Literature DB >> 579126

[On a novel Fomocaine synthesis/10th communication: on syntheses of new compounds with local anaesthetic activity (author's transl)].

H Oelschläger, J Iglesias-Meier, G Götze, W Schatton.   

Abstract

4-[3-(4-phenoxymethyl-phenyl)-propyl]-morpholine (fomocaine, Erbocain) is a very active topical local anaesthetic with low toxicity. A new synthesis starting from 4-phenoxy-methyl-benzonitrile, via a modified Willgerodt-Kindler reaction, is reported. The yield is of the same order as with the known technical process starting from 3-phenylpropanol. The distinct advantage of the new procedure is the avoidance of the C-chloromethylation of 3-phenylpropylchloride during which process the o-chloromethyl derivative is also formed, and this cannot be separated by fractional distillation.

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Year:  1977        PMID: 579126

Source DB:  PubMed          Journal:  Arzneimittelforschung        ISSN: 0004-4172


  1 in total

1.  Development of a new photochromic ion channel blocker via azologization of fomocaine.

Authors:  Matthias Schoenberger; Arunas Damijonaitis; Zinan Zhang; Daniel Nagel; Dirk Trauner
Journal:  ACS Chem Neurosci       Date:  2014-06-05       Impact factor: 4.418

  1 in total

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