7253-67-0

Basic information

• Product Name: 2-phenyl-2-piperidinoacetamide
• Synonyms: 2-phenyl-2-piperidinoacetamide;α-Phenyl-1-piperidineacetamide
• CAS NO: 7253-67-0
• Molecular Formula: C₁₃H₁₈N₂O
• Molecular Weight: 218.29482
• EINECS: 230-673-8
• Mol File: 7253-67-0.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 361.4°Cat760mmHg
• Flash Point: 172.4°C
• Appearance: /
• Density: 1.125g/cm³
• Vapor Pressure: 2.07E-05mmHg at 25°C
• Refractive Index: 1.574
• CAS DataBase Reference: 2-phenyl-2-piperidinoacetamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-phenyl-2-piperidinoacetamide(7253-67-0)
• EPA Substance Registry System: 2-phenyl-2-piperidinoacetamide(7253-67-0)

Safety Data

• Hazardous Substances Data: 7253-67-0(Hazardous Substances Data)

Usage

General Description

2-phenyl-2-piperidinoacetamide, also known as PPAA, is a chemical compound with the molecular formula C15H20N2O. It is a member of the amide class of compounds and is a white solid at room temperature. PPAA is used in the pharmaceutical industry as an intermediate for the synthesis of various drugs and pharmaceutical products. It possesses analgesic and anesthetic properties and has been studied for its potential use as a local anesthetic. PPAA is also being investigated for its potential use in the treatment of neurological disorders and as an anti-inflammatory agent. Overall, 2-phenyl-2-piperidinoacetamide has a range of potential pharmaceutical applications and is an important intermediate in the production of various medications.

InChI:InChI=1/C13H18N2O/c14-13(16)12(11-7-3-1-4-8-11)15-9-5-2-6-10-15/h1,3-4,7-8,12H,2,5-6,9-10H2,(H2,14,16)

Upstream product

• 175606-30-1 N-Cyclohex-1-enyl-2-phenyl-2-piperidin-1-yl-acetamide 
• 5766-79-0 2-phenyl-2-piperidinoacetonitrile 
• 110-89-4 piperidine 
• 7462-76-2 2-chloro-2-phenylacetamide 

Downstream Products

• 479-81-2 AU₂₁₁₀₆ 
• 107416-49-9 phenyl(piperidin-1-yl)acetic acid 

Relevant articles and documents

Postcondensation modifications of Ugi four-component condensation products: 1-Isocyanocyclohexene as a convertible isocyanide. Mechanism of conversion, synthesis of diverse structures, and demonstration of resin capture

The concept of a 'universal isocyanide' that enables postcondensation modification of Ugi four-component condensation products is introduced. This strategy is suited for the synthesis of libraries. By using 1-isocyanocyclohexene as the isocyanide input in the Ugi reaction, the product cyclohexenamides can be converted to a variety of products. From the original α-(acylamino) amides, new carboxylic acids, esters, and thioesters are produced from acid-activated conversion of the cyclohexenamide moiety. It has been determined that the intermediate in conversion of this type is an oxazolinium-5-one (munchnone) that reacts with many nucleophiles to yield the products above. The munchnone can also undergo cycloaddition with acetylenic dipolarophiles to form pyrroles. Through internal nucleophilic attack, Ugi products are shown to convert to a protected monosaccharide derivative and to 1,4-benzodiazepine-2,5-diones. All of the conversions described consist of a single step. Resin capture of Ugi products is demonstrated, in which a solution condensation reaction is followed by trapping of the products onto solid support resin. Both the trapping step and subsequent cleavage of products from the resin occur in very high yield.