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US 2006/0217387 A1Published application
Acetylenyl-pyrazolo-pyrimidine derivatives
AssigneeHoffmann-La Roche Inc.
InventorsSilvia McArthur, Erwin Goetschi, Wylie Palmer, Juergen Wichmann, Thomas Woltering
Life of this patent
Estimating the term…
Abstract
The present invention relates to compounds of formula (I): wherein R1 to R3, A, M, L, E, G, and J are as defined in the description and claims. The invention also relates to a process for the manufacture of such compounds, pharmaceutical compositions containing them, and methods for treating CNS disorders.
Claims74
A compound of formula (I):
- wherein
- either E and J are N, G is C and one of L or M is N and the other is CH;
- or L and G are N, E is C, and J and M are CH;
- or J, G and L are N, E is C and M is CH;
- or E and L are N, J and M are CH and G is C;
- R1 is H, halo, CF3, CHF2, or C1-6-alkyl;
- R2 is H, halo, C1-6-alkyl, C1-6-alkoxy, CF3 or CHF2;
- R3 is H, —C(CH3)2OH, or linear C1-4-alkyl or C3-4-cycloalkyl each of which is optionally substituted by one or more substituents selected from the group consisting of 1 to 6 F and 1 to 2 OH;
- A is selected from the group consisting of aryl or 5 or 6-membered heteroaryl each of which is optionally substituted by one to four Ra;
- Ra is halo, hydroxy, cyano, CF3, NReRf, C1-6-alkyl optionally substituted by amino or by hydroxy, C1-6-alkoxy, C3-4-cycloalkyl, CO—NRbRc, SO2—NRbRc, or SO2—Rd;
- Rb and Rc are the same or different and are selected from the group consisting of:
- H;
- straight or branched C1-6-alkyl optionally substituted by one or more substituents selected from the group consisting of:
- F, cyano, hydroxy, C1-6-alkoxy, —NH—C(O)—O—C1-6-alkyl, amino, (C1-6-alkyl)amino, di(C1-6-alkyl) amino, C3-6-cycloalkyl, heterocycloalkyl having 5 or 6 ring atoms, aryl and 5 or 6-membered heteroaryl;
- C3-6-cycloalkyl;
- aryl;
- and
- heteroaryl;
- or Rb and Rc, together with the nitrogen atom to which they are attached, form a heterocyclic ring of 4 to 6 ring members which are optionally substituted by hydroxy or by C1-6-alkyl;
- Rd is OH or C1-6-alkyl;
- and
- Re and Rf are each independently H, C1-6-alkyl optionally substituted by hydroxy, —C(O)—C1-6-alkyl, or S(O)2—C1-6-alkyl,
- or a pharmaceutically acceptable salt thereof.
20 more elements
A pharmaceutical composition comprising a therapeutically effective amount of a compound of formula (I):
- wherein
- either E and J are N, G is C and one of L or M is N and the other is CH;
- or L and G are N, E is C, and J and M are CH;
- or J, G and L are N, E is C and M is CH;
- or E and L are N, J and M are CH and G is C;
- R1 is H, halo, CF3, CHF2, or C1-6-alkyl;
- R2 is H, halo, C1-6-alkyl, C1-6-alkoxy, CF3 or CHF2;
- R3 is H, —C(CH3)2OH, or linear C1-4-allyl or C3-4-cycloalkyl each of which is optionally substituted by one or more substituents selected from the group consisting of 1 to 6 F and 1 to 2 OH;
- A is selected from the group consisting of aryl or 5 or 6-membered heteroaryl each of which is optionally substituted by one to four Ra;
- Ra is halo, hydroxy, cyano, CF3, NReRf, C1-6-alkyl optionally substituted by amino or by hydroxy, C1-6-alkoxy, C3-4-cycloalkyl, CO—NRbRc, SO2—NRbRc, or SO2—Rd;
- Rb and Rc are the same or different and are selected from the group consisting of:
- H;
- straight or branched C1-6-alkyl optionally substituted by one or more substituents selected from the group consisting of:
- F, cyano, hydroxy, C1-6-alkoxy, —NH—C(O)—O—C1-6-alkyl, amino, (C1-6-alkyl)amino, di(C1-6-alkyl)amino, C3-6-cycloalkyl, heterocycloalkyl having 5 or 6 ring atoms, aryl and 5 or 6-membered heteroaryl;
- C3-6-cycloalkyl;
- aryl;
- and
- heteroaryl;
- or Rb and Rc, together with the nitrogen atom to which they are attached, form a heterocyclic ring of 4 to 6 ring members which are optionally substituted by hydroxy or by C1-6-alkyl;
- Rd is OH or C1-6-alkyl;
- and
- Re and Rf are each independently H, C1-6-alkyl optionally substituted by hydroxy, —C(O)—C1-6-alkyl, or S(O)2—C1-6-alkyl,
- or a pharmaceutically acceptable salt thereof and a pharmaceutically acceptable carrier.
20 more elements
Dependencies are inferred from the claim text.