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Cefditoren pivoxil

Cefditoren pivoxil Structure
Cefditoren pivoxil structure
CAS No.
117467-28-4
Chemical Name:
Cefditoren pivoxil
Synonyms
CEFDITOREN;Spectracef;CEFDITORIN PIVOXIL;Meiac;MEIACT;ME-1207;toubaotuolunzhi;toubaotuolkunzhi;ceditoren pivoxil;Cefditoren Pivoxi
CBNumber:
CB7377697
Molecular Formula:
C25H28N6O7S3
Molecular Weight:
620.72
MDL Number:
MFCD00933166
MOL File:
117467-28-4.mol
Last updated:2024-11-19 23:02:33
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Cefditoren pivoxil Properties

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

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS08
Signal word  Danger
Hazard statements  H317-H334
Precautionary statements  P261-P285-P304+P341-P342+P311-P501-P261-P272-P280-P302+P352-P333+P313-P321-P363-P501
RTECS  XI0367800
HS Code  2941.90.3000

Cefditoren pivoxil price More Price(39)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemical C2856 Cefditoren Pivoxil >98.0%(HPLC)(T) 117467-28-4 200mg $248 2024-03-01 Buy
Cayman Chemical 30315 Cefditoren Pivoxil 117467-28-4 5mg $68 2024-03-01 Buy
Cayman Chemical 30315 Cefditoren Pivoxil 117467-28-4 10mg $121 2024-03-01 Buy
Cayman Chemical 30315 Cefditoren Pivoxil 117467-28-4 50mg $201 2024-03-01 Buy
Cayman Chemical 30315 Cefditoren Pivoxil 117467-28-4 100mg $268 2024-03-01 Buy
Product number Packaging Price Buy
C2856 200mg $248 Buy
30315 5mg $68 Buy
30315 10mg $121 Buy
30315 50mg $201 Buy
30315 100mg $268 Buy

Cefditoren pivoxil Chemical Properties,Uses,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 synthesis

53064-79-2
104145-95-1
117467-28-4
Synthesis of Cefditoren pivoxil from Iodomethyl pivalate and Cefditoren

Cefditoren pivoxil Preparation Products And Raw materials

Raw materials

Triethylamine 5-(4-METHYLPHENYL)-1,3,4-OXADIAZOLE-2-THIOL

Preparation Products

Cefditoren pivoxil Suppliers

Global( 338)Suppliers
Supplier Tel Email Country ProdList Advantage
Capot Chemical Co.,Ltd. 		+86-（0）57185586718 +86-13336195806 sales@capot.com China 29791 60
Shanghai Daken Advanced Materials Co.,Ltd 		+86-371-66670886 info@dakenam.com China 18779 58
Henan Tianfu Chemical Co.,Ltd. 		+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21634 55
career henan chemical co 		+86-0371-86658258 +8613203830695 sales@coreychem.com China 29884 58
Cangzhou Wanyou New Material Technology Co.,Ltd 		18631714998 sales@czwytech.com CHINA 904 58
Shanghai Longyu Biotechnology Co., Ltd. 		+8619521488211 info@longyupharma.com China 2529 58
Chongqing Chemdad Co., Ltd 		+86-023-6139-8061 +86-86-13650506873 sales@chemdad.com China 39894 58
CONIER CHEM AND PHARMA LIMITED 		+8618523575427 sales@conier.com China 49374 58
Hebei Runbin Biotechnology Co. LTD 		13180553332 2179877681@qq.com CHINA 990 58
TargetMol Chemicals Inc. 		+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 32165 58
Supplier Advantage
Capot Chemical Co.,Ltd. 		60
Shanghai Daken Advanced Materials Co.,Ltd 		58
Henan Tianfu Chemical Co.,Ltd. 		55
career henan chemical co 		58
Cangzhou Wanyou New Material Technology Co.,Ltd 		58
Shanghai Longyu Biotechnology Co., Ltd. 		58
Chongqing Chemdad Co., Ltd 		58
CONIER CHEM AND PHARMA LIMITED 		58
Hebei Runbin Biotechnology Co. LTD 		58
TargetMol Chemicals Inc. 		58

Related articles

View Lastest Price from Cefditoren pivoxil manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Cefditoren pivoxil pictures 2024-11-19 Cefditoren pivoxil
117467-28-4
 US $54.00-143.00 / mg 97.3% 10g TargetMol Chemicals Inc.
Cefditoren pivoxil pictures 2024-11-19 Cefditoren pivoxil
117467-28-4
 US $54.00-143.00 / mg 97.3% 10g TargetMol Chemicals Inc.
Cefditoren Pivoxil pictures 2024-04-10 Cefditoren Pivoxil
117467-28-4
 US $0.00-0.00 / mg 10mg 90%+ 10g Guangzhou PI PI BIOTECH INC

117467-28-4(Cefditoren pivoxil)Related Search:

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(6r-(3(z),6-alpha,7-beta-(z)))-dimethyl-1-oxopropoxy)methyleste MEIACT ME-1207 (6R,7R)-7-[[(2Z)-(2-Amino-4-thiazolyl)methoxyimino)acetyl]amino]-3-[(1Z)-2-(4-methyl-5-thiazolyl)ethenyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid Pivaloyloxymethyl Ester 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-3-[2-(4-methyl-5-thiazolyl)ethenyl]-8-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl ester, [6R-[3(Z),6α,7β(Z)]]- 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2Z)-(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-3-[(1Z)-2-(4-methyl-5-thiazolyl)ethenyl]-8-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl ester, (6R,7R)- ceditoren pivoxil Cefditoren pivoxyl CEFDITOREN PIVALOYLOXYMETHYL ESTER CEFDITOREN PIVOXIL CefditorenPivoxil,ME-1207,Meiact Cefditoren Pivoxil (350 mg) 2,2-Dimethylpropanoyloxymethyl (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[(Z)-2-(4-methyl-1,3-thiazol-5-yl)ethenyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate (6R,7R)-7-[[(2Z)-2-(2-amino-4-thiazolyl)-2-(methoxyimino)acetyl]amino]-3-[(1Z)-2-(4-methyl-5-thiazolyl)ethenyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid- (2,2-dimethyl-1-oxopropoxy)methyl ester (2,2-)(methoxyimino)acetyl)amino)-3-(2-(4-methyl-5-thiazolyl)ethenyl)-8-oxo Cefditoren Pivoxil (1097590) 4-Dihydroxy-5-methoxybenzoic acid toubaotuolunzhi toubaotuolkunzhi CEFDITOREN PIVOXYL;CEFDITOREN PIVALOYLOXYMETHYL ESTER;ME 1207 Cefditoren Pivoxil > 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2Z)-2-(2-amino-4-thiazolyl)-2-(methoxyimino)acetyl]amino]-3-[(1Z)-2-(4-methyl-5-thiazolyl)ethenyl]-8-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl ester, (6R,7R)- (6R,7R)-(pivaloyloxy)methyl7-((Z)-2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetamido)-3-((Z)-2-(4-methylthiazol-5-yl)vinyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate Cefditoren pivoxil USP/EP/BP Cefditoren pivoxil Impurity 25 Cefditoren Pivoxi Cefditoren Pivoxil (Cefditoren pivoxyl) Meiac Spectracef CEFDITOREN CEFDITORIN PIVOXIL Cefditoren Pivoxil CRS Cefthoram pipivoxil Ceftoram pipivoxil 117467-28-4 C25H28N6O7S3 CYMBALTA Intermediates & Fine Chemicals Pharmaceuticals Sulfur & Selenium Compounds Cefditoren 117467-28-4