ZA200102586B - Propanolamine derivatives linked with bile acid used for treating disorders of the lipid metabolism. - Google Patents
Propanolamine derivatives linked with bile acid used for treating disorders of the lipid metabolism. Download PDFInfo
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- ZA200102586B ZA200102586B ZA200102586A ZA200102586A ZA200102586B ZA 200102586 B ZA200102586 B ZA 200102586B ZA 200102586 A ZA200102586 A ZA 200102586A ZA 200102586 A ZA200102586 A ZA 200102586A ZA 200102586 B ZA200102586 B ZA 200102586B
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- South Africa
- Prior art keywords
- compound
- pharmaceutical
- compounds
- acid
- treatment
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- 230000037356 lipid metabolism Effects 0.000 title claims description 8
- HSINOMROUCMIEA-FGVHQWLLSA-N (2s,4r)-4-[(3r,5s,6r,7r,8s,9s,10s,13r,14s,17r)-6-ethyl-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1h-cyclopenta[a]phenanthren-17-yl]-2-methylpentanoic acid Chemical compound C([C@@]12C)C[C@@H](O)C[C@H]1[C@@H](CC)[C@@H](O)[C@@H]1[C@@H]2CC[C@]2(C)[C@@H]([C@H](C)C[C@H](C)C(O)=O)CC[C@H]21 HSINOMROUCMIEA-FGVHQWLLSA-N 0.000 title description 11
- 239000003613 bile acid Substances 0.000 title description 6
- 150000003152 propanolamines Chemical class 0.000 title description 3
- 150000001875 compounds Chemical class 0.000 claims description 86
- 239000000203 mixture Substances 0.000 claims description 37
- 238000000034 method Methods 0.000 claims description 17
- 150000003839 salts Chemical class 0.000 claims description 15
- 238000011282 treatment Methods 0.000 claims description 13
- 230000008569 process Effects 0.000 claims description 12
- 238000002360 preparation method Methods 0.000 claims description 11
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 10
- 238000002156 mixing Methods 0.000 claims description 7
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 7
- 238000011321 prophylaxis Methods 0.000 claims description 7
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 6
- 229910006069 SO3H Inorganic materials 0.000 claims description 5
- 208000031226 Hyperlipidaemia Diseases 0.000 claims description 4
- 208000024891 symptom Diseases 0.000 claims description 3
- OMFRMAHOUUJSGP-IRHGGOMRSA-N bifenthrin Chemical compound C1=CC=C(C=2C=CC=CC=2)C(C)=C1COC(=O)[C@@H]1[C@H](\C=C(/Cl)C(F)(F)F)C1(C)C OMFRMAHOUUJSGP-IRHGGOMRSA-N 0.000 claims 1
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 39
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 36
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 30
- 239000000243 solution Substances 0.000 description 29
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 22
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- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 18
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 17
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- 210000000110 microvilli Anatomy 0.000 description 9
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 8
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
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- XOAAWQZATWQOTB-UHFFFAOYSA-N taurine Chemical compound NCCS(O)(=O)=O XOAAWQZATWQOTB-UHFFFAOYSA-N 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- JMTMSDXUXJISAY-UHFFFAOYSA-N 2H-benzotriazol-4-ol Chemical compound OC1=CC=CC2=C1N=NN2 JMTMSDXUXJISAY-UHFFFAOYSA-N 0.000 description 3
- QOSSAOTZNIDXMA-UHFFFAOYSA-N Dicylcohexylcarbodiimide Chemical compound C1CCCCC1N=C=NC1CCCCC1 QOSSAOTZNIDXMA-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
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- NPZTUJOABDZTLV-UHFFFAOYSA-N hydroxybenzotriazole Substances O=C1C=CC=C2NNN=C12 NPZTUJOABDZTLV-UHFFFAOYSA-N 0.000 description 3
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- CWPAAKNARYMZLM-UHFFFAOYSA-L trimethyl-[4-[[4-(trimethylazaniumyl)cyclohexyl]methyl]cyclohexyl]azanium;diiodide Chemical compound [I-].[I-].C1CC([N+](C)(C)C)CCC1CC1CCC([N+](C)(C)C)CC1 CWPAAKNARYMZLM-UHFFFAOYSA-L 0.000 description 1
- 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 229960001005 tuberculin Drugs 0.000 description 1
- OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 description 1
- BHQCQFFYRZLCQQ-UTLSPDKDSA-N ursocholic acid Chemical compound C([C@H]1C[C@@H]2O)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@@H](CCC(O)=O)C)[C@@]2(C)[C@@H](O)C1 BHQCQFFYRZLCQQ-UTLSPDKDSA-N 0.000 description 1
- 239000004474 valine Substances 0.000 description 1
- 229940099259 vaseline Drugs 0.000 description 1
- 239000007762 w/o emulsion Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J7/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/06—Antihyperlipidemics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J9/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of more than two carbon atoms, e.g. cholane, cholestane, coprostane
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- Vascular Medicine (AREA)
- Biochemistry (AREA)
- Hematology (AREA)
- Urology & Nephrology (AREA)
- Obesity (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Diabetes (AREA)
- Biophysics (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Steroid Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19845403A DE19845403B4 (de) | 1998-10-02 | 1998-10-02 | Mit Gallensäuren verknüpfte Propanolaminderivate, Verfahren zu deren Herstellung, diese Verbindungen enthaltende Arzneimittel und deren Verwendung |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ZA200102586B true ZA200102586B (en) | 2001-10-03 |
Family
ID=7883185
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ZA200102586A ZA200102586B (en) | 1998-10-02 | 2001-03-29 | Propanolamine derivatives linked with bile acid used for treating disorders of the lipid metabolism. |
Country Status (22)
| Country | Link |
|---|---|
| US (1) | US6180618B1 (zh) |
| EP (1) | EP1117676B1 (zh) |
| JP (1) | JP4598953B2 (zh) |
| KR (1) | KR20010075511A (zh) |
| CN (1) | CN1227259C (zh) |
| AR (1) | AR035003A1 (zh) |
| AT (1) | ATE273991T1 (zh) |
| AU (1) | AU757366B2 (zh) |
| BR (1) | BR9915019A (zh) |
| CA (1) | CA2346085A1 (zh) |
| DE (2) | DE19845403B4 (zh) |
| DK (1) | DK1117676T3 (zh) |
| ES (1) | ES2226440T3 (zh) |
| HK (1) | HK1040717A1 (zh) |
| HU (1) | HUP0103570A3 (zh) |
| ID (1) | ID29353A (zh) |
| PL (1) | PL347106A1 (zh) |
| PT (1) | PT1117676E (zh) |
| RU (1) | RU2234512C2 (zh) |
| TR (1) | TR200100897T2 (zh) |
| WO (1) | WO2000020437A1 (zh) |
| ZA (1) | ZA200102586B (zh) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7053076B2 (en) | 2001-08-29 | 2006-05-30 | Xenoport, Inc. | Bile-acid derived compounds for enhancing oral absorption and systemic bioavailability of drugs |
| US7161008B2 (en) * | 2002-05-03 | 2007-01-09 | Sanofi - Aventis Deutschland GmbH | Optically active β-aminoketones, optically active 1,3-amino alcohols and processes for preparing them |
| GB0307918D0 (en) | 2003-04-05 | 2003-05-14 | Astrazeneca Ab | Therapeutic use |
| GB0817969D0 (en) * | 2008-10-01 | 2008-11-05 | Axcess Ltd | Pharmaceutical composition |
| WO2011150286A2 (en) | 2010-05-26 | 2011-12-01 | Satiogen Pharmaceuticals,Inc. | Bile acid recycling inhibitors and satiogens for treatment of diabetes, obesity, and inflammatory gastrointestinal conditions |
| KR102051030B1 (ko) | 2011-10-28 | 2019-12-02 | 루메나 파마수티컬즈, 인코포레이티드 | 소아 담즙울체성 간 질환 치료용 담즙산 재순환 억제제 |
| CN104023718B (zh) | 2011-10-28 | 2017-04-05 | 鲁美纳医药公司 | 用于治疗高胆血症和胆汁淤积性肝病的胆汁酸再循环抑制剂 |
| CA2907214A1 (en) | 2013-03-15 | 2014-09-18 | Lumena Pharmaceuticals, Inc. | Bile acid recycling inhibitors for treatment of barrett's esophagus and gastroesophageal reflux disease |
| US20140275090A1 (en) | 2013-03-15 | 2014-09-18 | Lumena Pharmaceuticals, Inc. | Bile acid recycling inhibitors for treatment of primary sclerosing cholangitis and inflammatory bowel disease |
| CA3129827A1 (en) | 2019-02-12 | 2020-08-20 | Mirum Pharmaceuticals, Inc. | Genotype and dose-dependent response to an asbti in patients with bile salt export pump deficiency |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FI892341A (fi) | 1988-06-10 | 1989-12-11 | Hoffmann La Roche | Propanolaminderivat. |
| GB2250634A (en) * | 1990-12-04 | 1992-06-10 | Marconi Gec Ltd | Point contact diodes |
| US5250524A (en) * | 1990-12-06 | 1993-10-05 | Hoechst Aktiengesellschaft | Bile acid derivatives, process for their preparation and use of these compounds as pharmaceuticals |
| JP2616845B2 (ja) * | 1991-02-21 | 1997-06-04 | 清水化学株式会社 | システノール酸又はその胆汁酸抱合体を含有する血中コレステロール低下剤 |
| GB9203347D0 (en) * | 1992-02-17 | 1992-04-01 | Wellcome Found | Hypolipidaemic compounds |
| DK0557879T3 (da) * | 1992-02-22 | 1997-06-16 | Hoechst Ag | 4-amino-2-ureido-pyrimidin-5-carboxylsyreamider, fremgangsmåde til deres fremstilling, lægemidler med indhold af disse forbindelser og deres anvendelse |
| EP0624593A3 (de) * | 1993-05-08 | 1995-06-07 | Hoechst Ag | Gallensäurederivate, Verfahren zu ihrer Herstellung und Verwendung dieser Verbindungen als Arzneimittel. |
| TW289021B (zh) * | 1993-05-08 | 1996-10-21 | Hoechst Ag | |
| DE59811528D1 (de) * | 1997-04-04 | 2004-07-15 | Aventis Pharma Gmbh | Hypolipidämische Propanolaminderivate |
-
1998
- 1998-10-02 DE DE19845403A patent/DE19845403B4/de not_active Expired - Fee Related
-
1999
- 1999-09-18 TR TR2001/00897T patent/TR200100897T2/xx unknown
- 1999-09-18 RU RU2001111816/04A patent/RU2234512C2/ru not_active IP Right Cessation
- 1999-09-18 EP EP99947385A patent/EP1117676B1/de not_active Expired - Lifetime
- 1999-09-18 KR KR1020017004131A patent/KR20010075511A/ko not_active Application Discontinuation
- 1999-09-18 AU AU60855/99A patent/AU757366B2/en not_active Ceased
- 1999-09-18 ID IDW20010737A patent/ID29353A/id unknown
- 1999-09-18 DK DK99947385T patent/DK1117676T3/da active
- 1999-09-18 WO PCT/EP1999/006930 patent/WO2000020437A1/de not_active Application Discontinuation
- 1999-09-18 CA CA002346085A patent/CA2346085A1/en not_active Abandoned
- 1999-09-18 CN CNB998116343A patent/CN1227259C/zh not_active Expired - Fee Related
- 1999-09-18 BR BR9915019-0A patent/BR9915019A/pt not_active IP Right Cessation
- 1999-09-18 AT AT99947385T patent/ATE273991T1/de not_active IP Right Cessation
- 1999-09-18 PL PL99347106A patent/PL347106A1/xx unknown
- 1999-09-18 JP JP2000574548A patent/JP4598953B2/ja not_active Expired - Fee Related
- 1999-09-18 ES ES99947385T patent/ES2226440T3/es not_active Expired - Lifetime
- 1999-09-18 HU HU0103570A patent/HUP0103570A3/hu unknown
- 1999-09-18 PT PT99947385T patent/PT1117676E/pt unknown
- 1999-09-18 DE DE59910300T patent/DE59910300D1/de not_active Expired - Lifetime
- 1999-09-29 US US09/408,169 patent/US6180618B1/en not_active Expired - Lifetime
- 1999-09-30 AR ARP990104961A patent/AR035003A1/es unknown
-
2001
- 2001-03-29 ZA ZA200102586A patent/ZA200102586B/en unknown
-
2002
- 2002-03-27 HK HK02102338.5A patent/HK1040717A1/zh unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EP1117676A1 (de) | 2001-07-25 |
| AR035003A1 (es) | 2004-04-14 |
| HUP0103570A2 (hu) | 2002-02-28 |
| CA2346085A1 (en) | 2000-04-13 |
| ES2226440T3 (es) | 2005-03-16 |
| EP1117676B1 (de) | 2004-08-18 |
| ATE273991T1 (de) | 2004-09-15 |
| WO2000020437A1 (de) | 2000-04-13 |
| BR9915019A (pt) | 2001-08-14 |
| CN1227259C (zh) | 2005-11-16 |
| US6180618B1 (en) | 2001-01-30 |
| HUP0103570A3 (en) | 2003-01-28 |
| PT1117676E (pt) | 2004-11-30 |
| TR200100897T2 (tr) | 2001-10-22 |
| HK1040717A1 (zh) | 2002-06-21 |
| JP4598953B2 (ja) | 2010-12-15 |
| AU757366B2 (en) | 2003-02-20 |
| KR20010075511A (ko) | 2001-08-09 |
| DE19845403B4 (de) | 2005-02-10 |
| DK1117676T3 (da) | 2004-12-20 |
| DE19845403A1 (de) | 2000-04-13 |
| CN1321166A (zh) | 2001-11-07 |
| AU6085599A (en) | 2000-04-26 |
| RU2234512C2 (ru) | 2004-08-20 |
| JP2002526550A (ja) | 2002-08-20 |
| PL347106A1 (en) | 2002-03-25 |
| ID29353A (id) | 2001-08-23 |
| DE59910300D1 (de) | 2004-09-23 |
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