Wikipedia:WikiProject Chemicals/Chembox validation/VerifiedDataSandbox and Iofendylate: Difference between pages

(Difference between pages)
Page 1
Page 2
Content deleted Content added
Saving copy of the {{drugbox}} taken from revid 456603366 of page Iofendylate for the Chem/Drugbox validation project (updated: 'ChEMBL').
 
m link contrast agent
 
Line 1: Line 1:
{{Short description|Chemical compound}}
{{ambox | text = This page contains a copy of the infobox ({{tl|drugbox}}) taken from revid [{{fullurl:Iofendylate|oldid=456603366}} 456603366] of page [[Iofendylate]] with values updated to verified values.}}
{{Drugbox
{{Drugbox
| Verifiedfields = changed
| Verifiedfields = changed
| Watchedfields = changed
| Watchedfields = changed
| verifiedrevid = 396496109
| verifiedrevid = 461935493
| IUPAC_name = ethyl 10-(4-iodophenyl)undecanoate
| IUPAC_name = ethyl 10-(4-iodophenyl)undecanoate
| image = Iofendylate.png
| image = Iofendylate.png
| drug_name = Iophendylate
| drug_name = Iophendylate

<!--Clinical data-->
<!--Clinical data-->
| tradename =
| tradename = Myodil, Pantopaque
| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->
| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->
| pregnancy_US = <!-- A / B / C / D / X -->
| pregnancy_US = <!-- A / B / C / D / X -->
Line 19: Line 18:
| legal_status =
| legal_status =
| routes_of_administration =
| routes_of_administration =

<!--Pharmacokinetic data-->
<!--Pharmacokinetic data-->
| bioavailability =
| bioavailability =
Line 26: Line 24:
| elimination_half-life =
| elimination_half-life =
| excretion =
| excretion =

<!--Identifiers-->
<!--Identifiers-->
| CASNo_Ref = {{cascite|correct|CAS}}
| CAS_number_Ref = {{cascite|correct|CAS}}
| CAS_number_Ref = {{cascite|correct|??}}
| CAS_number = 99-79-6
| CAS_number = 99-79-6
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 2990I809YH
| ATC_prefix = V08
| ATC_prefix = V08
| ATC_suffix = AD04
| ATC_suffix = AD04
| PubChem = 7458
| PubChem = 7458
| DrugBank_Ref = {{drugbankcite|changed|drugbank}}
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank = DB01187
| DrugBank = DB01187
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 2301035
| ChemSpiderID = 7178
| UNII_Ref = {{fdacite|changed|FDA}}
| UNII = 2990I809YH
| ChEMBL_Ref = {{ebicite|changed|EBI}}
| ChEMBL_Ref = {{ebicite|changed|EBI}}
| ChEMBL = <!-- blanked - oldvalue: 951 -->
| ChEMBL = 951
<!--Chemical data-->
| chemical_formula =
| chemical_formula =
| C=19 | H=29 | I=1 | O=2
| C=19 | H=29 | I=1 | O=2
| molecular_weight = 416.33683
| smiles = Ic1ccccc1C(CCCCCCCCC(=O)OCC)C
| smiles = CCOC(=O)CCCCCCCCC(C)C1=CC=C(C=C1)I
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| InChI = 1/C19H29IO2/c1-3-22-19(21)15-9-7-5-4-6-8-12-16(2)17-13-10-11-14-18(17)20/h10-11,13-14,16H,3-9,12,15H2,1-2H3
| StdInChI = 1S/C19H29IO2/c1-3-22-19(21)11-9-7-5-4-6-8-10-16(2)17-12-14-18(20)15-13-17/h12-16H,3-11H2,1-2H3
| InChIKey = IWRUDYQZPTVTPA-UHFFFAOYAP
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = LAYLQVBQIBQVLL-UHFFFAOYSA-N
| StdInChI = 1S/C19H29IO2/c1-3-22-19(21)15-9-7-5-4-6-8-12-16(2)17-13-10-11-14-18(17)20/h10-11,13-14,16H,3-9,12,15H2,1-2H3
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = IWRUDYQZPTVTPA-UHFFFAOYSA-N
}}
}}
'''Iofendylate''' is a molecule that was used as a [[radiocontrast agent]], typically for performing [[myelography]] studies. It was marketed under the trade names '''Pantopaque''' (in North America) and '''Myodil''' (rest of the world).

Iofendylate is a highly [[lipophilic]] (oily) substance and as such it was recommended that the physician remove it from the patient at the end of the myelography study, which was a difficult and painful part of the procedure. Moreover, because complete removal could not always be achieved (or even attempted by some physicians), iofendylate's persistence in the body might sometimes lead to [[arachnoiditis]], a potentially painful and debilitating lifelong disorder of the spine.<ref>{{cite news| vauthors = Dunlevy S |title=Australians crippled and in chronic pain from dye used in toxic X-rays|url=http://www.dailytelegraph.com.au/lifestyle/health/australians-crippled-and-in-chronic-pain-from-dye-used-in-toxic-xrays/news-story/e35f258d50c2508c214809896673da88|access-date=27 October 2017|work=[[The Daily Telegraph (Sydney)|The Daily Telegraph]]|date=10 December 2016}}</ref><ref>{{cite book| vauthors = Dillon WP, Dowd CF |title=Aminoff's Neurology and General Medicine |pages=1089–1105 |edition=5th |chapter=Chapter 53 – Neurologic Complications of Imaging Procedures |date=2014 |publisher=[[Elsevier|Elsevier Academic Press]] |isbn=978-0-12-407710-2 }}</ref> As a result, the substance, which was used extensively for over three decades, became the subject of multiple lawsuits filed around the world.<ref>[https://books.google.com/books?id=wBqGbBvcOpsC&dq=source=bl&pg=PA119 Myodil litigation]</ref>

Iofendylate's use ceased when water-soluble agents suitable for spinal imaging (such as [[metrizamide]]) became available in the late 1970s. With those substances it was no longer necessary to manually remove the [[contrast agent]] as it would eventually be removed by the body.<ref name="radioNeuroHist">{{cite journal | vauthors = Leeds NE, Kieffer SA | title = Evolution of diagnostic neuroradiology from 1904 to 1999 | journal = Radiology | volume = 217 | issue = 2 | pages = 309–318 | date = November 2000 | pmid = 11058623 | doi = 10.1148/radiology.217.2.r00nv45309 | url = https://pdfs.semanticscholar.org/8bfc/17f6ff7c70706ad0ad25b382558088463a2c.pdf | url-status = dead | s2cid = 14639546 | archive-url = https://web.archive.org/web/20180617220005/https://pdfs.semanticscholar.org/8bfc/17f6ff7c70706ad0ad25b382558088463a2c.pdf | archive-date = 2018-06-17 }}</ref> Also, with the advent of [[magnetic resonance imaging|MRI]], myelography studies are nowadays much less-frequently performed.

== References ==
{{Reflist}}

== External links ==
*[https://youtube.com/watch?v=YUHl9IhEPE4 Report from FOX News about the repercussions of Pantopaque use] (video segment from the 1990s)

{{Contrast media}}
[[Category:Radiocontrast agents]]
[[Category:Iodobenzene derivatives]]

{{pharmacology-stub}}