US4056672A
Expired / Lapsed
US
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Polymer prepared by cyanhydrin method
Assignee: Astra Lakemedel AB
•
Filing: 1975-05-09
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Granted: 1977-11-01
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Expires: 1995-05-09
Abstract
Abstract The present invention relates to a process for preparing a polymer which is suitable for being administered parenterally from a saccharide, a polyhydric alcohol and a polymerization agent and to the polymer prepared therefrom. The invention relates also to an iron preparation suitable for parenteral -- intramuscular and intravenous -- injection, to a process for the preparation of the iron preparation, and to the use of the injectable iron preparations in human and veterinary medicine.
Inventors
- 👤 Alf-Goran Dahlberg
- 👤 Karl Gustav Hogberg
- 👤 Sven Lindvall
- 👤 Thore Oskar Verner Rydh
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 10:43
CPC Classifications
C; C08; C08B; C08B37/00; A; A61; A61K; A61K33/00; A61K33/24; A61K33/26
Claims Analysis
Total Claims: 41
Claim 1
Independent Claim
36 words
A process for preparing a polymer which is suitable for being administered parenterally which comprises: A. reacting in an aqueous solution at a temperature between about 20° C and the boiling point of the reaction mixture
Claim 2
Dependent Claim
36 words
A process for preparing a polymer which is suitable for being administered parenterally which comprises: A. reacting in an aqueous solution at a temperature between about 20° C and the boiling point of the reaction mixture
Claim 3
Dependent Claim
138 words
about 0.1 to 1.0 moles of a saccharide (per mole of component (3) below) which is selected from the group consisting of a. sucrose, b. trehalose, and c. raffinose; 2. about 0.05 to 5 moles of a polymerization agent (per mole of component (3) below) of the formula ##STR13## wherein n is an integer selected from the group consisting of 0, 1, 2, 3 and 4; X is selected from the group consisting of Cl, Br and I; R 1 is selected from the group consisting of OH, Cl, Br and I; and R 2 is selected from the group consisting of H and CH 2 X with the proviso that R 2 is CH 2 X only when R 1 is OH, wherein X has the meaning specified above; the epoxides or the diepoxides derivable therefrom; and
Claim 4
Dependent Claim
138 words
about 0.1 to 1.0 moles of a saccharide (per mole of component (3) below) which is selected from the group consisting of a. sucrose, b. trehalose, and c. raffinose; 2. about 0.05 to 5 moles of a polymerization agent (per mole of component (3) below) of the formula ##STR13## wherein n is an integer selected from the group consisting of 0, 1, 2, 3 and 4; X is selected from the group consisting of Cl, Br and I; R 1 is selected from the group consisting of OH, Cl, Br and I; and R 2 is selected from the group consisting of H and CH 2 X with the proviso that R 2 is CH 2 X only when R 1 is OH, wherein X has the meaning specified above; the epoxides or the diepoxides derivable therefrom; and
Claim 5
Dependent Claim
110 words
a hexitol selected from the group consisting of sorbitol, hydroxypropyl sorbitol, mannitol, talitol, iditol, galactitol, and allitol to form a first intermediate of the formula ##STR14## B. reacting said first intermediate product with a cyanide selected from the group consisting of KCN, NaCN, Ca(CN) 2 , HCN, and NH 4 CN in an amount at least equimolar with the amount of carbonyl groups on the first intermediate product to form a second intermediate product of the formula ##STR15## C. acidifying said second intermediate product to form a third intermediate product of the formula ##STR16## D. hydrolyzing said third intermediate product to form a water swellable polymer of the formula ##STR17##
Claim 6
Dependent Claim
110 words
a hexitol selected from the group consisting of sorbitol, hydroxypropyl sorbitol, mannitol, talitol, iditol, galactitol, and allitol to form a first intermediate of the formula ##STR14## B. reacting said first intermediate product with a cyanide selected from the group consisting of KCN, NaCN, Ca(CN) 2 , HCN, and NH 4 CN in an amount at least equimolar with the amount of carbonyl groups on the first intermediate product to form a second intermediate product of the formula ##STR15## C. acidifying said second intermediate product to form a third intermediate product of the formula ##STR16## D. hydrolyzing said third intermediate product to form a water swellable polymer of the formula ##STR17##
Claim 7
Dependent Claim
63 words
A polymer suitable for being administered parenterally which has been prepared by A. reacting in an aqueous solution at a temperature between about 20° C and the boiling point of the reaction mixture 1. about 0.1 to 1.0 moles of a saccharide (per mole of component (3) below) which is selected from the group consisting of a. sucrose, b. trehalose, and c. raffinose;
Claim 8
Dependent Claim
63 words
A polymer suitable for being administered parenterally which has been prepared by A. reacting in an aqueous solution at a temperature between about 20° C and the boiling point of the reaction mixture 1. about 0.1 to 1.0 moles of a saccharide (per mole of component (3) below) which is selected from the group consisting of a. sucrose, b. trehalose, and c. raffinose;
Claim 9
Dependent Claim
109 words
about 0.05 to 5 moles of a polymerization agent (per mole of component (3) below) of the formula ##STR18## wherein n is an integer selected from the group consisting of 0, 1, 2, 3 and 4; X is selected from the group consisting of Cl, Br and I; R 1 is selected from the group consisting of OH, Cl, Br and I; and R 2 is selected from the group consisting of H and CH 2 X with the proviso that R 2 is CH 2 X only when R 1 is OH, wherein X has the meaning specified above; the epoxides or the diepoxides derivable therefrom; and 3.
Claim 10
Dependent Claim
109 words
about 0.05 to 5 moles of a polymerization agent (per mole of component (3) below) of the formula ##STR18## wherein n is an integer selected from the group consisting of 0, 1, 2, 3 and 4; X is selected from the group consisting of Cl, Br and I; R 1 is selected from the group consisting of OH, Cl, Br and I; and R 2 is selected from the group consisting of H and CH 2 X with the proviso that R 2 is CH 2 X only when R 1 is OH, wherein X has the meaning specified above; the epoxides or the diepoxides derivable therefrom; and 3.
Claim 11
Dependent Claim
110 words
a hexitol selected from the group consisting of sorbitol, hydroxypropyl sorbitol, mannitol, talitol, iditol, galactitol, and allitol to from a first intermediate of the formula ##STR19## B. reacting said first intermediate product with a cyanide selected from the group consisting of KCN, NaCN, Ca(CN) 2 , HCN, and NH 4 CN in an amount at least equimolar with the amount of carbonyl groups on the first intermediate product to form a second intermediate product of the formula ##STR20## C. acidifying said second intermediate product to from a third intermediate product of the formula ##STR21## D. hydrolyzing said thrid intermediate product to form a water swellable polymer of the formula ##STR22##
Claim 12
Dependent Claim
110 words
a hexitol selected from the group consisting of sorbitol, hydroxypropyl sorbitol, mannitol, talitol, iditol, galactitol, and allitol to from a first intermediate of the formula ##STR19## B. reacting said first intermediate product with a cyanide selected from the group consisting of KCN, NaCN, Ca(CN) 2 , HCN, and NH 4 CN in an amount at least equimolar with the amount of carbonyl groups on the first intermediate product to form a second intermediate product of the formula ##STR20## C. acidifying said second intermediate product to from a third intermediate product of the formula ##STR21## D. hydrolyzing said thrid intermediate product to form a water swellable polymer of the formula ##STR22##
Claim 13
Dependent Claim
48 words
The polymer according to claim 2 wherein the polymerization agent is selected from the group consisting of ##STR23## wherein n is an integer selected from the group consisting of 0, 1, 2, 3 and 4, and X is selected from the group consisting of Cl, Br and I.
Claim 14
Dependent Claim
19 words
The polymer according to claim 3 wherein the polymerization agent is a structure (VIII) compound wherein X is Cl.
Claim 15
Dependent Claim
11 words
The polymer according to claim 2 wherein the hexitol is sorbitol.
Claim 16
Dependent Claim
176 words
A process for preparing a composition for treatment of iron deficiency by parenteral administration which comprises A. reacting in an aqueous solution at a temperature between about 20° C and the boiling point of the reaction mixture 1. about 0.1 to 1.0 moles of a saccharide (per mole of component (3) below) which is selected from the group consisting of a. sucrose, b. trehalose, and c. raffinose; 2. about 0.05 to 5 moles of a polymerization agent (per mole of component (3) below) of the formula ##STR24## wherein n is an integer selected from the group consisting of 0, 1, 2, 3 and 4; X is selected from the group consisting of Cl, Br and I; R 1 is selected from the group consisting of OH, Cl, Br and I; and R 2 is selected from the group consisting of H and CH 2 X with the proviso that R 2 is CH 2 X only when R 1 is OH, wherein X has the meaning specified above; the epoxides or the diepoxides derivable therefrom; and
Claim 17
Dependent Claim
176 words
A process for preparing a composition for treatment of iron deficiency by parenteral administration which comprises A. reacting in an aqueous solution at a temperature between about 20° C and the boiling point of the reaction mixture 1. about 0.1 to 1.0 moles of a saccharide (per mole of component (3) below) which is selected from the group consisting of a. sucrose, b. trehalose, and c. raffinose; 2. about 0.05 to 5 moles of a polymerization agent (per mole of component (3) below) of the formula ##STR24## wherein n is an integer selected from the group consisting of 0, 1, 2, 3 and 4; X is selected from the group consisting of Cl, Br and I; R 1 is selected from the group consisting of OH, Cl, Br and I; and R 2 is selected from the group consisting of H and CH 2 X with the proviso that R 2 is CH 2 X only when R 1 is OH, wherein X has the meaning specified above; the epoxides or the diepoxides derivable therefrom; and
Claim 18
Dependent Claim
133 words
a hexitol selected from the group consisting of sorbitol, hydroxypropyl sorbitol, mannitol, talitol, iditol, galactitol, and allitol to form a first intermediate of the formula ##STR25## B. reacting said first intermediate product with a cyanide selected from the group consisting of KCN, NaCN, Ca(CN) 2 , HCN, and NH 4 CN in an amount at least equimolar with the amount of carbonyl groups on the first intermediate product to form a second intermediate product of the formula ##STR26## C. acidifying said second intermediate product to form a third intermediate product of the formula ##STR27## C. hydrolyzing said third intermediate product to form a water swellable polymer of the formula ##STR28## E. reacting said water swellable polymer with a ferric compound in solution under alkaline conditions to form a polymer complex of ferric iron.
Claim 19
Dependent Claim
133 words
a hexitol selected from the group consisting of sorbitol, hydroxypropyl sorbitol, mannitol, talitol, iditol, galactitol, and allitol to form a first intermediate of the formula ##STR25## B. reacting said first intermediate product with a cyanide selected from the group consisting of KCN, NaCN, Ca(CN) 2 , HCN, and NH 4 CN in an amount at least equimolar with the amount of carbonyl groups on the first intermediate product to form a second intermediate product of the formula ##STR26## C. acidifying said second intermediate product to form a third intermediate product of the formula ##STR27## C. hydrolyzing said third intermediate product to form a water swellable polymer of the formula ##STR28## E. reacting said water swellable polymer with a ferric compound in solution under alkaline conditions to form a polymer complex of ferric iron.
Claim 20
Dependent Claim
12 words
The process according to claim 1 in which the hexitol is sorbitol.
Claim 21
Dependent Claim
19 words
The process according to claim 1 in which the polymerization agent is selected from the group consisting of: ##STR29##
Claim 22
Dependent Claim
38 words
wherein n is an integer selected from the group consisting of: 1. 0, 2. 1, 3. 2, 4. 3, and 5. 4; and X is selected from the group consisting of: 1. Cl, 2. Br and 3. I.
Claim 23
Dependent Claim
38 words
wherein n is an integer selected from the group consisting of: 1. 0, 2. 1, 3. 2, 4. 3, and 5. 4; and X is selected from the group consisting of: 1. Cl, 2. Br and 3. I.
Claim 24
Dependent Claim
20 words
The process according to claim 8 in which the polymerization agent is a structure (VIII) compound wherein X is Cl.
Claim 25
Dependent Claim
21 words
The process according to claim 6 in which the first intermediate product is acidified prior to the reaction with a cyanide.
Claim 26
Dependent Claim
17 words
The process according to claim 6 in which the acidifying step and hydrolyzing step occur substantially simultaneously.
Claim 27
Dependent Claim
25 words
The process according to claim 6 in which the reaction with the ferric compound is performed at a temperature of about 0° to 100° C.
Claim 28
Dependent Claim
25 words
A process according to claim 6 wherein the reaction between the ferric compound and the polymer is carried out at a pH of about 10-14.
Claim 29
Dependent Claim
29 words
A process according to claim 6 wherein the ferric iron complex formed is precipitated at least once with ethanol whereafter the precipitated iron complex is separated from the mixture.
Claim 30
Dependent Claim
28 words
A process according to claim 6 wherein a solution of lactic acid is added to the swellable polymer before the reaction of the polymer with the ferric compound.
Claim 31
Dependent Claim
37 words
A process according to claim 15 wherein the ferric compound and alkali are in aqueous solutions and said solutions of ferric compound and alkali are added separately to an aqueous solution of the polymer and lactic acid.
Claim 32
Dependent Claim
25 words
A process according to claim 6 wherein the alkali in aqueous solution is added to an aqueous solution containing the polymer and the ferric compound.
Claim 33
Dependent Claim
22 words
A process according to claim 6 wherein further polymer in alkaline solution is added at each dissolution of the ferric iron complex.
Claim 34
Dependent Claim
21 words
The process according to claim 6 wherein trehalose is the saccharide, sorbitol is the hexitol, and epichlorohydrin is the polymerization agent.
Claim 35
Dependent Claim
21 words
The process according to claim 6 wherein raffinose is the saccharide, sorbitol is the hexitol, and epichlorohydrin is the polymerization agent.
Claim 36
Dependent Claim
21 words
The process according to claim 6 wherein sucrose is the saccharride, mannitol is the hexitol, and epichlorohydrin is the polymerization agent.
Claim 37
Dependent Claim
21 words
The process according to claim 6 wherein sucrose is the saccharide, galactitol is the hexitol, and epichlorohydrin is the polymerization agent.
Claim 38
Dependent Claim
21 words
The process according to claim 6 wherein sucrose is the saccharide, hydroxypropylsorbitol is the hexitol, and epichlorohydrin is the polymerization agent.
Claim 39
Dependent Claim
22 words
The process process according to claim 6 wherein sucrose is the saccharide, sorbitol is the hexitol, and epichlorohydrin is the polymerization agent.
Claim 40
Dependent Claim
48 words
The process according to claim 6 wherein the polymerization agent is selected from the group consisting of ##STR30## wherein n is an integer selected from the group consisting of 0, 1, 2, 3 and 4, and X is selected from the group consisting of Cl, Br and I.
Claim 41
Dependent Claim
19 words
The process according to claim 25, wherein the polymerization agent is a structure (VIII) compound wherein X is Cl.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-10-31 | 1981-05-02 | 1981-11-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-10-31 | 1985-05-02 | 1985-11-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-10-31 | 1989-05-02 | 1989-11-01 | $7700.00 | Window Closed / Lapsed |