ChemicalBook > CAS DataBase List > Cefazedone

Cefazedone

Product Name
Cefazedone
CAS No.
56187-47-4
Chemical Name
Cefazedone
Synonyms
cefazedone;REFOSPORIN;Refosporen;Cefoxitone;Ceftazidone;Cefazedone acid;(6r-trans)--8-oxo;CEFAZEDONE SODIUM;Cefazedone USP/EP/BP;(6R-trans)-Cefazedone
CBNumber
CB7227198
Molecular Formula
C18H15Cl2N5O5S3
Formula Weight
548.44
MOL File
56187-47-4.mol
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Cefazedone Property

Melting point:
157 - 160°C
Density 
1.78±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMSO (Slightly), Methanol (Slightly)
pka
2.61±0.50(Predicted)
form 
Solid
color 
White to Off-White
CAS DataBase Reference
56187-47-4(CAS DataBase Reference)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H361Suspected of damaging fertility or the unborn child

H372Causes damage to organs through prolonged or repeated exposure

H412Harmful to aquatic life with long lasting effects

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P273Avoid release to the environment.

P281Use personal protective equipment as required.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P308+P313IF exposed or concerned: Get medical advice/attention.

P314Get medical advice/attention if you feel unwell.

P330Rinse mouth.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TRC
Product number
C241500
Product name
Cefazedone
Packaging
10mg
Price
$145
Updated
2021/12/16
Usbiological
Product number
005849
Product name
Cefazedone
Packaging
10mg
Price
$418
Updated
2021/12/16
Biosynth Carbosynth
Product number
FC19847
Product name
Cefazedone
Packaging
2g
Price
$80
Updated
2021/12/16
ChemScene
Product number
CS-0079538
Product name
Cefazedone
Purity
≥98.0%
Packaging
25mg
Price
$85
Updated
2021/12/16
Biosynth Carbosynth
Product number
FC19847
Product name
Cefazedone
Packaging
5G
Price
$140
Updated
2021/12/16
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Cefazedone Chemical Properties,Usage,Production

Originator

Cefazedone Sodium,Arocor Holdings Inc.

Uses

Semi-synthetic cephalosporin antibiotic. Antibacterial.

Definition

ChEBI: A cephalosporin compound having [(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl and [(3,5-dichloro-4-oxopyridin-1(4H)-yl)acetamido side-groups.

Manufacturing Process

A solution of 1 eq. of the tert-butyl ester of 7-aminocephalosporanic acid and 1 eq. of dicyclohexylcarbodiimide in 100 ml of methylene chloride/DMF (1:1) is cooled to 0°C. The mixture is combined with 1 eq. of 3,5-dichloro-4- pyridone-1-acetic acid; after 5 min the ice bath is removed and the mixture agitated for another 30 min at 25°C. The thus-formed urea is filtered off and the filtrate filtered over silica gel (eluent: ethyl acetate/1% methanol). The solvent is concentrated by evaporation, and the thus-obtained tert-butyl ester of 7-(3,5-dichloro-1,4-dihydro-4-oxo-1-pyridylacetamido)cephalosporanic acid is crystallized from ether.
1 eq. of the tert-butyl ester is dissolved in 30 ml of trifluoroacetic acid. After 30 minutes, the solution is evaporated and the thus-produced 7-(3,5-dichloro- 1,4-dihydro-4-oxo-1-pyridylacetamido)cephalosporanic acid crystallized from ether.
1 eq. of the obtained 7-(3,5-dichloro-1,4-dihydro-4-oxo-1-pyridylacetamido) cephalosporanic acid is dissolved in 60 ml of saturated aqueous sodium bicarbonate solution at a pH of below 7 and combined with 1 eq. of 5-methyl- 1,3,4-thiadiazole-2-thiol in 20 ml of acetone. The reaction solution is agitated for 2 hours at 80°C and at a pH of 6.3 under a nitrogen atmosphere. The acetone is thereupon removed, the solution is washed with ether and acidified to pH 2. The thus-obtained 3-(1-methyltetrazolyl-5-mercaptomethyl)-7-(3,5- dichloro-1,4-dihydro-4-oxo-1-pyridylacetamido)-3-cephem-4-carboxylic acid is filtered off and dried. IR spectrum confirmed the structure of cefazedone.
In practice it is usually used as sodium salt.

Therapeutic Function

Antibiotic

Cefazedone Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Cefazedone manufacturers

HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Product
CEFAZEDONE SODIUM 56187-47-4
Price
US $999.00-666.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000
Release date
2024-08-13
Zhuozhou Wenxi import and Export Co., Ltd
Product
Cefazedone 56187-47-4
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-06-26
Shaanxi Dideu Medichem Co. Ltd
Product
Cefazedone 56187-47-4
Price
US $0.00-0.00/Kg
Min. Order
1KG
Purity
99.0%
Supply Ability
500 MT
Release date
2020-05-25

56187-47-4, CefazedoneRelated Search:


  • (6R,7R)-7-[[2-(3,5-Dichloro-4-oxo-1(4H)-pyridinyl)acetyl]aMino]-3-[[(5-Methyl-1,3,4- thiadiazol-2-yl)thio]Methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid
  • (6R-trans)-Cefazedone
  • Cefazedone acid
  • (6R,7R)-7-[[2-(3,5-dichloro-4-oxopyridin-1-yl)acetyl]amino]-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-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-(3,5-dichloro-4-oxo-1(4H)-pyridinyl)acetyl]amino]-3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-, (6R,7R)-
  • (6r-trans)--8-oxo
  • 1(4h)-pyridinyl)acetyl)amino)-3-(((5-methyl-1,3,4-thiadiazol-2-yl)thio)methyl)
  • 7-(((3,5-dichloro-4-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylicaci
  • cefazedone
  • Ceftazidone
  • REFOSPORIN
  • SODIUM-7-[3,5-DICHLORO-4-DIHYDROPYRIDYLACETYLAMINO]-3-[[(5-METHYL-1,3,4-THIADIAZOLYL)-THIO]METHYL]-3-CEPHEM-4-CARBOXYLATE
  • CEFAZEDONE SODIUM
  • REFOSPORIN[SODIUM-7-[3,5-DICHLORO-4-DIHYDROPYRIDYLACETYLAMINO]-3-[[(5-METHYL-1,3,4-THIADIAZOLYL)-THIO]METHYL]-3-CEPHEM-4-CARBOXYLATE]
  • (6R,7R)-7-[(3,5-Dichloro-4-oxo-1(4H)-pyridyl)acetylamino]-3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]octan-2-ene-2-carboxylic acid
  • (6R,7R)-7-[2-(3,5-Dichloro-4-oxo-1(4H)-pyridyl)acetylamino]-3-[(5-methyl-1,3,4-thiadiazol-2-yl)thiomethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • Refosporen
  • (6R,7R)-7-(2-(3,5-Dichloro-4-oxo-1(4H)-pyridyl)acetamido)-3-(((5-methyl-1,3,4-thiadiazol-2-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • Cefoxitone
  • (6R,7R)-7-(2-(3,5-dichloro-4-oxopyridin-1(4H)-yl)acetamido)-3-(((5-methyl-1,3,4-thiadiazol-2-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • Cefazedone USP/EP/BP
  • 3,5-Dichloro-4-hydroxypyridine,Cefazedone
  • (6R,7R)-7-(2-(3,5-Dichloro-4-oxopyridin-1(4H)-yl)acetamido)-3-(((5-methyl-1,3,4-thiadiazol-2-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (Cefazedone Impurity)
  • 56187-47-4
  • C18H19Cl2N5O5S3
  • C18H15Cl2N5O5S3
  • C18H14N5O5Cl2NaS3
  • Bases & Related Reagents
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Nucleotides
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  • Sulfur & Selenium Compounds