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Cefdinir

CAS No.
91832-40-5
Chemical Name:
Cefdinir
Synonyms
Omnicef;Cefzon;CFDN;Omnice;FK-482;CI 983;Novacef;CEFDINIR;cefdinyl;bmy28488
CBNumber:
CB7483101
Molecular Formula:
C14H13N5O5S2
Molecular Weight:
395.41
MDL Number:
MFCD00865030
MOL File:
91832-40-5.mol
Last updated:2024-04-24 17:21:45

Cefdinir Properties

Melting point >180°C dec.
Density 1.89±0.1 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,2-8°C
solubility dilute HCl: slightly soluble
pka 9.70(at 25℃)
form solid
color Pale Yellow to Light Yellow
Water Solubility Soluble in water
λmax 295nm(DMSO)(lit.)
Merck 14,1920
BCS Class 4
InChIKey RTXOFQZKPXMALH-GHXIOONMSA-N
SMILES N12[C@@]([H])([C@H](NC(/C(/C3=CSC(N)=N3)=N\O)=O)C1=O)SCC(C=C)=C2C(O)=O
CAS DataBase Reference 91832-40-5(CAS DataBase Reference)
FDA UNII CI0FAO63WC
ATC code J01DD15

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS08
Signal word  Danger
Hazard statements  H317-H334
Precautionary statements  P261-P272-P280-P284-P302+P352+P333+P313+P363-P304+P340+P342+P311-P501
WGK Germany  3
RTECS  XI0367250
HS Code  2941906000
Toxicity LD50 orl-rat: >5600 mg/kg IYKEDH 23,93,1992
NFPA 704
0
2 0

Cefdinir price More Price(29)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich C7118 Cefdinir ≥95% (HPLC) 91832-40-5 1g $160 2023-06-20 Buy
TCI Chemical C3111 Cefdinir >97.0%(HPLC)(T) 91832-40-5 1g $105 2024-03-01 Buy
TCI Chemical C3111 Cefdinir >97.0%(HPLC)(T) 91832-40-5 5g $263 2024-03-01 Buy
Alfa Aesar J66447 Cefdinir, 95% 91832-40-5 1g $136 2024-03-01 Buy
Alfa Aesar J66447 Cefdinir, 95% 91832-40-5 5g $415.65 2024-03-01 Buy
Product number Packaging Price Buy
C7118 1g $160 Buy
C3111 1g $105 Buy
C3111 5g $263 Buy
J66447 1g $136 Buy
J66447 5g $415.65 Buy

Cefdinir Chemical Properties,Uses,Production

Brand Name(s) in US

Omnicef

Description

Cefdinir is a cephalosporin antibiotic. It is active against numerous Gram-positive and Gram-negative bacteria, including β-lactamase-producing E. coli, K. oxytoca, K. pneumoniae, and P. aeruginosa clinical isolates (MICs = 0.25-16 μg/ml). Cefdinir is protective against sepsis induced by strains of S. aureus or H. influenzae in mice with 50% protective dose (PD50) values of 2.7-35 and 3.1-5.8 mg/kg, respectively. Formulations containing cefdinir have been used in the treatment of Gram-positive and Gram-negative infections.

Description

Cefdinir is an orally active, beta-lactamase stable cephalosporin with a broad spectrum of activity. Compared to other oral cephalosporins, cefdinir is more potent against Gram-positive bacteria, especially Staphylococci. Its activity against Gram-negative bacteria such as E.coli,K. pneumoniae and P.mirabilis is similar to cefixime, but superior to cefaclor and cephalexin.

Chemical Properties

Pale Yellow Solid

Originator

Fujisawa (Japan)

Uses

A broad spectrum antibiotic targeting both Gram-positive and Gram-negative pathogens

Uses

antihypertensive, ACE inhibitor

Uses

A Cephalosporin antibiotic structurally similar to Cefixime

Definition

ChEBI: A cephalosporin compound having 7beta-2-(2-amino-thiazol-4-yl)-2-[(Z)-hydroxyimino]-acetylamino- and 3-vinyl side groups.

Manufacturing Process

By interaction of 7-amino-8-oxo-3-vinyl-5-thia-1-azabicyclo(4.2.0)oct-2-ene- 2-carboxylic acid 4-methoxyphenyl ester with 4-bromoacetyl bromide was prepared 7-(4-bromo-3-oxo-butyrylamino)-8-oxo-3-vinyl-5-thia-1-azabicyclo (4.2.0)oct-2-ene-2-carboxylic acid 4-methoxyphenyl ester. The active methylene group in that product was then nitrosated with sodium nitrite. The initial product spontaneously tautomerizes to afford 7-(4-bromo-2- hydroxyimino-3-oxo-butyrylamino)-8-oxo-3-vinyl-5-thia-1-azabicyclo(4.2.0) oct-2-ene-2-carboxylic acid 4-methoxyphenyl ester. By the reaction of that compound with thiourea and then with trifluoroacetic acid was obtained (6R,7R)-7-(2-(2-amino-4-thiazolyl)glyoxylamido)-8-oxo-3-vinyl-5-thia-1- azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid sodium nitrite, (Z)-oxime (Cefdinir sodium nitrile).
In practice it is usually used as free acid.
Synthesis of 7β-[2-(2-aminothiazol-4-yl)-2-(Z)-(trytiloxyimino)acetamido]-3- vinyl-3-cephem-4-carboxylic acid x p-toluenesulfonic acid x 2 N,N-dimethylacetamide (the precursor of Cefdinir) was described in Patent US 6,093,814.

brand name

Cefzon

Therapeutic Function

Antibiotic

Antimicrobial activity

An oral cephalosporin similar in structure to cefixime, but with a slightly modified side chain at the 7-amino position. Activity is similar to that of cefixime, but it is more active, especially against staphylococci. It is not hydrolyzed by staphylococcal or the common plasmid-mediated enterobacterial β-lactamases. An enhancing effect on phagocytosis has been demonstrated in vitro.
Oral absorption is about 35%. A 200 mg oral dose achieves a plasma concentration of 1 mg/L after c. 3 h. Absorption is reduced after a fatty meal. Concentrations equal to or higher than corresponding plasma levels were present in blister fluid 6–12 h after administration of an oral dose. The plasma halflife is 1.5 h. Protein binding is 60–70%. A total of 12–20% of the dose was excreted in the urine within 12 h, the renal elimination declining with increasing dose. The elimination half-life and peak plasma concentration are increased in renal failure. About 60% of the drug is removed by hemodialysis.
Side effects and uses are those common to oral cephalosporins.

Safety Profile

Moderately toxic by ingestion andintravenous routes. Low toxicity by intraperitoneal andsubcutaneous routes. Experimental reproductive effects.When heated to decomposition it emits toxic vapors ofNOx and SOx.

79349-82-9
143183-03-3
91832-40-5
Synthesis of Cefdinir from 7-AVCA and (Benzothiazol-2-yl)-(Z)-2-trityloxyimino-2-(2-aminothiazole-4-yl)-thioacetate
Global( 472)Suppliers
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Shenzhen Excellent Biomedical Technology Co.,Ltd.
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18631714998 sales@czwytech.com CHINA 906 58
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18627774460 faith@widelychemical.com CHINA 742 58

View Lastest Price from Cefdinir manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Cefdinir pictures 2024-04-24 Cefdinir
91832-40-5
US $6.00 / KG 1KG More than 99% 2000KG/MONTH Hebei Saisier Technology Co., LTD
Cefdinir pictures 2024-04-10 Cefdinir
91832-40-5
US $0.00-0.00 / mg 10mg 90%+ 10g Guangzhou PI PI BIOTECH INC
Cefdinir pictures 2024-04-09 Cefdinir
91832-40-5
US $0.00 / Kg 1Kg 99% 10kg Shaanxi TNJONE Pharmaceutical Co., Ltd
  • Cefdinir pictures
  • Cefdinir
    91832-40-5
  • US $6.00 / KG
  • More than 99%
  • Hebei Saisier Technology Co., LTD
  • Cefdinir pictures
  • Cefdinir
    91832-40-5
  • US $0.00-0.00 / mg
  • 90%+
  • Guangzhou PI PI BIOTECH INC
  • Cefdinir pictures
  • Cefdinir
    91832-40-5
  • US $0.00 / Kg
  • 99%
  • Shaanxi TNJONE Pharmaceutical Co., Ltd
(6r-(6-alpha,7-beta(z)))-)(hydroxyiminoacetyl)amino)-3-ethenyl-8-oxo bmy28488 cefdinyl 8-[2-(2-amino-1,3-thiazol-4-yl)-1-hydroxy-2-nitroso-ethenyl]amino-4-ethenyl-7-oxo-2-thia-6-azabicyclo[4.2.0]oct-4-ene-5-carboxylicacid 7-[2-(2-AMINOTHIAZOL-4-YL)-2-HYDROXYIMINOACETYLAMINO]-8-OXO-3-VINYL-5-THIA-1-AZA-BICYCLO[4.2.0]OCT-2 (6R,7R)-7-[[(2Z)-(2-Amino-4-thiazolyl)(hydroxyimino)acetyl]amino]-3-ethenyl-8-oxo--5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid FK-482 Omnice CEFDIRNIR 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2-amino-4-thiazolyl)(hydroxyimino)acetyl]amino]-3-ethenyl-8-oxo-, [6R-[6a,7b(Z)]]- CEFDINIR PD 134393 [6R-[6α-7beta(Z)]]-7-[[(2-Amino-4-thiazolyl)(hydroxyimino)acetyl]amino]-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid syn-7-[2-(2-amino-4-thiazolyl)-2-hydroxyiminoacetamido]-3-vinyl-3-cephem-4-carboxylic acid Cefdinir, >=97% Cefdinir API Novacef 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2Z)-(2-amino-4-thiazolyl)(hydroxyimino)acetyl]amino]-3-ethenyl-8-oxo-, (6R,7R)- CFDN CI 983 BMY-28488, FK-482, syn-7-[2-(2-amino-4-thiazolyl)-2-hydroxyiminoacetamido]-3-vinyl-3-cephem-4-carboxylic acid, [6R-[6α-7beta(Z)]]-7-[[(2-Amino-4-thiazolyl)(hydroxyimino)acetyl]amino]-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid [6R-[6α,7β(Z)]]_7-[[(2-Amino-4-thiazolyl)(hydroxyimino)acetyl]amino]-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (6R,7R)-7-[[2-(2-amino-1,3-thiazol-4-yl)-2-hydroxyimino-acetyl]amino]-3-ethenyl-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-(((2-amino-4-thiazolyl)(hydroxyimino acetyl)amino)-3-ethenyl-8-oxo-, (6R-(6-alpha,7-beta(Z)))- (6R,7R)-3-Vinyl-7-[(2-amino-4-thiazolyl)[(Z)-hydroxyimino]acetylamino]-8-oxo-5-thia-1-azabicyclo[4.2.0]octa-2-ene-2-carboxylic acid (6R,7R)-7α-[[(2-Amino-4-thiazolyl)[(Z)-hydroxyimino]acetyl]amino]-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid Cefdinir (200 mg) Cefdinir (300 mg) (6R,7R)-7-[(2Z)-2-(2-aMino-1,3-thiazol-4-yl)-2-(N-hydroxyiMino)acetaMido]-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (6R,7R)-7-[[(2Z)-2-(2-amino-4-thiazolyl)-2-(hydroxyimino)acetyl]amino]-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (6R,7R)-7-[[(2Z)-2-(2-amino-4-thiazolyl)-2-hydroxyimino-1-oxoethyl]amino]-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid Cefdinir > Cefdinir Cefdinir 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2Z)-2-(2-amino-4-thiazolyl)-2-(hydroxyimino)acetyl]amino]-3-ethenyl-8-oxo-, (6R,7R)- (6R,7R)-7-((Z)-2-(2-Aminothiazol-4-yl)-2-(hydroxyimino)acetamido)-8-oxo-3-vinyl-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid Cefdinir USP/EP/BP Cefdinir (Unlabelled) Cefdinir (FK-482 Cefdinir 15N2,13CQ: What is Cefdinir 15N2,13C Q: What is the CAS Number of Cefdinir 15N2,13C Q: What is the storage condition of Cefdinir 15N2,13C Q: What are the applications of Cefdinir 15N2,13C CefdinirQ: What is Cefdinir Q: What is the CAS Number of Cefdinir Q: What is the storage condition of Cefdinir Q: What are the applications of Cefdinir TIANFUCHEM--91832-40-5--High purity Cefdinir factory price Cefdinir (1097614) Omnicef To cephalosporin, Cefzon cefdinil Cefdinib 91832-40-5 1832-40-5 C14H13N5O5S2 cephalosporins Chiral Reagents ACEON Miscellaneous Biochemicals Intermediates & Fine Chemicals Pharmaceuticals Sulfur & Selenium Compounds