Metabolism of N-phenyl-2-naphthylamine andN-phenyl-1-naphthylamine by rat hepaticmicrosomes and hepatocytes

The carcinogenic antioxidants,N-phenyl-1-naphthylamine (P1NA)and N-phenyl-2-naphthylamine (P2NA) were examined in vitro for biotransformation by rat hepatic microsomes and in freshly isolated hepatocytes. HPLC-analysis of hepatocyte incubations with revealed that phenols were the major metabolites in both cases. P1NA formed one phenolic metabolite only, while incubation with P2NA yielded two phenols identified as 6-hydroxy-P2NA and 4'-hydroxy-P2NA by cochromatography with authentic samples. β-naphthylamine, a metabolite indicating dephenylation of P2NA was not detectable.Metabolism studies with microsomes revealed that the phenols were formed by cytochrome P-450 dependent monooxygenases. Pretreatment of animals with phenobarbital and 3-methylcholanthrene both increased the rate of microsomal metabolism of P1NA and P2NA, indicating that more than one P-450 enzyme mediate the oxygenation reaction. Animal pretreatment with single and repeated doses of P1NA and P2NA did not markedly stimulate metabolism, but induced ethylmorphine demethylatior. in males and females and benzo (a)pyrene hydroxylation in females.

Glow Discharge Induced Hydroxyl Radical Degradation of 2-Naphthylamine

In an aqueous solution, normal electrolysis at high voltages switches over spontaneously to glow discharge electrolysis and gives rise to hydroxyl radical, hydrogen peroxide, and aqueous electron, as well as several other active species. Hydroxyl radical directly attacks organic contaminants to make them oxidized. In the present paper, 2-naphthylamine is eventually degraded into hydrogen carbonate and carbon dioxide. The degradation process is analyzed by using an Ultraviolet (UV) absorption spectrum, high-performance liquid chromatography (HPLC) and chemical oxygen demand (COD). It is demonstrated that 2-naphthylamine (co =30 mg·1-1) is completely converted within 2h at 30℃ and 600 V by glow discharge electrolysis, and the degradation is strongly dependent upon the presence of ferrous ions. COD is ascended in the absence of ferrous ions and descended in the presence of them.

Studies on metabolism of 2-naphthylamine and its activation mechanism

2-naphthylamine was incubated with induced rat liver microsome S9 preparation and the metabolites were separated through HPLC. The following products were identified: 2-amino-5-naphthol, 2-amino-6-naphthol, 2-amino-7-naphthol and 2-amino-8-naphthol. The yields of these four metabolites are varying in quantity, and the relative contents of 2-amino-8-, -5-, -6- and -7-naphthol are 52.6%, 28.5%, 14.0% and 4.9% respectively. These results are consistent with the quantitative HMO calculation and inference based upon Di-region theory, i.e., the metabolisms of aryl amines on extra-ring (assigned the ring without the substituent of amino group) are through the epoxidation and then NIH shift, but are not the direct hydroxylation in the formation of phenols. It is shown that both the amino group and the carbon atoms on the extra-ring play duality roles of activation and detoxification in metabolism.

Synthesis and Crystal Structure of 1-(Trifluoromethyl)-1-(propioloyl)-(E)-3-oxo-(2-thienyl)-(2-naphthylamine)

The title compound has synthesized and its crystal structure was determined by X-ray analysis. The crystal belongs to monoclinic, space group C2/c with a = 10.413(3), b = 16.080(5), c = 19.188(6) ? b = 94.023(7), V = 3205(2) 3, Z = 8, Dc =1.440 g/cm3, F(000) = 1424, m(MoKa) = 0.238 mm-1, S = 0.896, R = 0.0454 and wR = 0.0998 for 1914 observed reflections with I ≥ 2s(I). In the title compound (C18H12F3NOS), the side-chain carbonyl group, the adjacent double bond and the amine N from 2-naphthylamine are essentially coplanar with the largest deviation from this plane being 0.018(2) ?for atom C(3). The dihedral angle between the mean plane and the thienyl ring is 4.24(3)? A strong intramolecular NH…O hydrogen bond (N…O 2.666(3) ?and NH…O 142(3)) was observed, which leads to an enamine tautomer in the crystal.

Influence of Solvent on Reaction Path to Synthesis of Methyl N-Phenyl Carbamate from Aniline, CO_2 and Methanol

Methyl N-phenyl carbamate(MPC), an important organic chemical, can be synthesized from aniline,CO2 and methanol. Catalyst Cu-Fe/ZrO2-SiO2 was first prepared and its catalytic performance for MPC synthesis was evaluated. Then the influence of solvent on the reaction path of MPC synthesis was investigated. It is found that the reaction intermediate is different with acetonitrile or methanol as a solvent. With acetonitrile as a solvent,the synthesis of MPC follows the reaction path with diphenyl urea as the intermediate, while with methanol as a solvent the reaction occurs via the reaction path with dimethyl carbonate as the intermediate. The catalytic mechanism of cooperative catalysis comprising metal sites, Lewis acid sites and Lewis base sites is proposed according to different reaction intermediates.

Determination of Trace Mercury by Catalytic Solid Substrate-room Temperature Phosphorimetry

A new highly sensitive method （detection limit： 4.1 ag spofx, sample volume： 0.4 gL spot^·l） for the determination of trace Hg2^2＋ by catalytic solid substrate-room temperature phosphorimetry has been established in this paper. This method has been successfully applied to determine trace Hg6^2＋ in water.