Patent EP0082005A2 successfully refreshed from Google Patents.
EP0082005A2
Expired / Lapsed
EP
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Naphthoxyalkylamines and related compounds, their preparation and antiinflammatory compositions containing them
Assignee: Syntex USA LLC
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Filing: 1982-12-13
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Granted: —
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Expires: 2002-12-13
Abstract
Abstract Compounds of the formula: and the pharmaceutically acceptable acid addition salts thereof, wherein; Y is halo, alkoxy or alkyl; a is 0 or 1; b is an integer from 2-12 with the proviso that if b is 2 or 3, a cannot be 0; and X is selected from -OH,OR 1 , and -NHCONHR 2 in which each R 1 is independently alkyl or phenyl or in -NHR 2 1, both R 1 together are alkylene; and R 2 is cycloalkyl or phenyl; have antiinflammatory properties and are useful in the treatment of conditions characterized by inflammation and swelling.
Inventors
- 👤 Peter Harold Nelson
- 👤 Howard Joseph Ringold
- 👤 Stefan Howard Unger
- 👤 Thomas R. Thieme
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-11-07 07:50
CPC Classifications
C; C07; C07D; C07D295/00; C07D295/04; C07D295/08; C07D295/084; C07D295/088; A; A61; A61P; A61P29/00; C07C; C07C275/00; C07C275/26; C07C275/28; C07C275/30; C07C43/00; C07C43/02; C07C43/20; C07C43/202; C07C43/225; C07C43/23
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
93 words
A compound of the formula: and the pharmaceutically acceptable acid addition salts thereof, wherein; Y is halo, alkoxy or alkyl; a is 0 or 1; b is an integer from 2-12 with the proviso that if b is 2 or 3, a cannot be 0; and X is selected from -OH, O R 1, -NH 2 , -NHR 1 , NR1 2, and -NHCON HR 2 in which each R l is independently alkyl or phenyl or in -NR1 2, both R 1 together are alkylene; and R 2 is cycloalkyl or phenyl.
Claim 2
Dependent Claim
93 words
A compound of the formula: and the pharmaceutically acceptable acid addition salts thereof, wherein; Y is halo, alkoxy or alkyl; a is 0 or 1; b is an integer from 2-12 with the proviso that if b is 2 or 3, a cannot be 0; and X is selected from -OH, O R 1, -NH 2 , -NHR 1 , NR1 2, and -NHCON HR 2 in which each R l is independently alkyl or phenyl or in -NR1 2, both R 1 together are alkylene; and R 2 is cycloalkyl or phenyl.
Claim 3
Dependent Claim
17 words
A compound of Claim 1 or a pharmaceutically acceptable acid addition salt- thereof, wherein: a is zero.
Claim 4
Dependent Claim
22 words
A compound of Claim 2 or a pharmaceutically acceptable acid addition salt thereof, wherein: b is an integer from 4 to 8.
Claim 5
Dependent Claim
34 words
A compound of Claim 3 or a pharmaceutically acceptable acid addition salt thereof, wherein the compound of formula I is selected from: 1-(1-naphthyloxy)-8-(N,N-dimethylamino)octane; 1-(1-naphthyloxy)-8-(N-phenyl-N-(2-hydroxyethyl)amino) octane; 1-(1-naphthyloxy)-8-(N-ethyl-N-(2-hydroxyethyl)-amino) octane; 1-(2-naphthyloxy)-8-(N-ethyl-N-(2-hydroxyethyl)-amino) octane; 1-(1-naphthyloxy)-8-(N,N-diethylamino)octane; 1-(1-naphthyloxy)-6-aminohexane; 1-(1-naphthyloxy)-6-(N,N-dimethylamino)hexane; and 1-(1-naphthyloxy)-8-(pyrrolidin-1-yl)octane.
Claim 6
Dependent Claim
27 words
A pharmaceutical composition which comprises a therapeutically effective amount of a compound of any one of the preceding claims in admixture with a pharmaceutically acceptable exc ipient.
Claim 7
Dependent Claim
15 words
A compound of any one of claims 1 to 4 for use in reducing inflammation.
Claim 8
Dependent Claim
92 words
A process for preparing a compound of claim 1, which process comprises: a) converting a compound of the formula: wherein, Y, a, and b are as defined in claim 1 to a compound of formula I, or, optionally b) converting the free base of the compound of Formula I with an acid to a pharmaceutically acceptable acid addition salt; or c) converting a salt of the compound of Formula I with a base to the corresponding free base; or d) converting a salt of the compound of Formula I to another salt.
Claim 9
Dependent Claim
30 words
A process according to Claim 7 wherein the conversion of a compound of formula (B) to a compound of formula (I) wherein X is OH is accomplished using a superoxide.
Claim 10
Dependent Claim
33 words
A process according to Claim 7 wherein the conversion of a compound of formula (B) to a compound of formula (I) wherein X is OR is accomplished using a sodium alkoxide or cycloalkoxide.
Claim 11
Dependent Claim
37 words
A process according to Claim 7 wherein the conversion of a compound of formula (B) to a compound of formula (I) wherein X is a primary, secondary, or tertiary amine is accomplished using an appropriately substituted amine.
Claim 12
Dependent Claim
23 words
A process according to Claim 10 wherein if X is a primary amine the conversion product is hydrolyzed to form the primary amine.
Claim 13
Dependent Claim
55 words
A process according to Claim 7 wherein the conversion of a compund of formula (B) to a compound of formula (I) wherein X is NHCONHR 2 is accomplished using an amine followed by reaction of the resulting primary amine with an isocyanate of the formula R 2 NCO wherein R 2 is as defined above.
References Cited (Backward Citations)
No citation records indexed.
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