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Revision as of 12:34, 10 August 2011 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Script assisted update of identifiers for the Chem/Drugbox validation project (updated: 'UNII').← Previous edit Latest revision as of 00:45, 1 July 2022 edit undoCitation bot (talk | contribs)Bots5,429,201 edits Add: s2cid. | Use this bot. Report bugs. | Suggested by Abductive | Category:Multiple chemicals in an infobox that need indexing | #UCB_Category 1380/1863 
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{{distinguish|phosphoramidon}} {{distinguish|phosphoramidon}}
{{chembox {{chembox
| Verifiedfields = changed
| verifiedrevid = 431611592
| Watchedfields = changed
|ImageFile=Phosphamidon.png
| verifiedrevid = 444050677
|ImageSize=200px
| ImageFile =(E,Z)-Phosphamidon Structural Formulae V.1.svg
|IUPACName=(''E''/''Z'')- dimethyl phosphate
| ImageSize =360px
|OtherNames=Dimecron
| IUPACName =(''E''/''Z'')- dimethyl phosphate
| OtherNames =Dimecron
|Section1={{Chembox Identifiers |Section1={{Chembox Identifiers
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo=13171-21-6 | CASNo = 13171-21-6
| CASOther = <br>297-99-4 (''E'')<br>23783-98-4 (''Z'')
| CASNo2_Ref = {{cascite|correct|CAS}}
| PubChem=25750
| CASNo2 = 297-99-4
| CASNo2_Comment = (''E'')
| CASNo3_Ref = {{cascite|correct|CAS}}
| CASNo3 = 23783-98-4
| CASNo3_Comment = (''Z'')
| PubChem =25750
| KEGG_Ref = {{keggcite|correct|kegg}} | KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = C18689 | KEGG = C18689
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 7H857A6N6H | UNII = 7H857A6N6H
| SMILES=CCN(CC)C(=O)C(=C(C)OP(=O)(OC)OC)Cl
| UNII1_Ref = {{fdacite|correct|FDA}}
| UNII1 = 54VR7A0BQD
| UNII1_Comment = (''E'')
| UNII2_Ref = {{fdacite|correct|FDA}}
| UNII2 = HQ7958Q90Z
| UNII2_Comment = (''Z'')
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 23990
| SMILES = CCN(CC)C(=O)/C(=C(\C)/OP(=O)(OC)OC)/Cl
| InChI = 1/C10H19ClNO5P/c1-6-12(7-2)10(13)9(11)8(3)17-18(14,15-4)16-5/h6-7H2,1-5H3
| InChIKey = RGCLLPNLLBQHPF-UHFFFAOYAA
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C10H19ClNO5P/c1-6-12(7-2)10(13)9(11)8(3)17-18(14,15-4)16-5/h6-7H2,1-5H3
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = RGCLLPNLLBQHPF-UHFFFAOYSA-N
}} }}
|Section2={{Chembox Properties |Section2={{Chembox Properties
| C=10|H=19|Cl=1|N=1|O=5|P=1 | C=10|H=19|Cl=1|N=1|O=5|P=1
| Appearance= | Appearance =
| Density=1.2132 g/cm<sup>3</sup><ref name=inchem>, ]</ref> | Density =1.2132 g/cm<sup>3</sup><ref name=inchem>, ]</ref>
| MeltingPtC = 120 to 123
| MeltingPt=120-123 °C<ref name=Jacques>{{cite journal | title = Toxicology and pharmacology of a new systemic phosphoric acid ester insecticide phosphamidon (2-chloro-2-diethylcarbamoyl-1-methylvinyl dimethyl phosphate) | author = Jacques, R.; Bein, H. J. | journal = Archiv fuer Toxikologie | year = 1960 | volume = 18 | pages = 316–330}}</ref>
| BoilingPt=162 °C (1.5 mmHg)<ref name=Bachmann>{{cite journal | title = Phosphamidon, a new phosphate ester with systemic action | author = Bachmann, Fritz | journal = Proc. Intern. Cong. Crop. Protection, 4th Congr., Hamburg |year = 1960 | volume = 2 | pages = P1153-1155}}</ref> | MeltingPt_ref = <ref name=Jacques>{{cite journal | title = Toxicology and pharmacology of a new systemic phosphoric acid ester insecticide phosphamidon (2-chloro-2-diethylcarbamoyl-1-methylvinyl dimethyl phosphate) |author1=Jacques, R. |author2=Bein, H. J. | journal = Archiv für Toxikologie | year = 1960 | volume = 18 | pages = 316–330|doi=10.1007/BF02226232 |s2cid=6714997 }}</ref>
| BoilingPtC = 162
| Solubility=Miscible
| BoilingPt_notes = (1.5 mmHg)<ref name=Bachmann>{{cite journal | title = Phosphamidon, a new phosphate ester with systemic action | author = Bachmann, Fritz | journal = Proc. Intern. Cong. Crop. Protection, 4th Congr., Hamburg |year = 1960 | volume = 2 | pages = P1153-1155}}</ref>
| Solubility =Miscible
}} }}
|Section3={{Chembox Hazards |Section3={{Chembox Hazards
| MainHazards= | MainHazards =
| FlashPt= | FlashPt =
| AutoignitionPt =
| Autoignition=
| LD50 = 13 mg/kg (mouse, oral)<ref name=Jacques/><br>6 mg/kg (mouse, IV)<ref name=Jacques/><br>20 mg/kg (rat, oral)<ref name=Jacques/><br>26 mg/kg (rat, subcut.)<ref name=Jacques/> | LD50 = 13 mg/kg (mouse, oral)<ref name=Jacques/><br />6 mg/kg (mouse, IV)<ref name=Jacques/><br />20 mg/kg (rat, oral)<ref name=Jacques/><br />26 mg/kg (rat, subcut.)<ref name=Jacques/>
}} }}
}} }}
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== Toxicity and regulation== == Toxicity and regulation==
Phosphamidon is very highly toxic to mammals and is listed as WHO Hazard Class Ia.<ref name=inchem/> A harvester developed symptoms of moderately severe poisoning after working in a field that had been sprayed with the chemical 2 weeks earlier. He collapsed and exhibited significant depression of serum cholinesterase, but recovered completely within 2 days after successful treatment with atropine.<ref>S. Gitelson, J. T. Davidson, A. Werczberger. Phosphamidon poisoning. Brit. J. Ind. Med. 22: 236-239, 1965.</ref> International trade of phosphamidon is covered by the ]. Phosphamidon is very highly toxic to mammals and is listed as WHO Hazard Class Ia.<ref name=inchem/> A harvester developed symptoms of moderately severe poisoning after working in a field that had been sprayed with the chemical 2 weeks earlier. He collapsed and exhibited significant depression of serum cholinesterase, but recovered completely within 2 days after successful treatment with atropine.<ref>S. Gitelson, J. T. Davidson, A. Werczberger. Phosphamidon poisoning. Br. J. Ind. Med. 22: 236-239, 1965.</ref> International trade of phosphamidon is covered by the ].


==References== ==References==
{{reflist}} {{reflist}}


{{Insecticides}}
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