Oxidative metabolism of N-isopropyl-α-(2-methylazo)-p-toluamide (azoprocarbazine) by rodent liver microsomes was written by Wiebkin, Philip;Prough, Russell A.. And the article was included in Cancer Research in 1980.Safety of 4-Formyl-N-isopropylbenzamide This article mentions the following:
Azoprocarbazine (I) [2235-59-8] is oxidized by rat liver microsomes in the presence of NADPH and O to yield 2 major metabolites as determined by high-pressure liquid chromatog. The isolated products are the 2 isomeric azoxy derivatives, N-isopropyl-α-(2-methyl-NNO-azoxy)-p-toluamide (benzylazoxy) [66944-55-6] and N-isopropyl-α-(2-methyl-ONN-azoxy)-p-toluamide (methylazoxy) [66944-56-7], since the mass spectra of the metabolites are distinctly different from each other but are identical to those of the resp. chem. synthesized azoxy standards In addition, p-formyl-N-isopropylbenzamide [13255-50-0] is also formed in measurable quantities. Liver microsomes from untreated rabbits or rats form only the methylazoxy derivative; the benzylazoxy isomer is nearly undetectable. Animal pretreatment with phenobarbital or 5,6-benzoflavone results in a marked increase in the rate of methylazoxy formation catalyzed by rat or rabbit liver microsomes. The rate of benzylazoxy formation is also stimulated by phenobarbital pretreatment but is unaffected by 5,6-benzoflavone pretreatment. The rate of formation of p-formyl-N-isopropylbenzamide as well is increased by animal pretreatment with either 5,6-benzoflavone or phenobarbital. Kinetic evaluation of these data suggests the possible involvement of >1 species of cytochrome P-450 in these reactions. Production of both benzylazoxy- and methylazoxyprocarbazine by rat liver microsomes is inhibited by a number of specific cytochrome P-420 inhibitors. Azoprocarbazine elicits a very weak spectral complex (type II) with rat liver microsomal cytochrome P-450 [9035-51-2]. These results strongly suggest that cytochrome P-450 dependent monooxygenases are involved in the N-oxidation of azoprocarbazine to yield 2 azoxy isomers of procarbazine. Incubation of liver microsomal protein with [14C]azoprocarbazine, O, and NADPH results in a time-dependent increase in covalent binding of labeled material to microsomal protein. More protein-bound label is obtained with [Me-14C]-azoprocarbazine than with [ring-14C]azoprocarbazine, suggesting that the mol. can be metabolically activated to a moiety which preferentially binds the Me portion of its structure to microsomal protein in vitro. In the experiment, the researchers used many compounds, for example, 4-Formyl-N-isopropylbenzamide (cas: 13255-50-0Safety of 4-Formyl-N-isopropylbenzamide).
4-Formyl-N-isopropylbenzamide (cas: 13255-50-0) belongs to amides. In primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well. Thus amides can participate in hydrogen bonding with water and other protic solvents; the oxygen atom can accept hydrogen bonds from water and the N–H hydrogen atoms can donate H-bonds. As a result of interactions such as these, the water solubility of amides is greater than that of corresponding hydrocarbons. These hydrogen bonds are also have an important role in the secondary structure of proteins.Safety of 4-Formyl-N-isopropylbenzamide
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics