88763-76-2

Basic information

• Product Name: (R)-3-AMINOPIPERIDINE-2-ONE
• Synonyms: (R)-3-AMINOPIPERIDINE-2-ONE ;(R)-3-Aminopiperidine-2-one hydrochloride;(R)-3-AMino-2-piperidinone
• CAS NO: 88763-76-2
• Molecular Formula: C₅H₁₀N₂O
• Molecular Weight: 114.1457
• Mol File: 88763-76-2.mol
• Article Data: 25

Chemical Properties

• Boiling Point: 307.5°C at 760 mmHg
• Flash Point: 139.8°C
• Appearance: /
• Density: 1.071±0.06 g/cm3(Predicted)
• Vapor Pressure: 0.000723mmHg at 25°C
• Storage Temp.: 2-8°C(protect from light)
• PKA: 16.00±0.40(Predicted)
• CAS DataBase Reference: (R)-3-AMINOPIPERIDINE-2-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-3-AMINOPIPERIDINE-2-ONE(88763-76-2)
• EPA Substance Registry System: (R)-3-AMINOPIPERIDINE-2-ONE(88763-76-2)

Safety Data

• Hazardous Substances Data: 88763-76-2(Hazardous Substances Data)

Usage

General Description

(R)-3-Aminopiperidine-2-one is a chemical compound with the molecular formula C5H10N2O. It is a cyclic amine and a ketone, and it is an important intermediate in the synthesis of various pharmaceuticals and fine chemicals. (R)-3-AMINOPIPERIDINE-2-ONE has a chiral center, giving rise to two enantiomers, (R)-3-aminopiperidine-2-one and (S)-3-aminopiperidine-2-one. The (R)-enantiomer is used in the production of various drugs, including pharmaceuticals used to treat central nervous system disorders and neurological diseases. It serves as a building block in the synthesis of compounds such as ondansetron and ramosetron, which are used as antiemetic and antinausea agents. (R)-3-Aminopiperidine-2-one is also utilized in the synthesis of other biologically active compounds, making it an important chemical in the pharmaceutical industry.

InChI:InChI=1/C5H10N2O.ClH/c6-4-2-1-3-7-5(4)8;/h4H,1-3,6H2,(H,7,8);1H/t4-;/m1./s1

Upstream product

• 3184-13-2 L-ornithine hydrochloride 
• 70-26-8 D-Ornithin 
• 70-26-8 D-ornithine 
• 1069-31-4 (R)-2,5-diaminopentanoic acid dihydrochloride 
• 1892-22-4 3-aminopiperidin-2-one 
• 16682-12-5 D-ornithine hydrochloride 
• 138377-80-7 3-aminopiperidin-2-one hydrochloride 
• 261522-14-9 ornithine methyl ester hydrochloride 
• 1069-31-4 DL-ornithine hydrochloride 
• 34294-79-6 (S)-(-)-3-aminopiperidin-2-one 
• 1069-31-4 L-ornithine hydochloride 
• 81084-75-5 ornithine methyl ester 

Downstream Products

• 70-26-8 2,5-diaminopentanoic acid 
• 84772-30-5 3-(2'-aminobenzoyl)aminopiperidin-2-one 
• 99780-98-0 (+/-)-3-<(tert-butoxycarbonyl)amino>-2-piperidone 
• 84563-47-3 glorin 
• 83524-93-0 Potassium; 2-(2-oxo-piperidin-3-ylcarbamoyl)-benzenesulfonate 
• 722499-65-2 (3R)-3-benzyloxycarbonylamino-2-piperidinone 
• 34294-79-6 (S)-(-)-3-aminopiperidin-2-one 
• 334618-23-4 3-(R)-aminopiperidine dihydrochloride 
• 606943-98-0 (3R)-3-benzyloxycarbonylamino-1-diaminophosphinyl-2-piperidinone 
• 3328-28-7 N-(2'-oxopiperidin-3'-yl)benzamide 
• 99707-38-7 (+/-)-1-<(benzyloxycarbonyl)methyl>-3-<(tert-butoxycarbonyl)amino>-2-piperidone 
• 733049-29-1 (+/-)-1-(carboxymethyl)-3-<(tert-butoxycarbonyl)amino>-2-piperidone 
• 221874-51-7 (3R)-3-[(tert -butoxycarbonyl)amino]-2-piperidone 

Relevant articles and documents

EPC(≠)-synthesis of (R)-(+)- and (S)-(-)-supidimide and crystal structure analysis of (R)-(+)-supidimide

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PROTAC-mediated crosstalk between E3 ligases

Small-molecule heterobifunctional degraders can effectively control protein levels and are useful research tools. We assembled proteolysis targeting chimeras (PROTACs) from a cereblon (CRBN) and a von-Hippel-Lindau (VHL) ligase ligand and demonstrated a PROTAC-induced heterodimerization of the two E3 ligases leading to unidirectional and efficient degradation of CRBN.

Synthesis of bengamide E analogues and their cytotoxic activity

A series of bengamide E analogues were prepared from the corresponding polyketide chain and amino acids via amide coupling reactions. Opening of the polyketide chain lactone ring with α-aminolactams was successfully achieved under microwave irradiation in the presence of sodium 2-ethyl hexanoate. A cytotoxic activity evaluation against a panel of cancer cell lines (KB, HepG-2, Lu-1, MCF-7, HL-60 and Hela) indicated that the 2′R analogues were generally more cytotoxic than the 2′S analogues. Additionally, several analogues exhibited selective inhibition against various cancer cell lines: compounds 32a and 32b selectively inhibited MCF-7 cells, while 33b and 35b were more sensitive toward Lu-1 and HepG-2, respectively. Notably, some of the synthetic analogues possess cytotoxic activities with IC50 values less than 1?μM.