171. Adrenalone

Nomenclature

CAS number: 99-45-6
1-(3,4-Dihydroxyphenyl)-2-(methylamino)ethanone; 3′,4′-dihydroxy-2-(methylamino)acetophenone; 3,4-dihydroxy-α-methylaminoacetophenone; adrenone; 4-methylaminocetopyrocatechol; Stryphnon (Salus-Braumapharm).
C9H11NO3; mol wt 181.19.
C 59.66%, H 6.12%, N 7.73%, O 26.49%.

Description and references

Intermediate in some epinephrine manuf processes. Prepd from 4-chloroacetylpyrocatechol and methylamine: DE 152814 (Hoechst); Stolz, Ber. 37, 4152 (1904); by heating α-(p-toluene sulfonylmethylamino)-3,4-dimethoxyacetophenone with HCl under pressure: DE 277540 (Bayer); Frdl. 12, 764; Chem. Zentralbl. 1914, II, 740.

Chemical structure

Properties

Needles, dec 235-236°. Sparingly sol in water, alc, ether.

Derivative

Hydrochloride.

Nomenclature

CAS number: 62-13-5
Stryphnasal (Sertürner).
C9H11NO3.HCl; mol wt 217.65.
C 49.67%, H 5.56%, N 6.44%, O 22.05%, Cl 16.29%.

Properties

Crystals, mp 243°. Freely sol in water; sol in alcohol. Insol in ether. Aq solns are neutral to litmus.

Therapeutic Category

Hemostatic.

Keywords

α-Adrenergic Agonist; Hemostatic