GB938052A - Azabenzimidazoles and their preparation - Google Patents
Azabenzimidazoles and their preparationInfo
- Publication number
- GB938052A GB938052A GB4209059A GB4209059A GB938052A GB 938052 A GB938052 A GB 938052A GB 4209059 A GB4209059 A GB 4209059A GB 4209059 A GB4209059 A GB 4209059A GB 938052 A GB938052 A GB 938052A
- Authority
- GB
- United Kingdom
- Prior art keywords
- pyridine
- diethylamino
- amino
- nitro
- ethylamino
- 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
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention comprises compounds of the formulae <FORM:0938052/IV(a)/1> wherein A is an alkylene radical of 1 to 3 carbon atoms, R is a di-alkylamino group in which each alkyl group has at most 5 carbon atoms, R1 is a phenyl radical which may be substituted by a halogen atom or one or two alkoxy groups each containing at most 5 carbon atoms and R2 is hydrogen or a nitro group, and their acid-addition salts. They may be prepared by reacting an aminopyridine of the formula <FORM:0938052/IV(a)/2> or <FORM:0938052/IV(a)/3> with a phenyl acetic acid and R1CH2COOH or a functional derivative thereof, e.g. an imino ether, with, if necessary cyclization of the a -phenyl-acetyl derivative, e.g. 4-(b -diethylaminoethyl-amino-3- (a -phenylacetamido) -pyridine, first formed. Examples are given and a list of salt-forming organic and inorganic acids is provided. 2-(b - diethylaminoethylamino)- 3-amino-pyridine is prepared by reacting 2-chloro-3-nitro-pyridine with diethylamino-ethylamine to give 2-(b -diethylaminoethylamino)- 3-nitro-pyridine and then reducing this. 2-(b -diethylamino-ethylamino)- 3-amino- 5-nitro-pyridine (hydrochloride also described) is prepared similarly via 2-(b -diethylamino-ethylamino)-3,5-dinitropyridine (hydrochloride also described) and 3-amino-4-(b -diethylamino-ethylamino)-pyridine (dihydrochloride also described) similarly via 3-nitro-4-(b -diethylamino-ethylamino)-pyridine. Amino-ether starting materials are prepared by standard procedures from the corresponding nitriles. The azabenzimidazoles of the invention, which are analgesics, can be made up into pharmaceutical preparations, e.g. tablets, dragees, salves, creams, solutions, suspensions or emulsions, with suitable carriers. These may also contain preserving, stabilizing, wetting or emulsifying agents, salts for varying the osmotic pressure or buffers.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH6713458A CH373392A (en) | 1958-12-10 | 1958-12-10 | Process for the preparation of new aza compounds |
Publications (1)
Publication Number | Publication Date |
---|---|
GB938052A true GB938052A (en) | 1963-09-25 |
Family
ID=4527685
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB4209059A Expired GB938052A (en) | 1958-12-10 | 1959-12-10 | Azabenzimidazoles and their preparation |
Country Status (2)
Country | Link |
---|---|
CH (1) | CH373392A (en) |
GB (1) | GB938052A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3401030A (en) * | 1964-09-09 | 1968-09-10 | Union Carbide Corp | Method of defoliating cotton plants |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2927987A1 (en) | 1979-07-11 | 1981-02-05 | Thomae Gmbh Dr K | NEW 2-ALKOXYPHENYL-IMIDAZO ANGLE CLAMP ON 4.5-B ANGLE CLAMP ON PYRIDINE, THEIR PRODUCTION AND THE USE THEREOF AS MEDICINAL PRODUCTS |
-
1958
- 1958-12-10 CH CH6713458A patent/CH373392A/en unknown
-
1959
- 1959-12-10 GB GB4209059A patent/GB938052A/en not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3401030A (en) * | 1964-09-09 | 1968-09-10 | Union Carbide Corp | Method of defoliating cotton plants |
Also Published As
Publication number | Publication date |
---|---|
CH373392A (en) | 1963-11-30 |
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