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

InChIKey

AVGYWQBCYZHHPN-KJTIIWGRSA-N

CAS DataBase Reference

23325-78-2(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

Toxicity

LD50 in mice, rats (g/kg): 1.6-4.5, >5.0 orally; 0.4-1.3, >3.7 i.p. (Welles)

MSDS

• Language:English Provider:SigmaAldrich

CEPHALEXIN MONOHYDRATE Usage And Synthesis

Description

Cephalexin was first synthesized in 1967 by Glaxo Research Laboratories and first produced on an industrial scale by Eli Lilly & Co. in the same year. It is a deacetoxylated derivative of cephaloglycin that is not metabolized in vivo. When administered orally, it shows a much higher serum concentration and much lower tendency to induce diarrhea than cephaloglycin. Cephalexin has been used widely and is the most popular orally active antibiotic in the world for treatment of respiratory tract, urinary tract, surgical, ear and nose, and other infections caused by Staphylococcus, Streptococcus, Escherichia coli, Klebsiella, Enterobacter, and Proteus.

Chemical Properties

White to Off-White Solid

Originator

Ceporex,Glaxo,UK,1970

Uses

Cephalosporin antibacterial.

Uses

Semi-synthetic cephalosporin antibiotic.

Uses

A semisynthetic cephalorsporin antibiotic.

Definition

ChEBI: The hydrate of cephalexin.

Manufacturing Process

To 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 name

Keflex (Panixine (Ranbaxy).

Therapeutic Function

Antibiotic

CEPHALEXIN MONOHYDRATE(23325-78-2)Related Product Information

• D-2-Phenylglycine
• 7-Amino-3-methyl-3-cephem-4-carboxylic acid
• L-Cephalexin
• 2,5-Piperazinedione, 3-(hydroxymethylene)-6-phenyl-
• Cephalexin Sulfoxide
• Cephalexin Diketopiperazine
• [6R-[6α,7β(R*)]]-7-[(AMinophenylacetyl)aMino]-3-Methyl-8-oxo-5-thia-1-azabicyclo[4.2.0
• Phenylglycylcefalexin
• [6R-[6α,7β(R*)]]-7-[(AMinophenylacetyl)aMino]-3-Methylene-8-oxo-5-thia-1-azabicyclo[4.2.0]octane-2-carboxylic Acid SodiuM Salt
• (6R-trans)-7-[(2,2-diMethyl-1-oxopropyl)aMino]-3-Methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-
• 3-Hydroxy-4-Methyl-2(5H)-thiophenone
• CEPHALEXIN MONOHYDRATE MICRO/COMPACTED
• CEPHALEXIN MONOHYDRATE
• CEPHALEXIN-D5, HYDROCHLORIDE HYDRATE
• Cephalexin monohydrate,compacted
• Cephalexin monohydrate, powder
• CEPHALEXIN MONOHYDRATE--N/H
• (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