DK2713722T3 - Hidtil ukendte GLP-1-receptorstabilisatorer og -modulatorer - Google Patents

Hidtil ukendte GLP-1-receptorstabilisatorer og -modulatorer Download PDF

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DK2713722T3
DK2713722T3 DK12793320.8T DK12793320T DK2713722T3 DK 2713722 T3 DK2713722 T3 DK 2713722T3 DK 12793320 T DK12793320 T DK 12793320T DK 2713722 T3 DK2713722 T3 DK 2713722T3
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int
mmol
compound
methyl
phenyl
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DK12793320.8T
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Marcus F Boehm
Esther Martinborough
Manisha Moorjani
Junko Tamiya
Liming Huang
Thomas Fowler
Andrew Novak
Premji Meghani
Adam Richard Yeager
Enugurthi Brahmachary
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Celgene Int Ii Sarl
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    • A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
    • A61K31/4245—Oxadiazoles
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    • A61K31/155—Amidines (), e.g. guanidine (H2N—C(=NH)—NH2), isourea (N=C(OH)—NH2), isothiourea (—N=C(SH)—NH2)
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    • A61K47/20—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing sulfur, e.g. dimethyl sulfoxide [DMSO], docusate, sodium lauryl sulfate or aminosulfonic acids
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Claims (11)

1. Forbindelse med strukturen i formel II
II eller en farmaceutisk acceptabel stereoisomer, tautomer, isotop, enantiomer, salt, hydrat eller solvat deraf, hvor Ri er R13 eller -0-(CH2)n-Ri3 eller Ri0; hver R10, Ru og R12 er uafhængigt H eller alkyl; R13 er cycloalkyl, heterocycloalkyl, aryl eller heteroaryl eller en fusioneret bicyklus af hvilke som helst to af sådanne ringdele, hvor ethvert ringatom af R13 eventuelt kan være substitueret med én eller flere R14 eller R15; hver R14 er uafhængigt H, alkyl, halogen, hydroxy, cyano, alkoxy, perhalogen-alkyl og perhalogenalkoxy, -OR10, -(CH2)n -COOR10, -SR10, -SO-R10, -SO2R10, -NRiiR12, -NHCO(CH2)n-Ri2, -N(R11)CO(CH2)n-Ri2 eller -NH(CH2)n-Ri2; R15 er cycloalkyl, heterocycloalkyl, aryl eller heteroaryl eller en fusioneret bicyklus af hvilke som helst to af sådanne ringdele, hvor ethvert ringatom af R15 eventuelt kan være substitueret med én eller flere Ri4; hver R20 er uafhængigt H eller alkyl; L2 er oxazolyl, oxadiazolyl, triazolyl, pyrazolyl eller pyrimidinyl; R2 er R26, -0-(CH2)n- R26, R23 eller -0-(CH2)n-R23; R23 er cycloalkyl, heterocycloalkyl, aryl eller heteroaryl eller en fusioneret bicyklus af hvilke som helst to af sådanne ringdele, hvor ethvert ringatom af R23 eventuelt kan være substitueret med én eller flere af R24, og hvor ét ringatom af R23 eventuelt er substitueret med L3-R25; hver R24 er uafhængigt valgt blandt H, halogen, alkyl, hydoxy, oxo, cyano, al-koxy, perhalogenalkyl, perhalogenalkoxy, nitro eller amino, -0-(CH2)„-R2i, -(CH2)n-0-R2i, -0-(CH2)n-0-R2i, -(CH2)n-NR2iR22, -(CH2)n-N(R2l)CO(CH2)n -R21, -(CH2)n-N(R2i)S02(CH2)n -R21, -(CH2)n- S02-N(R2i)-(CH2)n -R21, -(CH2)n-CO(CH2)n -R21, -(CH2)m-COO-R2i, -0-(CH2)n-C00-R2i eller -(CH2)m-OCO-R2i; hver R2i og R22 er uafhængigt H eller alkyl, -(CH2)n-COOH, eller to sammen med det nitrogenatom, til hvilket de er bundet, kan danne en 3- til 7-leddet hete-rocyklisk ring; l_3 er nul, -O-, -(CH2)n-0-(CH2)n-, -(CH2)n- NR20-(CH2)n-; hver R25 er uafhængigt cycloalkyl, heterocycloalkyl, aryl eller heteroaryl eller en fusioneret bicyklus af hvilke som helst to af sådanne ringdele I, hvor ethvert ringatom af R25 eventuelt kan være substitueret med én eller flere af R24; hver R26 er uafhængigt valgt blandt H, alkyl, alkoxy, oxo, hydroxy og hydroxy-substitueret alkyl; Z er -(CH2)n-C(0)-R3, -(CH2)n-R3, -R34-C(0)-R3 eller H; R34 er cycloalkyl, heterocycloalkyl, aryl eller heteroaryl; hvor ethvert ringatom af R34 eventuelt kan være substitueret med én eller flere R35; hver R35 er uafhængigt H, alkyl, halogen, hydroxy, cyano, alkoxy eller perhalogenalkyl; R3 er -OR30 eller -NR31R32; hver R30 er uafhængigt H eller alkyl; hver R31 og R32 er uafhængigt H eller C1-C6 alkyl, som eventuelt er substitueret med én eller flere R33, eller to sammen med det N-atom, til hvilket de er bundet, kan danne en 3- til 7-leddet heterocyklisk ring; hver R33 er uafhængigt halogen, hydroxyl, alkoxy, perhalogenalkyl, perhalo-genalkoxy, carboxyl, -COO-R30 eller -OR30; hver m er uafhængigt 0 eller 1; hver n er uafhængigt 0,1,2,3 eller 4; og hver q er uafhængigt 1 eller 2.
2. Forbindelse ifølge krav 1, hvor R1 er phenyl, som er substitueret med én eller flere substituenter, der uafhængigt er valgt fra gruppen bestående af methyl, ethyl, isopropyl, t-butyl, -CF3, methoxy, ethoxy, hydroxyl, -OCF3 eller halogen, methylthio og -SO2CH3, fortrinsvis hvor Ri er phenyl, som er substitueret med én eller flere substituenter, der uafhængigt er valgt fra gruppen bestående af methyl, methoxy og -CF3, eller
1 eller
3. Forbindelse ifølge krav 1, hvor forbindelsen er valgt blandt:
eller et hvilket som helst farmaceutisk acceptabelt salt, homolog, tautomer, stereoisomer, isotop eller hydrat eller solvat deraf.
4. Forbindelse ifølge krav 3, hvor forbindelsen er valgt blandt:
og
eller et hvilket som helst farmaceutisk acceptabelt salt, homolog, tautomer, stereoisomer, isotop eller hydrat eller solvat deraf.
5. Farmaceutisk præparat, som omfatter en forbindelse ifølge et hvilket som helst af kravene 1-4 sammen med mindst én farmaceutisk acceptabel bærer, diluent eller exci-piens.
6. Farmaceutisk kombination, som omfatter en forbindelse ifølge et hvilket som helst af kravene 1-4 og et andet lægemiddel.
7. Farmaceutisk kombination ifølge krav 6, hvor det andet lægemiddel er en agonist eller modulator for glucagonreceptor, GIP-receptor, GLP-2-receptor eller PTH-receptor eller glucagonlignende peptid 1-(GLP-1 )-receptor; eller exenatid, liraglutid, taspoglutid, albiglutid eller lixisenatid; eller en DPPIV-inhibitor; eller en sulfonylurea; eller metformin; eller en thiazolidindion.
8. Forbindelse ifølge et hvilket som helst af kravene 1-4 til anvendelse som lægemiddel.
9. Forbindelse ifølge et hvilket som helst af kravene 1-4 eller et farmaceutisk præparat ifølge krav 5 eller en farmaceutisk kombination ifølge krav 6 og 7 til anvendelse til aktivering, potensering eller agonisme af en glucagonlignende peptid 1-receptor ved behandling af en sygdom, der er valgt fra gruppen bestående af type l-diabetes, type II-diabetes, svangerskabsdiabetes, fedme, overdreven appetit, utilstrækkelig mæthed eller metabolisk lidelse.
10. Forbindelse ifølge et hvilket som helst af kravene 1-4 til anvendelse til behandling af en sygdom i en patient, for hvilken aktivering, potensering eller agonisme af en glucagonlignende peptid 1-receptor er medicinsk indikeret, hvor sygdommen er valgt fra gruppen bestående af type l-diabetes, type ll-diabetes, svangerskabsdiabetes, fedme, overdreven appetit, utilstrækkelig mæthed eller metabolisk lidelse.
11. Forbindelse til anvendelse ifølge krav 10, hvor patienten er et menneske.
DK12793320.8T 2011-05-31 2012-05-31 Hidtil ukendte GLP-1-receptorstabilisatorer og -modulatorer DK2713722T3 (da)

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