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Dimenoxadol

From Wikipedia, the free encyclopedia

Opioid analgesic drug

Pharmaceutical compound

Dimenoxadol
Clinical data

Other names	Dimenoxadol, Estocin
ATC code	none
Legal status
Legal status	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
Identifiers
IUPAC name 2-(dimethylamino)ethyl 2-ethoxy-2,2-diphenylacetate
CAS Number	509-78-4^Y
PubChemCID	17036
DrugBank	DB01461^Y
ChemSpider	16137^Y
UNII	4D65PBX0VK
KEGG	D12672^Y
ChEMBL	ChEMBL2104309
CompTox Dashboard(EPA)	DTXSID5057759
Chemical and physical data
Formula	C₂₀H₂₅NO₃
Molar mass	327.424 g·mol⁻¹
3D model (JSmol)	Interactive image
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
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Dimenoxadol (INN; also known asdimenoxadole (BAN) ordimenoxadole; brand nameEstocin inRussia) is anopioid analgesic which is abenzilic acid derivative, closely related tobenactyzine (ananticholinergic). Further, the structure is similar tomethadone and related compounds likedextropropoxyphene.

It was invented in Germany in the 1950s,^[2] and produces similar effects to other opioids, includinganalgesia,sedation,dizziness andnausea.^[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.

^Anvisa (2023-03-31)."RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese).Diário Oficial da União (published 2023-04-04).Archived from the original on 2023-08-03. Retrieved2023-08-16.
^GB 716700, Boehringer A, et al., "A new and improved analgesic and process for its production", published 10/13/1954
^Gorbatova EN (1967). "[The pharmacology of estocin, an new analgesic]".Stomatologiia.46 (2):22–5.PMID 5232927.
^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.
^Liberman SS (1968). "[Analgesic action of estocin (dimethylaminoethyl ester hydrochloride of alpha, alpha-diphenylethoxyacetic acid)]".Farmakologiia i Toksikologiia.31 (6):668–71.PMID 5729519.

Opiates/opium	Codeine^# +aspirin +paracetamol Morphine^# (+naltrexone) Opium Laudanum Paregoric
Semisynthetic	Acetyldihydrocodeine Benzylmorphine Buprenorphine (+naloxone) Butorphanol Desomorphine Dihydrocodeine (+paracetamol) Dihydromorphine Etorphine Ethylmorphine Hydrocodone (+paracetamol,+ibuprofen,+aspirin) Hydromorphinol Hydromorphone Levorphanol Metopon Nalbuphine Nicocodeine Nicodicodine Nicomorphine Oxycodone (+paracetamol,+aspirin,+ibuprofen,+naloxone,+naltrexone) Oxymorphone Papaveretum Thebacon
Synthetic	Alfentanil Alphaprodine Anileridine Bezitramide Carfentanil Dextromoramide Dextropropoxyphene Dezocine Dimenoxadol Dipipanone Ethoheptazine Fentanyl^# (+fluanisone) Ketobemidone Lofentanil Meptazinol Methadone^# NFEPP Norpipanone Oliceridine Pentazocine Pethidine (meperidine) Phenadoxone Phenazocine Phenoperidine Piminodine Piritramide Proheptazine Propiram Remifentanil Sufentanil Tapentadol Tilidine Tramadol (+celecoxib,+paracetamol) Viminol

Propionates	Benoxaprofen^‡ Fenoprofen Flurbiprofen Ibuprofen^# (Dexibuprofen) (+paracetamol) Ketoprofen (Dexketoprofen) Loxoprofen Naproxen Oxaprozin Suprofen Tiaprofenic acid Zaltoprofen
Oxicams	Isoxicam Lornoxicam Meloxicam Piroxicam Tenoxicam
Acetates	Acemetacin Bromfenac Diclofenac Etodolac Indometacin (Indometacin farnesil) Ketorolac Sulindac Tolmetin Zomepirac^‡
COX-2 inhibitors	Celecoxib (+tramadol) Etoricoxib Lumiracoxib^‡ Parecoxib Rofecoxib^‡ Valdecoxib^‡
Fenamates	Flufenamic acid Meclofenamic acid Mefenamic acid Tolfenamic acid
Salicylates	Aspirin (acetylsalicylic acid)^# (+paracetamol/caffeine) Aloxiprin Benorylate Carbasalate calcium Choline salicylate Diflunisal Dipyrocetyl Ethenzamide Guacetisal Imidazole salicylate Magnesium salicylate Morpholine salicylate Potassium salicylate Salicin Salicylamide Salsalate Sodium salicylate Wintergreen (methyl salicylate)
Pyrazolones	Aminophenazone^‡ Ampyrone Metamizole (dipyrone) Nifenazone Phenazone Propyphenazone (+paracetamol/caffeine)
Others	Benzydamine Floctafenine Glafenine Nabumetone Nimesulide Proquazone

Calcium blockers	Alcohol (ethanol) Gabapentin Gabapentin enacarbil Leconotide Mirogabalin Pregabalin Ziconotide
Sodium blockers	Carbamazepine Lacosamide Local anesthetics (e.g.,cocaine,lidocaine) Mexiletine Nefopam Tricyclic antidepressants (e.g.,amitriptyline^#) Na_v1.7/1.8-selective:DSP-2230^§ Funapide^§ PF-05089771^§ Suzetrigine
Potassium openers	Flupirtine^‡