Cefditoren pivoxil

ChemicalBook > CAS DataBase List > Cefditoren pivoxil

Product Name: Cefditoren pivoxil
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
Formula Weight: 620.72
MOL File: 117467-28-4.mol

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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)

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Safety

RTECS: XI0367800
HS Code: 2941.90.3000

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H317May cause an allergic skin reaction

H334May cause allergy or asthma symptoms or breathing difficulties if inhaled

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P272Contaminated work clothing should not be allowed out of the workplace.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P285In case of inadequate ventilation wear respiratory protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P341IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.

P321Specific treatment (see … on this label).

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

P342+P311IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.

P363Wash contaminated clothing before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TCI Chemical

Product number: C2856
Product name: Cefditoren Pivoxil
Purity: >98.0%(HPLC)(T)
Packaging: 200mg
Price: $248
Updated: 2024/03/01

Cayman Chemical

Product number: 30315
Product name: Cefditoren Pivoxil
Packaging: 5mg
Price: $68
Updated: 2024/03/01

Cayman Chemical

Product number: 30315
Product name: Cefditoren Pivoxil
Packaging: 10mg
Price: $121
Updated: 2024/03/01

Cayman Chemical

Product number: 30315
Product name: Cefditoren Pivoxil
Packaging: 50mg
Price: $201
Updated: 2024/03/01

Cayman Chemical

Product number: 30315
Product name: Cefditoren Pivoxil
Packaging: 100mg
Price: $268
Updated: 2024/03/01

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Cefditoren pivoxil Chemical Properties,Usage,Production

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.

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.

Chemical Properties

Off-White Powder

Originator

Meiji Seika (Japan)

Uses

Cefditoren Pivoxil is an antibacterial and is a third generation cephalosporin.

Uses

An antibacterial. Third generation cephalosporin

Uses

antidepressant

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%
C_{max 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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View Lastest Price from Cefditoren pivoxil manufacturers

Hebei Zhanyao Biotechnology Co. Ltd

Product: Cefditoren pivoxil 117467-28-4
Price: US $10.00/Kg/Bag
Min. Order: 1Kg/Bag
Purity: 99%
Supply Ability: 20 Tons
Release date: 2021-11-12

Zhuozhou Wenxi import and Export Co., Ltd

Product: Cefditoren pivoxil 117467-28-4
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-09

Zhuozhou Wenxi import and Export Co., Ltd

Product: Cefditoren pivoxil 117467-28-4
Price: US $32.00/KG
Min. Order: 1KG
Purity: 99%，HPLC
Supply Ability: 100kg
Release date: 2020-09-10

117467-28-4, Cefditoren pivoxilRelated Search:

Ceftezole (6R,7R) Cefotetan disodium Flomoxef Sulbactam pivoxil Cefditoren Cefazedone Cefoxitin Ceftezole sodium Cefoxitin sodium Cefovecin Sodium Methyl N,N-dimethylaminoacrylate (6R,7R)-7-Amino-8-oxo-3-(1-propenyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 7-AVCA Cefditoren pivoxil Cefetamet pivoxyl Cefdinir 4-Methyl-5-vinylthiazole

(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

Meiac

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

Spectracef

CEFDITOREN

CEFDITOREN PIVALOYLOXYMETHYL ESTER

CEFDITOREN PIVOXIL

CefditorenPivoxil,ME-1207,Meiact

toubaotuolunzhi

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

CEFDITORIN PIVOXIL

(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

toubaotuolkunzhi

CEFDITOREN PIVOXYL;CEFDITOREN PIVALOYLOXYMETHYL ESTER;ME 1207

Cefditoren Pivoxil &gt

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)

Cefditoren Pivoxil (1097590)

4-Dihydroxy-5-methoxybenzoic acid

Cefditoren Pivoxil CRS

Cefthoram pipivoxil

Ceftoram pipivoxil

117467-28-4

C25H28N6O7S3

CYMBALTA

Intermediates & Fine Chemicals

Pharmaceuticals

Sulfur & Selenium Compounds

Cefditoren

117467-28-4