METHYL 4-ACETAMIDO-2-ETHOXYBENZOATE
Ethopabate
CAS: 59-06-3
Molecular Formula: C12H15NO4
METHYL 4-ACETAMIDO-2-ETHOXYBENZOATE - Names and Identifiers
| Name | Ethopabate |
| Synonyms | Ethopabate Ethopatate ETHOPABATE Ethytpatate Ethopabate, Vetranal methyl 4-acetamido-2-ethoxybenzoate METHYL 4-ACETAMIDO-2-ETHOXYBENZOATE methyl 4-(acetylamino)-2-ethoxybenzoate 4-Acetamido-2-ethoxybenzoic acid, methyl ester 4-ACETYLAMINO-2-ETHOXY-BENZOIC ACID METHYL ESTER ETHOPABATE (4-ACETYLAMINO-2-ETHOXY-BENZOIC ACID METHYL ESTER) |
| CAS | 59-06-3 |
| EINECS | 200-414-3 |
| InChI | InChI=1/C12H15NO4/c1-4-17-11-7-9(13-8(2)14)5-6-10(11)12(15)16-3/h5-7H,4H2,1-3H3,(H,13,14) |
METHYL 4-ACETAMIDO-2-ETHOXYBENZOATE - Physico-chemical Properties
| Molecular Formula | C12H15NO4 |
| Molar Mass | 237.25 |
| Density | 1.180±0.06 g/cm3(Predicted) |
| Melting Point | 148-151°C |
| Boling Point | 426.1±35.0 °C(Predicted) |
| Flash Point | 211.5°C |
| Vapor Presure | 1.82E-07mmHg at 25°C |
| Appearance | White crystalline powder |
| Merck | 13,3781 |
| pKa | 14.12±0.70(Predicted) |
| Storage Condition | Sealed in dry,Room Temperature |
| Refractive Index | 1.545 |
| Physical and Chemical Properties | Colorless to yellow liquid. It is fruit-like, fat-like, animal-like and almond-like, highly diluted with Apple-like aroma, and peach-like when the concentration is less than 10mg/kg. Boiling point 92.5 ° C, melting point -51 ° C, relative density (d20)0.7977, refractive index (nD201.390. Soluble in ethanol, ether, propylene glycol and essential oils, water-soluble. Natural products are found in essential oils such as citrus, lemon, and pepper mint. |
METHYL 4-ACETAMIDO-2-ETHOXYBENZOATE - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | 22 - Harmful if swallowed |
| WGK Germany | 3 |
| HS Code | 2924296000 |
METHYL 4-ACETAMIDO-2-ETHOXYBENZOATE - Reference Information
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Introduction | coccidioester is also called Ethopabate, and its main chemical composition is methyl 4-acetamido-2-ethoxybenzoate. When mixed with other coccidiosis drugs, it can not only inhibit the chicken from discharging the infected giant Eimeria oocysts, but also block the synthesis of tetrahydrofolic acid in the metabolic pathway of p-aminobenzoic acid and folic acid to play an anti-coccidiosis effect, and can effectively delay the resistance. |
| pharmacological effects | coccidioester can be used in combination with other drugs to inhibit the excretion of infected giant Eimeria oocysts from chickens, blocking the synthesis of tetrahydrofolic acid in the metabolic pathway of p-aminobenzoic acid and folic acid to play an anti-coccidiosis effect, can also effectively delay drug resistance, with high efficiency, non-toxic, non-mutagenic, non-carcinogenic effect, and no accumulation in poultry. |
| coccidioester is used as a feed additive to prevent and control chicken coccidiosis. The chicken was started from 12 or 15 days of age after birth, and was continuously used until 60 days of age. Rabbits in four months of age within the drug, each 2kg feed plus 1 grams of the original drug, mixed feed. After eating can be reduced by Mortality Rate, weight gain of about 20%. Coccidia ester can be used alone (mixed with 40 grams of the original medicine per ton of feed, mixed with the feed), can also be mixed with other agents into a variety of different broad-spectrum anti-coccidiosis drugs, for example, 4% of coccidial Ester is often used in combination with 25% of propilin, and its trade name is compound propilin; 20% of propilin, 1% of coccidial Ester, sulfamethazine 12% composition of the fortified amisoline, etc. | |
| preparation | A: dilute the crude product P-aminosalicylic acid (G), mix with anhydrous methanol, and heat until the p-aminosalicylic acid is completely dissolved, cooling. 8ml concentrated sulfuric acid was added dropwise, and the reaction was refluxed for 8~10H. After the reaction was completed, methanol was distilled off, and when about 10m of liquid remained, it was cooled, and sodium carbonate saturated solution was added to neutral, then there is a fine gray solid precipitation, Suction filtration. The solid was recrystallized from a 3:2 solution of methanol: water to give a pink-purple product. Yield 40-55%, melting point 117-121 °c. B: 20ml of chloroform and 1.0ml of Ester anhydride were added to the reaction flask. 1.7g of the above product was heated to reflux for 2H, and the reaction solution was black in homogeneous phase. Chloroform was distilled out, and when a solid precipitated, a 1:1 ethanol aqueous solution was added, heated, dissolved, recrystallized, and light-colored solid was formed, suction filtered, and dried to obtain a silvery white soft solid. Yield 80%, melting point 148-151 °c. C: add 4.0g of acylated product and 2.5ml of ethyl iodide into a three-necked flask, add 12ml of DMF and 2.1g of potassium carbonate, stir, reflux at 50~60 °c for 6h, and pour the reactants into ice water immediately, A brown solid was produced. The solid was dissolved in n-hexane and toluene (1:1), heated to reflux, and recrystallized. After multiple recrystallizations, the product was a silvery white solid. Yield 80%, melting point 149-151 °c. |
| pharmacological action and mechanism | coccidioester is used in combination with other drugs, not only can inhibit the chicken discharge infection of giant Eimeria oocysts, blocking the amino benzoic acid-folic acid metabolic pathway in the synthesis of tetrahydrofolic acid and play an anti-coccidial effect, but also can effectively delay drug resistance, with high efficiency, non-toxic, no mutagenic, no carcinogenic effect, and no accumulation in poultry. |
| Use | GB 2760 96 specifies the permitted use of flavorants. Mainly used for the preparation of a variety of fruit flavor. |
| production method | is obtained by reduction of isovaleric acid. Derived from the oxidation of isoamyl alcohol. |
Last Update：2024-04-10 22:29:15
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