cephaloglycin

Description

cephaloglycin · CAS 3577-01-3 · C18H19N3O6S. UNII HD2D469W6U. Melting Point: 237; Melting Point: 237 °C; Solubility: 154.

Identification

CAS Registry Number	3577-01-3
PubChem CID	19150
Molecular formula	C18H19N3O6S
IUPAC name	(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
UNII (FDA)	HD2D469W6U

Computed Descriptors

Molecular Weight	405.4
XLogP3	-3
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	7
Exact Mass	405.09945651
Monoisotopic Mass	405.09945651
Topological Polar Surface Area	164
Heavy Atom Count	28
Formal Charge	0

Physical & Chemical Properties

Melting Point	237
Melting Point	237 °C
Solubility	154
Solubility	1.48e-01 g/L
LogP	-0.3

Physical description & handling notes

• Solid
• SLIGHTLY SOL IN WATER; PRACTICALLY INSOL IN MOST ORGANIC SOLVENTS /DIHYDRATE/
• When heated to decomposition it emits toxic fumes of sulfoxides and nitroxides.
• MP: 223-250 °C, DECOMP; MAX ABSORPTION (2% DIMETHYLFORMAMIDE): 258 NM (E= 166, 1%, 1 CM) /DIHYDRATE/
• ISOELECTRIC POINT & PH OF MAX STABILITY: 4.5 /DIHYDRATE/
• CRYSTALLINE POWDER /DIHYDRATE/

GHS Hazard Classification

Reported hazard statements	H317 (100%), H334 (100%)

Documented Uses

• Antibiotic substance produced along with penicillin N by a Cepahlosporium sp. cultivated from sea water near a sewage outlet on the coast of Sardinia.
• 7-AMINOCEPHALOSPORANIC ACID, PREPD FROM NATURAL ANTIBIOTIC CEPHALOSPORIN C BY EITHER PROTONCATALYZED OR ENZYMATIC HYDROLYSIS, IS ACYLATED WITH 2-PHENYLGLYCINE IN APPROPRIATE DEHYDRATING ENVIRONMENT. /DIHYDRATE/
• For treatment of severe infections caused by susceptible bacteria.
• ...BECAUSE CEPHALOGLYCIN IS CONCENTRATED IN URINE, IT MAY BE EFFECTIVE IN TREATMENT OF URINARY TRACT INFECTIONS... /DIHYDRATE/
• MOST OF CEPHALOGLYCIN...IS EXCRETED IN URINE AS DEACETYLCEPHALOGLYCIN, AN ANTIMICROBIALLY ACTIVE METABOLITE. URINARY CONCN OF METABOLITE AVG 350 UG/ML OVER 8-HR PERIOD FOLLOWING ADMIN OF 500 MG OF CEPHALOGLYCIN; THIS IS SUFFICIENT TO INHIBIT MOST STRAINS OF E COLI, MIRABILIS, & KLEBSIELLA-ENTEROBACTER (AEROBACTER) GROUP.
• ITS IN VITRO SPECTRUM IS SIMILAR TO THAT OF OTHER CEPHALOSPORINS...& INCL MANY PATHOGENS THAT INFECT URINARY TRACT (EG, ESCHERICHIA COLI, CERTAIN SPECIES OF KLEBSIELLA, STAPHYLOCOCCUS AUREUS). /DIHYDRATE/

Synonyms

Cefaloglycin; CEPHALOGLYCIN; Cephaloglycine; Kafocin; 3577-01-3; Cephaloglycin anhydrous; D-Cephaloglycine; Cephaoglycin acid; Cefaloglycine; Kefglycin; Cefaloglicina; Cefaloglycinum; D-(-)-Cephaloglycin; Lilly 39435; Cefaloglycin dihydrate; 7-(D-alpha-Aminophenyl-acetamido)cephalosporanic acid

Frequently Asked Questions

What are the CAS number and molecular formula of cephaloglycin?

CAS 3577-01-3; molecular formula C18H19N3O6S; molecular weight — g/mol.

What other names is cephaloglycin known by?

Cefaloglycin, CEPHALOGLYCIN, Cephaloglycine, Kafocin, 3577-01-3, Cephaloglycin anhydrous.

Is cephaloglycin classified as hazardous?

Hazard statements reported: H317, H334.

What are the key physical properties of cephaloglycin?

Melting Point: 237; Melting Point: 237 °C; Solubility: 154; Solubility: 1.48e-01 g/L.

Facts on this page are taken from PubChem (US National Library of Medicine) and Wikidata. Grade-specific data — assay, moisture, particle size, packaging, shelf life — is issued per batch on the COA and is not published here.