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GB2311781A - Piperazine 2,5 dione derivatives as modulators of multi-drug resistance - Google Patents

Piperazine 2,5 dione derivatives as modulators of multi-drug resistance

Info

Publication number
GB2311781A
GB2311781A GB9712184A GB9712184A GB2311781A GB 2311781 A GB2311781 A GB 2311781A GB 9712184 A GB9712184 A GB 9712184A GB 9712184 A GB9712184 A GB 9712184A GB 2311781 A GB2311781 A GB 2311781A
Authority
GB
United Kingdom
Prior art keywords
group
modulators
drug resistance
piperazine
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.)
Granted
Application number
GB9712184A
Other versions
GB9712184D0 (en
GB2311781B (en
Inventor
Philip Anthony Ashworth
Sukhjit Hunjan
Ian Andrew Pretswell
Hamish Ryder
Stephen James Brocchini
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.)
Xenova Ltd
Original Assignee
Xenova Ltd
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 GBGB9426224.3A external-priority patent/GB9426224D0/en
Application filed by Xenova Ltd filed Critical Xenova Ltd
Priority to GB9712184A priority Critical patent/GB2311781B/en
Publication of GB9712184D0 publication Critical patent/GB9712184D0/en
Publication of GB2311781A publication Critical patent/GB2311781A/en
Application granted granted Critical
Publication of GB2311781B publication Critical patent/GB2311781B/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
    • C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
    • C07D217/02—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with only hydrogen atoms or radicals containing only carbon and hydrogen atoms, directly attached to carbon atoms of the nitrogen-containing ring; Alkylene-bis-isoquinolines
    • C07D217/04—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with only hydrogen atoms or radicals containing only carbon and hydrogen atoms, directly attached to carbon atoms of the nitrogen-containing ring; Alkylene-bis-isoquinolines with hydrocarbon or substituted hydrocarbon radicals attached to the ring nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
    • C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
    • C07D241/10—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

A piperazinedione derivative of formula (I), wherein R 1 is: (i) a group * small Greek alpha *, wherein p is 0 or 2; (ii) a 5- or 6-membered heterocyclic ring containing at least one heteroatom selected from O, N and S, which group may be fused to a benzene ring; R 2 is H, C 1 -C 6 alkyl optionally substituted by a group - N(R 11 R 12 ) as defined above, C 3 -C 6 cycloalkyl, C 2 -C 6 alkenyl, -COOR 11 wherein R 11 is as defined above or a phenyl ring as defined under (i) above, but is other than H when R 1 is unsubstituted phenyl; and one of R 3 and R 4 is hydrogen and the other is a group of formula (A), wherein q is an integer of 1 to 4, r is 0 or 1 and R 5 and R 6 , which may be the same or different, are each H or C 1 -C 6 alkoxy, or R 5 and R 6 together form a methylenedioxy group; is a double bond or, when R 1 is as defined under (i) above, is a double bond or a single bond; and pharmaceutically acceptable salts thereof have activity as modulators of multi-drug resistance.
GB9712184A 1994-12-23 1995-12-22 Piperazine 2,5 dione derivatives as modulators of multi-drug resistance Expired - Fee Related GB2311781B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB9712184A GB2311781B (en) 1994-12-23 1995-12-22 Piperazine 2,5 dione derivatives as modulators of multi-drug resistance

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
GBGB9426224.3A GB9426224D0 (en) 1994-12-23 1994-12-23 Pharmaceutical compounds
GB9712184A GB2311781B (en) 1994-12-23 1995-12-22 Piperazine 2,5 dione derivatives as modulators of multi-drug resistance
PCT/GB1995/003027 WO1996020190A1 (en) 1994-12-23 1995-12-22 Piperazine 2,5 dione derivatives as modulators of multi-drug resistance

Publications (3)

Publication Number Publication Date
GB9712184D0 GB9712184D0 (en) 1997-08-13
GB2311781A true GB2311781A (en) 1997-10-08
GB2311781B GB2311781B (en) 1998-09-16

Family

ID=26306264

Family Applications (1)

Application Number Title Priority Date Filing Date
GB9712184A Expired - Fee Related GB2311781B (en) 1994-12-23 1995-12-22 Piperazine 2,5 dione derivatives as modulators of multi-drug resistance

Country Status (1)

Country Link
GB (1) GB2311781B (en)

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1994001408A1 (en) * 1992-07-10 1994-01-20 Laboratoires Glaxo S.A. Anilide derivatives
WO1994004513A1 (en) * 1992-08-14 1994-03-03 Xenova Limited Pharmaceutically active diketopiperazines

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1994001408A1 (en) * 1992-07-10 1994-01-20 Laboratoires Glaxo S.A. Anilide derivatives
WO1994004513A1 (en) * 1992-08-14 1994-03-03 Xenova Limited Pharmaceutically active diketopiperazines
WO1994004512A1 (en) * 1992-08-14 1994-03-03 Xenova Limited Pharmaceutically active diketopiperazines

Also Published As

Publication number Publication date
GB9712184D0 (en) 1997-08-13
GB2311781B (en) 1998-09-16

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Legal Events

Date Code Title Description
PCNP Patent ceased through non-payment of renewal fee

Effective date: 19991222