US4563468A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Chemotherapeutic agents
Assignee: Wellcome Foundation Ltd
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Filing: 1980-08-11
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Granted: 1986-01-07
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Expires: 2000-08-11
Abstract
Abstract 2-Pyridyl chroman and derivatives thereof have been discovered to have potent anti-viral activities, i.e. particular against rhinovirus. Novel compounds and their pharmaceutically acceptable salts, pharmaceutical formulations containing the compounds of this invention and the treatment of viral infections with these formulations are all disclosed. 2-(3-Pyridyl)chroman and 6-chloro-2-(3-pyridyl)chroman are examples of especially active compounds of this invention.
Inventors
- 👤 John F. Batchelor
- 👤 Harold F. Hodson
- 👤 John W. T. Selway
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 22:12
CPC Classifications
C; C07; C07D; C07D405/00; C07D405/02; C07D405/04; A; A61; A61P; A61P31/00; A61P31/12; C07D311/00; C07D311/02; C07D311/04; C07D311/58
Claims Analysis
Total Claims: 31
Claim 1
Independent Claim
82 words
A compound of formula (I), or N-oxide thereof, ##STR6## or, tautomers thereof, or where appropriate a salt or ester thereof, wherein R 1 and R 2 each represent four substituents selected from hydrogen and halogen atoms, (lower) alkyl, hydroxy (lower) alkyl, carboxy (lower) alkyl, (lower) alkoxyl, amino, (lower) alkylamino, di(lower) alkylamino, (lower)alkanoylamino, nitro, cyano, trifluoromethyl, carboxyl, hydroxyl and methylenedioxy groups and R 3 and R 4 are the same or different and each is selected from hydrogen atoms and (lower) alkyl groups.
Claim 2
Dependent Claim
82 words
A compound of formula (I), or N-oxide thereof, ##STR6## or, tautomers thereof, or where appropriate a salt or ester thereof, wherein R 1 and R 2 each represent four substituents selected from hydrogen and halogen atoms, (lower) alkyl, hydroxy (lower) alkyl, carboxy (lower) alkyl, (lower) alkoxyl, amino, (lower) alkylamino, di(lower) alkylamino, (lower)alkanoylamino, nitro, cyano, trifluoromethyl, carboxyl, hydroxyl and methylenedioxy groups and R 3 and R 4 are the same or different and each is selected from hydrogen atoms and (lower) alkyl groups.
Claim 3
Dependent Claim
34 words
A compound according to claim 1 wherein R 1 and R 2 each represent four substituents selected from hydrogen and halogen atoms and amino, hydroxyl, methyl, ethyl, methoxy, ethoxy, hydroxymethyl, cyano and trifluoromethyl groups.
Claim 4
Dependent Claim
34 words
A compound according to claim 1 or claim 2 wherein at least two of the substituents represented by R 1 and at least two of the substituents represented by R 2 are hydrogen atoms.
Claim 5
Dependent Claim
45 words
A compound according to claim 3 wherein R 1 represents three hydrogen atoms at the 5, 7 and 8 positions and a substituent selected from hydrogen or halogen atom and amino, hydroxyl, methyl, ethyl, methoxy, ethoxy, hydroxymethyl, cyano and trifluoromethyl group at the 6 position.
Claim 6
Dependent Claim
16 words
A compound according to claim 1 wherein both R 3 and R 4 are hydrogen atoms.
Claim 7
Dependent Claim
20 words
A compound according to claim 1 characterised in that R 3 and R 4 is a methyl or ethyl group.
Claim 8
Dependent Claim
7 words
2-(3-Pyridyl)chroman, 6-chloro-2-(3-pyridyl)chroman and the N oxides thereof.
Claim 9
Dependent Claim
7 words
2-(3-Pyridyl)chroman, 6-chloro-2-(3-pyridyl)chroman and the N oxides thereof.
Claim 10
Dependent Claim
33 words
The compound of claim 1 or 2 in which at least two of the substituents represented by R 1 and at least two of the substituents represented by R 2 are hydrogen atoms.
Claim 11
Dependent Claim
18 words
The compound of claim 1 in which R 3 or R 4 is a methyl or ethyl group.
Claim 12
Dependent Claim
95 words
A pharmaceutical composition comprising a compound of formula (I) or the N oxide thereof, ##STR7## or tautomers thereof, or where appropriate a salt or ester thereof, wherein R 1 and R 2 each represent four substituents selected from hydrogen and halogen atoms, (lower) alkyl, hydroxy (lower) alkyl, carboxy (lower) alkyl, (lower) alkoxyl, amino, (lower) alkylamino, di(lower) alkylamino, (lower)alkanoylamino, nitro, cyano, trifluoromethyl, carboxyl, hydroxyl and methylenedioxy groups and R 3 and R 4 are the same or different and each is selected from hydrogen atoms and (lower) alkyl groups together with a pharmaceutically acceptable carrier therefore.
Claim 13
Dependent Claim
95 words
A pharmaceutical composition comprising a compound of formula (I) or the N oxide thereof, ##STR7## or tautomers thereof, or where appropriate a salt or ester thereof, wherein R 1 and R 2 each represent four substituents selected from hydrogen and halogen atoms, (lower) alkyl, hydroxy (lower) alkyl, carboxy (lower) alkyl, (lower) alkoxyl, amino, (lower) alkylamino, di(lower) alkylamino, (lower)alkanoylamino, nitro, cyano, trifluoromethyl, carboxyl, hydroxyl and methylenedioxy groups and R 3 and R 4 are the same or different and each is selected from hydrogen atoms and (lower) alkyl groups together with a pharmaceutically acceptable carrier therefore.
Claim 14
Dependent Claim
26 words
A pharmaceutical composition according to claim 10 characterised in that the compound of formula (I) is 2-(3-pyridyl)chroman or the N-oxide thereof, 6-chloro-2-(3-pyridyl)chroman or the N-oxide thereof.
Claim 15
Dependent Claim
39 words
A method of treating rhinoviral infections in a human being or other animal comprising the administration to said human or other animal of an effective, non-toxic antirhinoviral amount of a compound of formula (I) as claimed in claim 1.
Claim 16
Dependent Claim
39 words
A method of treating rhinoviral infections in a human being or other animal comprising the administration to said human or other animal of an effective, non-toxic antirhinoviral amount of a compound of formula (I) as claimed in claim 7.
Claim 17
Dependent Claim
37 words
A method of treating rhinoviral infections in a human being or other animal comprising the administration to said human or other animal an effective antirhinoviral infection treatment amount of a pharmaceutical composition as claimed in claim 10.
Claim 18
Dependent Claim
37 words
A method of treating rhinoviral infections in a human being or other animal comprising the administration to said human or other animal an effective antirhinoviral infection treatment amount of a pharmaceutical composition as claimed in claim 11.
Claim 19
Dependent Claim
41 words
A method for preventing rhinoviral infections in an apparently healthy human being or other animal comprising the administration to said human or other animal of an effective non-toxic, antirhinoviral amount of a compound of formula (I) as claimed in claim 1.
Claim 20
Dependent Claim
41 words
A method for preventing rhinoviral infections in an apparently healthy human being or other animal comprising the administration to said human or other animal of an effective non-toxic, antirhinoviral amount of a compound of formula (I) as claimed in claim 7.
Claim 21
Dependent Claim
39 words
A method for preventing rhinoviral infections in an apparently healthy human being or other animal comprising the administration to said human or other animal an effective antirhinoviral infection treatment amount of a pharmaceutical composition as claimed in claim 10.
Claim 22
Dependent Claim
39 words
A method of preventing rhinoviral infections in an apparently healthy human being or other animal comprising the administration to said human or other animal an effective antirhinoviral infection treatment amount of a pharmaceutical composition as claimed in claim 11.
Claim 23
Dependent Claim
15 words
The pharmaceutical composition according to claim 10, 11 or 8 in a form for inhalation.
Claim 24
Dependent Claim
15 words
The pharmaceutical composition of claim 10, 11 or 8 in a form for oral administration.
Claim 25
Dependent Claim
16 words
The composition of claim 10, 11 or 8 in the form of a tablet or capsule.
Claim 26
Dependent Claim
1 words
6-chloro-2-(3-pyridyl)chroman.
Claim 27
Dependent Claim
1 words
6-chloro-2-(3-pyridyl)chroman.
Claim 28
Dependent Claim
14 words
A pharmaceutical composition comprising the compound 6-chloro-2-(3-pyridyl)chroman together with a pharmaceutically acceptable carrier therefor.
Claim 29
Dependent Claim
14 words
A pharmaceutical composition comprising the compound 6-chloro-2-(3-pyridyl)chroman together with a pharmaceutically acceptable carrier therefor.
Claim 30
Independent Claim
31 words
A method of treating rhinoviral infections in a human being comprising the administration to the human being of an effective, non-toxic antirhinoviral amount of 6-chloro-2-(3-pyridyl)chroman and a pharmaceutically acceptable carrier therefor.
Claim 31
Independent Claim
31 words
A method of treating rhinoviral infections in a human being comprising the administration to the human being of an effective, non-toxic antirhinoviral amount of 6-chloro-2-(3-pyridyl)chroman and a pharmaceutically acceptable carrier therefor.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1989-01-06 | 1989-07-08 | 1990-01-07 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1993-01-06 | 1993-07-08 | 1994-01-07 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1997-01-06 | 1997-07-08 | 1998-01-07 | $7700.00 | Window Closed / Lapsed |