WO2000058309A1 - Derives de pyrimido [6,1-a] isoquinolein-4-one - Google Patents

Derives de pyrimido [6,1-a] isoquinolein-4-one Download PDF

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Publication number
WO2000058309A1
WO2000058309A1 PCT/GB2000/001195 GB0001195W WO0058309A1 WO 2000058309 A1 WO2000058309 A1 WO 2000058309A1 GB 0001195 W GB0001195 W GB 0001195W WO 0058309 A1 WO0058309 A1 WO 0058309A1
Authority
WO
WIPO (PCT)
Prior art keywords
alkyl
group
alkenyl
alkynyl
acyl
Prior art date
Application number
PCT/GB2000/001195
Other languages
English (en)
Inventor
Alexander William Oxford
David Jack
Original Assignee
Vernalis Limited
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
Priority claimed from GBGB9907456.9A external-priority patent/GB9907456D0/en
Priority claimed from GBGB9909803.0A external-priority patent/GB9909803D0/en
Application filed by Vernalis Limited filed Critical Vernalis Limited
Priority to NZ514157A priority Critical patent/NZ514157A/en
Priority to AU39747/00A priority patent/AU3974700A/en
Priority to BR0009449-8A priority patent/BR0009449A/pt
Priority to JP2000608011A priority patent/JP2002543046A/ja
Priority to CA002368460A priority patent/CA2368460A1/fr
Priority to MXPA01009847A priority patent/MXPA01009847A/es
Priority to EP00918982A priority patent/EP1165556A1/fr
Publication of WO2000058309A1 publication Critical patent/WO2000058309A1/fr
Priority to NO20014729A priority patent/NO20014729L/no

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • 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
    • C07D471/04—Ortho-condensed systems
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00—Drugs for disorders of the respiratory system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00—Drugs for disorders of the respiratory system
    • A61P11/06—Antiasthmatics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00—Drugs for disorders of the respiratory system
    • A61P11/08—Bronchodilators
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00

Abstract

L'invention concerne les composés de formule générale (I) dans laquelle R1 et R2 représentent, indépendamment, un groupe C¿1-6? alkyle ou C2-7 acyle; X représente OCH2 ou un groupe CR?3R4¿, dans lequel R3 et R4 représentent, indépendamment, un atome d'hydrogène ou un groupe C¿1-3? alkyle; R?5¿ représente un atome d'hydrogène ou un groupe C¿1-3? alkyle, C2-3 alcényle ou C2-3 alcynyle; R?6¿ représente un atome hydrogène ou un groupe C¿1-6? alkyle, C2-6 alcényle, C2-6 alcynyle, amino, C1-6 alkyle, C2-6 alcényle, C2-6 alcynyle, amino, C1-6 alcylamino, di (C1-6) alkylamino C2-7 alkylamino ; R?7 et R8¿ représentent, indépendamment, un atome d'hydrogène ou un atome d'halogène ou un hydroxy, trifluorométhyle, C¿1-6? alkyle, C2-6 alcényle, C2-6 alcynyle, C2-7 acyle, C1-6 alkylthio, C1-6 alcoxy, C3-6 cycloalkyle; et R?9¿ représente un atome d'hydrogène ou un atome d'halogène ou un groupe hydroxy, trifluorométhyle, C¿1-6? alkyle, C2-6 alcényle, C2-6 alcynyle, C2-7 acyle, C1-6 alkylthio, C1-6 alcoxy ou C3-6 cycloalkyle, ou des sels desdits composés qui sont utiles pour le traitement de troubles respiratoires tels que l'asthme. Les composés de ladite invention ont une durée d'action plus longue que celle du composé connu tréquinsine (9, 10-diméthoxy-3-méthyle-2-mésitylimino-2,3,6,7-tétrahydro-4H-pyrimido [6,1-a] isoquinoléin-4-one) et n'ont pas le goût très amer de la tréquinsine.
PCT/GB2000/001195 1999-03-31 2000-03-29 Derives de pyrimido [6,1-a] isoquinolein-4-one WO2000058309A1 (fr)

Priority Applications (8)

Application Number Priority Date Filing Date Title
NZ514157A NZ514157A (en) 1999-03-31 2000-03-29 Derivatives of pyrimido[6,1-A]isoquinolin-4-one
AU39747/00A AU3974700A (en) 1999-03-31 2000-03-29 Derivatives of pyrimido(6,1-a)isoquinolin-4-one
BR0009449-8A BR0009449A (pt) 1999-03-31 2000-03-29 Composto, processo para preparar um composto, composição, uso de um composto, e, métodos para o tratamento ou prevenção de uma doença em um mamìfero onde deve-se esperar que um inibidor da isoenzima de fosfodiesterase e/ou um broncodilatador sejam benéficos, para o tratamento ou prevenção da asma em um mamìfero e para o tratamento ou prevenção da doença pulmonar obstrutiva crÈnica (copd) em um mamìfero
JP2000608011A JP2002543046A (ja) 1999-03-31 2000-03-29 ピリミド［６，１−ａ］イソキノリン−４−オン誘導体
CA002368460A CA2368460A1 (fr) 1999-03-31 2000-03-29 Derives de pyrimido ¬6,1-a| isoquinolein-4-one
MXPA01009847A MXPA01009847A (es) 1999-03-31 2000-03-29 Derivados de perimido (6, 1 - a) isoquinolin -4- ona.
EP00918982A EP1165556A1 (fr) 1999-03-31 2000-03-29 Derives de pyrimido[6,1-a] isoquinolein-4-one
NO20014729A NO20014729L (no) 1999-03-31 2001-09-28 Derivater av pyrimido[6,1-a] isokinolin-4-on

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
GBGB9907456.9A GB9907456D0 (en) 1999-03-31 1999-03-31 Compounds
GB9907456.9 1999-03-31
GB9909803.0 1999-04-28
GBGB9909803.0A GB9909803D0 (en) 1999-04-28 1999-04-28 Compounds

Publications (1)

Publication Number Publication Date
WO2000058309A1 true WO2000058309A1 (fr) 2000-10-05

Family

ID=26315370

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/GB2000/001195 WO2000058309A1 (fr) 1999-03-31 2000-03-29 Derives de pyrimido [6,1-a] isoquinolein-4-one

Country Status (10)

Country Link
EP (1) EP1165556A1 (fr)
JP (1) JP2002543046A (fr)
CN (1) CN1348452A (fr)
AU (1) AU3974700A (fr)
BR (1) BR0009449A (fr)
CA (1) CA2368460A1 (fr)
MX (1) MXPA01009847A (fr)
NO (1) NO20014729L (fr)
NZ (1) NZ514157A (fr)
WO (1) WO2000058309A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TWI567073B (zh) * 2011-12-22 2017-01-21 葛萊伯格有限公司 用於治療發炎疾病之新穎二氫嘧啶異喹啉酮及醫藥組成物

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
BASNI ET AL: "TREQUINSIN,A POTENT NEW ANTIHYPERTENSIVE VASODILATATOR IN THE SERIES OF 2-(ARYLIMINO)-3-ALKYL-9,10-DIMETHOXY-3,4,6,7-TETRAHYDRO-2H-PYRIMID O(6,1-A)ISOQUINOLINE-4-ONES", JOURNAL OF MEDICINAL CHEMISTRY,US,AMERICAN CHEMICAL SOCIETY. WASHINGTON, vol. 11, no. 27, pages 1470 - 1480, XP002076161 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TWI567073B (zh) * 2011-12-22 2017-01-21 葛萊伯格有限公司 用於治療發炎疾病之新穎二氫嘧啶異喹啉酮及醫藥組成物

Also Published As

Publication number Publication date
AU3974700A (en) 2000-10-16
JP2002543046A (ja) 2002-12-17
NO20014729D0 (no) 2001-09-28
MXPA01009847A (es) 2003-06-24
CN1348452A (zh) 2002-05-08
NZ514157A (en) 2003-08-29
BR0009449A (pt) 2002-01-08
NO20014729L (no) 2001-11-23
CA2368460A1 (fr) 2000-10-05
EP1165556A1 (fr) 2002-01-02

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