ES392378A1 - Diazabicycloundecapentene derivative - Google Patents
Diazabicycloundecapentene derivativeInfo
- 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
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
- C07C251/72—Hydrazones
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)
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)
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 |
-
1971
- 1971-04-30 ZA ZA712798A patent/ZA712798B/en unknown
- 1971-05-03 SE SE05722/71A patent/SE368206B/xx unknown
- 1971-05-03 PL PL1971147922A patent/PL71111B1/pl unknown
- 1971-05-04 IL IL36777A patent/IL36777A0/en unknown
- 1971-05-04 DE DE19712122070 patent/DE2122070A1/en active Pending
- 1971-05-05 AT AT869372A patent/AT311982B/en not_active IP Right Cessation
- 1971-05-05 AT AT393871A patent/AT310171B/en not_active IP Right Cessation
- 1971-05-05 YU YU1122/71A patent/YU40626B/en unknown
- 1971-05-10 GB GB1404571*[A patent/GB1334271A/en not_active Expired
- 1971-06-17 ES ES392378A patent/ES392378A1/en not_active Expired
- 1971-06-25 BE BE769080A patent/BE769080A/en not_active IP Right Cessation
- 1971-06-29 NL NL7108994A patent/NL7108994A/xx unknown
- 1971-10-29 PH PH12979A patent/PH9942A/en unknown
-
1976
- 1976-05-13 HK HK277/76*UA patent/HK27776A/en unknown
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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