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US3862121A Expired / Lapsed US ⏱️ 0.0 years remaining

Ether and ester substituted d-glycofuranoside compounds

Assignee: Novartis Corp
•
Filing: 1971-10-20
•
Granted: 1975-01-21
•
Expires: 1991-10-20
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Abstract

Abstract O-Esters of monosaccharides which esters include at least one monosaccharide hydroxyl group esterified by the acyl radical of an araliphatic carboxylic acid having an antiinflammatory action, the or each remaining saccharide hydroxyl group being free, etherified by hydrocarbon radical which may be substituted or unsubstituted, or esterified by the acyl radical of an organic acid, with the proviso that if a glucofuranoside is only esterified at the 2-hydroxyl group by the acyl radical of an araliphatic carboxylic acid having an anti-inflammatory action, the acyl radical is not the acyl radical of a phenyl-, lower alkoxyphenyl-, lower alkylphenyl-, trifluoromethylphenyl- or halogenophenyl-aliphatic carboxylic acid, and its salts, are useful as agents for treatments where anti-inflammatory (antiphlogistic) activity is required.

Inventors

  • 👤 Roland Jaques
  • 👤 Jaroslav Stanek
  • 👤 Alberto Rossi

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-06 11:08
CPC Classifications
C; C07; C07H; C07H15/00; C07H15/18; C07D; C07D307/00; C07D307/02; C07D307/04; C07D307/18; C07D307/20; C07H15/02; C07H15/04

Claims Analysis

Total Claims: 5
Claim 1
Independent Claim 103 words
A product as claimed in claim 1, wherein R1'' is lower Alkyl; at least one of the symbols R2'', R3'', R5'' and R6'' represents an acyl radical of the formula IV and, of the remaining symbols, R2'' represents hydrogen, lower alkyl or the acyl radical of an acetic or propionic acid and each of R3'', R5'' and R6'' represents hydrogen, lower alkyl, benzyl or benzyl substituted in the phenyl radical by halogen atoms, or the acyl radical of an acetic or propionic acid, and wherein R'''' represents lower alkyl, X represents hydrogen or halogen and Y represents phenyl, a cycloalkyl or cycloalkenyl radical.
Claim 2
Dependent Claim 78 words
A product as claimed in claim 1, being a member selected from the group consisting of ethyl-2-O- Alpha -(biphenylyl-(4))-propionyl-3,5,6-tri-O-n-propyl-D-glucofuranoside, ethyl-2-O-methyl-3,5-di-O-n-propyl-6-O- Alpha -(3-chloro-4-cyclohexyl-phenyl)-propionyl-D-glucofuranoside, ethyl-2-O- Alpha -(4-isobutylphenyl)-propionyl-3,5,6-tri-O-n-propyl-D-glucofuranoside, ethyl-2-O-methyl-3,5-di-O-n-propyl-6-O- Alpha -(4-isobutyl-phenyl)-propionyl-D-glucofuranoside, ethyl-2-O-methyl-3,5-di-O-n-propyl-6-O- Alpha -(4-(cyclohexen-1-yl)-phenyl)-propionyl-D-glucofuranoside, ethyl-2-O-methyl-3,5-di-O-n-propyl-6-O- Alpha -(biphenylyl-(4)-propionyl-D-glucofuranoside, ethyl-2-O-acetyl-3, 5-di-O-n-propyl-6-O- Alpha -(4-(cyclohexen-1-yl)-phenyl)-propionyl-D-glucofuranoside, ethyl-2-O-methyl-3-O-n-propyl-5,6-di-O- Alpha -(4-(cyclohexen-1-yl)-phenyl)-propionyl-D-glucofuranoside, ethyl-2-O- Alpha -(3-chloro-4-cyclohexyl-phenyl)-propionyl-3,5,6-tri-O-n-propyl-D -glucofuranoside, ethyl-2-O- Alpha -(4-(cyclohexen-1-yl)-phenyl)-propionyl-3,5,6-tri-O-methyl-D -glucofuranoside, ethyl-2,5,6-tri-O-methyl-3-O- Alpha -(4-(cyclohexen-1-yl)-phenyl)-propionyl-D-glucofuranoside, ethyl-2-O- Alpha -(4-(cyclohexen-1-yl)-phenyl)-propionyl-3-O-n-propyl-5,6-di-O-p-chlorobenzyl-D-glucofuranoside, ethyl-2-O- Alpha -(4-(cyclohexen-1-yl)-phenyl)-propionyl-3,5,6-tri-O-benzyl-D -glucofuranoside, ethyl-2,6-di-O-methyl-3-O-n-propyl-5-O- Alpha -(4-(cyclohexen-1-yl)-phenyl)-propionyl-D-glucofuranoside, ethyl-2-O- Alpha -(4-(cyclohexen-1-yl)-phenyl)-propionyl-3-O-methyl-5, 6-di-O-benzyl-D-glucofuranoside, ethyl-2-O- Alpha -(4-(cyclohexen-1-yl)-phenyl)-propionyl-3,6-di-O-benzyl-5-O-methyl-D -glucofuranoside, ethyl-2-O- Alpha -(4-(cyclohexen-1-yl)-phenyl)-propionyl-3,5-di-O-n-propyl-6-O-benzyl-D -glucofuranoside and ethyl-2,3,6-tri-O-methyl-5-O- Alpha -(4-(cyclohexen-1-yl)-phenyl)-propionyl-D-glucofuranoside.
Claim 3
Dependent Claim 11 words
A product as claimed in claim 1, being ethyl-2,3,5-tri-O-methyl-6-O- Alpha -(4-cyclohexen-1-yl)-phenyl)-propionyl-D-glucofuranoside.
Claim 4
Dependent Claim 12 words
A product as claimed in claim 1, being ethyl-2-O- Alpha -(4-(cyclohexen-1-yl)-phenyl)-propionyl-3,5-di-O-methyl-6-O-benzyl-D -glucofuranoside.
Claim 5
Dependent Claim 25 words
A product as claimed in claim 1 in the form of a pharmaceutically suitable, physiologically tolerable salt or in the form of an optical antipode.

References Cited (Backward Citations)

US3157634A Cited
US3494913A Cited
US3530113A Cited
US3542761A Cited
US3655884A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1978-01-20 1978-07-22 1979-01-21 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1982-01-20 1982-07-22 1983-01-21 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1986-01-20 1986-07-22 1987-01-21 $7700.00 Window Closed / Lapsed

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