| Sonstiges: |
- Nachgewiesen in: USPTO Patent Applications
- Sprachen: English
- Document Number: 20230271915
- Publication Date: August 31, 2023
- Appl. No: 16/643165
- Application Filed: August 31, 2018
- Claim: 1. A compound of formula I or salt or solvate thereof: [chemical expression included] wherein: a) the “spacer” represents C5-8 aryl, C3 heterocycle with 1 to 2 heteroatom(s), C4 heterocycle with 1 to 3 heteroatom(s), C5 heterocycle with 1 to 4 heteroatom(s), C6 heterocycle with 1 to 5 heteroatom(s), C2-8 alkyl chain, C2-8 alkenyl chain, or C2-8 alkyneyl chain; b) the “linker” represents amide, ester, ether, thioether, ketone, sulfoxide, sulfone, carbamate, carbonate, amine, imine or sulphonamide; c) R1 represents H, OH, CN, ester, ether, C1-8 alkyl chain, C1-8 alkenyl chain, C1-8 alkynyl chain, aldehyde, halogen, carboxylic acid, tetrazole, N(1)-alkylated tetrazole or a salt thereof, N(2)-alkylated tetrazole or a salt thereof, C5-6 aryl, C3 heterocycle with 1 to 2 heteroatoms, C4 heterocycle with 1 to 3 heteroatoms, C5 heterocycle with 1 to 4 heteroatoms, or C6-8 heterocycle with 1 to 5 heteroatoms; d) R2 represents H, OH, CN, ester, ether, C1-8 alkyl chain, C1-8 alkenyl chain, C1-8 alkynyl chain, aldehyde, halogen, carboxylic acid, tetrazole, N(1)-alkylated tetrazole or a salt thereof, N(2)-alkylated tetrazole or a salt thereof, C5-6 aryl, C3 heterocycle with 1 to 2 heteroatoms, C4 heterocycle with 1 to 3 heteroatoms, C5 heterocycle with 1 to 4 heteroatoms, or C6-8 heterocycle with 1 to 5 heteroatoms; and e) R3 represents a C4-24 unsaturated fatty acid chain or a C3-38 saturated fatty acid chain.
- Claim: 2. The compound or salt or solvate of claim 1, wherein R3 represents a) a C4-24 unsaturated fatty acid chain selected from crotonic acid or a derivative thereof, myristoleic acid or a derivative thereof, palmitoleic acid or a derivative thereof, sapienic acid or a derivative thereof, oleic acid or a derivative thereof, elaidic acid or a derivative thereof, vaccenic acid or a derivative thereof, gadoleic acid or a derivative thereof, eicosenoic acid or a derivative thereof, erucic acid or a derivative thereof, nervonic acid or a derivative thereof, linoleic acid or a derivative thereof, eicosadienoic acid or a derivative thereof, docosadienoic acid or a derivative thereof, linolenic acid or a derivative thereof, pinolenic acid or a derivative thereof, eleostearic acid or a derivative thereof, mead acid or a derivative thereof, dihomo-gamma-linolenic acid or a derivative thereof, eicosatrienoic acid or a derivative thereof, stearidonic acid or a derivative thereof, arachidonic acid or a derivative thereof, eicosatetraenoic acid or a derivative thereof, adrenic acid or a derivative thereof, bosseopentaenoic acid or a derivative thereof, eicosapentaenoic acid or a derivative thereof, ozubondo acid or a derivative thereof, sardine acid or a derivative thereof, tetracosanolpentaenoic acid or a derivative thereof, docosahexaenoic acid or a derivative thereof, and herring acid or a derivative thereof; or b) a C3-38 saturated fatty acid chain selected from is selected from propionic acid or a derivative thereof, butyric acid or a derivative thereof, valeric acid or a derivative thereof, caproic acid or a derivative thereof, enanthic acid or a derivative thereof, caprylic acid or a derivative thereof, pelargonic acid or a derivative thereof, capric acid or a derivative thereof, undecylic acid or a derivative thereof, lauric acid or a derivative thereof, tridecylic acid or a derivative thereof, myristic acid or a derivative thereof, pentadecylic acid or a derivative thereof, palmitic acid or a derivative thereof, margaric acid or a derivative thereof, stearic acid or a derivative thereof, nonadecylic caid or a derivative thereof, archidic acid or a derivative thereof, heneicosylic acid or a derivative thereof, behenic acid or a derivative thereof, tricosylic acid or a derivative thereof, lignoceric acid or a derivative thereof, pentacosylic acid or a derivative thereof, cerotic acid or a derivative thereof, heptacosylic acid or a derivative thereof, montanic acid or a derivative thereof, nonacosylic acid or a derivative thereof, melissic acid or a derivative thereof, henatriacontylic acid or a derivative thereof, lacceroic acid or a derivative thereof, psyllic acid or a derivative thereof, geddic acid or a derivative thereof, ceroplastic acid or a derivative thereof, hexatriacontylic acid or a derivative thereof, heptatriacontanoic acid or a derivative thereof, and octatriacontanoic acid or a derivative thereof.
- Claim: 3. The compound or salt or solvate claim 1, wherein R3 represents: a unsaturated fatty acid chain selected from crotonic acid, myristoleic acid, palmitoleic acid, sapienic acid, oleic acid, elaidic acid, vaccenic acid, gadoleic acid, eicosenoic acid, erucic acid, nervonic acid, linoleic acid, eicosadienoic acid, docosadienoic acid, linolenic acid, pinolenic acid, eleostearic acid, mead acid, dihomo-gamma-linolenic acid, eicosatrienoic acid, stearidonic acid, arachidonic acid, eicosatetraenoic acid, adrenic acid, bosseopentaenoic acid, eicosapentaenoic acid, ozubondo acid, sardine acid, tetracosanolpentaenoic acid, docosahexaenoic acid, and herring acid; or a saturated fatty acid chain selected from propionic acid, butyric acid, valeric acid, caproic acid, enanthic acid, caprylic acid, pelargonic acid, capric acid, undecylic acid, lauric acid, tridecylic acid, myristic acid, pentadecylic acid, palmitic acid, margaric acid, stearic acid, nonadecylic caid, archidic acid, heneicosylic acid, behenic acid, tricosylic acid, lignoceric acid, pentacosylic acid, cerotic acid, heptacosylic acid, montanic acid, nonacosylic acid, melissic acid, henatriacontylic acid, lacceroic acid, psyllic acid, geddic acid, ceroplastic acid, hexatriacontylic acid, heptatriacontanoic acid, and octatriacontanoic acid.
- Claim: 4. The compound or salt or solvate of claim 1, wherein R3 represents palmityl, oleoyl or linoleyl.
- Claim: 5. The compound or salt or solvate of claim 1, wherein R1 is a heterocycle selected from benzimidazole, benzothiazole, indazole; and/or R2 is a heterocycle selected from benzimidazole, benzothiazole, indazole.
- Claim: 6. The compound or salt or solvate of claim 1, wherein the linker is an amide, ester, ether or carbamate linker.
- Claim: 7. The compound or salt or solvate of claim 1, wherein said compound has a structure of formula II: [chemical expression included] wherein: a) the “linker” represents amide, ester, ether or carbamate; b) R1 represents H, halogen, C1-8 alkyl chain; C1-8 alkenyl chain, C1-8 alkynyl chain, C5-6 aryl, C5-8 heterocycle with 1 to 4 heteroatoms; c) R2 represents OH, CN, OMe, CO2H, CO2Me, tetrazole, N(2)-methyltetrazole, N(1)-methyltetrazole, sodium tetrazolate, triazole, imidazole, a C5-6 N-heterocycle comprising NH and 1 to 4 heteroatom(s); and d) R3 represents a fatty acid chain selected from oleic acid or a derivative thereof, linoleic acid or a derivative thereof, myristoleic acid or a derivative thereof, palmitoleic acid or a derivative thereof, sapienic acid or a derivative thereof, elaidic acid or a derivative thereof, vaccenic acid or a derivative thereof, linoelaidic acid or a derivative thereof, α-linolenic acid or a derivative thereof, erucic acid or a derivative thereof, arachidonic acid or a derivative thereof, eicosapentaenoic acid or a derivative thereof, and docosahaexanoic acid or a derivative thereof.
- Claim: 8. The compound or salt or solvate of claim 7, wherein R3 represents a fatty acid chain selected from oleic acid linoleic acid, myristoleic acid, palmitoleic acid, sapienic acid, elaidic acid, vaccenic acid, linoelaidic acid, α-linolenic acid, erucic acid, arachidonic acid, eicosapentaenoic acid, and docosahaexanoic acid.
- Claim: 9. The compound or salt or solvate of claim 7, wherein a) R1 represents halogen, C1-8 alkyl chain; C1-8 alkenyl chain, C1-8 alkynyl chain, C5-6 aryl, C5-8 heterocycle with 1 to 4 heteroatoms; and b) R2 represents imidazole, a C5-6 N-heterocycle comprising NH and 1 to 4 heteroatom(s).
- Claim: 10. The compound or salt or solvate of claim 7, wherein a) R1 represents a halogen in the meta position to the heterocycle of R2; and b) R2 represents a C5-6 N-heterocycle comprising NH and 1 to 4 heteroatom(s).
- Claim: 11. The compound or salt or solvate of claim 1, wherein said compound has a structure of formula II: [chemical expression included] wherein: a) the “linker” represents amide, ester, ether or carbamate; b) R1 represents H, halogen, C1-8 alkyl chain; c) R2 represents OH, CN, OMe, CO2H, CO2Me, tetrazole, N(2)-methyltetrazole, N(1)-methyltetrazole, sodium tetrazolate, or triazole; and d) R3 represents oleoyl, linoleoyl, or palmitoyl.
- Claim: 12. The compound or salt or solvate of claim 11, wherein a) R1 represents halogen in the meta position to the triazole of R2, or C1-8 alkyl chain; b) R2 represents a triazole comprising a polar head group having NH; and c) R3 represents oleoyl or linoleoyl.
- Claim: 13. The compound or salt or solvate of claim 1, wherein said compound has a structure of formula II: [chemical expression included] wherein: a) the “linker” represents amide, ester, ether or carbamate; b) R1 represents H, halogen, C1-8 alkyl chain; c) R2 represents OH, CN, OMe, CO2H, CO2Me, tetrazole, N(2)-methyltetrazole, N(1)-methyltetrazole, or sodium tetrazolate; and d) R3 represents oleoyl, linoleoyl, or palmitoyl.
- Claim: 14. The compound or salt or solvate of claim 13, wherein a) R1 represents halogen in the meta position to the tetrazol of R2, or C1-8 alkyl chain; b) R2 represents tetrazole; and c) R3 represents oleoyl or linoleoyl.
- Claim: 15. (canceled)
- Claim: 16. The compound or salt or solvate of claim 1 wherein said compound has a structure of formula II: [chemical expression included] wherein: a) the “linker” is b) R1 represents H or a halogen, wherein the halogen is fluorine; c) R2 represents OH, CN, OMe, CO2H, CO2Me, tetrazole, N(2)-methyltetrazole, N(1)-methyltetrazole, or sodium tetrazolate; and d) R3 represents oleoyl, linoleoyl, or palmitoyl.
- Claim: 17. The compound or salt or solvate of claim 1, wherein said compound is selected from the group consisting of: [chemical expression included] [chemical expression included] [chemical expression included]
- Claim: 18.-22. (canceled)
- Claim: 23. The compounds or salt or solvate of claim 1, wherein R1 and/or R2 is N(1)-alkylated tetrazole or N(2)-alkylated tetrazole, and wherein said compounds or salt or solvate is a salt of the deprotonated tetrazole.
- Claim: 24.-40. (canceled)
- Claim: 41. A pharmaceutical composition comprising: (i) at least one compound, or salt or solvate according to claim 1, wherein said salt or solvate is pharmaceutical acceptable; and/or (ii) Oleoyl-LPI or a pharmaceutically acceptably salt or solvate thereof, wherein said composition further comprises a pharmaceutically acceptable carrier and/or excipient.
- Claim: 42. The pharmaceutical composition of claim 41, wherein said salt or solvate is pharmaceutical acceptable, and a pharmaceutically acceptable carrier and/or excipient.
- Claim: 43. A method of inducing and/or increasing secretion and/or synthesis and/or activity of GLP-1 in a cell, said method comprising contacting a cell capable of expressing and/or secreting GLP-1 with an effective amount of the compound, or salt or solvate thereof according to claim 1.
- Claim: 44.-71. (canceled)
- Current International Class: 07; 07; 07
|
