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cefaloglycin

Product Name
cefaloglycin
CAS No.
3577-01-3
Chemical Name
cefaloglycin
Synonyms
Kafocin;Kefglycin;Lilly-39435;cefaloglycin;Cephaloglycin;Cefaloglycine;Cephaloglycin(anhydrous);FUBBGQLTSCSAON-PBFPGSCMSA-N;(6R,7R)-7-[(R)-2-Amino-2-phenylacetylamino]-3-(acetoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;(6R,7R)-3-(acetyloxymethyl)-7-[[(2R)-2-amino-2-phenylacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
CBNumber
CB8926010
Molecular Formula
C18H19N3O6S
Formula Weight
405.42
MOL File
3577-01-3.mol
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cefaloglycin Property

Melting point:
236.5°C (rough estimate)
Boiling point:
217.4°C (rough estimate)
Density 
1.3328 (rough estimate)
refractive index 
1.6390 (estimate)
storage temp. 
2-8°C
solubility 
Aqueous Acid (Slightly), Methanol (Slightly, Heated)
form 
Solid
pka
pKa 1.71(H2O t=25±2 I=0.1 ) (Uncertain);7.29(H2O t=25±2 I=0.1 ) (Uncertain)
color 
White to Pale Brown
Water Solubility 
10.5g/L(25 ºC)
Stability:
Hygroscopic, Moisture Sensitive, Temperature Sensitive
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Safety

Hazard Codes 
Xn
Risk Statements 
42/43
Safety Statements 
36
Hazardous Substances Data
3577-01-3(Hazardous Substances Data)
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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

TRC
Product number
C258000
Product name
Cephaloglycin
Packaging
50mg
Price
$175
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0001931
Product name
CEPHALOGLYCIN
Purity
95.00%
Packaging
500MG
Price
$1358.28
Updated
2021/12/16
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cefaloglycin Chemical Properties,Usage,Production

Originator

Kefglycin,Shionogi,Japan,1969

Uses

Cefaloglycin is a first-generation cephalosporin antibiotic.

Uses

Antibacterial.

Definition

ChEBI: A cephalosporin antibiotic containing at the 7beta-position of the cephem skeleton an (R)-amino(phenyl)acetamido group.

Manufacturing Process

dl-Phenylglycine is resolved in a conventional manner by reaction with cinchonine, fractional crystallization of the resulting diastereoisomers, and acidification to release the phenylglycine enantiomorphs. D-phenylglycine, thus prepared, is reacted with carbobenzoxy chloride in a conventional manner to produce N-carbobenzoxy-D-phenylglycine.
A 0.60 g portion of N-carbobenzoxy-D-phenylglycine is dissolved in 10 ml of dry tetrahydrofuran. The solution is cooled in an ice-salt bath, and to it is added 0.29 ml of triethylamine with stirring over a period of 10 minutes, followed by 0.29 ml of isobutyl chloroformate, after which stirring is continued for 10 minutes at -5°C. During this time, 0.57 g of 7-aminocephalosporanic acid and 0.29 ml of triethylamine are dissolved in 5 ml of tetrahydrofuran and 5 ml of water, and the solution is centrifuged to remove a dark sludge. The clarified solution is cooled in ice and slowly added to the reaction mixture, and stirring is continued in the ice bath for 0.5 hour, followed by one hour at room temperature.
The reaction product mixture is a homogenous solution having a pH of about 6. It is evaporated under vacuum to a semisolid residue. To the residue are added 35 ml of water and a few drops of triethylamine to raise the pH to 8. The aqueous solution obtained thereby is extracted successively with 50 ml and 35 ml portions of ethyl acetate, the pH being adjusted to 2 at each extraction with hydrochloric acid. The extracts are combined, filtered, dried over sodium sulfate, stripped of solvent, and evaporated under vacuum. The product is 7-(N-carbobenzoxy-D-α-aminophenylacetamido)cephalosporanic acid in the form of a yellow-white amorphous solid weighing 1.10 g.
Of this material 1.0 g is dissolved in 150 ml of warm 95% ethyl alcohol. To the solution is added 1.0 g of 5% palladium on carbon catalyst, and the mixture is hydrogenated at room temperature and atmospheric pressure by bubbling hydrogen into it for 3 hours with stirring. The hydrogenation product is filtered. The solid phase, comprising the catalyst and the desired product, is suspended in ethyl acetate and water and adjusted to pH 2 with hydrochloric acid. The suspension is filtered to remove the catalyst. The aqueous phase is separated from the filtrate, and is evaporated under vacuum to recover the desired product, 7-(D-α-aminophenylacetamido)cephalosporanicacid.

brand name

Kafocin (Lilly).

Therapeutic Function

Antibacterial

cefaloglycin Preparation Products And Raw materials

Raw materials

Preparation Products

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cefaloglycin Suppliers

BOC Sciences
Tel
16314854226; +16314854226
Email
inquiry@bocsci.com
Country
United States
ProdList
19741
Advantage
58
United States Biological
Tel
--
Fax
--
Email
chemicals@usbio.net
Country
United States
ProdList
6214
Advantage
80
MedChemExpress
Tel
--
Fax
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Email
sales@medchemexpress.com
Country
United States
ProdList
6398
Advantage
58
Riedel-de Haen AG
Tel
--
Fax
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Country
United States
ProdList
6773
Advantage
87
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View Lastest Price from cefaloglycin manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
Cefaloglycine 3577-01-3
Price
US $1.00/Kg
Min. Order
1Kg
Purity
98%
Supply Ability
20T
Release date
2024-07-24

3577-01-3, cefaloglycin Related Search:


  • (6R,7R)-7-[(R)-2-Amino-2-phenylacetylamino]-3-(acetoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • Cephaloglycin(anhydrous)
  • Kafocin
  • Kefglycin
  • Lilly-39435
  • (6R,7R)-3-(acetoxymethyl)-7-[[(2R)-2-amino-2-phenyl-acetyl]amino]-8-keto-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • (6R,7R)-3-(acetyloxymethyl)-7-[[(2R)-2-amino-2-phenylacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • (6R,7R)-3-(acetyloxymethyl)-7-[[(2R)-2-azanyl-2-phenyl-ethanoyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • Cefaloglycine
  • cefaloglycin
  • Cephaloglycin
  • FUBBGQLTSCSAON-PBFPGSCMSA-N
  • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-7-[[(2R)-2-amino-2-phenylacetyl]amino]-8-oxo-, (6R,7R)-
  • 3577-01-3
  • 357-71-3