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CEFADROXIL

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CEFADROXIL Basic information
CEFADROXIL Chemical Properties
  • Melting point:197°C (rough estimate)
  • Boiling point:238°C (rough estimate)
  • Density 1.59
  • refractive index 1.6390 (estimate)
  • storage temp. Keep in dark place,Inert atmosphere,2-8°C
  • pka3.12±0.50(Predicted)
  • form powder or crystals
  • InChIKeyBOEGTKLJZSQCCD-UEKVPHQBSA-N
  • CAS DataBase Reference50370-12-2
Safety Information
  • Hazard Codes Xn
  • Risk Statements 36/37/38-42/43
  • Safety Statements 26-36
  • WGK Germany 2
  • RTECS XI0337000
MSDS
CEFADROXIL Usage And Synthesis
  • Chemical PropertiesCefadroxil is a light orange colored powder. It is a cephalosporin antibiotic and is used for the treatment of bacterial infections. Cefadroxil is stable under recommended storage conditions. Cefadroxil is not considered hazardous when handled under normal medical conditions and with good housekeeping
  • OriginatorOracefal,Bristol,France,1977
  • UsesAntibacterial;Bacterial transpeptidase inhibitor
  • DefinitionChEBI: A cephalosporin bearing methyl and (2R)-2-amino-2-(4-hydroxyphenyl)acetamido groups at positions 3 and 7, respectively, of the cephem skeleton.
  • Manufacturing Process1.8 g of sodium N-(1-methoxycarbonyl-1-propen-2-yl)-D(-)-α-amino-(4- hydroxyphenyl)acetate was suspended in 10 ml of acetone, and one droplet of N-methylmorpholine was added thereto, and the mixture was cooled to -15°C.There was added 0.85 g of ethyl chlorocarbonate thereto, and the mixture was reacted at -13°C to -10°C for 30 minutes, and then the reaction solution was cooled to -20°C.
    On the other hand, 1 g of 7-amino-3-methyl-3-cephem-4-carboxylic acid was suspended in 20 ml of methanol, and 1.4 g of triethylamine was added thereto to be dissolved, and 0.4 ml of acetic acid was further added thereto. This solution was cooled to -20°C and the mixed acid anhydride prepared previously was added thereto. After the mixture was reacted at -20°C for 1 hour, the temperature of the reaction mixture was raised to 0°C over a period of 1 hour, and the mixture was reacted for 3 hours at the same temperature.
    After the reaction, 1 ml of water was added to the reaction mixture, and the mixture was adjusted to a pH of 1.0 with concentrated hydrochloric acid while being cooled, and then stirred for 30 minutes, The insoluble matters were filtered off, and the filtrate was adjusted to a pH of 5.5 with triethylamine. This solution was concentrated under reduced pressure, and the residue was diluted with 20 ml of acetone to precipitate white crystals. The crystals were collected by filtration and washed with ethanol to obtain 1.46 g of white crystals of 7-[D(-)-α-amino-(4-hydroxyphenyl)acetamido]-3-methyl-3- cephem-4-carboxylic acid having a decomposition point of 197°C.
  • Therapeutic FunctionAntibacterial
  • Health HazardExposures to cefadroxil cause certain common side effects. These include nausea, vomiting, stomach disorders, rashes, itching, unusual tiredness or weakness, yellowing of the skin or eyes, red, swollen, or blistered skin, unusual bruising or bleeding, sore throat, respiratory distress, tightness in the chest, swelling of the mouth, face, lips, or tongue, decreased urination, dark urine, vaginal itching, odor, or discharge, fever, chills, joint pain, and seizures. Prolonged or long-term use of cefadroxil should be avoided.
  • PrecautionsCefadroxil should be used only under proper medical health care since it has properties of penicillin allergy, renal function, gastrointestinal tract damage. Pregnant women and breast-feeding women should avoid exposure to cefadroxil.
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