IP Library Granted Patent US 7,196,199
Granted Patent B2
US 7,196,199 · App. 10/740,418 · Granted Mar 27, 2007

Phenoxypropylamine compounds

Assignee: Mitsubishi Pharma Corporation
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Quick Facts
Patent No.
US 7,196,199
App. No.
10/740,418
Granted
Mar 27, 2007
Kind
B2
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-HT 1A receptor, as well as 5-HT reuptake inhibitory activity, and can be used as antidepressants quick in expressing an anti-depressive effect.

Claims (32)

1. A compound selected from the group consisting of

2-(4-methoxybenzo(b)furan-2-yl)-5-methyl-1,3,4-oxadiazole,

2-(4-hydroxybenzo(b)furan-2-yl)-5-methyl-1,3,4-oxadiazole,

(S)-2-(4-glycidyloxybenzo(b)furan-2-yl)-5-methyl-1,3,4-oxadiazole,

2-(7-methoxybenzo(b)furan-2-yl)-5-methyl-1,3,4-oxadiazole,

2-(4-(methoxymethyloxy)benzo(b)thiophen-2-yl)-5-methyl-1,3,4-oxadiazole,

2-(4-hydroxybenzo(b)thiophen-2-yl)-5-methyl-1,3,4-oxadiazole,

4-benzyloxy-2-(5-methyl-1,3,4-oxadiazol-2-yl)-1H-indole,

2-(7-methoxybenzo(b)furan-2-yl)-5-phenyl-1,3,4-oxadiazole,

2-(4-methoxybenzo(b)furan-2-yl)-5-trifluoromethyl-1,3,4-oxadiazole,

2-(4-hydroxybenzo(b)furan-2-yl)-5-trifluoromethyl-1,3,4-oxadiazole,

(S)-2-(4-glycidyloxybenzo(b)furan-2-yl)-5-trifluoromethyl-1,3,4-oxadiazole,

2-(7-methoxybenzo(b)furan-2-yl)-5-trifluoromethyl-1,3,4-oxadiazole,

2-(7-hydroxybenzo(b)furan-2-yl)-5-trifluoromethyl-1,3,4-oxadiazole,

(S)-2-(7-glycidyloxybenzo(b)furan-2-yl)-5-trifluoromethyl-1,3,4-oxadiazole,

2-(4-methoxybenzo(b)furan-2-yl)-5-ethyl-1,3,4-oxadiazole,

2-(4-hydroxybenzo(b)furan-2-yl)-5-ethyl-1,3,4-oxadiazole,

(S)-2-(4-glycidyloxybenzo(b)furan-2-yl)-5-ethyl-1,3,4-oxadiazole,

5-ethoxycarbonyl-2-(4-methoxybenzo(b)furan-2-yl)-1,3,4-oxadiazole,

5-ethoxycarbonyl-2-(4-hydroxybenzo(b)furan-2-yl)-1,3,4-oxadiazole,

5-(4-(methoxymethyloxy)benzo(b)furan-2-yl)-2,3-dihydro-1,3,4-oxadiazole-2-thione,

5-(4-(methoxymethyloxy)benzo(b)furan-2-yl)-2-methylthio-1,3,4-oxadiazole,

5-(4-hydroxybenzo(b)furan-2-yl)-2-methylthio-1,3,4-oxadiazole,

5-(4-(methoxymethyloxy)benzo(b)furan-2-yl)-2,3-dihydro-1,3,4-oxadiazol-2-one,

5-(4-(methoxymethyloxy)benzo(b)furan-2-yl)-2-methoxy-1,3,4-oxadiazole,

(S)-5-(4-glycidyloxybenzo(b)furan-2-yl)-2-methoxy-1,3,4-oxadiazole,

2-ethoxy-5-(4-(methoxymethyloxy)benzo(b)furan-2-yl)-1,3,4-oxadiazole,

(S)-2-ethoxy-5-(4-glycidyloxybenzo(b)furan-2-yl)-1,3,4-oxadiazole,

2-(1-methylethyloxy)-5-(4-(methoxymethyloxy)benzo(b)furan-2-yl)-1,3,4-oxadiazole and

(S)-2-(1-methylethyloxy)-5-(4-glycidyloxybenzo(b)furan-2-yl)-1,3,4-oxadiazole.

2. 2-(4-hydroxybenzo(b)furan-2-yl)-5-methyl-1,3,4-oxadiazole.

3. (S)-2-(4-glycidyloxybenzo(b)furan-2-yl)-5-methyl-1,3,4-oxadiazole.

Priority Claims (4)
JP 11-142750 · May 24, 1999 · national
JP 11-166160 · Jun 14, 1999 · national
JP 11-277384 · Sep 29, 1999 · national
JP 2000-18080 · Jan 25, 2000 · national
Continuity (3)
Division 0999038900 · Nov 23, 2001
Continuation In Part PCTJP000327900 · May 22, 2000
Related Publication 20040138227A1 · Jul 15, 2004