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ES392378A1 - Diazabicycloundecapentene derivative - Google Patents

Diazabicycloundecapentene derivative

Info

Publication number
ES392378A1
ES392378A1 ES392378A ES392378A ES392378A1 ES 392378 A1 ES392378 A1 ES 392378A1 ES 392378 A ES392378 A ES 392378A ES 392378 A ES392378 A ES 392378A ES 392378 A1 ES392378 A1 ES 392378A1
Authority
ES
Spain
Prior art keywords
formula
dimethoxy
acid
compound
hydrazine
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
ES392378A
Other languages
Spanish (es)
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Egyt Gyogyszervegyeszeti Gyar
Original Assignee
Egyt Gyogyszervegyeszeti Gyar
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Egyt Gyogyszervegyeszeti Gyar filed Critical Egyt Gyogyszervegyeszeti Gyar
Publication of ES392378A1 publication Critical patent/ES392378A1/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C251/00Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
    • C07C251/72Hydrazones

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

A process for obtaining 1-veratril-4-methyl-5-ethyl-7,8-dimethoxy-2,3-diazobicyclo [5.4.0] undecapentane- (1,3,6,8,10) of the formula I ** (See formula) ** and its addition salts for therapeutic application, characterized in that (a) the 3- [2-veratroyl- (4,5-dimethoxy-phenyl)] - pentanone- (2) of the formula II ** (See formula) ** it is reacted with hydrazine or hydrazine hydrate, and the 3- [2-veratroyl- (4,5-dimethoxy-phenyl)] - pentanon- (2) -monohydrate thus obtained from formula III ** (See formula) ** it is transformed into a salt with an acid, preferably with an inorganic acid, the two reactions being able to be carried out simultaneously and, if so desired, releasing the salt obtained from the compound of formula I with the aid of an acid fixing medium, and because after separating the compound of the formula III, obtained in the reaction, from the compound of the formula II and from the hydrazine or hydrazine hydrate, the mother liquor is eventually left to stand, at least for 36 hours, at a temperature from 0º to 5ºC, the adduct obtained from formula IV is dissociated ** (See formula) ** with the aid of an acid and the compound of formula I is liberated by alkalinization, or by ** (See formula) ** (b) a 1-veratril-3-methyl-5-ethyl-6,7-dimethoxy-isobenzpyrilium salt is reacted with hydrazine or hydrazine hydrate and, if hydrazine or hydrazine hydrate has not been used in a considerable excess, the compound of formula I is liberated with the aid of an acid fixing medium; or why (c) 3- [2-veratroyl- (4,5-dimethoxy-phenyl)] -pentanone- (2) is reacted with hydrazine or hydrazine hydrate in the presence of one or more C1-4 alcohols and benzole, the mixture is allowed to stand for at least one hour at a temperature of 0º to 5ºC, the precipitated adduct of formula IV is reacted with an acid - after isolation, if so desired and the compound of formula I is released by alkalinization, eventually purifying the 1-veratril-4-methyl-5-ethyl-7,8-dimethoxy-2,3-diazobicyclo [5.4.0] undecapentane- (1,6,6,8,10) obtained from formula I, in a known manner - preferably via methanolic adduct or by reaction with 1-ethyl-4-veratril-6,7-dimethoxy-2-naphthol and by decomposition of the adduct, and if so desired and possible, the compound of formula I being transformed into an acid addition salt by reaction with a pharmaceutically tolerable acid. (Machine-translation by Google Translate, not legally binding)
ES392378A 1970-11-06 1971-06-17 Diazabicycloundecapentene derivative Expired ES392378A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
HUEE001861 1970-11-06

Publications (1)

Publication Number Publication Date
ES392378A1 true ES392378A1 (en) 1973-09-16

Family

ID=10995350

Family Applications (1)

Application Number Title Priority Date Filing Date
ES392378A Expired ES392378A1 (en) 1970-11-06 1971-06-17 Diazabicycloundecapentene derivative

Country Status (13)

Country Link
AT (2) AT311982B (en)
BE (1) BE769080A (en)
DE (1) DE2122070A1 (en)
ES (1) ES392378A1 (en)
GB (1) GB1334271A (en)
HK (1) HK27776A (en)
IL (1) IL36777A0 (en)
NL (1) NL7108994A (en)
PH (1) PH9942A (en)
PL (1) PL71111B1 (en)
SE (1) SE368206B (en)
YU (1) YU40626B (en)
ZA (1) ZA712798B (en)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
HU179018B (en) * 1978-10-19 1982-08-28 Gyogyszerkutato Intezet Process for producing new 5h-2,3-benzodiazepine derivatives
DE69918322T2 (en) * 1998-10-27 2005-09-15 Vela Pharmaceuticals, Inc. USE OF OPTICALLY PURE (R) -TOFIZOPAM FOR THE TREATMENT AND PREVENTION OF APPEARANCE
US6649607B2 (en) 2001-05-18 2003-11-18 Vela Pharmaceuticals, Inc. Compositions and methods for treating or preventing convulsions or seizures
EP1465879A2 (en) * 2001-12-13 2004-10-13 Egis Gyogyszergyar Rt. Process for the preparation of tofisopam and new intermediates
HU228212B1 (en) * 2008-06-27 2013-02-28 Egis Gyogyszergyar Nyrt Process for the preparation of 1-(3,4-dimethoxy-phenyl)-5-ethyl-7,8-dimethoxy-4-methyl-5h-2,3-benzodiazepine with high purity

Also Published As

Publication number Publication date
GB1334271A (en) 1973-10-17
ZA712798B (en) 1972-02-23
YU112271A (en) 1984-02-29
SE368206B (en) 1974-06-24
DE2122070A1 (en) 1972-06-08
PL71111B1 (en) 1974-04-30
YU40626B (en) 1986-04-30
IL36777A0 (en) 1971-07-28
AT310171B (en) 1973-09-25
HK27776A (en) 1976-05-21
AT311982B (en) 1973-12-10
NL7108994A (en) 1972-05-09
PH9942A (en) 1976-06-14
BE769080A (en) 1971-11-03

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