ChemicalBook--->CAS DataBase List--->4564-87-8

4564-87-8

4564-87-8 Structure

4564-87-8 Structure
IdentificationBack Directory
[Name]

carbomycin
[CAS]

4564-87-8
[Synonyms]

M 4209
Nsc51001
NSC 55924
MagnaMycin
carbomycin
Aids012086
Aids-012086
Magnamycin a
CarboMycin A
DeltaMycin A4
Carbomycin DISCONTINUED
(12S,13S)-9-Deoxy-12,13-epoxy-12,13-dihydro-9-oxoleucoMycin V 3-Acetate 4B-(3-Methylbutanoate)
Leucomycin V, 9-deoxy-12,13-epoxy-12,13-dihydro-9-oxo-, 3-acetate 4B-(3-methylbutanoate), (12S,13S)-
3-Methyl-butyric acid 6-{[(Z)-7-acetoxy-8-methoxy-3,12-dimethyl-5,13-dioxo-10-(2-oxo-ethyl)-4,17-dioxa-bicyclo[14.1.0]heptadec-14-en-9-yloxy]-dimethylamino-hydroxy-methyl-tetrahydro-pyran-3-yloxy}-4-hydroxy-2,4-dimethyl-tetrahydro-pyran-3-yl ester
[Molecular Formula]

C42H67NO16
[MDL Number]

MFCD01716264
[MOL File]

4564-87-8.mol
[Molecular Weight]

841.982
Chemical PropertiesBack Directory
[Definition]

An antibiotic isolated from products of Strepto- myces halstedii when grown in suitable media by the deep-culture method. It inhibits growth of certain gram-positive bacteria such as staphylo- cocci, pneumococci, and hemolytic streptococci.
[Melting point ]

214°
[alpha ]

D25 -58.6° (chloroform)
[Boiling point ]

769.45°C (rough estimate)
[density ]

1.1761 (rough estimate)
[refractive index ]

1.6220 (estimate)
[pka]

pKb 7.2(at 25℃)
Hazard InformationBack Directory
[Uses]

Sixteen-membered-ring macrolite antibiotic complex similar to Leucomycin and Erythromycin, produced by Stroptomyces halstedii.
[Brand name]

Magnamycin (Pfizer).
[Originator]

Magnamycin,Pfizer,US,1953
[Manufacturing Process]

A selected strain of Streptomyces halstedii was cultivated in an aqueous nutrient medium under aerobic conditions and the resulting broth containing carbomycin antibiotics was filtered. The solutions was extracted twice at pH 6.5 with one-quarter volume of methyl isobutyl ketone. The combined extracts were concentrated to one-tenth volume under vacuum, and the antibiotics were extracted into water adjusted to a pH of about 2 with sulfuric acid. After adjusting the separated aqueous solution to pH 6.5, the antibiotic was extracted into benzene and the solution was concentrated to a small volume. Addition of hexane resulted in the separation of a solid product containing the benzene complexes of carbomycin A and carbomycin B, present in the fermentation broth.
[Therapeutic Function]

Antibiotic
Safety DataBack Directory
[Safety Profile]

Poison by subcutaneous route. Moderately toxic by intravenous and intramuscular routes. When heated to decomposition it emits toxic fumes of NOx.
[Toxicity]

LD50 i.v. in mice: 550 mg/kg (Tanner)
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