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DL-Normetanephrine, also known as DL-3-Methoxy-4-hydroxyphenethylamine, is a chemical compound that serves as an intermediate in the synthesis of various pharmaceuticals and is a metabolite of epinephrine (adrenaline). It plays a significant role in the diagnosis of pheochromocytoma, a rare tumor of the adrenal gland, as elevated levels of DL-normetanephrine can be detected in the urine of affected individuals. DL-NORMETANEPHRINE is also used in the production of certain medications, such as nasal decongestants and stimulants, due to its sympathomimetic properties, which can mimic the effects of the body's own adrenaline.

709-52-4

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709-52-4 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 709-52-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 7,0 and 9 respectively; the second part has 2 digits, 5 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 709-52:
(5*7)+(4*0)+(3*9)+(2*5)+(1*2)=74
74 % 10 = 4
So 709-52-4 is a valid CAS Registry Number.

709-52-4Downstream Products

709-52-4Relevant academic research and scientific papers

Lack of enantioselectivity in the SULT1A3-catalyzed sulfoconjugation of normetanephrine enantiomers: An in vitro and computational study

Grouzmann, Eric,Gualtierotti, Jean-Baptiste,Gerber-Lemaire, Sandrine,Abid, Karim,Brakch, Noureddine,Pedretti, Alessandro,Testa, Bernard,Vistoli, Giulio

, p. 28 - 34 (2013/02/23)

(1R)-Normetanephrine is the natural stereoisomeric substrate for sulfotransferase 1A3 (SULT1A3)-catalyzed sulfonation. Nothing appears known on the enantioselectivity of the reaction despite its potential significance in the metabolism of adrenergic amines and in clinical biochemistry. We confronted the kinetic parameters of the sulfoconjugation of synthetic (1R)-normetanephrine and (1S)-normetanephrine by recombinant human SULT1A3 to a docking model of each normetanephrine enantiomer with SULT1A3 and the 3'-phosphoadenosine-5'- phosphosulfate cofactor on the basis of molecular modeling and molecular dynamics simulations of the stability of the complexes. The KM, Vmax, and kcat values for the sulfonation of (1R)-normetanephrine, (1S)-normetanephrine, and racemic normetanephrine were similar. In silico models were consistent with these findings as they showed that the binding modes of the two enantiomers were almost identical. In conclusion, SULT1A3 is not substrate-enantioselective toward normetanephrine, an unexpected finding explainable by a mutual adaptability between the ligands and SULT1A3 through an "induced-fit model" in the catalytic pocket. Copyright

3-methoxy-4-hydroxyphenylglycol fluorescence polarization immunoassay

-

, (2008/06/13)

The present invention is directed to a fluoroescence polarization immunoassay for determining the 3-methoxy-4-hydroxyphenylglycol content in body fluids, to the various components needed for preparing and carrying out such an assay, and to methods of making these components. Specifically, tracers, immunogens and antibodies are disclosed, as well as methods for preparing them. The assay is conducted by measuring the degree of polarization of plane polarized light that has been passed through a sample containing antiserum and tracer.

SYNTHESIS OF 3-O-METHYLATED DERIVATIVES OF CATECHOLAMINES

Kulikov, S. V.,Samartsev, M. A.

, p. 280 - 288 (2007/10/02)

3-O-Methylated catecholamines, used in the radioenzyme method for the analysis of catecholamines in blood, were synthesized. The optimum conditions for the production of both the intermediate and the final products were determined. By the use of tetrabutylammonium bromide in the condensation of nitromethane with O-benzylvanilin it is possible to obtain a high yield of 1-(3-methoxy-4-benzyloxyphenyl)-2-nitroethanol. The latter is easily transformed at a palladium catalyst into methylnoradrenaline by reduction with ammonium formate. The reduction of 1-(3-methoxy-4-benzyloxyphenyl)-2-nitroethylene with hydrogen or its donors at a palladium catalyst takes place significantly more readily in the presence of ferric chloride.

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