US4120954A
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2,2',2"-[S-Phenenyltris(carbonylimino) ]tris-2-deoxy-D-glucopyranose and salts thereof
Assignee: Wyeth Holdings LLC
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Filing: 1977-04-04
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Granted: 1978-10-17
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Expires: 1997-04-04
Abstract
Abstract 2,2',2"-[s-Phenenyltris(carbonylimino)]tris-2-deoxy-D-glucopyranose and salts thereof, useful as complement inhibitors.
Inventors
- 👤 Joseph Peter Joseph
- 👤 Seymour Bernstein
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 05:04
CPC Classifications
C; C07; C07H; C07H13/00; C07H13/02; C07H13/08; C07H13/12
Claims Analysis
Total Claims: 25
Claim 1
Independent Claim
36 words
A compound of the formula: ##STR2## wherein R is selected from the group consisting of hydrogen, acetyl, --SO 3 Na, --SO 3 H.N(CH 2 CH 3 ) 3 and --SO 3 H.N(CH 3 ) 3 .
Claim 2
Dependent Claim
36 words
A compound of the formula: ##STR2## wherein R is selected from the group consisting of hydrogen, acetyl, --SO 3 Na, --SO 3 H.N(CH 2 CH 3 ) 3 and --SO 3 H.N(CH 3 ) 3 .
Claim 3
Dependent Claim
18 words
A compound according to claim 1, wherein R is selected from the group consisting of hydrogen and acetyl.
Claim 4
Dependent Claim
26 words
A compound according to claim 1, wherein R is selected from the group consisting of --SO 3 Na and --SO 3 H.N(CH 3 ) 3 .
Claim 5
Dependent Claim
7 words
The compound according to claim 2, 2,2',2"-[s-phenenyltris(carbonylimino)]tris-2-deoxy-D-glucopyanose.
Claim 6
Dependent Claim
8 words
The compound according to claim 2, 2,2',2"-[s-phenenyltris(carbonylimino)]tris-2-deoxy-D-glucopyranose dodecaacetate.
Claim 7
Dependent Claim
11 words
The compound according to claim 3, 2,2',2"-[s-phenenyltris(carbonylimino)]tris-2-deoxy-D-glucopyranose dodecakis (H-sulfate) dodecasodium salt.
Claim 8
Dependent Claim
12 words
The compound according to claim 3, 2,2',2"-[s-phenenyltris(carbonylimino)]tris-2-deoxy-D-glucopyranose dodecakis (H-sulfate) dodecasalt with trimethylamine.
Claim 9
Independent Claim
62 words
A method of inhibiting the complement system in body fluid which compresses subjecting said body fluid to the action of an effective complement inhibiting amount of a compound of the formula: ##STR3## wherein R is selected from the group consisting of hydrogen, acetyl, --SO 3 Na, --SO 3 H.N(CH 2 CH 3 ) 3 and --SO 3 H.N(CH 3 ) 3 .
Claim 10
Independent Claim
62 words
A method of inhibiting the complement system in body fluid which compresses subjecting said body fluid to the action of an effective complement inhibiting amount of a compound of the formula: ##STR3## wherein R is selected from the group consisting of hydrogen, acetyl, --SO 3 Na, --SO 3 H.N(CH 2 CH 3 ) 3 and --SO 3 H.N(CH 3 ) 3 .
Claim 11
Dependent Claim
11 words
The method according to claim 8, wherein said compound is 2,2',2"-[s-phenenyltris(carbonylimino)]tris-2-deoxy-D-glucopyranose.
Claim 12
Dependent Claim
12 words
The method according to claim 8, wherein said compound is 2,2',2"-[s-phenenyltris(carbonylimino)]tris-2-deoxy-D-glucopyranose dodecaacetate.
Claim 13
Dependent Claim
15 words
The method according to claim 8, wherein said compound is 2,2',2"-[s-phenenyltris(carbonylimino)]tris-2-deoxy-D-glucopyranose dodecakis (H-sulfate) dodecasodium salt.
Claim 14
Dependent Claim
16 words
The method according to claim 8, wherein said compound is 2,2',2"-[s-phenenyltris(carbonylimino)]tris-2-deoxy-D-glucopyranose dodecakis (H-sulfate) dodedcasalt with trimethylamine.
Claim 15
Dependent Claim
13 words
The method according to claim 8, wherein said body fluid is blood serum.
Claim 16
Independent Claim
60 words
A method of inhibiting the complement system in a warm-blooded animal which compresses internally administering to said animal an effective complement inhibiting amount of a compound of the formula: ##STR4## wherein R is selected from the group consisting of hydrogen, acetyl, --SO 3 Na, --SO 3 H.N(CH 2 CH 3 ) 3 and --SO 3 H.N(CH 3 ) 3 .
Claim 17
Independent Claim
60 words
A method of inhibiting the complement system in a warm-blooded animal which compresses internally administering to said animal an effective complement inhibiting amount of a compound of the formula: ##STR4## wherein R is selected from the group consisting of hydrogen, acetyl, --SO 3 Na, --SO 3 H.N(CH 2 CH 3 ) 3 and --SO 3 H.N(CH 3 ) 3 .
Claim 18
Dependent Claim
11 words
The method according to claim 14, wherein said compound is 2,2',2"-[s-phenenyltris(carbonylimino)]tris-2-deoxy-D-glucopyranose.
Claim 19
Dependent Claim
12 words
The method according to claim 14, wherein said compound is 2,2',2"-[s-phenenyltris(carbonylimino)]tris-2-deoxy-D-glucopyranose dodecaacetate.
Claim 20
Dependent Claim
15 words
The method according to claim 14, wherein said compound is 2,2',2"-[s-phenenyltris(carbonylimino)]tris-2-deoxy-D-glucopyranose dodecakis (H-sulfate) dodecasodium salt.
Claim 21
Dependent Claim
16 words
The method according to claim 14, wherein said compound is 2,2',2"-[s-phenenyltris(carbonylimino)]tris-2-deoxy-D-glucopyranose dodecakis (H-sulfate) dodecasalt with trimethylamine.
Claim 22
Dependent Claim
12 words
The method according to claim 14, wherein said compound is administered intra-articularly.
Claim 23
Independent Claim
105 words
A method for preparing a compound of the formula: ##STR5## wherein R is selected from the group consisting of hydrogen, acetyl, --SO 3 Na, --SO 3 H.N(CH 2 CH 3 ) 3 and --SO 3 H.N(CH 3 ) 3 ; which comprises reacting 2-amino-2-deoxy-D-glucopyranose tetracetate with 1,3,5-benzenetricarboxylic acid chloride in a suitable organic solvent and collecting the 2,2',2"-[s-phenenyltris(carbonylimino)]tris-2-deoxy-D-glucopyranose; treating said D-glucose with trimethylamine sulfur trioxide in dimethylformamide at from about 60° to about 70° C for several hours and recovering the 2,2',2"-[s-phenenyltris(carbonylimino)]tris-2-deoxy-D-glucopyranose dodecakis (H-sulfate) dodecasalt with trimethylamine; and treating said dodecasalt with sodium acetate and extracting with ethanol to obtain 2,2',2"-[s-phenenyltris(carbonylimino)]tris-2-deoxy-D-glucopyranose dodecakis (H-sulfate) dodecasodium salt.
Claim 24
Independent Claim
105 words
A method for preparing a compound of the formula: ##STR5## wherein R is selected from the group consisting of hydrogen, acetyl, --SO 3 Na, --SO 3 H.N(CH 2 CH 3 ) 3 and --SO 3 H.N(CH 3 ) 3 ; which comprises reacting 2-amino-2-deoxy-D-glucopyranose tetracetate with 1,3,5-benzenetricarboxylic acid chloride in a suitable organic solvent and collecting the 2,2',2"-[s-phenenyltris(carbonylimino)]tris-2-deoxy-D-glucopyranose; treating said D-glucose with trimethylamine sulfur trioxide in dimethylformamide at from about 60° to about 70° C for several hours and recovering the 2,2',2"-[s-phenenyltris(carbonylimino)]tris-2-deoxy-D-glucopyranose dodecakis (H-sulfate) dodecasalt with trimethylamine; and treating said dodecasalt with sodium acetate and extracting with ethanol to obtain 2,2',2"-[s-phenenyltris(carbonylimino)]tris-2-deoxy-D-glucopyranose dodecakis (H-sulfate) dodecasodium salt.
Claim 25
Dependent Claim
13 words
The method according to claim 20, wherein said suitable organic solvent is acetonitrile.
References Cited (Backward Citations)
US3118875A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-10-16 | 1982-04-17 | 1982-10-17 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-10-16 | 1986-04-17 | 1986-10-17 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-10-16 | 1990-04-17 | 1990-10-17 | $7700.00 | Window Closed / Lapsed |