GB2014990A - Process for preparing an optically active benzamide, the optically active benzamide so obtained and pharmaceutical compositions containing it - Google Patents
Process for preparing an optically active benzamide, the optically active benzamide so obtained and pharmaceutical compositions containing itInfo
- Publication number
- GB2014990A GB2014990A GB7903902A GB7903902A GB2014990A GB 2014990 A GB2014990 A GB 2014990A GB 7903902 A GB7903902 A GB 7903902A GB 7903902 A GB7903902 A GB 7903902A GB 2014990 A GB2014990 A GB 2014990A
- Authority
- GB
- United Kingdom
- Prior art keywords
- optically active
- active benzamide
- preparing
- pharmaceutical compositions
- compositions containing
- 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.)
- Granted
Links
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 title 4
- 238000004519 manufacturing process Methods 0.000 title 1
- 239000008194 pharmaceutical composition Substances 0.000 title 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Natural products OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 2
- BGRJTUBHPOOWDU-NSHDSACASA-N (S)-(-)-sulpiride Chemical compound CCN1CCC[C@H]1CNC(=O)C1=CC(S(N)(=O)=O)=CC=C1OC BGRJTUBHPOOWDU-NSHDSACASA-N 0.000 abstract 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 229960004940 sulpiride Drugs 0.000 abstract 1
Classifications
-
- 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
- C07D207/10—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 hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D207/16—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pyrrole Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Process for the preparation of optically active Sulpiride <IMAGE> starting from levo-proline through the levo N-ethyl-2-pyrrolidino methanol and the levo-N-ethyl-2- aminomethyl-pyrrolidine which is finally reacted with ethyl 2-methoxy-5- sulphoamoyl benzoate.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT20295/78A IT1095415B (en) | 1978-02-16 | 1978-02-16 | PROCESS FOR THE PRODUCTION OF AN OPTICALLY ACTIVE BENZAMIDE, OPTICALLY ACTIVE BENZAMIDE SO OBTAINED AND COMPOSITIONS |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| GB2014990A true GB2014990A (en) | 1979-09-05 |
| GB2014990B GB2014990B (en) | 1982-06-09 |
Family
ID=11165504
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB7903902A Expired GB2014990B (en) | 1978-02-16 | 1979-02-05 | Process for preparing an optically active benzamide the optically active benzamide so obtained and pharmaceutical compositions containing it |
Country Status (15)
| Country | Link |
|---|---|
| JP (1) | JPS54130562A (en) |
| AT (1) | AT373870B (en) |
| CA (1) | CA1097662A (en) |
| CH (1) | CH639951A5 (en) |
| DE (1) | DE2903891A1 (en) |
| DK (1) | DK152752C (en) |
| EG (1) | EG14440A (en) |
| FR (1) | FR2417498A1 (en) |
| GB (1) | GB2014990B (en) |
| GR (1) | GR78220B (en) |
| IT (1) | IT1095415B (en) |
| MX (1) | MX5632E (en) |
| NL (1) | NL190845C (en) |
| SE (1) | SE430888B (en) |
| YU (1) | YU41145B (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0053584A1 (en) * | 1980-11-27 | 1982-06-09 | RAVIZZA S.p.A. | Raceme sulpiride resolution process |
| EP0088849A1 (en) * | 1982-03-11 | 1983-09-21 | Choay S.A. | Levorotatory compounds of N-substituted benzenesulphone amides, process for their preparation and pharmaceutical compositions containing them |
| EP0253785B1 (en) * | 1986-05-22 | 1992-11-11 | Astra Lakemedel Aktiebolag | Efficient stereoconservative syntheses of 1-substituted (s)- and (r)-2-aminomethylpyrrolidines and intermediates therein |
| WO2003055857A1 (en) * | 2001-12-28 | 2003-07-10 | Farmaceutsko-Hemijska Industrija 'zdravlje' | A process for synthesis of heterocyclic aminoalkyl benzamides |
| EP1775347A3 (en) * | 2005-10-14 | 2007-07-25 | Procos S.p.A. | A process for the enantiomeric resolution of 1-substituted 2-(aminomethyl)-pyrrolidines by amidation with lipases |
| CN103772256A (en) * | 2012-10-24 | 2014-05-07 | 天士力控股集团有限公司 | Preparation method for high-purity sulpiride or optical isomers thereof |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4103451C2 (en) * | 1991-02-02 | 1994-08-25 | Hormosan Kwizda Gmbh | Uses of the active substance sulpiride in its R or S form |
| USD580771S1 (en) | 2004-08-13 | 2008-11-18 | Saverglass Inc. | Bottle |
| USD553009S1 (en) * | 2004-09-14 | 2007-10-16 | Drogheria E Alimentari S.R.L | Bottle with an inserted jar |
| USD545205S1 (en) * | 2005-09-21 | 2007-06-26 | Saverglass Inc. | Bottle |
| CL2012000874S1 (en) | 2012-01-31 | 2013-03-22 | Saverglass | Bottle with a tapered rectangular parallelepipedic body oriented vertically, with its narrowest part located at the lower end, it has all its curved edges, at its upper end it forms a rectangular surface with convex sides, which is joined to the bottle neck by means of slight slopes. |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3891671A (en) * | 1968-08-01 | 1975-06-24 | Ile De France | N-(2-pyrrolidyl or piperidyl alkyl)-4-hydroxy benzamides |
| CH605793A5 (en) * | 1974-03-05 | 1978-10-13 | Soc Et Scient Et Ind | Process for the preparation of new substituted N-(1benzylpyrrollidinil 2-alkyl) benzamides |
| FR2394529A2 (en) * | 1977-06-13 | 1979-01-12 | Synthelabo | 2-METHOXY BENZAMIDES AND THEIR THERAPEUTIC APPLICATION |
| FR2393794A2 (en) * | 1977-06-06 | 1979-01-05 | Synthelabo | Therapeutic 2-methoxy benzamido methyl heterocycle(s) prepn. - from 2-methoxy benzoic ester(s) and amino methyl heterocycle(s) |
| IL52645A (en) * | 1976-08-05 | 1980-02-29 | Synthelabo | Optically active 1 substituted 2 aminomethyl pyrrolidines stereospecifics synthesis thereof and process for the preparation of optically active 2 methoxy n pyrrolidylmethyl benzamides |
| JPS5365875A (en) * | 1976-11-24 | 1978-06-12 | Teijin Ltd | Preparation of benzenesulfone amide derivs. |
-
1978
- 1978-02-16 IT IT20295/78A patent/IT1095415B/en active
-
1979
- 1979-02-01 DE DE19792903891 patent/DE2903891A1/en active Granted
- 1979-02-05 GB GB7903902A patent/GB2014990B/en not_active Expired
- 1979-02-08 FR FR7903216A patent/FR2417498A1/en active Granted
- 1979-02-12 YU YU308/79A patent/YU41145B/en unknown
- 1979-02-13 AT AT0110179A patent/AT373870B/en not_active IP Right Cessation
- 1979-02-13 JP JP1441979A patent/JPS54130562A/en active Pending
- 1979-02-13 MX MX797713U patent/MX5632E/en unknown
- 1979-02-14 CH CH142779A patent/CH639951A5/en not_active IP Right Cessation
- 1979-02-14 EG EG97/79A patent/EG14440A/en active
- 1979-02-15 GR GR58375A patent/GR78220B/el unknown
- 1979-02-15 SE SE7901337A patent/SE430888B/en not_active IP Right Cessation
- 1979-02-15 DK DK066579A patent/DK152752C/en not_active IP Right Cessation
- 1979-02-16 CA CA321,673A patent/CA1097662A/en not_active Expired
- 1979-02-16 NL NL7901251A patent/NL190845C/en not_active IP Right Cessation
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0053584A1 (en) * | 1980-11-27 | 1982-06-09 | RAVIZZA S.p.A. | Raceme sulpiride resolution process |
| EP0088849A1 (en) * | 1982-03-11 | 1983-09-21 | Choay S.A. | Levorotatory compounds of N-substituted benzenesulphone amides, process for their preparation and pharmaceutical compositions containing them |
| EP0253785B1 (en) * | 1986-05-22 | 1992-11-11 | Astra Lakemedel Aktiebolag | Efficient stereoconservative syntheses of 1-substituted (s)- and (r)-2-aminomethylpyrrolidines and intermediates therein |
| WO2003055857A1 (en) * | 2001-12-28 | 2003-07-10 | Farmaceutsko-Hemijska Industrija 'zdravlje' | A process for synthesis of heterocyclic aminoalkyl benzamides |
| EP1775347A3 (en) * | 2005-10-14 | 2007-07-25 | Procos S.p.A. | A process for the enantiomeric resolution of 1-substituted 2-(aminomethyl)-pyrrolidines by amidation with lipases |
| CN103772256A (en) * | 2012-10-24 | 2014-05-07 | 天士力控股集团有限公司 | Preparation method for high-purity sulpiride or optical isomers thereof |
| CN103772256B (en) * | 2012-10-24 | 2017-10-10 | 江苏天士力帝益药业有限公司 | A kind of preparation method of high-purity Sulpiride or its optical isomer |
Also Published As
| Publication number | Publication date |
|---|---|
| DK66579A (en) | 1979-08-17 |
| MX5632E (en) | 1983-11-15 |
| EG14440A (en) | 1984-03-31 |
| GR78220B (en) | 1984-09-26 |
| NL190845C (en) | 1994-09-16 |
| FR2417498A1 (en) | 1979-09-14 |
| CA1097662A (en) | 1981-03-17 |
| GB2014990B (en) | 1982-06-09 |
| DK152752C (en) | 1988-09-26 |
| NL190845B (en) | 1994-04-18 |
| IT1095415B (en) | 1985-08-10 |
| ATA110179A (en) | 1983-07-15 |
| DE2903891C2 (en) | 1992-02-06 |
| NL7901251A (en) | 1979-08-20 |
| DK152752B (en) | 1988-05-09 |
| YU41145B (en) | 1986-12-31 |
| DE2903891A1 (en) | 1979-08-23 |
| JPS54130562A (en) | 1979-10-09 |
| FR2417498B1 (en) | 1983-01-21 |
| SE7901337L (en) | 1979-08-17 |
| IT7820295A0 (en) | 1978-02-16 |
| AT373870B (en) | 1984-02-27 |
| YU30879A (en) | 1983-02-28 |
| SE430888B (en) | 1983-12-19 |
| CH639951A5 (en) | 1983-12-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PE20 | Patent expired after termination of 20 years |
Effective date: 19990204 |