Indol-3-yl-corbonyl-piperidin-benzoimidazol derivatives
AssigneeHoffmann-La Roche Inc.
InventorsCaterina Bissantz, Christophe Grundschober, Hasane Ratni, Mark Rogers-Evans, Patrick Schnider
Life of this patent
Estimating the term…
Abstract
The present invention relates to Indol-3-yl-carbonyl-piperidin-benzoimidazol derivatives which act as V1a receptor antagonists and which are represented by Formula I: wherein the residues R1 to R7 are as defined herein. The invention further relates to pharmaceutical compositions containing such compounds, their use in treating dysmenorrhea, hypertension, chronic heart failure, inappropriate secretion of vasopressin, liver cirrhosis, nephritic syndrome, obsessive compulsive disorder, anxiety and depressive disorders, and methods of preparation thereof.
Claims8
A compound of formula (I-b):
- R1 is H,
- C1-6-alkyl optionally substituted by CN,
- or is aryl, 5 or 6 membered heteroaryl or sulfonylaryl each of which is optionally substituted by one or more B,
- or is —(CH2)m—Ra wherein Ra is:
- CN,
- ORi,
- NRiRii, or
- C3-6-cycloalkyl, 4 to 7 membered-heterocycloalkyl, aryl, or 5 or 6 membered heteroaryl each of which is optionally substituted by one or more B,
- or —(CH2)n—(CO)—Rb or —(CH2)n—(SO2)—Rb, wherein Rb is:
- C1-6-alkoxy,
- C3-6-cycloalkyl,
- —(CH2)m—NRiiiRiv,
- NRiRii, or
- C3-6-cycloalkyl, 4 to 7 membered-heterocycloalkyl, aryl, or 5 or 6 membered heteroaryl each of which is optionally substituted by one or more B,
- or R1 and R3 together with the indole ring to which they are attached form a 5 or 6 membered heterocycloalkyl which is optionally substituted by ═O;
- there is one or more R2, wherein each R2 is the same or different,
- R2 is one or more H, OH, halo, CN, nitro, C1-6-alkyl optionally substituted by —NRiiiRiv, C1-6-alkoxy, —O—CH2—C2-6-alkenyl, or benzyloxy,
- or two R2 together with the indole ring to which they are attached form an oxo or dioxo bridge;
- R3 is H,
- halo,
- —(CO)—Rc, wherein Rc is:
- C1-6-alkyl,
- —(CH2)n—NRiRii,
- —(CH2)n—NRiiiRiv or
- 5 or 6 membered heterocycloalkyl optionally substituted by C1-6-alkyl, or C1-6-alkyl or aryl, each of which is optionally substituted by
- halo,
- —O(CO)—C1-6-alkyl, or
- —NH(CO)Rd, wherein Rd is C1-6-alkyl optionally substituted by halo or nitro, or Rd is aryl or a 5 or 6 membered heteroaryl, each of which is optionally substituted by halo, nitro, C1-6-alkyl or C1-6-haloalkyl;
- there is one or more R4, wherein each R4 is the same or different,
- R4 is one or more H, halo, C1-6-alkyl or C1-6-alkoxy
- or two R4 together with the phenyl ring to which they are attached form an oxo or dioxo bridge;
- R5 is H, C1-6-alkyl, —(CH2)m—NRiRii, aryl, or —(CH2)n—(CO)—Rb wherein Rb is NRiRii or 4 to 7 membered-heterocycloalkyl, when the dotted line does not represent a double bond,
- or is absent when the dotted line represents a double bond;
- B is halo, CN, NRiRii, C1-6-alkyl optionally substituted by CN, halo or C1-6-alkoxy, C1-6-alkoxy, C1-6-haloalkoxy, C3-6-cycloalkyl, —C(O)O—C1-6-alkyl, —C(O)NRiRii, —C(O)—C1-6-alkyl, —S(O)2—C1-6-alkyl, —S(O)2—NRiRii, (CRiiiRiv)n-phenyl, or (CRiiiRiv)n-5 or 6 membered heteroaryl wherein the phenyl or 5 or 6 membered heteroaryl moiety is optionally substituted by one or more substituent(s) selected from the group consisting of:
- halo, CN, NRiRii, C1-6-alkyl optionally substituted by CN or C1-6-alkoxy,
- C1-6-alkoxy, C1-6-haloalkoxy, C3-6-cycloalkyl, —C(O)O—C1-6-alkyl, —C(O)—NRiRii,
- —C(O)—C1-6-alkyl, —S(O)2—C1-6-alkyl, and —S(O)2—NRiRii;
- Ri and Rii are each independently H, C1-6-alkyl, C1-6-alkyl-NRiiiRiv, —(CO)O—C1-6-alkyl, —C(O)—NRiiiRiv, —S(O)2—C1-6-alkyl or —S(O)2—NRiiiRiv;
- Riii and Riv are each independently H or C1-6-alkyl;
- m is 1 to 6;
- and
- n is 0 to 4;
- or a pharmaceutically acceptable salt thereof.
Dependencies are inferred from the claim text.