553-69-5

Basic information

• Product Name: PHENYRAMIDOL
• Synonyms: 1-Phenyl-2-(2-pyridinylamino)ethanol;2-(beta-Hydroxyphenethylamino)Pyridine;α-[(2-Pyridylamino)methyl]benzyl alcohol;1-phenyl-2-(2-pyridylamino)ethanol;1-phenyl-2-(pyridin-2-ylamino)ethanol;Abbolexin;alpha-[(2-Pyridylamino)methyl]benzyl alcohol;Analexin
• CAS NO: 553-69-5
• Molecular Formula: C₁₃H₁₄N₂O
• Molecular Weight: 214.26
• EINECS: 209-044-7
• Mol File: 553-69-5.mol
• Article Data: 3

Chemical Properties

• Melting Point: 82-85°
• Boiling Point: 354.4°C (rough estimate)
• Flash Point: 185.5°C
• Appearance: /
• Density: 1.0850 (rough estimate)
• Vapor Pressure: 1.48E-06mmHg at 25°C
• Refractive Index: 1.6450 (estimate)
• PKA: 5.85(at 25℃)
• CAS DataBase Reference: PHENYRAMIDOL(CAS DataBase Reference)
• NIST Chemistry Reference: PHENYRAMIDOL(553-69-5)
• EPA Substance Registry System: PHENYRAMIDOL(553-69-5)

Safety Data

• Hazardous Substances Data: 553-69-5(Hazardous Substances Data)

Usage

Uses

(±)-Phenyramidol can be used in biological study of preparation of nitric oxide releasing prodrugs useful in the treatment of diseases. It is also a muscle relaxant drug.

Synthesis Reference(s)

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

General Description

Crystals (from dilute methanol).

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

• 96-09-3 styrene oxide 
• 40825-17-0 Natrium-Verbindung des [2]Pyridylamins 
• 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 
• 504-29-0 2-aminopyridine 
• 7664-41-7 ammonia 
• 106492-21-1 2-Hydroxy-1-phenyl-2-(pyridin-2-ylamino)-ethanone 
• 91954-81-3 1-phenyl-2-[2]pyridylamino-ethanone 

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 
• 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 
• 1026578-86-8 imidazole-1-carboxylic acid 1-phenyl-2-(pyridin-2-ylamino)-ethyl ester 

Relevant articles and documents

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.

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.