PubMed · 5224041
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I Curson. 1966-12-06. Endodontic techniques. 11. Mummification.. https://pubmed.ncbi.nlm.nih.gov/5224041/
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The inhibitory effects of six phenolic compounds and two analogues on the polymerization of methyl methacrylate (MMA) by azobisisobutyronitrile (AIBM) were examined. Differential scanning calorimetry was used to determine the induction period (IP) and initial rate of polymerization (IRP). The IP values (minutes) decreased in the order: eugenol > thymol > hydroquinone > cresol > guaiacol > phenol >>> safrole > methol. The IRP values of all compounds tested ranged from 0.8 to 1.2 percent per minute, except for hydroquinone (0.2 percent per minute). Phenolic compounds inhibited the polymerization of MMA by scavenging radicals, and eugenol was the most potent inhibitor.
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2-Amino-4-methylphenol was converted to a brownish yellow material by the lysates of human erythrocytes or purified human hemoglobin. The reaction proceeded oxidatively, coupled with the oxidation of hemoglobin. The major component of the brownish yellow material produced by oxidative condensation of 2-amino-4-methylphenol was identified as 3-amino-1,4 alpha-dihydro-4 alpha, 8-dimethyl-2H-phenoxazin-2-one on the basis of its spectral data including NMR spectra, IR spectra, EI mass spectra, and absorption spectra. The changes in 3-amino-1,4 alpha-dihydro-4 alpha,8-dimethyl-2H-phenoxazin-2-one during incubation of purified human hemoglobin and 2-amino-4-methylphenol were analyzed spectrophotometrically and by using HPLC. The reaction mechanism involved may be similar to that of actinomycin synthase, which oxidizes 2-amino-5-methylphenol to the dihydrophenoxazinone.