Indoxyl: Difference between revisions

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Updating {{chembox}} (no changed fields - added verified revid - updated 'DrugBank_Ref', 'UNII_Ref', 'ChEMBL_Ref', 'ChEBI_Ref') per Chem/Drugbox validation (report [[Wikipedia_talk:WikiProject_Ch
m →‎top: - change "chemistry" to "organic chemistry"; name "ferric chloride"; wl "hydrochloric acid (HCl)"
 
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{{chembox
{{chembox
| verifiedrevid = 443873967
| verifiedrevid = 443875638
|ImageFile=Indoxyl-2D-skeletal.png
| ImageFile=Indoxyl-2D-skeletal.png
|ImageSize=150px
| ImageSize=140
| ImageAlt = Skeletal formula
|IUPACName=1''H''-Indol-3-ol
| ImageFile1 = Indoxyl-3D-balls.png
|OtherNames=
| ImageSize1 = 160
|Section1= {{Chembox Identifiers
| ImageAlt1 = Ball-and-stick model
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| PIN=1''H''-Indol-3-ol
| OtherNames=
|Section1={{Chembox Identifiers
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo=480-93-3
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = BZ24HY3WPJ
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 17840
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 45861
| ChemSpiderID = 45861
| EINECS = 689-424-0
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = C05658
| KEGG = C05658
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = PCKPVGOLPKLUHR-UHFFFAOYSA-N
| StdInChIKey = PCKPVGOLPKLUHR-UHFFFAOYSA-N
| PubChem=50591
| CASNo=480-93-3
| SMILES = Oc2c1ccccc1[nH]c2
| PubChem=50591
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 17840
| SMILES = Oc2c1ccccc1nc2
}}
}}
|Section2= {{Chembox Properties
|Section2={{Chembox Properties
| Formula=C<sub>8</sub>H<sub>7</sub>NO
| Formula=C<sub>8</sub>H<sub>7</sub>NO
| MolarMass=133.14728
| MolarMass=133.14728
| Appearance=
| Appearance=
| Density=
| Density=
| MeltingPt=
| MeltingPt=
| BoilingPt=
| BoilingPt=
| Solubility=
| Solubility=
}}
}}
|Section3= {{Chembox Hazards
|Section3={{Chembox Hazards
| GHSPictograms = {{GHS06}}{{GHS09}}
| MainHazards=
| GHSSignalWord = Danger
| FlashPt=
| HPhrases = {{H-phrases|302|311|319|400}}
| Autoignition=
| PPhrases = {{P-phrases|264|270|273|280|301+312|302+352|305+351+338|312|322|330|337+313|361|363|391|405|501}}
| MainHazards=
| FlashPt=
| AutoignitionPt =
}}
}}
}}
}}


In chemistry, '''indoxyl''' is a [[nitrogenous]] substance with the [[chemical formula]]: C<sub>8</sub>H<sub>7</sub>NO. Indoxyl is [[isomeric]] with [[oxindol]] and is obtained as an oily liquid.
In [[organic chemistry]], '''indoxyl''' is a [[nitrogenous]] substance with the [[chemical formula]]: C<sub>8</sub>H<sub>7</sub>NO.<ref name="Katritzky2nd">{{Katritzky2nd}}</ref><ref name="Clayden1st">{{cite book |last=Clayden |first=J. |last2=Greeves |first2=N. |last3=Warren |first3=S. |last4=Wothers |first4=P. |title=Organic Chemistry |publisher=Oxford University Press |location=Oxford, Oxfordshire |year=2001 |isbn=0-19-850346-6 |url=https://archive.org/details/organicchemistry00clay_0 |url-access=registration }}</ref> Indoxyl is [[isomeric]] with [[oxindol]] and is obtained as an oily liquid.


Indoxyl is obtained from [[indican]], which is a [[glycoside]]. The [[hydrolysis]] of [[indican]] yields β-D-[[glucose]] and indoxyl.
Indoxyl is obtained from [[indican]], which is a [[glycoside]]. The [[hydrolysis]] of [[indican]] yields β-D-[[glucose]] and indoxyl.


[[Indigo dye]] is a product of the [[chemical reaction|reaction]] of indoxyl by a mild [[oxidizing agent]] such as atmospheric oxygen.
[[Indigo dye]] is a product of the [[chemical reaction|reaction]] of indoxyl with a mild [[oxidizing agent]] such as atmospheric oxygen.

Indoxyl can be found in urine and is titrated with Obermayer's reagent, which is a dilute solution of [[ferric chloride]] (FeCl<sub>3</sub>) in [[hydrochloric acid]] (HCl).<ref>{{Cite book|title=CRC - Handbook of Chemistry and Physics|last=Lide|first=David|publisher=CRC press LLC|year=1998|isbn=0-8493-0479-2|pages=Section 8 page 3}}</ref>


==References==
==References==
{{Unreferenced|date=March 2008}}
{{reflist}}
{{reflist}}


[[Category:Indoles]]
[[Category:Indoles]]
[[Category:Enols]]



{{heterocyclic-stub}}
{{heterocyclic-stub}}

[[de:Indoxyl]]
[[fr:Indoxyle]]
[[nl:Indoxyl]]
[[ja:インドキシル]]
[[pt:Indoxil]]
[[ro:Indoxil]]
[[tk:Indoksil]]
[[vi:Indoxyl]]