used for the sedation and anesthetization of fish. The compound is 0.01% ionized at body pH and has a partition coefficient of 312. This relatively nonpolar lipophilic drug is rapidly absorbed from water and eliminated in freshwater and marine fish species. 

Synonyms 3-Aminobenzoic acid ethyl ester methanesulfonate ethyl-m-aminobenzoate methanesulfonate Trade names Finquel, Metacaine... 

Tricaine methanesulfonate (MS222, aminobenzoic acid ethyl ester. Sigma A-5040), 0.1% sodium bicarbonate. Dissolve in water. 

NIR measurements on 100 live salmon were compared to postrigor measurements (42). The live salmon were anesthetized by placing the salmon in 12°C seawater with 0.02% w-amino-benzoic-acid-ethyl-ester-methanesulfonate. The salmons were measured both with a fiber-optic probe as described above and with a noncontact, diffuse reflectance fixed grating diode array spectrophotometer (DA 7000 Flexi-mode, Perten Instruments, Huddinge, Sweden). The diode array instrument scanned from 400 to 1700 nm in 5-nm steps. The salmon were measured at one spot as described above (53). The range of the salmon was 0.73-10.4 kg carcass weight and 8.2-23.2% fat. The cross-validated prediction error results were very similar for both instruments, namely, 1.4% (R = 0.90) fat for live salmon and 1.3-1.5% (R = 0.88-0.91) fat for postrigor salmon (Fig. 7.3.11). 

The (+)-l-allyl-5-ethyl-l,2,3,6-tetrahydro-pyridin-3-ol was converted into its methanesulfonate ester in the standard manner by treatment with methanesulfonic acid. 

Cyanocarboxylic acid esters. 2-Oximinocyclohexanone dimethyl ketal, trimethyl orthoformate, and a little methanesulfonic acid added at -70° under Ng to liq. SO2, and refluxed 0.5 hr. at ca. -10° methyl 5-cyanopentanoate. Y 97%. -Similarly at 72° Benzil monoxime and triethyl orthoformate -> benzonitrile (Y 95%) and ethyl benzoate (Y 98%). M. M. Rogic et al., J. Org. Chem. 39, 3424 (1974) Beckmann fragmentation with tetrakis(triphenylphosphine)palladium cf. K. Maeda et al., Chem. Commun. 1975, 689. 

Colon, I. and Riholl, S. M. Determination of methyl and ethyl esters of methanesulfonic, benzenesulfonic and p-tolnenesulfonic acids in active pharmaceutical ingredients by solid-phase microextraction (SPME) conpled to GC/SIM-MS. ]. Pharm. Biomed. Anal. 39 477—485, 2005. 

Potassium cyanide has been caused to react with salts and esters of sulfonic acids to give nitriles. Thus, an intimate mixture of finely powdered potassium cyanide with the compound may be fused 422 this method was successfully applied428 to tetrahydrofurfuryl p-toluenesul-fonate and methanesulfonate, but failed with l,2 3,4-di-0-isopropylidene-6-O-tosyl-D-galactose. Another method, consisting of treatment of the ester with a stirred, boiling, saturated, aqueous solution of potassium cyanide gave885 a 70 to 83% yield of nitrile with primary p-toluenesul-fonates (ethyl, n-butyl, and n-octyl) and a 43% yield with a secondary p-toluenesulfonate (isopropyl). Similar methods had been applied earlier98 841 to such simple esters, but have not apparently found use with sulfonic esters of carbohydrates. 

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