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US3936466A Expired / Lapsed US ⏱️ 0.0 years remaining

3-Chloro-tetrahydro-1,3-oxazines or oxazolidines spiro substituted

Assignee: Interx Research Corp
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Filing: 1975-04-10
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Granted: 1976-02-03
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Expires: 1995-04-10
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Abstract

Abstract There is provided, novel 3-chloro-tetrahydro 1,3-oxazine or oxazolidine compounds, exhibiting antibacterial activity and being of low chlorine potential of the formula: ##EQU1## WHEREIN EACH OF R 1 and R 2 , which may be the same or different, represent an alkyl group of from 1 to 20 carbon atoms (C 1 -C 5 being preferred); wherein each of R 5 and R 6 , which may be the same or different, represent a hydrogen atom or an alkyl group of from 1 to 20 carbon atoms (C 1 -C 5 being preferred); wherein l represents an integer of 1 or 2 and wherein each of R 3 and R 4 , which may be the same or different, represent an alkyl group of from 1 to 20 carbon atoms (C 1 -C 5 being preferred), a --(CH 2 ) n X group, wherein n represents an integer of from 1 to 20 and wherein X represents a dimethylamino group, a diethylamino group, a trimethylammonium group, a triethylammonium group, a dimethylammonium group, a diethylammonium group, a --COOR 7 group, a --OOCR 8 group, and a --OR 9 group, wherein each of R 7 through R 9 , respectively, represent an alkyl group of from 1 to 5 carbon atoms or a benzyl group. In addition, R 3 and R 4 can also represent a ##EQU2## group, wherein Y represents a --(CH 2 ) n --W--(CH 2 ) m -- group or a > CH--Z group, wherein W represents a --O-- atom, a --CH 2 -- group, a > NCH 3 -- group, a > NHCH 3 + group, a > NC 2 H 5 group, a > NHC 2 H 5 + group, a > N(CH 3 ) 2 + group, or a > N(C 2 H 5 ) 2 + group, wherein n is the same or different from m and wherein each of n and m represent an integer of from 0 to 2; and wherein Z is defined in accordance with X above.

Inventors

  • 👤 Nicolae S. Bodor
  • 👤 James J. Kaminski

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-23 14:19
CPC Classifications
C; C07; C07D; C07D263/00; C07D263/02; C07D263/04

Claims Analysis

Total Claims: 4
Claim 1
Independent Claim 246 words
A 3-chloro-tetrahydro-1,3-oxazine or oxazolidine compound of the formula: ##EQU7## where each of R 1 and R 2 , which may be the same or different, represents alkyl of 1 to 20 carbon atoms; wherein each of R 5 and R 6 , which may be the same or different, represents hydrogen or alkyl of 1 to 20 carbon atoms. wherein R 3 and R 4 represent a ##EQU8## group, wherein Y represents a --(CH 2 ) n --W--(CH 2 ) m -- group or a >CH-Z group, wherein W represents a member selected from the group consisting of a --O-- atom, a --CH 2 -- group, a >NCH 3 - group, a >NHCH 3 + group, a >NC 2 H 5 group, a >NHC 2 H 5 + group, a >N(CH 3 ) 2 group, or a >N(C 2 H 5 ) 2 group, wherein n is the same or different from m and wherein each of n and m represent an integer of from 0 to 2, and wherein Z is a member selected from the group consisting of a dimethylamino group, a diethylamino group, a trimethylammonium group, a triethylammonium group, a dimethylammonium group, a diethylammonium group, a --COOR 7 group, a --OOCR 8 group and a --OR 9 group, wherein each of R 7 through R 9 , respectively, represents an alkyl group of from 1 to 5 carbon atoms or a benzyl group; and wherein l represents an integer of 1 or 2.
Claim 2
Dependent Claim 246 words
A 3-chloro-tetrahydro-1,3-oxazine or oxazolidine compound of the formula: ##EQU7## where each of R 1 and R 2 , which may be the same or different, represents alkyl of 1 to 20 carbon atoms; wherein each of R 5 and R 6 , which may be the same or different, represents hydrogen or alkyl of 1 to 20 carbon atoms. wherein R 3 and R 4 represent a ##EQU8## group, wherein Y represents a --(CH 2 ) n --W--(CH 2 ) m -- group or a >CH-Z group, wherein W represents a member selected from the group consisting of a --O-- atom, a --CH 2 -- group, a >NCH 3 - group, a >NHCH 3 + group, a >NC 2 H 5 group, a >NHC 2 H 5 + group, a >N(CH 3 ) 2 group, or a >N(C 2 H 5 ) 2 group, wherein n is the same or different from m and wherein each of n and m represent an integer of from 0 to 2, and wherein Z is a member selected from the group consisting of a dimethylamino group, a diethylamino group, a trimethylammonium group, a triethylammonium group, a dimethylammonium group, a diethylammonium group, a --COOR 7 group, a --OOCR 8 group and a --OR 9 group, wherein each of R 7 through R 9 , respectively, represents an alkyl group of from 1 to 5 carbon atoms or a benzyl group; and wherein l represents an integer of 1 or 2.
Claim 3
Dependent Claim 17 words
The compound of claim 1: 3-Chloro-2,2-[spiro-1'-methyl-4'-piperidinyl]-4,4-dimethyl-1,3-oxazolidine or its HX salt, wherein X represents a pharmaceutically acceptable anion.
Claim 4
Dependent Claim 51 words
A compound of claim 1 wherein R 1 and R 2 , which may be the same or different, represent alkyl of 1 to 5 carbon atoms and R 5 and R 6 , which may be the same or different, represent hydrogen or alkyl or 1 to 5 carbon atoms.

References Cited (Backward Citations)

US3881908A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-02-02 1979-08-04 1980-02-03 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-02-02 1983-08-04 1984-02-03 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-02-02 1987-08-04 1988-02-03 $7700.00 Window Closed / Lapsed

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