581. Amphenone B

Nomenclature

CAS number: 2686-47-7
3,3-Bis(4-aminophenyl)-2-butanone; amphenone; 2-oxo-3,3-bis[p-aminophenyl]butane.
C16H18N2O; mol wt 254.33.
C 75.56%, H 7.13%, N 11.01%, O 6.29%.

Description and references

Prepn: Allen, Corwin, J. Am. Chem. Soc. 72, 117 (1950); US 2539388 (1951). Structure: Bencze, Allen, J. Org. Chem. 22, 352 (1957). Shows antiestrogenic activity in the chick oviduct test: Hertz et al., Recent Prog. Horm. Res. 11, 119-147 (1955). Decreases adrenal action. Review: Subsidia Med. 10, 99-102 (1958).

Chemical structure

Properties

Crystals, mp 137.5-138°.

Derivative

Dihydrochloride.
C16H20Cl2N2O; mol wt 327.25.
C 58.72%, H 6.16%, Cl 21.67%, N 8.56%, O 4.89%.

Properties

Crystals from ethanol, dec 272-275°. Soluble in water.

Note

Formerly a pinacolone structure was assigned to amphenone B: 1,2-Bis[p-aminophenyl]-2-methyl-1-propanone.

Use

In biological research.