97-31-4

Basic information

• Product Name: dl Normetanephrine
• Synonyms: (-Normetanephrine;3-Methoxy-4,b-dihydroxyphenylethylamine;a-(Aminomethyl)-4-hydroxy-3-methoxy-benzenemethanol;a-(Aminomethyl)-vanillyl Alcohol;m-O-Methylnorepinephrine;Normetadrenalin;O-Methylnoradrenaline;4-(2-amino-1-hydroxy-ethyl)-2-methoxy-phenol
• CAS NO: 97-31-4
• Molecular Formula: C₉H₁₃NO₃
• Molecular Weight: 183.2
• Mol File: 97-31-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 393.8°C at 760 mmHg
• Flash Point: 192°C
• Appearance: /
• Density: 1.249g/cm³
• Vapor Pressure: 6.58E-07mmHg at 25°C
• Refractive Index: 1.589
• PKA: 10.02±0.31(Predicted)
• CAS DataBase Reference: dl Normetanephrine(CAS DataBase Reference)
• NIST Chemistry Reference: dl Normetanephrine(97-31-4)
• EPA Substance Registry System: dl Normetanephrine(97-31-4)

Safety Data

• Hazardous Substances Data: 97-31-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H13NO3/c1-13-9-4-6(8(12)5-10)2-3-7(9)11/h2-4,8,11-12H,5,10H2,1H3

Upstream product

• 121-33-5 vanillin 
• 2426-87-1 3-methoxy-4-(phenylmethoxy)benzaldehyde 
• 60372-07-8 1-(3-methoxy-4-benzyloxyphenyl)-2-nitroethanol 

Downstream Products

• 66582-82-9 Normetanephrin-pentafluorpropionat 

Relevant articles and documents

SYNTHESIS OF 3-O-METHYLATED DERIVATIVES OF CATECHOLAMINES

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.

O-Methylation of catechol amines in vivo.

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