CA1087096A - Curative antidote of the phosphororganic pesticides - Google Patents
Curative antidote of the phosphororganic pesticidesInfo
- Publication number
- CA1087096A CA1087096A CA284,644A CA284644A CA1087096A CA 1087096 A CA1087096 A CA 1087096A CA 284644 A CA284644 A CA 284644A CA 1087096 A CA1087096 A CA 1087096A
- Authority
- CA
- Canada
- Prior art keywords
- antidote
- phosphororganic
- pesticides
- curative
- methyl
- 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.)
- Expired
Links
- 239000000729 antidote Substances 0.000 title claims abstract description 24
- 239000000575 pesticide Substances 0.000 title claims abstract description 15
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims abstract description 8
- XYEGKWRSSKWLAC-UHFFFAOYSA-N Cl.C1(=CC=CC=C1)C(C(C)C)(O)N Chemical compound Cl.C1(=CC=CC=C1)C(C(C)C)(O)N XYEGKWRSSKWLAC-UHFFFAOYSA-N 0.000 claims abstract description 6
- HOBWAPHTEJGALG-JKCMADFCSA-N [(1r,5s)-8-methyl-8-azoniabicyclo[3.2.1]octan-3-yl] 3-hydroxy-2-phenylpropanoate;sulfate Chemical compound [O-]S([O-])(=O)=O.C([C@H]1CC[C@@H](C2)[NH+]1C)C2OC(=O)C(CO)C1=CC=CC=C1.C([C@H]1CC[C@@H](C2)[NH+]1C)C2OC(=O)C(CO)C1=CC=CC=C1 HOBWAPHTEJGALG-JKCMADFCSA-N 0.000 claims abstract description 6
- 229960002028 atropine sulfate Drugs 0.000 claims abstract description 6
- NFACJZMKEDPNKN-UHFFFAOYSA-N trichlorfon Chemical compound COP(=O)(OC)C(O)C(Cl)(Cl)Cl NFACJZMKEDPNKN-UHFFFAOYSA-N 0.000 description 10
- GEPDYQSQVLXLEU-AATRIKPKSA-N methyl (e)-3-dimethoxyphosphoryloxybut-2-enoate Chemical compound COC(=O)\C=C(/C)OP(=O)(OC)OC GEPDYQSQVLXLEU-AATRIKPKSA-N 0.000 description 9
- 230000003387 muscular Effects 0.000 description 9
- 229940079593 drug Drugs 0.000 description 8
- 239000003814 drug Substances 0.000 description 8
- 238000002347 injection Methods 0.000 description 8
- 239000007924 injection Substances 0.000 description 8
- 229930003347 Atropine Natural products 0.000 description 6
- RKUNBYITZUJHSG-UHFFFAOYSA-N Hyosciamin-hydrochlorid Natural products CN1C(C2)CCC1CC2OC(=O)C(CO)C1=CC=CC=C1 RKUNBYITZUJHSG-UHFFFAOYSA-N 0.000 description 6
- 208000005374 Poisoning Diseases 0.000 description 6
- 229960000396 atropine Drugs 0.000 description 6
- RKUNBYITZUJHSG-SPUOUPEWSA-N atropine Chemical compound O([C@H]1C[C@H]2CC[C@@H](C1)N2C)C(=O)C(CO)C1=CC=CC=C1 RKUNBYITZUJHSG-SPUOUPEWSA-N 0.000 description 6
- 231100000572 poisoning Toxicity 0.000 description 6
- 230000000607 poisoning effect Effects 0.000 description 6
- JHZHWVQTOXIXIV-UHFFFAOYSA-N oxo-[[1-[3-[4-(oxoazaniumylmethylidene)pyridin-1-yl]propyl]pyridin-4-ylidene]methyl]azanium;dibromide Chemical compound [Br-].[Br-].C1=CC(=C[NH+]=O)C=CN1CCCN1C=CC(=C[NH+]=O)C=C1 JHZHWVQTOXIXIV-UHFFFAOYSA-N 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 231100000570 acute poisoning Toxicity 0.000 description 4
- 231100000566 intoxication Toxicity 0.000 description 4
- 230000035987 intoxication Effects 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- JBKPUQTUERUYQE-UHFFFAOYSA-O pralidoxime Chemical compound C[N+]1=CC=CC=C1\C=N\O JBKPUQTUERUYQE-UHFFFAOYSA-O 0.000 description 4
- 102000003914 Cholinesterases Human genes 0.000 description 3
- 108090000322 Cholinesterases Proteins 0.000 description 3
- 241000700159 Rattus Species 0.000 description 3
- 230000001154 acute effect Effects 0.000 description 3
- 231100001133 acute intoxication condition Toxicity 0.000 description 3
- 229940048961 cholinesterase Drugs 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000010255 intramuscular injection Methods 0.000 description 3
- 239000007927 intramuscular injection Substances 0.000 description 3
- 230000007774 longterm Effects 0.000 description 3
- 229960004429 obidoxime Drugs 0.000 description 3
- HIGRLDNHDGYWQJ-UHFFFAOYSA-P obidoxime Chemical compound C1=CC(=C[NH+]=O)C=CN1COCN1C=CC(=C[NH+]=O)C=C1 HIGRLDNHDGYWQJ-UHFFFAOYSA-P 0.000 description 3
- 230000002093 peripheral effect Effects 0.000 description 3
- 231100000331 toxic Toxicity 0.000 description 3
- 230000002588 toxic effect Effects 0.000 description 3
- KWGRBVOPPLSCSI-WPRPVWTQSA-N (-)-ephedrine Chemical compound CN[C@@H](C)[C@H](O)C1=CC=CC=C1 KWGRBVOPPLSCSI-WPRPVWTQSA-N 0.000 description 2
- JGOAIQNSOGZNBX-UHFFFAOYSA-N 2,2-diphenylacetic acid 2-(diethylamino)ethyl ester Chemical compound C=1C=CC=CC=1C(C(=O)OCCN(CC)CC)C1=CC=CC=C1 JGOAIQNSOGZNBX-UHFFFAOYSA-N 0.000 description 2
- DIDYGLSKVUKRRP-UHFFFAOYSA-N 2-(diethylamino)ethyl 2,2-diphenylpropanoate Chemical compound C=1C=CC=CC=1C(C)(C(=O)OCCN(CC)CC)C1=CC=CC=C1 DIDYGLSKVUKRRP-UHFFFAOYSA-N 0.000 description 2
- IVQOFBKHQCTVQV-UHFFFAOYSA-N 2-hydroxy-2,2-diphenylacetic acid 2-(diethylamino)ethyl ester Chemical compound C=1C=CC=CC=1C(O)(C(=O)OCCN(CC)CC)C1=CC=CC=C1 IVQOFBKHQCTVQV-UHFFFAOYSA-N 0.000 description 2
- WBJWXIQDBDZMAW-UHFFFAOYSA-N 2-hydroxynaphthalene-1-carbonyl chloride Chemical compound C1=CC=CC2=C(C(Cl)=O)C(O)=CC=C21 WBJWXIQDBDZMAW-UHFFFAOYSA-N 0.000 description 2
- 241000282472 Canis lupus familiaris Species 0.000 description 2
- 241001465754 Metazoa Species 0.000 description 2
- IUTYUDPWXQZWTH-YOFSQIOKSA-N [(1s,5r)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] 2,2-diphenylacetate Chemical compound C([C@H]1CC[C@@H](C2)N1C)C2OC(=O)C(C=1C=CC=CC=1)C1=CC=CC=C1 IUTYUDPWXQZWTH-YOFSQIOKSA-N 0.000 description 2
- PYHXGXCGESYPCW-UHFFFAOYSA-N alpha-phenylbenzeneacetic acid Natural products C=1C=CC=CC=1C(C(=O)O)C1=CC=CC=C1 PYHXGXCGESYPCW-UHFFFAOYSA-N 0.000 description 2
- 239000005557 antagonist Substances 0.000 description 2
- 230000001174 ascending effect Effects 0.000 description 2
- 229960001498 benactyzine Drugs 0.000 description 2
- KWGRBVOPPLSCSI-UHFFFAOYSA-N d-ephedrine Natural products CNC(C)C(O)C1=CC=CC=C1 KWGRBVOPPLSCSI-UHFFFAOYSA-N 0.000 description 2
- 229960002179 ephedrine Drugs 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 231100000636 lethal dose Toxicity 0.000 description 2
- 229960003370 pralidoxime Drugs 0.000 description 2
- 230000001681 protective effect Effects 0.000 description 2
- XQJMXPAEFMWDOZ-UHFFFAOYSA-N 3exo-benzoyloxy-tropane Natural products CN1C(C2)CCC1CC2OC(=O)C1=CC=CC=C1 XQJMXPAEFMWDOZ-UHFFFAOYSA-N 0.000 description 1
- 208000034657 Convalescence Diseases 0.000 description 1
- 241000294754 Macroptilium atropurpureum Species 0.000 description 1
- QQXLDOJGLXJCSE-UHFFFAOYSA-N N-methylnortropinone Natural products C1C(=O)CC2CCC1N2C QQXLDOJGLXJCSE-UHFFFAOYSA-N 0.000 description 1
- 206010029240 Neuritis Diseases 0.000 description 1
- 206010033799 Paralysis Diseases 0.000 description 1
- QIZDQFOVGFDBKW-DHBOJHSNSA-N Pseudotropine Natural products OC1C[C@@H]2[N+](C)[C@H](C1)CC2 QIZDQFOVGFDBKW-DHBOJHSNSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 206010070863 Toxicity to various agents Diseases 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000002920 convulsive effect Effects 0.000 description 1
- 230000002498 deadly effect Effects 0.000 description 1
- -1 diethylaminoethyl ester Chemical class 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- GEPDYQSQVLXLEU-UHFFFAOYSA-N mevinphos Chemical compound COC(=O)C=C(C)OP(=O)(OC)OC GEPDYQSQVLXLEU-UHFFFAOYSA-N 0.000 description 1
- 150000002923 oximes Chemical class 0.000 description 1
- QNBVYCDYFJUNLO-UHFFFAOYSA-N pralidoxime iodide Chemical compound [I-].C[N+]1=CC=CC=C1\C=N\O QNBVYCDYFJUNLO-UHFFFAOYSA-N 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- UORVCLMRJXCDCP-UHFFFAOYSA-N propynoic acid Chemical compound OC(=O)C#C UORVCLMRJXCDCP-UHFFFAOYSA-N 0.000 description 1
- 208000020016 psychiatric disease Diseases 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000004083 survival effect Effects 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 231100001274 therapeutic index Toxicity 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- CYHOMWAPJJPNMW-JIGDXULJSA-N tropine Chemical compound C1[C@@H](O)C[C@H]2CC[C@@H]1N2C CYHOMWAPJJPNMW-JIGDXULJSA-N 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/46—8-Azabicyclo [3.2.1] octane; Derivatives thereof, e.g. atropine, cocaine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P39/00—General protective or antinoxious agents
- A61P39/02—Antidotes
Landscapes
- Health & Medical Sciences (AREA)
- Public Health (AREA)
- Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Toxicology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Emergency Medicine (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyridine Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BG33.997 | 1976-08-13 | ||
| BG33997A BG23257A1 (en:Method) | 1976-08-13 | 1976-08-13 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1087096A true CA1087096A (en) | 1980-10-07 |
Family
ID=3902517
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA284,644A Expired CA1087096A (en) | 1976-08-13 | 1977-08-11 | Curative antidote of the phosphororganic pesticides |
Country Status (7)
| Country | Link |
|---|---|
| JP (1) | JPS5324034A (en:Method) |
| BE (1) | BE857727A (en:Method) |
| BG (1) | BG23257A1 (en:Method) |
| CA (1) | CA1087096A (en:Method) |
| CS (1) | CS200341B1 (en:Method) |
| DE (1) | DE2736060A1 (en:Method) |
| FR (1) | FR2361113B1 (en:Method) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2426464A1 (fr) * | 1978-05-23 | 1979-12-21 | Dso Pharmachim | Antidote prophylactique contre les pesticides organophosphoriques |
| JPS54160744A (en) * | 1978-06-06 | 1979-12-19 | Dso Pharmachim | Preventing and detoxifying agent against organic phosphorous insecticide |
| JPS5855093B2 (ja) * | 1979-02-16 | 1983-12-08 | 新日本製鐵株式会社 | スラグの安定化及び冷却のための処理方法 |
-
1976
- 1976-08-13 BG BG33997A patent/BG23257A1/xx unknown
-
1977
- 1977-08-05 FR FR7724229A patent/FR2361113B1/fr not_active Expired
- 1977-08-09 CS CS775266A patent/CS200341B1/cs unknown
- 1977-08-10 DE DE19772736060 patent/DE2736060A1/de not_active Withdrawn
- 1977-08-11 CA CA284,644A patent/CA1087096A/en not_active Expired
- 1977-08-12 BE BE2056156A patent/BE857727A/xx unknown
- 1977-08-12 JP JP9743477A patent/JPS5324034A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| BE857727A (fr) | 1977-12-01 |
| FR2361113B1 (fr) | 1980-04-25 |
| JPS5324034A (en) | 1978-03-06 |
| BG23257A1 (en:Method) | 1977-08-10 |
| DE2736060A1 (de) | 1978-02-16 |
| CS200341B1 (en) | 1980-09-15 |
| FR2361113A1 (en) | 1978-03-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |