146395-98-4

Basic information

• Product Name: 2-Piperidinone, 5-(3,4-dichlorophenyl)-5-[3-[(tetrahydro-2H-pyran-2-yl)oxy]propyl]-
• CAS NO: 146395-98-4
• Molecular Formula: C19H25Cl2NO3
• Molecular Weight: 386.318
• Mol File: 146395-98-4.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-Piperidinone, 5-(3,4-dichlorophenyl)-5-[3-[(tetrahydro-2H-pyran-2-yl)oxy]propyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Piperidinone, 5-(3,4-dichlorophenyl)-5-[3-[(tetrahydro-2H-pyran-2-yl)oxy]propyl]-(146395-98-4)
• EPA Substance Registry System: 2-Piperidinone, 5-(3,4-dichlorophenyl)-5-[3-[(tetrahydro-2H-pyran-2-yl)oxy]propyl]-(146395-98-4)

Safety Data

• Hazardous Substances Data: 146395-98-4(Hazardous Substances Data)

Upstream product

• 146395-96-2 2-(3,4-dichloro-phenyl)-5-(tetrahydro-pyran-2-yl-oxy)-pentanenitrile 
• 3218-49-3 3,4-dichloro-benzeneacetonitrile 
• 33821-94-2 3-(tetrahydro-2H-pyran-2-yloxy)propyl bromide 
• 146395-97-3 4-Cyano-4-(3,4-dichloro-phenyl)-7-(tetrahydro-pyran-2-yloxy)-heptanoic acid ethyl ester 
• 110-87-2 3,4-dihydro-2H-pyran 

Downstream Products

• 210545-35-0 1-Benzyl-5-(3,4-dichloro-phenyl)-5-[3-(tetrahydro-pyran-2-yloxy)-propyl]-piperidin-2-one 
• 182621-51-8 (+)-3-(3,4-dichlorophenyl)-3-(3-hydroxypropyl)-piperidine 
• 146396-02-3 {3-(3,4-Dichloro-phenyl)-3-[3-(tetrahydro-pyran-2-yloxy)-propyl]-piperidin-1-yl}-phenyl-methanone 
• 210545-37-2 Methanesulfonic acid 3-[1-benzyl-3-(3,4-dichloro-phenyl)-6-oxo-piperidin-3-yl]-propyl ester 
• 210545-36-1 1-Benzyl-5-(3,4-dichloro-phenyl)-5-(3-hydroxy-propyl)-piperidin-2-one 
• 146396-03-4 1-benzoyl-3-(3,4-dichlorophenyl)-3-(3-methane-sulphonyloxypropyl)piperidine 
• 172734-75-7 [3-(3,4-Dichlorophenyl)-3-(3-hydroxy-propyl)-piperidin-1-yl]-phenyl-methanone 
• 146395-99-5 3-(3,4-Dichloro-phenyl)-3-[3-(tetrahydro-pyran-2-yloxy)-propyl]-piperidine 

Relevant articles and documents

Discovery of bioavailable 4,4-disubstituted piperidines as potent ligands of the chemokine receptor 5 and inhibitors of the human immunodeficiency virus-1

We describe robust chemical approaches toward putative CCR5 scaffolds designed in our laboratories. Evaluation of analogues in the 125I-[MIP-1β] binding and Ba-L-HOS antiviral assays resulted in the discovery of 64 and 68 in the 4,4-disubstitited piperidine class H, both potent CCR5 ligands (pIC50 = 8.30 and 9.00, respectively) and HIV-1 inhibitors (pIC50 = 7.80 and 7.84, respectively, in Ba-L-HOS assay). In addition, 64 and 68 were bioavailable in rodents, establishing them as lead molecules for further optimization toward CCR5 clinical candidates.

A practical and scalable synthesis of SR 142801, a tachykinin NK3 antagonist

A practical and scalable total synthesis of tachykinin NK3 receptor antagonist SR 142801, (R)-N-[1-[3-[1-benzoyl-3-(3,4-dichlorophenyl)-3-piperidinyl]propyl]-4-phenyl-4 -piperidinyl]-N-methyl acetamide 1 is described. The absolute configuration of the key intermediate 7 was determined by single crystal X-ray crystallography, on the basis of which, the absolute configuration of SR 142801 should be (R)-(+), instead of the recently reported (S)-(+).