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Revision as of 10:43, 20 February 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 472073647 of page Thiacloprid for the Chem/Drugbox validation project (updated: 'ChEMBL', 'CASNo').  Latest revision as of 19:02, 5 July 2024 edit AnomieBOT (talk | contribs)Bots6,571,364 editsm Substing templates: {{N°}}. See User:AnomieBOT/docs/TemplateSubster for info. 
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{{cs1 config|name-list-style=vanc}}
{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid of page ] with values updated to verified values.}}
{{Chembox {{Chembox
| Verifiedfields = changed
| verifiedrevid = 444224829
| Watchedfields = changed
| verifiedrevid = 477863142
| ImageFile = Thiacloprid structure.svg | ImageFile = Thiacloprid structure.svg
| ImageSize = 200px | ImageSize = 220px
| ImageFile2 = Thiacloprid 3D BS.png
| ImageSize2 = 220px
| IUPACName = {(2''Z'')-3--1,3-thiazolidin-2-ylidene}cyanamide | IUPACName = {(2''Z'')-3--1,3-thiazolidin-2-ylidene}cyanamide
| OtherNames = -2-thiazolidinylidene]cyanamide | OtherNames = -2-thiazolidinylidene]cyanamide
| Section1 = {{Chembox Identifiers |Section1={{Chembox Identifiers
| CASNo = <!-- blanked - oldvalue: 111988-49​-9 --> | CASNo = 111988-49-9
| CASNo_Ref = {{cascite|correct|??}} | CASNo_Ref = {{cascite|changed|??}}
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 451432 | ChEMBL = 451432
| PubChem = 115224 | PubChem = 115224
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 103099 | ChemSpiderID = 103099
| DrugBank_Ref = {{drugbankcite|correct|drugbank}} | DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank = DB08620 | DrugBank = DB08620
| UNII_Ref = {{fdacite|correct|FDA}} | UNII_Ref = {{fdacite|correct|FDA}}
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| ChEBI = 39176 | ChEBI = 39176
| SMILES = Clc1ncc(cc1)CN2C(=N\C#N)\SCC2 | SMILES = Clc1ncc(cc1)CN2C(=N\C#N)\SCC2
| StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI=1S/C10H9ClN4S/c11-9-2-1-8(5-13-9)6-15-3-4-16-10(15)14-7-12/h1-2,5H,3-4,6H2/b14-10- | StdInChI=1S/C10H9ClN4S/c11-9-2-1-8(5-13-9)6-15-3-4-16-10(15)14-7-12/h1-2,5H,3-4,6H2/b14-10-
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
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| KEGG = C18512 | KEGG = C18512
}} }}
| Section2 = {{Chembox Properties |Section2={{Chembox Properties
| Reference = <ref name=EPA>, ]</ref> | Properties_ref = <ref name=EPA>, ] {{Webarchive|url=https://web.archive.org/web/20120627082400/http://www.epa.gov/opprd001/factsheets/thiacloprid.pdf |date=2012-06-27 }}</ref>
| C=10|H=9|Cl=1|N=4|S=1 | C=10 | H=9 | Cl=1 | N=4 | S=1
| Appearance = Yellowish crystalline solid | Appearance = Yellowish crystalline solid
| Density = 1.46 g at 20 °C | Density = 1.46 g·cm<sup>−3</sup> at 20 °C
| MeltingPtC = 136 | MeltingPtC = 136
| BoilingPt = | BoilingPt =
| Solubility = 185 mg/L at 20°C<ref name=Bayer>{{cite web|title=Thiacloprid|url=http://compendium.bayercropscience.com/BAYER/CropScience/CropCompendium/BCSCropComp.nsf/id/thiacloprid.htm|work=Bayer CropScience Crop Compendium|publisher=Bayer CropScience|accessdate=30 November 2011}}</ref> | Solubility = 185 mg/L at 20°C<ref name=Bayer>{{cite web|title=Thiacloprid|url=http://compendium.bayercropscience.com/BAYER/CropScience/CropCompendium/BCSCropComp.nsf/id/thiacloprid.htm|archive-url=https://web.archive.org/web/20111023053740/http://compendium.bayercropscience.com/bayer/cropscience/cropcompendium/bcscropcomp.nsf/id/thiacloprid.htm|url-status=dead|archive-date=23 October 2011|work=Bayer CropScience Crop Compendium|publisher=Bayer CropScience|access-date=30 November 2011}} (June 2019, website structure changed; site search gives 16 search results for thiacloprid, all apparently under 'Crop Science', none in the compendium)</ref>
}} }}
| Section3 = {{Chembox Hazards |Section3={{Chembox Hazards
| MainHazards = | MainHazards =
| FlashPt = | FlashPt =
| Autoignition = | AutoignitionPt =
}} }}
}} }}

'''Thiacloprid''' is an ] of the ] class. Its ] is similar to other ] and involves disruption of the insect's nervous system by stimulating ]s. Thiacloprid was developed by ] for use on agricultural crops to control of a variety of sucking and chewing insects, primarily ]s and ].<ref name=EPA/><ref>{{cite journal|vauthors =Schuld M, Schmuck R|title=Effects of Thiacloprid, a New Chloronicotinyl Insecticide, On the Egg Parasitoid ''Trichogramma cacaoeciae''|journal=Ecotoxicology|volume=9|issue=3|year=2000|pages=197–205|issn=0963-9292|doi=10.1023/A:1008994705074|s2cid=83596241 }}</ref>

== Regulation ==
{{See also|Neonicotinoid#European Union}}
Thiacloprid has been banned in France since September 1, 2018.<ref>, article 125, accessed 3 July 2019</ref>
The 5 ]s banned in France are ], ], ], Thiacloprid and ].<ref>, accessed 3 July 2019</ref>

==References==
{{reflist}}

===Other external links===
''pubchem.ncbi.nlm.nih.gov''
''toxnet.nlm.nih.gov'' (Reviewed 3/28/2019){{dead link|date=May 2020}} {{quote|Thiacloprid, as active substance and as formulation, poses a substantial risk to honey bees by disrupting learning and memory functions. Honey bees (Apis mellifera carnica) were exposed chronically to thiacloprid in the field for several weeks at a sublethal concentration. Foraging behavior, homing success, navigation performance, and social communication were impaired, and thiacloprid residue levels increased both in the foragers and the nest mates over time. Thiacloprid exposed free-flying bumblebee colonies were more likely to die prematurely, and those that survived reached a lower final weight and produced 46% fewer reproductives than colonies placed at control farms.}}
''federalregister.gov''
''www3.epa.gov'' {{quote|D. Beneficial Insects:. Based upon the results of core bee toxicity tests, it is predicted that thiacloprid will not adversely affect bees. In addition, thiacloprid toxicity is unlike other neonicotinoid insecticides (i.e.: imidacloprid, and clothianidin) which have demonstrated very high to high acute toxicity to bees. (p. 10)}}
Describes Toxicity to Apis mellifera as 'Moderate'
''friendsoftheearth.uk'' (ca. 2014)
{{quote| Conclusion ...Evidence from independent scientific research indicates that thiacloprid is harmful to bees especially when its use is combined with other pressures on these insects. Thiacloprid has been approved for use on the basis of an inadequate testing regime which does not look for impacts on wild bees, does not assess sub lethal effects of longer term exposure or the interaction between the active ingredient and other substances or even other pressures on bees...}}

{{insecticides}}

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