7378. Phthiocol
Nomenclature
CAS number: 483-55-6
2-Hydroxy-3-methyl-1,4-naphthalenedione; 2-hydroxy-3-methyl-1,4-naphthoquinone. C11H8O3; mol wt 188.18.
C 70.21%, H 4.29%, O 25.51%.
Description and references
Antibiotic substance produced by Mycobacterium tuberculosis: Terni, Boll. Soc. Ital. Biol. Sper. 25, 60 (1949), C.A. 45, 2054f (1951). Possesses some vitamin K activity. Isoln and synthesis: Anderson, Newman, J. Biol. Chem. 101, 773 (1933); 103, 197, 405 (1933); L. F. Fieser, ibid. 133, 391 (1940); Tarbell et al., J. Am. Chem. Soc. 72, 379 (1950); Burton, Praill, J. Chem. Soc. 1952, 755; Eistert, Müller, Ber. 92, 2071 (1959); H. Kallmayer, Arch. Pharm. 307, 806 (1974); K. Maruyama, S. Arakawa, J. Org. Chem. 42, 3793 (1977).
Properties
Yellow prisms from ether-petr ether, mp 173-174°. Sublimes. Volatile with steam. Slightly sol in water; sol in the usual organic solvents except petr ether. Forms deep red water-sol salts. E0alc 0.299 volts.Derivative
Acetate.C13H10O4; mol wt 230.22.
C 67.82%, H 4.38%, O 27.80%.