ES334817A1 - New azepine derivatives and their production - Google Patents

New azepine derivatives and their production

Info

Publication number
ES334817A1
ES334817A1 ES334817A ES334817A ES334817A1 ES 334817 A1 ES334817 A1 ES 334817A1 ES 334817 A ES334817 A ES 334817A ES 334817 A ES334817 A ES 334817A ES 334817 A1 ES334817 A1 ES 334817A1
Authority
ES
Spain
Prior art keywords
formula
dibenz
azepine
dihydro
compound
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
ES334817A
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.)
Novartis AG
Original Assignee
JR Geigy 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 JR Geigy AG filed Critical JR Geigy AG
Publication of ES334817A1 publication Critical patent/ES334817A1/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
    • C07D223/14—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D223/18—Dibenzazepines; Hydrogenated dibenzazepines
    • C07D223/22—Dibenz [b, f] azepines; Hydrogenated dibenz [b, f] azepines
    • C07D223/24—Dibenz [b, f] azepines; Hydrogenated dibenz [b, f] azepines with hydrocarbon radicals, substituted by nitrogen atoms, attached to the ring nitrogen atom
    • C07D223/28—Dibenz [b, f] azepines; Hydrogenated dibenz [b, f] azepines with hydrocarbon radicals, substituted by nitrogen atoms, attached to the ring nitrogen atom having a single bond between positions 10 and 11
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
    • C07D223/14—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D223/18—Dibenzazepines; Hydrogenated dibenzazepines
    • C07D223/22—Dibenz [b, f] azepines; Hydrogenated dibenz [b, f] azepines
    • C07D223/24—Dibenz [b, f] azepines; Hydrogenated dibenz [b, f] azepines with hydrocarbon radicals, substituted by nitrogen atoms, attached to the ring nitrogen atom

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Other In-Based Heterocyclic Compounds (AREA)
  • Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)

Abstract

<FORM:1114970/C2/1> <FORM:1114970/C2/2> <FORM:1114970/C2/3> <FORM:1114970/C2/4> <FORM:1114970/C2/5> <FORM:1114970/C2/6> Novel dibenzazepines of the Formula I, wherein R1 represents a C1- 4 alkyl group, each of R2 and R3 represents hydrogen or a C1- 4 alkyl group and R4 represents a C1- 4 alkyl group or, when taken together with R2, it represents an alkylene group having (3-n) or (4-n) chain members, or, together with R3, it represents an alkylene group having 4 to 6 chain members, m represents 1 or 2, n represents 0, 1 or 2 and (m + n) represents 1,2 or 3, and their acid addition salts, are prepared by (a) reacting a compound of the Formula II with an oxidizing agent, or (b) reacting a compound of the Formula III in the presence of a basic condensing agent, with a reactive ester of an amino alcohol of the Formula IV, wherein R31 represents a C1- 4 alkyl group, or (c) reacting a reactive ester of an alcohol of the Formula V with an amine of the formula HNR3R4 or (d) hydrolysing a compound of the Formula VI, wherein R5 represents a cyano group or an acyl radical of a carboxylic acid or of a monofunctional derivative of carbonic acid, and, if desired, converting a compound of Formula I obtained by any of methods (a) to (d) into an acid addition salt. 3-Methylsulphinyl- or 3-ethylsulphinyl-10,11-dihydro - 5H - dibenz[b,f]azepine is prepared by oxidizing 3-methylthio- or 3-ethylthio-5-acetyl-10,11 - dihydro - 5H - dibenz[b,f]azepine with sodium metaperiodate and hydrolysing the resulting 3 - methylsulphinyl- or 3 - ethylsulphinyl - 5 - acetyl - 10,11 - dihydro - 5H - dibenz[b,f]azepine with potassium hydroxide in ethanol. 3 - Methylsulphinyl - 5 - (3 - chloropropyl) - 10,11 - dihydro - 5H - dibenz[b,f]azepine is prepared by reacting 3-methylsulphinyl-10,11-dihydro - 5H - dibenz[b,f]azepine with 1-chloro-3-bromo-propane. Pharmaceutical compositions, having chatecholamine-potentiating and reserpine-antagonistic activity, for oral, rectal or parenteral administration, comprise a compound of Formula I together with a carrier.
ES334817A 1965-12-23 1966-12-22 New azepine derivatives and their production Expired ES334817A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH1774965A CH454875A (en) 1965-12-23 1965-12-23 Process for the production of new azepine derivatives

Publications (1)

Publication Number Publication Date
ES334817A1 true ES334817A1 (en) 1968-03-01

Family

ID=4427789

Family Applications (1)

Application Number Title Priority Date Filing Date
ES334817A Expired ES334817A1 (en) 1965-12-23 1966-12-22 New azepine derivatives and their production

Country Status (13)

Country Link
AT (1) AT268289B (en)
BE (1) BE691640A (en)
CH (1) CH454875A (en)
DE (1) DE1695002A1 (en)
DK (1) DK122764B (en)
ES (1) ES334817A1 (en)
FI (1) FI44236B (en)
FR (1) FR1506734A (en)
GB (1) GB1114970A (en)
IL (1) IL27124A (en)
NL (1) NL6618038A (en)
NO (1) NO118920B (en)
SE (1) SE333736B (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2201884B1 (en) * 1972-10-09 1975-11-28 Roussel Uclaf

Also Published As

Publication number Publication date
FI44236B (en) 1971-06-30
IL27124A (en) 1970-10-30
NO118920B (en) 1970-03-02
BE691640A (en) 1967-06-22
SE333736B (en) 1971-03-29
NL6618038A (en) 1967-06-26
DK122764B (en) 1972-04-10
CH454875A (en) 1968-04-30
GB1114970A (en) 1968-05-22
FR1506734A (en) 1967-12-22
AT268289B (en) 1969-02-10
DE1695002A1 (en) 1971-03-25

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