AU2004228416B9 - Imidazopyridine derivatives as melanocortin receptor agonists or antagonists - Google Patents
Imidazopyridine derivatives as melanocortin receptor agonists or antagonists Download PDFInfo
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- AU2004228416B9 AU2004228416B9 AU2004228416A AU2004228416A AU2004228416B9 AU 2004228416 B9 AU2004228416 B9 AU 2004228416B9 AU 2004228416 A AU2004228416 A AU 2004228416A AU 2004228416 A AU2004228416 A AU 2004228416A AU 2004228416 B9 AU2004228416 B9 AU 2004228416B9
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- Australia
- Prior art keywords
- radical
- alkyl
- optionally substituted
- hydrogen atom
- formula
- 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.)
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- 125000004857 imidazopyridinyl group Chemical class N1C(=NC2=C1C=CC=N2)* 0.000 title abstract 2
- 239000000336 melanocortin receptor agonist Substances 0.000 title description 2
- 239000002464 receptor antagonist Substances 0.000 title 1
- 229940044551 receptor antagonist Drugs 0.000 title 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 25
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 7
- 201000010099 disease Diseases 0.000 claims abstract description 5
- -1 alkyl radical Chemical class 0.000 claims description 186
- 150000001875 compounds Chemical class 0.000 claims description 97
- 150000003254 radicals Chemical class 0.000 claims description 83
- 125000000217 alkyl group Chemical group 0.000 claims description 71
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 70
- 150000003839 salts Chemical class 0.000 claims description 51
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims description 40
- 125000001424 substituent group Chemical group 0.000 claims description 38
- 229910052757 nitrogen Inorganic materials 0.000 claims description 31
- 125000003118 aryl group Chemical group 0.000 claims description 29
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 28
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 26
- 125000003545 alkoxy group Chemical group 0.000 claims description 22
- 150000005840 aryl radicals Chemical class 0.000 claims description 21
- 208000035475 disorder Diseases 0.000 claims description 20
- 238000002360 preparation method Methods 0.000 claims description 18
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- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 14
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 13
- 150000002540 isothiocyanates Chemical class 0.000 claims description 13
- 238000000034 method Methods 0.000 claims description 13
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 12
- MDFFNEOEWAXZRQ-UHFFFAOYSA-N aminyl Chemical compound [NH2] MDFFNEOEWAXZRQ-UHFFFAOYSA-N 0.000 claims description 12
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 11
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- 125000001072 heteroaryl group Chemical group 0.000 claims description 9
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 9
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- 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 8
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 8
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- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 7
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- 125000003710 aryl alkyl group Chemical group 0.000 claims description 5
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 5
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- SNZSSCZJMVIOCR-UHFFFAOYSA-N 7-azabicyclo[2.2.1]heptane Chemical compound C1CC2CCC1N2 SNZSSCZJMVIOCR-UHFFFAOYSA-N 0.000 claims description 4
- 125000004457 alkyl amino carbonyl group Chemical group 0.000 claims description 4
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims description 4
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- 125000005073 adamantyl group Chemical group C12(CC3CC(CC(C1)C3)C2)* 0.000 claims description 3
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- 239000004480 active ingredient Substances 0.000 claims description 2
- 125000003282 alkyl amino group Chemical group 0.000 claims description 2
- 125000004414 alkyl thio group Chemical group 0.000 claims description 2
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 2
- UMRZSTCPUPJPOJ-UHFFFAOYSA-N norbornane Chemical compound C1CC2CCC1C2 UMRZSTCPUPJPOJ-UHFFFAOYSA-N 0.000 claims description 2
- 125000003386 piperidinyl group Chemical group 0.000 claims description 2
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- 125000001475 halogen functional group Chemical group 0.000 claims 11
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims 7
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- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims 1
- NCEXYHBECQHGNR-UHFFFAOYSA-N chembl421 Chemical compound C1=C(O)C(C(=O)O)=CC(N=NC=2C=CC(=CC=2)S(=O)(=O)NC=2N=CC=CC=2)=C1 NCEXYHBECQHGNR-UHFFFAOYSA-N 0.000 claims 1
- 108010021436 Type 4 Melanocortin Receptor Proteins 0.000 abstract description 15
- 102000008316 Type 4 Melanocortin Receptor Human genes 0.000 abstract description 15
- 102000004378 Melanocortin Receptors Human genes 0.000 abstract description 12
- 108090000950 Melanocortin Receptors Proteins 0.000 abstract description 12
- 230000001575 pathological effect Effects 0.000 abstract description 5
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 105
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- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 31
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 25
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 24
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 22
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- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 21
- 125000005843 halogen group Chemical group 0.000 description 21
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 20
- 125000000753 cycloalkyl group Chemical group 0.000 description 19
- 238000010586 diagram Methods 0.000 description 19
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- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 12
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- 125000005809 3,4,5-trimethoxyphenyl group Chemical group [H]C1=C(OC([H])([H])[H])C(OC([H])([H])[H])=C(OC([H])([H])[H])C([H])=C1* 0.000 description 9
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- 229910052739 hydrogen Inorganic materials 0.000 description 8
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- 150000003335 secondary amines Chemical class 0.000 description 8
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- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 8
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 description 7
- 108010008364 Melanocortins Proteins 0.000 description 7
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- 239000002865 melanocortin Substances 0.000 description 7
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- XJVIPPHGDPEDJL-UHFFFAOYSA-N thiourea;hydrochloride Chemical compound Cl.NC(N)=S XJVIPPHGDPEDJL-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- 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
- C07D471/04—Ortho-condensed systems
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- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A61K31/4439—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. omeprazole
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
- A61P31/18—Antivirals for RNA viruses for HIV
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- 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
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- Chemical & Material Sciences (AREA)
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- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Pain & Pain Management (AREA)
- Psychiatry (AREA)
- Virology (AREA)
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- Orthopedic Medicine & Surgery (AREA)
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- Hospice & Palliative Care (AREA)
- Cardiology (AREA)
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- Hematology (AREA)
- Physical Education & Sports Medicine (AREA)
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Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR03/03924 | 2003-03-31 | ||
| FR0303924A FR2852957B1 (fr) | 2003-03-31 | 2003-03-31 | Nouveaux derives d'imidazo-pyridine et leur utilisation en tant que medicament |
| PCT/FR2004/000785 WO2004089951A1 (fr) | 2003-03-31 | 2004-03-29 | Derives d’imidazo-pyridine ayant une affinite sur des recepteurs de la melanocortine |
Publications (4)
| Publication Number | Publication Date |
|---|---|
| AU2004228416A1 AU2004228416A1 (en) | 2004-10-21 |
| AU2004228416B2 AU2004228416B2 (en) | 2010-02-11 |
| AU2004228416B8 AU2004228416B8 (en) | 2010-03-04 |
| AU2004228416B9 true AU2004228416B9 (en) | 2010-03-11 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2004228416A Ceased AU2004228416B9 (en) | 2003-03-31 | 2004-03-29 | Imidazopyridine derivatives as melanocortin receptor agonists or antagonists |
Country Status (17)
| Country | Link |
|---|---|
| US (1) | US7495009B2 (https=) |
| EP (1) | EP1615925B1 (https=) |
| JP (1) | JP4711948B2 (https=) |
| KR (1) | KR101102742B1 (https=) |
| CN (1) | CN100455581C (https=) |
| AT (1) | ATE432280T1 (https=) |
| AU (1) | AU2004228416B9 (https=) |
| BR (1) | BRPI0408817A (https=) |
| CA (1) | CA2520855C (https=) |
| DE (1) | DE602004021247D1 (https=) |
| ES (1) | ES2327929T3 (https=) |
| FR (1) | FR2852957B1 (https=) |
| IL (1) | IL170834A (https=) |
| MX (1) | MXPA05010278A (https=) |
| NZ (1) | NZ542763A (https=) |
| RU (1) | RU2358974C2 (https=) |
| WO (1) | WO2004089951A1 (https=) |
Families Citing this family (31)
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| FR2862971B1 (fr) * | 2003-11-28 | 2006-03-24 | Sod Conseils Rech Applic | Nouveaux derives de benzimidazole et d'imidazo-pyridine et leur utilisation en tant que medicament |
| TW200911803A (en) * | 2007-07-16 | 2009-03-16 | Organon Nv | 6-phenyl-1H-imidazo [4,5-c] pyridine-4-carbonitrile derivatives |
| EP2072050A1 (en) | 2007-12-21 | 2009-06-24 | Santhera Pharmaceuticals (Schweiz) AG | Compounds with anti-emetic effect |
| EP2072516A1 (en) * | 2007-12-21 | 2009-06-24 | Santhera Pharmaceuticals (Schweiz) AG | Substituted imidazopyridine derivates as Melancortin-4 receptor antagonists |
| UY32138A (es) | 2008-09-25 | 2010-04-30 | Boehringer Ingelheim Int | Amidas sustituidas del ácido 2-(2,6-dicloro-fenilamino)-6-fluoro-1-metil-1h-bencimidazol-5-carboxílico y sus sales farmacéuticamente aceptables |
| EP2168965A1 (en) * | 2008-09-25 | 2010-03-31 | Santhera Pharmaceuticals (Schweiz) AG | Substituted imidazopyridine, imidazopyrazine, imidazopyridazine and imidazopyrimidine derivatives as melanocortin-4 receptor antagonists |
| WO2010047982A1 (en) | 2008-10-22 | 2010-04-29 | Merck Sharp & Dohme Corp. | Novel cyclic benzimidazole derivatives useful anti-diabetic agents |
| JP5557845B2 (ja) | 2008-10-31 | 2014-07-23 | メルク・シャープ・アンド・ドーム・コーポレーション | 糖尿病用剤として有用な新規環状ベンゾイミダゾール誘導体 |
| UY32470A (es) | 2009-03-05 | 2010-10-29 | Boehringer Ingelheim Int | Derivados de 2-{2-cloro-5-[(sustituido) metil]fenilamino} -1-metil]fenilamino}-1-metilbencimidazol-5-carboxamidas-n-(sustituidas) y sus sales fisiológicamente aceptables, composiciones conteniéndolos y aplicaciones |
| US8895596B2 (en) | 2010-02-25 | 2014-11-25 | Merck Sharp & Dohme Corp | Cyclic benzimidazole derivatives useful as anti-diabetic agents |
| CN103168032A (zh) | 2010-08-05 | 2013-06-19 | 安美基公司 | 抑制间变性淋巴瘤激酶的苯并咪唑和氮杂苯并咪唑化合物 |
| US8586604B2 (en) | 2010-08-20 | 2013-11-19 | Boehringer Ingelheim International Gmbh | Inhibitors of the microsomal prostaglandin E2 synthase-1 |
| US8759537B2 (en) | 2010-08-20 | 2014-06-24 | Boehringer Ingelheim International Gmbh | 3H-imidazo [4, 5-C] pyridine-6-carboxamides as anti-inflammatory agents |
| US8486968B2 (en) | 2010-12-10 | 2013-07-16 | Boehringer Ingelheim International Gmbh | Compounds |
| US8466186B2 (en) | 2010-12-10 | 2013-06-18 | Boehringer Ingelheim International Gmbh | Compounds |
| UY33779A (es) | 2010-12-10 | 2012-07-31 | Boehringer Ingelheim Int | ?2-(fenilamino)-1H-bencimidazol-5-carboxamidas novedosas? |
| WO2012100342A1 (en) | 2011-01-27 | 2012-08-02 | Université de Montréal | Pyrazolopyridine and pyrazolopyrimidine derivatives as melanocortin-4 receptor modulators |
| BR112013021236B1 (pt) | 2011-02-25 | 2021-05-25 | Merck Sharp & Dohme Corp | composto derivado de benzimidazol, e, composição |
| CA2862444A1 (en) | 2011-12-29 | 2013-07-04 | Rhythm Metabolic, Inc. | Method of treating melanocortin-4 receptor-associated disorders in heterozygous carriers |
| JP2015515472A (ja) * | 2012-04-06 | 2015-05-28 | ファイザー・インク | ジアシルグリセロールアシルトランスフェラーゼ２阻害薬 |
| US9527875B2 (en) | 2012-08-02 | 2016-12-27 | Merck Sharp & Dohme Corp. | Antidiabetic tricyclic compounds |
| RU2015140066A (ru) | 2013-02-22 | 2017-03-30 | Мерк Шарп И Доум Корп. | Противодиабетические бициклические соединения |
| WO2014139388A1 (en) | 2013-03-14 | 2014-09-18 | Merck Sharp & Dohme Corp. | Novel indole derivatives useful as anti-diabetic agents |
| RU2020120797A (ru) | 2013-03-15 | 2020-07-02 | Ритм Фармасьютикалз, Инк. | Пептидные композиции |
| PL2970389T3 (pl) | 2013-03-15 | 2021-03-08 | Rhythm Pharmaceuticals, Inc. | Kompozycje farmaceutyczne |
| WO2015051496A1 (en) | 2013-10-08 | 2015-04-16 | Merck Sharp & Dohme Corp. | Antidiabetic tricyclic compounds |
| US9067914B1 (en) | 2013-12-10 | 2015-06-30 | Genzyme Corporation | Tropomyosin-related kinase (TRK) inhibitors |
| TWI696621B (zh) | 2014-12-18 | 2020-06-21 | 美商健臻公司 | 原肌球蛋白相關激酶（ｔｒｋ）抑制劑之醫藥調配物 |
| US11072602B2 (en) | 2016-12-06 | 2021-07-27 | Merck Sharp & Dohme Corp. | Antidiabetic heterocyclic compounds |
| WO2018118670A1 (en) | 2016-12-20 | 2018-06-28 | Merck Sharp & Dohme Corp. | Antidiabetic spirochroman compounds |
| WO2019158731A1 (en) * | 2018-02-16 | 2019-08-22 | Ucb Biopharma Sprl | Pharmaceutical 6,5 heterobicyclic ring derivatives |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4416433A1 (de) * | 1994-05-10 | 1995-11-16 | Hoechst Ag | Cyclohexan-Derivate, Verfahren zu ihrer Herstellung und die Verwendung der Verbindungen zur Behandlung von Krankheiten |
| DE19503160A1 (de) * | 1995-02-01 | 1996-08-08 | Bayer Ag | Verwendung von Phenylcyclohexylcarbonsäureamiden |
| UA62972C2 (en) * | 1997-07-03 | 2004-01-15 | Application of imidazopyrimidins and imidazopyridins for the treatment of neural disorders | |
| WO2000074679A1 (en) * | 1999-06-04 | 2000-12-14 | Merck & Co., Inc. | Substituted piperidines as melanocortin-4 receptor agonists |
| MXPA02001160A (es) * | 1999-08-04 | 2002-07-02 | Millennium Pharm Inc | Compuestos que se unen a los receptores para melanocortina-4, y metodo de uso de estos. |
| AU2001236919A1 (en) | 2000-02-09 | 2001-08-20 | The Government Of The United States Of America, As Represented By The Secretary Of The Department Of Health And Human Services | Premeiotic and postmeiotic origin of teratomas: isolated teratoma stem cells for therapeutic uses |
| EP1289526A4 (en) * | 2000-05-30 | 2005-03-16 | Merck & Co Inc | MELANOCORTIN RECEPTOR AGONISTS |
| HUP0303494A3 (en) * | 2000-12-15 | 2009-08-28 | Vertex Pharma | Parmaceutical compositions containing bacterial gyrase inhibitors and uses thereof |
| EP1465888A2 (en) * | 2002-01-10 | 2004-10-13 | Neurogen Corporation | Melanin concentrating hormone receptor ligands: substituted benzoimidazole analogues |
-
2003
- 2003-03-31 FR FR0303924A patent/FR2852957B1/fr not_active Expired - Fee Related
-
2004
- 2004-03-29 KR KR1020057018420A patent/KR101102742B1/ko not_active Expired - Fee Related
- 2004-03-29 CA CA2520855A patent/CA2520855C/fr not_active Expired - Fee Related
- 2004-03-29 AT AT04742386T patent/ATE432280T1/de not_active IP Right Cessation
- 2004-03-29 DE DE602004021247T patent/DE602004021247D1/de not_active Expired - Lifetime
- 2004-03-29 EP EP04742386A patent/EP1615925B1/fr not_active Expired - Lifetime
- 2004-03-29 CN CNB2004800084919A patent/CN100455581C/zh not_active Expired - Fee Related
- 2004-03-29 JP JP2006505764A patent/JP4711948B2/ja not_active Expired - Fee Related
- 2004-03-29 MX MXPA05010278A patent/MXPA05010278A/es active IP Right Grant
- 2004-03-29 US US10/550,122 patent/US7495009B2/en not_active Expired - Fee Related
- 2004-03-29 AU AU2004228416A patent/AU2004228416B9/en not_active Ceased
- 2004-03-29 NZ NZ542763A patent/NZ542763A/en not_active IP Right Cessation
- 2004-03-29 RU RU2005133441/04A patent/RU2358974C2/ru not_active IP Right Cessation
- 2004-03-29 WO PCT/FR2004/000785 patent/WO2004089951A1/fr not_active Ceased
- 2004-03-29 ES ES04742386T patent/ES2327929T3/es not_active Expired - Lifetime
- 2004-03-29 BR BRPI0408817-4A patent/BRPI0408817A/pt not_active IP Right Cessation
-
2005
- 2005-09-13 IL IL170834A patent/IL170834A/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| KR20060002893A (ko) | 2006-01-09 |
| ES2327929T3 (es) | 2009-11-05 |
| DE602004021247D1 (de) | 2009-07-09 |
| KR101102742B1 (ko) | 2012-01-05 |
| IL170834A (en) | 2010-12-30 |
| AU2004228416B8 (en) | 2010-03-04 |
| NZ542763A (en) | 2007-11-30 |
| US20060173036A1 (en) | 2006-08-03 |
| ATE432280T1 (de) | 2009-06-15 |
| WO2004089951A1 (fr) | 2004-10-21 |
| CA2520855C (fr) | 2014-05-13 |
| WO2004089951A8 (fr) | 2006-01-12 |
| HK1090640A1 (zh) | 2006-12-29 |
| RU2358974C2 (ru) | 2009-06-20 |
| AU2004228416A1 (en) | 2004-10-21 |
| EP1615925A1 (fr) | 2006-01-18 |
| RU2005133441A (ru) | 2006-05-10 |
| CN100455581C (zh) | 2009-01-28 |
| AU2004228416B2 (en) | 2010-02-11 |
| US7495009B2 (en) | 2009-02-24 |
| CA2520855A1 (fr) | 2004-10-21 |
| JP2006522076A (ja) | 2006-09-28 |
| MXPA05010278A (es) | 2005-11-17 |
| EP1615925B1 (fr) | 2009-05-27 |
| FR2852957A1 (fr) | 2004-10-01 |
| JP4711948B2 (ja) | 2011-06-29 |
| BRPI0408817A (pt) | 2006-04-04 |
| FR2852957B1 (fr) | 2005-06-10 |
| CN1768058A (zh) | 2006-05-03 |
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| US8288395B2 (en) | Pyrimido-benzimidzole derivatives and the use thereof in the form of agonists or antagonists of melanocortin receptors | |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| DA3 | Amendments made section 104 |
Free format text: THE NATURE OF THE AMENDMENT IS: AMEND THE INVENTION TITLE TO READ IMIDAZOPYRIDINE DERIVATIVES AS MELANOCORTIN RECEPTOR AGONISTS OR ANTAGONISTS |
|
| TH | Corrigenda |
Free format text: IN VOL 24, NO 6, PAGE(S) 631 UNDER THE HEADING APPLICATIONS ACCEPTED - NAME INDEX UNDER THE NAME IPSEN PHARMA S.A.S., APPLICATION NO. 2004228416, UNDER INID (54) CORRECT THE TITLE TO READ IMIDAZOPYRIDINE DERIVATIVES AS MELANOCORTIN RECEPTOR AGONISTS OR ANTAGONISTS |
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| SREP | Specification republished | ||
| FGA | Letters patent sealed or granted (standard patent) | ||
| MK14 | Patent ceased section 143(a) (annual fees not paid) or expired |