Patent EP0214779A1 successfully refreshed from Google Patents.
EP0214779A1
Expired / Lapsed
EP
⏱️ 0.0 years remaining
Tricyclic compounds
Assignee: Wellcome Foundation Ltd
•
Filing: 1986-08-15
•
Granted: —
•
Expires: 2006-08-15
Abstract
Abstract The present invention provides a compound of formula (I) or a salt, ester or amide thereof: wherein R 1 is -CH 2 -CH 2 -, CH 2 -O- or -O-CH 2 -: R 2 and R 3 are the same or different and are each hydrogen, C 1-4 alkyl or taken together with the nitrogen comprise a nitrogen-containing heterocyclic ring having four to six ring members; R 4 is a single bond or a C 1-7 bivalent aliphatic hydrocarbon group may be joined to the aromatic ring system at the 2, 3. 8 or 9 positions; n is 0 to 3. processes for its preparation and intermediates therefor, pharmaceutical compositions containing it and its use in medicine.
Inventors
- 👤 William O. Lever, Jr.
- 👤 Harry Jefferson Leighton
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-10-29 08:05
CPC Classifications
C; C07; C07D; C07D313/00; C07D313/02; C07D313/06; C07D313/10; C07D313/12; A; A61; A61P; A61P11/00; A61P37/00; A61P37/08; A61P43/00; C07C; C07C229/00; C07C229/38; C07D313/14; C07C2603/00; C07C2603/02; C07C2603/04; C07C2603/30; C07C2603/32
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
309 words
A process for the preparation of a compound of formula (I) or a salt, ester or amide thereof; wherein R 1 is -CH 2 -CH 2 -, CH 2 -O- or -O-CH 2 -; R 2 and R 3 are the same or different and are each hydrogen, C 1-4 alkyl or taken together with the nitrogen comprise a nitrogen-containing heterocyclic ring having four to six ring members; R 4 is a single bond or a C 1-7 bivalent aliphatic hydrocarbon group and may be joined to the aromatic ring system at the 2, 3, 8 or 9 positions; n is 0 to 3 which process comprises; a) the reaction of a compound of the formula (III): wherein R 1 and R 4 are as hereinbefore with an appropriate Wittig reagent or with an appropriate Grignard reagent followed by dehydration or b) when it is required to prepare a compound of the formula (I) wherein R 4 is a single bond by the carboxylation of a compound of the formula (V) above: wherein A 1 to R 3 and n are as hereinbefore defined and X is a hydrogen or halogen atom, or c) the hydrolysis of a compound of the formula (V): wherein X is R 4 CN: d) wher it is required to prepare a compound of the formula (I) wherein R 4 is other than a single bond by reacting a compound of the formula (V) wherein X a halogen atom and R 1 and R 3 and n are as hereinbefore defined with a compound: CH 2 =CHR 6 COR 7 in which R 6 is a d-5 bivalent aliphatic hydrocarbon and R 7 is a protecting group and thereafter removing the protecting group when required, and e) thereafter converting one compound of the formula (I) to another compound of the formula (I) if desired
Claim 2
Dependent Claim
309 words
A process for the preparation of a compound of formula (I) or a salt, ester or amide thereof; wherein R 1 is -CH 2 -CH 2 -, CH 2 -O- or -O-CH 2 -; R 2 and R 3 are the same or different and are each hydrogen, C 1-4 alkyl or taken together with the nitrogen comprise a nitrogen-containing heterocyclic ring having four to six ring members; R 4 is a single bond or a C 1-7 bivalent aliphatic hydrocarbon group and may be joined to the aromatic ring system at the 2, 3, 8 or 9 positions; n is 0 to 3 which process comprises; a) the reaction of a compound of the formula (III): wherein R 1 and R 4 are as hereinbefore with an appropriate Wittig reagent or with an appropriate Grignard reagent followed by dehydration or b) when it is required to prepare a compound of the formula (I) wherein R 4 is a single bond by the carboxylation of a compound of the formula (V) above: wherein A 1 to R 3 and n are as hereinbefore defined and X is a hydrogen or halogen atom, or c) the hydrolysis of a compound of the formula (V): wherein X is R 4 CN: d) wher it is required to prepare a compound of the formula (I) wherein R 4 is other than a single bond by reacting a compound of the formula (V) wherein X a halogen atom and R 1 and R 3 and n are as hereinbefore defined with a compound: CH 2 =CHR 6 COR 7 in which R 6 is a d-5 bivalent aliphatic hydrocarbon and R 7 is a protecting group and thereafter removing the protecting group when required, and e) thereafter converting one compound of the formula (I) to another compound of the formula (I) if desired
Claim 3
Dependent Claim
14 words
A process according to claimlB for the preparation of a compound of formula (II):
Claim 4
Dependent Claim
38 words
A process according to claim 1 for the preparation of a compound selected from: (Z)-11-(3-(Dimethylamino)propylidene)-6,11-dihydrodibenz[b.e.]oxepin-2-carboxylic acid (E)-11-(3-(Dimethylamino)propylidene)-6,11-dihydrodibenz[b.e.]oxepin-2-carboxylic acid (E)-11-(3-(Dimethylamino)propylidene)-6,11-dihydrodibenz[b.e.]oxepin-3-carboxylic acid (Z)-11-(3-(Dimethylamino)propylidene)-6,11-dihydrodibenz[b.e.]oxepin-3-carboxylic acid (E)-11-(3-(Dimethylamino)propylidene)-6,11-dihydrodibenz[b.e.]oxepin-8-carboxylic acid (Z)-11-(3-(Dimethylamino)propylidene)-6,11-dihydrodibenz[b.e.]oxepin-8-carboxylic acid (E)-11-(3-(Dimethylamino)propylidene)-6,11-dihydrodibenz[b.e.]oxepin-9-carboxylic acid (Z)-11-(3-(Dimethylamino)propylidene)-6,11-dihydrodibenz[b.e.]oxepin-9-carboxylic acid (E)-11-(3-(Dimethylamino)propylidene)-6,11-dihydrodibenz[b.e.]oxepin-2-acrylic acid (Z)-11-(3-(Dimethylamino)propylidene)-6,11-dihydrodibenz[b.e.]oxepin-2-acrylic acid (E)-5-(3-(Dimethylamino)propylidene)-10,11-dihydro-5H-dibenzo[a.d]cyclohepten-3-carboxylic acid (Z)-5-(3-(Dimethylamino)propylidene)-10,11-dihydro-5H-Dibenzo[a.d]cyclohepten-3-carboxylic acid
Claim 5
Dependent Claim
21 words
A pharmaceutical composition comprising a compound of formula (I) as defined in claim 1 in admixture with a pharmaceutically acceptable carrier.
Claim 6
Dependent Claim
30 words
A process for the preparation of a pharmaceutical composition which comprises bringing a compound of the formula (I) as defined in claim 1 into association with a pharmaceutically acceptable carrier.
Claim 7
Dependent Claim
10 words
A novel chemical intermediate of the formula (III) or (IV).
Claim 8
Dependent Claim
10 words
A novel chemical intermediate of the formula (III) or (IV).
Claim 9
Dependent Claim
23 words
A method for the control of allergy which comprises the administration of a compound of the formula (I) as defined in claim 1.
Claim 10
Dependent Claim
104 words
CLAIMS FOR AUSTRIA. 1. A compound of formula (I) or a salt. ester or amide thereof; wherein R 1 is -CH 2 -CH 2 -, CH 2 -O- or -O-CH 2 -; R 2 and R 3 are the same or different and are each hydrogen, C i - 4 alkyl or taken together with the nitrogen comprise a nitrogen-containing heterocyclic ring having four to six ring members; R 4 is a single bond or a Ci- 7 bivalent aliphatic hydrocarbon group and may be joined to the aromatic ring system at the 2, 3, 8 or 9 positions: n is 0 to 3.
Claim 11
Dependent Claim
51 words
A compound of formula (II) or a salt, ester or amide thereof; wherein R 1 is -CH 2 -CH 2 , -CH 2 -O- or -O-CH 2 ; and R 5 is a single bond or -CH=CH joined to the aromatic ring system at the 2, 3, 8 or 9 positions.
Claim 12
Dependent Claim
51 words
A compound of formula (II) or a salt, ester or amide thereof; wherein R 1 is -CH 2 -CH 2 , -CH 2 -O- or -O-CH 2 ; and R 5 is a single bond or -CH=CH joined to the aromatic ring system at the 2, 3, 8 or 9 positions.
Claim 13
Dependent Claim
31 words
A compound of claim 2 selected from: (Z)-11-(3-(Dimethylamino)propylidene)-6,11-dihydrodibenz[b.e.]oxepin-2-carboxylic acid (E)-11-(3-(Dimethylamino)propylidene)-6,11-dihydrodibenz[b.e.]oxepin-2-carboxylic acid (E)-11-(3-(Dimethylamino)propylidene)-6,11-dihydrodibenz[b.e.]oxepin-3-carboxylic acid (E)-11-(3-(Dimethylamino)propylidene)-6,11-dihydrodibenz[b.e.]oxepin-3-carboxylic acid (E)-11-(3-(Dimethylamino)propylidene)-6,11-dihydrodibenz[b.e.]oxepin-8-carboxylic acid (Z)-11-(3-(Dimethylamino)propylidene)-6,11-dihydrodibenz[b.e.]oxepin-8-carboxylic acid (E)-11-(3-(Dimethylamino)propylidene)-6,11-dihydrodibenz[b.e.]oxepin-9-carboxylic acid (E)-11-(3-(Dimethylamino)propylidene)-6,11-dihydrodibenz[b.e.]oxepin-9-carboxylic acid (E)-11-(3-(Dimethylamino)propylidene)-6,11-dihydrodibenz[b.e.]oxepin-2-acrylic acid (Z)-11-(3-(Dimethylamino)propylidene)-6,11-dihydrodibenz[b.e.]oxepin-2-acrylic acid (E)-5-(3-(Dimethylamino)propylidene)-10,11-dihydro-5H-dibenzo[a.d]cyclohepten-3-carboxylic acid (Z)-5-(3-(Dimethylamino)propylidene)-10,11-dihydro-5H-Dibenzo[a.d.]cyclohepten-3-carboxylic acid
Claim 14
Dependent Claim
21 words
A pharmaceutical composition comprising a compound of formula (I) as defined in claim 1 in admixture with a pharmaceutically acceptable carrier.
Claim 15
Dependent Claim
15 words
A compound of the formula (I) as defined in claim 1 for use in medicine
Claim 16
Dependent Claim
22 words
A compound of the formula (I) as defined in claim 1 for the manufacture of a medicament for the control of allergy.
Claim 17
Dependent Claim
46 words
A compound of the formula (I) as defined in claim 1 for the manufacture of a medicament for relieving the detrimental effects of histamine, for the control or relief of the effects of an asthmatic condition, or for controlling bronchoconstriction or bronchospasm characteristic of allergic asthma.
Claim 18
Dependent Claim
223 words
A process for the preparation of a compound of formula (I) as defined in claim 1 which comprises a) the reaction of a compound of the formula (III): wherein R and R 4 are as hereinbefore with an appropriate Wittig reagent or with an appropriate Grignard reagent followed by dehydration or b) the hydrolysis of a compound of the formula (V): wherein X is R 4 CN; c) when it is required to prepare a compound of the formula (I) wherein R 4 is a single bond, a carboxylation reaction on a compound of the formula (V) above wherein A 1 to R 3 and n are as hereinbefore defined and X is a hydrogen or halogen atom, or d) when it is required to prepare a compound of the formula (I) wherein R 4 is other than a single bond the reacting of a compound of the formula (V) above wherein X a halogen atom and R 1 to R 3 and n are as hereinbefore defined with a compound: CH 2 = CHR 6 COR 7 in which R 6 is a C 1-5 bivalent aliphatic hydrocarbon and R 7 is a protecting group and thereafter removing the protecting group when required, and e) thereafter converting one compound of the formula (I) to another compound of the formula (I) if desired
Claim 19
Dependent Claim
10 words
A novel chemical intermediate of the formula (III) or (V).
Claim 20
Dependent Claim
10 words
A novel chemical intermediate of the formula (III) or (V).
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
Maintenance schedule is calculated for granted US utility patents.