← Back to Patent Explorer
US4515722A Expired / Lapsed US ⏱️ 0.0 years remaining

Phosphatidyl inositol analogs useful as anti-inflammatory/analgesic agents

Assignee: Merck and Co Inc
•
Filing: 1982-03-30
•
Granted: 1985-05-07
•
Expires: 2002-03-30
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract Phosphatidyl inositol analogs are found to be effective phospholipase C inhibitors and thereby potent anti-inflammatory and analgesic agents. These phosphatidyl inositol analogs are prepared by condensation of a protected inositol with a substituted phosphonic or phosphorous acid followed by removal of protecting groups.

Inventors

  • 👤 Shu S. Yang
  • 👤 Thomas R. Beattie
  • 👤 Philippe L. Durette
  • 👤 Timothy F. Gallagher
  • 👤 Tsung-Ying Shen

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-30 20:28
CPC Classifications
C; C07; C07D; C07D493/00; C07D493/02; C07D493/10; C07C; C07C43/00; C07C43/02; C07C43/18; C07C43/192; C07C43/196; C07F; C07F9/00; C07F9/02; C07F9/06; C07F9/08; C07F9/09; C07F9/117; C07F9/28; C07F9/38; C07F9/40; C07F9/4071; C07F9/4081; C07H; C07H15/00; C07H15/18; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/55

Claims Analysis

Total Claims: 4
Claim 1
Independent Claim 256 words
A compound of formula: ##STR23## or a pharmaceutically acceptable acid, ester, ether or carbonate thereof, wherein: L is (a) hydrogen; (b) R 1 ; where R 1 is (1) straight or branched-chain alkyl having from 1 to 20 carbon atoms especially C 1-6 alkyl; (2) aryl having from 6 to 10 carbon atoms; (3) cycloalkyl having from 3 to 8 carbon atoms; (4) alkenyl having from 2 to 20 carbon atoms especially C 8-20 alkenyl; (5) cycloalkenyl having from 5 to 8 carbon atoms; (6) aralkyl, alkaryl, aralkenyl, alkenylaryl wherein alkyl, aryl, and alkenyl are as previously defined; The above groups (1) to (6) are unsubstituted or substituted by hydroxy; alkoxy; halo; cyano; carboxy; amino; substituted amino; carbamoyl; sulfonyl; sulfinyl; thio; alkylthio; or nitro; (c) ##STR24## where R 2 and R 3 independently are: ##STR25## n is an integer from 1 to 4; or (d) ##STR26## wherein R 2 , R 3 , and n are as defined previously; R is (a) hydrogen; (b) loweralkyl; (c) cycloalkyl having from 3 to 8 carbon atoms; or (d) aralkyl; Y is oxygen or methylene; and A is a radical of (a) myo-inositol or a configuration isomer thereof; (b) branched chain myo-inositol; (c) 2-,4 or 5-positional isomer of myo-inositol; (d) inositol substituted with amino; azido; deoxy; halo; or (e) branched-chain inositol of the structural formula (e); ##STR27## where R 4 is C 1-6 alkyl or substituted C 1-6 alkyl; (f) phosphoryl inositols having one or more of its hydroxy groups coupled with another ##STR28## group; or (g) epimeric myo-inositol.
Claim 2
Dependent Claim 256 words
A compound of formula: ##STR23## or a pharmaceutically acceptable acid, ester, ether or carbonate thereof, wherein: L is (a) hydrogen; (b) R 1 ; where R 1 is (1) straight or branched-chain alkyl having from 1 to 20 carbon atoms especially C 1-6 alkyl; (2) aryl having from 6 to 10 carbon atoms; (3) cycloalkyl having from 3 to 8 carbon atoms; (4) alkenyl having from 2 to 20 carbon atoms especially C 8-20 alkenyl; (5) cycloalkenyl having from 5 to 8 carbon atoms; (6) aralkyl, alkaryl, aralkenyl, alkenylaryl wherein alkyl, aryl, and alkenyl are as previously defined; The above groups (1) to (6) are unsubstituted or substituted by hydroxy; alkoxy; halo; cyano; carboxy; amino; substituted amino; carbamoyl; sulfonyl; sulfinyl; thio; alkylthio; or nitro; (c) ##STR24## where R 2 and R 3 independently are: ##STR25## n is an integer from 1 to 4; or (d) ##STR26## wherein R 2 , R 3 , and n are as defined previously; R is (a) hydrogen; (b) loweralkyl; (c) cycloalkyl having from 3 to 8 carbon atoms; or (d) aralkyl; Y is oxygen or methylene; and A is a radical of (a) myo-inositol or a configuration isomer thereof; (b) branched chain myo-inositol; (c) 2-,4 or 5-positional isomer of myo-inositol; (d) inositol substituted with amino; azido; deoxy; halo; or (e) branched-chain inositol of the structural formula (e); ##STR27## where R 4 is C 1-6 alkyl or substituted C 1-6 alkyl; (f) phosphoryl inositols having one or more of its hydroxy groups coupled with another ##STR28## group; or (g) epimeric myo-inositol.
Claim 3
Dependent Claim 77 words
The compound of claim 1 wherein: L is (a) R 1 ; or (b) ##STR29## where R 2 and R 3 are as previously defined; R is (a) hydrogen; (b) C 1-6 alkyl; or (c) benzyl; Y is oxygen or methylene; and A is a radical of (a) myo-inositol; (b) branched-chain myo-inositol; (c) branced-chain inositol of formula (e); (d) epimeric myo-inositol; (e) phosphoryl inositol having one or more of its hydroxy groups coupled with another ##STR30## group.
Claim 4
Dependent Claim 76 words
The compound of claim 1 wherein: L is (a) ##STR31## where R 2 and R 3 independently are (1) R 1 where R 1 is C 7-20 alkyl; ##STR32## (2) ##STR33## where R 1 is C 7-20 alkyl, ##STR34## (3) ##STR35## where R 1 is C 7-20 alkyl; or (b) straight or branched C 7-20 alkyl; n is 1-2; R is hydrogen or C 1-6 alkyl; Y is oxygen; and A is a radical of myo-inositol.

References Cited (Backward Citations)

US3632627A Cited
US3704254A Cited
US4129650A Cited
DE2659048A1 Cited
SU740740A1 Cited
SU740749A1 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1988-05-06 1988-11-05 1989-05-07 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1992-05-06 1992-11-05 1993-05-07 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1996-05-06 1996-11-05 1997-05-07 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag