SE7602735L - PROCEDURE FOR THE PREPARATION OF N- (DIETHYLAMINOETHYL) -2-METHOXY-4-AMINO-5-CHLOROBENZAMIDE OR ACID ADDITIONAL SALTS OR QUATERATED AMMONIUM SALTS THEREOF - Google Patents
PROCEDURE FOR THE PREPARATION OF N- (DIETHYLAMINOETHYL) -2-METHOXY-4-AMINO-5-CHLOROBENZAMIDE OR ACID ADDITIONAL SALTS OR QUATERATED AMMONIUM SALTS THEREOFInfo
- Publication number
- SE7602735L SE7602735L SE7602735A SE7602735A SE7602735L SE 7602735 L SE7602735 L SE 7602735L SE 7602735 A SE7602735 A SE 7602735A SE 7602735 A SE7602735 A SE 7602735A SE 7602735 L SE7602735 L SE 7602735L
- Authority
- SE
- Sweden
- Prior art keywords
- methoxy
- chlorobenzamide
- amino
- salts
- quaterated
- Prior art date
Links
- TTWJBBZEZQICBI-UHFFFAOYSA-N metoclopramide Chemical compound CCN(CC)CCNC(=O)C1=CC(Cl)=C(N)C=C1OC TTWJBBZEZQICBI-UHFFFAOYSA-N 0.000 title abstract 2
- 239000002253 acid Substances 0.000 title 1
- 150000003863 ammonium salts Chemical class 0.000 title 1
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 abstract 2
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 abstract 2
- OLAZDFVYXPEWKE-UHFFFAOYSA-N 4-acetamido-5-chloro-N-(2-hydroxyethyl)-2-methoxybenzamide Chemical compound OCCNC(C1=C(C=C(C(=C1)Cl)NC(C)=O)OC)=O OLAZDFVYXPEWKE-UHFFFAOYSA-N 0.000 abstract 1
- JSEDLCVFUWNXNN-UHFFFAOYSA-N 4-amino-5-chloro-N-(2-chloroethyl)-2-methoxybenzamide Chemical compound ClCCNC(C1=C(C=C(C(=C1)Cl)N)OC)=O JSEDLCVFUWNXNN-UHFFFAOYSA-N 0.000 abstract 1
- 238000005904 alkaline hydrolysis reaction Methods 0.000 abstract 1
- -1 alkyl 2-methoxy-4- acetamido-5-chlorobenzoate Chemical compound 0.000 abstract 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract 1
- 239000011707 mineral Substances 0.000 abstract 1
- 150000007522 mineralic acids Chemical class 0.000 abstract 1
- 150000007524 organic acids Chemical class 0.000 abstract 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/02—Preparation of carboxylic acid amides from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines
-
- 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
- A61K31/16—Amides, e.g. hydroxamic acids
- A61K31/165—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/08—Drugs for disorders of the alimentary tract or the digestive system for nausea, cinetosis or vertigo; Antiemetics
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/12—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by halogen atoms or by nitro or nitroso groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Otolaryngology (AREA)
- Hospice & Palliative Care (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Epidemiology (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
1395131 N - [2 - (N,N - diethylamino)ethyl]- 2 - methoxy - 4 - amino - 5 - chlorobenzamide SOC D'ETUDES SCIENTIFIQUES ET INDUSTRIELLES DE L'ILE-DE-FRANCE 13 June 1973 [20 June 1972] 28203/73 Heading C2C N - [2 - (N<SP>1</SP>,N<SP>1</SP> - diethylamino)ethyl] - 2- methoxy - 4 - amino - 5 - chlorobenzamide is prepared by reacting a C 1-3 alkyl 2-methoxy-4- acetamido-5-chlorobenzoate with ethanolamine, reacting the resulting novel N-(2-hydroxyethyl)- 2 - methoxy - 4 - acetamido - 5 - chlorobenzamide with thionyl chloride, followed by alkaline hydrolysis, and reacting the resulting novel N - (2 - chloroethyl) - 2 - methoxy - 4 - amino - 5- chlorobenzamide with diethylamine; and may subsequently be converted to its pharmaceutically acceptable mineral or organic acid addition salts or quaternary ammonium salts.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7222288A FR2277815A1 (en) | 1972-06-20 | 1972-06-20 | NEW PROCESS FOR THE PREPARATION OF N (DIETHYLAMINOETHYL) 2-METHOXY 4-AMINO 5-CHLOROBENZAMIDE |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| SE7602735L true SE7602735L (en) | 1976-02-27 |
| SE421069B SE421069B (en) | 1981-11-23 |
Family
ID=9100526
Family Applications (5)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SE7308532A SE402452B (en) | 1972-06-20 | 1973-06-18 | PROCEDURE FOR THE PREPARATION OF N- (DIETHYLAMINOETHYL) -2-METHOXY-4-AMINO-5-CHLOROBENZAMIDE OR ACID ADDITIONAL SALTS OR QUARTERNAL AMMONIUM SALTS THEREOF |
| SE7602736A SE421070B (en) | 1972-06-20 | 1976-02-27 | N- (2-HYDROXYETHYL) -2-METOXI-4-ACETAMINO-5-CHLORO BENZAMIDE AS INTERMEDIATE IN THE PREPARATION OF N- (DIETHYLAMINOETHYL) -2-METOXI-4-AMINO-5-CHLORO BENZAMIDE |
| SE7602735A SE421069B (en) | 1972-06-20 | 1976-02-27 | N- (2-CHLORETHYL) -2-METOXI-4-AMINO-5-CHLORO BENZAMIDE AS INTERMEDIATE FOR THE PREPARATION OF THERAPEUTIC EFFECT N- (DIETHYLAMINOETHYL) -2-METOXI-4-AMINO-5-CHLORBENZAMIDE |
| SE7607357A SE7607357L (en) | 1972-06-20 | 1976-06-28 | N- (DIETYLAMINOETHYL) -2-METHOXY-4-AMINO-5-CHLOROBENZAMIDE |
| SE7607356A SE7607356L (en) | 1972-06-20 | 1976-06-28 | N- (DIETYLAMINOETHYL) -2-METHOXY-4-AMINO-5-CHLOROBENZAMIDE |
Family Applications Before (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SE7308532A SE402452B (en) | 1972-06-20 | 1973-06-18 | PROCEDURE FOR THE PREPARATION OF N- (DIETHYLAMINOETHYL) -2-METHOXY-4-AMINO-5-CHLOROBENZAMIDE OR ACID ADDITIONAL SALTS OR QUARTERNAL AMMONIUM SALTS THEREOF |
| SE7602736A SE421070B (en) | 1972-06-20 | 1976-02-27 | N- (2-HYDROXYETHYL) -2-METOXI-4-ACETAMINO-5-CHLORO BENZAMIDE AS INTERMEDIATE IN THE PREPARATION OF N- (DIETHYLAMINOETHYL) -2-METOXI-4-AMINO-5-CHLORO BENZAMIDE |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SE7607357A SE7607357L (en) | 1972-06-20 | 1976-06-28 | N- (DIETYLAMINOETHYL) -2-METHOXY-4-AMINO-5-CHLOROBENZAMIDE |
| SE7607356A SE7607356L (en) | 1972-06-20 | 1976-06-28 | N- (DIETYLAMINOETHYL) -2-METHOXY-4-AMINO-5-CHLOROBENZAMIDE |
Country Status (26)
| Country | Link |
|---|---|
| JP (3) | JPS5522468B2 (en) |
| KR (1) | KR780000231B1 (en) |
| AT (1) | AT350044B (en) |
| AU (1) | AU468921B2 (en) |
| BE (1) | BE801038A (en) |
| BG (3) | BG20570A3 (en) |
| CA (1) | CA1001170A (en) |
| CH (1) | CH568277A5 (en) |
| CS (1) | CS167389B2 (en) |
| DD (1) | DD107441A5 (en) |
| DE (1) | DE2330373A1 (en) |
| DK (1) | DK131030B (en) |
| ES (1) | ES415952A1 (en) |
| FI (1) | FI56677C (en) |
| FR (1) | FR2277815A1 (en) |
| GB (1) | GB1395131A (en) |
| HU (1) | HU166936B (en) |
| IE (1) | IE37800B1 (en) |
| IL (1) | IL42499A (en) |
| LU (1) | LU67805A1 (en) |
| MC (1) | MC1007A1 (en) |
| NO (1) | NO135092C (en) |
| RO (1) | RO64465A (en) |
| SE (5) | SE402452B (en) |
| YU (1) | YU36691B (en) |
| ZA (1) | ZA734127B (en) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5881689U (en) * | 1981-11-25 | 1983-06-02 | 富士電機冷機株式会社 | Cup type vending machine |
| US4808624A (en) * | 1984-06-28 | 1989-02-28 | Bristol-Myers Company | Pharmacologically active substituted benzamides |
| JPH02148390A (en) * | 1988-11-30 | 1990-06-07 | Fuji Electric Co Ltd | Automatic vending machine for hot commodity |
| US10539725B2 (en) | 2016-11-30 | 2020-01-21 | Samsung Electronics Co., Ltd. | Optical filter and camera module and electronic device |
| CN113698321B (en) * | 2021-09-30 | 2023-04-18 | 内蒙古康普药业有限公司 | New metoclopramide diamine impurity and application |
-
1972
- 1972-06-20 FR FR7222288A patent/FR2277815A1/en active Granted
-
1973
- 1973-06-13 GB GB2820373A patent/GB1395131A/en not_active Expired
- 1973-06-14 YU YU1607/73A patent/YU36691B/en unknown
- 1973-06-14 IL IL42499A patent/IL42499A/en unknown
- 1973-06-14 DE DE2330373A patent/DE2330373A1/en active Pending
- 1973-06-15 AU AU56994/73A patent/AU468921B2/en not_active Expired
- 1973-06-15 NO NO2498/73A patent/NO135092C/no unknown
- 1973-06-15 ES ES415952A patent/ES415952A1/en not_active Expired
- 1973-06-15 IE IE986/73A patent/IE37800B1/en unknown
- 1973-06-16 BG BG025555A patent/BG20570A3/en unknown
- 1973-06-16 BG BG25556A patent/BG22074A3/xx unknown
- 1973-06-16 BG BG23895A patent/BG22073A3/xx unknown
- 1973-06-18 AT AT531673A patent/AT350044B/en not_active IP Right Cessation
- 1973-06-18 LU LU67805A patent/LU67805A1/xx unknown
- 1973-06-18 SE SE7308532A patent/SE402452B/en unknown
- 1973-06-18 FI FI1953/73A patent/FI56677C/en active
- 1973-06-18 DD DD171627A patent/DD107441A5/xx unknown
- 1973-06-18 BE BE1005166A patent/BE801038A/en not_active IP Right Cessation
- 1973-06-19 CA CA174,384A patent/CA1001170A/en not_active Expired
- 1973-06-19 HU HUSO1088A patent/HU166936B/hu unknown
- 1973-06-19 DK DK337673AA patent/DK131030B/en not_active IP Right Cessation
- 1973-06-19 JP JP6967773A patent/JPS5522468B2/ja not_active Expired
- 1973-06-19 ZA ZA734127A patent/ZA734127B/en unknown
- 1973-06-19 CS CS4410A patent/CS167389B2/cs unknown
- 1973-06-20 RO RO7375188A patent/RO64465A/en unknown
- 1973-06-20 CH CH898873A patent/CH568277A5/xx not_active IP Right Cessation
- 1973-06-20 KR KR7300971A patent/KR780000231B1/en not_active Expired
- 1973-09-20 JP JP10686173A patent/JPS553341B2/ja not_active Expired
- 1973-09-20 JP JP10686073A patent/JPS553340B2/ja not_active Expired
-
1974
- 1974-06-08 MC MC1048A patent/MC1007A1/en unknown
-
1976
- 1976-02-27 SE SE7602736A patent/SE421070B/en not_active IP Right Cessation
- 1976-02-27 SE SE7602735A patent/SE421069B/en not_active IP Right Cessation
- 1976-06-28 SE SE7607357A patent/SE7607357L/en unknown
- 1976-06-28 SE SE7607356A patent/SE7607356L/en unknown
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| NUG | Patent has lapsed |
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