Basic information Safety Supplier Related

DISTAMYCIN A HYDROCHLORIDE

Basic information Safety Supplier Related

DISTAMYCIN A HYDROCHLORIDE Basic information

Product Name:
DISTAMYCIN A HYDROCHLORIDE
Synonyms:
  • 1H-Pyrrole-2-carboxaMide,N-[5-[[(3-aMino-3-iMinopropyl)aMino]carbonyl]-1-Methyl-1H-pyrrol-3-yl]-4-[[[4-(forMylaMino)-1-Methyl-1H-pyrrol-2-yl]carbonyl]aMino]-1-Methyl-,hydrochloride (1:1)
  • N-[5-[[(3-amino-3-iminopropyl)amino]carbonyl]-1-methyl-1H-pyrrol-3-yl]-4-[[[4-(formylamino)-1-me
  • distamycin A hydrochloride from*streptomyces dist
  • N-[5-[[(3-amino-3-iminopropyl)amino]carbonyl]-1-methyl-1H-pyrrol-3-yl]-4-[[[4-(formylamino)-1-methyl-1H-pyrrol-2-yl]carbonyl]amino]-1-methyl-1H-pyrrole-2-carboxamide monohydrochloride
  • Distamycin A hydrochloride from Streptomyces distallicus
  • MEN-10399
  • DISTAMYCIN A HYDROCHLORIDE FROM*STREPTOM YCES DISTAL
  • estalimicinaclorhidrato
CAS:
6576-51-8
MF:
C22H28ClN9O4
MW:
517.97
EINECS:
229-505-6
Mol File:
6576-51-8.mol
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DISTAMYCIN A HYDROCHLORIDE Chemical Properties

Melting point:
184-187° (Arcamone, 1967). Also reported as 189-193° from ethanol-ethyl acetate (Bialer)
storage temp. 
−20°C
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Safety Information

Hazard Codes 
Xi
Risk Statements 
43
Safety Statements 
36/37
WGK Germany 
3
RTECS 
WZ7110000
Toxicity
LD50 in mice (mg/kg): 75 i.v.; 500 i.p. (DiMarco)

MSDS

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DISTAMYCIN A HYDROCHLORIDE Usage And Synthesis

Originator

Herperal,Farmitalia,Italy,1978

Manufacturing Process

A spore suspension obtained upon washing a culture of Streptomyces distallicus is added to 3,000 ml of a sterile medium consisting of the following:Dextrose 2% Corn steep liquor extract 2% CaCO3 1% (NH4)2SO4 0.3% NaCl 0.3%Fermentation is continued at 28°C for 40 hours at a stirring rate of 150 to 250 rpm and a rate of air flow of 1 to 2 l/min/l of culture medium.
300 ml of a suspension of the vegetative mycelium of this culture are used for inoculating 6,000 ml of a similar sterile culture medium. At this production stage, the culture is kept fermenting for 85 to 100 hours (pH 7.6 at 28°C) at a stirring rate of 350 to 450 rpm and a rate of air flow of 1 to 1.5 l/min/l of culture medium.
To 17 l of a culture obtained by submerged fermentation as mentioned above, siliceous earth is added and the batch is filtered. The mixture of mycelium and the siliceous earth are agitated for 1 hour with 2.5 l of butanol. This treatment is repeated twice. The butanolic extracts are combined, washed with water, evaporated to dryness (about 10 g) and boiled with acetone (80 ml). The 5 g of distamycin is extracted six times with ethanol. The ethanolic extracts are combined, concentrated and filtered through a column containing 70 g of alumina. Elution is carried out with the same solvent. The effluent (central fractions) is collected and evaporated to dryness to yield 0.43 g of pure distamycin A: decomposition point, 183°C to 185°C. The product can be further purified by crystallization from aqueous n-butanol.

Therapeutic Function

Antibiotic

DISTAMYCIN A HYDROCHLORIDESupplier

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