Phenoxypropylamine compounds
AssigneeMitsubishi Pharma Corporation
InventorsAkira Nishiyama, Masahiro Bougauchi, Takanobu Kuroita, Masanori Minoguchi, Yasunori Morio, Kouji Kanzaki
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Abstract
The present invention relates to a phenoxypropylamine compound of the formula (I) wherein each symbol is as defined in the specification, an optically active compound thereof or a pharmaceutically acceptable salt thereof and hydrates thereof, which simultaneously show selective affinity for and antagonistic activity against 5-HT1A receptor, as well as 5-HT reuptake inhibitory activity, and can be used as antidepressants quick in expressing an anti-depressive effect.
Claims9
A compound of the formula (I)
- wherein each symbol in the formula means as follows:
- a bond represented by a solid line and a dotted line shows a double bond or a single bond;
- X is a hydrogen atom, a hydroxy group, a C1-C8 alkoxy group, an acyloxy group or an oxo group;
- R1 is a group of the following formula
- wherein
- R5 is optionally substituted aryl group or optionally substituted aromatic heterocyclic group,
- Z is void or —CH2—, and
- R6 is hydrogen atom, hydroxy group, acetamido group, carboxyl group, alkoxycarbonyl group, cyano group or C1-C8 alkoxy group;
- R3 is a hydrogen atom, a C1-C18 alkyl group or a halogen atom;
- V is —O—;
- W is void;
- R7 is a C1-C4 hydroxyalkyl group, an acyl group, an optionally substituted saturated or unsaturated heterocyclic group, an optionally substituted fused heterocyclic group, a C1-C4 alkylsulfonyl group or the formula —Q—R9
- wherein
- Q is —C(═O)—, —C(═S)—, —CH2— or —S(═O)2—, and
- R9 is a group of the following formula
- or —NH—NH—R15
- wherein R10 and R11 are each independently hydrogen atom, C1-C18 alkyl group, optionally substituted aryl group, optionally substituted aralkyl group or alkoxy group, R12 is hydrogen atom, optionally substituted aryl group, C1-C18 alkyl group, C1-C8 alkoxy group or acyl group, and R15 is hydrogen atom, phenyl group, C1-C4 alkyl group, C1-C2 halogenated alkyl group, halogen atom, C2-C4 alkenyl group, C1-C4 hydroxyalkyl group, alkoxyalkyl group, alkyloxycarbonyl group, optionally substituted amino group, acetamido group, carboxyl group, acyl group, optionally substituted alkyloxy group, alkylthio group or cyano group;
- Ra, Rb and Rc are each independently a hydrogen atom, a C1-C18 alkyl group, a hydroxy group, a C1-C8 alkoxy group, a halogen atom, an acyl group, a nitro group or an amino group;
- an optically active compound thereof, a pharmaceutically acceptable salt thereof or a hydrate thereof.
A compound of the formula (II)
- wherein each symbol in the formula means as follows:
- X is a hydrogen atom, a hydroxy group, a C1-C8 alkoxy group or an acyloxy group or an oxo group;
- R1 is a group of the following formula
- wherein
- R5 is optionally substituted aryl group or optionally substituted aromatic heterocyclic group,
- Z is void or —CH2—, and
- R6 is hydrogen atom, hydroxy group, acetamido group, carboxyl group, alkoxycarbonyl group, cyano group or C1-C8 alkoxy group,
- R3 is a hydrogen atom, a C1-C18 alkyl group or a halogen atom;
- V is —O—
- W is void;
- R14 is a hydrogen atom or a C1-C4 alkyl;
- and
- Ra, Rb and Rc are each independently a hydrogen atom, a C1-C18 alkyl group, a hydroxy group, a C1-C8 alkoxy group, a halogen atom, an acyl group, a nitro group or an amino group;
- an optically active compound thereof, a pharmaceutically acceptable salt thereof or a hydrate thereof.
Dependencies are inferred from the claim text.