Thiochrome

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]

Thiochrome
Names
Other names
2,7-dimethylthiachromine-8-ethanol
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.001.955
EC Number
  • 202-149-9
UNII
  • 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
  • CC1=C(SC2=NC3=NC(=NC=C3CN12)C)CCO
Properties
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

References
  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.
  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 15626594.
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