CA2341649A1 - Enhancement of return to independent living status with a growth hormone secretagogue - Google Patents
Enhancement of return to independent living status with a growth hormone secretagogue Download PDFInfo
- Publication number
- CA2341649A1 CA2341649A1 CA002341649A CA2341649A CA2341649A1 CA 2341649 A1 CA2341649 A1 CA 2341649A1 CA 002341649 A CA002341649 A CA 002341649A CA 2341649 A CA2341649 A CA 2341649A CA 2341649 A1 CA2341649 A1 CA 2341649A1
- Authority
- CA
- Canada
- Prior art keywords
- growth hormone
- aryl
- alkyl
- piperidin
- amino
- 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.)
- Abandoned
Links
- 239000003324 growth hormone secretagogue Substances 0.000 title claims abstract description 72
- 102100033367 Appetite-regulating hormone Human genes 0.000 title claims abstract description 64
- 101710111255 Appetite-regulating hormone Proteins 0.000 title claims abstract description 59
- 206010020100 Hip fracture Diseases 0.000 claims abstract description 28
- 230000001154 acute effect Effects 0.000 claims abstract description 25
- 230000002708 enhancing effect Effects 0.000 claims abstract description 18
- 238000001356 surgical procedure Methods 0.000 claims abstract description 9
- 208000027418 Wounds and injury Diseases 0.000 claims abstract description 7
- 230000006378 damage Effects 0.000 claims abstract description 7
- 208000014674 injury Diseases 0.000 claims abstract description 7
- 150000001875 compounds Chemical class 0.000 claims description 38
- 108010051696 Growth Hormone Proteins 0.000 claims description 34
- 102000018997 Growth Hormone Human genes 0.000 claims description 34
- 125000003118 aryl group Chemical group 0.000 claims description 33
- -1 methylenedioxy Chemical group 0.000 claims description 29
- 238000000034 method Methods 0.000 claims description 26
- 150000003839 salts Chemical class 0.000 claims description 20
- 125000000217 alkyl group Chemical group 0.000 claims description 19
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 17
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 17
- 101710142969 Somatoliberin Proteins 0.000 claims description 15
- 239000001257 hydrogen Substances 0.000 claims description 14
- 229910052739 hydrogen Inorganic materials 0.000 claims description 14
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 13
- 239000000095 Growth Hormone-Releasing Hormone Substances 0.000 claims description 13
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 12
- 229910052736 halogen Inorganic materials 0.000 claims description 12
- 150000002367 halogens Chemical class 0.000 claims description 12
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 11
- 108090000723 Insulin-Like Growth Factor I Proteins 0.000 claims description 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 7
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 7
- 229910052757 nitrogen Chemical group 0.000 claims description 7
- 229910052760 oxygen Inorganic materials 0.000 claims description 7
- 125000001424 substituent group Chemical group 0.000 claims description 7
- 229910052717 sulfur Inorganic materials 0.000 claims description 7
- 239000011593 sulfur Substances 0.000 claims description 7
- 102000004218 Insulin-Like Growth Factor I Human genes 0.000 claims description 6
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 6
- 125000005842 heteroatom Chemical group 0.000 claims description 6
- 150000002431 hydrogen Chemical group 0.000 claims description 6
- NWQWNCILOXTTHF-HLCSKTDOSA-N (2s)-6-amino-2-[[(2r)-2-[[(2s)-2-[[(2s)-2-[[(2r)-2-[[(2s)-2-[[(2s)-2-aminopropanoyl]amino]-3-(1h-imidazol-5-yl)propanoyl]amino]-3-naphthalen-2-ylpropanoyl]amino]propanoyl]amino]-3-(1h-indol-3-yl)propanoyl]amino]-3-phenylpropanoyl]amino]hexanamide Chemical compound C([C@H](NC(=O)[C@@H](N)C)C(=O)N[C@H](CC=1C=C2C=CC=CC2=CC=1)C(=O)N[C@@H](C)C(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@H](CC=1C=CC=CC=1)C(=O)N[C@@H](CCCCN)C(N)=O)C1=CNC=N1 NWQWNCILOXTTHF-HLCSKTDOSA-N 0.000 claims description 5
- WZHKXNSOCOQYQX-FUAFALNISA-N (2s)-6-amino-2-[[(2r)-2-[[(2s)-2-[[(2s)-2-[[(2r)-2-[[(2s)-2-amino-3-(1h-imidazol-5-yl)propanoyl]amino]-3-(1h-indol-3-yl)propanoyl]amino]propanoyl]amino]-3-(1h-indol-3-yl)propanoyl]amino]-3-phenylpropanoyl]amino]hexanamide Chemical compound C([C@H](N)C(=O)N[C@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@@H](C)C(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@H](CC=1C=CC=CC=1)C(=O)N[C@@H](CCCCN)C(N)=O)C1=CN=CN1 WZHKXNSOCOQYQX-FUAFALNISA-N 0.000 claims description 5
- HRNLPPBUBKMZMT-SSSXJSFTSA-N (2s)-6-amino-2-[[(2s)-2-[[(2s)-2-[[(2s)-2-[[(2r)-2-[[(2r)-2-aminopropanoyl]amino]-3-naphthalen-2-ylpropanoyl]amino]propanoyl]amino]-3-(1h-indol-3-yl)propanoyl]amino]-3-phenylpropanoyl]amino]hexanamide Chemical compound C([C@H](NC(=O)[C@H](CC=1C2=CC=CC=C2NC=1)NC(=O)[C@H](C)NC(=O)[C@@H](CC=1C=C2C=CC=CC2=CC=1)NC(=O)[C@H](N)C)C(=O)N[C@@H](CCCCN)C(N)=O)C1=CC=CC=C1 HRNLPPBUBKMZMT-SSSXJSFTSA-N 0.000 claims description 5
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 5
- 108010083553 alanyl-histidyl-(2-naphthyl)alanyl-tryptophyl-phenylalanyl-lysinamide Proteins 0.000 claims description 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 5
- 108010015153 growth hormone releasing hexapeptide Proteins 0.000 claims description 5
- 108010085742 growth hormone-releasing peptide-2 Proteins 0.000 claims description 5
- 125000005843 halogen group Chemical group 0.000 claims description 5
- 239000001301 oxygen Substances 0.000 claims description 5
- 229960000208 pralmorelin Drugs 0.000 claims description 5
- YBJHBAHKTGYVGT-ZKWXMUAHSA-N (+)-Biotin Chemical group N1C(=O)N[C@@H]2[C@H](CCCCC(=O)O)SC[C@@H]21 YBJHBAHKTGYVGT-ZKWXMUAHSA-N 0.000 claims description 4
- DUGMCDWNXXFHDE-VZYDHVRKSA-N 2-amino-2-methyl-n-[(2r)-1-(1-methylsulfonylspiro[2h-indole-3,4'-piperidine]-1'-yl)-1-oxo-3-phenylmethoxypropan-2-yl]propanamide;methanesulfonic acid Chemical compound CS(O)(=O)=O.C([C@@H](NC(=O)C(C)(N)C)C(=O)N1CCC2(C3=CC=CC=C3N(C2)S(C)(=O)=O)CC1)OCC1=CC=CC=C1 DUGMCDWNXXFHDE-VZYDHVRKSA-N 0.000 claims description 4
- 102000048143 Insulin-Like Growth Factor II Human genes 0.000 claims description 4
- 108090001117 Insulin-Like Growth Factor II Proteins 0.000 claims description 4
- 125000004429 atom Chemical group 0.000 claims description 4
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 4
- UMUPQWIGCOZEOY-JOCHJYFZSA-N 2-amino-2-methyl-n-[(2r)-1-(1-methylsulfonylspiro[2h-indole-3,4'-piperidine]-1'-yl)-1-oxo-3-phenylmethoxypropan-2-yl]propanamide Chemical compound C([C@@H](NC(=O)C(C)(N)C)C(=O)N1CCC2(C3=CC=CC=C3N(C2)S(C)(=O)=O)CC1)OCC1=CC=CC=C1 UMUPQWIGCOZEOY-JOCHJYFZSA-N 0.000 claims description 3
- 125000001153 fluoro group Chemical group F* 0.000 claims description 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 3
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims description 2
- 125000001376 1,2,4-triazolyl group Chemical group N1N=C(N=C1)* 0.000 claims description 2
- BKQCTMOROFZQNH-HSZRJFAPSA-N 2-amino-2-methyl-n-[(2r)-1-(1-methylsulfonylspiro[2h-indole-3,4'-piperidine]-1'-yl)-1-oxo-5-phenylpentan-2-yl]propanamide Chemical compound C([C@@H](NC(=O)C(C)(N)C)C(=O)N1CCC2(C3=CC=CC=C3N(C2)S(C)(=O)=O)CC1)CCC1=CC=CC=C1 BKQCTMOROFZQNH-HSZRJFAPSA-N 0.000 claims description 2
- HZHZGPFRBYYBPM-OAQYLSRUSA-N 2-amino-n-[(2r)-1-(1,1-dioxospiro[2h-1-benzothiophene-3,4'-piperidine]-1'-yl)-1-oxo-3-phenylmethoxypropan-2-yl]-2-methylpropanamide Chemical compound C([C@@H](NC(=O)C(C)(N)C)C(=O)N1CCC2(C3=CC=CC=C3S(=O)(=O)C2)CC1)OCC1=CC=CC=C1 HZHZGPFRBYYBPM-OAQYLSRUSA-N 0.000 claims description 2
- KPBAGSRKBBQBEU-JOCHJYFZSA-N 2-amino-n-[(2s)-3-benzylsulfanyl-1-(1-methylsulfonylspiro[2h-indole-3,4'-piperidine]-1'-yl)-1-oxopropan-2-yl]-2-methylpropanamide Chemical compound C([C@@H](NC(=O)C(C)(N)C)C(=O)N1CCC2(C3=CC=CC=C3N(C2)S(C)(=O)=O)CC1)SCC1=CC=CC=C1 KPBAGSRKBBQBEU-JOCHJYFZSA-N 0.000 claims description 2
- 125000002373 5 membered heterocyclic group Chemical group 0.000 claims description 2
- 125000004070 6 membered heterocyclic group Chemical group 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
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- ONPGKTDAUQZDTC-RUZDIDTESA-N ethyl 2-[1'-[(2r)-2-[(2-amino-2-methylpropanoyl)amino]-3-(1h-indol-3-yl)propanoyl]spiro[2h-indole-3,4'-piperidine]-1-yl]sulfonylacetate Chemical compound C12=CC=CC=C2N(S(=O)(=O)CC(=O)OCC)CC11CCN(C(=O)[C@@H](CC=2C3=CC=CC=C3NC=2)NC(=O)C(C)(C)N)CC1 ONPGKTDAUQZDTC-RUZDIDTESA-N 0.000 claims description 2
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- Zoology (AREA)
- Immunology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Diabetes (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Molecular Biology (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US9886998P | 1998-09-02 | 1998-09-02 | |
| US60/098,869 | 1998-09-02 | ||
| GBGB9823090.7A GB9823090D0 (en) | 1998-10-21 | 1998-10-21 | Enhancement of return to independent living status with a growth hormone secretaogue |
| GB9823090.7 | 1998-10-21 | ||
| PCT/US1999/019996 WO2000012047A2 (en) | 1998-09-02 | 1999-08-31 | Enhancement of return to independent living status with a growth hormone secretagogue |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2341649A1 true CA2341649A1 (en) | 2000-03-09 |
Family
ID=26314549
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002341649A Abandoned CA2341649A1 (en) | 1998-09-02 | 1999-08-31 | Enhancement of return to independent living status with a growth hormone secretagogue |
Country Status (5)
| Country | Link |
|---|---|
| EP (1) | EP1156808A2 (de) |
| JP (1) | JP2002525274A (de) |
| AU (1) | AU6133299A (de) |
| CA (1) | CA2341649A1 (de) |
| WO (1) | WO2000012047A2 (de) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6329342B1 (en) | 1997-08-19 | 2001-12-11 | Eli Lilly And Company | Treatment of congestive heart failure with growth hormone secretagogues |
| US6639076B1 (en) | 1998-08-18 | 2003-10-28 | Eli Lilly And Company | Growth hormone secretagogues |
| US6828331B1 (en) | 1999-02-19 | 2004-12-07 | Eli Lilly And Company | Growth hormone secretagogues |
| BR0113626A (pt) | 2000-08-30 | 2003-06-17 | Pfizer Prod Inc | Formulações de liberação sustentada para secretores de hormÈnio do crescimento |
| EP1192943A3 (de) * | 2000-09-28 | 2002-11-27 | Pfizer Products Inc. | Verwendung von Sekretionsfördermitteln für Wachstumshormone in Verbindung mit Körpertraining |
| CU23157A1 (es) * | 2001-01-03 | 2006-07-18 | Ct Ingenieria Genetica Biotech | COMPOSICION FARMACéUTICA PARA EL TRATAMIENTO DEL DANO TISULAR DEBIDO A FALTA DE IRRIGACION SANGUINEA ARTERIAL |
| US7125840B2 (en) | 2001-10-09 | 2006-10-24 | Eli Lilly And Company | Substituted dipeptides as growth hormone secretagogues |
| US7396846B2 (en) | 2002-04-09 | 2008-07-08 | Eli Lilly And Company | Growth hormone secretagogues |
| WO2005097174A2 (en) * | 2004-04-07 | 2005-10-20 | Gastrotech Pharma A/S | Uses of a combination of ghrelin and somatotropin for the treatment of cachexia |
| JP5336349B2 (ja) * | 2006-03-15 | 2013-11-06 | マイケル・オー・ソーナー | 成長ホルモン分泌促進物質による筋肉減少症の処置方法 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU6772996A (en) * | 1995-08-21 | 1997-03-12 | Eli Lilly And Company | 2-acylaminopropanamides as growth hormone secretagogues |
| US5723616A (en) * | 1995-10-27 | 1998-03-03 | Merck & Co., Inc. | Process for the preparation of a growth hormone secretagogue |
| US5767124A (en) * | 1995-10-27 | 1998-06-16 | Merck & Co., Inc. | Polymorphic forms of a growth hormone secretagogue |
| CA2240427C (en) * | 1995-12-13 | 2007-08-14 | Merck & Co., Inc. | Growth hormone secretagogue receptor family |
| TW432073B (en) * | 1995-12-28 | 2001-05-01 | Pfizer | Pyrazolopyridine compounds |
-
1999
- 1999-08-31 JP JP2000571019A patent/JP2002525274A/ja not_active Withdrawn
- 1999-08-31 AU AU61332/99A patent/AU6133299A/en not_active Abandoned
- 1999-08-31 CA CA002341649A patent/CA2341649A1/en not_active Abandoned
- 1999-08-31 WO PCT/US1999/019996 patent/WO2000012047A2/en not_active Application Discontinuation
- 1999-08-31 EP EP99948091A patent/EP1156808A2/de not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| EP1156808A2 (de) | 2001-11-28 |
| JP2002525274A (ja) | 2002-08-13 |
| WO2000012047A3 (en) | 2001-09-27 |
| AU6133299A (en) | 2000-03-21 |
| WO2000012047A2 (en) | 2000-03-09 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FZDE | Dead |