ZA200301720B - Substituted dipeptides as growth hormone secretagogues. - Google Patents
Substituted dipeptides as growth hormone secretagogues. Download PDFInfo
- Publication number
- ZA200301720B ZA200301720B ZA200301720A ZA200301720A ZA200301720B ZA 200301720 B ZA200301720 B ZA 200301720B ZA 200301720 A ZA200301720 A ZA 200301720A ZA 200301720 A ZA200301720 A ZA 200301720A ZA 200301720 B ZA200301720 B ZA 200301720B
- Authority
- ZA
- South Africa
- Prior art keywords
- aryl
- amino
- compound
- dioxo
- ylmethyl
- Prior art date
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- 239000003324 growth hormone secretagogue Substances 0.000 title claims description 5
- 108010016626 Dipeptides Proteins 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims description 110
- -1 substituted Chemical class 0.000 claims description 106
- 125000000217 alkyl group Chemical group 0.000 claims description 63
- 229910052739 hydrogen Inorganic materials 0.000 claims description 57
- 239000001257 hydrogen Substances 0.000 claims description 57
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 57
- 125000003118 aryl group Chemical group 0.000 claims description 45
- 239000000122 growth hormone Substances 0.000 claims description 29
- 102000018997 Growth Hormone Human genes 0.000 claims description 28
- 108010051696 Growth Hormone Proteins 0.000 claims description 28
- 229910052799 carbon Inorganic materials 0.000 claims description 23
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 22
- XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Substances CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 20
- 125000004432 carbon atom Chemical group C* 0.000 claims description 20
- 238000000034 method Methods 0.000 claims description 17
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 16
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 16
- 239000000203 mixture Substances 0.000 claims description 15
- 125000001041 indolyl group Chemical group 0.000 claims description 14
- 150000001408 amides Chemical class 0.000 claims description 13
- 150000003839 salts Chemical class 0.000 claims description 13
- 125000001424 substituent group Chemical group 0.000 claims description 11
- 125000003107 substituted aryl group Chemical group 0.000 claims description 11
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 claims description 10
- 125000003545 alkoxy group Chemical group 0.000 claims description 10
- 238000004519 manufacturing process Methods 0.000 claims description 10
- 125000006239 protecting group Chemical group 0.000 claims description 10
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 8
- 241001465754 Metazoa Species 0.000 claims description 7
- 125000002837 carbocyclic group Chemical group 0.000 claims description 7
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims description 7
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 7
- 125000003387 indolinyl group Chemical group N1(CCC2=CC=CC=C12)* 0.000 claims description 7
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 7
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 7
- 239000012453 solvate Substances 0.000 claims description 7
- 125000001544 thienyl group Chemical group 0.000 claims description 7
- 125000004429 atom Chemical group 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 6
- 239000000126 substance Substances 0.000 claims description 6
- 101100240516 Caenorhabditis elegans nhr-10 gene Proteins 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 5
- 230000008878 coupling Effects 0.000 claims description 5
- 238000010168 coupling process Methods 0.000 claims description 5
- 238000005859 coupling reaction Methods 0.000 claims description 5
- DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 claims description 5
- 125000001624 naphthyl group Chemical group 0.000 claims description 5
- 125000006367 bivalent amino carbonyl group Chemical group [H]N([*:1])C([*:2])=O 0.000 claims description 4
- 238000009472 formulation Methods 0.000 claims description 4
- 125000006201 3-phenylpropyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 3
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 3
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims description 3
- 239000008194 pharmaceutical composition Substances 0.000 claims description 3
- 230000004962 physiological condition Effects 0.000 claims description 3
- NTYQZLYVUKIFLI-UHFFFAOYSA-N 1-[3-(4-chlorophenyl)-2,2-dioxo-2$l^{6}-thia-1-azaspiro[4.5]dec-3-en-4-yl]-n-methylmethanamine Chemical compound O=S1(=O)NC2(CCCCC2)C(CNC)=C1C1=CC=C(Cl)C=C1 NTYQZLYVUKIFLI-UHFFFAOYSA-N 0.000 claims description 2
- 102100033367 Appetite-regulating hormone Human genes 0.000 claims description 2
- 101710111255 Appetite-regulating hormone Proteins 0.000 claims description 2
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 2
- 125000004210 cyclohexylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 2
- USFSDJYPLHJUMP-UHFFFAOYSA-N n-[[3-(4-tert-butylphenyl)-2,2-dioxo-2$l^{6}-thia-1-azaspiro[4.5]dec-3-en-4-yl]methyl]ethanamine Chemical compound O=S1(=O)NC2(CCCCC2)C(CNCC)=C1C1=CC=C(C(C)(C)C)C=C1 USFSDJYPLHJUMP-UHFFFAOYSA-N 0.000 claims description 2
- 125000002971 oxazolyl group Chemical group 0.000 claims description 2
- 125000004076 pyridyl group Chemical group 0.000 claims description 2
- 125000000335 thiazolyl group Chemical group 0.000 claims description 2
- 125000001475 halogen functional group Chemical group 0.000 claims 10
- 125000003342 alkenyl group Chemical group 0.000 claims 3
- YWAVZUWLSRORPG-UHFFFAOYSA-N 2-[(2-amino-2-methylpropanoyl)amino]-5-phenylpentanoic acid Chemical compound CC(C)(N)C(=O)NC(C(O)=O)CCCC1=CC=CC=C1 YWAVZUWLSRORPG-UHFFFAOYSA-N 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 2
- 125000000896 monocarboxylic acid group Chemical group 0.000 claims 2
- TYQGMABQHZEQFO-UHFFFAOYSA-N n-[[3-(4-fluorophenyl)-2,2-dioxo-2$l^{6}-thia-1-azaspiro[4.5]dec-3-en-4-yl]methyl]ethanamine Chemical compound O=S1(=O)NC2(CCCCC2)C(CNCC)=C1C1=CC=C(F)C=C1 TYQGMABQHZEQFO-UHFFFAOYSA-N 0.000 claims 2
- QCQCHGYLTSGIGX-GHXANHINSA-N 4-[[(3ar,5ar,5br,7ar,9s,11ar,11br,13as)-5a,5b,8,8,11a-pentamethyl-3a-[(5-methylpyridine-3-carbonyl)amino]-2-oxo-1-propan-2-yl-4,5,6,7,7a,9,10,11,11b,12,13,13a-dodecahydro-3h-cyclopenta[a]chrysen-9-yl]oxy]-2,2-dimethyl-4-oxobutanoic acid Chemical compound N([C@@]12CC[C@@]3(C)[C@]4(C)CC[C@H]5C(C)(C)[C@@H](OC(=O)CC(C)(C)C(O)=O)CC[C@]5(C)[C@H]4CC[C@@H]3C1=C(C(C2)=O)C(C)C)C(=O)C1=CN=CC(C)=C1 QCQCHGYLTSGIGX-GHXANHINSA-N 0.000 claims 1
- WFKAJVHLWXSISD-UHFFFAOYSA-N anhydrous dimethyl-acetamide Natural products CC(C)C(N)=O WFKAJVHLWXSISD-UHFFFAOYSA-N 0.000 claims 1
- 239000000969 carrier Substances 0.000 claims 1
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- GMKYVKWGXBQAMB-UHFFFAOYSA-N n-[[3-(4-chlorophenyl)-2,2-dioxo-2$l^{6}-thia-1-azaspiro[4.5]dec-3-en-4-yl]methyl]ethanamine Chemical compound O=S1(=O)NC2(CCCCC2)C(CNCC)=C1C1=CC=C(Cl)C=C1 GMKYVKWGXBQAMB-UHFFFAOYSA-N 0.000 claims 1
- YDJFLLMIMLKRPD-UHFFFAOYSA-N n-[[3-(4-methylphenyl)-2,2-dioxo-2$l^{6}-thia-1-azaspiro[4.5]dec-3-en-4-yl]methyl]ethanamine Chemical compound O=S1(=O)NC2(CCCCC2)C(CNCC)=C1C1=CC=C(C)C=C1 YDJFLLMIMLKRPD-UHFFFAOYSA-N 0.000 claims 1
- 238000002560 therapeutic procedure Methods 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
- 102100022831 Somatoliberin Human genes 0.000 description 20
- 101710142969 Somatoliberin Proteins 0.000 description 19
- 125000005843 halogen group Chemical group 0.000 description 16
- 238000006243 chemical reaction Methods 0.000 description 12
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 description 8
- 239000000543 intermediate Substances 0.000 description 7
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- 235000001014 amino acid Nutrition 0.000 description 6
- 150000001413 amino acids Chemical class 0.000 description 6
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 6
- 125000005842 heteroatom Chemical group 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 5
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- 230000000694 effects Effects 0.000 description 5
- 230000028327 secretion Effects 0.000 description 5
- YEDUAINPPJYDJZ-UHFFFAOYSA-N 2-hydroxybenzothiazole Chemical compound C1=CC=C2SC(O)=NC2=C1 YEDUAINPPJYDJZ-UHFFFAOYSA-N 0.000 description 4
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 4
- 230000003213 activating effect Effects 0.000 description 4
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- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
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- 241000282412 Homo Species 0.000 description 3
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- CLZISMQKJZCZDN-UHFFFAOYSA-N [benzotriazol-1-yloxy(dimethylamino)methylidene]-dimethylazanium Chemical compound C1=CC=C2N(OC(N(C)C)=[N+](C)C)N=NC2=C1 CLZISMQKJZCZDN-UHFFFAOYSA-N 0.000 description 3
- 125000003277 amino group Chemical group 0.000 description 3
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 3
- 125000001151 peptidyl group Chemical group 0.000 description 3
- 239000003488 releasing hormone Substances 0.000 description 3
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- 125000003088 (fluoren-9-ylmethoxy)carbonyl group Chemical group 0.000 description 2
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 2
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- QOSSAOTZNIDXMA-UHFFFAOYSA-N Dicylcohexylcarbodiimide Chemical compound C1CCCCC1N=C=NC1CCCCC1 QOSSAOTZNIDXMA-UHFFFAOYSA-N 0.000 description 2
- 102000002265 Human Growth Hormone Human genes 0.000 description 2
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- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D275/00—Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings
- C07D275/04—Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings condensed with carbocyclic rings or ring systems
- C07D275/06—Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings condensed with carbocyclic rings or ring systems with hetero atoms directly attached to the ring sulfur atom
-
- 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
- C07K5/06191—Dipeptides containing heteroatoms different from O, S, or N
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
- A61P5/06—Drugs for disorders of the endocrine system of the anterior pituitary hormones, e.g. TSH, ACTH, FSH, LH, PRL, GH
-
- 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
- C07K5/06008—Dipeptides with the first amino acid being neutral
- C07K5/06017—Dipeptides with the first amino acid being neutral and aliphatic
- C07K5/06026—Dipeptides with the first amino acid being neutral and aliphatic the side chain containing 0 or 1 carbon atom, i.e. Gly or Ala
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Animal Behavior & Ethology (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Diabetes (AREA)
- Endocrinology (AREA)
- Biophysics (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Peptides Or Proteins (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US24045600P | 2000-10-13 | 2000-10-13 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ZA200301720B true ZA200301720B (en) | 2004-06-21 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ZA200301720A ZA200301720B (en) | 2000-10-13 | 2003-02-28 | Substituted dipeptides as growth hormone secretagogues. |
Country Status (26)
| Country | Link |
|---|---|
| EP (1) | EP1326851B1 (de) |
| JP (1) | JP2004511552A (de) |
| KR (1) | KR20030042014A (de) |
| CN (1) | CN1469871A (de) |
| AT (1) | ATE270280T1 (de) |
| AU (2) | AU1121902A (de) |
| BR (1) | BR0114630A (de) |
| CA (1) | CA2419388A1 (de) |
| CZ (1) | CZ20031029A3 (de) |
| DE (1) | DE60104141T2 (de) |
| DZ (1) | DZ3482A1 (de) |
| EA (1) | EA006102B1 (de) |
| EC (1) | ECSP034551A (de) |
| ES (1) | ES2223926T3 (de) |
| HR (1) | HRP20030288B1 (de) |
| HU (1) | HUP0301351A3 (de) |
| IL (1) | IL154809A0 (de) |
| MX (1) | MXPA03003217A (de) |
| NO (1) | NO20031687L (de) |
| NZ (1) | NZ524232A (de) |
| PL (1) | PL361675A1 (de) |
| PT (1) | PT1326851E (de) |
| SK (1) | SK4182003A3 (de) |
| TR (1) | TR200402046T4 (de) |
| WO (1) | WO2002032888A1 (de) |
| ZA (1) | ZA200301720B (de) |
Families Citing this family (48)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7396846B2 (en) * | 2002-04-09 | 2008-07-08 | Eli Lilly And Company | Growth hormone secretagogues |
| US7105526B2 (en) | 2002-06-28 | 2006-09-12 | Banyu Pharmaceuticals Co., Ltd. | Benzimidazole derivatives |
| US7772188B2 (en) | 2003-01-28 | 2010-08-10 | Ironwood Pharmaceuticals, Inc. | Methods and compositions for the treatment of gastrointestinal disorders |
| AU2004274309B2 (en) | 2003-09-22 | 2010-04-08 | Msd K.K. | Novel piperidine derivative |
| US20080125403A1 (en) | 2004-04-02 | 2008-05-29 | Merck & Co., Inc. | Method of Treating Men with Metabolic and Anthropometric Disorders |
| CA2609388C (en) | 2005-05-30 | 2013-08-06 | Banyu Pharmaceutical Co., Ltd. | Novel piperidine derivative |
| JPWO2007018248A1 (ja) | 2005-08-10 | 2009-02-19 | 萬有製薬株式会社 | ピリドン化合物 |
| EP1921065B1 (de) | 2005-08-24 | 2010-10-20 | Banyu Pharmaceutical Co., Ltd. | Phenylpyridonderivat |
| WO2007029847A1 (ja) | 2005-09-07 | 2007-03-15 | Banyu Pharmaceutical Co., Ltd. | 二環性芳香族置換ピリドン誘導体 |
| BRPI0616463A2 (pt) | 2005-09-29 | 2011-06-21 | Merck & Co Inc | composto, composição farmacêutica, e, uso de um composto |
| WO2007048027A2 (en) | 2005-10-21 | 2007-04-26 | Novartis Ag | Combination of a renin-inhibitor and an anti-dyslipidemic agent and/or an antiobesity agent |
| AU2006307046A1 (en) | 2005-10-27 | 2007-05-03 | Msd K.K. | Novel benzoxathiin derivative |
| US8158791B2 (en) | 2005-11-10 | 2012-04-17 | Msd K.K. | Aza-substituted spiro derivatives |
| JP5489333B2 (ja) | 2006-09-22 | 2014-05-14 | メルク・シャープ・アンド・ドーム・コーポレーション | 脂肪酸合成阻害剤を用いた治療の方法 |
| AU2007301126A1 (en) | 2006-09-28 | 2008-04-03 | Banyu Pharmaceutical Co., Ltd. | Diaryl ketimine derivative |
| CA2682727C (en) | 2007-04-02 | 2016-03-22 | Banyu Pharmaceutical Co., Ltd. | Indoledione derivative |
| US8969514B2 (en) | 2007-06-04 | 2015-03-03 | Synergy Pharmaceuticals, Inc. | Agonists of guanylate cyclase useful for the treatment of hypercholesterolemia, atherosclerosis, coronary heart disease, gallstone, obesity and other cardiovascular diseases |
| EP2527360B1 (de) | 2007-06-04 | 2015-10-28 | Synergy Pharmaceuticals Inc. | Für die Behandlung von gastrointestinalen Erkrankungen, Entzündungen, Krebs und anderen Erkrankungen geeignete Agonisten von Guanylatcyclase |
| US20110015181A1 (en) | 2008-03-06 | 2011-01-20 | Makoto Ando | Alkylaminopyridine derivative |
| EP2272841A1 (de) | 2008-03-28 | 2011-01-12 | Banyu Pharmaceutical Co., Ltd. | Diarylmethylamidderivat mit antagonistischer wirkung auf rezeptor des melaninkonzentrierenden hormons |
| EP2810951B1 (de) | 2008-06-04 | 2017-03-15 | Synergy Pharmaceuticals Inc. | Für die Behandlung von gastrointestinalen Erkrankungen, Entzündungen, Krebs und anderen Erkrankungen geeignete Agonisten von Guanylatcyclase |
| AU2009261248A1 (en) | 2008-06-19 | 2009-12-23 | Banyu Pharmaceutical Co., Ltd. | Spirodiamine-diarylketoxime derivative |
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| BR112013021236B1 (pt) | 2011-02-25 | 2021-05-25 | Merck Sharp & Dohme Corp | composto derivado de benzimidazol, e, composição |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1998018815A1 (en) * | 1996-10-25 | 1998-05-07 | Merck & Co., Inc. | Convergent process for the preparation of a growth hormone secretagogue |
| UA53716C2 (uk) * | 1997-06-25 | 2003-02-17 | Пфайзер Продактс Інк. | Тартратна сіль заміщеного дипептиду, спосіб її одержання, проміжні сполуки та спосіб їх одержання, фармацевтична композиція (варіанти), спосіб підвищення рівнів ендогенного гормону росту та спосіб лікування або профілактики захворювань (варіанти) |
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2001
- 2001-10-09 AU AU1121902A patent/AU1121902A/xx active Pending
- 2001-10-09 HU HU0301351A patent/HUP0301351A3/hu unknown
- 2001-10-09 DE DE60104141T patent/DE60104141T2/de not_active Expired - Lifetime
- 2001-10-09 SK SK418-2003A patent/SK4182003A3/sk unknown
- 2001-10-09 EA EA200300462A patent/EA006102B1/ru not_active IP Right Cessation
- 2001-10-09 AT AT01979233T patent/ATE270280T1/de not_active IP Right Cessation
- 2001-10-09 ES ES01979233T patent/ES2223926T3/es not_active Expired - Lifetime
- 2001-10-09 AU AU2002211219A patent/AU2002211219B2/en not_active Ceased
- 2001-10-09 CN CNA018172822A patent/CN1469871A/zh active Pending
- 2001-10-09 IL IL15480901A patent/IL154809A0/xx unknown
- 2001-10-09 KR KR10-2003-7005203A patent/KR20030042014A/ko not_active Withdrawn
- 2001-10-09 CA CA002419388A patent/CA2419388A1/en not_active Abandoned
- 2001-10-09 DZ DZ013482A patent/DZ3482A1/fr active
- 2001-10-09 PT PT01979233T patent/PT1326851E/pt unknown
- 2001-10-09 EP EP01979233A patent/EP1326851B1/de not_active Expired - Lifetime
- 2001-10-09 CZ CZ20031029A patent/CZ20031029A3/cs unknown
- 2001-10-09 PL PL01361675A patent/PL361675A1/xx not_active Application Discontinuation
- 2001-10-09 MX MXPA03003217A patent/MXPA03003217A/es unknown
- 2001-10-09 BR BR0114630-0A patent/BR0114630A/pt not_active IP Right Cessation
- 2001-10-09 HR HR20030288A patent/HRP20030288B1/xx not_active IP Right Cessation
- 2001-10-09 NZ NZ524232A patent/NZ524232A/en unknown
- 2001-10-09 TR TR2004/02046T patent/TR200402046T4/xx unknown
- 2001-10-09 WO PCT/US2001/027756 patent/WO2002032888A1/en not_active Ceased
- 2001-10-09 JP JP2002536270A patent/JP2004511552A/ja active Pending
-
2003
- 2003-02-28 ZA ZA200301720A patent/ZA200301720B/en unknown
- 2003-04-10 EC EC2003004551A patent/ECSP034551A/es unknown
- 2003-04-11 NO NO20031687A patent/NO20031687L/no unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EA200300462A1 (ru) | 2003-08-28 |
| CZ20031029A3 (cs) | 2003-09-17 |
| PT1326851E (pt) | 2004-11-30 |
| EA006102B1 (ru) | 2005-08-25 |
| DZ3482A1 (fr) | 2002-04-25 |
| HRP20030288A2 (en) | 2004-02-29 |
| KR20030042014A (ko) | 2003-05-27 |
| WO2002032888A1 (en) | 2002-04-25 |
| AU1121902A (en) | 2002-04-29 |
| NO20031687D0 (no) | 2003-04-11 |
| ECSP034551A (es) | 2003-05-26 |
| JP2004511552A (ja) | 2004-04-15 |
| HUP0301351A3 (en) | 2007-05-29 |
| CA2419388A1 (en) | 2002-04-25 |
| HUP0301351A2 (hu) | 2003-11-28 |
| DE60104141D1 (de) | 2004-08-05 |
| BR0114630A (pt) | 2003-07-01 |
| ATE270280T1 (de) | 2004-07-15 |
| HRP20030288B1 (en) | 2005-02-28 |
| NO20031687L (no) | 2003-05-08 |
| DE60104141T2 (de) | 2005-06-30 |
| HK1058194A1 (en) | 2004-05-07 |
| AU2002211219B2 (en) | 2006-09-14 |
| CN1469871A (zh) | 2004-01-21 |
| IL154809A0 (en) | 2003-10-31 |
| MXPA03003217A (es) | 2003-06-06 |
| ES2223926T3 (es) | 2005-03-01 |
| NZ524232A (en) | 2005-01-28 |
| SK4182003A3 (en) | 2004-01-08 |
| TR200402046T4 (tr) | 2004-10-21 |
| EP1326851B1 (de) | 2004-06-30 |
| EP1326851A1 (de) | 2003-07-16 |
| PL361675A1 (en) | 2004-10-04 |
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