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WO1996032419B1 - Biodegradable polyacetal polymers and formation and use - Google Patents

Biodegradable polyacetal polymers and formation and use

Info

Publication number
WO1996032419B1
WO1996032419B1 PCT/US1996/004476 US9604476W WO9632419B1 WO 1996032419 B1 WO1996032419 B1 WO 1996032419B1 US 9604476 W US9604476 W US 9604476W WO 9632419 B1 WO9632419 B1 WO 9632419B1
Authority
WO
WIPO (PCT)
Prior art keywords
polyacetal
biodegradable biocompatible
biodegradable
biocompatible polyacetal
mammal
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/US1996/004476
Other languages
French (fr)
Other versions
WO1996032419A1 (en
Filing date
Publication date
Priority claimed from US08/421,766 external-priority patent/US5811510A/en
Priority to DE69613569T priority Critical patent/DE69613569T3/en
Priority to JP53104096A priority patent/JP4187265B2/en
Priority to AT96912522T priority patent/ATE202573T1/en
Priority to AU55312/96A priority patent/AU5531296A/en
Priority to CA002215997A priority patent/CA2215997C/en
Application filed filed Critical
Priority to EP96912522A priority patent/EP0820473B2/en
Priority to DK96912522T priority patent/DK0820473T4/en
Publication of WO1996032419A1 publication Critical patent/WO1996032419A1/en
Publication of WO1996032419B1 publication Critical patent/WO1996032419B1/en
Anticipated expiration legal-status Critical
Priority to GR20010401553T priority patent/GR3036696T3/en
Ceased legal-status Critical Current

Links

Abstract

The present invention relates to biodegradable biocompatible polyacetals, methods for their preparation, and methods for treating mammals by administration of biodegradable biocompatible polyacetals. A method for forming the biodegradable biocompatible polyacetals combines a glycol-specific oxidizing agent with a polysaccharide to form an aldehyde intermediate which is combined with a reducing agent to form the biodegradable biocompatible polyacetal. The resultant biodegradable biocompatible polyacetals can be chemically modified to incorporate additional hydrophilic moieties. A method for treating mammals includes the administration of the biodegradable biocompatible polyacetal in which biologically active compounds or diagnostic labels can be disposed.

Claims

AMENDED CLAIMS
[received by the International Bureau on 25 October 1996 (25.10.96); original claims 1 and 44 amended; new claims 66-71 added;
remaining claims unchanged (5 pages)]
1. A biodegradable biocompatible polyacetal, comprising a compound which consists essentially of a chemical structure of:
Figure imgf000003_0001
wherein R1 is a biocompatible group and includes a carbon atom covalently attached to C1, Rx includes a carbon atom covalently attached to c2, n is an
integer, and wherein R2, R3, R4 and R5 are
biocompatible groups and are each independently hydrogen or an organic moiety, and further provided that at least one of R1, R2, R3, R4 and R5 is
hydrophilic.
2. The biodegradable biocompatible polyacetal of
Claim 1 wherein the organic moiety is an alcohol.
3. The biodegradable biocompatible polyacetal of Claim 1 wherein at least one of R1, R2, R3, R4 and Rs is a methylol group.
4. The biodegradable biocompatible polyacetal of Claim 1 wherein at least one of R1, R2, R3, R4 and R5 is a drug.
5. The biodegradable biocompatible polyacetal of Claim 4 wherein said drug includes an aldehyde group.
42. The method of Claim 29 further including the step of reacting the biodegradable biocompatible polyacetal with a biologically active compound.
43. The method of Claim 29 further including the step of reacting the biodegradable biocompatible polyacetal with a diagnostic label.
44. A method for forming a biodegradable biocompatible polyacetal, comprising the step of combining a cationic initiator with a compound having a chemical structure of:
Figure imgf000005_0001
thereby forming a polymer having a chemical structure of:
Figure imgf000005_0002
wherein P1 is a protected hydrophilic group which includes a carbon atom covalently attached to C1, and wherein at least one of P2, P3, P4 and P5 is selected from the group consisting of hydrogen and protected hydrophilic groups, n is an integer, and Px includes a carbon atom covalently attached to C2.
64. A method for treating a .mammal comprising
administering to the mammal the polyacetal of Claim 1 and monitoring the polyacetal by a diagnostic procedure. 65. A method for treating a mammal comprising
administering to the mammal the polyacetal of Claim 23 and monitoring the polyacetal by a diagnostic procedure.
66. The biodegradable biocompatible polyacetal of
Claim 1 wherein at least one of R1, R2, R3, R4 and R5 includes a polypeptide.
67. The biodegradable biocompatible polyacetal of
Claim 66 wherein said polypeptide is poly-lysine.
68. The biodegradable biocompatible polyacetal of
Claim 1 wherein at least one of R1, R2, R3, R4 and R5 includes a lipid.
69. The method of Claim 29 further including the step of reacting the biodegradable biocompatible polyacetal with a polypeptide. 70. The method of Claim 69 wherein said polypeptide is poly-lysine.
71. The method of Claim 29 further including the step of reacting the biodegradable biocompatible polyacetal with a lipid.
PCT/US1996/004476 1995-04-14 1996-04-01 Biodegradable polyacetal polymers and formation and use Ceased WO1996032419A1 (en)

Priority Applications (8)

Application Number Priority Date Filing Date Title
DK96912522T DK0820473T4 (en) 1995-04-14 1996-04-01 Biodegradable polyacetal polymers and formation and use
JP53104096A JP4187265B2 (en) 1995-04-14 1996-04-01 Biodegradable polyacetal polymers and their production and use
AT96912522T ATE202573T1 (en) 1995-04-14 1996-04-01 BIODEGRADABLE POLYACETAL POLYMERS, PRODUCTION AND APPLICATION
AU55312/96A AU5531296A (en) 1995-04-14 1996-04-01 Biodegradable polyacetal polymers and formation and use
CA002215997A CA2215997C (en) 1995-04-14 1996-04-01 Biodegradable polyacetal polymers and formation and use
DE69613569T DE69613569T3 (en) 1995-04-14 1996-04-01 BIODEGRADABLE POLYACETALPOLYMERS AND EDUCATION AND USE
EP96912522A EP0820473B2 (en) 1995-04-14 1996-04-01 Biodegradable polyacetal polymers and formation and use
GR20010401553T GR3036696T3 (en) 1995-04-14 2001-09-24 Biodegradable polyacetal polymers and formation and use

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US08/421,766 US5811510A (en) 1995-04-14 1995-04-14 Biodegradable polyacetal polymers and methods for their formation and use
US08/421,766 1995-04-14

Publications (2)

Publication Number Publication Date
WO1996032419A1 WO1996032419A1 (en) 1996-10-17
WO1996032419B1 true WO1996032419B1 (en) 1996-12-12

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1996/004476 Ceased WO1996032419A1 (en) 1995-04-14 1996-04-01 Biodegradable polyacetal polymers and formation and use

Country Status (10)

Country Link
US (3) US5811510A (en)
EP (1) EP0820473B2 (en)
JP (1) JP4187265B2 (en)
AT (1) ATE202573T1 (en)
AU (1) AU5531296A (en)
CA (1) CA2215997C (en)
DE (1) DE69613569T3 (en)
DK (1) DK0820473T4 (en)
GR (1) GR3036696T3 (en)
WO (1) WO1996032419A1 (en)

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