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WO2001003644A3 - Pyrazolopyrimidinone derivatives conjugated to thiophene moieties or benzo [fused] 5-membered heterocycles for erectile dysfunction - Google Patents

Pyrazolopyrimidinone derivatives conjugated to thiophene moieties or benzo [fused] 5-membered heterocycles for erectile dysfunction Download PDF

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Publication number
WO2001003644A3
WO2001003644A3 PCT/US2000/018751 US0018751W WO0103644A3 WO 2001003644 A3 WO2001003644 A3 WO 2001003644A3 US 0018751 W US0018751 W US 0018751W WO 0103644 A3 WO0103644 A3 WO 0103644A3
Authority
WO
WIPO (PCT)
Prior art keywords
benzo
erectile dysfunction
fused
moieties
membered heterocycles
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.)
Ceased
Application number
PCT/US2000/018751
Other languages
French (fr)
Other versions
WO2001003644A2 (en
WO2001003644A9 (en
Inventor
Raid Abdel-Jalil
Yousef Al-Abed
Mustafa M El-Abadelah
Monther Khanfar
Salim S Sabri
Wolfgang Voelter
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Picower Institute for Medical Research
Original Assignee
Picower Institute for Medical Research
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Picower Institute for Medical Research filed Critical Picower Institute for Medical Research
Priority to AU59255/00A priority Critical patent/AU5925500A/en
Publication of WO2001003644A2 publication Critical patent/WO2001003644A2/en
Publication of WO2001003644A9 publication Critical patent/WO2001003644A9/en
Anticipated expiration legal-status Critical
Publication of WO2001003644A3 publication Critical patent/WO2001003644A3/en
Ceased legal-status Critical Current

Links

Classifications

    • 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
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/02—Non-specific cardiovascular stimulants, e.g. drugs for syncope, antihypotensives

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Cardiology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

There is disclosed a genus of substituted pyrazolopyrimidinones characterized, in part, by multiply substituted thiophene moieties and, in part, a genus of substituted bicyclic heteroaryl appendages. The compounds are potent inhibitors of phosphodiesterases, particularly cyclic guanosine 3',5'-monophosphate (cGMP) phosphodiesterase (PDE) activity (aka cGMP-PDE) and are useful for a variety of cardiovascular disorders relating to vascular patency, such as erectile dysfunction. Specifically, a selected set of [benzo]-fused heterocycles includes benzofuran, benzoazole, benzo[d]isoxazole, their 2,3-dihydro analogs, and benzo-1,3-dioxole moieties.
PCT/US2000/018751 1999-07-09 2000-07-07 Pyrazolopyrimidinone derivatives conjugated to thiophene moieties or benzo [fused] 5-membered heterocycles for erectile dysfunction Ceased WO2001003644A2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU59255/00A AU5925500A (en) 1999-07-09 2000-07-07 Pyrazolopyrimidinone derivatives conjugated to thiophene moieties or benzo [fused] 5-membered heterocycles for erectile dysfunction

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US14309999P 1999-07-09 1999-07-09
US60/143,099 1999-07-09
US14938999P 1999-08-17 1999-08-17
US60/149,389 1999-08-17

Publications (3)

Publication Number Publication Date
WO2001003644A2 WO2001003644A2 (en) 2001-01-18
WO2001003644A9 WO2001003644A9 (en) 2001-11-29
WO2001003644A3 true WO2001003644A3 (en) 2008-03-20

Family

ID=26840679

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2000/018751 Ceased WO2001003644A2 (en) 1999-07-09 2000-07-07 Pyrazolopyrimidinone derivatives conjugated to thiophene moieties or benzo [fused] 5-membered heterocycles for erectile dysfunction

Country Status (2)

Country Link
AU (1) AU5925500A (en)
WO (1) WO2001003644A2 (en)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100393160B1 (en) * 2001-06-14 2003-07-31 한국과학기술연구원 Novel Pyrazolopyrimidinethione Derivatives, Preparation Methods Thereof and Their Use as Therapeutics for Erectile Dysfunction
MX2010006227A (en) 2010-06-07 2011-12-14 World Trade Imp Exp Wtie Ag Novel 1,4-diazepam pde-5 inhibitor derivatives.
CN102134242B (en) * 2011-01-21 2013-08-28 浙江大德药业集团有限公司 Novel compounds for quickly treating impotence with long-lasting action
EP3099689B1 (en) * 2014-01-30 2022-01-26 Council of Scientific and Industrial Research Pyrazolopyrimidinones for the treatment of impotence and process for the preparation thereof
EP3601216B1 (en) 2017-03-21 2023-10-25 Arbutus Biopharma Corporation Substituted dihydroindene-4-carboxamides and analogs thereof, and methods using same for the treatment of hepatitis b virus infection

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1996016657A1 (en) * 1994-11-26 1996-06-06 Pfizer Limited Bicyclic heterocyclic compounds for the treatment of impotence
US6077841A (en) * 1998-09-04 2000-06-20 Janssen Pharmaceutica, N.V. 5-heterocyclyl pyrazolo[4,3-d]pyrimidin-7-ones for the treatment of male erectile dysfunction

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1996016657A1 (en) * 1994-11-26 1996-06-06 Pfizer Limited Bicyclic heterocyclic compounds for the treatment of impotence
US6077841A (en) * 1998-09-04 2000-06-20 Janssen Pharmaceutica, N.V. 5-heterocyclyl pyrazolo[4,3-d]pyrimidin-7-ones for the treatment of male erectile dysfunction

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
CHEMICAL ABSTRACTS, vol. 132, no. 14, 3 April 2000, Columbus, Ohio, US; abstract no. 180536E, VOELTER W.: "Synthesis and properties of biagra" page 650; column 1; XP002924235 *
Z. NATURFORSCH., B: CHEM. SCI., vol. 54, no. 11, 1999, (ENG), pages 1469 - 1473 *

Also Published As

Publication number Publication date
WO2001003644A2 (en) 2001-01-18
WO2001003644A9 (en) 2001-11-29
AU5925500A (en) 2001-01-30

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