GB842968A - New o-aminoalkyl oximes - Google Patents
New o-aminoalkyl oximesInfo
- Publication number
- GB842968A GB842968A GB36258/58A GB3625858A GB842968A GB 842968 A GB842968 A GB 842968A GB 36258/58 A GB36258/58 A GB 36258/58A GB 3625858 A GB3625858 A GB 3625858A GB 842968 A GB842968 A GB 842968A
- Authority
- GB
- United Kingdom
- Prior art keywords
- radical
- carbon atoms
- alkylene
- heterocyclic
- mono
- 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
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/44—Radicals substituted by doubly-bound oxygen, sulfur, or nitrogen atoms, or by two such atoms singly-bound to the same carbon atom
- C07D213/53—Nitrogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Indole Compounds (AREA)
Abstract
The invention comprises O-amino-alkyl oxines of heterocyclic aldehydes or ketones and acidaddition and quaternary ammonium salts thereof; in particular, compounds of the general formula: <FORM:0842968/IV(b)/1> where R represents a heterocyclic group such as quinoline, furane, pyrazole, indole, thiophene and especially a pyridyl-2, -3, or -4 radical, R1 represents a hydrogen atom or an aliphatic hydrocarbon radical having 1-6 carbon atoms, X represents a divalent hydrocarbon radical having 1-6 carbon atoms, preferably a straight or branched alkylene radical, and R11 represents a tertiary amino group disubstituted, for example, by hydrocarbon radicals or alkylene-imino groups or mono-aza, or mono-oxa, alkylene imino groups, which substitutents have at most 6 carbon atoms; and acid-addition and quaternary ammonium salts thereof; and the preparation thereof by reacting an appropriate heterocyclic aldehyde or ketone with an O-alkylhydroxylamine substituted in the alkyl group by R11 or a radical which is replacable by R11 and is subsequently so replaced; or by reacting an oxime of an appropriate heterocyclic aldehyde or ketone with a reactive ester of an alkanol substituted by R11 or a radical which is replaceable by R11 and is subsequently so replaced; and, if desired, converting the products into their acid-addition or quaternary ammonium salts. The products have pharmaceutical properties. O-(b -Dimethylaminoethyl)-acetone oxine is prepared by reacting acetone oxine with (b -chlorethyl)-dimethylamine; and b -dimethylamino-ethoxyamine is prepared from the above acetone oxine derivative by treatment with 18% aqueous hydrochloric acid; and b -diethylaminoethoxyamine is prepared in an analogous manner. N-Methylindole-(2)-aldehyde is prepared by treating N-methyl-indole first with lithium butyl and then with N-methyl-N-formylaniline.ALSO:Pharmaceutical compositions comprise O-aminoalkyl oximes of heterocyclic aldehydes or ketones, especially compounds of the general formula: <FORM:0842968/VI/1> where R represents a heterocyclic group such as quinoline, furane, pyrazole, indole, thiophene, and especially a pyridyl-2, -3, or -4 radical, R1 represents a hydrogen atom or an aliphatic hydrocarbon radical having 1-6 carbon atoms, X represents a divalent hydrocarbon radical having 1-6 carbon atoms, preferably a straight or branched alkylene radical, and R11 represents a testiary amino group disubstituted, for example, by hydrocarbon radicals or alkylene-imino groups or mono-aza-, or mono-oxa-alkylene-imino groups, which substituents have at most 6 carbon atoms; and acid-addition and quaternary ammoncium salts thereof; with a suitable pharmaceutical diluent and, if desired, with other therapeutically valuable substances. The preparations for enteral, parenteral or topical administration, as appropriate, may be in the form of, for example, tablets, dragees, salves, solutions, suspensions or emulsions.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH842968X | 1957-11-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB842968A true GB842968A (en) | 1960-08-04 |
Family
ID=4541474
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB36258/58A Expired GB842968A (en) | 1957-11-11 | 1958-11-11 | New o-aminoalkyl oximes |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB842968A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4358450A (en) * | 1976-12-24 | 1982-11-09 | Hoechst Aktiengesellschaft | O-Alkylated oximes and pharmaceutical composition thereof |
-
1958
- 1958-11-11 GB GB36258/58A patent/GB842968A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4358450A (en) * | 1976-12-24 | 1982-11-09 | Hoechst Aktiengesellschaft | O-Alkylated oximes and pharmaceutical composition thereof |
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