Dimenoxadol

Title: Dimenoxadol
CAS Registry Number: 509-78-4
CAS Name: a-Ethoxy-a-phenylbenzeneacetic acid 2-(dimethylamino)ethyl ester
Additional Names: ethoxydiphenylacetic acid 2-dimethylaminoethyl ester; a,a-diphenyl-a-ethoxyacetic acid b-dimethylaminoethyl ester; 2-dimethylaminoethyl ethoxydiphenylacetate
Trademarks: Lokarin
Molecular Formula: C20H25NO3
Molecular Weight: 327.42
Percent Composition: C 73.37%, H 7.70%, N 4.28%, O 14.66%
Literature References: Prepd by the reaction of diphenylethoxyacetic acid with dimethylchloroethylamine in the presence of isopropanol: Klosa, Arch. Pharm. 288, 42 (1955). Improved prepn: C. N. Yakhontov et al., Pharm. Chem. J. 8, 189 (1974). HPLC determn: I. Jane, A. McKinnon, J. Chromatogr. 323, 191 (1985).
Derivative Type: Hydrochloride
Molecular Formula: C20H25NO3.HCl
Molecular Weight: 363.88
Percent Composition: C 66.01%, H 7.20%, N 3.85%, O 13.19%, Cl 9.74%
Properties: Long needles, mp 170-172°. Sol in water and alcohols; only slightly sol in chloroform and acetone. Insol in ether, ethyl acetate, benzene. pH (2% aq soln) 4.0-5.5. LD50 i.v. in rats: 66 mg/kg (Yakhontov).
Melting point: mp 170-172°
Toxicity data: LD50 i.v. in rats: 66 mg/kg (Yakhontov)
NOTE: This is a controlled substance (opiate): 21 CFR, 1308.11.
Therap-Cat: Analgesic (narcotic).
Keywords: Analgesic (Narcotic).
Dimepheptanol Dimestrol Dimetacrine Dimetan? Dimethadione

Dimenoxadol
Dimenoxadol.svg
Systematic (IUPAC) name
2-(dimethylamino)ethyl 2-ethoxy-2,2-diphenylacetate
Clinical data
Legal status Prohibited (S9) (AU) Schedule I (US)
Identifiers
CAS number 509-78-4 YesY
ATC code None
PubChem CID 17036
DrugBank DB01461
ChemSpider 16137 YesY
UNII 4D65PBX0VK YesY
Synonyms Dimenoxadol, Estocin
Chemical data
Formula C20H25NO3 
Mol. mass 327.42 g/mol
 YesY (what is this?)  (verify)

Dimenoxadol (INN; Estocin), or dimenoxadole (BAN), is an opioid analgesic which is a benzilic acid derivative, closely related to benactyzine (an anticholinergic). Further, the structure is similar to methadone and related compounds like dextropropoxyphene.

It was invented in Germany in the 1950s,[1] and produces similar effects to other opioids, including analgesia, sedation, dizziness and nausea.[2][3][4]