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 (pt) |
EP (1) | EP1117676B1 (pt) |
JP (1) | JP4598953B2 (pt) |
KR (1) | KR20010075511A (pt) |
CN (1) | CN1227259C (pt) |
AR (1) | AR035003A1 (pt) |
AT (1) | ATE273991T1 (pt) |
AU (1) | AU757366B2 (pt) |
BR (1) | BR9915019A (pt) |
CA (1) | CA2346085A1 (pt) |
DE (2) | DE19845403B4 (pt) |
DK (1) | DK1117676T3 (pt) |
ES (1) | ES2226440T3 (pt) |
HK (1) | HK1040717A1 (pt) |
HU (1) | HUP0103570A3 (pt) |
ID (1) | ID29353A (pt) |
PL (1) | PL347106A1 (pt) |
PT (1) | PT1117676E (pt) |
RU (1) | RU2234512C2 (pt) |
TR (1) | TR200100897T2 (pt) |
WO (1) | WO2000020437A1 (pt) |
ZA (1) | ZA200102586B (pt) |
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 |
EP2575821B1 (en) | 2010-05-26 | 2015-08-12 | Satiogen Pharmaceuticals, Inc. | Bile acid recycling inhibitors and satiogens for treatment of diabetes, obesity, and inflammatory gastrointestinal conditions |
MX369466B (es) | 2011-10-28 | 2019-11-08 | Lumena Pharmaceuticals Inc | Inhibidores de la recirculación de ácidos biliares para el tratamiento de enfermedades hepáticas colestásicas pediátricas. |
KR20190135545A (ko) | 2011-10-28 | 2019-12-06 | 루메나 파마수티컬즈, 인코포레이티드 | 고담혈증 및 담즙 정체성 간 질환 치료용 담즙산 재순환 억제제 |
JP2016514684A (ja) | 2013-03-15 | 2016-05-23 | ルメナ ファーマシューティカルズ エルエルシー | 原発性硬化性胆管炎および炎症性腸疾患の処置のための胆汁酸再循環阻害剤 |
MX2015013196A (es) | 2013-03-15 | 2016-04-15 | Lumena Pharmaceuticals Inc | Inhibidores de reciclaje de acidos biliares para el tratamiento de la enfermedad de reflujo gastroesofagico y esofago de barrett. |
KR20210137046A (ko) | 2019-02-12 | 2021-11-17 | 미룸 파마슈티컬스, 인크. | 담즙정체의 치료 방법 |
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 (pt) * | 1993-05-08 | 1996-10-21 | Hoechst Ag | |
ATE268758T1 (de) * | 1997-04-04 | 2004-06-15 | Aventis Pharma Gmbh | Hypolipidämische propanolaminderivate |
-
1998
- 1998-10-02 DE DE19845403A patent/DE19845403B4/de not_active Expired - Fee Related
-
1999
- 1999-09-18 RU RU2001111816/04A patent/RU2234512C2/ru not_active IP Right Cessation
- 1999-09-18 PT PT99947385T patent/PT1117676E/pt unknown
- 1999-09-18 HU HU0103570A patent/HUP0103570A3/hu unknown
- 1999-09-18 BR BR9915019-0A patent/BR9915019A/pt not_active IP Right Cessation
- 1999-09-18 KR KR1020017004131A patent/KR20010075511A/ko not_active Application Discontinuation
- 1999-09-18 TR TR2001/00897T patent/TR200100897T2/xx unknown
- 1999-09-18 PL PL99347106A patent/PL347106A1/xx unknown
- 1999-09-18 DK DK99947385T patent/DK1117676T3/da active
- 1999-09-18 EP EP99947385A patent/EP1117676B1/de not_active Expired - Lifetime
- 1999-09-18 DE DE59910300T patent/DE59910300D1/de not_active Expired - Lifetime
- 1999-09-18 CN CNB998116343A patent/CN1227259C/zh not_active Expired - Fee Related
- 1999-09-18 JP JP2000574548A patent/JP4598953B2/ja not_active Expired - Fee Related
- 1999-09-18 CA CA002346085A patent/CA2346085A1/en not_active Abandoned
- 1999-09-18 ID IDW20010737A patent/ID29353A/id unknown
- 1999-09-18 ES ES99947385T patent/ES2226440T3/es not_active Expired - Lifetime
- 1999-09-18 AU AU60855/99A patent/AU757366B2/en not_active Ceased
- 1999-09-18 AT AT99947385T patent/ATE273991T1/de not_active IP Right Cessation
- 1999-09-18 WO PCT/EP1999/006930 patent/WO2000020437A1/de not_active Application Discontinuation
- 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 |
---|---|
AR035003A1 (es) | 2004-04-14 |
HK1040717A1 (zh) | 2002-06-21 |
KR20010075511A (ko) | 2001-08-09 |
BR9915019A (pt) | 2001-08-14 |
WO2000020437A1 (de) | 2000-04-13 |
CN1227259C (zh) | 2005-11-16 |
TR200100897T2 (tr) | 2001-10-22 |
PL347106A1 (en) | 2002-03-25 |
DE19845403B4 (de) | 2005-02-10 |
EP1117676A1 (de) | 2001-07-25 |
AU757366B2 (en) | 2003-02-20 |
DE59910300D1 (de) | 2004-09-23 |
ATE273991T1 (de) | 2004-09-15 |
ID29353A (id) | 2001-08-23 |
ES2226440T3 (es) | 2005-03-16 |
US6180618B1 (en) | 2001-01-30 |
JP4598953B2 (ja) | 2010-12-15 |
JP2002526550A (ja) | 2002-08-20 |
HUP0103570A2 (hu) | 2002-02-28 |
HUP0103570A3 (en) | 2003-01-28 |
PT1117676E (pt) | 2004-11-30 |
EP1117676B1 (de) | 2004-08-18 |
CA2346085A1 (en) | 2000-04-13 |
CN1321166A (zh) | 2001-11-07 |
RU2234512C2 (ru) | 2004-08-20 |
DE19845403A1 (de) | 2000-04-13 |
AU6085599A (en) | 2000-04-26 |
DK1117676T3 (da) | 2004-12-20 |
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