Dimenoxadol
Opioid analgesic drug
From Wikipedia, the free encyclopedia
Dimenoxadol (INN; also known as dimenoxadole (BAN) or dimenoxadole; brand name Estocin in Russia) 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.
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- AU: S9 (Prohibited substance)
- BR: Class A1 (Narcotic drugs)[1]
- CA: Schedule I
- DE: Anlage I (Authorized scientific use only)
- US: Schedule I
- UN: Psychotropic Schedule I
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| Other names | Dimenoxadol, Estocin |
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| Formula | C20H25NO3 |
| Molar mass | 327.424 g·mol−1 |
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It was invented in Germany in the 1950s,[2] and produces similar effects to other opioids, including analgesia, sedation, dizziness and nausea.[3][4][5]
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.
Synthesis
The chemical synthesis has been reported:[6] (according to:[7]) Ref:[8][9] Patent:[10] Cmp#3:[11]
- The reaction between 2-chloro-2,2-diphenylacetyl chloride [2902-98-9] (1) and Deanol [108-01-0] (2) gives [3042-75-9] (3). The intermediate haloalkane is then alkoxylated by refluxing in ethanol, completing the synthesis of Dimenoxadol (4).
- The 2-chloro-2,2-diphenylacetyl chloride is made by reacting benzilic acid with phosphorus pentachloride.[12]