Indane dimer compounds with smooth muscle relaxing and/or...

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Nitrogen containing other than solely as a nitrogen in an...

Reexamination Certificate

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C564S428000

Reexamination Certificate

active

06423752

ABSTRACT:

The invention relates to indane compounds, processes for their production, compositions containing them and their pharmacological use.
According to the invention there is provided a compound of any of the formulae:
wherein
in Formulae 5 R
1
and R
3
to R
15
in Formula 6 R
1
, R
2
and R
4
to R
15
are selected from one or more of the same or different of:
H, halo, hydroxy, alkoxy, aryloxy, acetoxy, carboxy, alkyl carbonyl, hydro carbonyl, amino, amido, alkylamino, hydroxylamino, amine oxide groups, azo groups, cyano, hydrazino groups, hydrazide groups, hydrazone groups, imide groups, iminoether groups, ureyl groups, oxime, nitro, nitrate, nitrite, nitroso groups, nitrile, heterocyclic groups containing one or more heteroatoms selected from N, O or S, aralkyl groups, mono and polybenzoid aryl groups, substituted aryl groups, thiol, thioureyl, phenylthiol groups, sulphonic acid groups, sulphoxide groups, sulphone groups, alkyl containing 1 to 10 carbon atoms or cycloalkyl groups containing 3 to 8 carbon atoms which may be saturated or unsaturated, substituted akyl or cycloalkyl groups which may be saturated or unsaturated
in Formulae 5, and 6 X is O, NR (wherein R is acyl, alkyl or sulphonate groups), S, SO or SO
2
in Formula 5 any one or more of R
1
,
1
R
1
; R
3
,
1
R
3
; R
9
,
1
R
9
; and R
10
,
1
R
10
may together represent oxo,
in Formula 6 any of R
1
,
1
R
1
; R
2
,
1
R
1
; R
9
,
1
R
9
; and R
14
,
1
R
14
may together represent oxo, and
a pharmacologically acceptable salts, esters, amides, solvates and isomers thereof.
In one embodiment of the invention the alkyl or cycloalkyl are substituted with one or more of the same or different of halo, oxo, hydroxy, alkoxy, aryloxy, acetoxy, carboxy, carbonyl, amino, amido, alkylamino, hydroxyamino, amine oxide groups, azo groups, cyano, hydrazino groups, hydrazide groups, hydrazone groups, imide groups, imino ether groups, ureyl groups, oxime, nitro, nitrate, nitrite, nitroso groups, nitrite, heterocyclic groups containing one or more heteroatoms selected from N, O or S, aralkyl groups, mono and polybenzoid aryl groups, substituted aryl groups, thiol, thioureyl, phenyl thiol groups, sulphonic acid groups, sulphoxide groups and sulphone groups.
In one embodiment of the invention the heterocyclic groups contain one or more heteroatoms selected from N, O or S.
In Formulae 5, and 6 R
4
to R
7
may be hydrogen. In Formula 5, R
11
to R
14
and in Formulae 6, R
10
to R
13
may also be hydrogen.
In Formula 5, and 6 preferred particularly because of pharmacological activity are those compounds in which X represents NR wherein R is acyl, alkyl or sulphonate groups.
Preferred particularly because of activity as anti-inflammatory agents are those compounds in which R represents acyl.
Preferred particularly because of activity as mast cell stabilising agents are those compounds in which R represents alkyl or sulphonate.


REFERENCES:
patent: 3314854 (1967-04-01), Heider
patent: 3668258 (1972-06-01), Hageman
Monatshefte fur chemie by Riemschneider vol. 94 pp. 1131, 1132, 1963.*
J Amer Chem Soc by Whitmore et al 64 912-917, 1942.*
Ann Chim (Paris) 10 (4) Courtot pp. 256-258, 1925.*
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Ann Chim (Paris) 10 (4) Courtot pp. 285-287, 1925.*
CA:76:58435 abs of Tetrahedron 27 (4) pp. 6159-6169 by Perjessy, 1971.*
Beilstein rn 3177504 paper of Chem Ber 52 pp. 110, 1919.*
CA:89146571 abs of Indian J Chem Sect B 16B(6) pp. 491-495 by Islam, 1978.*
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CA:123:246895 abs of WO9518617, Jul. 1995.*
Beilstein RN:266384 abs of J Gen Chem USSR (Engl. Translation) 30, p. 3601 by Lewchina et al, 1960.*
CA:98:125575 abs of J Med Chem 26(4) pp. 580-585 by Deana et al, 1983.*
Chemical Abstracts, vol. 117, No. 3, Jul. 20, 1992, Takenaka, “Attenuation of endothelin effects by a chloride . . . ”.
AM. J. Physiol, vol. 262, No. 5, Pt. 2, 1992, pp. F799-F806.

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