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US5403922A Expired / Lapsed US ⏱️ 0.0 years remaining

Amphiphilic compounds containing two sugar or sugar-derived head groups

Assignee: Stepan Europe SAS
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Filing: 1994-06-07
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Granted: 1995-04-04
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Expires: 2014-06-07
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Abstract

Abstract The subject of the invention is a surface-active composition, comprising a bolaamphiphile or bolaform chemical compound, containing a linear or branched, hydrophobic carbon chain at the two ends of which are arranged two hydrophilic portions or head group groups, corresponding to the following general formula: R A E A R in which: E represents the carbon chain, containing at least six carbon atoms, optionally interrupted by at least one aromatic, or heterocyclic, or functional group A is a bonding functional group R is a residue of a reducing glucide containing a linear or cyclized chain, or of a derivative of the said glucide, bonded directly or indirectly via one of its aldehyde or ketone functional groups, or derived functional group, to the functional group A. The invention also relates to their applications as components of surface-active agents and vesicular agents, and to a process for their preparation.

Inventors

  • 👤 Rachel Garelli-Calvet
  • 👤 Florence Brisset
  • 👤 Isabelle Rico
  • 👤 Armand Lattes
  • 👤 Lionel Godefroy

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 16:41
CPC Classifications
C; C07; C07H; C07H13/00; C07H13/02; C07H13/04; A; A61; A61K; A61K8/00; A61K8/02; A61K8/14; A61K8/18; A61K8/30; A61K8/60; A61K9/00; A61K9/10; A61K9/127; A61K9/1271; A61K9/1272; A61Q; A61Q19/00; C07C; C07C235/00; C07C235/02; C07C235/04; C07C235/08; C07C235/10; C07H15/00; C07H15/02; C07H15/04; C07H15/12; C09; C09K; C09K23/00; C09K23/56; A61K2800/00; A61K2800/40; A61K2800/57

Claims Analysis

Total Claims: 18
Claim 1
Independent Claim 107 words
A compound of the formula R A E A R wherein E represents a linear or branched chain alkylene having at least 6 carbon atoms, a linear or branched chain dialkyl amino having at least 3 carbon atoms in each alkyl portion, or a linear or branched chain dialkyl ether having at least 3 carbon atoms in each alkyl portion; A is a bonding group; R represents a residue of a reducing glucide containing a linear or cyclized chain, or a derivative of a reducing glucide, where the residue is bonded directly or indirectly via one of its aldehyde or ketone groups, to the bonding group A.
Claim 2
Dependent Claim 107 words
A compound of the formula R A E A R wherein E represents a linear or branched chain alkylene having at least 6 carbon atoms, a linear or branched chain dialkyl amino having at least 3 carbon atoms in each alkyl portion, or a linear or branched chain dialkyl ether having at least 3 carbon atoms in each alkyl portion; A is a bonding group; R represents a residue of a reducing glucide containing a linear or cyclized chain, or a derivative of a reducing glucide, where the residue is bonded directly or indirectly via one of its aldehyde or ketone groups, to the bonding group A.
Claim 3
Dependent Claim 13 words
A compound according to claim 1 wherein E represents a saturated carbon chain.
Claim 4
Dependent Claim 18 words
A compound according to claim 2, wherein E represents alkylene having from about 6 to 24 carbon atoms.
Claim 5
Dependent Claim 18 words
A compound according to claim 3, wherein E represents alkylene having from about 6 to 14 carbon atoms.
Claim 6
Dependent Claim 20 words
A compound according to claim 1 wherein the bonding group A is selected from the group consisting of oxygen, ##STR31##
Claim 7
Dependent Claim 14 words
A compound according to claim 5, wherein the bonding functional group A is NH.
Claim 8
Dependent Claim 18 words
A compound according to claim 1, wherein the reducing glucide which forms the residue R is a monosaccharide.
Claim 9
Dependent Claim 20 words
A compound according to claim 7, wherein the residue R is selected from the group consisting of glucose and galactose.
Claim 10
Dependent Claim 18 words
A compound according to claim 1, wherein the reducing glucide which forms the residue R is a polysaccharide.
Claim 11
Dependent Claim 18 words
A compound according to claim 9, wherein the reducing glucide which forms the residue R is a disaccharide.
Claim 12
Dependent Claim 14 words
A compound according to claim 10, wherein the disaccharide is cellobiose, lactose or maltose.
Claim 13
Dependent Claim 142 words
A process for preparing a compound of the formula R A E A R wherein E represents a linear or branched chain alkylene having at least 6 carbon atoms, a linear or branched chain dialkyl amino having at least 3 carbon atoms in each alkyl portion, or a linear or branched chain dialkyl ether having at least 3 carbon atoms in each alkyl portion; A is a bonding group; R represents a residue of a reducing glucide containing a linear or cyclized chain, or a derivative of a reducing glucide, where the residue is bonded directly or indirectly via one of its aldehyde or ketone groups, to the bonding group A. comprising reacting an oxidized, reduced or aminated form of a reducing sugar with a compound of Formula BEB, where B corresponds to bonding group A prior to condensation with the sugar.
Claim 14
Dependent Claim 142 words
A process for preparing a compound of the formula R A E A R wherein E represents a linear or branched chain alkylene having at least 6 carbon atoms, a linear or branched chain dialkyl amino having at least 3 carbon atoms in each alkyl portion, or a linear or branched chain dialkyl ether having at least 3 carbon atoms in each alkyl portion; A is a bonding group; R represents a residue of a reducing glucide containing a linear or cyclized chain, or a derivative of a reducing glucide, where the residue is bonded directly or indirectly via one of its aldehyde or ketone groups, to the bonding group A. comprising reacting an oxidized, reduced or aminated form of a reducing sugar with a compound of Formula BEB, where B corresponds to bonding group A prior to condensation with the sugar.
Claim 15
Dependent Claim 15 words
A process according to claim 12, wherein the reducing sugar is in the oxidized form.
Claim 16
Dependent Claim 17 words
A process according to claim 13, wherein the oxidized reducing sugar is a lactone or an acid.
Claim 17
Dependent Claim 13 words
A process according to claim 14, wherein the oxidized reducing sugar is gluconolactone.
Claim 18
Dependent Claim 14 words
A process according to claim 13, wherein the oxidized reducing sugar is lactobionic acid.

References Cited (Backward Citations)

US3855290A Cited
FR2235113A1 Cited
US4234572A Cited
US4258034A Cited
EP0312087A2 Cited
EP0447064A2 Cited
US5200398A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1998-04-03 1998-10-03 1999-04-04 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 2002-04-03 2002-10-03 2003-04-04 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2006-04-03 2006-10-03 2007-04-04 $7700.00 Window Closed / Lapsed

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