13-05196. Isoladol [Archived]

Nomenclature

CAS number: 530-34-7
β-Amino-4-methoxy-α-(4-methoxyphenyl)benzeneethanol; 2-amino-1,2-bis(p-methoxyphenyl)ethanol; isodianisylethanolamine; di-p-methoxyphenylhydroxyethylamine; Evadol (Clin-Comar-Byla).
C16H19NO3; mol wt 273.33.
C 70.31%, H 7.01%, N 5.12%, O 17.56%.

Description and references

Prepd by the condensation of anisaldehyde and glycine: Read, Campbell, J. Chem. Soc. 1930, 2676; Lespagnol, Pharmacie Chimique (Paris, 3rd ed., 1950) p 695.

Chemical structure

Derivative

dl-Form.

Properties

Glistening prisms from alcohol, mp 135.5°. Sol in ethyl acetate.

Derivative

dl-Form hydrochloride.

Nomenclature

LC-2; Evaclin.

Properties

Crystals, dec about 200°. Sol in water.

Derivative

l-Form.

Properties

Needles from abs alcohol, mp 111-112°. [α]D20 150° (c = 0.952 in abs alcohol).

Derivative

l-Form hydrochloride.

Properties

Crystals from ethyl acetate, dec 188-190°. [α]D20 99.0° (c = 0.5805). Sol in water.

Therapeutic Category

Analgesic.

Keywords

Analgesic (Non-Narcotic)

Status

This monograph has been retired and is no longer subject to revision or update.