9888. Urothion

Nomenclature

CAS number: 19295-31-9
2-Amino-7-(1,2-dihydroxyethyl)-6-(methylthio)thieno[3,2-g]pteridin-4(3H)-one.
C11H11N5O3S2; mol wt 325.37.
C 40.61%, H 3.41%, N 21.52%, O 14.75%, S 19.71%.

Description and references

Constituent of normal human urine: Koschara, Z. Physiol. Chem. 277, 284 (1943). Structure: Tschesche et al., Ber. 88, 1251 (1955). Revised structure: Goto et al., Tetrahedron Lett. 1967, 4507; eidem, J. Biochem. (Tokyo) 65, 611 (1969). Synthesis: Sakurai, Goto, Tetrahedron Lett. 1968, 2941; eidem, J. Biochem. (Tokyo) 65, 755 (1969).

Chemical structure

Properties

Orange-colored clusters of crystals, not melted at 360°. Shows mutarotation: [α]D20 20° (after 15 hrs in 0.05N NaOH). Soly in water at pH 6.6 about 1:10,000. More sol in alkaline soln. Also sol in acids. Practically insol in the usual organic solvents.