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Usage

Uses

Used in Pharmaceutical Industry:
PHENYRAMIDOL is used as a muscle relaxant drug for the treatment of various conditions that require muscle relaxation. Its application in this field is due to its ability to alleviate muscle tension and provide relief from discomfort associated with muscle spasms or other related issues.
Used in Biological Studies:
In the field of biological research, PHENYRAMIDOL serves as a crucial component in the preparation of nitric oxide releasing prodrugs. These prodrugs are beneficial in the treatment of various diseases, particularly those that can be addressed through the controlled release of nitric oxide. The use of PHENYRAMIDOL in this context is attributed to its ability to facilitate the development of such prodrugs, which can be tailored to target specific medical conditions more effectively.

Synthesis Reference(s)

Journal of the American Chemical Society, 81, p. 4351, 1959 DOI: 10.1021/ja01525a062

Reactivity Profile

PHENYRAMIDOL is an amine and an alcohol. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides.

Fire Hazard

Flash point data for PHENYRAMIDOL are not available. PHENYRAMIDOL is probably combustible.

InChI:InChI=1/C13H14N2O/c16-12(11-6-2-1-3-7-11)10-15-13-8-4-5-9-14-13/h1-9,12,16H,10H2,(H,14,15)

Upstream product

• 504-29-0 2-aminopyridine 
• 96-09-3 styrene oxide 
• 7664-41-7 ammonia 
• 109-04-6 2-bromo-pyridine 
• 7568-93-6 2-Amino-1-phenylethanol 
• 97376-52-8 (2-phenyl-[1,3]dioxolan-2-ylmethyl)-pyridin-2-yl-amine 
• 3418-21-1 2-(bromomethyl)-2-phenyl-1,3-dioxolane 
• 1075-06-5 2,2-dihydroxy-1-phenyl-ethanone 
• 106492-21-1 2-Hydroxy-1-phenyl-2-(pyridin-2-ylamino)-ethanone 
• 91954-81-3 1-phenyl-2-[2]pyridylamino-ethanone 
• 40825-17-0 Natrium-Verbindung des [2]Pyridylamins 

Downstream Products

• 91954-76-6 3-phenyl-2,3-dihydroimidazo[1,2-a]pyridine 
• 7659-88-3 2-(1-methyl-1H-[2]pyridylidenamino)-1-phenyl-ethanol; hydriodide 
• 1026578-86-8 imidazole-1-carboxylic acid 1-phenyl-2-(pyridin-2-ylamino)-ethyl ester 
• 648900-10-1 Acetic acid (2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[1-phenyl-2-(pyridin-2-ylamino)-ethoxycarbonyloxymethyl]-tetrahydro-furan-3-yl ester 

Relevant academic research and scientific papers

Stereoselective P-Cyclisation and Diastereoisomeric Purification of 5-Phenyl-3-(pyridin-2-yl)-1,3,2-oxazaphospholidine Formed from a Thermolabile Protecting Group

A one-pot, two-step synthesis of 5-phenyl-3-(pyridin-2-yl)-1,3,2-oxazaphospholidine from linear precursor bis(diisopropylamino){2-[(pyridin-2-yl)amino]-1-phenylethoxy}phosphine is achieved using a stereoselective intramolecular cyclisation. Application of a pure enantiomer {1-phenyl-2-[(pyridin-2-yl)amino]ethanol} enabled partial diastereopurification by crystallisation. For all four diastereoisomers, the absolute configuration of the P-centre was determined using X-ray crystallography and correlative 31P NMR data. Stereochemically pure 5a was then used in nucleoside phosphitylation reactions with partial loss of stereopurity by retention of configuration on the phosphorus centre. A one-pot, two-step synthesis of 5-phenyl-3-(pyridin-2-yl)-1,3,2-oxazaphospholidine from linear bis(diisopropylamino){2-[(pyridin-2-yl)amino]-1-phenylethoxy}phosphine by stereoselective intramolecular P-cyclisation is described. For all four diastereoisomers produced, the absolute configuration of the P-centre is determined by X-ray crystallography and correlated with 31P NMR data.

Engineering N-(2-pyridyl)aminoethyl alcohols as potential precursors of thermolabile protecting groups

Crystal and NMR analyses of four precursors of N-(2-pyridyl) thermolabile protecting group (TPG) were carried out. Two torsion angles have been identified as indicators that predict the molecules' thermolabile properties. Conformation that minimizes the N1...C8 distance is crucial for thermocyclisation. Nucleophilicity of the pyridyl ring is the driving force for the reaction but it is insufficient for thermocyclisation which is dominated by the molecules' ability to adopt a favourable conformation. The pKa value was recorded for all analyzed N-(2-pyridyl)aminoethyl alcohols. However, its effect is small in the determination of thermolability. Based on the analysis that we carried out, N-benzyl N-(2-pyridyl)aminoethyl was selected as a potential precursor of thermolabile carbonate of TPG. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2012.

ON THE REACTION OF PHENYLGLYOXAL WITH 2-AMINOPYRIDINE

A structure of 2-phenyl-1H-imidazopyridinium-3-olate (1) has been assigned to the product of the title reaction instead of the previously reported one.In solution, 1 undergoes photo-oxidation related to that occurring in Cypridina luciferine.