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| | 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 | | Product Categories: | | | Mol File: | 6576-51-8.mol |  |
| | 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 |
| 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) |
| | 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 hydrochloride Preparation Products And Raw materials |
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