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Dibenzo[bd]pyran derivatives, process for the preparation thereof and pharmaceutical compositions containing same

Assignee: Chinoin Private Co Ltd
•
Filing: 1983-12-02
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Granted: 1986-07-08
•
Expires: 2003-12-02
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Abstract

Abstract 2,6-di-O-methyl-beta-cyclodextrin complexes of compounds of the formula (1a) ##STR1## wherein R 2' stands for C 1 to C 12 alkyl or a group of the formula ##STR2## in which R 11 is C 1 to C 4 alkyl; R 12 is hydrogen or C 1 to C 4 alkyl; n is 0 or 1; p is 1 to 4; r is 1 to 4; and R 3' and R 4' are each C 1 to C 4 alkyl, or pharmaceutically salts thereof are disclosed, having analgesic activity.

Inventors

  • 👤 Mihaly Nogradi
  • 👤 Dezso Korbonits
  • 👤 Agnes Gottsegen
  • 👤 Sandor Antus
  • 👤 Zsuzsa Furst
  • 👤 Jozsef Knoll
  • 👤 Jozsef Szejtli
  • 👤 Agnes Stadler
  • 👤 Gabor Kovacs
  • 👤 Katalin Marmarosi

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-26 22:09
CPC Classifications
C; C07; C07D; C07D493/00; C07D493/02; C07D493/10; A; A61; A61P; A61P1/00; A61P1/08; A61P23/00; A61P23/02; A61P25/00; A61P25/02; A61P25/04; C07C; C07C309/00; C07C43/00; C07C43/02; C07C43/03; C07C43/14; C07C43/178; C07C43/1782; C07C43/1785; C07C43/20; C07C43/205; C07C43/2055; C07C43/23; C07C59/00; C07C59/40; C07C59/58; C07C59/64; C07C59/66; C07C59/68; C07D221/00; C07D221/02; C07D221/04; C07D221/06; C07D221/10; C07D221/12; C07D311/00; C07D311/02; C07D311/78; C07D311/80; C08; C08B; C08B37/00; C08B37/0006; C08B37/0009; C08B37/0012; C08B37/0015

Claims Analysis

Total Claims: 9
Claim 1
Independent Claim 81 words
A 2,6-di-O-methyl-beta-cyclodextrin-complex of a compound of the Formula (Ia) ##STR31## wherein R 2' stands for C 1 -C 12 alkyl or a group of the Formula ##STR32## in which R 11 is C 1 -C 4 alkyl; R 12 is hydrogen or C 1 -C 4 alkyl; n is 0 or 1; p is 1 to 4; r is 1 to 4; and R 3' and R 4' are each C 1 -C 4 alkyl, or a pharmaceutically acceptable salt thereof.
Claim 2
Dependent Claim 81 words
A 2,6-di-O-methyl-beta-cyclodextrin-complex of a compound of the Formula (Ia) ##STR31## wherein R 2' stands for C 1 -C 12 alkyl or a group of the Formula ##STR32## in which R 11 is C 1 -C 4 alkyl; R 12 is hydrogen or C 1 -C 4 alkyl; n is 0 or 1; p is 1 to 4; r is 1 to 4; and R 3' and R 4' are each C 1 -C 4 alkyl, or a pharmaceutically acceptable salt thereof.
Claim 3
Dependent Claim 32 words
The 2,6-di-O-methyl-beta-cyclodextrix-complex of the compound of the Formula (I) as defined in claim 1 wherein the compound of the Formula (I) is: 1,9-beta-dihydroxy-6abeta,7,8,9,10,10aalpha-hexahydro-6,6-dimethyl-3-[(2RS)-5-methoxy-2-pentyl]-6H-dibenzo[bd]pyran; 1,9-beta-dihydroxy-6abeta-7,8,9,10,10aalpha-hexahydro-6,6-dimethyl-3[(2RS)-5-ethoxy-2-pentyl]-6H-dibenzo[bd]pyran; or 1,9-beta-dihydroxy-3-pentyl-6a,7,8,9,10,10a-hexahydro-6,6-dimethyl-6H-dibenzo[bd]pyran, or a pharmaceutically acceptable salt thereof.
Claim 4
Dependent Claim 31 words
The 2,6-di-O-methyl-beta-cyclodextrin complex of the compound of the Formula (I) as defined in claim 1 wherein R 2' is the group of the Formula ##STR33## or a pharmaceutically acceptable salt thereof.
Claim 5
Dependent Claim 14 words
2,6-di-O-methyl-beta-cyclodextrin complex of (±)-1,9β-dihydroxy-6aβ,7,8,9,10,10aα-hexahydro-6.6-dimethyl-3-((2RS)-5-methoxy-2-pentyl)-6H-dibenzo (bd) -pyrane and salts thereof as defined in claim 1.
Claim 6
Dependent Claim 10 words
Complex of 1,9β-Dihydroxy-6aβ,7,8,9,10,10aα-hexahydro-6,6-dimethyl-3-[(2RS)-5-methoxy-2pentyl]-6H-dibenzo[bd]pyrane with 2,6-di-O-methyl-62-cyclodextrin as defined in claim 1.
Claim 7
Dependent Claim 9 words
2,6-di-O-methyl-62-cyclodextrin complex of 1,9β-dihydroxy-3-pentyl-6a,7,8,9,10,10a-hexahydro-6,6-dimethyl-6H-dibenzo[bd]pyrane as defined in claim 1.
Claim 8
Dependent Claim 38 words
An analgesic composition containing as active ingredient a therapeutically effective amount of the 2,6-di-O-methyl-62-cyclodextrin complex of compounds of the formula I or pharmaceutically acceptable salts thereof as defined in claim 1, along with a pharmaceutically acceptable inert carrier.
Claim 9
Dependent Claim 46 words
An analgesic method of treatment which comprises the step of administering to an animal subject in need of said treatment an analgesically effective amount of the 2,6-di-O-methyl-betl-cyclodextrin complex of the compound of the Formula (1a) as defined in claim 1, or a pharmaceutically acceptable salt thereof.

References Cited (Backward Citations)

US3459731A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1989-07-07 1990-01-06 1990-07-08 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1993-07-07 1994-01-06 1994-07-08 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1997-07-07 1998-01-06 1998-07-08 $7700.00 Window Closed / Lapsed

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