4-amino-antipyrine

When phenyl phosphate is the substrate, the released phenol is conveniently measured using the reaction described by Powell and Rind and Ring based on 4-amino antipyrine (4-AAP) and ferri-cyanide. It is possible to incorporate the 4-AAP directly into the buffered substrate mixture, so that color can be developed... 

Drinking water, waste water, natural water Direct distillation or distillation of solvent-cleaned sample (if necessary) at acidic pH, react with 4-amino-antipyrine and potassium Spectrophotometric 1 pg/L for 500-mL sample NG... 

Nitriloacetic acid reacts with vanadium-(m). -(iv), or -(v) oxides to form oxovanadatranetrionic acid (38). The crystal structure of [VO(CjQHgNO)2] (CjgHgNOH = 2-methyl-8-quinolinol) has shown that the vanadium atom has a five-co-ordinate trigonal-bipyramidal environment, with three oxygen atoms in the equatorial plane and the two nitrogen atoms of the bidentate ligand in the apical positions. The optimum conditions for the formation of a 1 2 2 vanadium(iv)-morin-4-aminoantipyrine system have been described as pH 5, a tenfold excess of morin (39), and a 3300-fold excess of 4-amino-antipyrine. ... 

It is rapidly and almost completely absorbed after oral administration to humans and laboratory animals. It is extensively metabolized to a variety of metabolites, none of which is significantly bound to plasma proteins. After intravenous administration to humans, unmetabolized metamizole is rapidly undetectable in plasma, the majority of the administered dose being excreted in urine. Pharmacological studies in rats showed that 4-methylaminoantipyrin, 4-amino-antipyrin, 4-formylaminoantipyrin, and 4-acetylaminoantipyrin constitute all major metabolites of metamizole. 

IR spectra were consistent with the structure shown for (92), where X = F, Cl, R = Me, Et.549 The IR spectra of square-planar-coordinated dimers LPtCl2PtL, where L = range of thiosemicarbazone ligands, show that L is 7V,.S -bidentate.550 IR data for Pt(II) complexes of bioactive thiosemicarbazones derived from 4-amino-antipyrine show that they are coordinated as N,N,S-donors.551... 

H202 + 4-amino antipyrine + phenol------------> quinone-imine dye + 2 H20... 

The total phenolic compounds (ortho- and meta-substituted phenols) in an aqueous sample can be determined by a colorimetric method using 4-amino-antipyrine. This reagent reacts with phenolic compoimds at pH 8 in the presence of potassium hexacyanoferrate(in) to form a colored antipyrine dye, the absorbance of which is measured at 500 nm. The antipyrine dye may also be extracted from the aqueous solution by chloroform, and the absorbance of the chloroform extract is measured at 460 nm. 

A catalytic coupUng reaction between 4-amino antipyrine and an N,N-disubstituted aniUne derivative had been exploited as a less hazardous chro-... 

A novel base-catalysed ring-expansion of 4-amino-antipyrines to 5-amino-4(3JT)-pyrimidinones, e.g. (212), has been announced,and is outlined in Scheme 49. 

Phenols 4-Amino antipyrine Red, orange, or pink spots on pale background... 

Belfield, A. and Golderg, D. M. (1971). Revised assay for serum alkaline phosphatase activity using 4-amino antipyrine. Enzyme., 12 561. 

Clinical use Metamizol is the water-soluble sodium sulfonate of amidopyrine. After oral administration it is rapidly hydrolyzed to the active 4-methyl-amino-antipyrine and metabolized to various metabolites (Levy et al., 1995 scheme 47). Metamizol has strong analgesic, spasmolytic and antipyretic action, but no anti-inflammatory properties. The exact mechanism of action is unknown but may include inhibition of prostaglandin synthesis. Inhibition of both COX isoenzymes has been demonstrated, although only in extremely high concentrations, thus questioning the relevance of this activity. 

The active metabolite 4-methyl-amino-antipyrine reaches peak plasma concentrations 1.2 to 2 h after oral administration and is further metabolised with a mean elimination half-life of 2.6 to 3.5 h. Of the four main metabolites about 60% are excreted in the urine. Protein binding of these metabolites is less than 60% (Levy et al. 1995). 

Kl. Kind, P. R. N., and King, E. J., Estimation of plasma phosphatase by determination of hydrolyzed phenol with amino-antipyrine. J. Clin. Pathol. 7, 322-325 (1954). 

Thermal decomposition of lanthanide complexes of 4-A7-(4 -antipyrylmethylidene)/ amino antipyrine is found to occur in three stages [88] and the phenomenological data are given in Table 7.28. In the case of the lanthanum complex, the three stages of decomposition are as follows ... 

Methyl-amino-antipyrine, a main metabolite of metamizole, cause a significant increase if the sample is taken within 30 minutes after i.v. administration of the drug. In urine samples this interference could not be found. 

Bz2-Ammo-antipyTln 841 210. Bz3-Amino-antipyTin 841210. Bzl-Amino-antipyrin 84, 46,1211. 

Dipyrone, also known as metamizole sodium. Analgin, Novalgin or Melubrin, displays the highest efiScacy among antipyretic analgesics and is effective in visceral pain associated with smooth muscle spasm. It is rapidly absorbed when administered orally or via the rectal route. It is water soluble and is also available for intravenous administration. Dipyrone is a prodrug which, after oral administration, is rapidly hydrolysed in the gastric environment to its major metabolite 4-methyl-amino-antipyrine (MAA) and... 

A number of 1,3,6-trialkyluracils containing 5-amino, 5-alkylamino or 5-substituted amido groups, such as compounds (LXl) and (LXll), have been synthesized [414—420] as analogues of antipyrine (LXIII). 

Antipyrine (18) a lipophilic compound that has been shown to have a high uptake by the brain is also fluorinated and consequently dehydrofluorinated.75 The cxv-addition mode is exploited for the preparation of the adducts 19 and 20 of 7-oxabicyclo[2.2.1]hept-5-ene and 2-azabicyclo[2.2.1]hept-5-en-3-ones with fluorine which arc used in the preparation of di-fluorodeoxyhexofuranosides and fluoronucleosides.76 Fluorine also undergoes addition to oxazolones 21 for the eventual synthesis of /i-fluorinated a-amino acids.77... 

Miyazaki. Pharm. Bull. (Tokyo) 5, 141-8 (1957). IR H bonding of antipyrine, amino-pyrinc. 

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