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
- Molecular Weight:
- 405.42
- MDL Number:
- MFCD00056878
- MOL File:
- 3577-01-3.mol
- MSDS File:
- SDS
| 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 |
| FDA UNII | HD2D469W6U |
cefaloglycin Chemical Properties,Uses,Production
Originator
Kefglycin,Shionogi,Japan,1969
Uses
Antibacterial.
Uses
Cefaloglycin is a first-generation cephalosporin antibiotic.
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
cefaloglycin Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Shaanxi Dideu Medichem Co. Ltd | +86-029-89586680 +86-18192503167 | 1026@dideu.com | China | 9126 | 58 |
| Dideu Industries Group Limited | +86-29-89586680 +86-15129568250 | 1026@dideu.com | China | 27945 | 58 |
| BOC Sciences | 16314854226; +16314854226 | inquiry@bocsci.com | United States | 19743 | 58 |
| Hangzhou MolCore BioPharmatech Co.,Ltd. | +86-057181025280; +8617767106207 | sales@molcore.com | China | 49739 | 58 |
| Beijing HuaMeiHuLiBiological Chemical | 010-56205725 | waley188@sohu.com | China | 12338 | 58 |
| Shanghai Han-Xiang Chemical Co., Ltd. | 15971444841 | amber@biochempartner.com | China | 3063 | 58 |
| Hangzhou changru chemical co., ltd | 18453016280 | 534091519@qq.com | China | 101 | 58 |
| Energy Chemical | 021-58432009 400-005-6266 | marketing@energy-chemical.com | China | 44941 | 58 |
| Changzhou Furuisi Biotechnology Co., Ltd | 0519-85524369 | 3477467573@qq.com | China | 8618 | 58 |
| Zhejiang Huida Biotech Co., LTD | 0571-0571-89903882 15990081639 | sunshixuan@huidabiotech.com | China | 3705 | 58 |
View Lastest Price from cefaloglycin manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2021-07-01 | cefaloglycin USP/EP/BP
3577-01-3
|
US $1.10 / g | 1g | 99.9% | 100 Tons Min | Dideu Industries Group Limited |
-
- cefaloglycin USP/EP/BP
3577-01-3
- US $1.10 / g
- 99.9%
- Dideu Industries Group Limited