Details
Phenacetin
Synonyms: phenacetin; acetyl p-aminophenylethyl ether; acetoethoxy aniline; acetoethoxyaniline; acetamidophenylether; phenacetin; acetooxyethylaniline; 4-ethoxyacetyl Aniline
English name: Phenacetin
4-ACETOPLENETIDIN; 4-ACETOPHENETIDIN; 4'-ACETOPHENETIDIN; 4'-ACETOPLENETIDIN; 4-ETHOXYACETANILIDE
CAS Number: 62-44-2
Molecular formula: C10H13NO2
Molecular weight: 179.22
EINECS number: 200-533-0
Related Products: Pharmaceuticals and Biochemicals; Drugs; Amines; Aromatics; Intermediates & Fine Chemicals; Pharmaceuticals; Others
Chemical properties of white shiny scaly crystal or white crystalline powder. Melting point 137-138 ° C, refractive index of 1.571. Insoluble in water, slightly soluble in ether, slightly soluble in boiling water, soluble in ethanol and chloroform. Dissolved in concentrated sulfuric acid when no color, to the solution after the drop of nitric acid was orange. Odorless, slightly bitter taste.
Quality standards: ministerial standards or British Pharmacopoeia BP68 version
Use antipyretic analgesics for the treatment of fever headache, neuralgia and so on
Antipyretic analgesic analgesic effect of phenacetin is similar to that of "acetylsalicylic acid", which is mainly used as antipyretic analgesic, which is slow and lasting. For the treatment of headache, neuralgia, joint pain and fever Have a better effect, but the anti-rheumatic, anti-inflammatory effect is weak. Excessive dose can lead to methemoglobinemia, resulting in hypoxia, long-term medication can damage the kidneys, and even cause nipple necrosis, should be used with caution. Because of its toxic side effects and the rapid development of other similar drugs, the drug has ceased to be used alone, but as a raw material and other drugs with recipe. Often with aspirin from the composition of compound aspirin, its composition is phenacetin 0.162 grams, 0.227 grams of aspirin, caffeine 0.035 grams, less toxic, for the treatment of colds. Such as the addition of a small amount of chlorpheniramine in the drug, but also made of chlorpheniramide tablets, can be used to treat cold headache, neuralgia, rheumatism and so on.
Phenacetin itself does not antipyretic analgesic effect, in the body, after metabolizing the decomposition of acetaminophen that paracetamol, only to play the effect of antipyretic analgesic. But also decomposition of p-phenylethyl ether, p-phenylethyl ether is not only antipyretic analgesic effect, and is the main factor in the side effects of phenacetin.
China in 1954 began production of phenacetin, nitrochlorobenzene and ethanol by etherification reaction of p-nitrophenylether, and then reduced to p-aminophenylethyl ether and acetic acid acetylation reaction in the system.
Side effects Long-term use of tablets containing phenacetin can cause renal papillary necrosis, interstitial nephritis, and may even induce renal pelvic cancer and bladder cancer. Phenacetin is also easy to make hemoglobin to form methemoglobin, the blood oxygen carrying capacity decreased, causing cyanosis reaction. In addition, phenacetin can also cause hemolytic and hemolytic anemia, and the retina has a certain toxicity. Long-term use of phenacetin, but also can cause dependence on drugs. Foreign countries such as the United States, Britain, Germany, Japan and other countries have decided to cancel phenacetin, or provided in its packaging should be marked "can not take long-term or high-dose taking."
Method 1
Fenoxetine can be prepared by synthesizing Williamson in methyl ethyl ketone by refluxing with acetaminophen and iodine in the presence of anhydrous potassium carbonate. The crude product was recrystallized from water.
Method 2
By p-aminophenylethyl ether by acetylation derived
A mixture of benzene, acetic anhydride and p-aminophenylethyl ether was heated and heated in an oil bath for 4 hours. After completion of the reaction, the reaction product was cooled, that was precipitated with fentaine, filtered and washed with cold benzene. The yield was theoretical Of the 86%.
KG Pharmaceutical Grade 99% Powder White 25KG Powder / Prohibition of Domestic Sales
China (Mainland)