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US4645774A Expired / Lapsed US ⏱️ 0.0 years remaining

Aminoethoxybenzylalcohol derivatives, process for their preparation and pharmaceutical compositions containing them

Assignee: Richter Gedeon Vegyeszeti Gyar Nyrt
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Filing: 1985-12-02
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Granted: 1987-02-24
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Expires: 2005-12-02
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Abstract

Abstract The invention relates to new aminoethoxybenzylalcohol derivatives of the formula (I) <IMAGE> (I) wherein R1 is hydrogen, halogen, trihalomethyl, alkyl having from one to 4 carbon atoms or alkoxy having from one to 4 carbon atoms; R2 is halogen, trihalomethyl, or alkoxy having from one to 4 carbon atoms; R3 and R4 stand for methyl or together with the adjacent nitrogen form an up to 8-membered ring optionally containing oxygen, and acid addition or quaternary ammonium salts thereof. The compounds of formula (I) are pharmacologically active, thus show enzyme-inducing effect. The pharmaceutical compositions containing them as active ingredient are also within the scope of the invention.

Inventors

  • 👤 Edit Toth
  • 👤 Jozsef Torley
  • 👤 Eva Palosi
  • 👤 Szabolcs Szeberenyi
  • 👤 Laszlo Szporny
  • 👤 Sandor Gorog
  • 👤 Istvan Hajdu

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-30 19:45
CPC Classifications
C; C07; C07D; C07D295/00; C07D295/04; C07D295/08; C07D295/084; C07D295/088; A; A61; A61P; A61P43/00

Claims Analysis

Total Claims: 8
Claim 1
Independent Claim 53 words
A compound of the Formula (I) ##STR12## wherein R 1 is hydrogen; R 2 is halo, trihalomethyl, or C 1 to C 4 alkoxy; and R 3 and R 4 together with the adjacent nitrogen atom form a piperidinyl, or pyrrolidinyl, group; or a pharmaceutically acceptable acid addition or quaternary ammonium salt thereof.
Claim 2
Dependent Claim 53 words
A compound of the Formula (I) ##STR12## wherein R 1 is hydrogen; R 2 is halo, trihalomethyl, or C 1 to C 4 alkoxy; and R 3 and R 4 together with the adjacent nitrogen atom form a piperidinyl, or pyrrolidinyl, group; or a pharmaceutically acceptable acid addition or quaternary ammonium salt thereof.
Claim 3
Dependent Claim 43 words
The compound of the Formula (I) defined in claim 1 selected from the group consisting of: (a) alpha-ethyl-alpha-(2-methoxy-phenyl)-4-[2-pyrrolidin-l-yl)-ethoxy]-benzyl alcohol; (b) alpha-ethyl-alpha-(4-fluorophenyl)-4-[2-piperidin-l-yl-ethoxy]-benzyl alcohol; (c) alpha-ethyl-alpha-(3-trifluoromethyl-phenyl)-4-[2-(piperidin-l-yl)-ethoxy]-benzyl alcohol; (d) alpha-ethyl-alpha-(3-chloro-phenyl)-4-[2-piperidin-l-yl)-ethoxy]-benzyl alcohol; and (e) alpha-ethyl-alpha-(2-methoxyphenyl)-4-[2-piperidin-l-yl)-ethoxy]-benzyl alcohol; or a pharmaceutically acceptable acid addition or quaternary ammonium salt thereof.
Claim 4
Dependent Claim 18 words
Alpha-ethyl-alpha-(3-trifluoromethyl-phenyl)-4-[2-(piperidin-l-yl)-ethoxy]-benzyl alcohol as defined in claim 1 or a pharmaceutically acceptable acid addition or quaternary ammonium salt thereof.
Claim 5
Dependent Claim 18 words
Alpha-ethyl-alpha-(2-methoxyphenyl)-4-[2-pyrrolidin-l-yl)-ethoxy]-benzyl alcohol as defined in claim 1 or a pharmaceutically acceptable acid addition or quaternary ammonium salt thereof.
Claim 6
Dependent Claim 18 words
Alpha-ethyl-alpha-(4-fluorophenyl)-4-[2-(piperidin-l-yl)-ethoxy]-benzyl alcohol as defined in claim 1 or a pharmaceutically acceptable acid addition or quaternary ammonium salt thereof.
Claim 7
Dependent Claim 48 words
A pharmaceutical composition for inducing the polysubstrate liver monooxygenase enzyme system containing a pharmaceutically effective amount of the compound of the Formula (I) as defined in claim 1 or a pharmaceutically acceptable acid addition or quaternary ammonium salt thereof, together with a pharmaceutically acceptable carrier or auxiliary substance.
Claim 8
Dependent Claim 45 words
A method of inducing the polysubstrate liver monooxygenase enzyme system in a susceptible subject which comprises administering to said subject an effective amount of the compound of the Formula (I) defined in claim 1 or a pharmaceutically acceptable acid addition or quaternary ammonium salt thereof.

References Cited (Backward Citations)

US4039589A Cited
US4094908A Cited
US4551465A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1990-02-23 1990-08-25 1991-02-24 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1994-02-23 1994-08-25 1995-02-24 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1998-02-23 1998-08-25 1999-02-24 $7700.00 Window Closed / Lapsed

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