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US 2003/0199687 A1Published application
Biocompatible materials and probes
AssigneeCarboMer, Inc.
InventorManssur Yalpani
Life of this patent
Estimating the term…
Abstract
The present invention relates to fluorinated biopolymer and polymer derivatives useful as imaging probes, diagnostic agents and contrast agents and to imaging methods employing the fluorinated biopolymers and polymers.
Claims11
A fluorinated biopolymer comprising a compound of any of the Formulas I-VIII:
- 19 20
- where
- for Formula I:
- R1 represents H, X;
- R2 represents H, X;
- R3 represents H, OH, OY, OX, NHX
- for Formula II:
- R1 represents H, X;
- R2 represents H, X;
- R3 represents H, OY, OX, NHX
- For Formula III:
- R1 represents H, X;
- R2 represents H, X;
- R3 represents H, Y, X
- for Formula IV:
- R1 represents H, X;
- R2 represents H, X;
- R3 represents CO2H, CO2X, CH2X, CH2NHX;
- R4 represents H, X;
- R5 represents H, X;
- R6 represents H, X;
- R7 represents X, COCH3, COX
- For Formula V:
- R1 represents H, X;
- R2 represents H, X;
- R3 represents CO2H, CO2X, CH2X, CH2NHX;
- R4 represents H, SO3H, X;
- R5 represents H, SO3H, X;
- R6 represents H, X;
- R7 represents COCH3, COX, X
- for Formula VI:
- R1 represents H, X;
- R2 represents H, X;
- R3 represents CO2H, CO2X, CH2X, CH2NHX;
- R4 represents H, X;
- R5 represents SO3H, X;
- R6 represents H, X;
- R7 represents COCH3, COX, X
- for Formula VII:
- R1 represents H, X;
- R2 represents H, X;
- R3 represents H, X;
- R4 represents SO3H, X;
- R5 represents SO3H, X;
- R6 represents H, X;
- R6 represents H, X;
- R7 represents COCH3, COX, X
- For Formula VIII:
- R1 represents H, X;
- R2 represents H, X;
- R3 represents CO2H, CO2X, CH2X, CH2NHX;
- R4 represents H, X;
- R5 represents H, X;
- R6 represents H, X;
- R7 represents H, X;
- R8 represents COCH3, COX, X
- wherein for all of the above Formulas I-VIII
- X represents a fluorine containing moiety, a luminescent residue, a fluorescent residue, a fluorinated luminescent residue or a fluorinated fluorescent residue and
- Y represents a saccharide branch residue comprised of mono-, di-, oligo- or polysaccharide, or a fluorinated saccharide branch residue comprised of mono-, di-, oligo- or polysaccharide.
56 more elements
A fluorinated biopolymer comprising a compound of any of Formulas IX and XII
- 21
- wherein
- for Formula IX:
- R1 represents H, X, Z;
- R2 represents H, X, Z;
- R3 represents H, X;
- R4 represents H, X, Z;
- R5 represents H, X;
- R6 represents H, X;
- R7 represents H, X, Z
- for Formula X:
- R1 represents H, X, CH2OGOCO2H, CH2OGCO2X, CH2OGCONX, CH2OGCH2NX;
- R2 represents H, X, Z;
- R3 represents H, X, CH2OGOCO2H, CH2OGCO2X, CH2OGCONX, CH2OGCH2NX;
- R4 represents H, COCH3, COX, X, CH2OGOCO2H, CH2OGCO2X, CH2OGCONX, CH2OGCH2NX
- for Formula XI:
- R1 represents H, OH, X, OX, OZ, CH2OGOCO2H, CH2OGCO2X, CH2OGCONX, CH2OGCH2NX;
- R2 represents H, OH, X, OX, OZ, CH2OGOCO2H, CH2OGCO2X, CH2OGCONX, CH2OGCH2NX;
- R3 represents CH2OH, CH2OX, CH2OZ, CH2X, CH2NHX, CO2H, CO2X, CONX, CH2OGOH, CH2OGOX, CH2OGOCO2H, CH2OGCO2X, CH2OGCONX, CH2OGCH2NX;
- R4 represents OH, Z, OX, X;
- G represents alkyl, hydroxyalkyl
- for Formula XII:
- K represents H, OH, X, OX, OZ;
- L represents H, OH, X, OX, OZ;
- W represents H, OH, X, OX, OZ;
- T represents H, OH, X, OX, OZ;
- V represents anhydrofuranosyl, anhydropyranosyl, and m, n, p, q, r and s represent an integer of 1-500 inclusive;
- wherein for all of the above Formulas IX-XII
- X represents a fluorine containing moiety, a luminescent residue, a fluorescent residue, a fluorinated luminescent residue or a fluorinated fluorescent residue;
- Y represents a saccharide branch residue comprised of mono-, di-, oligo- or polysaccharide, or a fluorinated saccharide branch residue comprised of mono-, di-, oligo- or polysaccharide.
- Z represents acyl or alkyl.
28 more elements
A fluorinated biopolymer of the Formula XIII
- 22
- where
- for Formula XIII:
- K represents H, OH, X, OX, OZ, (Y)f;
- L represents H, OH, X, OX, OZ, (Y)f;
- W represents H, (CH2)d, CO2H, CH, CX, X;
- T represents H, OH, X, OX, OZ;
- V represents (CH2)d, CH2OX, CH2OZ, CH2X, CH2NHX;
- S represents H, O, X, NHX, (Y)f;
- T represents H, O, X, NHX, (Y)f;
- R1 represents H, X and d represents 1-3 inclusive;
- f, and n represent 1-1,500 inclusive and for all of the above Formulas:
- X represents a fluorine containing moiety, a luminescent residue, a fluorescent residue, a fluorinated luminescent residue or a fluorinated fluorescent residue;
- Y represents an amino acid residue or a fluorinated amino acid residue;
- and
- Z represents acyl, alkyl.
13 more elements
A fluorinated biopolymer comprising a compound of any of Formulas XIV-XX
- 23
- Where
- for Formula XIV:
- R1 represents H, X;
- R2 represents H, Z, X.
- for Formula XV:
- R1 represents H, CH3, (CH2)mCH3, CF3, (CF2)mCF3;
- R2 represents H, CH3, (CH2)mCH3, CF3, (CF2)mCF3;
- R3 represents H, CH3, (CH2)mCH3, CF3, (CF2)mCF3;
- R4 represents H, CH3, (CH2)mCH3, CF3, (CF2)mCF3;
- R5 represents H, CH3, (CH2)mCH3, CF3, (CF2)mCF3, CH2X, CH2NHX;
- R6 represents H, CH3, (CH2)mCH3, CF3, (CF2)mCF3, CH2X, CH2NHX;
- m represents 1-10 inclusive;
- n represents 1-3,000 inclusive;
- for Formula XVI:
- R1 represents OH, X, OX, OZ;
- R2 represents OH, X, OX, OZ;
- m and n represent 1-15,000;
- for Formula XVI:
- R1 represents O, CH2X, CH2NHX, OZ;
- R2 represents CH3, (CH2)mCH3;
- R3 represents CH3, (CH2)mCH3, CF3, (CF2)mCF3;
- R4 represents (CH2)n;
- R5 represents (CH2)q;
- R6 represents H, OH, OX, X;
- R7 represents H, OH, OX, X;
- m and n represent 1-30 inclusive;
- p and q represent 0-3,000;
- for Formula XVII:
- R1 represents O, OX, CF3, (CF2)mCF3;
- R2 represents CH3, (CH2)nCH3, CF3, (CF2)nCF3;
- R3 represents CH3, (CH2)nCH3, CF3, (CF2)nCF3;
- R4 represents (CH2)m;
- R5 represents (CH2)q;
- R6 represents OH, OX, X;
- R7 represents H, X;
- m represents 1 or 2;
- n represents 1-10 inclusive;
- p and q represent 1-3,000 inclusive;
- For Formula XVIII:
- R1 represents H, CH3, (CH2)mCH3, CF3, (CF2)mCF3;
- R2 represents H, OH, OX, X;
- R3 represents H, OH, OX, X;
- m represents 1-30 inclusive;
- n represents 1-3,000 inclusive;
- for Formula XIX:
- R1 represents CH2, CH2CH2, CF2, CF2CF2;
- R2 represents CH2, CF2;
- R3 represents OH, OX, OZ;
- R4 represents H, X, Z;
- where Z represents Y[(OCH2CH2)m]q;
- Y represents a multidentate core, m and n represent 1-80,000 inclusive;
- and q represents 1-10 inclusive;
- for Formula XX:
- R1 represents H, X;
- R2 represents H, X, (CH2CH2N)m, (CH2CH2NX)m;
- R3 represents H, X, (CH2CH2N)m, (CH2CH2NX)m;
- R4 represents H, X, (CH2CH2N)mCH2CH2NH2, (CH2CH2N)mCH2CH2NHX;
- m represents 1-3,000 inclusive;
- n represents 5-80,000;
- wherein for all of the above Formulas
- X represents a fluorine containing moiety, a luminescent residue, a fluorescent residue, a fluorinated luminescent residue or a fluorinated fluorescent residue;
- and
- Z represents acyl or alkyl.
61 more elements
A fluorinated biopolymer comprising a polymeric compound selected from the group consisting of:
- a. 3-[2-(perfluorohexyl)-2-ethoxy]-2-hydroxypropyl γ-polyglutamic acid of the formula:
- 24
- m=1-70,000
- n=70,000-1
- wherein [m+n 1]q q=5-70,000;
- b. 3-[2-(perfluorohexyl)-2-ethoxy]-2-hydroxypropyl hyaluronate of the formula
- 25
- R=H, CF3(CF2)6O(CH2)2OCH2CH(OH)CH2
- n=1-4,000
- c. 3-[2-(perfluorohexyl)-2-ethoxy]-2-hydroxypropyl maltodextrin of the formula
- 26
- R=H, CF3(CF2)6O(CH2)2OCH2CH(OH)CH2
- n=5-1,000
- d. perfluorophenylhydrazone carboxymethylcellulose of the formula
- 27
- R=H, CH2CO2H, CH2C═NNHC6F5
- n=20-10,000
- e. di-α,ω-(heptafluorobutyryl) polyethylene glycol of the formula
- CH2F(CF2)3[OCH2CH2]nO(CF2)3CH2F
- n=1-50,000
- f. perfluoroaniline hyaluronate of the formula
- 28
- n=1-4,000
- g. perfluorohexanoate hyaluronate of the formula
- 29
- n=1-8,000
- h. trifluoroacetate hydroxypropyl cellulose of the formula
- 30
- R═H, OCOCF3, CH2CH(OCOCF3)CH3
- n=3-10,000
- i. 3-(perfluoro-n-octyl)-2-hydroxypropyl hyaluronic acid of the formula
- 31
- R=H, CF3(CF2)7CH2CH(OH)CH2—
- n=1-4,000
- and salts thereof;
- j. perfluoro-2,5,8,11-tetramethyl-3,6,9,12-tetraoxopentadecanoate hyaluronic acid of the formula
- 32
- R=H, COCF(CF3)[OCF2CF(CF3)]3O(CF2)2CF3
- n=1-8,000
- and salts thereof;
- k. 4,4,4-trifluoro-3-hydroxy-3-(trifluoromethyl)butanoate hydroxypropyl cellulose of the formula
- 33
- R=H, OCOCH(OH)(CF3)2, CH2CH[OCOCH(OH)(CF3)2]CH3
- n=3-10,000
- l. 4,4,4-trifluoro-3-hydroxy-3-(trifluoromethyl)butanoate dextran of the formula
- 34
- R=H, O[COCH(OH)(CF3)2]CH3
- n=2-25,000
- m. trifluoroacetate collagen of the formula
- 35
- R=H, COCF3;
- R1=H, OH, OCOCF3;
- R2=H, CH3;
- R3=OH, OCOCF3, NHR1
- m=0.1-0.2 n=0.25-0.4 p=0.1-0.2
- wherein m+n+p=1
- n. trifluoroacetate poly(vinyl alcohol) of the formula
- 36
- m=20-10,000
- o. heptafluorobutyryl polyethylene imine of the formula
- 37
- m=0-0.3 n=0.1-1.0 p=0-0.3 v=0-0.3
- m+n+p+v=1
- p. superparamagnetic iron oxide hyaluronate particles;
- and
- q. paramagnetic gadolinium hyaluronate beads.
63 more elements
Dependencies are inferred from the claim text.