HRP980362A2 - Tartrate salt of a substituted dipeptide - Google Patents
Tartrate salt of a substituted dipeptideInfo
- Publication number
- HRP980362A2 HRP980362A2 HR60/050,723A HRP980362A HRP980362A2 HR P980362 A2 HRP980362 A2 HR P980362A2 HR P980362 A HRP980362 A HR P980362A HR P980362 A2 HRP980362 A2 HR P980362A2
- Authority
- HR
- Croatia
- Prior art keywords
- compound
- formula
- tartaric acid
- salt
- fact
- Prior art date
Links
- 108010016626 Dipeptides Proteins 0.000 title description 3
- 150000003892 tartrate salts Chemical class 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims description 182
- 238000000034 method Methods 0.000 claims description 88
- 239000000122 growth hormone Substances 0.000 claims description 87
- 102000018997 Growth Hormone Human genes 0.000 claims description 83
- 108010051696 Growth Hormone Proteins 0.000 claims description 82
- 150000003839 salts Chemical class 0.000 claims description 67
- 238000011282 treatment Methods 0.000 claims description 47
- 239000000203 mixture Substances 0.000 claims description 41
- 241001465754 Metazoa Species 0.000 claims description 39
- 208000001132 Osteoporosis Diseases 0.000 claims description 31
- 229940011871 estrogen Drugs 0.000 claims description 24
- 239000000262 estrogen Substances 0.000 claims description 24
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 24
- 239000005557 antagonist Substances 0.000 claims description 23
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 20
- 239000000556 agonist Substances 0.000 claims description 20
- -1 bisphosphonate compound Chemical class 0.000 claims description 16
- 239000011975 tartaric acid Substances 0.000 claims description 16
- 230000002265 prevention Effects 0.000 claims description 15
- 230000004936 stimulating effect Effects 0.000 claims description 15
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 claims description 13
- 229940122361 Bisphosphonate Drugs 0.000 claims description 12
- 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 12
- 241000124008 Mammalia Species 0.000 claims description 12
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- 239000003153 chemical reaction reagent Substances 0.000 claims description 11
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- 125000006242 amine protecting group Chemical group 0.000 claims description 10
- 238000006243 chemical reaction Methods 0.000 claims description 10
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- 235000011002 L(+)-tartaric acid Nutrition 0.000 claims description 9
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- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 8
- 108090000723 Insulin-Like Growth Factor I Proteins 0.000 claims description 8
- 239000001358 L(+)-tartaric acid Substances 0.000 claims description 8
- FEWJPZIEWOKRBE-LWMBPPNESA-N L-(+)-Tartaric acid Natural products OC(=O)[C@@H](O)[C@H](O)C(O)=O FEWJPZIEWOKRBE-LWMBPPNESA-N 0.000 claims description 8
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- 125000005931 tert-butyloxycarbonyl group Chemical group [H]C([H])([H])C(OC(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 6
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- 150000007530 organic bases Chemical class 0.000 claims description 4
- ABLZXFCXXLZCGV-UHFFFAOYSA-N phosphonic acid group Chemical group P(O)(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims description 4
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- GZUITABIAKMVPG-UHFFFAOYSA-N raloxifene Chemical compound C1=CC(O)=CC=C1C1=C(C(=O)C=2C=CC(OCCN3CCCCC3)=CC=2)C2=CC=C(O)C=C2S1 GZUITABIAKMVPG-UHFFFAOYSA-N 0.000 claims description 4
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- 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 3
- 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 3
- RVWNMGKSNGWLOL-GIIHNPQRSA-N (2s)-6-amino-2-[[(2r)-2-[[(2s)-2-[[(2s)-2-[[(2r)-2-[[(2s)-2-amino-3-(1h-imidazol-5-yl)propanoyl]amino]-3-(2-methyl-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=1C)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 RVWNMGKSNGWLOL-GIIHNPQRSA-N 0.000 claims description 3
- DHSSDEDRBUKTQY-UHFFFAOYSA-N 6-prop-2-enyl-4,5,7,8-tetrahydrothiazolo[4,5-d]azepin-2-amine Chemical compound C1CN(CC=C)CCC2=C1N=C(N)S2 DHSSDEDRBUKTQY-UHFFFAOYSA-N 0.000 claims description 3
- OGSPWJRAVKPPFI-UHFFFAOYSA-N Alendronic Acid Chemical compound NCCCC(O)(P(O)(O)=O)P(O)(O)=O OGSPWJRAVKPPFI-UHFFFAOYSA-N 0.000 claims description 3
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- DNXHEGUUPJUMQT-UHFFFAOYSA-N (+)-estrone Natural products OC1=CC=C2C3CCC(C)(C(CC4)=O)C4C3CCC2=C1 DNXHEGUUPJUMQT-UHFFFAOYSA-N 0.000 claims description 2
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
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- C07K5/02—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
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- C—CHEMISTRY; METALLURGY
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- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
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US5072397P | 1997-06-25 | 1997-06-25 |
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JP (1) | JP3414759B2 (ru) |
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CN (2) | CN1314912A (ru) |
AP (1) | AP1043A (ru) |
AR (1) | AR012255A1 (ru) |
AT (1) | ATE388163T1 (ru) |
AU (1) | AU744775B2 (ru) |
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BR (1) | BR9810623B1 (ru) |
CA (1) | CA2294422C (ru) |
CO (1) | CO4810383A1 (ru) |
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DZ (1) | DZ2538A1 (ru) |
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ES (1) | ES2301196T3 (ru) |
GT (1) | GT199800085A (ru) |
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HU (1) | HUP0002664A3 (ru) |
ID (1) | ID23188A (ru) |
IL (1) | IL132810A0 (ru) |
IS (1) | IS5276A (ru) |
MA (1) | MA26516A1 (ru) |
NO (1) | NO996469L (ru) |
NZ (1) | NZ500658A (ru) |
OA (1) | OA11241A (ru) |
PA (1) | PA8453401A1 (ru) |
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PL (1) | PL337654A1 (ru) |
PT (1) | PT989993E (ru) |
SK (1) | SK177299A3 (ru) |
TN (1) | TNSN98111A1 (ru) |
TR (1) | TR199903261T2 (ru) |
TW (1) | TWI221153B (ru) |
UA (1) | UA53716C2 (ru) |
UY (1) | UY25059A1 (ru) |
WO (1) | WO1998058948A1 (ru) |
ZA (1) | ZA985541B (ru) |
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HN1996000101A (es) * | 1996-02-28 | 1997-06-26 | Inc Pfizer | Terapia combinada para la osteoporosis |
UA64751C2 (ru) | 1997-06-25 | 2004-03-15 | Пфайзер Продактс Інк. | Translated By PlajЛЕЧЕНИЕ ИНСУЛИНОВОЙ ТОЛЕРАНТНОСТИ ВЕЩЕСТВАМИ, КОТОРЫЕ УСИЛИВАЮТ СЕКРЕЦИЮ ГОРМОНА РОСТА |
UA53716C2 (ru) | 1997-06-25 | 2003-02-17 | Пфайзер Продактс Інк. | Тартратная соль замещенного дипептида в качестве средства, стимулирующего секрецию гормона роста |
US6465445B1 (en) | 1998-06-11 | 2002-10-15 | Endorecherche, Inc. | Medical uses of a selective estrogen receptor modulator in combination with sex steroid precursors |
US6380184B1 (en) | 1998-10-28 | 2002-04-30 | Bristol-Myers Squibb Co. | Benzoazepines and analogs thereof useful as growth hormone secretagogues |
AU759022B2 (en) | 1999-02-18 | 2003-04-03 | Kaken Pharmaceutical Co., Ltd. | Novel amide derivatives as growth hormone secretagogues |
US6541634B2 (en) | 1999-02-26 | 2003-04-01 | Pfizer Inc. | Process for preparing growth hormone secretagogues |
US6525203B1 (en) | 1999-03-12 | 2003-02-25 | Bristol-Myers Squibb Company | Heterocyclic aromatic compounds useful as growth hormone secretagogues |
US6518292B1 (en) | 1999-03-12 | 2003-02-11 | Bristol-Myers Squibb Co. | Heterocyclic aromatic compounds usefuls as growth hormone secretagogues |
US20020013327A1 (en) * | 2000-04-18 | 2002-01-31 | Lee Andrew G. | Compositions and methods for treating female sexual dysfunction |
AU5959201A (en) | 2000-05-11 | 2001-11-20 | Bristol Myers Squibb Co | Tetrahydroisoquinoline analogs useful as growth hormone secretagogues |
AU2001264977B2 (en) | 2000-05-30 | 2005-04-14 | Merck & Co., Inc. | Melanocortin receptor agonists |
ATE446758T1 (de) * | 2000-05-31 | 2009-11-15 | Pfizer Prod Inc | Verwendung von wachstumshormonsekretagoga zur förderung der beweglichkeit des verdauungstrakts |
IL143690A0 (en) * | 2000-06-19 | 2002-04-21 | Pfizer Prod Inc | The use of growth hormone secretagogues to treat systemic lupus erythematosus and inflammatory bowel disease |
IL143942A0 (en) * | 2000-06-29 | 2002-04-21 | Pfizer Prod Inc | Use of growth hormone secretagogues for treatment of physical performance decline |
EP1181933A3 (en) * | 2000-06-29 | 2002-04-10 | Pfizer Products Inc. | Use of growth hormone secretagogues for stimulating or increasing appetite |
JP2004507502A (ja) * | 2000-08-30 | 2004-03-11 | ファイザー・プロダクツ・インク | 成長ホルモン分泌促進物質のための徐放性製剤 |
IL145106A0 (en) * | 2000-08-30 | 2002-06-30 | Pfizer Prod Inc | Intermittent administration of a geowth hormone secretagogue |
IL145540A0 (en) * | 2000-09-28 | 2002-06-30 | Pfizer Prod Inc | Use of growth hormone secretagogues in conjunction with physical exercise |
CN1469871A (zh) * | 2000-10-13 | 2004-01-21 | 作为生长激素促分泌素的取代的二肽 | |
CA2347330C (en) * | 2001-05-10 | 2002-03-12 | Pharmaceutical Partners Of Canada Inc. | Liquid injectable formulation of disodium pamidronate |
US7125840B2 (en) | 2001-10-09 | 2006-10-24 | Eli Lilly And Company | Substituted dipeptides as growth hormone secretagogues |
US6649606B1 (en) | 2001-11-09 | 2003-11-18 | Bristol-Myers Squibb Co. | Tetrahydroisoquinoline analogs as modulators of chemokine receptor activity |
ES2271557T3 (es) | 2002-04-09 | 2007-04-16 | Eli Lilly And Company | Secretagogos dipeptidicos de la hormona del crecimiento. |
US7476653B2 (en) | 2003-06-18 | 2009-01-13 | Tranzyme Pharma, Inc. | Macrocyclic modulators of the ghrelin receptor |
WO2005027913A1 (en) * | 2003-09-19 | 2005-03-31 | Pfizer Products Inc. | Pharmaceutical compositions and methods comprising combinations of 2-alkylidene-19-nor-vitamin d derivatives and a growth hormone secretagogue |
JP2007531739A (ja) * | 2004-04-02 | 2007-11-08 | エリクシアー ファーマシューティカルズ, インコーポレイテッド | スルホンアミドおよびそれらの使用 |
KR100641571B1 (ko) * | 2005-01-05 | 2006-10-31 | 주식회사 팬택앤큐리텔 | 이동통신 단말기에서의 클럭 발생 장치 |
CU23558A1 (es) | 2006-02-28 | 2010-07-20 | Ct Ingenieria Genetica Biotech | Compuestos análogos a los secretagogos peptidicos de la hormona de crecimiento |
JP2010518090A (ja) | 2007-02-09 | 2010-05-27 | トランザイム・ファーマ,インコーポレイテッド | 大環状グレリン受容体修飾因子およびその使用方法 |
US8377863B2 (en) | 2007-05-29 | 2013-02-19 | Unigene Laboratories Inc. | Peptide pharmaceutical for oral delivery |
CN103764666A (zh) * | 2011-06-16 | 2014-04-30 | 隆沙有限公司 | 萃取胜肽的方法及其在液相胜肽合成的应用 |
CN104010647A (zh) * | 2011-11-16 | 2014-08-27 | 杜克大学 | 用于治疗和/或减轻心功能障碍的双膦酸盐组合物及方法 |
US9119832B2 (en) | 2014-02-05 | 2015-09-01 | The Regents Of The University Of California | Methods of treating mild brain injury |
KR102294577B1 (ko) | 2015-01-12 | 2021-08-26 | 엔터리스 바이오파마, 인크. | 고체 경구 제형 |
WO2017075535A1 (en) | 2015-10-28 | 2017-05-04 | Oxeia Biopharmaceuticals, Inc. | Methods of treating neurodegenerative conditions |
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US4411890A (en) | 1981-04-14 | 1983-10-25 | Beckman Instruments, Inc. | Synthetic peptides having pituitary growth hormone releasing activity |
EP0669830A4 (en) | 1992-11-06 | 1997-02-26 | Merck & Co Inc | SUBSTITUTED DIPEPTIDE ANALOGS PROMOTING THE RELEASE OF GROWTH HORMONE. |
SK282166B6 (sk) | 1992-12-11 | 2001-11-06 | Merck & Co., Inc. | Spiropiperidínové deriváty, spôsob ich výroby a farmaceutický prostriedok s ich obsahom |
CN1174504A (zh) | 1993-11-09 | 1998-02-25 | 麦克公司 | 促进生长激素释放的哌啶、吡咯烷和六氢-1h-吖庚因 |
TW432073B (en) * | 1995-12-28 | 2001-05-01 | Pfizer | Pyrazolopyridine compounds |
UA53716C2 (ru) | 1997-06-25 | 2003-02-17 | Пфайзер Продактс Інк. | Тартратная соль замещенного дипептида в качестве средства, стимулирующего секрецию гормона роста |
UA64751C2 (ru) | 1997-06-25 | 2004-03-15 | Пфайзер Продактс Інк. | Translated By PlajЛЕЧЕНИЕ ИНСУЛИНОВОЙ ТОЛЕРАНТНОСТИ ВЕЩЕСТВАМИ, КОТОРЫЕ УСИЛИВАЮТ СЕКРЕЦИЮ ГОРМОНА РОСТА |
GT199800127A (es) | 1997-08-29 | 2000-02-01 | Combinaciones terapeuticas. |
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