Patent EP0115142A1 successfully refreshed from Google Patents.
EP0115142A1
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Chroman compounds
Assignee: Zeneca Inc
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Filing: 1983-12-14
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Granted: —
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Expires: 2003-12-14
Abstract
Abstract Compounds of the formula (I) wherein R is a halogen at the 5- and/or 8-position, and x is 0, 1, or 2, and pharmaceutically-acceptable acid-addition salts thereof, process for their preparation, pharmaceutical compositions, and intermediates for preparing said compounds of the formula (I). The compounds of the formula (I) are alpha 2 -antagonists and thus useful in treatment of depression.
Inventors
- 👤 Cyrus John Ohnmacht, Jr.
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-11-08 13:50
CPC Classifications
C; C07; C07D; C07D405/00; C07D405/02; C07D405/04; A; A61; A61P; A61P25/00; A61P25/24; A61P25/26; C07D311/00; C07D311/02; C07D311/04; C07D311/22; C07D311/24; C07D311/58; C07D311/66
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
35 words
A chroman derivative of the following formula (I): wherein R is a halogen attached to the 5- and/or 8-position of the molecule; and x is 0, 1, or 2; or a pharmaceutically-acceptable acid-addition salt thereof.
Claim 2
Dependent Claim
35 words
A chroman derivative of the following formula (I): wherein R is a halogen attached to the 5- and/or 8-position of the molecule; and x is 0, 1, or 2; or a pharmaceutically-acceptable acid-addition salt thereof.
Claim 3
Dependent Claim
13 words
A compound as claimed in Claim 1 wherein x is 0 or 1.
Claim 4
Dependent Claim
22 words
A compound as claimed in Claim 1 or 2 wherein x is 1 and the halogen substituen-t R is at the 5-position.
Claim 5
Dependent Claim
16 words
A compound as claimed in any one of Claims 1 to 3 wherein R is fluoro.
Claim 6
Dependent Claim
16 words
A compound as claimed in Claim 1 which is 2-(2-imidazolin-2-yl)chroman or a pharmaceutically-acceptable acid-addition salt thereof.
Claim 7
Dependent Claim
16 words
A compound as claimed in Claim 1 which is 2-(2-imidazolin-2-yl)-5-fluorochroman or a pharmaceutically-acceptable acid-addition salt thereof.
Claim 8
Dependent Claim
40 words
A process for preparing a compound of the following formula (I): wherein R and x have the meanings stated in Claim 1, or a pharmaceutically-acceptable acid-addition salt thereof, which comprises reacting a compound of the following formula (IV): with ethylenediamine.
Claim 9
Dependent Claim
78 words
A process as claimed in Claim 7 which comprises converting a chroman-2-carboxylic acid of the following formula (II): to the corresponding chroman-2-carboxamide of the following formula (III): in generally known manner, and reacting the said carboxamide (III) with a dehydrating agent to form said chroman-2-carbonitrile of the following formula (IV): and reacting said nitrile (IV) with ethylenediamine to form the corresponding compound of the formula (I), and wherein R and x have the meanings stated in Claim 1.
Claim 10
Dependent Claim
39 words
A pharmaceutical composition comprising at least one compound of the formula (I) stated in Claim 1, wherein R and x have the meanings stated in Claim 1, or a pharmaceutically-acceptable acid-addition salt thereof, and a pharmaceutically-acceptable diluent or carrier.
Claim 11
Dependent Claim
28 words
A compound of the following formula (IV): wherein R is a halogen attached to the 5- and/or 8-position of the molecule; and x is 0, 1, or 2.
Claim 12
Dependent Claim
28 words
A compound of the following formula (IV): wherein R is a halogen attached to the 5- and/or 8-position of the molecule; and x is 0, 1, or 2.
Claim 13
Dependent Claim
51 words
A process for preparing a compound of the following formula (I): . wherein R is a halogen attached to the 5- and/or 8-position of the molecule, and x is 0, 1 or 2, or a pharmaceutically-acceptable acid-addition salt thereof, which comprises reacting a compound of the following formula (IV): with ethylenediamine.
Claim 14
Dependent Claim
51 words
A process for preparing a compound of the following formula (I): . wherein R is a halogen attached to the 5- and/or 8-position of the molecule, and x is 0, 1 or 2, or a pharmaceutically-acceptable acid-addition salt thereof, which comprises reacting a compound of the following formula (IV): with ethylenediamine.
Claim 15
Dependent Claim
78 words
A process as claimed in Claim 1 which comprises converting a chroman-2-carboxylic acid of the following formul (II): to the corresponding chroman-2-carboxamide of the following formula (III): in generally known manner, and reacting the said carboxamide (III) with a dehydrating agent to form said chroman-2-carbonitrile of the following formula (IV): and reacting said nitrile (IV) with ethylenediamine to form the corresponding compound of the formula (I), and wherein R and x have the meanings stated in Claim 1.
Claim 16
Dependent Claim
16 words
. A process as claimed in Claim 1 which is carried out at 60° to 120°C.
Claim 17
Dependent Claim
26 words
A process as claimed in Claim 1 or 3 which is carried out in the presence of a catalytic amount of hydrogen sulfide or carbon disulfide.
Claim 18
Dependent Claim
23 words
A process as claimed in any one of Claims 1 to 4 for the preparation of 2-(2-imidazolin-2-yl)chroman or a pharmaceutically-acceptable acid-addition salt thereof.
Claim 19
Dependent Claim
23 words
A process as claimed in any one of Claims 1 to 4 for the preparation of 2-(2-imidazolin-2-yl)-5-fluorochroman or a pharmaceutically-acceptable acid-addition salt thereof.
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