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US4317776A Expired / Lapsed US ⏱️ 0.0 years remaining

2-Acetyl-and 2-propionylpyridine thiosemicarbazones

Assignee: United States Department of the Army
•
Filing: 1979-01-04
•
Granted: 1982-03-02
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Expires: 1999-01-04
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Abstract

Abstract This invention relates to various 2-acetyl- and 2-propionylpyridine thiosemicarbazones which are substituted on the 4-nitrogen atom. These compounds are useful in the treatment of gonorrhea and, in addition, many are useful either in the treatment of malaria or bacterial infection. Also disclosed are several synthetic procedures used to prepare the thiosemicarbazones.

Inventors

  • 👤 Daniel L. Klayman
  • 👤 John P. Scovill
  • 👤 Joseph F. Bartosevich
  • 👤 Carl J. Mason
  • 👤 T. Scott Griffin

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-02 16:00
CPC Classifications
C; C07; C07D; C07D213/00; C07D213/02; C07D213/04; C07D213/24; C07D213/44; C07D213/53; C07D213/60; C07D213/72; C07D213/74; C07D213/78; C07D213/83; Y; Y02; Y02A; Y02A50/00; Y02A50/30

Claims Analysis

Total Claims: 12
Claim 1
Independent Claim 69 words
A compound of the formula ##STR9## or a pharmaceutically-acceptable acid addition salt thereof wherein R is methyl or ethyl; and R 1 and R 2 are taken together with the nitrogen atom to which they are attached to form a heterocyclic ring selected from the group consisting of (1) alkylenimino; and (2) alkylenimino which may contain one double bond and/or is mono- disubstituted with alkyl, hydroxy, phenyl or benzyl.
Claim 2
Dependent Claim 69 words
A compound of the formula ##STR9## or a pharmaceutically-acceptable acid addition salt thereof wherein R is methyl or ethyl; and R 1 and R 2 are taken together with the nitrogen atom to which they are attached to form a heterocyclic ring selected from the group consisting of (1) alkylenimino; and (2) alkylenimino which may contain one double bond and/or is mono- disubstituted with alkyl, hydroxy, phenyl or benzyl.
Claim 3
Dependent Claim 11 words
A compound or salt of claim 1 wherein R is methyl.
Claim 4
Dependent Claim 11 words
A compound or salt of claim 1 wherein R is ethyl.
Claim 5
Dependent Claim 14 words
A compound or salt of claim 2 wherein NR 1 R 2 is azetidino.
Claim 6
Dependent Claim 14 words
A compound or salt of claim 2 wherein NR 1 R 2 is pyrrolidino.
Claim 7
Dependent Claim 14 words
A compound or salt of claim 2 wherein NR 1 R 2 is piperidino.
Claim 8
Dependent Claim 14 words
A compound or salt of claim 2 wherein NR 1 R 2 is 2-methylpiperidino.
Claim 9
Dependent Claim 14 words
A compound or salt of claim 2 wherein NR 1 R 2 is 2-ethylpiperidino.
Claim 10
Dependent Claim 14 words
A compound or salt of claim 2 wherein NR 1 R 2 is hexamethylenimino.
Claim 11
Dependent Claim 14 words
A compound or salt of claim 3 wherein NR 1 R 2 is hexamethylenimino.
Claim 12
Dependent Claim 14 words
A compound or salt of claim 2 wherein NR 1 R 2 is azacyclotridecyl.

References Cited (Backward Citations)

US2723270A Cited
US2719161A Cited
GB1084700A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1985-03-01 1985-08-31 1986-03-02 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1989-03-01 1989-08-31 1990-03-02 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1993-03-01 1993-08-31 1994-03-02 $7700.00 Window Closed / Lapsed

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