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Cefaclor

Cefaclor Struktur
53994-73-3
CAS-Nr.
53994-73-3
Bezeichnung:
Cefaclor
Englisch Name:
Cefaclor
Synonyma:
Cephaclor;(6R,7R)-7-[[(R)-Aminophenylacetyl]amino]-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2R)-aminophenylacetyl]amino]-3-chloro-8-oxo-, (6R,7R)-;S 6472;Kefral;Alfacet;panoral;CEFACLOR;Cefachlor;Cefaclorum
CBNumber:
CB9390436
Summenformel:
C15H14ClN3O4S
Molgewicht:
367.81
MOL-Datei:
53994-73-3.mol

Cefaclor Eigenschaften

Siedepunkt:
713.4±60.0 °C(Predicted)
Dichte
1.3575 (rough estimate)
Brechungsindex
1.6100 (estimate)
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
L?slichkeit
1 M HCl: 50 mg/mL, clear to very faintly turbid, yellow
pka
pKa 1.5±0.2(H2O) (Uncertain)
Aggregatzustand
powder
Farbe
Crystal
Wasserl?slichkeit
10g/L(temperature not stated)
BRN 
8176092
BCS Class
3
InChI
InChI=1S/C15H14ClN3O4S/c16-8-6-24-14-10(13(21)19(14)11(8)15(22)23)18-12(20)9(17)7-4-2-1-3-5-7/h1-5,9-10,14H,6,17H2,(H,18,20)(H,22,23)/t9-,10-,14-/m1/s1
InChIKey
QYIYFLOTGYLRGG-GPCCPHFNSA-N
SMILES
N12[C@@]([H])([C@H](NC([C@H](N)C3=CC=CC=C3)=O)C1=O)SCC(Cl)=C2C(O)=O
CAS Datenbank
53994-73-3(CAS DataBase Reference)
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher Xn,Xi
R-S?tze: 42/43
S-S?tze: 22-36/37-45
WGK Germany  2
RTECS-Nr. XI0363000
HS Code  29349990
Toxizit?t TDLo orl-cld: 131 mg/kg/7D-I:MSK,SKN CMAJAX 126,1032,82
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.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P284 Atemschutz tragen.
P304+P340 BEI EINATMEN: Die Person an die frische Luft bringen und für ungehinderte Atmung sorgen.
P342+P311 Bei Symptomen der Atemwege: GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.

Cefaclor 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

Cefaclor differs from cephalexin primarily in the bio-isosteric replacement of methyl by chlorine at C-3 and is quite acid stable, allowing oral administration. It also is quite stable to metabolism. It is less active against Gram-negative bacteria compared with the other second-generation cephalosporins but is more active against Gram-negative bacteria compared with the first-generation drugs.

Chemische Eigenschaften

white crystalline solid

Verwenden

Cefaclor belongs to the family of antibiotics known as the cephalosporins (cefalosporins). The cephalosporins are broad-spectrum antibiotics that are used for the treatment of septicaemia, pneumonia, meningitis, biliary-tract infections, peritonitis, and

Definition

ChEBI: A cephalosporin bearing chloro and (R)-2-amino-2-phenylacetamido groups at positions 3 and 7, respectively, of the cephem skeleton.

Antimicrobial activity

It is less resistant than other group 2 cephalosporins to staphylococcal β-lactamase. It is active against N. gonorrhoeae and H. influenzae and against most enterobacteria, but it is susceptible to common enterobacterial β-lactamases. Pr. vulgaris and Providencia, Acinetobacter and Serratia spp. are resistant. B. fragilis and clostridia are resistant but other anaerobes are commonly susceptible.

Clinical Use

Cefaclor (Ceclor) is an orally active semisyntheticcephalosporin that was introduced in the American market in1979. It differs structurally from cephalexin in that the 3-methyl group has been replaced by a chlorine atom. It issynthesized from the corresponding 3-methylenecepham sulfoxideester by ozonolysis, followed by halogenation of theresulting β-ketoester. The 3-methylenecepham sulfoxideesters are prepared by rearrangement of the corresponding 6-acylaminopenicillanic acid derivative. Cefaclor is moderatelystable in acid and achieves enough oral absorption to provideeffective plasma levels (equal to about two-thirds of thoseobtained with cephalexin). The compound is apparentlyunstable in solution, since about 50% of its antimicrobial activityis lost in 2 hours in serum at 37°C. The antibacterialspectrum of activity is similar to that of cephalexin, but it isclaimed to be more potent against some species sensitiveto both agents. Currently, the drug is recommended for thetreatment of non–life-threatening infections caused by H.influenzae, particularly strains resistant to ampicillin.

Nebenwirkungen

Apart from mild gastrointestinal disturbance, the drug is well tolerated. Transiently increased transaminase levels and symptomatic vaginal candidosis have been noted. Clusters of a serum sickness-like illness have been described in children.

Sicherheitsprofil

Moderately toxic by intraperitoneal route. Human systemic effects by ingestion: joints, dermatitis, increased body temperature. An experimental teratogen. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of Clí, SOx, an

Cefaclor Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Cefaclor Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

Global( 372)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
Shaanxi TNJONE Pharmaceutical Co., Ltd
+8618092446649
sarah@tnjone.com China 1143 58
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+86-0371-55170693 +86-19937530512
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+86-0551-65418671 +8618949823763
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admin@zhanyaobio.com China 2123 58

53994-73-3(Cefaclor)Verwandte Suche:


  • CEFACLOR
  • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[(aminophenylacetyl)amino]-3-chloro-8-oxo-, [6R-[6α,7β(R*)]]-
  • Alfacet
  • Kefral
  • S 6472
  • Cefaclor (Ceclor)
  • (6R,7R)-7-{[(2R)-2-AMINO-2-PHENYLACETYL]AMINO}-3-CHLORO-8-OXO-5-THIA-1-AZABICYCLO[4.2.0]OCT-2-ENE-2-CARBOXYLIC ACID
  • Cefachlor
  • Cefaclorum
  • 7-(D-2-AMINO-2-PHENYLACETAMIDO)-3-CHLORO-3-CEPHEM-4-CARBOXYLIC
  • (6r-(6-alpha,7-beta(r*)))-ino)-3-chloro-8-oxo
  • 3-chloro-7-d-(2-phenylglycinamido)-3-cephem-4-carboxylicacid
  • 7-(D-2-Amino-2-phenylacetamido-3-chloro-3-cephem-4-carboxylicacidmonohydrate
  • lilly99638
  • panoral
  • 8-(2-AMINO-2-PHENYL-ACETYL)AMINO-4-CHLORO-7-OXO-2-THIA-6-AZABICYCLO[4.2.0]OCT-4-ENE-5-CARBOXYLIC ACID
  • 7-(D-2-AMINO-2-PHENYLACETAMIDO)-3-CHLORO-3-CEPHEM-4-CARBOXYLIC ACID
  • (6R,7R)-7-[[(2S)-2-amino-1-oxo-2-phenylethyl]amino]-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • Cefaclor CRS
  • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2R)-2-amino-2-phenylacetyl]amino]-3-chloro-8-oxo-, (6R,7R)-
  • (6R,7R)-7-((R)-2-Amino-2-phenylacetamido)-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • Cefaclor USP/EP/BP
  • CefaclorQ: What is Cefaclor Q: What is the CAS Number of Cefaclor Q: What is the storage condition of Cefaclor
  • Cefaclor (CFC), 95%
  • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2R)-aminophenylacetyl]amino]-3-chloro-8-oxo-, (6R,7R)-
  • (6R,7R)-7-[[(R)-Aminophenylacetyl]amino]-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • Cephaclor
  • Ethanol,2,7'-(hexadecylimino)bis-
  • (6R,7R)-7-[(2R)-2-amino-2-phenylacetamido]-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • 53994-73-3
  • 53994-13-3
  • C15H14ClN3O4S
  • BioChemical
  • Antibiotics A-F
  • Antibiotics A to Z
  • Antibiotics
  • Stable Isotopes
  • Inhibitors
  • Ceclor, Distaclor, Keflor, Raniclor
  • CHOLOGRAFIN
  • antibiotic
  • A - KAntibiotics
  • Antibacterial
  • Antibiotics A to
  • Antibiotics A-FAntibiotics
  • Chemical Structure Class
  • Interferes with Cell Wall SynthesisAntibiotics
  • Mechanism of Action
  • Penicillins and Cephalosporins (beta-Lactams)
  • Spectrum of Activity
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