91463-82-0

Usage

Uses

Used in Pharmaceutical Industry:
(1R)-5-methyl-1-phenyl-3,4,5,6-tetrahydro-1H-2,5-benzoxazocine is used as a scaffold for the development of novel pharmaceutical agents due to its unique biological activity and potential therapeutic applications.
Used in Medicinal Chemistry Research:
(1R)-5-methyl-1-phenyl-3,4,5,6-tetrahydro-1H-2,5-benzoxazocine is utilized in ongoing research to explore its potential therapeutic uses and mechanism of action, with the aim of discovering new treatments and drugs for various medical conditions.

Upstream product

• 84940-28-3 1-phenyl-3,4,5,6-tetrahydro-1H-2,5-benzoxazocine-5-carbonitrile 
• 18409-76-2 2-(1-phenyl-2,3-dihydro-1H-isoindol-2-yl)ethanol 
• 85-52-9 2-Benzoylbenzoic acid 
• 22103-85-1 2-benzoylbenzoyl chloride 
• 24833-47-4 2-benzoyl-N-(2-hydroxyethyl)-N-methylbenzamide 
• 60725-36-2 2-[{2-[hydroxyl(phenyl)methyl]benzyl}(methyl)amino]ethanol 
• 13669-70-0 nefopam 
• 23327-57-3 nefopam hydrochloride 
• 17494-19-8 2,3-dihydro-9b-phenyloxazolo<2,3-a>isoindol-5(9bH)-one 

Downstream Products

• 865-50-9 iodomethane-d3 
• 129356-74-7 Nefopam trideuteriomethioiodide 
• 129356-74-7 Nefopam trideuteriomethioiodide 
• 66091-32-5 (1R,5S)/(1S,5R)-nefopam N-oxide 
• 66091-32-5 (1R,5R)/(1S,5S)-nefopam N-oxide 
• 129356-73-6 (+/-)-nefopam methiodide 
• 119-61-9 benzophenone 
• 13831-42-0 2-[(2-benzylbenzyl)(methyl)amino]ethanol 
• 60725-36-2 2-[{2-[hydroxyl(phenyl)methyl]benzyl}(methyl)amino]ethanol 
• 23327-57-3 nefopam hydrochloride 

Relevant academic research and scientific papers

Enantiomer resolution of nefopam hydrochloride, a novel analgesic: A study by liquid chromatography and circular dichroism spectroscopy

Nefopam, a potent analgesic, has been completely resolved into enantiomers on a preparative scale by low-pressure liquid chromatography on swollen, microcrystalline triacetylcellulose. The enantiomerically pure hydrochlorides were prepared from the base, and the circular dichroism spectra of the free base and the hydrochloride are reported.

MALODOR COUNTERACTING COMPOSITION AND AGENT AND THE USE THEREOF

The present invention relates to a malodor counteracting composition. In particular the invention relates to a malodor counteracting composition comprising nefopam, or a polymorph, a hydrate or a solvate thereof. The invention also relates to the use of said composition and attenuator or suppressor, for attenuating or suppressing malodors, in particular earthy, musty and/or moldy malodors.

Investigation of maltodextrin-based synergistic system with amino acid chiral ionic liquid as additive for enantioseparation in capillary electrophoresis

The combined use of chiral ionic liquids (ILs) and chiral selectors in capillary electrophoresis (CE) to establish a synergistic system has proven to be an effective approach for enantioseparation. In this article, tetramethylammonium-L-arginine, a kind of amino acid chiral IL, was applied to investigate its potential synergistic effect with maltodextrin in CE enantioseparation. The established maltodextrin-based synergistic system showed markedly improved enantioseparations compared with the single maltodextrin system. Parameters such as the chiral IL concentration, maltodextrin concentration, buffer pH, applied voltage, and capillary temperature were optimized. Satisfactory enantioseparation of the five studied drugs, including nefopam, duloxetine, ketoconazole, cetirizine, and citalopram was achieved in 50 mM Tris-H3PO4 buffer solution (pH 3.0) containing 7.0% (m/v) maltodextrin and 60 mM tetramethylammonium-L-arginine. In addition, the chiral configuration of tetramethylammonium-L-arginine was also investigated to demonstrate the existence of a synergistic effect between chiral ILs and maltodextrin.

Old is Gold? Nefopam Hydrochloride, a Non-opioid and Non-steroidal Analgesic Drug and Its Practical One-Pot Synthesis in a Single Solvent for Large-Scale Production

Nefopam hydrochloride is extensively used in most of the European countries until today as an analgesic because of its non-opiate (non-narcotic) and non-steroidal action with fewer side effects compared with opioid and other analgesics, which cause more troublesome side effects. A multikilogram synthesis of nefopam hydrochloride has been achieved in one pot using a single solvent (toluene). A ≥99.9% purity of the active pharmaceutical ingredient (API) was achieved in excellent overall yield (≥79%). The one-pot, five-step synthetic process involves formation of an acid chloride (3) from benzoylbenzoic acid (2) followed by amidation (4), reduction (5), cyclization (6), and formation of the hydrochloride salt (1). The major advantages include (i) use of a single solvent, (ii) >90% conversion in each step, (iii) a cost-effective and operationally friendly process, (iv) averting the formation of genotoxic impurities, and (v) improved overall yield (≥79%) provided by the one-pot operation. For the first time, we report the characterization data of API 1, intermediates 3, 4, and 5, and also a possible impurity (5a).

A PROCESS FOR THE RESOLUTION OF NEFOPAM

A process for increasing the optical purity of a mixture of enantiomers of nefopam uses a substantially single enantiomer of a O,O-diaroyltartaric acid as a resolving agent, via a bisnefopam salt of the acid. This salt is new.

Synthesis of Some 2,5-Benzoxazocine and 2,6-Benzoxazonine Derivatives from ω-(Dihydroisoindol-2-yl)alkanol Precursors by Means of Cyanogen Bromide

Reaction of cyanogen bromide with 2-(1-phenyl-2,3-dihydro-1H-isoindol-2-yl)ethanol (5a) gave 1-phenyl 3,4,5,6-tetrahydro-1H-2,5-benzoxazocine-5-carbonitrile (6a) in a low to moderate yield..Similarly, 3-(1-phenyl-2,3-dihydro-1H-isoindol-2-yl)propan-1-ol (5c) gave 1-phenyl-1,3,4,5,6,7-hexahydro-2,6-benzoxazonine-6-carbonitrile (6c).The analogous 1-(4-methoxyphenyl) derivatives of both medium ring systems were also prepared, and some mechanistic aspects of the results are discussed.Conversion of (6a) into the analgesic, Nefopam, is described.