CA2375378C - Antilipemic combinations comprising hmg-coa reductase inhibitors and carnitines - Google Patents
Antilipemic combinations comprising hmg-coa reductase inhibitors and carnitines Download PDFInfo
- Publication number
- CA2375378C CA2375378C CA002375378A CA2375378A CA2375378C CA 2375378 C CA2375378 C CA 2375378C CA 002375378 A CA002375378 A CA 002375378A CA 2375378 A CA2375378 A CA 2375378A CA 2375378 C CA2375378 C CA 2375378C
- Authority
- CA
- Canada
- Prior art keywords
- carnitine
- alkanoyl
- pharmacologically acceptable
- acceptable salt
- acid
- 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
Links
- 229940121710 HMGCoA reductase inhibitor Drugs 0.000 title claims description 58
- 239000002471 hydroxymethylglutaryl coenzyme A reductase inhibitor Substances 0.000 title claims description 33
- 230000002402 anti-lipaemic effect Effects 0.000 title description 2
- 229940096701 plain lipid modifying drug hmg coa reductase inhibitors Drugs 0.000 title description 2
- PHIQHXFUZVPYII-ZCFIWIBFSA-N (R)-carnitine Chemical compound C[N+](C)(C)C[C@H](O)CC([O-])=O PHIQHXFUZVPYII-ZCFIWIBFSA-N 0.000 claims abstract description 59
- -1 alkanoyl L-carnitine Chemical compound 0.000 claims abstract description 44
- RYMZZMVNJRMUDD-UHFFFAOYSA-N SJ000286063 Natural products C12C(OC(=O)C(C)(C)CC)CC(C)C=C2C=CC(C)C1CCC1CC(O)CC(=O)O1 RYMZZMVNJRMUDD-UHFFFAOYSA-N 0.000 claims abstract description 36
- 229960002855 simvastatin Drugs 0.000 claims abstract description 36
- 230000000694 effects Effects 0.000 claims abstract description 33
- RYMZZMVNJRMUDD-HGQWONQESA-N simvastatin Chemical compound C([C@H]1[C@@H](C)C=CC2=C[C@H](C)C[C@@H]([C@H]12)OC(=O)C(C)(C)CC)C[C@@H]1C[C@@H](O)CC(=O)O1 RYMZZMVNJRMUDD-HGQWONQESA-N 0.000 claims abstract description 30
- 231100000331 toxic Toxicity 0.000 claims abstract description 22
- 230000002588 toxic effect Effects 0.000 claims abstract description 22
- 239000003814 drug Substances 0.000 claims abstract description 10
- PCZOHLXUXFIOCF-UHFFFAOYSA-N Monacolin X Natural products C12C(OC(=O)C(C)CC)CC(C)C=C2C=CC(C)C1CCC1CC(O)CC(=O)O1 PCZOHLXUXFIOCF-UHFFFAOYSA-N 0.000 claims abstract description 7
- 229960004844 lovastatin Drugs 0.000 claims abstract description 7
- PCZOHLXUXFIOCF-BXMDZJJMSA-N lovastatin Chemical compound C([C@H]1[C@@H](C)C=CC2=C[C@H](C)C[C@@H]([C@H]12)OC(=O)[C@@H](C)CC)C[C@@H]1C[C@@H](O)CC(=O)O1 PCZOHLXUXFIOCF-BXMDZJJMSA-N 0.000 claims abstract description 7
- QLJODMDSTUBWDW-UHFFFAOYSA-N lovastatin hydroxy acid Natural products C1=CC(C)C(CCC(O)CC(O)CC(O)=O)C2C(OC(=O)C(C)CC)CC(C)C=C21 QLJODMDSTUBWDW-UHFFFAOYSA-N 0.000 claims abstract description 7
- TUZYXOIXSAXUGO-UHFFFAOYSA-N Pravastatin Natural products C1=CC(C)C(CCC(O)CC(O)CC(O)=O)C2C(OC(=O)C(C)CC)CC(O)C=C21 TUZYXOIXSAXUGO-UHFFFAOYSA-N 0.000 claims abstract description 6
- 229960002965 pravastatin Drugs 0.000 claims abstract description 6
- TUZYXOIXSAXUGO-PZAWKZKUSA-N pravastatin Chemical compound C1=C[C@H](C)[C@H](CC[C@@H](O)C[C@@H](O)CC(O)=O)[C@H]2[C@@H](OC(=O)[C@@H](C)CC)C[C@H](O)C=C21 TUZYXOIXSAXUGO-PZAWKZKUSA-N 0.000 claims abstract description 6
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- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims description 7
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims description 7
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- RDHQFKQIGNGIED-MRVPVSSYSA-N O-acetyl-L-carnitine Chemical group CC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C RDHQFKQIGNGIED-MRVPVSSYSA-N 0.000 claims description 4
- NDVRKEKNSBMTAX-BTVCFUMJSA-N (2r,3s,4r,5r)-2,3,4,5,6-pentahydroxyhexanal;phosphoric acid Chemical compound OP(O)(O)=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O NDVRKEKNSBMTAX-BTVCFUMJSA-N 0.000 claims description 3
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 claims description 3
- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 claims description 3
- QWYFHHGCZUCMBN-SECBINFHSA-N O-butanoyl-L-carnitine Chemical compound CCCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C QWYFHHGCZUCMBN-SECBINFHSA-N 0.000 claims description 3
- VSNFQQXVMPSASB-SNVBAGLBSA-N O-valeroyl-L-carnitine Chemical compound CCCCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C VSNFQQXVMPSASB-SNVBAGLBSA-N 0.000 claims description 3
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- 229940009098 aspartate Drugs 0.000 claims description 3
- IGQBPDJNUXPEMT-SNVBAGLBSA-N isovaleryl-L-carnitine Chemical compound CC(C)CC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C IGQBPDJNUXPEMT-SNVBAGLBSA-N 0.000 claims description 3
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Classifications
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- A61K31/205—Amine addition salts of organic acids; Inner quaternary ammonium salts, e.g. betaine, carnitine
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Landscapes
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- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
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- Epidemiology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Hematology (AREA)
- Diabetes (AREA)
- Obesity (AREA)
- Emergency Medicine (AREA)
- Toxicology (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US13800899P | 1999-06-08 | 1999-06-08 | |
| US60/138,008 | 1999-06-08 | ||
| EP99830415.8 | 1999-06-30 | ||
| EP99830415A EP1064943B1 (en) | 1999-06-30 | 1999-06-30 | Combination having antilipemic activity substantially free from toxic or side effects due to antilipemic drugs |
| PCT/EP2000/005091 WO2000074675A1 (en) | 1999-06-08 | 2000-06-05 | Antilipemic combinations comprising hmg-coa reductase inhibitors and carnitines |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2375378A1 CA2375378A1 (en) | 2000-12-14 |
| CA2375378C true CA2375378C (en) | 2009-08-11 |
Family
ID=26153794
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002375378A Expired - Fee Related CA2375378C (en) | 1999-06-08 | 2000-06-05 | Antilipemic combinations comprising hmg-coa reductase inhibitors and carnitines |
Country Status (10)
| Country | Link |
|---|---|
| JP (1) | JP2003501385A (enExample) |
| KR (1) | KR100725263B1 (enExample) |
| AU (1) | AU782188B2 (enExample) |
| CA (1) | CA2375378C (enExample) |
| CZ (1) | CZ20014218A3 (enExample) |
| HU (1) | HUP0201597A3 (enExample) |
| MX (1) | MXPA01012644A (enExample) |
| PL (1) | PL197899B1 (enExample) |
| SK (1) | SK285900B6 (enExample) |
| WO (1) | WO2000074675A1 (enExample) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008104239A1 (en) * | 2007-02-27 | 2008-09-04 | Sigma-Tau Industrie Farmaceutiche Riunite S.P.A. | Composition useful for the treatment of type 2 diabetes |
| ES2546619T3 (es) * | 2007-03-21 | 2015-09-25 | Sigma-Tau Industrie Farmaceutiche Riunite S.P.A. | Composición útil para la prevención de la diabetes tipo 2 y sus complicaciones en pacientes pre-diabéticos con resistencia a la insulina |
| KR101686917B1 (ko) * | 2008-02-29 | 2016-12-15 | 바이오랩 세너스 팔마씨우티카 엘티디에이. | 라세탐 및 카르니틴을 포함하는 약학 조성물 및 그의 제조방법 |
| US20120130202A1 (en) * | 2010-11-24 | 2012-05-24 | Fujitsu Limited | Diagnosis and Monitoring of Musculoskeletal Pathologies |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0667833B2 (ja) * | 1985-11-28 | 1994-08-31 | 雪印乳業株式会社 | 経腸栄養剤 |
| CA2007983C (en) * | 1989-01-18 | 1996-12-10 | Michael S. Brown | Coenzyme q10 with hmg-coa reductase inhibitors |
| IT1293067B1 (it) * | 1997-07-01 | 1999-02-11 | Sigma Tau Ind Farmaceuti | Composizione farmaceutica per il trattamento di patologie causate da alterato metabolismo lipidico |
-
2000
- 2000-06-05 PL PL352106A patent/PL197899B1/pl unknown
- 2000-06-05 MX MXPA01012644A patent/MXPA01012644A/es active IP Right Grant
- 2000-06-05 CA CA002375378A patent/CA2375378C/en not_active Expired - Fee Related
- 2000-06-05 SK SK1715-2001A patent/SK285900B6/sk not_active IP Right Cessation
- 2000-06-05 KR KR1020017015675A patent/KR100725263B1/ko not_active Expired - Fee Related
- 2000-06-05 HU HU0201597A patent/HUP0201597A3/hu unknown
- 2000-06-05 AU AU59697/00A patent/AU782188B2/en not_active Ceased
- 2000-06-05 CZ CZ20014218A patent/CZ20014218A3/cs unknown
- 2000-06-05 JP JP2001501212A patent/JP2003501385A/ja active Pending
- 2000-06-05 WO PCT/EP2000/005091 patent/WO2000074675A1/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| KR100725263B1 (ko) | 2007-06-07 |
| KR20020025066A (ko) | 2002-04-03 |
| SK285900B6 (sk) | 2007-10-04 |
| HUP0201597A2 (en) | 2002-09-28 |
| PL352106A1 (en) | 2003-07-28 |
| PL197899B1 (pl) | 2008-05-30 |
| AU782188B2 (en) | 2005-07-07 |
| SK17152001A3 (sk) | 2002-03-05 |
| MXPA01012644A (es) | 2002-07-22 |
| JP2003501385A (ja) | 2003-01-14 |
| AU5969700A (en) | 2000-12-28 |
| HUP0201597A3 (en) | 2003-04-28 |
| WO2000074675A1 (en) | 2000-12-14 |
| CZ20014218A3 (cs) | 2002-04-17 |
| CA2375378A1 (en) | 2000-12-14 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed |
Effective date: 20170605 |