Miconazole nitrate, oxidation

Zhang and Nunes [92] studied the structure and the generation mechanism of a novel degradation product formed by oxidatively induced coupling of miconazole nitrate with butylated hydroxy toluene in a topical ointment studied by high performance liquid chromatography-electrospray ionization mass spectrometry and organic synthesis. 

The ether group in dmgs such as econazole nitrate (III) and miconazole nitrate (IV) is susceptible to oxidation. The process involves removal of hydrogen from the C-H bonds in the a-position to the oxygen to produce radicals, which further degrade to a-hydroperox-ides and evenmally to aldehydes, ketones, alcohols and carboxylic acids. 

Alanko K, Jolanki R, Estlander T, Kanerva L (1999) Occupational compound allergy from an industrial grease caused by an oxidation product of phenyl-alpha-naphtylamine. J Eur Acad Derm Venereol 12 Suppl 2 186-187 Aldridge RD, Main RA (1984) Contact dermatitis due to a combined miconazole nitrate/hydrocortisone cream. Contact Dermatitis 10 58-60... 

Weak pastes are prepared by dispersing the insoluble components (e.g. zinc oxide) (after grinding and sieving if necessary) in the base. Stable weak pastes such as Zinc oxide cutaneous paste (Table 12.40) may be passed through an ointment mill. Sieving of the zinc oxide is not necessary in that case. Active substances, for example corticosteroids, lidocaine, miconazole nitrate and sulfur, can be added to... 

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