AR109424A2 - Pirimidil ciclopentanos hidroxilados y metoxilados como inhibidores de la proteína quinasa akt - Google Patents
Pirimidil ciclopentanos hidroxilados y metoxilados como inhibidores de la proteína quinasa aktInfo
- Publication number
- AR109424A2 AR109424A2 ARP170102366A ARP170102366A AR109424A2 AR 109424 A2 AR109424 A2 AR 109424A2 AR P170102366 A ARP170102366 A AR P170102366A AR P170102366 A ARP170102366 A AR P170102366A AR 109424 A2 AR109424 A2 AR 109424A2
- Authority
- AR
- Argentina
- Prior art keywords
- alkyl
- optionally substituted
- cycloalkyl
- phenyl
- attached form
- Prior art date
Links
- 150000001940 cyclopentanes Chemical class 0.000 title 1
- 239000003112 inhibitor Substances 0.000 title 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 11
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 abstract 6
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 5
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 4
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 abstract 3
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 abstract 3
- 125000004429 atom Chemical group 0.000 abstract 3
- 229910052736 halogen Inorganic materials 0.000 abstract 3
- 125000006569 (C5-C6) heterocyclic group Chemical group 0.000 abstract 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- JNCMHMUGTWEVOZ-UHFFFAOYSA-N F[CH]F Chemical compound F[CH]F JNCMHMUGTWEVOZ-UHFFFAOYSA-N 0.000 abstract 2
- 108010081348 HRT1 protein Hairy Proteins 0.000 abstract 2
- 102100021881 Hairy/enhancer-of-split related with YRPW motif protein 1 Human genes 0.000 abstract 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 abstract 2
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 abstract 2
- 125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 abstract 2
- 229910052731 fluorine Inorganic materials 0.000 abstract 2
- VUWZPRWSIVNGKG-UHFFFAOYSA-N fluoromethane Chemical compound F[CH2] VUWZPRWSIVNGKG-UHFFFAOYSA-N 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract 2
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 2
- 125000004043 oxo group Chemical group O=* 0.000 abstract 2
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 abstract 1
- 125000004206 2,2,2-trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 abstract 1
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000004786 difluoromethoxy group Chemical group [H]C(F)(F)O* 0.000 abstract 1
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 abstract 1
- 125000004785 fluoromethoxy group Chemical group [H]C([H])(F)O* 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000001072 heteroaryl group Chemical group 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 125000002883 imidazolyl group Chemical group 0.000 abstract 1
- 229910052740 iodine Inorganic materials 0.000 abstract 1
- 239000002207 metabolite Substances 0.000 abstract 1
- 125000002757 morpholinyl group Chemical group 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000003566 oxetanyl group Chemical group 0.000 abstract 1
- 125000003386 piperidinyl group Chemical group 0.000 abstract 1
- 125000000719 pyrrolidinyl group Chemical group 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000012453 solvate Substances 0.000 abstract 1
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 abstract 1
- 125000001412 tetrahydropyranyl group Chemical group 0.000 abstract 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 abstract 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 abstract 1
- 229920002554 vinyl polymer Polymers 0.000 abstract 1
Classifications
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- C07D239/70—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
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- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/506—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim not condensed and containing further heterocyclic rings
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- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/517—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with carbocyclic ring systems, e.g. quinazoline, perimidine
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- Psychiatry (AREA)
Abstract
Un compuesto que tiene la fórmula (1) y sus tautómeros, enantiómeros resueltos, diastereómeros resueltos, solvatos, metabolitos y sales, en los cuales: R¹ es H, Me, Et, vinilo, CF₃, CHF₂ o CH₂F; R² es H o Me; R⁵ es H, Me, Et o CF₃; A es un resto de fórmula (2); G es fenilo sustituido en forma opcional con uno a cuatro grupos R⁹ o un heteroarilo de 5 - 6 miembros sustituido en forma opcional con un halógeno; R⁶ y R⁷ son de manera independiente H, OCH₃, (cicloalquil C₃₋₆)-(CH₂), (cicloalquil C₃₋₆)-(CH₂CH₂), V-(CH₂)₀₋₁ donde V es un heteroarilo de 5 - 6 miembros, W-(CH₂)₁₋₂ donde W es fenilo sustituido en forma opcional con F, Cl, Br, I, OMe, CF₃ o Me, cicloalquilo C₃₋₆ sustituido en forma opcional con alquilo C₁₋₃ u O(alquilo C₁₋₃), hidroxi-(cicloalquilo C₃₋₆), flúor-(cicloalquilo C₃₋₆), CH(CH₃)CH(OH)fenilo, heterociclo de 4 - 6 miembros sustituido en forma opcional con F, OH, alquilo C₁₋₃, ciclopropilmetilo o C(=O)(alquilo C₁₋₃) o alquilo C₁₋₆ sustituido en forma opcional con uno o más grupos seleccionados de manera independiente de OH, oxo, O(alquilo C₁₋₆), CN, F, NH₂, NH(alquilo C₁₋₆), N(alquil C₁₋₆)₂, ciclopropilo, fenilo, imidazolilo, piperidinilo, pirrolidinilo, morfolinilo, tetrahidrofuranilo, oxetanilo o tetrahidropiranilo, o R⁶ y R⁷ junto con el nitrógeno al cual están unidos forman un anillo heterocíclico de 4 - 7 miembros sustituido en forma opcional con uno o más grupos seleccionados de manera independiente de OH, halógeno, oxo, CF₃, CH₂CF₃, CH₃CH₂OH, O(alquilo C₁₋₃), C(=O)CH₃, NH₂, NHMe, N(Me)₂, S(O)₂CH₃, ciclopropilmetilo y alquilo C₁₋₃; Rᵃ y Rᵇ son H, o Rᵃ es H y Rᵇ y R⁶ junto con los átomos a los cuales estén unidos forman un anillo heterocíclico de 5 - 6 miembros que tiene uno o dos átomos de nitrógeno en el anillo; Rᶜ y Rᵈ son H o Me, o Rᶜ y Rᵈ junto con el átomo al cual están unidos forman un anillo ciclopropilo; R⁸ es H, Me, F u OH, o R⁸ y R⁶ junto con los átomos a los cuales están unidos forman un anillo heterocíclico de 5 - 6 miembros que tiene uno o dos átomos de nitrógeno en el anillo; cada R⁹ es de manera independiente halógeno, alquilo C₁₋₆, cicloalquilo C₃₋₆, O-(alquilo C₁₋₆), CF₃, OCF₃, S(alquilo C₁₋₆), CN, OCH₂-fenilo, CH₂O-fenilo, NH₂, NH-(alquilo C₁₋₆), N-(alquil C₁₋₆)₂, piperidina, pirrolidina, CH₂F, CHF₂, OCH₂F, OCHF₂, OH, SO₂(alquilo C₁₋₆), C(O)NH₂, C(O)NH(alquilo C₁₋₆) y C(O)N(alquil C₁₋₆)₂; R¹⁰ es H o Me; y m, n y p son de manera independiente 0 ó 1.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
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US81871806P | 2006-07-06 | 2006-07-06 |
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AR109424A2 true AR109424A2 (es) | 2018-11-28 |
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Family Applications (3)
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ARP070103033A AR061842A1 (es) | 2006-07-06 | 2007-07-06 | Pirimidil ciclopentanos hidroxilados y metoxilados como inhibidores de la proteina quinasa akt |
ARP130104510A AR093810A2 (es) | 2006-07-06 | 2013-12-05 | Pirimidil ciclopentanos hidroxilados y metoxilados como inhibidores de la proteina quinasa ak, sus usos, composiciones, kits y formas de dosificacion |
ARP170102366A AR109424A2 (es) | 2006-07-06 | 2017-08-25 | Pirimidil ciclopentanos hidroxilados y metoxilados como inhibidores de la proteína quinasa akt |
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ARP070103033A AR061842A1 (es) | 2006-07-06 | 2007-07-06 | Pirimidil ciclopentanos hidroxilados y metoxilados como inhibidores de la proteina quinasa akt |
ARP130104510A AR093810A2 (es) | 2006-07-06 | 2013-12-05 | Pirimidil ciclopentanos hidroxilados y metoxilados como inhibidores de la proteina quinasa ak, sus usos, composiciones, kits y formas de dosificacion |
Country Status (35)
Country | Link |
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EP (4) | EP2966065A3 (es) |
JP (4) | JP5266216B2 (es) |
KR (5) | KR101578877B1 (es) |
CN (2) | CN102816124A (es) |
AR (3) | AR061842A1 (es) |
AT (1) | ATE524447T1 (es) |
AU (1) | AU2007269060B2 (es) |
BR (3) | BRPI0713923B8 (es) |
CA (2) | CA2836316A1 (es) |
CL (1) | CL2007001993A1 (es) |
CO (1) | CO6150161A2 (es) |
CR (1) | CR10600A (es) |
CY (1) | CY1112117T1 (es) |
DK (2) | DK2049501T3 (es) |
ES (3) | ES2554228T3 (es) |
HK (3) | HK1126768A1 (es) |
HR (1) | HRP20110908T1 (es) |
HU (1) | HUE026237T2 (es) |
IL (2) | IL196028A (es) |
IN (1) | IN2014KN02886A (es) |
MA (1) | MA31655B1 (es) |
MX (4) | MX2008016202A (es) |
MY (1) | MY147364A (es) |
NO (1) | NO342346B1 (es) |
NZ (3) | NZ610633A (es) |
PL (2) | PL2049501T3 (es) |
PT (1) | PT2049501E (es) |
RS (1) | RS52212B (es) |
RU (2) | RU2478632C2 (es) |
SG (4) | SG184706A1 (es) |
SI (2) | SI2402325T1 (es) |
TW (2) | TW201332994A (es) |
UA (1) | UA95641C2 (es) |
WO (1) | WO2008006040A1 (es) |
ZA (1) | ZA200900070B (es) |
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