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US 2023/0132265 A1Published application
Compounds for the prevention and treatment of diseases and the use thereof
AssigneeGalectin Sciences, LLC
InventorsEliezer Zomer, Peter G. Traber, Raphael Nir, Sharon Shechter, Joseph M. Johnson, Ryan George
Life of this patent
Estimating the term…
Abstract
Aspects of the invention relate to novel synthetic compounds having binding affinity with galectin proteins.
Claims20
A compound of formula 1 or a pharmaceutically acceptable salt or solvate thereof:
- wherein A is independently selected from the group consisting of NRa, CRb, PRc, and amino acid,
- wherein M is independently selected from the group consisting of NRa, CRb, PRc, ORd, SRe amino acid, and hydrophobic hydrocarbons derivatives including heterocyclic substitutions of 3 or more atoms,
- wherein Ra is selected from the group consisting of H, H2, CH3, COOH, NH2, COMe, halogen and combinations thereof,
- wherein Rb is selected from the group consisting of H, H2, O, OH, CH3, COOH, NH2, COMe, halogen and combinations thereof,
- wherein Rc is selected from the group consisting of O2, PO2, OH, halogen and combinations thereof,
- wherein Rd is selected from the group consisting of H, CH3, and combinations thereof,
- wherein Re is selected from the group consisting of OH, O2, S, halogen and combinations thereof,
- wherein B is OH, NH2, NHAc, or NH-alkyl, wherein the alkyl group comprises 1 to 18 Carbons,
- wherein W is selected from the group consisting of O, S, CH2, NH, and Se,
- wherein Y is selected from the group consisting of O, S, NH, CH2, Se, S, P, amino acid, and hydrophobic linear and cyclic hydrophobic hydrocarbons derivatives including heterocyclic substitutions of molecular weight of about 50-200 D and combinations thereof,
- wherein R1, R2, and R3 are independently selected from the group consisting of H, O2, CO, NH2, SO2, SO, PO2, PO, CH3, linear hydrocarbon, and cyclic hydrocarbon, and
- wherein the hydrocarbon is one of a) an alkyl group of at least 3 carbons, an alkenyl group of at least 3 carbons, an alkyl group of at least 3 carbons substituted with a carboxy group, an alkenyl group of at least 3 carbons substituted with a carboxy group, an alkyl group of at least 3 carbons substituted with an amino group, an alkenyl group of at least 3 carbons substituted with an amino group, an alkyl group of at least 3 carbons substituted with both an amino and a carboxy group, an alkenyl group of at least 3 carbons substituted with both an amino and a carboxy group, and an alkyl group substituted with one or more halogens, b) a phenyl group substituted with at least one carboxy group, a phenyl group substituted with at least one halogen, a phenyl group substituted with at least one alkoxy group, a phenyl group substituted with at least one nitro group, a phenyl group substituted with at least one sulfo group, a phenyl group substituted with at least one amino group, a phenyl group substituted with at least one alkylamino group, a phenyl group substituted with at least one dialkylamino group, a phenyl group substituted with at least one hydroxy group, a phenyl group substituted with at least one carbonyl group and a phenyl group substituted with at least one substituted carbonyl group, c) a naphthyl group, a naphthyl group substituted with at least one carboxy group, a naphthyl group substituted with at least one halogen, a naphthyl group substituted with at least one alkoxy group, a naphthyl group substituted with at least one nitro group, a naphthyl group substituted with at least one sulfo group, a naphthyl group substituted With at least one amino group, a naphthyl group substituted with at least one alkylamino group, a naphthyl group substituted with at least one dialkylamino group, a naphthyl group substituted with at least one hydroxy group, a naphthyl group substituted with at least one carbonyl group and a naphthyl group substituted with at least one substituted carbonyl group, d) a heteroaryl group, a heteroaryl group substituted with at least one carboxy group, a heteroaryl group substituted with at least one halogen, a heteroaryl group substituted with at least one alkoxy group, a heteroaryl group substituted with at least one nitro group, a heteroaryl group substituted with at least one sulfo group, a heteroaryl group substituted with at least one amino group, a heteroaryl group substituted with at least one alkylamino group, a heteroaryl group substituted with at least one dialkylamino group, a heteroaryl group substituted with at least one hydroxy group, a heteroaryl group substituted with at least one carbonyl group and a heteroaryl group substituted with at least one substituted carbonyl group, and e) a saccharide, a substituted saccharide, D-galactose, Deoxygalactose, substituted D-Galctose, C3-[1,2,3]-triaZol-1-yl-substituted D-galactose, hydrogen, an alkyl group, an alkenyl group, an aryl group, a heteroaryl group, and a heterocycle and derivatives, an amino group, a substituted amino group, an imino group, or a substituted imino group.
9 more elements
A compound or a pharmaceutically acceptable salt or solvate thereof having
- wherein A-M is representing a spacer of at least 2 atoms comprising an amide —N(—Ra)—C(═O)—, sulfonamide —N(—H)—S(═O2)-, a methylether —C(—H2)-O-methylester —C(═O)—O—, carbosulfon —C(—H2)-S(═O)(═O)—, phosphate —O—P(═O)(—OH)—, diphosphate —O—P(═O)(—O)—O—P(═O)(—O)—, carbohydrazide —C(═O)—NH—NH—, sulfonohydrazide —S(═O)2-NH—NH—, and phosphonic dihydrazide —P(═O)(—NH—NH2)(NH—NH—) or combinations thereof,
- wherein A is independently selected from the group consisting of NRa, CRb, PRc, and amino acid,
- wherein M is independently selected from the group consisting of NRa, CRb, PRc, ORd, SRe amino acid, and hydrophobic hydrocarbons derivatives including heterocyclic substitutions of 3 or more atoms.
- wherein Ra is selected from the group consisting of H, H2, CH3, COOH, NH2, COMe, halogen and combinations thereof,
- wherein Rb is selected from the group consisting of H, H2, O, OH, CH3, COOH, NH2, COMe, halogen and combinations thereof,
- wherein Rc is selected from the group consisting of O2, PO2, OH, halogen and combinations thereof,
- wherein Rd is selected from the group consisting of H, CH3, and combinations thereof,
- wherein Re is selected from the group consisting of OH, O2, S, halogen and combinations thereof,
- wherein B is OH, NH2, NHAc, or NH-alkyl wherein the alky comprises 1 to 18 Carbons,
- wherein W is selected from the group consisting of O, S, CH2, NH, or Se,
- wherein X is selected from the group consisting of O, N, S, CH2, NH, and PO2,
- wherein Y and Z are independently selected from the group consisting of O, S, C, NH, CH2, Se, S, P, amino acid, and hydrophobic linear and cyclic hydrophobic hydrocarbons derivatives including heterocyclic substitutions of molecular weight of about 50-200 D and combinations thereof,
- wherein R1, R2, R3, are independently selected from the group consisting of CO, O2, SO2, SO, PO2, PO, CH, Hydrogen, hydrophobic linear hydrocarbon, and hydrophobic cyclic hydrocarbon, wherein the hydrocarbon is one of:
- a) an alkyl group of at least 3 carbons, an alkenyl group of at least 3 carbons, an alkyl group of at least 3 carbons substituted with a carboxy group, an alkenyl group of at least 3 carbons substituted with a carboxy group, an alkyl group of at least 3 carbons substituted with an amino group, an alkenyl group of at least 3 carbons substituted With an amino group, an alkyl group of at least 3 carbons substituted with both an amino and a carboxy group, an alkenyl group of at least 3 carbons substituted with both an amino and a carboxy group, and an alkyl group substituted with one or more halogens,
- b) a phenyl group substituted with at least one car boxy group, a phenyl group substituted With at least one halogen, a phenyl group substituted with at least one alkoxy group, a phenyl group substituted with at least one nitro group, a phenyl group substituted with at least one sulfo group, a phenyl group substituted with at least one amino group, a phenyl group substituted with at least one alkylamino group, a phenyl group substituted with at least one dialkylamino group, a phenyl group substituted with at least one hydroxy group, a phenyl group substituted with at least one carbonyl group and a phenyl group substituted with at least one substituted carbonyl group,
- c) a naphthyl group, a naphthyl group substituted with at least one carboxy group, a naphthyl group substituted with at least one halogen, a naphthyl group substituted with at least one alkoxy group, a naphthyl group substituted with at least one nitro group, a naphthyl group substituted with at least one sulfo group, a naphthyl group substituted With at least one amino group, a naphthyl group substituted with at least one alkylamino group, a naphthyl group substituted with at least one dialkylamino group, a naphthyl group substituted with at least one hydroxy group, a naphthyl group substituted with at least one carbonyl group and a naphthyl group substituted with at least one substituted carbonyl group;
- and
- d) a heteroaryl group, a heteroaryl group substituted with at least one carboxy group, a heteroaryl group substituted with at least one halogen, a heteroaryl group substituted with at least one alkoxy group, a heteroaryl group substituted with at least one nitro group, a heteroaryl group substituted with at least one sulfo group, a heteroaryl group substituted with at least one amino group, a heteroaryl group substituted with at least one alkylamino group, a heteroaryl group substituted with at least one dialkylamino group, a heteroaryl group substituted with at least one hydroxy group, a heteroaryl group substituted with at least one carbonyl group and a heteroaryl group substituted with at least one substituted carbonyl group,
- e) saccharide, a substituted saccharide, D-galactose, substituted D-galactose, C3-[1,2,3]-triaZol-1-yl-substituted D-galactose, hydrogen, an alkyl group, an alkenyl group, an aryl group, a heteroaryl group, and a heterocycle and derivatives;
- an amino group, a substituted amino group, an imino group, or a substituted imino group.
17 more elements
Dependencies are inferred from the claim text.