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US 2004/0063647 A1Published application
Novel amphipathic aldehydes and their use as adjuvants and immunoeffectors
AssigneeCorixa Corporation
InventorDavid A. Johnson
Life of this patent
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Abstract
This invention relates to novel aldehyde containing compounds and their uses as adjuvants and immunoeffectors.
Claims47
A compound, having the formula:
- 35
- wherein, R is hydrogen or —C(O)H;
- R1 is a member selected from the group consisting of hydrogen, a substituted C1-20 alkyl group, an unsubstituted C1-20 alkyl group, a saccharyl group, and a group represented by the formula —(O)—[C(R3)(R4)]n—COOH,
- wherein each R3 and R4 independently is a member selected from the group consisting of hydrogen and a substituted C1-10 alkyl group, an unsubstituted C1-10 alkyl group;
- and n is a number from 1 to 5;
- R2 is a member selected from the group consisting of hydrogen, a substituted C1-20 alkyl group, an unsubstituted C1-20 alkyl group, and a group represented by the formula —(CH2)mCH(OH)(CH2)pOR5,
- wherein m and p are independently 1 or 2, and R5 is a substituted C2-20 alkyl group, or an unsubstituted C2-20 alkyl group, or a group represented by the formula
- 36
- wherein j is 1-5, and R6 and R7 are independently selected from the group consisting of hydrogen, a substituted C1-20 alkyl group, and an unsubstituted C1-20 alkyl group;
- or a pharmacologically acceptable salt thereof.
7 more elements
A method for preparing an adjuvant or immunoeffector, said method comprising:
- contacting a first compound with the formula:
- 38
- wherein R2 and R8 are independently selected from the group consisting of hydrogen, a substituted C1-20 alkyl group, an unsubstituted C1-20 alkyl group, and a group having the formula —(CH2)mCH(OH)(CH2)pOR5
- wherein m and p are independently 1 or 2, and R5 is a substituted C2-20 acyl group, an unsubstituted C2-20 acyl group, or a group having the formula:
- 39
- wherein j is an integer from 1 to 5, and R6 and R7 are independently selected from the group consisting of hydrogen, a substituted C1-20 alkyl group, and an unsubstituted C1-20 alkyl group,
- with a second compound selected from the group comprising of:
- MXn, wherein M is selected from the group consisting of Al3+, As3+, B3+, Fe2+, Fe3+, Ga3+, Mg2+, Sb3+, Sb5+, Sn2+, Sn4+, Ti2+, Ti3+, Ti4+, and Zn2+, wherein n is an integer from 2 to 5, MgX2-OEt2, BX3.SMe2, Et2AlCl, EtAlCl2, monoalkyl boronhalides, dialkyl boronhalides, and monoaryl boronhalides, diaryl boronhalides, wherein X is selected from the group consisting of:
- Cl, I, F, and Br,
- under conditions sufficient to form a third compound or a pharmacologically acceptable salt thereof with the formula of:
- 40
8 more elements
Dependencies are inferred from the claim text.