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Revision as of 07:38, 9 August 2011 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Script assisted update of identifiers for the Chem/Drugbox validation project (updated: 'UNII', 'ChEBI').← Previous edit Latest revision as of 00:17, 24 September 2021 edit undoCitation bot (talk | contribs)Bots5,431,086 edits Alter: url. URLs might have been anonymized. Add: s2cid, bibcode, pmid. Removed parameters. | Use this bot. Report bugs. | Suggested by Whoop whoop pull up | Category:Suspected fetotoxicants | #UCB_Category 7/9 
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{{chembox {{chembox
| Watchedfields = changed
| verifiedrevid = 414050757 | verifiedrevid = 443829709
|ImageFile=Furylfuramide.png | ImageFile = Furylfuramide.svg
|ImageSize=200px | ImageSize = 225px
|IUPACName=(Z)-2-(2-furyl)-3-(5-nitro-2-furyl)prop-2-enamide | PIN = (2''Z'')-2-(Furan-2-yl)-3-(5-nitrofuran-2-yl)prop-2-enamide
|OtherNames=Tofuron,<br>Alpha-2-furyl-5-nitro-2-furanacrylamide, <br> | OtherNames = (''Z'')-2-(2-Furyl)-3-(5-nitro-2-furyl)prop-2-enamide<br />AF-2,<ref name="nature"/> Tofuron,<br>Alpha-2-furyl-5-nitro-2-furanacrylamide,<br>
2-(2-Furyl)-3-(5-nitro-2-furyl)acrylic acid amide, <br> 2-(2-Furyl)-3-(5-nitro-2-furyl)acrylic acid amide, <br>
a-(Furyl)-b-(5-nitro-2-furyl)acrylic amide, <br> a-(Furyl)-b-(5-nitro-2-furyl)acrylic amide, <br>
trans-2-(2-Furyl)-3-(5-nitro-2-furyl)acrylamide,<br> ''trans''-2-(2-Furyl)-3-(5-nitro-2-furyl)acrylamide,<br>
2-(2-furyl)-3-(5-nitro-2-furyl) acrylamide, <br> 2-(2-furyl)-3-(5-nitro-2-furyl) acrylamide, <br>
2-Furanacetamide, alpha-((5-nitro-2-furanyl)methylene)-,<ref></ref><ref name="who"/> 2-Furanacetamide, alpha-((5-nitro-2-furanyl)methylene)-,<ref></ref><ref name="who"/>

| Abbreviations=AF-2, FF
|Section1= {{Chembox Identifiers |Section1 = {{Chembox Identifiers
| Abbreviations = AF-2, FF
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 4444292 | ChemSpiderID = 4444292
| KEGG_Ref = {{keggcite|correct|kegg}} | KEGG_Ref = {{keggcite|correct|kegg}}
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = LYAHJFZLDZDIOH-VURMDHGXSA-N | StdInChIKey = LYAHJFZLDZDIOH-VURMDHGXSA-N
| CASNo_Ref = {{cascite|correct|??}}
| CASNo=3688-53-7 | CASNo=3688-53-7
| PubChem=5280707 | PubChem=5280707
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 054NR2135Y | UNII = 054NR2135Y
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 15660 | ChEBI = 15660
| SMILES = O=()c2oc(/C=C(/c1occc1)C(=O)N)cc2 | SMILES = O=()c2oc(/C=C(/c1occc1)C(=O)N)cc2
}} }}

|Section2= {{Chembox Properties | Section2 = {{Chembox Properties
| Formula=C<sub>11</sub>H<sub>8</sub>N<sub>2</sub>O<sub>5</sub> | Formula = C<sub>11</sub>H<sub>8</sub>N<sub>2</sub>O<sub>5</sub>
| MolarMass=248.19162 | MolarMass = 248.19162
| Appearance=
| Appearance =
| Density=
| Density =
| MeltingPt=
| MeltingPt =
| BoilingPt=
| BoilingPt =
| Solubility=
| Solubility =
}} }}

|Section3= {{Chembox Hazards |Section3 = {{Chembox Hazards
| MainHazards=
| MainHazards =
| FlashPt=
| FlashPt =
| Autoignition=
| AutoignitionPt =
}} }}
}} }}


'''Furylfuramide''' is a synthetic ] derivative which was widely used as a ] in ] since at least 1965, but withdrawn from the market in 1974 when it was observed to be ]ic to ] '']'' and thus suspected of ]icity. This was confirmed later when ]<ref> '''Furylfuramide''' (also known as '''AF-2''')<ref name="nature">{{cite journal|last1=Nomura|first1=Taisei|title=Carcinogenicity of the food additive furylfuramide in foetal and young mice|journal=Nature|volume=258|issue=5536|year=1975|pages=610–611|issn=0028-0836|doi=10.1038/258610a0|pmid=1239666|bibcode=1975Natur.258..610N|s2cid=4217389}}</ref> is a synthetic ] derivative which was widely used as a ] in ] since at least 1965, but withdrawn from the market in 1974 when it was observed to be ]ic to ] '']'' and thus suspected of ]icity. This was confirmed later when ]<ref>
{{Citation {{Citation
| last = Hayatsu | last = Hayatsu
| first = Hiroka | first = Hiroka
| authorlink = | author-link =
| coauthors =
| title = Mutagens in Food: Detection and Prevention | title = Mutagens in Food: Detection and Prevention
| publisher = ] | publisher = ]
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| location = | location =
| pages = 286 pages | pages = 286 pages
| url = http://books.google.com/?id=eQyMCWRIVf4C&pg=RA1-PA1&lpg=RA1-PA1&dq=carcinogen+preservative+(furylfuramide%7Caf2) | url = https://books.google.com/books?id=eQyMCWRIVf4C&q=carcinogen+preservative+(furylfuramide%7Caf2)&pg=RA1-PA1
|isbn = 0849358779 }}</ref> found it to cause ] and ]s in the ]s, ]s, ], and ]s of ]s of both ]es, although insufficient evidence exists in human exposure.<ref name="who"> | isbn = 0-8493-5877-9 }}</ref> found it to cause ] and ]s in the ]s, ]s, ], and ]s of ]s of both ]es, although insufficient evidence exists in human exposure.<ref name="who">
{{Citation {{Citation
|title=IARC Monographs on the Evaluation of Carcinogenic Risks to Humans
| last =
|publisher=], ]
| first =
|date=1998-04-16
| author-link =
|volume=31 Some Food Additives, Feed Additives and Naturally Occurring Substances: Summary of Data Reported and Evaluation
| last2 =
|url=http://monographs.iarc.fr/ENG/Monographs/vol31/volume31.pdf
| first2 =
|url-status=dead
| author2-link =
|archiveurl=https://web.archive.org/web/20070929132025/http://monographs.iarc.fr/ENG/Monographs/vol31/volume31.pdf
| title = IARC Monographs on the Evaluation of Carcinogenic Risks to Humans
|archivedate=2007-09-29
| place=
| publisher = ], ]
| date = 1998-04-16
| location =
| volume = 31 Some Food Additives, Feed Additives and Naturally Occurring Substances: Summary of Data Reported and Evaluation
| edition =
| url = http://monographs.iarc.fr/ENG/Monographs/vol31/volume31.pdf
| doi =
| id =
}}</ref> }}</ref>


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| first = Y | first = Y
| author-link = | author-link =
| last2 =
| first2 =
| author2-link =
| title = Consequences of the AF-2 incident in Japan | title = Consequences of the AF-2 incident in Japan
| journal = Environmental Health Perspectives | journal = Environmental Health Perspectives
| publisher = Environmental Health Perspectives, Vol. 29
| place=
| date = April 1979
| publisher =Environmental Health Perspectives, Vol. 29
| date = April, 1979 | pages = 183–87
| location =
| pages = 183–187
| volume = 29 | volume = 29
| edition = | edition =
| doi =10.2307/3429062 | doi = 10.2307/3429062
| id = | id =
| pmid = 389620 | pmid = 389620
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{{reflist}} {{reflist}}


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