ES245448A1 - Improvements in or relating to novel amidines and the preparation thereof - Google Patents
Improvements in or relating to novel amidines and the preparation thereofInfo
- Publication number
- ES245448A1 ES245448A1 ES0245448A ES245448A ES245448A1 ES 245448 A1 ES245448 A1 ES 245448A1 ES 0245448 A ES0245448 A ES 0245448A ES 245448 A ES245448 A ES 245448A ES 245448 A1 ES245448 A1 ES 245448A1
- Authority
- ES
- Spain
- Prior art keywords
- group
- reaction
- ammonia
- general formula
- integer
- 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
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/12—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms
- C07D295/125—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
- C07D295/13—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
- Medicinal Preparation (AREA)
Abstract
The invention comprises compounds of the general formula: p <FORM:0868552/IV (b)/1> and acid addition salts thereof, wherein R1 and R2 are the same or different and each is a hydrogen atom or an aliphatic hydrocarbon radical containing from 1 to 4 carbon atoms, or the group R1R2N- is a piperidino, pyrrolidino, morpholino, piperazino, or N-benzhydrylpiperazino group n is an integer from 7 to 12 and A is an arylene group and is a 1 : 4-phenylene group which may be substituted in the positions ortho with respect to the alkyleneoxyl chain with a methyl or methoxyl group or a halogen atom, or is a 2 : 6-naphthylene group, and the preparation thereof by converting the cyano group in a compound of the general formula: <FORM:0868552/IV (b)/2> into an amidino group by methods known per se for such group conversions. Preferred methods (a) by reaction with an alcohol to form the imino ether followed by reaction of the latter with ammonia or an ammonium salt (b) by reaction with ammonium this cyanate or an ammonium arenesulphonate in the presence of ammonia (c) by reaction with an alkali metal amide in the presence of ammonia and (d) by reaction with ammonia or urea in the presence of an inorganic condensing agent. The o -amino-substituted-aminoalkoxynitriles used as starting materials are prepared by reacting a sodium salt of a hydroxy nitrile, HO-A-CN with an excessive proportion of an a -o -alkylene dibromide, separating the o -bromoalkoxynitrile from the a :o -bis-p-cyanoaryleneoxyalkane also formed and reacting the former with an amine R1R2NH. The first Provision Specification discloses compounds of the general formula: <FORM:0868552/IV (b)/3> wherein additionally n is an integer from 6 to 14 inclusive and R1 and R2 are hydrogen or C1-6 aliphatic hydrocarbon radicals.ALSO:Pharmaceutical preparations comprise a compound of the general formula <FORM:0868552/VI/1> or an acid addition salt thereof, wherein R1 and R2 are the same or different and each is a hydrogen atom or an aliphatic C1-4 hydrocarbon radical or the group R1R2N is a piperidino, pyrrolidino, morpholino, piperazino or N1-benzhydrylpiperazino group n is an integer from 7 to 12 and A is an aryline group and is a 1 : 4-phenylene group which may be substituted in the positions ortho with respect to the alkyleneoxyl chain with a methyl or methoxyl group or a halogen atom, or is a 2 : 6-naphthylene group, together with an acceptable carrier. The preparations are made by the admixture of the aforesaid active ingredient with the carrier therefor. Suitable preparations include tablets, capsules, suppositories, a suspension in syrup or oil or an aqueous suspension containing, if desired, a suitable suspending agent. An example discloses the preparation of a tablet containing p-10-diethylaminodecyloxybenzamidine sulphate.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB37608/57A GB868552A (en) | 1957-12-03 | 1957-12-03 | Improvements in or relating to novel amidines and the preparation thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES245448A1 true ES245448A1 (en) | 1959-06-01 |
Family
ID=10397709
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES0245448A Expired ES245448A1 (en) | 1957-12-03 | 1958-11-19 | Improvements in or relating to novel amidines and the preparation thereof |
Country Status (2)
| Country | Link |
|---|---|
| ES (1) | ES245448A1 (en) |
| GB (1) | GB868552A (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1267009A (en) * | 1969-07-25 | 1972-03-15 | ||
| DE4309285A1 (en) * | 1993-03-23 | 1994-09-29 | Boehringer Ingelheim Kg | Heterocyclic-containing amidine derivatives, their preparation and use |
| JP4320260B2 (en) | 2002-03-06 | 2009-08-26 | 富山化学工業株式会社 | Novel arylamidine derivatives or salts thereof |
| WO2006011499A1 (en) * | 2004-07-28 | 2006-02-02 | Toyama Chemical Co., Ltd. | Novel arylamidine derivative, salt thereof, and antifungal containing these |
-
1957
- 1957-12-03 GB GB37608/57A patent/GB868552A/en not_active Expired
-
1958
- 1958-11-19 ES ES0245448A patent/ES245448A1/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| GB868552A (en) | 1961-05-17 |
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