5661-55-2

Basic information

• Product Name: 4-Phenyl-2-azetidinone
• Synonyms: 4-phenyl-2-azetidinone(SALTDATA: FREE)
• CAS NO: 5661-55-2
• Molecular Formula: C₉H₉NO
• Molecular Weight: 147.1739
• Mol File: 5661-55-2.mol
• Article Data: 40

Chemical Properties

• Melting Point: 108℃ (methanol )
• Boiling Point: 353.8 °C at 760 mmHg
• Flash Point: 205.5 °C
• Appearance: /
• Density: 1.152 g/cm³
• Vapor Pressure: 3.5E-05mmHg at 25°C
• Refractive Index: 1.567
• Storage Temp.: 2-8°C
• PKA: 15.08±0.40(Predicted)
• CAS DataBase Reference: 4-Phenyl-2-azetidinone(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Phenyl-2-azetidinone(5661-55-2)
• EPA Substance Registry System: 4-Phenyl-2-azetidinone(5661-55-2)

Safety Data

• Hazardous Substances Data: 5661-55-2(Hazardous Substances Data)

Usage

General Description

4-Phenyl-2-azetidinone, also known as Phenylpiracetam, is a synthetic chemical compound belonging to the racetam class of drugs. It is a derivative of the nootropic drug piracetam and is reported to have cognitive-enhancing effects. It is often used as a nootropic and has been studied for its potential to improve memory, cognition, and physical performance. Additionally, it has been investigated for its potential use in treating conditions such as anxiety, depression, and ADHD, although further research is needed to confirm its efficacy for these indications. Phenylpiracetam is regulated in some countries and may be considered a controlled substance due to its potential for abuse and misuse.

InChI:InChI=1/C9H9NO/c11-9-6-8(10-9)7-4-2-1-3-5-7/h1-5,8H,6H2,(H,10,11)

Upstream product

• 130533-03-8 4-phenyl-2-oxoazetidine-4-carbonitrile 
• 100-42-5 styrene 
• 77086-38-5 ketene t-butyldimethylsilyl methyl acetal 
• 120419-97-8 (E)-N-benzylidene-1,1,1-trimethylsilanamine 
• 3646-50-2 3-Amino-3-phenylpropionic acid 
• 14898-52-3 methyl 3-amino-3-phenylpropanoate 
• 17599-61-0 N-benzylidene-1,1,1-trimethylsilanamine 
• 1189-71-5 isocyanate de chlorosulfonyle 
• 97754-31-9 N-(4-methoxyphenyl)-3-phenylpropionamide 
• 19340-68-2 1-(4-methoxy-phenyl)-4-phenyl-azetidin-2-one 
• 501-52-0 3-Phenylpropionic acid 
• 1514927-38-8 1-(5-methoxyquinolin-8-yl)-4-phenylazetidin-2-one 
• 1514926-94-3 N-(5-methoxyquinolin-8-yl)-3-phenylpropanamide 
• 645-45-4 hydrocinnamic acid chloride 

Downstream Products

• 22117-14-2 (2-bromo-1-isocyanato-ethyl)-benzene 
• 74536-07-5 1-hydroxymethyl-4-phenyl-2-azetidinone 
• 154218-80-1 N-(3-methylbut-2-enyl)-4-phenylazetidine-2-one 
• 110425-57-5 N-(8-bromooctyl)-4-phenylazetidin-2-one 
• 110425-66-6 (Z)-N-(4-chlorobut-2-enyl)-4-phenylazetidin-2-one 
• 110425-67-7 (E)-N-(4-bromobut-2-enyl)-4-phenylazetidin-2-one 
• 154218-88-9 N-(3-bromopropyl)-4-phenylazetidin-2-one 
• 89044-71-3 N-(3-bromobutyl)-4-phenylazetidin-2-one 
• 154219-04-2 N-(3-cyanopropyl)-4-phenylazetidin-2-one 
• 110425-59-7 N-(12-bromododecyl)-4-phenylazetidin-2-one 
• 102145-18-6 1-sec-Butyl-4-phenyl-azetidin-2-one 
• 109975-72-6 N-<1-<(phenylthio)carbonyl>ethyl>-4-phenyl-2-azetidinone 
• 76404-98-3 (E)-2-phenyl-9-(3-phenylacryloyl)-2,5,6,7,8,9,10,11-octahydro-3H-1,4a,9-triazabenzocyclononen-4-one 
• 84927-09-3 4-oxo-1,5,9-triazacyclotridecan-1,9-dicarboxylic acid 1-tert-butyl ester 9-(2,2,2-trichloroethyl)ester 

Relevant articles and documents

A Convenient Preparative Method for β-Lactams from β-Amino Acids Using Sulfenamide/Triphenylphosphine

β-,β-, and δ-Amino acids were easily cyclized in high yields to corresponding β-,γ-, and δ-lactams by treatment with N-alkyl-2-benzothiazolsulfenamide and triphenylphosphine.

Copper-Catalyzed Oxidative Benzylic C(sp3)?H Cyclization for the Synthesis of β-Lactams

β-Lactams are important structural motifs because of their ubiquity in natural products and pharmaceuticals. We report herein a Cu-catalyzed intramolecular oxidative C(sp3)?H amidation for the synthesis of β-lactams using tBuOOtBu. This method

2-Arylazetidines as ligands for nicotinic acetylcholine receptors

Alternative and complementary procedures were adopted for preparing 2-arylazetidine derivatives in moderate to good yields. Preliminary biological evaluation of 2-arylazetidines as ligands of nicotinic acetylcholine receptors allowed to identify chloro-substituted analogs as the most interesting congeners. The title compounds may be considered as suitable hit compounds for developing new nicotinic acetylcholine receptor ligands that may be safer than the currently available drugs targeting nicotinic acetylcholine receptors. Our described synthetic approaches enable facile access to a large number of diversely decorated azetidines for studying the structure-activity relationships and for refining the toxico-pharmacological profile of these agents.

Improved Synthetic Utility of a Sluggish Electrophile: Reaction of Chlorosulfonyl Isocyanate with Unreactive and Reactive Alkenes

Chlorosulfonyl isocyanate (CSI) is a sluggish electrophile in reactions with electron-deficient alkenes or with many monofluoroalkenes. The efficiency of these reactions is improved at temperatures between 15 and 25C because, at these temperatures, CSI an