GB835802A - Process for the production of new anilides and salts thereof - Google Patents
Process for the production of new anilides and salts thereofInfo
- Publication number
- GB835802A GB835802A GB21048/57A GB2104857A GB835802A GB 835802 A GB835802 A GB 835802A GB 21048/57 A GB21048/57 A GB 21048/57A GB 2104857 A GB2104857 A GB 2104857A GB 835802 A GB835802 A GB 835802A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methyl
- aminoacetic
- acid
- pyrrolidinoethyl
- ethyl
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention comprises anilides and their acid addition salts of the formula <FORM:0835802/IV (b)/1> wherein R1 and R2 are straight or branched alkylene radicals, Am is a secondary or tertiary amino group or a nitrogen atom forming part of the ring of a heterocyclic base, R3 is chlorine, bromine or methoxy, R4 is hydrogen or when R3 is chlorine or bromine, may also be methyl, and their preparation by reacting an acid anilide of the formula <FORM:0835802/IV (b)/2> with an amine of the formula X1-R2-Am, wherein one of the symbols X1 represents a halogen atom and the other represents the group -NH (alkyl or aralkyl). More generally, the compounds may be prepared by reacting the appropriate substituted aniline or a reactive derivative thereof with an acid HOOC.R1.N (alkyl or aralkyl) -R2-Am or a reactive derivative thereof such as a halide, ester or anhydride. In place of the above amino-acid or derivative thereof, a similar compound containing a group which is subsequently converted into the amino group Am may be used. Products in which Am is a primary or secondary amino group may be further alkylated to secondary or tertiary amino compounds. The products are used as local anaesthetics, suitably in the form of salts such as the sulphate, hydrochloride, hydrobromide, phosphate, acetate, glycolate, citrate, succinate, fumarate, maleate, dihydroxymaleate, methane sulphonate, and hydroxyethane sulphonate. Examples describe the preparation of the 2-chloroanilides of N-b -pyrrolidino - ethyl - N - benzyl - aminoacetic, N - b - pyrrolidinoethyl - N - methyl - amino-acetic, N - b - pyrrolidinoethyl - N - methyl - a -aminopropionic, N - b - diethylaminoethyl - N - methyl - a - aminopropionic, N - b - diethylamino - ethyl - N - methyl - aminoacetic, N - b -piperidinoethyl - N - methyl - aminoacetic, N - b - pyrrolidinoethyl - N - ethyl - aminoacetic, N - b - piperidinoethyl - N - methylaminoacetic, N - b - piperidinoethyl - N - ethylaminoacetic, N - b - diethylaminoethyl - N - ethyl - aminoacetic, N - b - dimethylaminoethyl - N - methyl - aminoacetic and N - b -dimethylaminoethyl - N - ethyl - aminoacetic acids; the 2 - bromoanilides of N - b - diethylaminoethyl - N - methyl - aminoacetic and N-b - pyrrolidinoethyl - N - ethyl aminoacetic acids; the 2-methoxyanilides of N-b -diethylaminoethyl - N - methyl - aminoacetic and N-b - pyrrolidinoethyl - N - methyl - aminoacetic acids and the 2-chloro-5-methyl anilide of N-b -pyrrolidinoethyl - N - methyl - aminoacetic acid. N - Methylaminoacetic acid 2 - chloroanilide is made by the reaction of methylamine with chloracetic acid-2-chloroanilide. Chloracetic acid 2-methoxy-anilide is made by the reaction of chloracetyl chloride with o-methoxyaniline in the presence of sodium acetate.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH835802X | 1956-07-06 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB835802A true GB835802A (en) | 1960-05-25 |
Family
ID=4540700
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB21048/57A Expired GB835802A (en) | 1956-07-06 | 1957-07-03 | Process for the production of new anilides and salts thereof |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB835802A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2003063852A1 (en) * | 2002-02-01 | 2003-08-07 | Mochida Pharmaceutical Co., Ltd. | Therapeutic agent for urinary incontinence |
-
1957
- 1957-07-03 GB GB21048/57A patent/GB835802A/en not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2003063852A1 (en) * | 2002-02-01 | 2003-08-07 | Mochida Pharmaceutical Co., Ltd. | Therapeutic agent for urinary incontinence |
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