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US 2019/0315701 A1Published application
Novel eicosanoid derivatives
AssigneesMax-Delbrueck-Centrum Fuer Molekulare Medizin, Board of Regents, The University of Texas System
InventorsWolf-Hagen Schunck, Gerd Wallukat, Robert Fischer, Cosima ARNOLD, Dominik N. Mueller, Narender PULI, John R. FALCK
Life of this patent
Estimating the term…
Abstract
The present invention provides compounds (n-3 PUFA derivatives) of formula (I): that modulate conditions associated with cardiac damage, especially cardiac arrhythmias.
Claims25
A compound of the general formula (I):
- or a pharmacologically acceptable salt, solvate, hydrate or a pharmacologically acceptable formulation thereof, wherein R1 is selected from
- R2 is hydroxy, heteroalkyl, alkoxy, polyalkoxyalkyl, NR3R4, (NHS (O)2-m-(C6H4)N3, or Xaao;
- R3 and R4 are each and independently of each other selected from hydrogen atom, hydroxy, alkyl, heteroalkyl, cycloalkyl, alkylcycloalkyl, heteroalkylcycloakyl, aralkyl, or heteroaralkyl;
- Xaa is Gly, a conventional D, L-, D- or L-amino acid, a non-conventional D, L-, D- or L-amino acid, or a 2- to 10-mer peptide, wherein Xaa is joined to —C(O) by an amide bond;
- o is an integer selected from 1 to 10;
- B is CH2, 0, or S;
- m is an integer from 1 to 6;
- T, U, and W are each and independently of each other selected from —CH2CH2—, and cis or trans —CH═CH—, with the proviso that at least one of T, U, V or W is —CH2CH2—;
- V is cis or trans —CH═CH—:
- X is absent or selected from CH, CH2, and NR5;
- Z is selected from G4 CH2, and NR5′;
- R5 and R5′ are each and independently of each other selected from a hydrogen atom, a hydroxy, alkyl, cvcloalkyl, alkylcycloalkyl, heteroalkylcycloalkyl, aralkyl, heteroaralkyl group;
- Y is —C(O)—, —C(O)—C(O)—, —O—, or —S—;
- and
- n is an integer from 0 to 6.
12 more elements
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A compound of the general formula (I):
- or a pharmacologically acceptable salt, solvate, hydrate or a pharmacologically acceptable formulation thereof, wherein
- R1 is —COR2;
- R2 is hydroxy, heteroalkyl, alkoxy, polyalkoxyalkyl, NR3R4, (NHS(O)2-m-(C6H4)N3, or Xaao;
- R3 and R4 are each and independently of each other selected from hydrogen atom, hydroxy, alkyl, heteroalkyl, cycloalkyl, alkylcycloalkyl, heteroalkylcycloalkyl, aralkyl, or heteroaralkyl;
- Xaa is Gly, a conventional D, L-, D- or L-amino acid, a non-conventional D, L-, D- or L-amino acid, or a 2- to 10-mer peptide, wherein Xaa is joined to —C(O) by an amide bond;
- o is an integer selected from 1 to 10;
- B is CH2, O, or S;
- m is 1;
- T, U, and W are each and independently of each other selected from —CH2CH2—, and cis or trans —CH═CH—, with the proviso that at least one of T, U, or W is —CH2CH2—;
- V is cis or trans —CH═CH—;
- X is absent or selected from CH2 and NR5;
- Z is selected from CH2 and NR5′;
- R5 and R5′ are each and independently of each other selected from a hydrogen atom, a hydroxy, alkyl, cycloalkyl, alkylcycloalkyl, heteroalkylcycloalkyl, aralkyl, or heteroaralkyl group;
- Y is —C(O)—, —C(O)—C(O)—, —O—, or —S—;
- and
- n is 0 or 1.
13 more elements
A compound of the general formula (I):
- or a pharmacologically acceptable salt, solvate, hydrate or a pharmacologically acceptable formulation thereof, wherein
- R1 is —COR2;
- R2 is hydroxy, heteroalkyl, alkoxy, polyalkoxyalkyl, NR3R4, (NHS(O)2-m-(C6H4)N3, or Xaao;
- R3 and R4 are each and independently of each other selected from hydrogen atom, hydroxy, alkyl, heteroalkyl, cycloalkyl, alkylcycloalkyl, heteroalkylcycloalkyl, aralkyl, or heteroaralkyl;
- Xaa is Gly, a conventional D, L-, D- or L-amino acid, a non-conventional D, L-, D- or L-amino acid, or a 2- to 10-mer peptide, wherein Xaa is joined to —C(O) by an amide bond;
- o is an integer selected from 1 to 10;
- B is CH2, O, or S;
- m is 1;
- T, U, and W are each —CH2CH2—;
- V is cis or trans —CH═CH—;
- X is NR5 with R5 being a hydrogen atom, a methyl, ethyl, propyl or iso-propyl group;
- Z is NR5′ with R5′ being a hydrogen atom, a methyl, ethyl, propyl or iso-propyl group;
- Y is —C(O)— or —C(O)—C(O)—;
- and
- n is 0 or 1.
12 more elements
Dependencies are inferred from the claim text.