3299. Dioxadrol

Nomenclature

CAS number: 6495-46-1
2-(2,2-Diphenyl-1,3-dioxolan-4-yl)piperidine; 2,2-diphenyl-4-(2-piperidyl)-1,3-dioxolane.
C20H23NO2; mol wt 309.40.
C 77.64%, H 7.49%, N 4.53%, O 10.34%.

Description and references

Prepn of dl-forms and resolution of α-racemates: Hardie, Halverstadt, BE 613262; US 3262938 (1962, 1966 both to Cutter Labs.); W. R. Hardie et al., J. Med. Chem. 9, 127 (1966).

Chemical structure

Properties

Oily liquid.

Derivative

Hydrochloride.

Nomenclature

CAS number: 3666-69-1
Rydar (Cutter).
C20H23NO2.HCl; mol wt 345.86.
C 69.45%, H 6.99%, N 4.05%, O 9.25%, Cl 10.25%.

Properties

Crystals from methanol, mp 256-260°. LD50 orally in mice: 240 mg/kg (Hardie).

Derivative

d-Form hydrochloride.

Nomenclature

CAS number: 1162-15-8
Dexoxadrol hydrochloride; Relane (Cutter).

Properties

Crystals, dec 254°. [α]D20 +34° (c = 2 in methanol). LD50 orally in mice: 340 mg/kg (Hardie).

Derivative

l-Form hydrochloride.

Nomenclature

Levoxadrol hydrochloride; Levoxan (Cutter).

Properties

Crystals, mp 248-254°. [α]D20 -34.5° (c = 2 in methanol). LD50 orally in mice: 230 mg/kg (Hardie).