CEPHALEXIN MONOHYDRATE

Bezeichnung:CEPHALEXIN MONOHYDRATE

CAS-Nr23325-78-2

Englisch Name:CEPHALEXIN MONOHYDRATE

CBNumberCB4153386

SummenformelC16H19N3O5S

Molgewicht365.4

MOL-Datei23325-78-2.mol

CEPHALEXIN MONOHYDRATE physikalisch-chemischer Eigenschaften

Schmelzpunkt	>161°C (dec.)
Brechungsindex	154 ° (C=0.5, H2O)
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
Löslichkeit	NH₄OH 1 M: 50 mg/mL, clear, yellow
Aggregatzustand	solid
Farbe	White to Light Beige
Wasserlöslichkeit	13.5g/L(25 ºC)
Merck	14,1974
BRN	965503
Stabilität	Unstable in Solution
Major Application	pharmaceutical (small molecule)
InChI	1S/C16H17N3O4S.H2O/c1-8-7-24-15-11(14(21)19(15)12(8)16(22)23)18-13(20)10(17)9-5-3-2-4-6-9;/h2-6,10-11,15H,7,17H2,1H3,(H,18,20)(H,22,23);1H2/t10-,11-,15-;/m1./s1
InChIKey	AVGYWQBCYZHHPN-KJTIIWGRSA-N
SMILES	O=C1[C@@H](NC(=O)[C@@H](C2C=CC=CC=2)N)[C@@]2([H])SCC(C)=C(C(=O)O)N12.O \|&1:2,6,14,r\|
CAS Datenbank	23325-78-2(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xn
R-Sätze:	42/43
S-Sätze:	22-36/37-45-24/25
WGK Germany	3
RTECS-Nr.	XI0350000
HS Code	29419052
Speicherklasse	11 - Combustible Solids
Toxizität	LD50 in mice, rats (g/kg): 1.6-4.5, >5.0 orally; 0.4-1.3, >3.7 i.p. (Welles)

Gefahreninformationscode (GHS)

CEPHALEXIN MONOHYDRATE Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R42/43:Sensibilisierung durch Einatmen und Hautkontakt möglich.
S-Sätze Betriebsanweisung:
S22:Staub nicht einatmen.
S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
Beschreibung
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.
Chemische Eigenschaften
White to Off-White Solid
Originator
Ceporex,Glaxo,UK,1970
Verwenden
Cephalosporin antibacterial.
Verwenden
A semisynthetic cephalorsporin antibiotic.
Verwenden
Semi-synthetic cephalosporin 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%.
Trademarks
Keflex (Panixine (Ranbaxy).
Therapeutic Function
Antibiotic

CEPHALEXIN MONOHYDRATE Upstream-Materialien And Downstream Produkte

CEPHALEXIN MONOHYDRATE Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

23325-78-2, CEPHALEXIN MONOHYDRATE Verwandte Suche:

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