ITMI981535A1 - Processo per la preparazione di gabapentina - Google Patents
Processo per la preparazione di gabapentina Download PDFInfo
- Publication number
- ITMI981535A1 ITMI981535A1 IT98MI001535A ITMI981535A ITMI981535A1 IT MI981535 A1 ITMI981535 A1 IT MI981535A1 IT 98MI001535 A IT98MI001535 A IT 98MI001535A IT MI981535 A ITMI981535 A IT MI981535A IT MI981535 A1 ITMI981535 A1 IT MI981535A1
- Authority
- IT
- Italy
- Prior art keywords
- gabapentine
- process according
- weight
- methoxyethanol
- water
- Prior art date
Links
- UGJMXCAKCUNAIE-UHFFFAOYSA-N Gabapentin Chemical compound OC(=O)CC1(CN)CCCCC1 UGJMXCAKCUNAIE-UHFFFAOYSA-N 0.000 title claims description 58
- 238000000034 method Methods 0.000 title claims description 30
- 238000002360 preparation method Methods 0.000 title claims description 13
- 229960002870 gabapentin Drugs 0.000 claims description 52
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 24
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 22
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 claims description 19
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 18
- 239000000203 mixture Substances 0.000 claims description 16
- 239000000243 solution Substances 0.000 claims description 15
- 239000002904 solvent Substances 0.000 claims description 13
- 230000001476 alcoholic effect Effects 0.000 claims description 11
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 claims description 10
- 229940093475 2-ethoxyethanol Drugs 0.000 claims description 10
- 239000007900 aqueous suspension Substances 0.000 claims description 10
- 239000011347 resin Substances 0.000 claims description 9
- 229920005989 resin Polymers 0.000 claims description 9
- 239000000725 suspension Substances 0.000 claims description 8
- 239000007864 aqueous solution Substances 0.000 claims description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 5
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 claims description 4
- BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 claims description 4
- 238000001035 drying Methods 0.000 claims description 4
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 claims description 4
- -1 w-propanol Chemical compound 0.000 claims description 4
- 238000010533 azeotropic distillation Methods 0.000 claims description 3
- 229910052799 carbon Inorganic materials 0.000 claims description 3
- 238000001816 cooling Methods 0.000 claims description 3
- 238000001914 filtration Methods 0.000 claims description 3
- 238000010790 dilution Methods 0.000 claims description 2
- 239000012895 dilution Substances 0.000 claims description 2
- 239000000047 product Substances 0.000 description 9
- 238000004128 high performance liquid chromatography Methods 0.000 description 7
- 239000013557 residual solvent Substances 0.000 description 7
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 5
- 150000004682 monohydrates Chemical group 0.000 description 5
- 238000002425 crystallisation Methods 0.000 description 4
- 230000008025 crystallization Effects 0.000 description 4
- 238000001704 evaporation Methods 0.000 description 4
- 230000008020 evaporation Effects 0.000 description 4
- UEFGLENGHNNEBY-UHFFFAOYSA-N 1-methoxyethanol hydrate Chemical compound O.COC(C)O UEFGLENGHNNEBY-UHFFFAOYSA-N 0.000 description 3
- 238000010828 elution Methods 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000003456 ion exchange resin Substances 0.000 description 2
- 229920003303 ion-exchange polymer Polymers 0.000 description 2
- RBPYZXJJLCKEHL-UHFFFAOYSA-N 2-methoxyethanol;propan-2-ol Chemical compound CC(C)O.COCCO RBPYZXJJLCKEHL-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000001961 anticonvulsive agent Substances 0.000 description 1
- 229960003965 antiepileptics Drugs 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000005342 ion exchange Methods 0.000 description 1
- 238000010907 mechanical stirring Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/38—Separation; Purification; Stabilisation; Use of additives
- C07C227/40—Separation; Purification
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pyridine Compounds (AREA)
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT98MI001535A ITMI981535A1 (it) | 1998-07-03 | 1998-07-03 | Processo per la preparazione di gabapentina |
| PCT/EP1999/004289 WO2000001660A1 (fr) | 1998-07-03 | 1999-06-21 | Procede de preparation de gabapentine |
| EP99931121A EP1095010A1 (fr) | 1998-07-03 | 1999-06-21 | Procede de preparation de gabapentine |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT98MI001535A ITMI981535A1 (it) | 1998-07-03 | 1998-07-03 | Processo per la preparazione di gabapentina |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ITMI981535A1 true ITMI981535A1 (it) | 2000-01-03 |
Family
ID=11380378
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IT98MI001535A ITMI981535A1 (it) | 1998-07-03 | 1998-07-03 | Processo per la preparazione di gabapentina |
Country Status (3)
| Country | Link |
|---|---|
| EP (1) | EP1095010A1 (fr) |
| IT (1) | ITMI981535A1 (fr) |
| WO (1) | WO2000001660A1 (fr) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2164527B1 (es) * | 1999-04-26 | 2003-04-01 | Medichen S A | Procedimiento de obtencion de gabapentina de calidad farmaceutica. |
| US20040034248A1 (en) * | 2002-04-16 | 2004-02-19 | Taro Pharmaceutical Industries, Ltd. | Process for preparing gabapentin |
| EP1615875A2 (fr) | 2003-04-21 | 2006-01-18 | Matrix Laboratories Limited | Processus de preparation de gabapentine forme ii |
| ITMI20031247A1 (it) | 2003-06-20 | 2004-12-21 | Zambon Spa | Processo per la purificazione di gabapentina |
| GB0416228D0 (en) | 2004-07-20 | 2004-08-25 | Sandoz Ind Products S A | Process for the preparation of gabapentin |
| CN102363598B (zh) * | 2011-11-25 | 2014-02-12 | 浙江精进药业有限公司 | 高纯度加巴喷丁的制备方法 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2460891C2 (de) * | 1974-12-21 | 1982-09-23 | Gödecke AG, 1000 Berlin | 1-Aminomethyl-1-cycloalkanessigsäuren und deren Ester, Verfahren zu deren Herstellung und diese Verbindungen enthaltende Arzneimittel |
| US4894476A (en) * | 1988-05-02 | 1990-01-16 | Warner-Lambert Company | Gabapentin monohydrate and a process for producing the same |
| DE3928184A1 (de) * | 1989-08-25 | 1991-02-28 | Goedecke Ag | Verfahren zur herstellung von cyclischen aminosaeurederivaten sowie zwischenprodukte |
-
1998
- 1998-07-03 IT IT98MI001535A patent/ITMI981535A1/it unknown
-
1999
- 1999-06-21 WO PCT/EP1999/004289 patent/WO2000001660A1/fr not_active Application Discontinuation
- 1999-06-21 EP EP99931121A patent/EP1095010A1/fr not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| WO2000001660A1 (fr) | 2000-01-13 |
| EP1095010A1 (fr) | 2001-05-02 |
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