6-azaindole compound
AssigneeTakeda Pharmaceutical Company Limited
InventorsYoshiaki Horiguchi, Hiroshi Imoto, Mark A. Wolf
Life of this patent
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Abstract
A compound represented by the formula wherein R1, R2, R3 and R6 are the same or different and each is a hydrogen atom or a substituent; one of R4 and R5 is a hydrogen atom and the other is a group represented by the formula: —C(═X)—R7 wherein X is N—O—R8 or N—NH—R9 wherein R8 and R9 are the same or different and each is a hydrogen atom or a group bonded via a carbon atom; and R7 is a hydrogen atom or a substituent, and the like and a salt thereof have a superior IκB kinase inhibitory activity, and useful as pharmaceutical agents such as agents for preventing or treating diabetes and the like.
Claims8
A compound represented by the formula
- wherein
- R1, R2, R3 and R6 are the same or different and each is a hydrogen atom, a halogen atom, an amino group, or a mono- or di-C7-19 aralkylamino group;
- R4 is a hydrogen atom;
- and
- R5 is
- 1) a group represented by the formula:
- —C(═X)—R7
- wherein X is N—O—R8 or N—NH—R9
- wherein R8 and R9 are the same or different and each is
- (i) a hydrogen atom;
- (ii) an amidino group;
- (iii) a C1-6 alkyl group optionally having 1 to 3 substituents selected from a hydroxy group, an optionally halogenated C1-6 alkoxy group, a carboxyl group, an amino group, a mono-or di-C1-6 alkylamino group, a 5- to 7-membered heterocyclic group, a C1-6 alkoxy-carbonyl group, a carbamoyl group, a mono- or di-C1-6 alkyl-carbamoyl group, a C6-14 aryl-carbamoyl group, a C1-6 alkoxy-carboxamido group and a 5- to 7-membered heterocyclic oxy group;
- (iv) a C7-19 aralkyl group;
- (v) a heterocyclic group bonded via a carbon atom and optionally having 1 to 3 C1-6 alkoxy-carbonyl groups;
- or
- (vi) a carbamoyl group, and
- R7is
- (i) a hydrogen atom or
- (ii) a C1-6 alkyl group, a C6-14 aryl group, a C7-19 aralkyl group or a monocyclic aromatic heterocyclic group, each of which may have 1 to 3 substituents selected from a halogen atom, a C1-6 alkyl group and an optionally halogenated C1-6 alkoxy group;
- 2) a group represented by the formula:
- —C(═O)—R10
- wherein R10
- (i) a hydrogen atom;
- (ii) a C1-6 alkyl group;
- (iii) C6-14 aryl group optionally having 1 to 3 substituents selected from a halogen atom, a C1-6 alkyl group and an optionally halogenated C1-6 alkoxy group;
- (iv) a C7-19 aralkyl group;
- or
- (v) a heterocyclic group bonded via a carbon atom;
- 3) a group represented by the formula:
- —CH(OH)—R10 wherein R10 is as defined above;
- 4) a group represented by the formula:
- —C(═O)—NH—(CH2)n-Ar wherein n is 0, 1 or 2, and Ar is a C6-14 aryl group or a 5 or 6-membered aromatic heterocyclic group;
- 5) a group represented by the formula:
- —C(═O)-Het wherein Het is 1-pyrrolidinyl, 1-piperazinyl, 4-morpholinyl or 4-thiomorpholinyl each optionally having 1 to 3 substituents selected from an optionally halogenated C1-6 alkyl group and an optionally halogenated C1-6 alkyl-carbonyl group;
- or
- 6) a group represented by the formula:
- —CH(R12)—NR13R14 wherein R12 is a hydrogen atom, C1-6 alkyl group or a C6-14 aryl group;
- R13 and R14 are the same or different and each is
- (i) a hydrogen atom,
- (ii) a C1-6 alkyl group, a C3-8cycloalkyl group or a C7-19 aralkyl group each optionally having one to three 5- to 7-membered heterocyclic groups,
- (iii) a monocyclic non-aromatic heterocyclic group optionally having 1 to 3 C7-19 aralkyl groups, or
- (iv) a C1-6 alkyl-carbonyl group, a C6-14 aryl-carbonyl group or an aromatic heterocyclic carbonyl group each optionally having 1 to 3 C1-6 alkoxy-carboxamido groups, or R13 and R14 form, together with the adjacent nitrogen atom, a nitrogen-containing heterocyclic group optionally having 1 to 3 substituents selected from a halogen atom, an optionally halogenated C1-6 alkyl group and an optionally halogenated C1-6 alkoxy group (provided that the nitrogen-containing heterocyclic group is not an oxopyrrolidinyl group or an oxopiperazinyl group),
- or a salt thereof.
Dependencies are inferred from the claim text.