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US4558128A Expired / Lapsed US ⏱️ 0.0 years remaining

2-Substituted alkylaminopyrimidones

Assignee: Smith Kline & French Laboratories Ltd
•
Filing: 1983-11-09
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Granted: 1985-12-10
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Expires: 2003-11-09
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Abstract

Abstract The compounds are isoureas and isothioureas which have an O- or S- alkylpyrimidone substituent and which are histamine H 2 -antagonists and antiinflammatory agents. A specific compound of this invention is 2-[5-(O-isoureido)pentylamino]-5-(6-methyl-3-pyridylmethyl)-4-pyrimidone.

Inventors

  • 👤 Charon R. Ganellin
  • 👤 Robert J. Ife
  • 👤 David A. A. Owen

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 00:49
CPC Classifications
C; C07; C07D; C07D239/00; C07D239/02; C07D239/24; C07D239/28; C07D239/32; C07D239/46; C07D239/47; A; A61; A61P; A61P43/00; C07D239/42; C07D239/52; C07D239/54; C07D239/545

Claims Analysis

Total Claims: 3
Claim 1
Independent Claim 197 words
A compound of the formula ##STR10## where D is chlorine, bromine, iodine, toluene-p-sulphonyloxy or methanesulphonyloxy; n is from 3 to 8; X is oxygen or sulphur; Z is hydrogen or lower alkyl; A is straight or branched C 1 -C 5 alkylene or --(CH 2 ) p W(CH 2 ) q -- where W is oxygen or sulphur and the sum of p and q is 1 to 4; and B is methyl, C 3 -C 6 cycloalkyl, a heteroaryl group selected from pyridyl, N-oxopyridyl, furyl, thienyl, thiazolyl, oxazolyl, isothiazolyl, imidazolyl, pyrimidyl, pyrazyl, pyridazyl, thiadiazolyl, quinolyl, isoquinolyl, 5,6,7,8-tetrahydroquinolyl, 1,3-dioxolopyridyl, benzimidazolyl and benzthiazolyl, said heteroaryl group being optionally substituted by one or more lower alkyl, lower alkoxy, halo, hydroxy or amino groups or B is a naphthyl, 5- or 6-(2,3-dihydro-1,4-benzodioxinyl) or 4- or 5-(1,3-benzodioxolyl) group, or a phenyl group optionally substituted with one, two or three lower alkoxy or one or two lower alkyl, halogen, phenyl(lower alkoxy), hydroxy, lower alkoxy-lower alkoxy, trifluoromethyl, di(lower alkyl)amino, phenoxy, halophenoxy, lower alkoxyphenoxy, phenyl, halophenyl or lower alkoxyphenyl group, or, provided A is methylene, B can be hydrogen, in the form of the free base or a pharmaceutically acceptable acid addition salt thereof.
Claim 2
Dependent Claim 197 words
A compound of the formula ##STR10## where D is chlorine, bromine, iodine, toluene-p-sulphonyloxy or methanesulphonyloxy; n is from 3 to 8; X is oxygen or sulphur; Z is hydrogen or lower alkyl; A is straight or branched C 1 -C 5 alkylene or --(CH 2 ) p W(CH 2 ) q -- where W is oxygen or sulphur and the sum of p and q is 1 to 4; and B is methyl, C 3 -C 6 cycloalkyl, a heteroaryl group selected from pyridyl, N-oxopyridyl, furyl, thienyl, thiazolyl, oxazolyl, isothiazolyl, imidazolyl, pyrimidyl, pyrazyl, pyridazyl, thiadiazolyl, quinolyl, isoquinolyl, 5,6,7,8-tetrahydroquinolyl, 1,3-dioxolopyridyl, benzimidazolyl and benzthiazolyl, said heteroaryl group being optionally substituted by one or more lower alkyl, lower alkoxy, halo, hydroxy or amino groups or B is a naphthyl, 5- or 6-(2,3-dihydro-1,4-benzodioxinyl) or 4- or 5-(1,3-benzodioxolyl) group, or a phenyl group optionally substituted with one, two or three lower alkoxy or one or two lower alkyl, halogen, phenyl(lower alkoxy), hydroxy, lower alkoxy-lower alkoxy, trifluoromethyl, di(lower alkyl)amino, phenoxy, halophenoxy, lower alkoxyphenoxy, phenyl, halophenyl or lower alkoxyphenyl group, or, provided A is methylene, B can be hydrogen, in the form of the free base or a pharmaceutically acceptable acid addition salt thereof.
Claim 3
Dependent Claim 14 words
A compound according to claim 1 in which D is chlorine, bromine or iodine.

References Cited (Backward Citations)

US4145546A Cited
US4218452A Cited
US4305945A Cited
US4439435A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1988-12-09 1989-06-10 1989-12-10 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1992-12-09 1993-06-10 1993-12-10 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1996-12-09 1997-06-10 1997-12-10 $7700.00 Window Closed / Lapsed

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