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Cefalexin

Cephalexin Struktur
15686-71-2
CAS-Nr.
15686-71-2
Bezeichnung:
Cefalexin
Englisch Name:
Cephalexin
Synonyma:
CEFALEXIN;oroxin;CEPOREX;CEPHALEXINE;CEFALEXIN SODIUM;cex;s6437;syncl;oracef;keforal
CBNumber:
CB1210543
Summenformel:
C16H17N3O4S
Molgewicht:
347.39
MOL-Datei:
15686-71-2.mol

Cefalexin Eigenschaften

Schmelzpunkt:
196-198°C
alpha 
[α]D20 +144~+158° (c=0.5, H2O) (Calculated on dehydrous basis)
Siedepunkt:
727.4±60.0 °C(Predicted)
Dichte
1.3040 (rough estimate)
Brechungsindex
1.6320 (estimate)
storage temp. 
Keep in dark place,Inert atmosphere,2-8°C
L?slichkeit
NH4OH 1 M: 50 mg/mL, clear, yellow
Aggregatzustand
Solid
pka
5.2, 7.3(at 25℃)
Farbe
White to light yellow
PH
pH (5g/l, 25℃) 3.5~5.5
Wasserl?slichkeit
12.5g/L(25 ºC)
Merck 
13,1986
BCS Class
4
InChIKey
AVGYWQBCYZHHPN-CYJZLJNKSA-N
CAS Datenbank
15686-71-2(CAS DataBase Reference)
EPA chemische Informationen
5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2R)-2-amino-2-phenylacetyl]amino]-3-methyl-8-oxo-, (6R,7R)- (15686-71-2)
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher Xn
R-S?tze: 42/43
S-S?tze: 22-36/37-45
WGK Germany  3
RTECS-Nr. XI0350000
HS Code  29419000
Giftige Stoffe Daten 15686-71-2(Hazardous Substances Data)
Toxizit?t TDLo orl-hmn: 14 mg/kg/D:GIT AACHAX -,361,68
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H317 Kann allergische Hautreaktionen verursachen. Sensibilisierung der Haut Kategorie 1A Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P261, P272, P280, P302+P352,P333+P313, P321, P363, P501
H334 Kann bei Einatmen Allergie, asthmaartige Symptome oder Atembeschwerden verursachen. Sensibilisierung der Atemwege Kategorie 1 Achtung GHS hazard pictogramssrc="/GHS08.jpg" width="20" height="20" /> P261, P285, P304+P341, P342+P311,P501
Sicherheit
P261 Einatmen von Staub vermeiden.
P272 Kontaminierte Arbeitskleidung nicht au?erhalb des Arbeitsplatzes tragen.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P284 Atemschutz tragen.
P302+P352 BEI BERüHRUNG MIT DER HAUT: Mit viel Wasser/... (Hersteller kann, falls zweckm??ig, ein Reinigungsmittel angeben oder, wenn Wasser eindeutig ungeeignet ist, ein alternatives Mittel empfehlen) waschen.
P333+P313 Bei Hautreizung oder -ausschlag: ?rztlichen Rat einholen/?rztliche Hilfe hinzuziehen.

Cefalexin Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

R42/43:Sensibilisierung durch Einatmen und Hautkontakt m?glich.

S-S?tze Betriebsanweisung:

S22:Staub nicht einatmen.
S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn m?glich, dieses Etikett vorzeigen).

Beschreibung

Use of the ampicillin-type side chain conveys oral activity to cephalexin. Whereas it no longer has an activating side chain at C-3 and, as a consequence, is somewhat less potent, it does not undergo metabolic deactivation and, thus, maintains potency. It is rapidly and completely absorbed from the GI tract and has become quite popular. Somewhat puzzling is the fact that the use of the ampicillin side chain in the cephalosporins does not result in a comparable shift in antimicrobial spectrum. Cephalexin, like the other first-generation cephalosporins is active against many Gram-positive aerobic cocci but is limited against Gram-negative bacteria. It is a widely used drug, particularly against Gram-negative bacteria causing urinary tract infections, Gram-positive infections (Staphyl ococcus aureus, Streptococcus pneumoni ae and Streptococcus pyogenes) of soft tissues, pharyngitis, and minor wounds.

Chemische Eigenschaften

White cryst. powder

Verwenden

Antibacterial.

Definition

ChEBI: A semisynthetic first-generation cephalosporin antibiotic having methyl and beta-(2R)-2-amino-2-phenylacetamido groups at the 3- and 7- of the cephem skeleton, respectively. It is effective against both Gram-negative and G am-positive organisms, and is used for treatment of infections of the skin, respiratory tract and urinary tract.

Antimicrobial activity

It is resistant to staphylococcal β-lactamase. Gram-positive rods and fastidious Gram-negative bacilli, such as Bordetella spp. and H. influenzae, are relatively resistant. It is active against a range of enterobacteria, but it is degraded by many enterobacterial β-lactamases. Citrobacter, Edwardsiella, Enterobacter, Hafnia, Providencia and Serratia spp. are all resistant. Gram-negative anaerobes other than B. fragilis are susceptible. Because of its mode of action it is only slowly bactericidal to Gram-negative bacilli.

Pharmakokinetik

Oral absorption: >90%
Cmax 500 mg oral: c. 10–20 mg/L after 1 h
Plasma half-life: 0.5–1 h
Volume of distribution: 15 L
Plasma protein binding: 10–15%
Absorption and distribution
It is almost completely absorbed when given by mouth, the peak concentration being delayed by food. Intramuscular preparations are not available: injection is painful and produces delayed peak plasma concentrations considerably lower than those obtained by oral administration.
In synovial fluid, levels of 6–38 mg/L have been described after a 4 g oral dose, but penetration into the CSF is poor. Useful levels are achieved in bone (9–44 mg/kg after 1 g orally) and in purulent sputum. Concentrations of 10–20 mg/L have been found in breast milk. Concentrations in cord blood following a maternal oral dose of 0.25 g were minimal.
Metabolism and excretion
It is not metabolized. Almost all the dose is recoverable from the urine within the first 6 h, producing urinary concentrations exceeding 1 g/L. The involvement of tubular secretion is indicated by the increased plasma peak concentration and reduced urinary excretion produced by probenecid. Renal clearance is around 200 mL/min and is depressed in renal failure, although a therapeutic concentration is still obtained in the urine. It is removed by peritoneal and hemodialysis. Some is excreted in the bile, in which therapeutic concentrations may be achieved.

Clinical Use

Cephalexin, 7α-(D-amino-α-phenylacetamido)-3-methylcephemcarboxylicacid (Keflex, Keforal), was designed purposelyas an orally active, semisynthetic cephalosporin. Theoral inactivation of cephalosporins has been attributed to twocauses: instability of the β-lactam ring to acid hydrolysis(cephalothin and cephaloridine) and solvolysis or microbialtransformation of the 3-methylacetoxy group (cephalothin,cephaloglycin). The α-amino group of cephalexin renders itacid stable, and reduction of the 3-acetoxymethyl to a methylgroup circumvents reaction at that site.
Cephalexin occurs as a white crystalline monohydrate. Itis freely soluble in water, resistant to acid, and absorbed wellorally. Food does not interfere with its absorption. Becauseof minimal protein binding and nearly exclusive renal excretion,cephalexin is recommended particularly for the treatmentof urinary tract infections. It is also sometimes used forupper respiratory tract infections. Its spectrum of activity isvery similar to those of cephalothin and cephaloridine.Cephalexin is somewhat less potent than these two agentsafter parenteral administration and, therefore, is inferior tothem for the treatment of serious systemic infections.

Nebenwirkungen

Nausea, vomiting and abdominal discomfort are relatively common. Pseudomembranous colitis has been described and overgrowth of Candida with vaginitis may be troublesome. Otherwise, mild hypersensitivity reactions and biochemical changes common to cephalosporins occur. Very rare neurological disturbances have been described, particularly in patients in whom very high plasma levels have been achieved. There are rare reports of Stevens–Johnson syndrome and toxic epidermal necrolysis.

Sicherheitsprofil

Poison by intraperitoneal route.Moderately toxic by ingestion and other routes. An experimental teratogen. Other experimental reproductiveeffects. Human systemic effects by ingestion: nausea,vomiting, and diarrhea. When heated to decomposition itemits

Cefalexin Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Cefalexin Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

Global( 471)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Shenzhen Excellent Biomedical Technology Co.,Ltd.
+86-0755-26050679 +86-15915472436
sale@ex-biotech.cn China 1031 58
Hebei Weibang Biotechnology Co., Ltd
+8615531157085
abby@weibangbio.com China 8810 58
Henan Bao Enluo International TradeCo.,LTD
+86-17331933971 +86-17331933971
deasea125996@gmail.com China 2472 58
Shaanxi TNJONE Pharmaceutical Co., Ltd
+8618092446649
sarah@tnjone.com China 1143 58
HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
+8615350851019
admin@86-ss.com China 1001 58
Hebei Zhuanglai Chemical Trading Co Ltd
+86-16264648883 +86-16264648883
niki@zlchemi.com China 2691 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512
info@tianfuchem.com China 21634 55
Hubei XinRunde Chemical Co., Ltd.
+8615102730682
bruce@xrdchem.cn CHINA 566 55
career henan chemical co
+86-0371-86658258 +8613203830695
sales@coreychem.com China 29880 58
Cangzhou Wanyou New Material Technology Co.,Ltd
18631714998
sales@czwytech.com CHINA 904 58

15686-71-2(Cefalexin)Verwandte Suche:


  • (6r-(6alpha,7beta(r*)))-ino)-3-methyl-8-oxo
  • 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylicacid,7-((aminophenylacetyl)am
  • 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylicacid,7-(2-amino-2-phenylaceta
  • 7-(d-2-amino-2-phenylacetamido)-3-methyl-delta(sup3)-cephem-4-carboxylica
  • 7-(d-2-amino-2-phenylacetamido)-3-methyl-delta3-cephem-4-carboxylicacid
  • 7-(d-alpha-aminophenylacetamido)desacetoxycephalosporanicacid
  • 7-beta-(d-alpha-amino-alpha-phenylacetylamino)-3-methyl-3-cephem-4-carboxyli
  • cefa-iskia
  • cefaloto
  • ceporexin
  • cex
  • d-mido)-3-methyl-8-oxo
  • keforal
  • larixin
  • lexibiotico
  • lilly66873
  • madlexin
  • neolexina
  • oracef
  • ortisporina
  • s6437
  • sartosona
  • sencephalin
  • syncl
  • CEPOREXINE
  • CEPHALEXIN
  • (6R,7R)-7-((R)-2-AMINO-2-PHENYL-ACETYLAMINO)-3-METHYL-8-OXO-5-THIA-1-AZA-BICYCLO[4.2.0]OCT-2-ENE-2-CARBOXYLIC ACID
  • 7-(D-ALPHA-AMINO-PHENYLACETAMIDO)-3-METHYL-3-CEPHEME-4-CARBOXYLIC ACID
  • (6R,7R)-7-((R)-2-aMino-2-phenylacetaMido)-3-Methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid hydrate
  • Cephalexin (Cefalexin)
  • (6R,7R)-7-((R)-2-amino-2-phenylacetamido)-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • Cephalexin, Antibiotic for Culture Media Use Only
  • >=97.0% (T)
  • CEPHALEXIN MONOHYDRATE MICRO/COMPACTED
  • Cephalexin USP24,EP2001
  • 7-(D-.alpha.-Amino-.alpha.-phenylacetoamido)-3-methyl-3-cephem-4-carboxylic acid
  • CephalexinMonohydrateCephalexinMonohydrateBp/Usp
  • Cephalexin Monohydrate CoMpacted/powder
  • 5-Thia-1-azabicyclo4.2.0oct-2-ene-2-carboxylic acid, 7-(2R)-aminophenylacetylamino-3-methyl-8-oxo-, (6R,7R)-
  • 7-(d-α-amino-phenylacetamido)-3-methyl-3-cepheme-4-carboxylic acid
  • Cephalexin (base and/or unspecified salts)
  • (6R,7R)-7-[[(2R)-2-Amino-2-phenylacetyl]amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid
  • Alcephin
  • Alsporin
  • Cefablan
  • Cefadal
  • Cefadin
  • Taicelexin
  • Tepaxin
  • Cephalexin Manufacturer CAS:15686-71-2
  • Cephalothin IV
  • 7-[(2-amino-1-oxo-2-phenylethyl)amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid hydrate
  • Cephacillin
  • Cefalexin Standard
  • Calcium3-Methyl-2-oxobutyrateHydrate>
  • 4-(4,5-Diphenyl-1H-imidazol-2-yl)benzoyl Chloride Hydrochloride [for HPLC Labeling]>
  • Cefalexin monohydrate CRS
  • 4-(2-Hydroxyethoxy)salicylicAcid>
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