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US4496590A Expired / Lapsed US ⏱️ 0.0 years remaining

Benzyl alcohol derivatives, their preparation and use

Assignee: STWB Inc
•
Filing: 1983-04-18
•
Granted: 1985-01-29
•
Expires: 2003-04-18
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Abstract

Abstract Novel hydroxyphenylaminobenzenealkanols, useful as antiasthmatic agents, are of the formula <IMAGE> wherein R is hydrogen, lower-alkyl, lower-alkoxy or halo; R' is hydrogen or lower-alkyl; R'' is hydrogen, lower-alkyl or halo; and Y is CnH2n wherein n is 1-2. The compounds are prepared by de-etherification of the corresponding phenol alkyl or benzyl ethers; by reduction of the corresponding benzoic acids or esters thereof; or by reduction of ketones wherein -Y-OH is replaced by -COCH3.

Inventors

  • 👤 Donald C. Schlegel
  • 👤 Malcolm R. Bell

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-06 16:27
CPC Classifications
C; C07; C07C; C07C213/00; A; A61; A61K; A61K31/00; A61K31/13; A61K31/135; A61P; A61P11/00; C07C215/00; C07C215/68; C07C215/74; C07C215/76; C07C215/82

Claims Analysis

Total Claims: 22
Claim 1
Independent Claim 41 words
A compound of the formula ##STR13## wherein: R is hydrogen, lower-alkyl, lower-alkoxy or halo; R' is hydrogen or lower-alkyl; R" is hydrogen, lower-alkyl or halo; and Y is C n H 2n wherein n is an integer from 1 to 2.
Claim 2
Dependent Claim 41 words
A compound of the formula ##STR13## wherein: R is hydrogen, lower-alkyl, lower-alkoxy or halo; R' is hydrogen or lower-alkyl; R" is hydrogen, lower-alkyl or halo; and Y is C n H 2n wherein n is an integer from 1 to 2.
Claim 3
Dependent Claim 10 words
A compound according to claim 1 of the formula ##STR14##
Claim 4
Dependent Claim 5 words
2-(4-Hydroxyphenylamino)-5-methoxybenzenemethanol, according to claim 2.
Claim 5
Dependent Claim 5 words
2-(4-Hydroxyphenylamino)benzenemethanol, according to claim 2.
Claim 6
Dependent Claim 5 words
5-Chloro-2-(4-hydroxyphenylamino)benzenemethanol, according to claim 2.
Claim 7
Dependent Claim 5 words
4-Chloro-2-(4-hydroxyphenylamino)benzenemethanol, according to claim 2.
Claim 8
Dependent Claim 5 words
2-(4-Hydroxyphenylamino)-α-methylbenzenemethanol, according to claim 2.
Claim 9
Dependent Claim 5 words
2-(4-Hydroxyphenylamino)-5-methoxy-α-methylbenzenemethanol, according to claim 2.
Claim 10
Dependent Claim 5 words
2-(3-Chloro-4-hydroxyphenylamino)benzenemethanol, according to claim 2.
Claim 11
Dependent Claim 10 words
A compound according to claim 1 of the formula ##STR15##
Claim 12
Dependent Claim 5 words
4-(2-Hydroxymethyl-4-methoxyphenylimino)-2,5-cyclohexadien-1-one, according to claim 10.
Claim 13
Dependent Claim 26 words
A compound of the formula ##STR16## wherein: R is hydrogen, lower-alkyl, lower-alkoxy or halo; R' is hydrogen or lower-alkyl; and R" is hydrogen, lower-alkyl or halo.
Claim 14
Dependent Claim 26 words
A compound of the formula ##STR16## wherein: R is hydrogen, lower-alkyl, lower-alkoxy or halo; R' is hydrogen or lower-alkyl; and R" is hydrogen, lower-alkyl or halo.
Claim 15
Dependent Claim 5 words
2-(4-Benzyloxyphenylamino)-5-methoxybenzenemethanol, according to claim 12.
Claim 16
Dependent Claim 5 words
2-(4-Benzyloxyphenylamino)benzenemethanol, according to claim 12.
Claim 17
Dependent Claim 5 words
5-Chloro-2-(4-benzyloxyphenylamino)benzenemethanol, according to claim 12.
Claim 18
Dependent Claim 5 words
2-[Methyl(4-benzyloxyphenyl)amino]benzenemethanol, according to claim 12.
Claim 19
Dependent Claim 33 words
A composition for the treatment or prevention of allergic asthma which comprises an anti-asthmatically effective amount of a compound according to claim 1 together with one or more pharmaceutically acceptable excipients or diluents.
Claim 20
Dependent Claim 13 words
A composition according to claim 17 wherein the anti-asthmatically effective compound is 2-[(4-hydroxyphenyl)amino]-5-methoxybenzenemethanol.
Claim 21
Dependent Claim 23 words
A method for treating or preventing allergic asthma in a mammal which comprises administering to said mammal a composition according to claim 17.
Claim 22
Dependent Claim 14 words
A method according to claim 19 in which the anti-asthmatically effective compound is 2-[(4-hydroxyphenyl)amino]-5-methoxybenzenemethanol.

References Cited (Backward Citations)

US3895063A Cited
US3513199A Cited
CH527794A Cited
SU381217A3 Cited
US3792090A Cited
US3884625A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1988-01-29 1988-07-30 1989-01-29 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1992-01-29 1992-07-30 1993-01-29 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1996-01-29 1996-07-30 1997-01-29 $7700.00 Window Closed / Lapsed

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