CEPHALEXIN MONOHYDRATE

CEPHALEXIN MONOHYDRATE Basic information
Product Name:CEPHALEXIN MONOHYDRATE
Synonyms:CEPHALEXIN HYDRATE;CEPHALEXIN MONOHYDRATE;CEFALEXIN HYDRATE;5-Thia-1-azabicyclo4.2.0oct-2-ene-2-carboxylic acid, 7-(2R)-aminophenylacetylamino-3-methyl-8-oxo-, monohydrate, (6R,7R)-;cefalexin monohydrat;CEPHALEXIN MONOHYDRATE BP USP GRADE;CEFALEXIN MONOHYDRATE;KEFLEX
CAS:23325-78-2
MF:C16H19N3O5S
MW:365.4
EINECS:629-748-1
Product Categories:KEFLEX;Antibiotics for Research and Experimental Use;beta-Lactams (Antibiotics for Research and Experimental Use);Biochemistry
Mol File:23325-78-2.mol
CEPHALEXIN MONOHYDRATE Structure
CEPHALEXIN MONOHYDRATE Chemical Properties
Melting point >161°C (dec.)
refractive index 154 ° (C=0.5, H2O)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility NH4OH 1 M: 50 mg/mL, clear, yellow
form solid
color White to Light Beige
Water Solubility 13.5g/L(25 ºC)
Merck 14,1974
BRN 965503
Stability:Unstable in Solution
InChIKeyAVGYWQBCYZHHPN-KJTIIWGRSA-N
CAS DataBase Reference23325-78-2(CAS DataBase Reference)
Safety Information
Hazard Codes Xn
Risk Statements 42/43
Safety Statements 22-36/37-45-24/25
WGK Germany 3
RTECS XI0350000
HS Code 29419052
ToxicityLD50 in mice, rats (g/kg): 1.6-4.5, >5.0 orally; 0.4-1.3, >3.7 i.p. (Welles)
MSDS Information
ProviderLanguage
SigmaAldrich English
CEPHALEXIN MONOHYDRATE Usage And Synthesis
Chemical PropertiesWhite to Off-White Solid
OriginatorCeporex,Glaxo,UK,1970
UsesCephalosporin antibacterial.
UsesA semisynthetic cephalorsporin antibiotic.
UsesSemi-synthetic cephalosporin antibiotic.
DefinitionChEBI: The hydrate of cephalexin.
Manufacturing ProcessTo a 1 liter flask containing dimethylformamide at 0°C, was added 24.8 g sodium N-(2-methoxycarbonyl-1-methylvinyl)-D-α-phenylglycine (prepared from sodium D-α-phenylglycine and methyl acetoacetate). The mixture was cooled to -40°C and methyl chloroformate (7.5 ml) and dimethylbenzylamine (0.26 ml) added. After stirring for 25 minutes, p-nitrobenzyl 7- aminodesacetoxycephalosporanate (32.8 g) in the form of its hydrochloride salt was added, followed by triethylamine (12.1 ml) and dimethylformamide (140 ml) over a period of 20 minutes. The reaction mixture was stirred for 2 hours at -25°C to -35°C, then warmed to 0°C and water (32 ml) added. To the resultant solution, hydrochloric acid (54 ml) was added followed by zinc (21.8 g) in portions over a period of 5 minutes, the temperature being maintained at 5°C to 10°C. Further hydrochloric acid (35 ml) was added and the solution stirred at 15°C to 20°C for 7 hours.
The pH was adjusted to 3.3 with triethylamine and semicarbazidehydrochloride (9.5 g) added. The mixture was brought back to pH 3 with further triethylamine, then stirred for 30 minutes at pH 3. The resultant mixture was adjusted slowly over 4 hours to pH 6.8 by addition of triethylamine, seeding being carried out when pH 4.5 was reached. The precipitated cephalexin was filtered off, washed with dimethylformamide (200 ml) and the cephalexin recovered, yield 75%.
Brand nameKeflex (Panixine (Ranbaxy).
Therapeutic FunctionAntibiotic
CEPHALEXIN MONOHYDRATE Preparation Products And Raw materials
Raw materialsHydrochloric acid-->ZINC-->Methyl acetoacetate
CEPHALEXIN MONOHYDRATE MICRO/COMPACTED Cephalexin Sulfoxide 3-Hydroxy-4-Methyl-2(5H)-thiophenone Cephalexin Diketopiperazine [6R-[6α,7β(R*)]]-7-[(AMinophenylacetyl)aMino]-3-Methyl-8-oxo-5-thia-1-azabicyclo[4.2.0 Phenylglycylcefalexin 2,5-Piperazinedione, 3-(hydroxymethylene)-6-phenyl- L-Cephalexin (6R-trans)-7-[(2,2-diMethyl-1-oxopropyl)aMino]-3-Methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2- [6R-[6α,7β(R*)]]-7-[(AMinophenylacetyl)aMino]-3-Methylene-8-oxo-5-thia-1-azabicyclo[4.2.0]octane-2-carboxylic Acid SodiuM Salt 7-Amino-3-methyl-3-cephem-4-carboxylic acid D-2-Phenylglycine CEPHALEXIN MONOHYDRATE (pivaloyloxy)methyl [6R-[6alpha,7beta(R*)]]-7-(2-amino-2-phenylacetamido)-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate monohydrochloride CEPHALEXIN-D5, HYDROCHLORIDE HYDRATE CEPHALEXIN MONOHYDRATE--N/H Cephalexin monohydrate,compacted Cephalexin monohydrate, powder

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