JP2008536836A5 - - Google Patents
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- Publication number
- JP2008536836A5 JP2008536836A5 JP2008505592A JP2008505592A JP2008536836A5 JP 2008536836 A5 JP2008536836 A5 JP 2008536836A5 JP 2008505592 A JP2008505592 A JP 2008505592A JP 2008505592 A JP2008505592 A JP 2008505592A JP 2008536836 A5 JP2008536836 A5 JP 2008536836A5
- Authority
- JP
- Japan
- Prior art keywords
- group
- toluene
- referred
- dmf
- solvent selected
- 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.)
- Pending
Links
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 51
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 42
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 26
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 20
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 18
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 18
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 18
- PCLIMKBDDGJMGD-UHFFFAOYSA-N N-bromosuccinimide Chemical compound BrN1C(=O)CCC1=O PCLIMKBDDGJMGD-UHFFFAOYSA-N 0.000 claims description 17
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 15
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 claims description 12
- 239000002904 solvent Substances 0.000 claims description 12
- 239000000203 mixture Substances 0.000 claims description 9
- ZEQDWUSZTQOXGL-UHFFFAOYSA-N 2-(2-methylpropyl)benzonitrile Chemical compound CC(C)CC1=CC=CC=C1C#N ZEQDWUSZTQOXGL-UHFFFAOYSA-N 0.000 claims description 6
- YBBLVLTVTVSKRW-UHFFFAOYSA-N anastrozole Chemical compound N#CC(C)(C)C1=CC(C(C)(C#N)C)=CC(CN2N=CN=C2)=C1 YBBLVLTVTVSKRW-UHFFFAOYSA-N 0.000 claims description 6
- 229960002932 anastrozole Drugs 0.000 claims description 6
- 239000003153 chemical reaction reagent Substances 0.000 claims description 6
- VRLDVERQJMEPIF-UHFFFAOYSA-N dbdmh Chemical compound CC1(C)N(Br)C(=O)N(Br)C1=O VRLDVERQJMEPIF-UHFFFAOYSA-N 0.000 claims description 6
- 238000010438 heat treatment Methods 0.000 claims description 6
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 5
- 238000002360 preparation method Methods 0.000 claims description 5
- 125000005997 bromomethyl group Chemical group 0.000 claims description 4
- NSPMIYGKQJPBQR-UHFFFAOYSA-N 4H-1,2,4-triazole Chemical compound C=1N=CNN=1 NSPMIYGKQJPBQR-UHFFFAOYSA-N 0.000 claims description 3
- 238000000746 purification Methods 0.000 claims description 3
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 claims description 2
- QYZFTMMPKCOTAN-UHFFFAOYSA-N n-[2-(2-hydroxyethylamino)ethyl]-2-[[1-[2-(2-hydroxyethylamino)ethylamino]-2-methyl-1-oxopropan-2-yl]diazenyl]-2-methylpropanamide Chemical compound OCCNCCNC(=O)C(C)(C)N=NC(C)(C)C(=O)NCCNCCO QYZFTMMPKCOTAN-UHFFFAOYSA-N 0.000 claims description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N NMP Substances CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims 3
- AHVYPIQETPWLSZ-UHFFFAOYSA-N N-methyl-pyrrolidine Natural products CN1CC=CC1 AHVYPIQETPWLSZ-UHFFFAOYSA-N 0.000 claims 1
- 239000011259 mixed solution Substances 0.000 description 3
- SNTWKPAKVQFCCF-UHFFFAOYSA-N 2,3-dihydro-1h-triazole Chemical compound N1NC=CN1 SNTWKPAKVQFCCF-UHFFFAOYSA-N 0.000 description 2
- 230000031709 bromination Effects 0.000 description 2
- 238000005893 bromination reaction Methods 0.000 description 2
- QWENRTYMTSOGBR-UHFFFAOYSA-N 1H-1,2,3-Triazole Chemical compound C=1C=NNN=1 QWENRTYMTSOGBR-UHFFFAOYSA-N 0.000 description 1
- KKLJTVADLAPVOW-UHFFFAOYSA-N 3-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)CN=NC(C)(C)C#N KKLJTVADLAPVOW-UHFFFAOYSA-N 0.000 description 1
- SJECEXNMZXMXNE-UHFFFAOYSA-N CC(C)(c1cc(C(C)(C)C#N)cc(C)c1)C#N Chemical compound CC(C)(c1cc(C(C)(C)C#N)cc(C)c1)C#N SJECEXNMZXMXNE-UHFFFAOYSA-N 0.000 description 1
- -1 methyl propyl Chemical group 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US66913205P | 2005-04-06 | 2005-04-06 | |
| US69452805P | 2005-06-27 | 2005-06-27 | |
| PCT/US2006/013140 WO2006108155A2 (en) | 2005-04-06 | 2006-04-06 | Process for the preparation of anastrozole |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2008536836A JP2008536836A (ja) | 2008-09-11 |
| JP2008536836A5 true JP2008536836A5 (enExample) | 2009-12-10 |
Family
ID=36694325
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2008505592A Pending JP2008536836A (ja) | 2005-04-06 | 2006-04-06 | 抗がん剤の調製方法 |
Country Status (8)
| Country | Link |
|---|---|
| US (2) | US7692025B2 (enExample) |
| EP (2) | EP2172449A3 (enExample) |
| JP (1) | JP2008536836A (enExample) |
| KR (1) | KR20080000621A (enExample) |
| CA (1) | CA2601649A1 (enExample) |
| IL (1) | IL184944A0 (enExample) |
| MX (1) | MX2007012394A (enExample) |
| WO (1) | WO2006108155A2 (enExample) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2006108155A2 (en) * | 2005-04-06 | 2006-10-12 | Sicor, Inc. | Process for the preparation of anastrozole |
| AR061016A1 (es) * | 2006-05-19 | 2008-07-30 | Synthon Bv | Proceso para la purificacion de anastrozol |
| WO2007141799A1 (en) * | 2006-06-05 | 2007-12-13 | Cadila Healthcare Limited | A process for preparing pure anastrozole |
| US7989636B2 (en) * | 2006-10-17 | 2011-08-02 | Cipla Limited | Process for the preparation of pure anastrozole |
| WO2009010991A2 (en) * | 2007-07-17 | 2009-01-22 | Ind-Swift Laboratories Limited | Purification process to prepare highly pure anastrozole |
| EP2343278A1 (en) | 2010-01-07 | 2011-07-13 | Hexal AG | A process for preparing trisubstituted phenyl derivatives comprising a (1H-1,2,4-triazol-1-yl)alkyl group |
| CN106083748B (zh) * | 2016-06-21 | 2019-08-16 | 扬子江药业集团江苏海慈生物药业有限公司 | 一种阿那曲唑的制备方法 |
Family Cites Families (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB8714013D0 (en) | 1987-06-16 | 1987-07-22 | Ici Plc | (substituted-aralkyl)heterocyclic compounds |
| JPH07138234A (ja) * | 1993-11-11 | 1995-05-30 | Kureha Chem Ind Co Ltd | アゾリルメチルシクロアルカノール誘導体の製造方法 |
| EP1165512A2 (de) * | 1999-03-30 | 2002-01-02 | Gödecke Gmbh | Verfahren zur herstellung von n-aryl-aza-heterocyclen in gegenwart von cesiumcarbonat |
| WO2005089511A2 (en) | 2004-03-19 | 2005-09-29 | Transform Pharmaceuticals, Inc. | Novel pharmaceutical forms, and methods of making and using the same |
| WO2005105762A1 (en) * | 2004-05-05 | 2005-11-10 | Natco Pharma Limited | Improved process for the preparation of high purity anastrozole |
| GB0412492D0 (en) | 2004-06-04 | 2004-07-07 | Sterix Ltd | Compound |
| US20060035950A1 (en) * | 2004-08-09 | 2006-02-16 | Mohammed Alnabari | Novel processes for preparing substantially pure anastrozole |
| US20060189670A1 (en) | 2005-02-22 | 2006-08-24 | Glenmark Pharmaceuticals Limited | Process for the preparation of anastrozole and intermediates thereof |
| EP1705168A1 (en) * | 2005-03-21 | 2006-09-27 | Helm AG | Improved process for side-chain bromination of alkyl-benzenes |
| WO2006108155A2 (en) | 2005-04-06 | 2006-10-12 | Sicor, Inc. | Process for the preparation of anastrozole |
| CN101233100A (zh) | 2005-06-27 | 2008-07-30 | 西科尔公司 | 阿那曲唑中间体的杂质及其应用 |
| WO2007054963A2 (en) | 2005-09-30 | 2007-05-18 | Cadila Healthcare Limited | A process for the preparation of pure anastrozole |
| WO2007039913A1 (en) * | 2005-10-05 | 2007-04-12 | Usv Limited | Process for the preparation of 2,2’-[5-(1,2,4-triazole-1-ylmethyl) -1,3-phenylene] di (2-methylpropionitrile). |
| WO2007039919A1 (en) | 2005-10-06 | 2007-04-12 | Natco Pharma Limited | Crystalline forms of anastrozole |
| US20070100148A1 (en) | 2005-10-31 | 2007-05-03 | Veerender Murki | Process for preparing anastrozole |
| EP1994014A4 (en) | 2006-03-10 | 2010-01-20 | Shilpa Medicare Ltd | IMPROVED PROCESS FOR HIGH-PURITY ANASTROZOL |
| AR061016A1 (es) | 2006-05-19 | 2008-07-30 | Synthon Bv | Proceso para la purificacion de anastrozol |
| WO2007141799A1 (en) | 2006-06-05 | 2007-12-13 | Cadila Healthcare Limited | A process for preparing pure anastrozole |
| FR2904821B1 (fr) | 2006-08-09 | 2009-02-20 | Air Liquide | Procede de purification d'hydrogene |
| WO2008034644A2 (en) | 2006-09-22 | 2008-03-27 | Synthon B.V. | Process for making anastrozole |
| US7989636B2 (en) | 2006-10-17 | 2011-08-02 | Cipla Limited | Process for the preparation of pure anastrozole |
| US20080177081A1 (en) * | 2007-01-19 | 2008-07-24 | Formosa Laboratories, Inc. | Process for Preparation of Anastrozole |
-
2006
- 2006-04-06 WO PCT/US2006/013140 patent/WO2006108155A2/en not_active Ceased
- 2006-04-06 KR KR1020077024768A patent/KR20080000621A/ko not_active Ceased
- 2006-04-06 EP EP09174323A patent/EP2172449A3/en not_active Withdrawn
- 2006-04-06 MX MX2007012394A patent/MX2007012394A/es unknown
- 2006-04-06 JP JP2008505592A patent/JP2008536836A/ja active Pending
- 2006-04-06 US US11/400,639 patent/US7692025B2/en not_active Expired - Fee Related
- 2006-04-06 EP EP06740751A patent/EP1751121A2/en not_active Withdrawn
- 2006-04-06 CA CA002601649A patent/CA2601649A1/en not_active Abandoned
-
2007
- 2007-07-31 IL IL184944A patent/IL184944A0/en unknown
-
2009
- 2009-11-17 US US12/592,066 patent/US20100099888A1/en not_active Abandoned
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