GB901691A - N-substituted-dibenzo[b.f]azepines and their preparation - Google Patents
N-substituted-dibenzo[b.f]azepines and their preparationInfo
- Publication number
- GB901691A GB901691A GB40482/58A GB4048258A GB901691A GB 901691 A GB901691 A GB 901691A GB 40482/58 A GB40482/58 A GB 40482/58A GB 4048258 A GB4048258 A GB 4048258A GB 901691 A GB901691 A GB 901691A
- Authority
- GB
- United Kingdom
- Prior art keywords
- general formula
- dihydroazepine
- epoxypropyl
- azepine
- azepines
- 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
- 150000001538 azepines Chemical class 0.000 title 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 150000001339 alkali metal compounds Chemical class 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 230000003266 anti-allergic effect Effects 0.000 abstract 1
- 239000000812 cholinergic antagonist Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 150000004985 diamines Chemical class 0.000 abstract 1
- UZVGSSNIUNSOFA-UHFFFAOYSA-N dibenzofuran-1-carboxylic acid Chemical compound O1C2=CC=CC=C2C2=C1C=CC=C2C(=O)O UZVGSSNIUNSOFA-UHFFFAOYSA-N 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 230000000147 hypnotic effect Effects 0.000 abstract 1
- 150000007522 mineralic acids Chemical class 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 150000007524 organic acids Chemical class 0.000 abstract 1
- 125000004193 piperazinyl group Chemical group 0.000 abstract 1
- 230000002048 spasmolytic effect Effects 0.000 abstract 1
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
- C07D223/16—Benzazepines; Hydrogenated benzazepines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention comprises dibenzo[b.f.]-azepine and -dihydroazepine derivatives of the general formula <FORM:0901691/IV (b)/1> (wherein X represents -CH = CH- or -CH2-CH2-, p each Y represents a hydrogen or halogen atom, R1 and R2 represent C1-4 alkyl radicals, R3 represents a hydrogen atom or a C1-4 alkyl radical, and alkylene represents a C2-4 alkylene radical, or <FORM:0901691/IV (b)/2> represents a piperazine ring substituted at the second nitrogen atom by a C1-4 alkyl radical) and their mono- and di-acid-addition salts and quaternary ammonium compounds, and the preparation thereof by reacting a 5-(21,31-epoxypropyl)-azepine or -dihydroazepine of the general formula <FORM:0901691/IV (b)/3> with a diamine of the formula <FORM:0901691/IV (b)/4> and, if desired, converting the product into a salt by treatment with an inorganic or organic acid or into a quaternary ammonium compound by reaction with a reactive ester of an aliphatic or araliphatic alcohol. The products have spasmolytic, anti-allergic and hypnotic activity. 5-(21,31-Epoxypropyl)-azepines and -dihydroazepines of the general formula (II) above are prepared by reacting the alkali metal compounds of the corresponding 5-unsubstituted compounds with epichlorhydrin. Reference has been directed by the Comptroller to Specification 820,476.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH5402657A CH364266A (en) | 1957-12-20 | 1957-12-20 | Process for the preparation of new N-heterocyclic compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB901691A true GB901691A (en) | 1962-07-25 |
Family
ID=4519036
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB40482/58A Expired GB901691A (en) | 1957-12-20 | 1958-12-16 | N-substituted-dibenzo[b.f]azepines and their preparation |
Country Status (2)
| Country | Link |
|---|---|
| CH (1) | CH364266A (en) |
| GB (1) | GB901691A (en) |
-
1957
- 1957-12-20 CH CH5402657A patent/CH364266A/en unknown
-
1958
- 1958-12-16 GB GB40482/58A patent/GB901691A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| CH364266A (en) | 1962-09-15 |
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