|
Derivatives of 5-hydroxy-6-diloweralkylaminomethyl-benzofurans
| Details |
Inventors: Grinev, Alexei Nikolaevich; Stolyarchuk, Alexandr Alexandrovich; Galenko-Yaroshevsky, Pavel Alexandrovich; Tantsjura, Vladimir Spiridonovich; Arkhangelskaya, Natalya Vitalievna;
Assignee:
Primary Examiner: Trousof; Natalie
Assistant Examiner: Dentz; Bernard
Attorney, Agent or Firm: Steinberg & Blake
Derivatives of 5-oxy-6-aminomethylbenzofuran having the general formula ##SPC1## Where R is alkyl, R' is alkyl, aryl, R.sup.2 is alkyl, R.sup.3 is alkyl, or R.sup.2 and R.sup.3, together with a nitrogen atom to which they are bonded, form a heterocycle comprising one or two hetero-atoms, and X is a halogen. Said compounds are prepared by aminomethylation of derivatives of 5-oxybenzofuran having the formula ##SPC2## Where R is alkyl, R' is alkyl, aryl, and X is a halogen. The reaction of aminomethylation can be carried out with a substituted bisaminomethane or with a mixture, consisting of a secondary amine and formaldehyde. Said compounds possess pharmacological activity. |
|
DETAILED DESCRIPTION We claim: 1.
A compound of the formula: ##SPC5## wherein R is lower alkyl, R' is selected from the group consisting of lower alkyl and phenyl, R.
sup.
2 is lower alkyl, R.
sup.
3 is lower alkyl, and X is halogen, and pharmaceutically acceptable salts thereof.
2.
Compound according to claim 1 wherein R' is lower alkyl.
3.
Compound according to claim 1 wherein X is chlorine.
4.
2-methyl-3-carbethoxy-4-chloro-5-hydroxy-6-dimethylaminomethylbenzofuran as claimed in claim 1.
Description:
This invention relates to derivatives of 5-oxy-6-aminomethylbenzofuran and to the method of preparing the same.
According to the invention, derivatives of 5-oxy-6-aminomethoxyfuran have the following general formula I ##SPC3## where R is alkyl, R' is alkyl, aryl, R.
sup.
2 is alkyl, R.
sup.
3 is alkyl, or R.
sup.
2 and R.
sup.
3, together with a nitrogen atom to which they are bonded, form a heterocycle comprising one or two heteroatoms, and X is a halogen.
Said compounds have not been described in the literature.
Derivatives of 5-oxy-6-aminomethylbenzofuran having formula I are stable amphoteric substances, white in colour, and have no odour.
They form stable salts with mineral and organic acids, that are soluble in water.
Said compounds are pharmacologically active substances and can therefore be used in medicine.
The usefulness of the proposed compounds can be illustrated by one of their representatives, for example, 2-methyl-3-carboethoxy-4-chloro-5-oxy-6-dimethylaminomethyl-benzofuran.
This compound, in the form of a salt, can be used as an effective local anesthetic.
With respect to its anesthetic action it is superior to novacaine, especially as to the depth and length of its action, when given for infiltration, conduction and cerebrospinal anesthesia.
In experiments on guinea pig (after Buhlbring-Wade) said compound produces a marked infiltration anesthesia.
Its aqueous solutions having concentrations of 0.
05, 0.
1, and 0.
25 per cent produce complete loss of sensitivity which lasts 15-20, 40-45 and 120 minutes, respectively
|
|
Molecular Biology 
