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 |
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{{distinguish|phosphoramidon}} |
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{{distinguish|phosphoramidon}} |
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{{chembox |
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{{chembox |
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| Verifiedfields = changed |
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| verifiedrevid = 431611592 |
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| Watchedfields = changed |
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|ImageFile=Phosphamidon.png |
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| verifiedrevid = 444050677 |
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|ImageSize=200px |
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| ImageFile =(E,Z)-Phosphamidon Structural Formulae V.1.svg |
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|IUPACName=(''E''/''Z'')- dimethyl phosphate |
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| ImageSize =360px |
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|OtherNames=Dimecron |
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| IUPACName =(''E''/''Z'')- dimethyl phosphate |
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| OtherNames =Dimecron |
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|Section1={{Chembox Identifiers |
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|Section1={{Chembox Identifiers |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo=13171-21-6 |
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| CASNo = 13171-21-6 |
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| CASOther = <br>297-99-4 (''E'')<br>23783-98-4 (''Z'') |
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| CASNo2_Ref = {{cascite|correct|CAS}} |
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| PubChem=25750 |
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| CASNo2 = 297-99-4 |
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| CASNo2_Comment = (''E'') |
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| CASNo3_Ref = {{cascite|correct|CAS}} |
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| CASNo3 = 23783-98-4 |
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| CASNo3_Comment = (''Z'') |
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| PubChem =25750 |
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| KEGG_Ref = {{keggcite|correct|kegg}} |
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| KEGG_Ref = {{keggcite|correct|kegg}} |
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| KEGG = C18689 |
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| KEGG = C18689 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = 7H857A6N6H |
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| UNII = 7H857A6N6H |
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| SMILES=CCN(CC)C(=O)C(=C(C)OP(=O)(OC)OC)Cl |
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| UNII1_Ref = {{fdacite|correct|FDA}} |
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| UNII1 = 54VR7A0BQD |
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| UNII1_Comment = (''E'') |
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| UNII2_Ref = {{fdacite|correct|FDA}} |
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| UNII2 = HQ7958Q90Z |
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| UNII2_Comment = (''Z'') |
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| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}} |
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| ChemSpiderID = 23990 |
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| SMILES = CCN(CC)C(=O)/C(=C(\C)/OP(=O)(OC)OC)/Cl |
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| 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 |
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| InChIKey = RGCLLPNLLBQHPF-UHFFFAOYAA |
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| StdInChI_Ref = {{stdinchicite|changed|chemspider}} |
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| 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 |
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| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChIKey = RGCLLPNLLBQHPF-UHFFFAOYSA-N |
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}} |
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|Section2={{Chembox Properties |
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|Section2={{Chembox Properties |
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| C=10|H=19|Cl=1|N=1|O=5|P=1 |
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| C=10|H=19|Cl=1|N=1|O=5|P=1 |
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| Appearance= |
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| Appearance = |
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| Density=1.2132 g/cm<sup>3</sup><ref name=inchem>, ]</ref> |
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| Density =1.2132 g/cm<sup>3</sup><ref name=inchem>, ]</ref> |
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| MeltingPtC = 120 to 123 |
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| 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> |
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| 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> |
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| 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> |
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| BoilingPtC = 162 |
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| Solubility=Miscible |
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| 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> |
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| Solubility =Miscible |
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|Section3={{Chembox Hazards |
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|Section3={{Chembox Hazards |
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| MainHazards= |
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| MainHazards = |
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| FlashPt= |
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| FlashPt = |
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| AutoignitionPt = |
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| Autoignition= |
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| 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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| 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== |
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== Toxicity and regulation== |
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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 ]. |
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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 ]. |
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==References== |
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==References== |
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{{reflist}} |
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{{reflist}} |
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{{Insecticides}} |
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{{Acetylcholine metabolism and transport modulators}} |
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