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US4119668A Expired / Lapsed US ⏱️ 0.0 years remaining

N,N'-Bridged-bis[N,N'substituted-2-hydroxy alkaneammonium] salts

Assignee: STWB Inc
•
Filing: 1977-07-15
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Granted: 1978-10-10
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Expires: 1997-07-15
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Abstract

Abstract N,N'-Bridged-bis[(O and/or N-substituted)-2-alkyl-2-hydroxyethylamines] of the formula <IMAGE> are prepared by condensing an epoxide of the formula <IMAGE> and a diamine of the formula R'NH-X-NHR'. The products and dicarbanilates, acid-addition salts, N,N'-dioxides and N,N'-diammonium quaternary salts derived therefrom have antibacterial activity in vitro and are useful as antibacterial agents.

Inventors

  • 👤 Guy D. Diana
  • 👤 Royal A. Cutler

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 16:35
CPC Classifications
C; C07; C07C; C07C291/00; C07C291/02; C07C291/04

Claims Analysis

Total Claims: 8
Claim 1
Independent Claim 141 words
N,N'-(X)-bis[N-(R')-2-(R)-2-(ZO)-ethylamine] N,N'-di(atertiary alkyl of one to four carbon atoms)diammonium quaternary salt or N,N'-dibenzyldiammonium quaternary salt wherein: R is alkyl of three to fifteen carbon atoms or cycloalkyl of four to seven ring carbon atoms; R' is atertiary alkyl of one to four carbon atoms; X is alkylene of two to 12 carbon atoms with bonds to the nitrogen atoms at different carbon atoms or X'-Y-X", wherein X' and X" are alkylene of one to four carbon atoms with bonds to Y and to the nitrogen atoms at the same or different carbon atoms and Y is cycloalkylene of four to seven ring carbon atoms with bonds to X' and X" at the same or different carbon atoms, phenylene, vinylene or ethynylene; the sum of the number of carbon atoms of R and X is at least nine; and Z is hydrogen.
Claim 2
Dependent Claim 141 words
N,N'-(X)-bis[N-(R')-2-(R)-2-(ZO)-ethylamine] N,N'-di(atertiary alkyl of one to four carbon atoms)diammonium quaternary salt or N,N'-dibenzyldiammonium quaternary salt wherein: R is alkyl of three to fifteen carbon atoms or cycloalkyl of four to seven ring carbon atoms; R' is atertiary alkyl of one to four carbon atoms; X is alkylene of two to 12 carbon atoms with bonds to the nitrogen atoms at different carbon atoms or X'-Y-X", wherein X' and X" are alkylene of one to four carbon atoms with bonds to Y and to the nitrogen atoms at the same or different carbon atoms and Y is cycloalkylene of four to seven ring carbon atoms with bonds to X' and X" at the same or different carbon atoms, phenylene, vinylene or ethynylene; the sum of the number of carbon atoms of R and X is at least nine; and Z is hydrogen.
Claim 3
Dependent Claim 78 words
N,N'-(X)-bis[N-(R')-2-(R)-2-(ZO)-ethylamine] N,N'-di(atertiary alkyl of one to four carbon atoms)diammonium quaternary salt or N,N'-dibenzyldiammonium quaternary salt wherein: R is alkyl of three to fifteen carbon atoms; R' is atertiary alkyl of one to four carbon atoms; X is alkylene of two to 12 carbon atoms with bonds to the nitrogen atoms at different carbon atoms; the sum of the number of carbon atoms of R and X is at least nine; and Z is hydrogen according to claim 1.
Claim 4
Dependent Claim 40 words
N,N'-(X)-bis[N-(R')-2-(R)-2-(ZO)-ethylamine] N,N'-di(atertiary alkyl of one to four carbon atoms) diammonium quaternary salt or N,N'-dibenzyldiammonium quaternary salt wherein: R is alkyl of three to 15 carbon atoms; R' is methyl; X is 1,6-hexylene; and Z is hydrogen according to claim 2.
Claim 5
Dependent Claim 6 words
N,N'-(1,6-hexylene)-bis[N,N-dimethyl-2-hydroxyundecylammonium] dichloride according to claim 3.
Claim 6
Dependent Claim 6 words
N,N'-(1,6-hexylene)-bis[N,N-dimethyl-2-hydroxydecylammonium] dichloride according to claim 3.
Claim 7
Dependent Claim 6 words
N,N'-(1,6-hexylene)-bis[N,N-dimethyl-2-hydroxydodecylammonium] dichloride according to claim 3.
Claim 8
Dependent Claim 6 words
N,N'-(1,6-hexylene)-bis[N-benzyl-N-methyl-2-hydroxyheptylammonium] dibromide according to claim 3.

References Cited (Backward Citations)

US3370048A Cited
US4024311A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-10-09 1982-04-10 1982-10-10 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-10-09 1986-04-10 1986-10-10 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-10-09 1990-04-10 1990-10-10 $7700.00 Window Closed / Lapsed

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