GB1394409A - Preparation of n-1-ethyl-2-pyrrolidylmethyl-2-methoxy-5- ethylsulphonyl-benzamide - Google Patents
Preparation of n-1-ethyl-2-pyrrolidylmethyl-2-methoxy-5- ethylsulphonyl-benzamideInfo
- Publication number
- GB1394409A GB1394409A GB846873A GB846873A GB1394409A GB 1394409 A GB1394409 A GB 1394409A GB 846873 A GB846873 A GB 846873A GB 846873 A GB846873 A GB 846873A GB 1394409 A GB1394409 A GB 1394409A
- Authority
- GB
- United Kingdom
- Prior art keywords
- ethyl
- pyrrolidylmethyl
- methoxy
- ethylsulphonyl
- phosphoramide
- 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
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract 2
- 239000011707 mineral Substances 0.000 abstract 2
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 abstract 2
- UNRBEYYLYRXYCG-UHFFFAOYSA-N (1-ethylpyrrolidin-2-yl)methanamine Chemical compound CCN1CCCC1CN UNRBEYYLYRXYCG-UHFFFAOYSA-N 0.000 abstract 1
- NBFYWQQYIJTQQV-UHFFFAOYSA-N 5-ethylsulfonyl-2-methoxybenzoic acid Chemical compound CCS(=O)(=O)C1=CC=C(OC)C(C(O)=O)=C1 NBFYWQQYIJTQQV-UHFFFAOYSA-N 0.000 abstract 1
- WPTKGPVPTUVSEL-UHFFFAOYSA-N N-diaminophosphoryl-1-(1-ethylpyrrolidin-2-yl)methanamine Chemical compound C(C)N1C(CCC1)CNP(=O)(N)N WPTKGPVPTUVSEL-UHFFFAOYSA-N 0.000 abstract 1
- UNRHXEPDKXPRTM-UHFFFAOYSA-N Sultopride Chemical compound CCN1CCCC1CNC(=O)C1=CC(S(=O)(=O)CC)=CC=C1OC UNRHXEPDKXPRTM-UHFFFAOYSA-N 0.000 abstract 1
- 239000007983 Tris buffer Substances 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 239000002168 alkylating agent Substances 0.000 abstract 1
- 229940100198 alkylating agent Drugs 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- DMSZORWOGDLWGN-UHFFFAOYSA-N ctk1a3526 Chemical compound NP(N)(N)=O DMSZORWOGDLWGN-UHFFFAOYSA-N 0.000 abstract 1
- 150000007522 mineralic acids Chemical class 0.000 abstract 1
- 150000007524 organic acids Chemical class 0.000 abstract 1
- 235000005985 organic acids Nutrition 0.000 abstract 1
- 230000000144 pharmacologic effect Effects 0.000 abstract 1
- 150000003235 pyrrolidines Chemical class 0.000 abstract 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000000243 solution Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/22—Amides of acids of phosphorus
- C07F9/224—Phosphorus triamides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/08—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon radicals, substituted by hetero atoms, attached to ring carbon atoms
- C07D207/09—Radicals substituted by nitrogen atoms, not forming part of a nitro radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
- C07F9/572—Five-membered rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyrrole Compounds (AREA)
- Pyridine Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
1394409 Pyrrolidine derivatives RENFAG SA 21 Feb 1973 [19 July 1972] 8468/73 Head. ings C2P and C2C N - (1 - Ethyl - 2 - pyrrolidylmethyl) - 2 - methoxy - 5 - ethylsulphonylbenzamide and its pharmaceutically acceptable salts with mineral or organic acids and its quaternary ammonium salts are prepared by reacting 1-ethyl-2-aminomethylpyrrolidine with phosphorus oxychloride, condensing the resultant phosphoramide with a solution of 2-methoxy-5-ethylsulphonyl-benzoic acid and optionally treating the product with an organic or mineral acid or aliphatic or aromatic alkylating agent. The product has pharmacological properties. The intermediate, N<SP>1</SP>,N<SP>11</SP>,N<SP>111</SP>-tris (1-ethyl-2- pyrrolidylmethyl)-phosphoramide, is claimed per se. Reference has been directed by the Comptroller to Specification 1,088,531.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1080272A CH565149A5 (en) | 1972-07-19 | 1972-07-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1394409A true GB1394409A (en) | 1975-05-14 |
Family
ID=4367011
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB846873A Expired GB1394409A (en) | 1972-07-19 | 1973-02-21 | Preparation of n-1-ethyl-2-pyrrolidylmethyl-2-methoxy-5- ethylsulphonyl-benzamide |
Country Status (29)
| Country | Link |
|---|---|
| JP (2) | JPS4935377A (en) |
| KR (1) | KR780000089B1 (en) |
| AR (1) | AR194145A1 (en) |
| AT (1) | AT319932B (en) |
| AU (1) | AU471164B2 (en) |
| BE (1) | BE793871A (en) |
| BG (1) | BG20347A3 (en) |
| CA (1) | CA976974A (en) |
| CH (1) | CH565149A5 (en) |
| CS (1) | CS174865B2 (en) |
| DD (1) | DD102380A5 (en) |
| DE (1) | DE2257624A1 (en) |
| EG (1) | EG11435A (en) |
| ES (1) | ES409348A1 (en) |
| FR (1) | FR2192820B1 (en) |
| GB (1) | GB1394409A (en) |
| HU (1) | HU167514B (en) |
| IE (1) | IE37363B1 (en) |
| IL (1) | IL41522A (en) |
| LU (1) | LU66787A1 (en) |
| MC (1) | MC961A1 (en) |
| NL (1) | NL7215710A (en) |
| OA (1) | OA04313A (en) |
| PH (1) | PH9390A (en) |
| PL (1) | PL82470B1 (en) |
| RO (1) | RO62350A (en) |
| YU (1) | YU36499B (en) |
| ZA (1) | ZA73537B (en) |
| ZM (1) | ZM1773A1 (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1151533B (en) * | 1982-03-29 | 1986-12-24 | Ravizza Spa | PROCEDURE FOR THE PREPARATION OF P. CHLOROFENOSSIACETIL-PIPERONILPIPERAZINA |
| WO1991017144A1 (en) * | 1990-05-02 | 1991-11-14 | Yoshitomi Pharmaceutical Industries, Ltd. | Amide compound, pharmaceutical use thereof and novel 1-substituted pyrrolidinemethyl-amines |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4940459B1 (en) * | 1970-12-21 | 1974-11-02 |
-
0
- BE BE793871D patent/BE793871A/en not_active IP Right Cessation
-
1972
- 1972-07-19 CH CH1080272A patent/CH565149A5/xx not_active IP Right Cessation
- 1972-11-20 NL NL7215710A patent/NL7215710A/xx unknown
- 1972-11-22 AR AR245248A patent/AR194145A1/en active
- 1972-11-24 PL PL1972159072A patent/PL82470B1/pl unknown
- 1972-11-24 DE DE2257624A patent/DE2257624A1/en active Pending
- 1972-11-24 HU HURE521A patent/HU167514B/hu unknown
- 1972-11-30 BG BG22005A patent/BG20347A3/xx unknown
- 1972-12-01 RO RO73014A patent/RO62350A/ro unknown
- 1972-12-05 YU YU03015/72A patent/YU36499B/en unknown
- 1972-12-06 AT AT1038972A patent/AT319932B/en not_active IP Right Cessation
- 1972-12-06 ES ES409348A patent/ES409348A1/en not_active Expired
- 1972-12-06 CS CS8355A patent/CS174865B2/cs unknown
- 1972-12-11 FR FR7244002A patent/FR2192820B1/fr not_active Expired
- 1972-12-15 MC MC1024A patent/MC961A1/en unknown
- 1972-12-28 DD DD167945A patent/DD102380A5/xx unknown
-
1973
- 1973-01-03 LU LU66787A patent/LU66787A1/xx unknown
- 1973-01-12 OA OA54805A patent/OA04313A/en unknown
- 1973-01-18 CA CA161,588A patent/CA976974A/en not_active Expired
- 1973-01-24 ZA ZA730537A patent/ZA73537B/en unknown
- 1973-01-26 AU AU51514/73A patent/AU471164B2/en not_active Expired
- 1973-02-06 JP JP48014354A patent/JPS4935377A/ja active Pending
- 1973-02-12 ZM ZM17/73A patent/ZM1773A1/en unknown
- 1973-02-13 IL IL41522A patent/IL41522A/en unknown
- 1973-02-14 KR KR7300264A patent/KR780000089B1/en active
- 1973-02-21 GB GB846873A patent/GB1394409A/en not_active Expired
- 1973-03-02 IE IE339/73A patent/IE37363B1/en unknown
- 1973-04-03 JP JP3749673A patent/JPS5532704B2/ja not_active Expired
- 1973-04-23 PH PH14537*UA patent/PH9390A/en unknown
- 1973-07-15 EG EG277/73A patent/EG11435A/en active
Also Published As
| Publication number | Publication date |
|---|---|
| OA04313A (en) | 1980-01-15 |
| ZM1773A1 (en) | 1973-10-22 |
| CS174865B2 (en) | 1977-04-29 |
| ES409348A1 (en) | 1975-11-16 |
| BG20347A3 (en) | 1975-11-05 |
| AT319932B (en) | 1975-01-10 |
| IE37363B1 (en) | 1977-07-06 |
| FR2192820A1 (en) | 1974-02-15 |
| EG11435A (en) | 1977-03-31 |
| KR780000089B1 (en) | 1978-04-08 |
| ZA73537B (en) | 1973-10-31 |
| FR2192820B1 (en) | 1976-07-02 |
| AU5151473A (en) | 1974-08-01 |
| PL82470B1 (en) | 1975-10-31 |
| HU167514B (en) | 1975-10-28 |
| JPS4935377A (en) | 1974-04-01 |
| IL41522A0 (en) | 1973-04-30 |
| CH565149A5 (en) | 1975-08-15 |
| DD102380A5 (en) | 1973-12-12 |
| AU471164B2 (en) | 1976-04-08 |
| LU66787A1 (en) | 1973-03-19 |
| IL41522A (en) | 1977-11-30 |
| AR194145A1 (en) | 1973-06-22 |
| IE37363L (en) | 1974-01-19 |
| YU301572A (en) | 1982-02-25 |
| CA976974A (en) | 1975-10-28 |
| NL7215710A (en) | 1974-01-22 |
| JPS4943966A (en) | 1974-04-25 |
| BE793871A (en) | 1973-05-02 |
| PH9390A (en) | 1975-10-22 |
| DE2257624A1 (en) | 1974-02-07 |
| MC961A1 (en) | 1973-12-07 |
| JPS5532704B2 (en) | 1980-08-26 |
| YU36499B (en) | 1984-02-29 |
| RO62350A (en) | 1977-08-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |