5409-66-5

Basic information

• Product Name: (4-hydroxy-1-methyl-4-phenyl-3-piperidyl)-phenyl-methanone
• Synonyms: (4-hydroxy-1-methyl-4-phenylpiperidin-3-yl)-phenylmethanone
• CAS NO: 5409-66-5
• Molecular Formula: C₁₉H₂₁NO₂
• Molecular Weight: 295.38
• Mol File: 5409-66-5.mol

Chemical Properties

• Boiling Point: 468.9°Cat760mmHg
• Flash Point: 237.4°C
• Appearance: /
• Density: 1.162g/cm³
• Vapor Pressure: 1.35E-09mmHg at 25°C
• Refractive Index: 1.599
• CAS DataBase Reference: (4-hydroxy-1-methyl-4-phenyl-3-piperidyl)-phenyl-methanone(CAS DataBase Reference)
• NIST Chemistry Reference: (4-hydroxy-1-methyl-4-phenyl-3-piperidyl)-phenyl-methanone(5409-66-5)
• EPA Substance Registry System: (4-hydroxy-1-methyl-4-phenyl-3-piperidyl)-phenyl-methanone(5409-66-5)

Safety Data

• Hazardous Substances Data: 5409-66-5(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 14, p. 543, 1949 DOI: 10.1021/jo01156a007

InChI:InChI=1/C19H21NO2/c1-20-13-12-19(22,16-10-6-3-7-11-16)17(14-20)18(21)15-8-4-2-5-9-15/h2-11,17,22H,12-14H2,1H3

Upstream product

• 768-03-6 Phenyl vinyl ketone 
• 74-89-5 methylamine 
• 94-38-2 3-diethylamino-1-phenyl-propan-1-one 
• 623-11-0 1-methyl-4-nitrosobenzene 
• 103756-12-3 3,3’-(methylazanediyl)bis(1-phenylpropan-1-one) 
• 98-86-2 acetophenone 
• 2298-49-9 N-methyl-3-oxo-N-(3-oxo-3-phenylpropyl)-3-phenylpropan-1-aminium chloride 
• 50-00-0 formaldehyd 
• 506-59-2 N,N-dimethylammonium chloride 
• 593-51-1 methylamine hydrochloride 
• 29636-75-7 3-bromo-1-phenylpropan-1-one 

Downstream Products

• 875228-76-5 3-methyl-2,4-diphenylpyridine 
• 288618-20-2 2-methyl-9-phenyl-2,3-dihydro-1H-indeno[2,1-c]pyridine 
• 768-03-6 Phenyl vinyl ketone 
• 74-89-5 methylamine 
• 6636-24-4 (4c-acetoxy-1-methyl-4t-phenyl-[3r]piperidyl)-phenyl ketone 
• 83266-43-7 β-<4-Nitro-phenylamino>-propiophenon 
• 882769-19-9 C₁₇H₁₇NO₃ 
• 727368-03-8 C₁₇H₁₉NO 
• 156483-65-7 C₁₅H₁₄INO 
• 933217-40-4 C₁₅H₁₄BrNO 
• 57624-47-2 3-(4-bromophenylamino)-1-phenylpropan-1-one 
• 893683-90-4 ethyl 4-(3-oxo-3-phenylpropylamino)benzoate 
• 83266-42-6 β-<3-Nitro-phenylamino>-propiophenon 
• 13788-78-8 1-(2,4-dinitrophenyl)-3-phenylpyrazole 

Relevant articles and documents

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Some acetophenone derived bis Mannich bases (B1-B5) and piperidinols (C1, C4), which are the structural isomers of B1 and B4, and also quaternary piperidine derivative C6 were synthesized and studied for anticonvulsant activity. Of the compounds, C6 was reported for the first time. Chemical structures of the compounds were confirmed by UV, IR, 1H-NMR, 13C-NMR, mass spectra and elemental analysis. Their anticonvulsant activities were determined by maximal electroshock (MES), subcutaneous metrazol (scMet) tests and rotarod test for neurological deficits. According to the activity studies, B2, B4, C1 and C4 derivatives were found to be protective against MES at 30 mg/kg and above. B1, B2, B3, B4, C4 and C6 derivatives were found to be protective against scMet, at different dose levels ranging from 30 to 300 mg/kg. Since no neurotoxicity was detected for the compounds B4 and C4, they seem to be candidate compounds for further synthesis and in vivo studies for their potential anticonvulsant activity.

Novel synthesis of 3-benzoyl-4-hydroxy-1-methyl-4-phenylpiperidine

Unusual formation of 3-benzoyl-4-hydroxy-1-methyl-4-phenylpiperidine (3) is reported in the reaction of 3-bromopropiophenone (1) and methylamine.A possible mechanism of the reaction is also reported.

Synthesis and preliminary study of some ring-substituted arylpropanonoamines and their quaternary salts

The synthesis and biological examination of 1-phenyl- and 1-(4-bromophenyl)-3-(N-2-hydroxyethyl-N-methylamino) propan-1-one methiodides and 1-(4-bromophenyl)-3-(N-2-hydroxyethyl-N-methylamino)propan-1-ol methiodide as model potential intravenous anestheti