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US4745105A Expired / Lapsed US ⏱️ 0.0 years remaining

Low molecular weight heparin derivatives with improved permeability

Assignee: Miami University
•
Filing: 1986-08-20
•
Granted: 1988-05-17
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Expires: 2006-08-20
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Abstract

Abstract Low molecular weight heparin derivatives containing hydrophobic groups and exhibiting improved permeability are disclosed. Said derivatives exhibit anticoagulant activity and improved solubility in organic solvents.

Inventors

  • 👤 Charles C. Griffin
  • 👤 Kevin M. Foley
  • 👤 Eduardo Amaya

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-02 09:45
CPC Classifications
C; C08; C08B; C08B37/00; C08B37/006; C08B37/0063; C08B37/0075

Claims Analysis

Total Claims: 42
Claim 1
Independent Claim 20 words
An ester of low molecular weight heparin characterized by a butanol water (3:2) partition coefficient greater than 1×10 -4 .
Claim 2
Dependent Claim 20 words
An ester of low molecular weight heparin characterized by a butanol water (3:2) partition coefficient greater than 1×10 -4 .
Claim 3
Dependent Claim 21 words
An ester of claim 1 wherein the ester is prepared by reacting an acid chloride with the low molecular weight heparin.
Claim 4
Dependent Claim 15 words
An ester of claim 2 wherein more than 50% of the ester groups are aliphatic.
Claim 5
Dependent Claim 14 words
An ester of claim 3 containing more than 0.1 ester groups per tetrasaccharide unit.
Claim 6
Dependent Claim 15 words
An ester of claim 1 wherein more than 50% of the ester groups are aliphatic.
Claim 7
Dependent Claim 14 words
An ester of claim 5 containing more than 0.1 ester groups per tetrasaccharide unit.
Claim 8
Dependent Claim 20 words
An ester of low molecular weight heparin characterized by a relative permeability, as compared to heparin, of 1.6 or greater.
Claim 9
Dependent Claim 20 words
An ester of low molecular weight heparin characterized by a relative permeability, as compared to heparin, of 1.6 or greater.
Claim 10
Dependent Claim 21 words
An ester of claim 7 wherein the ester is prepared by reacting an acid chloride with the low molecular weight heparin.
Claim 11
Dependent Claim 14 words
An ester of claim 8 wherein a preponderance of the ester groups are aliphatic.
Claim 12
Dependent Claim 14 words
An ester of claim 9 containing more than 0.1 ester groups per tetrasaccharide unit.
Claim 13
Dependent Claim 15 words
An ester of claim 7 wherein more than 50% of the ester groups are aliphatic.
Claim 14
Dependent Claim 14 words
An ester of claim 11 containing more than 0.1 ester groups per tetrasaccharide unit.
Claim 15
Dependent Claim 29 words
An ester of low molecular weight heparin containing more than 0.1 ester groups per tetrasaccharide unit and having a butanol water (3:2) partition coefficient greater than 1×10 -4 .
Claim 16
Dependent Claim 29 words
An ester of low molecular weight heparin containing more than 0.1 ester groups per tetrasaccharide unit and having a butanol water (3:2) partition coefficient greater than 1×10 -4 .
Claim 17
Dependent Claim 21 words
An ester of claim 13 wherein the ester is prepared by reacting an acid chloride with the low molecular weight heparin.
Claim 18
Dependent Claim 15 words
An ester of claim 14 wherein more than 50% of the ester groups are aliphatic.
Claim 19
Dependent Claim 17 words
An aliphatic ester of low molecular weight heparin containing more than 0.1 ester groups per tetrasaccharide unit.
Claim 20
Dependent Claim 17 words
An aliphatic ester of low molecular weight heparin containing more than 0.1 ester groups per tetrasaccharide unit.
Claim 21
Dependent Claim 21 words
An ester of claim 16 wherein the ester is prepared by reacting an acid chloride with the low molecular weight heparin.
Claim 22
Dependent Claim 37 words
An ester of low molecular weight heparin formed by replacing the free hydroxyl groups of low molecular weight heparin with ester groups, said ester characterized by a butanol water (3:2) partition coefficient greater than 1×10 -4 .
Claim 23
Dependent Claim 37 words
An ester of low molecular weight heparin formed by replacing the free hydroxyl groups of low molecular weight heparin with ester groups, said ester characterized by a butanol water (3:2) partition coefficient greater than 1×10 -4 .
Claim 24
Dependent Claim 21 words
An ester of claim 18 wherein the ester is prepared by reacting an acid chloride with the low molecular weight heparin.
Claim 25
Dependent Claim 15 words
An ester of claim 19 wherein more than 50% of the ester groups are aliphatic.
Claim 26
Dependent Claim 14 words
An ester of claim 20 containing more than 0.1 ester groups per tetrasaccharide unit.
Claim 27
Dependent Claim 15 words
An ester of claim 18 wherein more than 50% of the ester groups are aliphatic.
Claim 28
Dependent Claim 14 words
An ester of claim 22 containing more than 0.1 ester groups per tetrasaccharide unit.
Claim 29
Dependent Claim 37 words
An ester of low molecular weight heparin formed by replacing the free hydroxyl groups of low molecular weight heparin with ester groups, said ester characterized by a relative permeability, as compared to heparin, of 1.6 or greater.
Claim 30
Dependent Claim 37 words
An ester of low molecular weight heparin formed by replacing the free hydroxyl groups of low molecular weight heparin with ester groups, said ester characterized by a relative permeability, as compared to heparin, of 1.6 or greater.
Claim 31
Dependent Claim 21 words
An ester of claim 24 wherein the ester is prepared by reacting an acid chloride with the low molecular weight heparin.
Claim 32
Dependent Claim 14 words
An ester of claim 25 containing more than 0.1 ester groups per tetrasaccharide unit.
Claim 33
Dependent Claim 15 words
An ester of claim 18 wherein more than 50% of the ester groups are aliphatic.
Claim 34
Dependent Claim 14 words
An ester of claim 27 containing more than 0.1 ester groups per tetrasaccharide unit.
Claim 35
Dependent Claim 45 words
An ester of low molecular weight heparin formed by replacing the free hydroxyl groups of low molecular weight heparin with ester groups and containing more than 0.1 ester groups per tetrasaccharide unit and having a butanol water (3:2) partition coefficient greater than 1×10 -4 .
Claim 36
Dependent Claim 45 words
An ester of low molecular weight heparin formed by replacing the free hydroxyl groups of low molecular weight heparin with ester groups and containing more than 0.1 ester groups per tetrasaccharide unit and having a butanol water (3:2) partition coefficient greater than 1×10 -4 .
Claim 37
Dependent Claim 20 words
An ester of claim 29 wherein the ester is prepared by reacting an acid chloride with low molecular weight heparin.
Claim 38
Dependent Claim 15 words
An ester of claim 30 wherein more than 50% of the ester groups are aliphatic.
Claim 39
Dependent Claim 31 words
An aliphatic ester of heparin formed by replacing the free hydroxyl groups of low molecular weight heparin with ester groups, said ester containing more than 0.1 ester groups per tetrasaccharide unit.
Claim 40
Dependent Claim 31 words
An aliphatic ester of heparin formed by replacing the free hydroxyl groups of low molecular weight heparin with ester groups, said ester containing more than 0.1 ester groups per tetrasaccharide unit.
Claim 41
Dependent Claim 20 words
An ester of claim 32 wherein the ester is prepared by reacting an acid chloride with low molecular weight heparin.
Claim 42
Dependent Claim 27 words
A pharmaceutically active composition comprising a pharmaceutically acceptable carrier or diluent and, as the pharmaceutically active component, a product as claimed in any one of claims 1-33.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1991-05-17 1991-11-16 1992-05-17 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1995-05-17 1995-11-16 1996-05-17 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1999-05-17 1999-11-16 2000-05-17 $7700.00 Window Closed / Lapsed

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