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Cefditoren pivoxil
Cefditoren pivoxil
- CAS No.117467-28-4
- Chemical Name:Cefditoren pivoxil
- CBNumber:CB7377697
- Molecular Formula:C25H28N6O7S3
- Formula Weight:620.72
- MOL File:117467-28-4.mol
Cefditoren pivoxil Property
- Melting point 207-209°C
- alpha D20 -48.5° (c = 0.5 in methanol)
- Density 1.55±0.1 g/cm3(Predicted)
- storage temp. Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
- solubility DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly, Heated)
- form Solid
- pka 8.08±0.60(Predicted)
- color Off-White to Pale Yellow
- Merck 14,1921
- CAS DataBase Reference 117467-28-4(CAS DataBase Reference)
- FDA UNII 78THA212DH
- ATC code J01DD16
- UNSPSC Code 12352200
- NACRES NA.25
Safety
- RTECS :XI0367800
- HS Code :2941.90.3000
-
Symbol(GHS)
- Signal wordDanger
- Hazard statements H317-H334
- Precautionary statements P261-P285-P304+P341-P342+P311-P501-P261-P272-P280-P302+P352-P333+P313-P321-P363-P501
Cefditoren pivoxil Price
More Price(1)
- Brand: TCI Chemicals (India)
- Product number: C2856
- Product name : Cefditoren Pivoxil
- Purity:
- Packaging: 200MG
- Price: ₹10800
- Updated: 2022/05/26
- Buy: Buy
Cefditoren pivoxil Chemical Properties,Usage,Production
- Description Cefditoren pivoxil is an orally bioavailable prodrug form of the broad-spectrum cephalosporin antibiotic cefditoren. Cefditoren pivoxil is hydrolyzed by intestinal wall esterases to form cefditoren. Cefditoren pivoxil is effective against systemic S. aureus, E. coli, K. pneumoniae, P. mirabilis, or S. marcescens infections in mice with ED50 values of 10, 2.5, 11, 4.4, and 11 mg/kg, respectively. Formulations containing cefditoren pivoxil were previously used in the treatment of acute bacterial exacerbations of chronic bronchitis and community-acquired pneumonia.
- Description Cefditoren pivoxil is an orally active third generation cephalosporin introduced in Japan as a treatment for a broad range of bacterial infections including dermatological and other community acquired infections. Cefditoren pivoxil is reported to have a broad spectrum of activity against both Gram-positive and Gramnegative bacteria, more potent than many other existing agents of its class. In particular, it shows the highest therapeutic activity against S. pneumoniae and S. marcescens infections. It exhibits resistance to β-lactamase hydrolysis typical of third generation cephalosporins. As a prodrug of cefditoren, it is readily absorbed through GI tract and has low toxicity and side effects.
- Chemical Properties Off-White Powder
- Originator Meiji Seika (Japan)
- Uses antidepressant
- Uses An antibacterial. Third generation cephalosporin
- Uses Cefditoren Pivoxil is an antibacterial and is a third generation cephalosporin.
- Definition ChEBI: The pivaloyloxymethyl ester prodrug of cefditoren.
-
Manufacturing Process
A mixture of THF (250 ml) and water (150 ml) was stirred under inert
atmosphere. At 0°-1°C, 7-amino-3-[(Z)-2-(methyl-5-thiazolyl)vinyl]-3-cephem-4-carboxylic acid (25.0 g) and 2-mercapto-5-phenyl-1,3,4-
oxadiazolyl-(Z)-2-(2-aminothiazol-4-yl)-2-methoxyimino acetate (33.3 g) were
added. Triethylamine (10.5 g) was slowly added to reaction by maintaining the
pH between 7.5 to 8.5. The reaction was monitored by HPLC. After 4-5 hrs.,
the reaction mixture was extracted by methylene chloride. The aqueous layer
is subjected for charcoal (0.125 g) treatment. Ethylacetate was added to the
filtrate and the solution was acidified with diluted HCl at 10°C to pH 3.0. The
solid separated was filtered, washed with water and ethylacetate and then
dried under vacuum at 40-45°C to get 3-[(Z)-2-(4-methyl-5-thiazolyl)vinyl]-7-
[(Z)-(2-aminothiazolyl-4-yl)-2-(methoxyimino)acetamido]-3-cephem-4-
carboxylic acid (Cefditoren acid), 35.0 g (yield 90%), HPLC (purity)=96-98%.
In practice it is often used as Cefditoren pivoxil. - brand name Meiact
- Therapeutic Function Antibiotic
- Antimicrobial activity It exhibits good activity against staphylococci, streptococci (but not enterococci), H. influenzae and M. catarrhalis, including β-lactamase-producing strains. Isolates of Str. pneumoniae exhibiting reduced susceptibility to penicillin are less susceptible (MIC 0.125–2 mg/L). Most enterobacteria, including many Enterobacter, Citrobacter, Serratia and Proteus spp., are susceptible. It is not active against Ps. aeruginosa, Sten. maltophilia or atypical respiratory pathogens such as Chlamydophila pneumoniae and M. pneumoniae. It is stable to staphylococcal and common enterobacterial β-lactamases.
-
Pharmacokinetics
Oral absorption: c. 70%
Cmax 200 mg oral: c. 1.8 mg/L after 1.5–3 h
Plasma half-life: 0.8–1.3 h
Volume of distribution: 9.3 L
Plasma protein binding: 88%
After oral administration the pivaloyl ester is rapidly cleaved by esterases in the gut wall. Ingestion with food improves the bioavailability. Plasma concentrations are raised in elderly patients. There is no accumulation on repeated dosing.
It is excreted unchanged in the urine with a half-life of around 1.5 h, achieving a concentration of 150–200 mg/L within 4 h. Dosage adjustment is recommended in patients with deteriorating renal function. - Clinical Use It has been advocated for community-acquired upper and lower respiratory tract infections and skin infections.
- Side effects In common with other pivoxil esters it may cause carnitine deficiency. Other side effects are those common to cephalosporins, mainly gastrointestinal disturbance.
Cefditoren pivoxil Preparation Products And Raw materials
Raw materials
Preparation Products
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