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  • Title: Mass spectrometric study of the photooxidation of the ophthalmic drugs timolol and pindolol.
    Author: Criado S, Mártire D, Allegretti P, Furlong J, Bertolotti S, La Falce E, García N.
    Journal: Pharmazie; 2003 Aug; 58(8):551-3. PubMed ID: 12967031.
    Abstract:
    A mass spectrometric study of the photooxidation products of the ophthalmic drugs pindolol (1-[1H-indol-4-yloxyl]-3-[isopropylamino]-2-propanol) and timolol (S-[-]-1-[t-butylamino]-3-[(4-morpholino-1,2,5-thiadiazol-3-yl)oxyl]-2-propanol) in water has been performed by LC-MS. Based on these data and the assumption that photooxidation mainly occurs through singlet molecular oxygen attack, a possible reaction mechanism is proposed. The mechanistic pathways involve singlet oxygen attack to the pindolol indole ring and oxidation of the pindolol isopropyl or timolol terbutyl methyl groups.
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