SK278371B6 - Dividing method of l-(-)- and dl-(±)-ephedrine mixture with high contents of racemate - Google Patents
Dividing method of l-(-)- and dl-(±)-ephedrine mixture with high contents of racemate Download PDFInfo
- Publication number
- SK278371B6 SK278371B6 SK240891A SK240891A SK278371B6 SK 278371 B6 SK278371 B6 SK 278371B6 SK 240891 A SK240891 A SK 240891A SK 240891 A SK240891 A SK 240891A SK 278371 B6 SK278371 B6 SK 278371B6
- Authority
- SK
- Slovakia
- Prior art keywords
- ephedrine
- mixture
- hydrochloride
- solution
- ephedrine hydrochloride
- Prior art date
Links
- KWGRBVOPPLSCSI-WPRPVWTQSA-N (-)-ephedrine Chemical compound CN[C@@H](C)[C@H](O)C1=CC=CC=C1 KWGRBVOPPLSCSI-WPRPVWTQSA-N 0.000 claims abstract description 52
- KWGRBVOPPLSCSI-UHFFFAOYSA-N d-ephedrine Natural products CNC(C)C(O)C1=CC=CC=C1 KWGRBVOPPLSCSI-UHFFFAOYSA-N 0.000 claims abstract description 24
- 229960002179 ephedrine Drugs 0.000 claims abstract description 24
- 239000000203 mixture Substances 0.000 claims abstract description 12
- 238000000034 method Methods 0.000 claims abstract description 10
- 229960002534 ephedrine hydrochloride Drugs 0.000 claims description 26
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 11
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 claims description 5
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims description 5
- 235000011114 ammonium hydroxide Nutrition 0.000 claims description 5
- 239000000706 filtrate Substances 0.000 claims description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 3
- 238000001816 cooling Methods 0.000 claims description 3
- -1 ephedrine hydrochlorides Chemical class 0.000 claims 1
- 238000000926 separation method Methods 0.000 abstract 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 1
- 238000002425 crystallisation Methods 0.000 description 11
- 230000008025 crystallization Effects 0.000 description 11
- 239000000047 product Substances 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 238000003756 stirring Methods 0.000 description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- BALXUFOVQVENIU-GNAZCLTHSA-N Ephedrine hydrochloride Chemical compound Cl.CN[C@@H](C)[C@H](O)C1=CC=CC=C1 BALXUFOVQVENIU-GNAZCLTHSA-N 0.000 description 4
- 230000003287 optical effect Effects 0.000 description 3
- QLCZRWKIQPLYFS-UHFFFAOYSA-N 1-hydroxy-3-phenylpropan-2-one Chemical compound OCC(=O)CC1=CC=CC=C1 QLCZRWKIQPLYFS-UHFFFAOYSA-N 0.000 description 2
- 238000006268 reductive amination reaction Methods 0.000 description 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000008194 pharmaceutical composition Substances 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS912408A CZ279879B6 (cs) | 1991-08-02 | 1991-08-02 | Způsob dělení směsi L-(-)- a DL-(-+)-efedrinu s vysokým obsahem racemátu |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| SK240891A3 SK240891A3 (en) | 1995-07-11 |
| SK278371B6 true SK278371B6 (en) | 1997-02-05 |
Family
ID=5361163
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SK240891A SK278371B6 (en) | 1991-08-02 | 1991-08-02 | Dividing method of l-(-)- and dl-(±)-ephedrine mixture with high contents of racemate |
Country Status (2)
| Country | Link |
|---|---|
| CZ (1) | CZ279879B6 (cs) |
| SK (1) | SK278371B6 (cs) |
-
1991
- 1991-08-02 CZ CS912408A patent/CZ279879B6/cs not_active IP Right Cessation
- 1991-08-02 SK SK240891A patent/SK278371B6/sk unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CZ240891A3 (en) | 1993-02-17 |
| SK240891A3 (en) | 1995-07-11 |
| CZ279879B6 (cs) | 1995-08-16 |
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