Thiochrome

Thiochrome
Names
	Other names 2,7-dimethylthiachromine-8-ethanol
Identifiers
CAS Number	92-35-3 ;
3D model (JSmol)	Interactive image;
ChemSpider	60072;
ECHA InfoCard	100.001.955
EC Number	202-149-9;
PubChem CID	66706;
UNII	65UT4V5Z34;
CompTox Dashboard (EPA)	DTXSID3059052 ;
	InChI InChI=1S/C12H14N4OS/c1-7-10(3-4-17)18-12-15-11-9(6-16(7)12)5-13-8(2)14-11/h5,17H,3-4,6H2,1-2H3 Key: GTQXMAIXVFLYKF-UHFFFAOYSA-N;
	SMILES CC1=C(SC2=NC3=NC(=NC=C3CN12)C)CCO;
Properties
Chemical formula	C12H14N4OS
Molar mass	262.33 g·mol−1
Appearance	yellow solid
Density	1.49 g/cm3
Melting point	228.8 °C (443.8 °F; 501.9 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Thiochrome (TChr)is a tricyclic organic compound that arises from the oxidation of the vitamin thiamine. Being highly fluorescent, it is often the derivative that is quantified in the analysis of thiamine. The oxidation can be effected with ceric ammonium nitrate, hydrogen peroxide, and related reagents.^[1] Hydrolysis of thiamine can yield a thiol derivative (TSH), which is also susceptible to oxidation to the disulfide (TSST).^[2]

References

^ Bettendorff, L.; Wins, P. (2013). "Biochemistry of Thiamine and Thiamine Phosphate Compounds". Encyclopedia of Biological Chemistry. pp. 202–209. doi:10.1016/B978-0-12-378630-2.00102-X. ISBN 9780123786319.202-209&rft.date=2013&rft_id=info:doi/10.1016/B978-0-12-378630-2.00102-X&rft.isbn=9780123786319&rft.aulast=Bettendorff&rft.aufirst=L.&rft.au=Wins, P.&rfr_id=info:sid/en.wikipedia.org:Thiochrome" class="Z3988">
^ Stepuro, I.I. (2005). "Thiamine and vasculopathies". Prostaglandins, Leukotrienes and Essential Fatty Acids. 72 (2): 115–127. doi:10.1016/j.plefa.2004.10.009. PMID 15626863.115-127&rft.date=2005&rft_id=info:doi/10.1016/j.plefa.2004.10.009&rft_id=info:pmid/15626863&rft.aulast=Stepuro&rft.aufirst=I.I.&rfr_id=info:sid/en.wikipedia.org:Thiochrome" class="Z3988">

[1] Bettendorff, L.; Wins, P. (2013). "Biochemistry of Thiamine and Thiamine Phosphate Compounds". Encyclopedia of Biological Chemistry. pp. 202–209. doi:10.1016/B978-0-12-378630-2.00102-X. ISBN 9780123786319.202-209&rft.date=2013&rft_id=info:doi/10.1016/B978-0-12-378630-2.00102-X&rft.isbn=9780123786319&rft.aulast=Bettendorff&rft.aufirst=L.&rft.au=Wins, P.&rfr_id=info:sid/en.wikipedia.org:Thiochrome" class="Z3988">

[2] Stepuro, I.I. (2005). "Thiamine and vasculopathies". Prostaglandins, Leukotrienes and Essential Fatty Acids. 72 (2): 115–127. doi:10.1016/j.plefa.2004.10.009. PMID 15626863.115-127&rft.date=2005&rft_id=info:doi/10.1016/j.plefa.2004.10.009&rft_id=info:pmid/15626863&rft.aulast=Stepuro&rft.aufirst=I.I.&rfr_id=info:sid/en.wikipedia.org:Thiochrome" class="Z3988">

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