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US3988435A Expired / Lapsed US ⏱️ 0.0 years remaining

Dihydrochalcone glycoside derivatives and pharmaceutical compositions containing same

Assignee: Lever Brothers Co
•
Filing: 1974-01-09
•
Granted: 1976-10-26
•
Expires: 1994-01-09
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Abstract

Abstract Dihydrochalcone glucosides are reacted with certain quaternary ammonium compounds to give the corresponding quaternary ammonium derivatives. These new derivatives have a sweet taste and are bactericidal in nature: they can be used in oral products such as dentifrice.

Inventors

  • 👤 Francoise Ernestine Lucie Humbert
  • 👤 Robert Dedieu

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 15:58
CPC Classifications
A; A61; A61K; A61K8/00; A61K8/18; A61K8/30; A61K8/60; A61K8/602; A61Q; A61Q11/00

Claims Analysis

Total Claims: 18
Claim 1
Independent Claim 106 words
Dihydrochalcone derivatives having the structure: ##SPC2## in which R is a glucosyl or neohesperidosyl radical X is H, OH, OCH 3 , or OC 3 H 7 R 1 , r 2 , and R 3 are each straight or branched chain, saturated or unsaturated alkyl radicals having 1 to 30 carbon atoms, or in which two or three of said R 1 , R 2 and R 3 radicals taken together with said nitrogen forms a heterocyclic ring structure selected from the group consisting of pyridine, piperidine or morpholine, and in which R 4 is alkyl, hydroxyalkyl, C 7-30 aralkyl, aryl, cyclohexyl, cyclohexanol, or piperidyl.
Claim 2
Dependent Claim 106 words
Dihydrochalcone derivatives having the structure: ##SPC2## in which R is a glucosyl or neohesperidosyl radical X is H, OH, OCH 3 , or OC 3 H 7 R 1 , r 2 , and R 3 are each straight or branched chain, saturated or unsaturated alkyl radicals having 1 to 30 carbon atoms, or in which two or three of said R 1 , R 2 and R 3 radicals taken together with said nitrogen forms a heterocyclic ring structure selected from the group consisting of pyridine, piperidine or morpholine, and in which R 4 is alkyl, hydroxyalkyl, C 7-30 aralkyl, aryl, cyclohexyl, cyclohexanol, or piperidyl.
Claim 3
Dependent Claim 36 words
Dihydrochalcone derivatives having the structure: ##SPC3## in which R is neohesperidosyl X is H or OCH 3 R 1 is C 12 or C 14 alkyl R 2 is CH 3 , benzyl or methyl naphthyl.
Claim 4
Dependent Claim 36 words
Dihydrochalcone derivatives having the structure: ##SPC3## in which R is neohesperidosyl X is H or OCH 3 R 1 is C 12 or C 14 alkyl R 2 is CH 3 , benzyl or methyl naphthyl.
Claim 5
Dependent Claim 5 words
Tetradecyl trimethyl ammonium neohesperidin dihydrochalcone.
Claim 6
Dependent Claim 5 words
Tetradecyl trimethyl ammonium neohesperidin dihydrochalcone.
Claim 7
Dependent Claim 5 words
Tetradecyl trimethyl ammonium naringin dihydrochalcone.
Claim 8
Dependent Claim 5 words
Tetradecyl trimethyl ammonium naringin dihydrochalcone.
Claim 9
Dependent Claim 6 words
Tetradecyl dimethyl benzyl ammonium neohesperidin dihydrochalcone.
Claim 10
Dependent Claim 6 words
Tetradecyl dimethyl benzyl ammonium neohesperidin dihydrochalcone.
Claim 11
Dependent Claim 6 words
Dodecyl dimethyl naphthylmethyl ammonium naringin dihydrochalcone.
Claim 12
Dependent Claim 6 words
Dodecyl dimethyl naphthylmethyl ammonium naringin dihydrochalcone.
Claim 13
Dependent Claim 4 words
Tetradecyl pyridinium neohesperidin dihydrochalcone.
Claim 14
Dependent Claim 4 words
Tetradecyl pyridinium neohesperidin dihydrochalcone.
Claim 15
Dependent Claim 25 words
A bactericidal composition comprising a carrier and about 0.1 to about 5.0% by weight of said composition of a dihydrochalcone derivative according to claim 2.
Claim 16
Dependent Claim 24 words
A dentifrice comprising a carrier and about 0.1 to about 5.0% by weight of said composition of a dihydrochalcone derivative according to claim 2.
Claim 17
Dependent Claim 25 words
A bactericidal composition comprising a carrier and about 0.1 to about 5.0% by weight of said composition of a dihydrochalcone derivative according to claim 1.
Claim 18
Dependent Claim 24 words
A dentifrice comprising a carrier and about 0.1 to about 5.0% by weight of said composition of a dihydrochalcone derivative according to claim 1.

References Cited (Backward Citations)

US3087821A Cited
US3429873A Cited
US3375242A Cited
US3654261A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-10-26 1980-04-26 1980-10-26 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-10-26 1984-04-26 1984-10-26 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-10-26 1988-04-26 1988-10-26 $7700.00 Window Closed / Lapsed

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