Dioxadrol

Title: Dioxadrol
CAS Registry Number: 6495-46-1
CAS Name: 2-(2,2-Diphenyl-1,3-dioxolan-4-yl)piperidine
Additional Names: 2,2-diphenyl-4-(2-piperidyl)-1,3-dioxolane
Molecular Formula: C20H23NO2
Molecular Weight: 309.40
Percent Composition: C 77.64%, H 7.49%, N 4.53%, O 10.34%
Literature References: Prepn of dl-forms and resolution of a-racemates: Hardie, Halverstadt, BE 613262; US 3262938 (1962, 1966 both to Cutter Labs.); W. R. Hardie et al., J. Med. Chem. 9, 127 (1966).
Properties: Oily liquid.
Derivative Type: Hydrochloride
CAS Registry Number: 3666-69-1
Trademarks: Rydar (Cutter)
Molecular Formula: C20H23NO2.HCl
Molecular Weight: 345.86
Percent Composition: 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).
Melting point: mp 256-260°
Toxicity data: LD50 orally in mice: 240 mg/kg (Hardie)
Derivative Type: d-Form hydrochloride
CAS Registry Number: 1162-15-8
Additional Names: Dexoxadrol hydrochloride
Trademarks: Relane (Cutter)
Properties: Crystals, dec 254°. [a]D20 +34° (c = 2 in methanol). LD50 orally in mice: 340 mg/kg (Hardie).
Optical Rotation: [a]D20 +34° (c = 2 in methanol)
Toxicity data: LD50 orally in mice: 340 mg/kg (Hardie)
Derivative Type: l-Form hydrochloride
Additional Names: Levoxadrol hydrochloride
Trademarks: Levoxan (Cutter)
Properties: Crystals, mp 248-254°. [a]D20 -34.5° (c = 2 in methanol). LD50 orally in mice: 230 mg/kg (Hardie).
Melting point: mp 248-254°
Optical Rotation: [a]D20 -34.5° (c = 2 in methanol)
Toxicity data: LD50 orally in mice: 230 mg/kg (Hardie)
Therap-Cat: Base as antidepressant; d-form hydrochloride as stimulant (central), analgesic; l-form hydrochloride as anesthetic (local), relaxant (smooth muscle).
Keywords: Antidepressant.
Dioxane Dioxaphetyl Butyrate Dioxethedrine Dioxybenzone Dioxypyramidon

Dexoxadrol
Dioxadrol.svg
Systematic (IUPAC) name
(2S)-2-[(4S)-2,2-di(phenyl)-1,3-dioxolan-4-yl]piperidine
Clinical data
Legal status Legal
Identifiers
CAS number 6495-46-1 N
ATC code None
PubChem CID 3034023
ChemSpider 2298576 YesY
UNII Verifiedfields = changed JY5N9F45AG Verifiedfields = changed N
ChEMBL CHEMBL1165411 YesY
Chemical data
Formula C20H23NO2 
Mol. mass 309.40 g/mol
 N (what is this?)  (verify)

Dexoxadrol (Dioxadrol) is a dissociative anaesthetic drug which has been found to be an NMDA antagonist and produces similar effects to PCP in animals. Dexoxadrol, along with another related drug etoxadrol, were developed as analgesics for use in humans, but development was discontinued after patients reported side effects such as nightmares and hallucinations.[1][2]