ES2312859T3 - Pirrolo(2,1-c)(1,4) benzodiacepinas como agonistas de la vasopresina. - Google Patents
Pirrolo(2,1-c)(1,4) benzodiacepinas como agonistas de la vasopresina. Download PDFInfo
- Publication number
- ES2312859T3 ES2312859T3 ES03814820T ES03814820T ES2312859T3 ES 2312859 T3 ES2312859 T3 ES 2312859T3 ES 03814820 T ES03814820 T ES 03814820T ES 03814820 T ES03814820 T ES 03814820T ES 2312859 T3 ES2312859 T3 ES 2312859T3
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- Prior art keywords
- alkyl
- group
- alkylene
- term
- compound
- 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.)
- Expired - Lifetime
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- 239000000556 agonist Substances 0.000 title description 5
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 title description 4
- -1 C2-C20 alkynyl Chemical group 0.000 claims abstract description 92
- 150000001875 compounds Chemical class 0.000 claims abstract description 72
- 125000001072 heteroaryl group Chemical group 0.000 claims abstract description 21
- 125000003118 aryl group Chemical group 0.000 claims abstract description 20
- 125000004429 atom Chemical group 0.000 claims abstract description 20
- 239000001257 hydrogen Substances 0.000 claims abstract description 16
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 16
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 14
- 125000003710 aryl alkyl group Chemical group 0.000 claims abstract description 13
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims abstract description 12
- 125000002947 alkylene group Chemical group 0.000 claims abstract description 10
- 125000000392 cycloalkenyl group Chemical group 0.000 claims abstract description 10
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 9
- 239000001301 oxygen Substances 0.000 claims abstract description 9
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 9
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims abstract description 7
- 125000005010 perfluoroalkyl group Chemical group 0.000 claims abstract description 7
- 125000002252 acyl group Chemical group 0.000 claims abstract description 6
- 125000004414 alkyl thio group Chemical group 0.000 claims abstract description 6
- 125000002993 cycloalkylene group Chemical group 0.000 claims abstract description 6
- 125000003282 alkyl amino group Chemical group 0.000 claims abstract description 5
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- 125000003358 C2-C20 alkenyl group Chemical group 0.000 claims abstract 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 30
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- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 5
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- VKIODPSRTWIKKR-UHFFFAOYSA-N [2-chloro-4-[3-(hydroxymethyl)pyrazol-1-yl]phenyl]-(6,11-dihydropyrrolo[2,1-c][1,4]benzodiazepin-5-yl)methanone Chemical compound N1=C(CO)C=CN1C(C=C1Cl)=CC=C1C(=O)N1C2=CC=CC=C2CN2C=CC=C2C1 VKIODPSRTWIKKR-UHFFFAOYSA-N 0.000 claims description 3
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- 125000000623 heterocyclic group Chemical group 0.000 claims description 3
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- 125000001188 haloalkyl group Chemical group 0.000 claims description 2
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- 206010029446 nocturia Diseases 0.000 claims description 2
- 230000003647 oxidation Effects 0.000 claims description 2
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- 125000001424 substituent group Chemical group 0.000 claims description 2
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 2
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- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
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- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims 1
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- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 abstract 1
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- 150000003254 radicals Chemical class 0.000 description 27
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 25
- 125000003636 chemical group Chemical group 0.000 description 24
- 229960003726 vasopressin Drugs 0.000 description 24
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- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 12
- 239000000243 solution Substances 0.000 description 12
- 210000002700 urine Anatomy 0.000 description 12
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- 238000005481 NMR spectroscopy Methods 0.000 description 10
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/02—Drugs for disorders of the urinary system of urine or of the urinary tract, e.g. urine acidifiers
-
- 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
- A61P5/02—Drugs for disorders of the endocrine system of the hypothalamic hormones, e.g. TRH, GnRH, CRH, GRH, somatostatin
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Urology & Nephrology (AREA)
- Endocrinology (AREA)
- Diabetes (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Medicinal Preparation (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US320761 | 2002-12-16 | ||
| US10/320,761 US7138393B2 (en) | 1998-07-24 | 2002-12-16 | Biologically active vasopressin agonist metabolites |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2312859T3 true ES2312859T3 (es) | 2009-03-01 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES03814820T Expired - Lifetime ES2312859T3 (es) | 2002-12-16 | 2003-12-16 | Pirrolo(2,1-c)(1,4) benzodiacepinas como agonistas de la vasopresina. |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US7138393B2 (enExample) |
| EP (1) | EP1572694B1 (enExample) |
| JP (1) | JP2006514956A (enExample) |
| CN (1) | CN1745083A (enExample) |
| AR (1) | AR042467A1 (enExample) |
| AT (1) | ATE410428T1 (enExample) |
| AU (1) | AU2003297127A1 (enExample) |
| BR (1) | BR0317383A (enExample) |
| CA (1) | CA2508764A1 (enExample) |
| DE (1) | DE60324018D1 (enExample) |
| DK (1) | DK1572694T3 (enExample) |
| ES (1) | ES2312859T3 (enExample) |
| MX (1) | MXPA05006241A (enExample) |
| TW (1) | TW200413355A (enExample) |
| WO (1) | WO2004060894A1 (enExample) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB0210397D0 (en) * | 2002-05-07 | 2002-06-12 | Ferring Bv | Pharmaceutical formulations |
| CN101801452B (zh) | 2007-08-06 | 2014-10-22 | 阿勒根公司 | 用于去氨加压素药物给送的设备 |
| US20100286045A1 (en) | 2008-05-21 | 2010-11-11 | Bjarke Mirner Klein | Methods comprising desmopressin |
| US11963995B2 (en) | 2008-05-21 | 2024-04-23 | Ferring B.V. | Methods comprising desmopressin |
| LT3225249T (lt) | 2008-05-21 | 2019-01-10 | Ferring B.V. | Burnoje disperguojamas desmopresinas, skirtas pirminio miego periodo, nepertraukiamo nikturija, pailginimui |
| MX2011005119A (es) * | 2008-11-18 | 2011-05-30 | Hoffmann La Roche | Alquilciclohexileteres de dihidrotetraazabenzoazulenos. |
| US10010514B2 (en) | 2010-07-08 | 2018-07-03 | Wellesley Pharmaceuticals, Llc | Pharmaceutical formulation for reducing frequency of urination and method of use thereof |
| US9532959B2 (en) | 2010-07-08 | 2017-01-03 | Wellesley Pharmaceuticals, Llc | Pharmaceutical formulation for reducing frequency of urination and method of use thereof |
| US10105330B2 (en) | 2012-01-04 | 2018-10-23 | Wellesley Pharmaceuticals, Llc | Extended, delayed and immediate release formulation method of manufacturing and use thereof |
| WO2013103389A1 (en) * | 2012-01-04 | 2013-07-11 | Wellesley Pharmaceuticals, Llc | Delayed-release formulation for reducing the frequency of urination and method of use thereof |
| US10278925B2 (en) | 2012-01-04 | 2019-05-07 | Wellesley Pharmaceuticals, Llc | Delayed-release formulations, methods of making and use thereof |
| MX2014008283A (es) * | 2012-01-04 | 2015-03-03 | Wellesley Pharmaceutical Llc | Formulacion de liberacion prolongada para reducir la frecuencia de orinar y metodos de uso de esta. |
| US10105328B2 (en) | 2014-06-06 | 2018-10-23 | Wellesley Pharmaceuticals, Llc | Composition for reducing frequency of urination, method of making and use thereof |
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| DE1251767B (de) | 1964-02-28 | 1968-04-18 | Dr Karl Thomae Gesellschaft mit beschrankter Haftung Biberach/Riß | Verfahren zur Herstellung von neuen m 6 Stellung substituierten 5 6 Dihydro-5oxo HH pyrido[2,3-b] [l,5]benzodiazepinen |
| US4680298A (en) | 1983-05-31 | 1987-07-14 | Schering Corporation | Tricyclic anti-allergy and use as anti-inflammatory agents |
| US4766108A (en) | 1986-12-04 | 1988-08-23 | Smith Kline Beckman Corporation | Tyr-Arg-vasopressin antagonists |
| US5055448A (en) | 1987-06-25 | 1991-10-08 | Medical College Of Ohio | Linear derivatives of arginine vasopressin antagonists |
| US4839355A (en) | 1987-09-09 | 1989-06-13 | Sterling Drug Inc. | Tricyclic-pyridinylquinoline compounds, their preparation and use |
| US5070187A (en) | 1989-11-03 | 1991-12-03 | Trustees Of Boston University | Pharmacologically effective antagonists of arginine-vasopressin |
| CA2048003A1 (en) | 1990-08-21 | 1992-02-22 | Serge Burner | Tricyclic pyridone derivatives |
| US5516774A (en) | 1993-07-29 | 1996-05-14 | American Cyanamid Company | Tricyclic diazepine vasopressin antagonists and oxytocin antagonists |
| US5512563A (en) | 1993-07-29 | 1996-04-30 | American Cyanamid Company | Tricyclic benzazepine vasopressin antagonists |
| US5420270A (en) | 1993-10-07 | 1995-05-30 | G. D. Searle & Co. | Aryl substituted dibenzoxazepine compounds, pharmaceutical compositions and methods of use |
| ES2284741T3 (es) | 1994-06-15 | 2007-11-16 | Otsuka Pharmaceutical Company, Limited | Derivados de benzoheterociclicos utilizados como moduladores de vasoprsinao de oxitocina. |
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| US5536718A (en) | 1995-01-17 | 1996-07-16 | American Cyanamid Company | Tricyclic benzazepine vasopressin antagonists |
| AR002459A1 (es) | 1995-01-17 | 1998-03-25 | American Cyanamid Co | Antagonistas de vasopresina de benzacepina triciclicos, una composicion farmaceutica que los contiene, un metodo para tratar enfermedades y unprocedimiento para su preparacion. |
| US5521173A (en) | 1995-01-17 | 1996-05-28 | American Home Products Corporation | Tricyclic benzazepine vasopressin antagonists |
| TW359669B (en) | 1995-12-15 | 1999-06-01 | Otsuka Pharma Co Ltd | Benzazepine derivatives |
| US5880122A (en) | 1996-11-01 | 1999-03-09 | American Home Products Corporation | 3-Carboxamide derivatives of 5H-pyrrolo 2,1-c! 1,4!-benzodiazepines |
| AU727654B2 (en) | 1997-06-13 | 2000-12-21 | Yamanouchi Pharmaceutical Co., Ltd. | Tricyclic pyrazole derivative |
| EP1000062B1 (en) | 1997-07-30 | 2004-09-22 | Wyeth | Tricyclic vasopressin agonists |
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| JP2002536378A (ja) | 1999-02-04 | 2002-10-29 | ワイス | ピロロベンゾジアゼピンカルボキシアミドバソプレシンアゴニスト |
| MXPA02003190A (es) | 1999-09-27 | 2002-09-30 | American Cyanamid Co | Formulacion para portadores farmaceuticos. |
| CN1391476A (zh) | 1999-09-27 | 2003-01-15 | 美国氰胺公司 | 血管升压素激动剂制剂和方法 |
| GB0000079D0 (en) | 2000-01-05 | 2000-02-23 | Ferring Bv | Novel antidiuretic agents |
| GB0015601D0 (en) | 2000-06-26 | 2000-08-16 | Ferring Bv | Novel antidiuretic agents |
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2002
- 2002-12-16 US US10/320,761 patent/US7138393B2/en not_active Expired - Fee Related
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2003
- 2003-12-09 TW TW092134683A patent/TW200413355A/zh unknown
- 2003-12-15 AR ARP030104629A patent/AR042467A1/es not_active Application Discontinuation
- 2003-12-16 DK DK03814820T patent/DK1572694T3/da active
- 2003-12-16 ES ES03814820T patent/ES2312859T3/es not_active Expired - Lifetime
- 2003-12-16 JP JP2004565510A patent/JP2006514956A/ja active Pending
- 2003-12-16 BR BR0317383-6A patent/BR0317383A/pt not_active IP Right Cessation
- 2003-12-16 EP EP03814820A patent/EP1572694B1/en not_active Expired - Lifetime
- 2003-12-16 CA CA002508764A patent/CA2508764A1/en not_active Abandoned
- 2003-12-16 WO PCT/US2003/039897 patent/WO2004060894A1/en not_active Ceased
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- 2003-12-16 DE DE60324018T patent/DE60324018D1/de not_active Expired - Lifetime
- 2003-12-16 AU AU2003297127A patent/AU2003297127A1/en not_active Withdrawn
- 2003-12-16 AT AT03814820T patent/ATE410428T1/de not_active IP Right Cessation
Also Published As
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| TW200413355A (en) | 2004-08-01 |
| ATE410428T1 (de) | 2008-10-15 |
| BR0317383A (pt) | 2005-11-16 |
| EP1572694B1 (en) | 2008-10-08 |
| DK1572694T3 (da) | 2009-02-02 |
| CN1745083A (zh) | 2006-03-08 |
| JP2006514956A (ja) | 2006-05-18 |
| CA2508764A1 (en) | 2004-07-22 |
| AR042467A1 (es) | 2005-06-22 |
| US7138393B2 (en) | 2006-11-21 |
| US20030134845A1 (en) | 2003-07-17 |
| AU2003297127A1 (en) | 2004-07-29 |
| WO2004060894A1 (en) | 2004-07-22 |
| DE60324018D1 (de) | 2008-11-20 |
| MXPA05006241A (es) | 2005-08-19 |
| EP1572694A1 (en) | 2005-09-14 |
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