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FR2199991A1 - Hydrophilic 1,4-benzodiazepin-2-one derivs - by reaction of benzodiazepinone and haloalkanoylalkanes and deprotection, with sedative, muscle-relaxant and anticonvulsive action - Google Patents

Hydrophilic 1,4-benzodiazepin-2-one derivs - by reaction of benzodiazepinone and haloalkanoylalkanes and deprotection, with sedative, muscle-relaxant and anticonvulsive action

Info

Publication number
FR2199991A1
FR2199991A1 FR7333716A FR7333716A FR2199991A1 FR 2199991 A1 FR2199991 A1 FR 2199991A1 FR 7333716 A FR7333716 A FR 7333716A FR 7333716 A FR7333716 A FR 7333716A FR 2199991 A1 FR2199991 A1 FR 2199991A1
Authority
FR
France
Prior art keywords
benzodiazepin
relaxant
sedative
muscle
hydrophilic
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.)
Withdrawn
Application number
FR7333716A
Other languages
French (fr)
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.)
F Hoffmann La Roche AG
Original Assignee
F Hoffmann La Roche AG
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 F Hoffmann La Roche AG filed Critical F Hoffmann La Roche AG
Publication of FR2199991A1 publication Critical patent/FR2199991A1/en
Withdrawn legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D243/00—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms
    • C07D243/06—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4
    • C07D243/10—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4 condensed with carbocyclic rings or ring systems
    • C07D243/14—1,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines
    • C07D243/16—1,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines substituted in position 5 by aryl radicals
    • C07D243/18—1,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines substituted in position 5 by aryl radicals substituted in position 2 by nitrogen, oxygen or sulfur atoms
    • C07D243/24—Oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D243/00—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms
    • C07D243/06—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4
    • C07D243/10—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4 condensed with carbocyclic rings or ring systems
    • C07D243/14—1,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines
    • C07D243/16—1,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines substituted in position 5 by aryl radicals
    • C07D243/18—1,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines substituted in position 5 by aryl radicals substituted in position 2 by nitrogen, oxygen or sulfur atoms
    • C07D243/24—Oxygen atoms
    • C07D243/26—Preparation from compounds already containing the benzodiazepine skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D243/00—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms
    • C07D243/06—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4
    • C07D243/10—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4 condensed with carbocyclic rings or ring systems
    • C07D243/14—1,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines
    • C07D243/16—1,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines substituted in position 5 by aryl radicals
    • C07D243/18—1,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines substituted in position 5 by aryl radicals substituted in position 2 by nitrogen, oxygen or sulfur atoms
    • C07D243/24—Oxygen atoms
    • C07D243/28—Preparation including building-up the benzodiazepine skeleton from compounds containing no hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
    • C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D317/28—Radicals substituted by nitrogen atoms
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

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

Abstract

Cpds. of formula (I): where R1 = halogen; R2 = H or lower alkyl; R3 = H or halogen; n = 1 or 2; including acid-addn. salts; are prepd. by reacting a cpd. (II): with opt. protected cpd. (III): - protecting groups where R4 and R5 = H or an easily removable protecting group. (I) have sedative-, muscle-relaxant and anticonvulsive action of the same order as known benzodiazepins, and are strongly hydrophilic and better suitable for the prepn. of mainly injection solns. Pref. cpd. (I) is 7-chloro (2,3-dihydroxypropyl)5-(2-fluorophenyl)-1,3-dihydro 2H 1,4-benzodiazepin-2-one.
FR7333716A 1972-09-21 1973-09-20 Hydrophilic 1,4-benzodiazepin-2-one derivs - by reaction of benzodiazepinone and haloalkanoylalkanes and deprotection, with sedative, muscle-relaxant and anticonvulsive action Withdrawn FR2199991A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH1380472 1972-09-21

Publications (1)

Publication Number Publication Date
FR2199991A1 true FR2199991A1 (en) 1974-04-19

Family

ID=4395486

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7333716A Withdrawn FR2199991A1 (en) 1972-09-21 1973-09-20 Hydrophilic 1,4-benzodiazepin-2-one derivs - by reaction of benzodiazepinone and haloalkanoylalkanes and deprotection, with sedative, muscle-relaxant and anticonvulsive action

Country Status (11)

Country Link
JP (1) JPS4969692A (en)
AU (1) AU5990073A (en)
BE (1) BE805054A (en)
DD (1) DD109386A5 (en)
DE (1) DE2347455A1 (en)
FR (1) FR2199991A1 (en)
HU (1) HU167768B (en)
IL (1) IL43126A0 (en)
LU (1) LU68453A1 (en)
NL (1) NL7313056A (en)
ZA (1) ZA735932B (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1517164A (en) * 1974-08-20 1978-07-12 Roche Products Ltd Substituted-phenyl ketones and a process for the manufacture thereof

Also Published As

Publication number Publication date
DE2347455A1 (en) 1974-04-11
DD109386A5 (en) 1974-11-05
NL7313056A (en) 1974-03-25
HU167768B (en) 1975-12-29
AU5990073A (en) 1975-03-06
LU68453A1 (en) 1975-05-21
IL43126A0 (en) 1973-11-28
JPS4969692A (en) 1974-07-05
ZA735932B (en) 1974-07-31
BE805054A (en) 1974-03-20

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Legal Events

Date Code Title Description
ST Notification of lapse