CA2521908C - Formes cristallines de sel hemicalcique d'acide [r-(r*,r*)]-2-(4-fluorophenyl)-beta,delta-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1h-pyrrole-1-heptanoique (2:1)(atorvastatine) - Google Patents
Formes cristallines de sel hemicalcique d'acide [r-(r*,r*)]-2-(4-fluorophenyl)-beta,delta-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1h-pyrrole-1-heptanoique (2:1)(atorvastatine) Download PDFInfo
- Publication number
- CA2521908C CA2521908C CA002521908A CA2521908A CA2521908C CA 2521908 C CA2521908 C CA 2521908C CA 002521908 A CA002521908 A CA 002521908A CA 2521908 A CA2521908 A CA 2521908A CA 2521908 C CA2521908 C CA 2521908C
- Authority
- CA
- Canada
- Prior art keywords
- atorvastatin
- hydrate
- broad
- crystalline form
- form viii
- 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.)
- Expired - Fee Related
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- XUKUURHRXDUEBC-UHFFFAOYSA-N Atorvastatin Natural products C=1C=CC=CC=1C1=C(C=2C=CC(F)=CC=2)N(CCC(O)CC(O)CC(O)=O)C(C(C)C)=C1C(=O)NC1=CC=CC=C1 XUKUURHRXDUEBC-UHFFFAOYSA-N 0.000 title claims abstract description 247
- 229960005370 atorvastatin Drugs 0.000 title claims abstract description 247
- XUKUURHRXDUEBC-KAYWLYCHSA-N Atorvastatin Chemical compound C=1C=CC=CC=1C1=C(C=2C=CC(F)=CC=2)N(CC[C@@H](O)C[C@@H](O)CC(O)=O)C(C(C)C)=C1C(=O)NC1=CC=CC=C1 XUKUURHRXDUEBC-KAYWLYCHSA-N 0.000 title claims abstract description 246
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 title 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 title 1
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- SAGAISAEDMDRFK-UHFFFAOYSA-N 2-hydroxy-7-[2-hydroxy-3-phenyl-4-(phenylcarbamoyl)-5-propan-2-ylpyrrol-1-yl]heptanoic acid Chemical compound C=1C=CC=CC=1C1=C(O)N(CCCCCC(O)C(O)=O)C(C(C)C)=C1C(=O)NC1=CC=CC=C1 SAGAISAEDMDRFK-UHFFFAOYSA-N 0.000 abstract 1
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- OJRHUICOVVSGSY-RXMQYKEDSA-N (2s)-2-chloro-3-methylbutan-1-ol Chemical compound CC(C)[C@H](Cl)CO OJRHUICOVVSGSY-RXMQYKEDSA-N 0.000 description 36
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- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 2
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- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
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- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
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- 239000002253 acid Substances 0.000 description 1
- ORILYTVJVMAKLC-UHFFFAOYSA-N adamantane Chemical compound C1C(C2)CC3CC1CC2C3 ORILYTVJVMAKLC-UHFFFAOYSA-N 0.000 description 1
- 229910001573 adamantine Inorganic materials 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- JNDMLEXHDPKVFC-UHFFFAOYSA-N aluminum;oxygen(2-);yttrium(3+) Chemical compound [O-2].[O-2].[O-2].[Al+3].[Y+3] JNDMLEXHDPKVFC-UHFFFAOYSA-N 0.000 description 1
- 238000004164 analytical calibration Methods 0.000 description 1
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- SHZPNDRIDUBNMH-NIJVSVLQSA-L atorvastatin calcium trihydrate Chemical compound O.O.O.[Ca+2].C=1C=CC=CC=1C1=C(C=2C=CC(F)=CC=2)N(CC[C@@H](O)C[C@@H](O)CC([O-])=O)C(C(C)C)=C1C(=O)NC1=CC=CC=C1.C=1C=CC=CC=1C1=C(C=2C=CC(F)=CC=2)N(CC[C@@H](O)C[C@@H](O)CC([O-])=O)C(C(C)C)=C1C(=O)NC1=CC=CC=C1 SHZPNDRIDUBNMH-NIJVSVLQSA-L 0.000 description 1
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Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyrrole Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US30204901P | 2001-06-29 | 2001-06-29 | |
| US60/302,049 | 2001-06-29 | ||
| CA002450111A CA2450111C (fr) | 2001-06-29 | 2002-05-21 | Formes cristallines de sel hemicalcique d'acide [r-(r*,r*)]-2-(4-fluorophenyl)-beta,delta-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1h-pyrrole-1-heptanoique (2:1)(atorvastatine) |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002450111A Division CA2450111C (fr) | 2001-06-29 | 2002-05-21 | Formes cristallines de sel hemicalcique d'acide [r-(r*,r*)]-2-(4-fluorophenyl)-beta,delta-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1h-pyrrole-1-heptanoique (2:1)(atorvastatine) |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2521908A1 CA2521908A1 (fr) | 2003-01-16 |
| CA2521908C true CA2521908C (fr) | 2006-04-25 |
Family
ID=35452260
Family Applications (14)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002521776A Expired - Fee Related CA2521776C (fr) | 2001-06-29 | 2002-05-21 | Formes cristallines de sel hemicalcique d'acide [r-(r*,r*)]-2-(4-fluorophenyl)-beta,delta-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1h-pyrrole-1-heptanoique (2:1)(atorvastatine) |
| CA002521933A Expired - Fee Related CA2521933C (fr) | 2001-06-29 | 2002-05-21 | Formes cristallines de sel hemicalcique d'acide [r-(r*,r*)]-2-(4-fluorophenyl)-beta,delta-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1h-pyrrole-1-heptanoique (2:1)(atorvastatine) |
| CA002521953A Expired - Fee Related CA2521953C (fr) | 2001-06-29 | 2002-05-21 | Formes cristallines de sel hemicalcique d'acide [r-(r*,r*)]-2-(4-fluorophenyl)-beta,delta-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1h-pyrrole-1-heptanoique (2:1)(atorvastatine) |
| CA002521891A Expired - Fee Related CA2521891C (fr) | 2001-06-29 | 2002-05-21 | Formes cristallines de sel hemicalcique d'acide [r-(r*,r*)]-2-(4-fluorophenyl)-beta,delta-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1h-pyrrole-1-heptanoique (2:1)(atorvastatine) |
| CA002521828A Expired - Fee Related CA2521828C (fr) | 2001-06-29 | 2002-05-21 | Formes cristallines de sel hemicalcique d'acide [r-(r*,r*)]-2-(4-fluorophenyl)-beta,delta-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1h-pyrrole-1-heptanoique (2:1)(atorvastatine) |
| CA002522899A Expired - Fee Related CA2522899C (fr) | 2001-06-29 | 2002-05-21 | Formes cristallines de sel hemicalcique d'acide [r-(r*,r*)]-2-(4-fluorophenyl)-beta,delta-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1h-pyrrole-1-heptanoique (2:1)(atorvastatine) |
| CA002521887A Expired - Fee Related CA2521887C (fr) | 2001-06-29 | 2002-05-21 | Crystalline forms of [r-(r*,r*)]-2-(4-fluorophenyl)-beta, delta-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[phenylamino)carbonyl]-1h-pyrrole-1-heptanoic acid calcium salt(2:1)(atorvastatin) |
| CA002521833A Expired - Fee Related CA2521833C (fr) | 2001-06-29 | 2002-05-21 | Formes cristallines de sel hemicalcique d'acide [r-(r*,r*)]-2-(4-fluorophenyl)-beta,delta-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1h-pyrrole-1-heptanoique (2:1)(atorvastatine) |
| CA002521958A Expired - Fee Related CA2521958C (fr) | 2001-06-29 | 2002-05-21 | Formes cristallines de sel hemicalcique d'acide [r-(r*,r*)]-2-(4-fluorophenyl)-beta,delta-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1h-pyrrole-1-heptanoique (2:1)(atorvastatine) |
| CA002521956A Expired - Fee Related CA2521956C (fr) | 2001-06-29 | 2002-05-21 | Formes cristallines de sel hemicalcique d'acide [r-(r*,r*)]-2-(4-fluorophenyl)-beta,delta-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1h-pyrrole-1-heptanoique (2:1)(atorvastatine) |
| CA002521792A Expired - Fee Related CA2521792C (fr) | 2001-06-29 | 2002-05-21 | Formes cristallines de sel hemicalcique d'acide [r-(r*,r*)]-2-(4-fluorophenyl)-beta,delta-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1h-pyrrole-1-heptanoique (2:1)(atorvastatine) |
| CA002521908A Expired - Fee Related CA2521908C (fr) | 2001-06-29 | 2002-05-21 | Formes cristallines de sel hemicalcique d'acide [r-(r*,r*)]-2-(4-fluorophenyl)-beta,delta-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1h-pyrrole-1-heptanoique (2:1)(atorvastatine) |
| CA002521993A Abandoned CA2521993A1 (fr) | 2001-06-29 | 2002-05-21 | Formes cristallines de sel hemicalcique d'acide¬r-(r*,r*)|-2-(4-fluorop henyl)-beta,delta-dihydroxy-5-(1-methylethyl)-3-phenyl-4-¬(phenylamino) carbonyl|-1h-pyrrole-1-heptanoique (2:1)(atorvastatine) |
| CA002521980A Expired - Fee Related CA2521980C (fr) | 2001-06-29 | 2002-05-21 | Formes cristallines de sel hemicalcique d'acide[r-(r*,r*)]-2-(4-fluorophenyl)-beta,delta-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1h-pyrrole-1-heptanoique (2:1)(atorvastatine) |
Family Applications Before (11)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002521776A Expired - Fee Related CA2521776C (fr) | 2001-06-29 | 2002-05-21 | Formes cristallines de sel hemicalcique d'acide [r-(r*,r*)]-2-(4-fluorophenyl)-beta,delta-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1h-pyrrole-1-heptanoique (2:1)(atorvastatine) |
| CA002521933A Expired - Fee Related CA2521933C (fr) | 2001-06-29 | 2002-05-21 | Formes cristallines de sel hemicalcique d'acide [r-(r*,r*)]-2-(4-fluorophenyl)-beta,delta-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1h-pyrrole-1-heptanoique (2:1)(atorvastatine) |
| CA002521953A Expired - Fee Related CA2521953C (fr) | 2001-06-29 | 2002-05-21 | Formes cristallines de sel hemicalcique d'acide [r-(r*,r*)]-2-(4-fluorophenyl)-beta,delta-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1h-pyrrole-1-heptanoique (2:1)(atorvastatine) |
| CA002521891A Expired - Fee Related CA2521891C (fr) | 2001-06-29 | 2002-05-21 | Formes cristallines de sel hemicalcique d'acide [r-(r*,r*)]-2-(4-fluorophenyl)-beta,delta-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1h-pyrrole-1-heptanoique (2:1)(atorvastatine) |
| CA002521828A Expired - Fee Related CA2521828C (fr) | 2001-06-29 | 2002-05-21 | Formes cristallines de sel hemicalcique d'acide [r-(r*,r*)]-2-(4-fluorophenyl)-beta,delta-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1h-pyrrole-1-heptanoique (2:1)(atorvastatine) |
| CA002522899A Expired - Fee Related CA2522899C (fr) | 2001-06-29 | 2002-05-21 | Formes cristallines de sel hemicalcique d'acide [r-(r*,r*)]-2-(4-fluorophenyl)-beta,delta-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1h-pyrrole-1-heptanoique (2:1)(atorvastatine) |
| CA002521887A Expired - Fee Related CA2521887C (fr) | 2001-06-29 | 2002-05-21 | Crystalline forms of [r-(r*,r*)]-2-(4-fluorophenyl)-beta, delta-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[phenylamino)carbonyl]-1h-pyrrole-1-heptanoic acid calcium salt(2:1)(atorvastatin) |
| CA002521833A Expired - Fee Related CA2521833C (fr) | 2001-06-29 | 2002-05-21 | Formes cristallines de sel hemicalcique d'acide [r-(r*,r*)]-2-(4-fluorophenyl)-beta,delta-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1h-pyrrole-1-heptanoique (2:1)(atorvastatine) |
| CA002521958A Expired - Fee Related CA2521958C (fr) | 2001-06-29 | 2002-05-21 | Formes cristallines de sel hemicalcique d'acide [r-(r*,r*)]-2-(4-fluorophenyl)-beta,delta-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1h-pyrrole-1-heptanoique (2:1)(atorvastatine) |
| CA002521956A Expired - Fee Related CA2521956C (fr) | 2001-06-29 | 2002-05-21 | Formes cristallines de sel hemicalcique d'acide [r-(r*,r*)]-2-(4-fluorophenyl)-beta,delta-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1h-pyrrole-1-heptanoique (2:1)(atorvastatine) |
| CA002521792A Expired - Fee Related CA2521792C (fr) | 2001-06-29 | 2002-05-21 | Formes cristallines de sel hemicalcique d'acide [r-(r*,r*)]-2-(4-fluorophenyl)-beta,delta-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1h-pyrrole-1-heptanoique (2:1)(atorvastatine) |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002521993A Abandoned CA2521993A1 (fr) | 2001-06-29 | 2002-05-21 | Formes cristallines de sel hemicalcique d'acide¬r-(r*,r*)|-2-(4-fluorop henyl)-beta,delta-dihydroxy-5-(1-methylethyl)-3-phenyl-4-¬(phenylamino) carbonyl|-1h-pyrrole-1-heptanoique (2:1)(atorvastatine) |
| CA002521980A Expired - Fee Related CA2521980C (fr) | 2001-06-29 | 2002-05-21 | Formes cristallines de sel hemicalcique d'acide[r-(r*,r*)]-2-(4-fluorophenyl)-beta,delta-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1h-pyrrole-1-heptanoique (2:1)(atorvastatine) |
Country Status (1)
| Country | Link |
|---|---|
| CA (14) | CA2521776C (fr) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MX2007014329A (es) | 2005-12-13 | 2008-03-19 | Teva Pharma | Forma cristalina de hemi-calcio de atorvastatina y procesos para la preparacion de ella. |
-
2002
- 2002-05-21 CA CA002521776A patent/CA2521776C/fr not_active Expired - Fee Related
- 2002-05-21 CA CA002521933A patent/CA2521933C/fr not_active Expired - Fee Related
- 2002-05-21 CA CA002521953A patent/CA2521953C/fr not_active Expired - Fee Related
- 2002-05-21 CA CA002521891A patent/CA2521891C/fr not_active Expired - Fee Related
- 2002-05-21 CA CA002521828A patent/CA2521828C/fr not_active Expired - Fee Related
- 2002-05-21 CA CA002522899A patent/CA2522899C/fr not_active Expired - Fee Related
- 2002-05-21 CA CA002521887A patent/CA2521887C/fr not_active Expired - Fee Related
- 2002-05-21 CA CA002521833A patent/CA2521833C/fr not_active Expired - Fee Related
- 2002-05-21 CA CA002521958A patent/CA2521958C/fr not_active Expired - Fee Related
- 2002-05-21 CA CA002521956A patent/CA2521956C/fr not_active Expired - Fee Related
- 2002-05-21 CA CA002521792A patent/CA2521792C/fr not_active Expired - Fee Related
- 2002-05-21 CA CA002521908A patent/CA2521908C/fr not_active Expired - Fee Related
- 2002-05-21 CA CA002521993A patent/CA2521993A1/fr not_active Abandoned
- 2002-05-21 CA CA002521980A patent/CA2521980C/fr not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| CA2521833A1 (fr) | 2003-01-16 |
| CA2522899C (fr) | 2006-04-25 |
| CA2521980A1 (fr) | 2003-01-16 |
| CA2521887A1 (fr) | 2003-01-16 |
| CA2521891C (fr) | 2006-04-25 |
| CA2521833C (fr) | 2006-04-25 |
| CA2521828C (fr) | 2006-04-25 |
| CA2521958A1 (fr) | 2003-01-16 |
| CA2521933C (fr) | 2006-03-21 |
| CA2521956A1 (fr) | 2003-01-16 |
| CA2521953A1 (fr) | 2003-01-16 |
| CA2521908A1 (fr) | 2003-01-16 |
| CA2521953C (fr) | 2006-03-14 |
| CA2522899A1 (fr) | 2003-01-16 |
| CA2521776C (fr) | 2006-04-25 |
| CA2521776A1 (fr) | 2003-01-16 |
| CA2521792C (fr) | 2006-04-25 |
| CA2521933A1 (fr) | 2003-01-16 |
| CA2521792A1 (fr) | 2003-01-16 |
| CA2521828A1 (fr) | 2003-01-16 |
| CA2521891A1 (fr) | 2003-01-16 |
| CA2521993A1 (fr) | 2003-01-16 |
| CA2521958C (fr) | 2006-08-29 |
| CA2521956C (fr) | 2006-04-25 |
| CA2521980C (fr) | 2006-08-29 |
| CA2521887C (fr) | 2006-04-25 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed |
Effective date: 20190521 |