Wednesday, October 30, 2019

Prontosil Rubrum

Gerhard Domagk, c. 1960.
Prontosil Structure.svg
Outros nomes
  • p-sulfamidocrisoidina
  • 4-((2,4-diaminofenil) azo)benzenosulfonamida
Identificadores
Número CAS 103-12-8,
33445-35-1 (cloridrato)
PubChem66895
Propriedades
Fórmula molecularC12H13N5O2S
C12H13N5O2SHCl (cloridrato)
Ponto de fusão
248-250 °C (cloridrato) [1]
Solubilidade em águaCloridrato: 1 g em 400 mL de água (aumenta significantemente em temperaturas elevadas).
Solúvel também em etanol, acetona, gorduras e óleos.[1]
1895: German bacteriologist and pathologist Gerhard Domagk, recipient of the 1939 Nobel Prize for Physiology or Medicine for his discovery (announced in 1932) of the antibacterial effects of Prontosil, was born.

Prontosil, also called sulfamidochrysoidine, trade name of the first synthetic drug used in the treatment of general bacterial infections in humans. Prontosil was introduced into medicine in the 1930s.
Prontosil resulted from research, directed by German chemist and pathologist Gerhard Domagk, on the antibacterial action of azo dyes. A red azo dye of low toxicity, Prontosil was shown by Domagk to prevent mortality in mice infected with Streptococcus bacteria. The dye was also effective in controlling Staphylococcus infections in rabbits. Within a relatively short period, it was demonstrated that Prontosil was effective not only in combating experimental infections in animals but also against streptococcal diseases in humans, including meningitis and puerperal sepsis. Later it was found that Prontosil is disrupted in the tissues to form para-aminobenzenesulfonamide (sulfanilamide).
Prontosil has been replaced in clinical use by newer sulfonamide drugs, including sulfanilamide, sulfathiazole, sulfamethoxazole, and others.

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