TN2010000314A1 - TETRAHYDROQUINOXALINE UREA DERIVATIVES, THEIR PREPARATION AND THERAPEUTIC USE THEREOF - Google Patents
TETRAHYDROQUINOXALINE UREA DERIVATIVES, THEIR PREPARATION AND THERAPEUTIC USE THEREOFInfo
- Publication number
- TN2010000314A1 TN2010000314A1 TNP2010000314A TN2010000314A TN2010000314A1 TN 2010000314 A1 TN2010000314 A1 TN 2010000314A1 TN P2010000314 A TNP2010000314 A TN P2010000314A TN 2010000314 A TN2010000314 A TN 2010000314A TN 2010000314 A1 TN2010000314 A1 TN 2010000314A1
- Authority
- TN
- Tunisia
- Prior art keywords
- alkyl
- group
- coor5
- nr6r7
- atom
- Prior art date
Links
- 238000002360 preparation method Methods 0.000 title abstract 2
- 230000001225 therapeutic effect Effects 0.000 title abstract 2
- HPYKGKDHOXVXBM-UHFFFAOYSA-N 1,2,3,4-tetrahydroquinoxaline;urea Chemical class NC(N)=O.C1=CC=C2NCCNC2=C1 HPYKGKDHOXVXBM-UHFFFAOYSA-N 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 4
- 125000005843 halogen group Chemical group 0.000 abstract 3
- 125000001072 heteroaryl group Chemical group 0.000 abstract 3
- -1 -O-haloalkyl Chemical group 0.000 abstract 2
- 125000000592 heterocycloalkyl group Chemical group 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 abstract 2
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000005083 alkoxyalkoxy group Chemical group 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 125000001188 haloalkyl group Chemical group 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
L'invention concerne des composés répondant à la formule (1) : dans laquelle A représente une liaison, un atome d'oxygène ou un groupe -0¬CH2-; Ar1 représente un groupe phényle ou hétéroaryle; Ar2 représente un groupe phényle, hétéroaryle ou hétérocycloalkyle; R1a,b,c et R2a,b,c représentent un atome d'hydrogène ou d'halogène ou un groupe alkyle, cycloalkyle, -alkyl-cycloalkyle éventuellement substitué par un ou plusieurs atomes d'halogène, -OR5 (hydroxy ou alcoxy), hydroxy- alkyle, alcoxy-alkyle, alcoxy-alcoxy, halogénoalkyle, -O-halogénoalkyle, oxo, ¬CO- alkyle, -CO-alkyle-NR6R7, -CO-halogénoalkyle, -COOR5, al kyl¬COOR5, -O-alkyl- COOR5, -SO2-alkyle, -SO2-cycloalkyle, -SO2-alkyl¬cycloalkyle, -SO2-alkyle-OR5, -SO2- alkyl-COOR5, -SO2-alkyl-NR6R7 ¬SO2-halogénoalkyle, alkyl-SOra1kyle, -S02-NR6R7. - SO2-alkyl-0-alkyl¬OR5, -CONR6R7, -alkyl-CONR6R7 ou -0-alkyl-NR6R7, ou encore R1a R 1b, R 1c sont liés respectivement à R2a, R2b, R 2c et à l'atome de carbone qui les porte et représentent -O-alkyl-O-; R8 représente un atome d'hydrogène ou un groupe alkyle, R4 représente un atome d'hydrogène ou d'halogène ou un groupe cyano, -OR5, hydroxy-alkyle, -COOR5, ¬NR6R7, -CONR6R7, -SO2-alkyle ou -S02-NR6R7, -NR6- COOR5, -NR6¬COR5, -CO-NR6-alkyl-OR5; R5, R6 et R7 représentent un atome d'hydrogène, un groupe alkyle ou-alkyl phényle, et R8 représente un atome d'hydrogène, un groupe -S02-a1kyle ou un groupe de formule -B¬Het, où B peut être absent ou représenter une liaison, un atome d'oxygène ou un groupe -CO- ou -SO2- (CH2)n avec n égal à 0, 1 ou 2 et où Het représente un hétéroaryle ou un hétérocycloalkyle éventuellement substitué par les groupes alkyles, -SO2-alkyles et ¬COOR5. Procédé de préparation et application en thérapeutique.The invention relates to compounds of formula (1): wherein A represents a bond, an oxygen atom or a group -OCH2-; Ar1 represents a phenyl or heteroaryl group; Ar 2 is phenyl, heteroaryl or heterocycloalkyl; R1a, b, c and R2a, b, c represent a hydrogen or halogen atom or an alkyl, cycloalkyl, -alkyl-cycloalkyl group optionally substituted by one or more halogen atoms, -OR5 (hydroxy or alkoxy) , hydroxyalkyl, alkoxyalkyl, alkoxyalkoxy, haloalkyl, -O-haloalkyl, oxo, ¬CO-alkyl, -CO-alkyl-NR6R7, -CO-haloalkyl, -COOR5, al kyl¬COOR5, -O- alkyl-COOR5, -SO2-alkyl, -SO2-cycloalkyl, -SO2-alkylcycloalkyl, -SO2-alkyl-OR5, -SO2-alkyl-COOR5, -SO2-alkyl-NR6R7-SO2-haloalkyl, alkyl-SO2alkyl, -S02-NR6R7. - SO2-alkyl-O-alkyl-OR5, -CONR6R7, -alkyl-CONR6R7 or -O-alkyl-NR6R7, or else R1a R 1b, R 1c are respectively bound to R2a, R2b, R 2c and to the atom of carbon that carries them and represent -O-alkyl-O-; R8 represents a hydrogen atom or an alkyl group, R4 represents a hydrogen or halogen atom or a cyano group, -OR5, hydroxy-alkyl, -COOR5, ¬NR6R7, -CONR6R7, -SO2-alkyl or - SO2-NR6R7, -NR6-COOR5, -NR6-COR5, -CO-NR6-alkyl-OR5; R5, R6 and R7 represent a hydrogen atom, an alkyl or-alkyl phenyl group, and R8 represents a hydrogen atom, a -SO2-alkyl group or a group of formula -B¬Het, where B may be absent or represent a bond, an oxygen atom or a group -CO- or -SO2- (CH2) n with n equal to 0, 1 or 2 and wherein Het represents a heteroaryl or a heterocycloalkyl optionally substituted by the alkyl groups; SO2-alkyl and ¬COOR5. Preparation process and therapeutic application
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/FR2009/000083 WO2009112691A2 (en) | 2008-01-28 | 2009-01-27 | Derivatives of tetrahydroquinoxaline urea, preparation thereof and therapeutic application thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| TN2010000314A1 true TN2010000314A1 (en) | 2011-12-29 |
Family
ID=55024441
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TNP2010000314A TN2010000314A1 (en) | 2009-01-27 | 2010-07-07 | TETRAHYDROQUINOXALINE UREA DERIVATIVES, THEIR PREPARATION AND THERAPEUTIC USE THEREOF |
Country Status (1)
| Country | Link |
|---|---|
| TN (1) | TN2010000314A1 (en) |
-
2010
- 2010-07-07 TN TNP2010000314A patent/TN2010000314A1/en unknown
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