Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...
Reexamination Certificate
2003-07-18
2004-10-19
Seaman, D. Margaret (Department: 1625)
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Having -c-, wherein x is chalcogen, bonded directly to...
C514S311000, C546S174000, C546S177000, C546S178000, C546S179000, C546S180000
Reexamination Certificate
active
06806277
ABSTRACT:
CROSS-REFERENCE
This application claims priority from French Patent Application No. 0209334, filed Jul. 23, 2002.
SUMMARY OF THE INVENTION
The present invention relates to quinolylpropylpiperidine derivatives of general formula:
which are particularly active as antimicrobial agents. The invention also relates to their preparation and to the compositions comprising them.
BACKGROUND OF THE INVENTION
Patent applications WO 99/37635 and WO 00/43383 have disclosed antimicrobial quinolylpropylpiperidine derivatives of general formula:
in which the R
1
radical is, in particular, (C
1-6
)alkoxy, R
2
is hydrogen, R
3
is in the 2- or 3-position and represents (C
1-6
)alkyl which can optionally be substituted by 1 to 3 substituents chosen from thiol, halogen, alkylthio, trifluoromethyl, carboxyl, alkyloxycarbonyl, alkylcarbonyl, alkenyloxycarbonyl, alkenylcarbonyl, hydroxyl optionally substituted by alkyl, and the like, R
4
is a —CH
2
—R
5
group in which R
5
is selected from alkyl, hydroxyalkyl, alkenyl, alkynyl, tetrahydrofuryl, optionally substituted phenylalkyl, optionally substituted phenylalkenyl, optionally substituted heteroarylalkyl, optionally substituted heteroaroyl, and the like, n is 0 to 2, m is 1 or 2 and A and B are in particular oxygen, sulfur, sulfinyl, sulfonyl, NR
11
, R
11
being selected from H, CF3, alkyl, alkenyl, alkoxycarbonyl, alkylcarbonyl and, possibly substituted aminocarbonyl, or CR
6
R
7
, in which R
6
and R
7
represent H, thiol, alkylthio, halo, trifluoromethyl, alkenyl, alkenylcarbonyl, hydroxyl or amino, and Z
1
to Z
5
are N or CR
1a
wherein R
1a
is H or R
1
, and the like.
European patent application EP 30 044 has disclosed quinoline derivatives, of use as cardiovasculars, corresponding to the general formula:
in which A-B is —CH
2
—CH
2
—, —CHOH—CH
2
—, —CH
2
—CHOH—, —CH
2
—CO— or —CO—CH
2
—, R
1
is H, OH or alkyloxy, R
2
is ethyl or vinyl, R
3
is, in particular, alkyl, hydroxyalkyl, cycloalkyl, hydroxyl, alkenyl, alkynyl, tetrahydrofuryl, phenylalkyl, optionally substituted diphenylalkyl, optionally substituted phenylalkenyl, optionally substituted benzoyl, optionally substituted benzoylalkyl, optionally substituted heteroaryl or optionally substituted heteroarylalkyl, and Z is H or alkyl or, alternatively, together with R
3
, forms a cycloalkyl radical.
REFERENCES:
patent: 4670446 (1987-06-01), Mestre et al.
patent: 6403610 (2002-06-01), Malleron et al.
patent: 6602884 (2003-08-01), Bacque et al.
patent: 2002/0111492 (2002-08-01), Baque et al.
patent: 0 030 044 (1981-06-01), None
patent: 2 354 771 (1978-01-01), None
patent: WO 99/37635 (1999-07-01), None
patent: WO 00/43383 (2000-07-01), None
patent: WO 01/25227 (2001-04-01), None
patent: WO 02/40474 (2002-05-01), None
Bacque Eric
Malleron Jean-Luc
Mignani Serge
Tabart Michel
Aventis Pharma S.A.
Newman Irving
Seaman D. Margaret
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