Back to results
US 6,583,265 B1Granted
Cyclosporins
AssigneeC-Chem AG
InventorsErnst Ellmerer-Müller, Dagmar Brössner, Najib Maslouh, Horst Dieter Ambrosi, Gerhard Jas, Gunter Fischer
Life of this patent
Estimating the term…
Abstract
The present invention relates to novel cyclosporins, processes for their preparation, their use as pharmaceuticals and pharmaceutical compositions comprising them. The novel cyclosporins are represented by the compound of formula I or a pharmaceutically acceptable salt thereof, wherein the letters A to L represent residues of amino acids.
Claims13
A compound of formula I
- or a pharmaceutically acceptable salt, thereof, wherein the letters A to L represent residues of the following amino acids:
- A (L)-alpha-N-methylamino-beta-hydroxy acid of the formula II
- wherein R1 is (E)-2-butenyl-1,
- B alpha-amino-butyric acid, alpha-amino-valerianic acid (norvaline), threonine, or valine,
- C substituted sarcosine of the formula III
- in which X is O—R3 or O—R10, wherein R3 is hydrogen, methyl, vinyl or allyl, and
- R10 is selected from the group consisting of ethyl, propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, 1-pentyl, 2-pentyl, 3-pentyl, isopentyl, tert-pentyl, neopentyl, hexyl and isomers of hexyl,
- cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl,
- bicyclo[2.1.1]hexyl, norbornyl, bicyclo[2.2.2]octyl,
- butenyl, pentenyl, pentadienyl, hexenyl, hexadienyl, formyl, acetyl, propionyl, butyryl, pivaloyl, benzoyl, alkoxycarbonyl,
- which can be substituted by hydroxy, methoxy, ethoxy, propoxy, isopropoxy, halogen, carboxy, carbamido,
- amino, methylamino, ethylamino, n-propylamino, isopropylamino, n-butylamino, isobutylamino, sec-butylamino, tert-butylamino, 1-pentylamino, 2-pentylamino, 3-pentylamino, isopentylamino, tert-pentylamino, neopentylamino, hexylamino and isomers of hexylamino,
- N,N-dimethylamino, N-methyl-N-ethylamino, N,N-diethylamino, N-propyl-N-methylamino, N-methyl-N-isopropylamino, dipropylamino, diisopropylamino, N-butyl-N-methylamino or an isomer thereof, N-butyl-N-ethylamino or an isomer thereof, N-butyl-N-propylamino or an isomer thereof, N,N-dibutylamino or an isomer thereof,
- azetidine, pyrrolidine, piperidine, morpholine, piperazine, N′-alkylpiperazine, azabicylo[2.1.1]hexane, azanorbornane, azabicylo[2.2.2]octane,
- N-formylamino, N-acetylamino, N-tert-butoxycarbonyl-amino, N-benzyloxycarbonyl-amino, N-benzoyl-amino, N-phthaloyl, or
- C is a residue of the formula VI
- [H—N+(CH3)═CH—CO—OH]Y− Formula VI,
- wherein Y− is an anion
- D is N-methyl-leucine, N-methyl-valine, or N-methyl-isoleucine,
- E is valine,
- F is N-methyl-leucine,
- G is alanine,
- H is glycine, (D)-alanine, (D)-serine, O-hydroxyethyl-(D)-serine,
- I, K are N-methyl-leucine, and
- L is N-methyl-valine.
22 more elements
Dependencies are inferred from the claim text.