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US4087551A Expired / Lapsed US ⏱️ 0.0 years remaining

Amino-bicycloheptanes

Assignee: Glaxo Laboratories Ltd
•
Filing: 1975-03-04
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Granted: 1978-05-02
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Expires: 1995-03-04
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Abstract

Abstract Pharmaceutical compositions are described in which the active ingredient is a 7,7-dimethyl-[2,2,1]-bicycloheptane having at the 1-position a substituted or unsubstituted amino or aminomethyl group. The active ingredients have been found to possess antiviral and central nervous system activity.

Inventors

  • 👤 Peter John May

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 07:57
CPC Classifications
C; C07; C07D; C07D295/00; C07D295/16; C07D295/18; C07D209/00; C07D209/02; C07D209/44; C07D295/02

Claims Analysis

Total Claims: 17
Claim 1
Independent Claim 90 words
A pharmaceutical composition for treating viral infections and disorders of the central nervous system comprising a pharmaceutical carrier or excipient and a therapeutically effective amount of a 7,7-dimethyl-[2,2,1]-bicycloheptane having at the 1-position a group R, where R is an amino or aminomethyl group, or a derivative of said amino or aminomethyl group wherein R is substituted at at least the amino nitrogen atom or at the 10-carbon atom by one or more C 1-6 aliphatic, C 3-10 cycloaliphatic, benzyl, styryl, phenylethynyl or phenyl groups; or a physiologically acceptable salt thereof.
Claim 2
Dependent Claim 90 words
A pharmaceutical composition for treating viral infections and disorders of the central nervous system comprising a pharmaceutical carrier or excipient and a therapeutically effective amount of a 7,7-dimethyl-[2,2,1]-bicycloheptane having at the 1-position a group R, where R is an amino or aminomethyl group, or a derivative of said amino or aminomethyl group wherein R is substituted at at least the amino nitrogen atom or at the 10-carbon atom by one or more C 1-6 aliphatic, C 3-10 cycloaliphatic, benzyl, styryl, phenylethynyl or phenyl groups; or a physiologically acceptable salt thereof.
Claim 3
Dependent Claim 11 words
A composition as claimed in claim 1 in dosage unit form.
Claim 4
Dependent Claim 20 words
A composition as claimed in claim 2 in which each dosage unit contains 0.05 g to 4 g active material.
Claim 5
Dependent Claim 20 words
A composition as claimed in claim 2 in which each dosage unit contains 0.025 g to 4 g active material.
Claim 6
Dependent Claim 26 words
A composition as claimed in claim 1 suitable for administration as a nasal spray or nasal drops, or in the form of an aerosol for inhalation.
Claim 7
Dependent Claim 16 words
A composition as claimed in claim 1 wherein R is an amino or substituted amino group.
Claim 8
Dependent Claim 16 words
A composition as claimed in claim 1 wherein R is an aminomethyl or substituted aminomethyl group.
Claim 9
Dependent Claim 17 words
A composition as claimed in claim 6 wherein R is a C 1-6 mono- or dialkylamino group.
Claim 10
Dependent Claim 23 words
A composition as claimed in claim 7 wherein R is an aminomethyl, a C 1-6 mono- or dialkyl- or alkenyl-aminomethyl or 1-aminoethyl group.
Claim 11
Dependent Claim 28 words
A composition as claimed in claim 1 wherein R is an aminomethyl group or the monomethyl, monoethyl, monallyl, mono-n-butyl, dimethyl or diethyl amino-substituted derivatives thereof, or 1-aminoethyl group.
Claim 12
Dependent Claim 17 words
A composition as claimed in claim 1 wherein R is an amino, methylamino, ethylamino or dimethylamino group.
Claim 13
Dependent Claim 30 words
A method of treating viral infections and disorders of the central nervous system in animals including man which comprises administering to the animal a composition as claimed in claim 1.
Claim 14
Dependent Claim 85 words
A composition as claimed in claim 1 wherein R is substituted by alkyl, alkenyl or alkynyl group of up to 6 carbon atoms, which may be unsubstituted or substituted by an amino, C 1-6 mono- or dialkylamino, imino, hydroxy, thiol, an esterified or etherified hydroxy or thiol group or, when a basic grouping is also present on the group, an oxo group in an alpha-position in relation to the 1- or 10-nitrogen atom; a C 3-8 cycloalkyl group; benzyl, styryl, phenylethynyl or a phenyl group.
Claim 15
Dependent Claim 58 words
7,7-dimethyl-[2,2,1]-2-bicycloheptanes having at the 1-position a group R and the physiologically acceptable salts thereof, wherein R is an amino or aminomethyl group possessing a basic nitrogen atom and is substituted at at least the amino nitrogen atom or at the 10-carbon atom by one or more C 1-6 aliphatic, C 3-10 cycloaliphatic, benzyl, styryl, phenylethynyl, or phenyl groups.
Claim 16
Dependent Claim 58 words
7,7-dimethyl-[2,2,1]-2-bicycloheptanes having at the 1-position a group R and the physiologically acceptable salts thereof, wherein R is an amino or aminomethyl group possessing a basic nitrogen atom and is substituted at at least the amino nitrogen atom or at the 10-carbon atom by one or more C 1-6 aliphatic, C 3-10 cycloaliphatic, benzyl, styryl, phenylethynyl, or phenyl groups.
Claim 17
Dependent Claim 295 words
A process for the preparation of a compound as claimed in claim 14: (a) wherein the R group possesses a methylene group in an alpha-position in relation to the nitrogen atom, which comprises reducing the corresponding amide; (b) wherein R is a methylamino group, which comprises reducing an ester of the corresponding carboxyamino compound; (c) wherein R is a methylamino group, which comprises reductively methylating the corresponding amine; (d) wherein the nitrogen atom of R is linked by a double bond to a C 1-6 aliphatic, benzyl, styryl, phenylethynyl, which comprises condensing the corresponding amine with an aldehyde or ketone; (e) wherein R is an aminomethyl group in which one of the hydrogen atoms on the methyl carbon atom is substituted, which comprises reducing the corresponding ketoxamine; (f) wherein the nitrogen atom of R bears an phenyl substituent, which comprises reacting the corresponding amine with a benzyne; (g) wherein the nitrogen atom of R is substituted by a C 1-6 aliphatic, C 3-10 cycloaliphatic, benzyl, styryl or phenylethynyl group, which comprises reacting the corresponding amine with a compound of formula R 5 X where R 5 is a C 1-6 aliphatic, C 3-10 cycloaliphatic, or benzyl, styryl or phenylethynyl group, and X is a readily eliminatable group; (h) where R is an aminomethyl group in which the methyl group is substituted, which comprises reducing the corresponding substituted nitromethyl compound; (i) wherein the nitrogen atom of R is substituted by an aminoacyl group which comprises reacting a corresponding haloacyl compound with ammonia or an amine; or (j) wherein the nitrogen atom of R is substituted by C 1-6 aliphatic or benzyl, styryl or phenylethynyl group, which comprises reducing the corresponding compound in which the said nitrogen atom is linked to said group by a double bond.

References Cited (Backward Citations)

US3483254A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-05-01 1981-10-31 1982-05-02 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-05-01 1985-10-31 1986-05-02 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-05-01 1989-10-31 1990-05-02 $7700.00 Window Closed / Lapsed

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