Metronidazole supplier 443-48-1 supplier 1-(2-Hydroxy-1-ethyl)-2-methyl-5-nitroimidazole
HENAN SUNLAKE ENTERPRISE CORPORATION
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Metronidazole Basic information
The nitro imidazoles antibiotics Chemical property Application Methods of production |
Product Name: | Metronidazole |
Synonyms: | 1-(2-Hydroxy-1-ethyl)-2-methyl-5-nitroimidazole;1-(2-hydroxyethyl)-2-methyl-5-nitroimidazole;1-(beta-Hydroxyethyl)-2-methyl-5-nitroimidazole;1-(beta-Oxyethyl)-2-methyl-5-nitroimidazole;1H-Imidazole-1-ethanol, 2-methyl-5-nitro-;1H-Imidazole-1-ethanol,2-methyl-5-nitro-;1-Hydroxyethyl-2-methyl-5-nitroimidazole;2-(2-Methyl-5-nitro-1H-imidazol-1-yl)ethanol |
CAS: | 443-48-1 |
MF: | C6H9N3O3 |
MW: | 171.15 |
EINECS: | 207-136-1 |
Product Categories: | Active Pharmaceutical Ingredients;API's;Peptide Synthesis/Antibiotics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;FLAGYL;antibiotic |
Mol File: | 443-48-1.mol |
Metronidazole Chemical Properties |
mp | 159-161 °C(lit.) |
storage temp. | 2-8°C |
solubility | acetic acid: 0.1 M, clear, faintly yellow |
form | crystalline |
Water Solubility | <0.1 g/100 mL at 20 ºC |
Merck | 6157 |
Stability: | Stable. Incompatible with strong oxidizing agents. |
NIST Chemistry Reference | Metronidazole(443-48-1) |
EPA Substance Registry System | 1H-Imidazole-1-ethanol, 2-methyl-5-nitro-(443-48-1) |
Safety Information |
Hazard Codes | Xn,T,F |
Risk Statements | 40-46-45-39/23/24/25-23/24/25-11 |
Safety Statements | 36/37-45-53-16-7 |
WGK Germany | 3 |
RTECS | NI5600000 |
F | 8 |
HS Code | 29332990 |
Hazardous Substances Data | 443-48-1(Hazardous Substances Data) |
Metronidazole Usage And Synthesis |
The nitro imidazoles antibiotics |
Metronidazole is a kind of nitroimidazole antibiotics, also called flagyl, has killing effect on anaerobic microorganisms. When it restored in the body, its metabolites also have anti anaerobic bacteria, inhibiting the synthesis of bacterial deoxyribonucleic acid, thus interfering with bacterial growth, reproduction, and ultimately death of bacteria. And general anti anaerobic bacteria including: bacteroides fragilis, fusiform bacilli (it become well-known due to cell shape with sharp spindle shaped ends), tetanus, peptococcus, peptostreptococcus, giardia bacteria. At first, it was used in treatment of vaginal trichomoniasis, clinical effect is very significant. Later it was found that metronidazole can also kill anaerobic bacteria causing oral infection. In 1978, it was determined its anti anaerobic infection effects of drugs by the World Health Organization, widely used in the prevention and treatment of oral anaerobic bacteria infection in hospital. This products are also often used in the prevention and treatment for anaerobic bacteria causing respiratory tract, digestive tract, abdominal cavity and pelvic infection, skin and soft tissue and bone and joint infection, heart meningitis, septicemia and cerebral treatment. Metronidazole has significant effect on amoebiasis in vivo tissue and the intestines, also is the first choice drug for the treatment of toxoplasmosis in the human body, the mechanism is through inhibition of redox reaction of amoebae, rupturing protozoal nitrogen chain and functioned. In vitro test showed that, drug concentration is 1 ~ 2mg / L, soluble Entamoeba histolytica can change their shapes in 6 to 20 hours, and completely killed in 24 hours. The concentration is 0.2mg/L, can kill Entamoeba histolytica in 72 hours. It has been widely used in treatment of intestinal and extraintestinal amebiasis (such as amoebic liver abscess, pleural o Miba disease, etc.). Due to the interaction of nitroimidazole antibiotics, alcohol, nicotine, etc. and interference of ethanol oxidation process, can cause disulfiram reaction, resulting in rapid heart rate, decreasing blood pressure and other symptoms, so patients should be to avoid contact with alcoholic drink, smoke less, so as to avoid the occurrence of adverse drug reactions during treatment. The above information is edited by the Chemicalbook Hanya. |
Chemical property | White or milky white crystalline powder. Melting point is 158-160. Soluble in hot water, slightly soluble in ethanol, slightly soluble in water or chloroform, slightly soluble in ether. Bitter and slightly salty. |
Application |
1.In 1959, the goods were used for the treatment of vaginal trichomoniasis. Since 1970, it has used for the intestine, extraintestinal amebiasis, and it has high efficacy, low toxicity, wide application. it has mutagenic and teratogenic effects on experimental animals. 2.It has strong antibacterial effect on most anaerobic bacteria. 3.It is used for the treatment of amebiasis, trichomoniasis and anaerobic bacteria infection. |
Methods of production | It is synthetized by 2-methyl-5-nitro imidazole (see 25010) and ethylene oxide addition. 2-methyl-5-nitro imidazole dissolved in formic acid and at 30-40℃ successive adding epoxy ethane, and sulfuric acid in the middle of adding feeding. and reaction for 1 h, after that. Decompression to recycle formic acid, water solution is cooled to 10 ℃, filter. The filtrate with sodium hydroxide solution to adjust pH = 10. Set aside to cool, filtering, washing to nearly alterations into neutral, recrystallization in water. Activated carbon decolorization to get metronidazole. |
Chemical Properties | white to slightly yellow crystalline powder |
Usage | Used as an antibacterial in the treatment of rosacea. Antiprotozoal (trichomonas). A potential human carcinogen. |
General Description | White to pale-yellow crystalline powder with a slight odor. Bitter and saline taste. pH (saturated aqueous solution) about 6.5. |
Air & Water Reactions | Insoluble in water. |
Reactivity Profile | Metronidazole darkens on exposure to light. Metronidazole is incompatible with strong oxidizing agents. . |
Fire Hazard | Flash point data for Metronidazole are not available; however, Metronidazole is probably combustible. |
Metronidazole Preparation Products And Raw materials |
Raw materials | Glyoxal-->Acetaldehyde-->BENZANILIDE-->2-Methylimidazole-->2-Methyl-5-nitroimidazole |
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