US4371673A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Water soluble forms of retinoids
Assignee: United States Department of Health and Human Services
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Filing: 1980-07-21
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Granted: 1983-02-01
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Expires: 2000-07-21
Abstract
Abstract Two types of water soluble complexes of retinoids possessing vitamin A-like biological activity and use but of lower toxicity are disclosed: (A) Cyclodextrin complexes of retinoid-polymers and (B) Complexes of retinoids with ether type derivatives of cyclodextrins.
Inventors
- 👤 Josef Pitha
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 23:20
CPC Classifications
C; C08; C08B; C08B37/00; C08B37/0006; C08B37/0009; C08B37/0021; A; A61; A61K; A61K31/00; A61K31/045; A61K31/07; A61K47/00; A61K47/50; A61K47/69; A61K47/6949; A61K47/6951; B; B82; B82Y; B82Y5/00; C08B37/0012; C08B37/0015
Claims Analysis
Total Claims: 26
Claim 1
Independent Claim
30 words
A water soluble material comprising a cyclodextrin complex of the product formed by the reaction of a polymer and a retinoid, wherein said polymer contains polar or ionic functional groups.
Claim 2
Dependent Claim
30 words
A water soluble material comprising a cyclodextrin complex of the product formed by the reaction of a polymer and a retinoid, wherein said polymer contains polar or ionic functional groups.
Claim 3
Dependent Claim
11 words
A water soluble material comprising a cyclodextrin complex of a retinoid.
Claim 4
Dependent Claim
11 words
A water soluble material comprising a cyclodextrin complex of a retinoid.
Claim 5
Dependent Claim
38 words
A water soluble material as claimed in claim 1 or claim 2, wherein the cyclodextrin is at least one member selected from the group consisting of α-cyclodextrin, β-cyclodextrin, γ-cyclodextrin and methoxy, ethoxy and 2-hydroxyethoxy derivatives of the foregoing.
Claim 6
Dependent Claim
34 words
A water soluble material as claimed in claim 1 or claim 2, wherein the retinoid is selected from the group consisting of retinal, retinoic acid and derivatives of the foregoing which possess biological activity.
Claim 7
Dependent Claim
36 words
A water soluble material as claimed in claim 1, wherein the polymer is a member selected from the group consisting of polyamino acids, polyamino acid esters, polysaccharides, hydrophillic derivatives of polysaccharides and hydrazides of the foregoing.
Claim 8
Dependent Claim
22 words
A water soluble material as claimed in claim 5, wherein said polysaccharides are selected from the group consisting of polyamyloses and polyhexoses.
Claim 9
Dependent Claim
18 words
A water soluble material as claimed in claim 1, wherein said product is the carboxymethyldextran hydrazone of retinal.
Claim 10
Dependent Claim
17 words
A solution of the water soluble material of claim 1 or claim 2 in an aqueous medium.
Claim 11
Independent Claim
40 words
A method of preparing a water soluble material comprising reacting the terminal group of at least one retinoid with those groups of a polymer capable of reacting with said terminal groups, and forming a complex with at least one cyclodextrin.
Claim 12
Independent Claim
40 words
A method of preparing a water soluble material comprising reacting the terminal group of at least one retinoid with those groups of a polymer capable of reacting with said terminal groups, and forming a complex with at least one cyclodextrin.
Claim 13
Dependent Claim
24 words
A method as claimed in claim 9, wherein said retinoid and said polymer are reacted in the presence of said at least one cyclodextrin.
Claim 14
Dependent Claim
25 words
A method as claimed in claim 9, wherein said terminal group is an aldehyde moiety and said those groups of a polymer are hydrazide moieties.
Claim 15
Dependent Claim
25 words
A method as claimed in claim 9, wherein said terminal group is a carboxyl moiety and said those groups of a polymer are amino moieties.
Claim 16
Dependent Claim
13 words
A method as claimed in claim 9, wherein said polymer is a polysaccharide.
Claim 17
Dependent Claim
14 words
A method as claimed in claim 9, wherein said polymer is a polyamino acid.
Claim 18
Dependent Claim
31 words
A method as claimed in claim 9, wherein said retinoid is retinal or a derivative thereof which possesses biological acitivity and said polymer is carboxymethyldextran containing at least one hydrazide group.
Claim 19
Dependent Claim
28 words
A method as claimed in claim 15, wherein said carboxymethyldextran is prepared by converting dextran to carboxymethyldextran which is subsequently converted to the polyhydrazide by reacting with hydrazine.
Claim 20
Dependent Claim
24 words
A method as claimed in claim 15, wherein said retinoid is retinoic acid or a derivative thereof and said polymer is a polyamino acid.
Claim 21
Independent Claim
19 words
A method of making a water soluble material comprising complexing a retinoid and a cyclodextrin in an aqueous medium.
Claim 22
Independent Claim
19 words
A method of making a water soluble material comprising complexing a retinoid and a cyclodextrin in an aqueous medium.
Claim 23
Dependent Claim
31 words
A method as claimed in claim 18 wherein said cyclodextrin is at least one member selected from the group consisting of α-cyclodextrin, β-cyclodextrin, γ-cyclodextrin and ether type derivatives of the foregoing.
Claim 24
Dependent Claim
25 words
A method as claimed in claim 18 wherein said retinoid is selected from the group consisting of retinal, retinoic acid and derivatives of the foregoing.
Claim 25
Independent Claim
22 words
A method of preparing solutions of a retinoid-cyclodextrin complex, comprising placing a retinoid and a cyclodextrin in an aqueous medium with stirring.
Claim 26
Independent Claim
22 words
A method of preparing solutions of a retinoid-cyclodextrin complex, comprising placing a retinoid and a cyclodextrin in an aqueous medium with stirring.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1986-01-31 | 1986-08-02 | 1987-02-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-01-31 | 1990-08-02 | 1991-02-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-01-31 | 1994-08-02 | 1995-02-01 | $7700.00 | Window Closed / Lapsed |