GB1117623A - New tertiary amines and process for their manufacture - Google Patents
New tertiary amines and process for their manufactureInfo
- Publication number
- GB1117623A GB1117623A GB547366A GB547366A GB1117623A GB 1117623 A GB1117623 A GB 1117623A GB 547366 A GB547366 A GB 547366A GB 547366 A GB547366 A GB 547366A GB 1117623 A GB1117623 A GB 1117623A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- ch2r3
- pyrrolidine
- bromo
- followed
- 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
- C07D295/08—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 bound oxygen or sulfur atoms
- C07D295/084—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 bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
- C07D295/092—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 bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings with aromatic radicals attached to the chain
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Public Health (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Hydrogenated Pyridines (AREA)
- Remote Monitoring And Control Of Power-Distribution Networks (AREA)
Abstract
The invention comprises compounds of formula R1R2C(OH)C(=CH2)CH2R3, wherein R1 is an optionally substituted aryl group, R2 is an optionally substituted aralkyl group and R3 is an aliphatic or optionally alkylated heterocyclic tertiary amino group, acid addition salts thereof, and their preparation by reaction of a ketone of formula R1COR2 with a Grignard reagent of formula HalMgC(=CH2)CH2R3, wherein Hal is a chlorine or bromine atom, followed by hydrolysis of the complex formed, followed if desired by resolution. N,N - dimethyl - 2 - bromo - alkylamine and N - (2 - bromo - alkyl - pyrrolidine) are prepared by reaction of 2,3-dibromopropene with dimethylamine or pyrrolidine. The compounds of the invention have analgesic, diuretic, antitussive and spasmolytic activity and may be used in pharmaceutical compositions in combination with a carrier, for example in forms suitable for oral, parenteral or topical administration.
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH267765A CH465584A (en) | 1965-02-26 | 1965-02-26 | Process for the preparation of new tertiary amines |
| CH902865 | 1965-06-28 | ||
| CH1311165 | 1965-09-22 | ||
| CH1811965 | 1965-12-30 | ||
| CH1811865 | 1965-12-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1117623A true GB1117623A (en) | 1968-06-19 |
Family
ID=27509073
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB547166A Expired GB1068497A (en) | 1965-02-26 | 1966-02-08 | New tertiary amine and process for its manufacture |
| GB547266A Expired GB1117622A (en) | 1965-02-26 | 1966-02-08 | New tertiary amines and process for their manufacture |
| GB547366A Expired GB1117623A (en) | 1965-02-26 | 1966-02-08 | New tertiary amines and process for their manufacture |
Family Applications Before (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB547166A Expired GB1068497A (en) | 1965-02-26 | 1966-02-08 | New tertiary amine and process for its manufacture |
| GB547266A Expired GB1117622A (en) | 1965-02-26 | 1966-02-08 | New tertiary amines and process for their manufacture |
Country Status (16)
| Country | Link |
|---|---|
| BE (3) | BE677035A (en) |
| BR (3) | BR6677336D0 (en) |
| CH (2) | CH465584A (en) |
| CY (1) | CY556A (en) |
| DE (2) | DE1568254A1 (en) |
| DK (3) | DK118601B (en) |
| FI (1) | FI44601C (en) |
| FR (4) | FR1468479A (en) |
| GB (3) | GB1068497A (en) |
| IL (1) | IL25127A (en) |
| LU (1) | LU50473A1 (en) |
| MY (1) | MY7000162A (en) |
| NL (3) | NL6602537A (en) |
| NO (1) | NO115389B (en) |
| SE (3) | SE348454B (en) |
| SU (1) | SU372806A3 (en) |
-
1965
- 1965-02-26 CH CH267765A patent/CH465584A/en unknown
- 1965-02-26 CH CH1401167A patent/CH475190A/en not_active IP Right Cessation
-
1966
- 1966-02-07 IL IL2512766A patent/IL25127A/en unknown
- 1966-02-08 GB GB547166A patent/GB1068497A/en not_active Expired
- 1966-02-08 GB GB547266A patent/GB1117622A/en not_active Expired
- 1966-02-08 GB GB547366A patent/GB1117623A/en not_active Expired
- 1966-02-16 LU LU50473A patent/LU50473A1/xx unknown
- 1966-02-17 FR FR50039A patent/FR1468479A/en not_active Expired
- 1966-02-17 FR FR50038A patent/FR1468478A/en not_active Expired
- 1966-02-17 DE DE19661568254 patent/DE1568254A1/en active Pending
- 1966-02-17 DE DE19661793640 patent/DE1793640B1/en active Pending
- 1966-02-23 FI FI44866A patent/FI44601C/en active
- 1966-02-24 BR BR17733666A patent/BR6677336D0/en unknown
- 1966-02-24 BR BR17734466A patent/BR6677344D0/en unknown
- 1966-02-24 BR BR17733766A patent/BR6677337D0/en unknown
- 1966-02-25 NL NL6602537A patent/NL6602537A/xx unknown
- 1966-02-25 BE BE677035D patent/BE677035A/xx unknown
- 1966-02-25 DK DK98566A patent/DK118601B/en unknown
- 1966-02-25 NO NO16185366A patent/NO115389B/no unknown
- 1966-02-25 NL NL6602535A patent/NL6602535A/xx unknown
- 1966-02-25 SE SE246766A patent/SE348454B/xx unknown
- 1966-02-25 DK DK98766A patent/DK122878B/en unknown
- 1966-02-25 SE SE246666A patent/SE348724B/xx unknown
- 1966-02-25 BE BE677034D patent/BE677034A/xx unknown
- 1966-02-25 DK DK98666A patent/DK123023B/en unknown
- 1966-02-25 NL NL6602536A patent/NL6602536A/xx unknown
- 1966-02-25 BE BE677036D patent/BE677036A/xx unknown
- 1966-02-25 SE SE246566A patent/SE325266B/xx unknown
- 1966-03-29 SU SU1064790A patent/SU372806A3/ru active
- 1966-05-10 FR FR60915A patent/FR5349M/fr not_active Expired
- 1966-05-10 FR FR60914A patent/FR5348M/fr not_active Expired
-
1970
- 1970-08-19 CY CY55670A patent/CY556A/en unknown
- 1970-12-31 MY MY7000162A patent/MY7000162A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| IL25127A (en) | 1969-12-31 |
| DK118601B (en) | 1970-09-14 |
| MY7000162A (en) | 1970-12-31 |
| NL6602536A (en) | 1966-08-29 |
| BE677034A (en) | 1966-08-25 |
| DE1568254A1 (en) | 1970-03-19 |
| BR6677336D0 (en) | 1973-09-20 |
| BR6677344D0 (en) | 1973-09-06 |
| FR5348M (en) | 1967-09-04 |
| BE677035A (en) | 1966-08-25 |
| SU372806A3 (en) | 1973-03-01 |
| GB1117622A (en) | 1968-06-19 |
| DK122878B (en) | 1972-04-24 |
| NL6602537A (en) | 1966-08-29 |
| DE1568253B1 (en) | 1971-07-29 |
| DK123023B (en) | 1972-05-08 |
| SE325266B (en) | 1970-06-29 |
| NL6602535A (en) | 1966-08-29 |
| NO115389B (en) | 1968-09-30 |
| FI44601B (en) | 1971-08-31 |
| CH465584A (en) | 1968-11-30 |
| DE1568252B2 (en) | 1973-01-04 |
| GB1068497A (en) | 1967-05-10 |
| FR1468478A (en) | 1967-02-03 |
| SE348724B (en) | 1972-09-11 |
| DE1793640B1 (en) | 1973-04-26 |
| SE348454B (en) | 1972-09-04 |
| FR1468479A (en) | 1967-02-03 |
| BE677036A (en) | 1966-08-25 |
| CH475190A (en) | 1969-07-15 |
| DE1568252A1 (en) | 1971-06-24 |
| FR5349M (en) | 1967-09-04 |
| LU50473A1 (en) | 1966-04-18 |
| FI44601C (en) | 1971-12-10 |
| BR6677337D0 (en) | 1973-09-06 |
| CY556A (en) | 1970-08-19 |
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