FR2372826A1 - Imidazolium pyridinium carbaldoxime double salts - for treatment of poisoning by phosphorus pesticides - Google Patents
Imidazolium pyridinium carbaldoxime double salts - for treatment of poisoning by phosphorus pesticidesInfo
- Publication number
- FR2372826A1 FR2372826A1 FR7636169A FR7636169A FR2372826A1 FR 2372826 A1 FR2372826 A1 FR 2372826A1 FR 7636169 A FR7636169 A FR 7636169A FR 7636169 A FR7636169 A FR 7636169A FR 2372826 A1 FR2372826 A1 FR 2372826A1
- Authority
- FR
- France
- Prior art keywords
- carbaldoxime
- pyridinium
- imidazolium
- alkyl
- double salts
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- SBPIDKODQVLBGV-UHFFFAOYSA-N 1h-imidazole;pyridine Chemical compound C1=CNC=N1.C1=CC=NC=C1 SBPIDKODQVLBGV-UHFFFAOYSA-N 0.000 title abstract 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 title abstract 2
- 239000000575 pesticide Substances 0.000 title abstract 2
- 229910052698 phosphorus Inorganic materials 0.000 title abstract 2
- 239000011574 phosphorus Substances 0.000 title abstract 2
- 150000003839 salts Chemical class 0.000 title abstract 2
- 208000005374 Poisoning Diseases 0.000 title 1
- 231100000572 poisoning Toxicity 0.000 title 1
- 230000000607 poisoning effect Effects 0.000 title 1
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 abstract 3
- LELOWRISYMNNSU-UHFFFAOYSA-N Hydrocyanic acid Natural products N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000004181 carboxyalkyl group Chemical group 0.000 abstract 2
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 abstract 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 abstract 2
- OFYLBLSSPQTTHT-VMPITWQZSA-N (NE)-N-(pyridin-4-ylmethylidene)hydroxylamine Chemical compound O\N=C\C1=CC=NC=C1 OFYLBLSSPQTTHT-VMPITWQZSA-N 0.000 abstract 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 abstract 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 1
- 150000001450 anions Chemical class 0.000 abstract 1
- -1 halide anions Chemical class 0.000 abstract 1
- XOMXSCXDSQSNJS-UHFFFAOYSA-N propane;dihydrobromide Chemical compound Br.Br.CCC XOMXSCXDSQSNJS-UHFFFAOYSA-N 0.000 abstract 1
- 238000011321 prophylaxis Methods 0.000 abstract 1
- JUJWROOIHBZHMG-UHFFFAOYSA-O pyridinium Chemical compound C1=CC=[NH+]C=C1 JUJWROOIHBZHMG-UHFFFAOYSA-O 0.000 abstract 1
- 230000001225 therapeutic effect Effects 0.000 abstract 1
- 230000001988 toxicity Effects 0.000 abstract 1
- 231100000419 toxicity Toxicity 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
Abstract
Imidazolium-pyridinium carbaldoxime double salts of formula (I) are new:- In (I) the carbaldoxime gp. (syn or anti form may be in position 2,3 or 4 of the pyridine ring; (R)p is -(alkyl)m or (CH2OCH2)n; m=3-6; n=1 or 2;R1 is 1-4C alkyl which may opt. branched, (un)satd. hydroxyalkyl, carboxyalkyl, carbonitrile or carbaldoxime; R2R3 and R4 are each H, 1-4C alkyl which may be opt. branched, or (un)satd., hydroxyalkyl, carboxyalkyl, carbonitrile or carbaldoxime; X- and Y- are each halide anions or phosphoric, sulphuric, methane sulphonic, succinic, maleic tartaric or phthalic anions. (I) are used for the therapeutic and/or prophylactic treatment of toxicity caused by phosphorus derivs. esp. pesticides. A typical cpd. is 1-(1-methyl imidazolium)-3-(4-carbaldoxime pyridinium) propane dibromide. This was prepd. by dissolving 18.3 g 3(1-bromo-3-propyl)-1-methyl imidaolium bromide was heated with 7.8g pyridine-4-carbaldoxime in acetonitrile.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR7636169A FR2372826A1 (en) | 1976-12-01 | 1976-12-01 | Imidazolium pyridinium carbaldoxime double salts - for treatment of poisoning by phosphorus pesticides |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR7636169A FR2372826A1 (en) | 1976-12-01 | 1976-12-01 | Imidazolium pyridinium carbaldoxime double salts - for treatment of poisoning by phosphorus pesticides |
Publications (2)
Publication Number | Publication Date |
---|---|
FR2372826A1 true FR2372826A1 (en) | 1978-06-30 |
FR2372826B1 FR2372826B1 (en) | 1980-03-28 |
Family
ID=9180517
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FR7636169A Granted FR2372826A1 (en) | 1976-12-01 | 1976-12-01 | Imidazolium pyridinium carbaldoxime double salts - for treatment of poisoning by phosphorus pesticides |
Country Status (1)
Country | Link |
---|---|
FR (1) | FR2372826A1 (en) |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0023378A1 (en) * | 1979-07-26 | 1981-02-04 | Nederlandse Organisatie voor toegepast-natuurwetenschappelijk onderzoek TNO | 1-substituted hydroxyiminomethyl-pyridinium salts, a process for the production of said compounds, compositions with an activity against organophosphate poisonings, and a process for the preparation of such compositions |
FR2517307A1 (en) * | 1981-11-27 | 1983-06-03 | France Etat | Alkyl imidazolium di:methyl carbamoyl pyridinium double salts - for prevention of phosphorus pesticide intoxication |
US4865837A (en) * | 1987-07-28 | 1989-09-12 | Sri International | Aldoxime-substituted triazolium compounds useful in the treatment of poisoning by phosphorus-containing chemicals |
JP2008507556A (en) * | 2004-07-23 | 2008-03-13 | シグマ−アルドリッチ・カンパニー | Highly stable diionic liquid salt |
US8168830B2 (en) * | 2004-07-23 | 2012-05-01 | Sigma-Aldrich Co. Llc | High stability diionic liquid salts |
US8481722B2 (en) | 2007-01-31 | 2013-07-09 | Sigma-Aldrich Co. Llc | High stability polyionic liquid salts |
-
1976
- 1976-12-01 FR FR7636169A patent/FR2372826A1/en active Granted
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0023378A1 (en) * | 1979-07-26 | 1981-02-04 | Nederlandse Organisatie voor toegepast-natuurwetenschappelijk onderzoek TNO | 1-substituted hydroxyiminomethyl-pyridinium salts, a process for the production of said compounds, compositions with an activity against organophosphate poisonings, and a process for the preparation of such compositions |
FR2517307A1 (en) * | 1981-11-27 | 1983-06-03 | France Etat | Alkyl imidazolium di:methyl carbamoyl pyridinium double salts - for prevention of phosphorus pesticide intoxication |
US4865837A (en) * | 1987-07-28 | 1989-09-12 | Sri International | Aldoxime-substituted triazolium compounds useful in the treatment of poisoning by phosphorus-containing chemicals |
JP2008507556A (en) * | 2004-07-23 | 2008-03-13 | シグマ−アルドリッチ・カンパニー | Highly stable diionic liquid salt |
US8168830B2 (en) * | 2004-07-23 | 2012-05-01 | Sigma-Aldrich Co. Llc | High stability diionic liquid salts |
AU2005267033B2 (en) * | 2004-07-23 | 2012-05-10 | Sigma-Aldrich Co. Llc | High stability diionic liquid salts |
US8182581B2 (en) | 2004-07-23 | 2012-05-22 | Sigma-Aldrich Co. Llc | High stability diionic liquid salts |
US8956445B2 (en) | 2004-07-23 | 2015-02-17 | Sigma-Aldrich Co. | High stability diionic liquid salts |
US8481722B2 (en) | 2007-01-31 | 2013-07-09 | Sigma-Aldrich Co. Llc | High stability polyionic liquid salts |
Also Published As
Publication number | Publication date |
---|---|
FR2372826B1 (en) | 1980-03-28 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
ST | Notification of lapse |