Dimenoxadol

Dimenoxadol (INN) (brand name Estocin (in Russia)), 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.

Dimenoxadol
Clinical data
Other namesDimenoxadol, Estocin
ATC code
  • none
Legal status
Legal status
  • AU: S9 (Prohibited substance)
  • CA: Schedule I
  • DE: Anlage I (Authorized scientific use only)
  • US: Schedule I
  • UN: Psychotropic Schedule I
Identifiers
IUPAC name
  • 2-(dimethylamino)ethyl 2-ethoxy-2,2-diphenylacetate
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC20H25NO3
Molar mass327.424 g·mol−1
3D model (JSmol)
SMILES
  • CCOC(C1=CC=CC=C1)(C2=CC=CC=C2)C(=O)OCCN(C)C
InChI
  • InChI=1S/C20H25NO3/c1-4-24-20(17-11-7-5-8-12-17,18-13-9-6-10-14-18)19(22)23-16-15-21(2)3/h5-14H,4,15-16H2,1-3H3 Y
  • Key:RHUWRJWFHUKVED-UHFFFAOYSA-N Y
  (verify)

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]

In the United States it is a Schedule I Narcotic controlled substance with an ACSCN of 9617 and a 2013 annual aggregate manufacturing quota of zero.

References
  1. GB 716700, Boehringer A, et al., "A new and improved analgesic and process for its production", published 10/13/1954
  2. Gorbatova EN (1967). "[The pharmacology of estocin, an new analgesic]". Stomatologiia. 46 (2): 22–5. PMID 5232927.
  3. Kingisepp GI, Kurvits K, Nurmand LB (1969). "[Pharmacology of dimethylaminoethyl ester of diphenylethoxyacetic acid hydrochloride--estocin]". Farmakologiia I Toksikologiia. 32 (6): 710–2. PMID 5381602.
  4. Liberman SS (1968). "[Analgesic action of estocin (dimethylaminoethyl ester hydrochloride of alpha, alpha-diphenylethoxyacetic acid)]". Farmakologiia I Toksikologiia. 31 (6): 668–71. PMID 5729519.
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