HUP0002807A1 - Process for removing geometric isomers of tamoxifen and analogues thereof from a mixture - Google Patents
Process for removing geometric isomers of tamoxifen and analogues thereof from a mixtureInfo
- Publication number
- HUP0002807A1 HUP0002807A1 HU0002807A HUP0002807A HUP0002807A1 HU P0002807 A1 HUP0002807 A1 HU P0002807A1 HU 0002807 A HU0002807 A HU 0002807A HU P0002807 A HUP0002807 A HU P0002807A HU P0002807 A1 HUP0002807 A1 HU P0002807A1
- Authority
- HU
- Hungary
- Prior art keywords
- solvent
- tamoxifen
- mixture
- geometric isomers
- analogues
- Prior art date
Links
- NKANXQFJJICGDU-QPLCGJKRSA-N Tamoxifen Chemical class C=1C=CC=CC=1C(/CC)=C(C=1C=CC(OCCN(C)C)=CC=1)/C1=CC=CC=C1 NKANXQFJJICGDU-QPLCGJKRSA-N 0.000 title abstract 5
- 238000000034 method Methods 0.000 title abstract 4
- 239000000203 mixture Substances 0.000 title abstract 2
- 229960001603 tamoxifen Drugs 0.000 title abstract 2
- 239000002904 solvent Substances 0.000 abstract 7
- 230000001833 anti-estrogenic effect Effects 0.000 abstract 2
- 238000009835 boiling Methods 0.000 abstract 2
- 238000002425 crystallisation Methods 0.000 abstract 2
- 230000008025 crystallization Effects 0.000 abstract 2
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 230000002349 favourable effect Effects 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 239000003495 polar organic solvent Substances 0.000 abstract 1
- 239000011877 solvent mixture Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C213/10—Separation; Purification; Stabilisation; Use of additives
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)
Abstract
A találmány tárgyát eljárás képezi a tamoxifén vagy tamoxifén analógtúlnyomórészben 1. geometriai izomerjének elkülönítésére az 1. és 2.geometriai izomereket tartalmazó elegyből. A találmány szerintieljárást oly módon végzik, hogy az 1. izomert egy első majd egymásodik oldószerből kristályosítják ki. Az első oldószer előnyösen egyelső oldószer részt tartalmaz, amely egy poláros szerves oldószer,előnyösen egy OH-csoportot tartalmazó alkohol, így például hexanol. Akikristályosítást két, egymástól eltérő hőmérsékleten végzik. Az elsőhőmérséklet az oldószer vagy oldószer elegy forráspontja alattihőmérséklet, a második kristályosítási hőmérséklet -4 °C feletti,előnyösen 20 °C feletti hőmérséklet. Második oldószerként előnyösen azelső oldószernél alacsonyabb forráspontú oldószert alkalmaznak. Atalálmány szerinti eljárással nagy tisztasággal nyerik az 1.geometriai izomert, amely kedvező antiösztrogén hatással rendelkezikvagy antiösztrogén hatású vegyületté alakítható. ÓThe subject of the invention is a process for separating the 1st geometric isomer of tamoxifen or tamoxifen analogue in a predominant part from the mixture containing the 1st and 2nd geometric isomers. The process according to the invention is carried out in such a way that the 1st isomer is crystallized from a first and then a second solvent. The first solvent preferably contains a first solvent part, which is a polar organic solvent, preferably an alcohol containing an OH group, such as, for example, hexanol. Crystallization is carried out at two different temperatures. The first temperature is below the boiling point of the solvent or solvent mixture, the second crystallization temperature is above -4 °C, preferably above 20 °C. A solvent with a lower boiling point than the first solvent is preferably used as the second solvent. With the process according to the invention, the 1st geometric isomer is obtained with high purity, which has a favorable anti-estrogenic effect or can be converted into a compound with an anti-estrogenic effect. HE
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB9715479.3A GB9715479D0 (en) | 1997-07-23 | 1997-07-23 | Tamoxifen and analogues thereof |
| PCT/GB1998/002171 WO1999005088A1 (en) | 1997-07-23 | 1998-07-21 | Tamoxifen and analogues thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| HUP0002807A1 true HUP0002807A1 (en) | 2001-11-28 |
| HUP0002807A3 HUP0002807A3 (en) | 2002-01-28 |
Family
ID=10816289
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HU0002807A HUP0002807A3 (en) | 1997-07-23 | 1998-07-21 | Process for removing geometric isomers of tamoxifen and analogues thereof from a mixture |
Country Status (8)
| Country | Link |
|---|---|
| EP (1) | EP0998447A1 (en) |
| JP (1) | JP2001510819A (en) |
| AU (1) | AU8452998A (en) |
| CA (1) | CA2297246A1 (en) |
| GB (2) | GB9715479D0 (en) |
| HU (1) | HUP0002807A3 (en) |
| NO (1) | NO316376B1 (en) |
| WO (1) | WO1999005088A1 (en) |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE637389A (en) * | 1962-09-13 | |||
| EP0127128B1 (en) * | 1983-05-24 | 1987-02-25 | Bristol-Myers Company | Process for the conversion of the e isomer of 1,2-diphenyl-1-(4-(2-dimethylaminoethoxy)-phenyl)-1-butene to tamoxifen hcl |
| GB2160202B (en) * | 1984-06-12 | 1987-12-02 | Nat Res Dev | Preparation of tamoxifen |
| ATE80152T1 (en) * | 1987-04-21 | 1992-09-15 | Heumann Pharma Gmbh & Co | STABLE SOLVENT ADDUCT OF Z-1-(P-BETADIMETHYLAMINOETHOXYPHENYL)-1-(P-HYDROXYPHENYL)2-PHENYLBUT-1-EN. |
| DE3736682A1 (en) * | 1987-10-29 | 1989-05-11 | Klinge Co Chem Pharm Fab | METHOD FOR PRODUCING TRANS-1,1,2-TRIPHENYL-BUT-1-EN DERIVATIVES |
| CA2150230C (en) * | 1993-10-25 | 1998-10-27 | Fumihiko Shinozaki | Process for producing acid-addition salt of z-isomer of triphenylethylene compound |
| US5693863A (en) * | 1994-01-03 | 1997-12-02 | Klinge Pharma Gmbh | Method for the production of E-1- 4'- (2- Dimethylaminoethoxy) - Phenyl!-1-(3-Hydroxyphenyl) -2-Phenyl-1-Butene |
| GB9601167D0 (en) * | 1996-01-20 | 1996-03-20 | Univ Bradford | Tamoxifen and analogues thereof |
-
1997
- 1997-07-23 GB GBGB9715479.3A patent/GB9715479D0/en active Pending
-
1998
- 1998-07-21 HU HU0002807A patent/HUP0002807A3/en unknown
- 1998-07-21 GB GB9815904A patent/GB2327673B/en not_active Expired - Fee Related
- 1998-07-21 WO PCT/GB1998/002171 patent/WO1999005088A1/en not_active Application Discontinuation
- 1998-07-21 CA CA002297246A patent/CA2297246A1/en not_active Abandoned
- 1998-07-21 AU AU84529/98A patent/AU8452998A/en not_active Abandoned
- 1998-07-21 JP JP2000504090A patent/JP2001510819A/en not_active Withdrawn
- 1998-07-21 EP EP98935177A patent/EP0998447A1/en not_active Withdrawn
-
2000
- 2000-01-21 NO NO20000329A patent/NO316376B1/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| WO1999005088A1 (en) | 1999-02-04 |
| NO20000329L (en) | 2000-03-23 |
| AU8452998A (en) | 1999-02-16 |
| JP2001510819A (en) | 2001-08-07 |
| GB9715479D0 (en) | 1997-10-01 |
| GB2327673B (en) | 2002-03-27 |
| CA2297246A1 (en) | 1999-02-04 |
| GB9815904D0 (en) | 1998-09-16 |
| HUP0002807A3 (en) | 2002-01-28 |
| GB2327673A (en) | 1999-02-03 |
| EP0998447A1 (en) | 2000-05-10 |
| NO316376B1 (en) | 2004-01-19 |
| NO20000329D0 (en) | 2000-01-21 |
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