3308. Diphencyprone

Nomenclature

CAS number: 886-38-4
2,3-Diphenyl-2-cyclopropen-1-one; 1,2-diphenylcyclopropenone; DPC.
C15H10O; mol wt 206.24.
C 87.35%, H 4.89%, O 7.76%.

Description and references

Contact allergen, possibly the smallest neutral aromatic specie. Prepn: R. Breslow et al., J. Am. Chem. Soc. 81, 247 (1959). Crystal structure: H. L. Ammon, ibid. 95, 7093 (1973). Strain energy: A. Greenberg et al., ibid. 105, 6855 (1983). Mechanism of photodissociation: Y. Hirata, N. Mataga, Chem. Phys. Lett. 193, 287 (1992). Report as contact sensitizer: B. M. Hausen, J. Stute, Chem. Ind. 1980, 699. Clinical evaluation in alopecia totalis: B. Monk, Clin. Exp. Dermatol. 14, 154 (1989); of children with alopecia areata: S. MacDonald Hull et al., Br. J. Dermatol. 125, 164 (1991). Review of clinical efficacy: E. Hoting, A. Boehm, ibid. 127, 625-629 (1992).

Chemical structure

Properties

Crystallizes as monohydrate from cyclohexane, mp 87-90°. d 1.202 g/cm3. uv max (CH3CN): 297, 282, 226, 220 nm (log ε 4.3, 4.25, 4.13, 4.16). mp (anhydrous): 118-120°.

Therapeutic Category

Antialopecia agent.

Keywords

Antialopecia Agent