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CAS NO.62-44-2
98%(500-1000)Kilogram98%(100-500)Metric Ton
| Molecular Formula | C10H13NO2 |
| Molar Mass | 179.22 |
| Density | 1.1248 (rough estimate) |
| Melting Point | 133-136 °C (lit.) |
| Boling Point | 132 °C / 4mmHg |
| Flash Point | 2℃ |
| Water Solubility | 0.076 g/100 mL |
| Solubility | Insoluble in water, slightly soluble in ether, slightly soluble in boiling water, soluble in ethanol and chloroform. When dissolved in concentrated sulfuric acid, it does not show color. After dropping nitric acid into the solution, it will be orange-yellow. |
| Vapor Presure | 3.21E-05mmHg at 25°C |
| Appearance | White crystalline powder |
| Color | White |
| Merck | 14,7204 |
| BRN | 1869238 |
| pKa | pKa 2.2(H2O) (Uncertain);3.5(aqueous acetone) (Uncertain) |
| Storage Condition | Sealed in dry,Room Temperature |
| Stability | Stable. Incompatible with strong oxidizing agents, strong acids. |
| Sensitive | Hygroscopic |
| Refractive Index | 1.5710 |
| MDL | MFCD00009094 |
| Physical and Chemical Properties | White lustrous scaly crystals or white crystalline powder. The melting point of 137-138 deg C, the 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 does not show color, into the solution after dropping nitric acid is orange yellow. No odor, slightly bitter taste. |
| Use | Antipyretic analgesic |
| antipyretic analgesic | The antipyretic and analgesic effect of phenacetin is similar to that of "acetylsalicylic acid", which is mainly used as an antipyretic analgesic, the role of slow and lasting, the treatment of Head Pain, neuralgia, Arthralgia and fever have a good effect, but anti rheumatism, anti-inflammatory effect is weak. Too large dose can lead to methemoglobin disease, cause the body hypoxia, long-term medication can damage the kidney, and even cause nipple necrosis, should be used with caution. Because of its toxic side effects and the rapid development of other drugs of the same kind, the drug has stopped being used alone, only as a compound preparation of raw materials and other drugs. Often together with aspirin, caffeine composition of compound aspirin, its composition is 0.162 grams of phenacetin, aspirin 0.227 grams, 0.035 grams of caffeine, less toxic, for the treatment of colds. If a small amount of Chlorpheniramine is added to the above drugs, chlorpheniramine cold tablets can also be made, which can be used for the treatment of cold Head Pain, neuralgia, rheumatic pain and the like. phenacetin itself has no antipyretic and analgesic effect. In the body, acetaminophen, or paracetamol, is metabolized and decomposed to exert antipyretic and analgesic effects. It also decomposes to aminophenyl ether, which not only has no antipyretic and analgesic effect, but also is the main factor of the toxic and side effects of phenacetin. China began to produce phenacetin in 54. p-nitrophenyl ether was prepared by etherification of nitrochlorobenzene with ethanol, and then reduced to p-aminophenyl ether and acetylated with acetic acid. |
| principle of action | the mild analgesic effect of phenacetin can generally be maintained for 3-4 hours, the analgesic effect was enhanced. Clinically, it is mainly used for antipyretic analgesia in small animals. This product is also one of the components of APC tablets. In Vivo process: it is easily absorbed after oral administration. After being absorbed for 5-6 hours, the majority of phenacetin was rapidly deethylethylated in the liver to produce acetaminophen (paracetamol) and exhibited antipyretic and analgesic effects. It is subsequently excluded from the urine mainly in bound form; A small fraction is deacetylated to produce P-aminophenyl ether, which changes the hemoglobin to methemoglobin and thus manifests as cyanotic toxic reaction of phenacetin. |
| Use | The antipyretic effect of phenacetin is stronger than the analgesic effect. The potency is equivalent to aspirin, the effect is slow and lasting, and the toxicity is low. Studies have shown that: this product and its metabolites paracetamol have antipyretic effect. Because phenacetin can not be converted to paracetamol with enzyme inhibitor, it can still show obvious antipyretic effect. Therefore, the antipyretic effect after the thread is not only produced by its active product paracetamol. p-acetamidophenyl ethyl ether is used as a raw material for organic synthesis and a pharmaceutical intermediate. drug substance for scientific research substrates of CYP1A2 and CYP2D6. antipyretic analgesic, used for the treatment of Fever Head Pain, neuralgia, etc. Ingredients APC tablets, analgesic mix also contains aspirin and caffeine. Phenacetin has reason to be considered a human carcinogen; Analgesic mixes containing phenacetin are listed as known human carcinogens. |
| side effects | long-term administration of a preparation containing phenacetin may cause renal papillary necrosis, interstitial nephritis, etc., and may even induce renal pelvic carcinoma and bladder cancer. Phenacetin is also easy to make hemoglobin to form methemoglobin, so that the blood oxygen carrying capacity decreased, causing cyanosis reaction. In addition, phenacetin can also cause hemolysis and hemolytic anemia, and have some toxicity to the retina. Long-term use of phenacetin can also cause drug dependence. Foreign countries such as the United States, Britain, Germany, Japan and other countries have decided to cancel the phenacetin, or the provisions of the package must be indicated on the "long-term use or large doses". |
| production method | (1) obtained by acetylation of p-aminophenyl ether. The mixture of benzene, acetic anhydride and p-aminophenyl ether was heated in an oil bath to azeotrope for 4H. After the reaction was completed, the reactants were cooled, I .e., finastine was precipitated, filtered, washed with cold benzene, and dried, the yield was 86% of the theoretical amount. (2) from the action of acetaminophen and sodium ethoxide: The first acetamidophenol in sodium ethoxide, then slowly add ethyl iodide, heating reflux 1H, cooling, filtering, the resulting crude product was dissolved in ethanol, filtered, the filtrate was diluted with hot water, then cooled, filtered and dried to give a finished product with a yield of 80% of the theoretical amount. The first method can also be used without benzene as a solvent, but instead of acetic acid, The process is as follows. Add glacial acetic acid when the temperature rises to 40% ℃, reflux for 1H, and continue to be distilled until the temperature rises above 150 ℃, sample and determine free amino phenyl ether, add acetic anhydride according to residual amino phenyl ether, Reflux reaction for 0.5h, check the end point, pass the pressure, recover acetic acid to amino content below 0.046, containing acid below 0.2%, the reaction fluid was introduced into the mother liquor for hot refining, and the mixture was stirred to cool to 40 ° C. And filtered to obtain a crude phenacetin product. Finasteride crude product is added with boiling water or refined mother liquor, heated and stirred to dissolve, filtered, the filtrate is adjusted to pH = 4.5-4.7 with acid, activated carbon and sodium thiosulfate are added, stirred and decolorized, filtered, the filtrate was cooled, crystallized, filtered, and dried by airflow to obtain phenacetin. |
CAS:
62-44-2
MF:
C10H13NO2
MW:
179.22
EINECS:
200-533-0
MDL No.:
MFCD00009094
Melting point:
133-136 °C (lit.)
Boiling point:
132 °C / 4mmHg
Density
1.1248 (rough estimate)
refractive index
1.5710
Flash point:
2℃
storage temp.
Sealed in dry,Room Temperature
solubility
Chloroform (Slightly), Methanol (Slightly)
pka
pKa 2.2(H2O) (Uncertain);3.5(aqueous acetone) (Uncertain)
form
powder
color
White
Water Solubility
0.076 g/100 mL
Sensitive
Hygroscopic
Merck
14,7204
BRN
1869238
Stability:
Stable. Incompatible with strong oxidizing agents, strong acids.
InChIKey
CPJSUEIXXCENMM-UHFFFAOYSA-N
LogP
1.580
Xi'an Eastling biotech Co., Ltd. is dedicated to the research and development, production, and sales of natural plant extracts; With nearly 15 years of experience in identifying, researching, developing, and producing active ingredients for medicinal plants, we focus on providing innovative products and services to customers in industries such as pharmaceuticals, health food, and cosmetics.
Eastling Biotechnology has established a global direct harvesting system for plant raw materials, ensuring the high quality and authenticity of raw materials, while also protecting the continuity and diversity of plants; Having strong research and development capabilities, we can develop more effective and specialized plant active ingredients for the pharmaceutical, health food, and cosmetics industries; We have established an advanced quality control system, and the quality control of our products depends on advanced testing instruments and high-level technical experts. The effective combination of the two forms Eastling's ability to quickly and rigorously control product quality.
We have a production system that complies with Chinese GMP and American cGMP certifications, as well as advanced and optimized large-scale industrial production technology. In addition to producing specific products for Eastling Biotechnology, we also provide customized services to meet the characteristics and needs of different customers to produce customized products.
We believe that natural active ingredients are the foundation of our service to customers. Scientific and effective production technology is the foundation for us to provide customers with specialized products. We have the ability to serve customers in the pharmaceutical, health food, and cosmetics industries, provide new product solutions, and add new value to their products.