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B29806

Sigma-Aldrich

1-Benzyl-4-piperidone

99%

Synonym(s):

1-Benzyl-4-oxopiperidine

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About This Item

Empirical Formula (Hill Notation):
C12H15NO
CAS Number:
3612-20-2
Molecular Weight:
189.25
Beilstein:
128556
EC Number:
222-782-4
MDL number:
MFCD00006192
UNSPSC Code:
12352100
PubChem Substance ID:
24891676
NACRES:
NA.22

Assay

99%

form

liquid

refractive index

n20/D 1.541 (lit.)

bp

134 °C/7 mmHg (lit.)

density

1.021 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

O=C1CCN(CC1)Cc2ccccc2

InChI

1S/C12H15NO/c14-12-6-8-13(9-7-12)10-11-4-2-1-3-5-11/h1-5H,6-10H2

InChI key

SJZKULRDWHPHGG-UHFFFAOYSA-N

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General description

1-Benzyl-4-piperidone serves as a versatile heterocyclic building block in the synthesis of pharmaceutical compounds.

Application

1-Benzyl-4-piperidone is generally used as a building block in the synthesis of various medicinal compounds. Applications include the synthesis of:
  • Spirocyclic furopyridines as haloperidol-sensitive σ receptor ligands.
  • Multi-target-directed donepezil + propargylamine + 8-hydroxyquinoline (DPH) hybrids for the treatment of Alzheimer′s disease.
  • Spiropiperidine iminohydantoin aspartyl protease inhibitors.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

159.8 °F

Flash Point(C)

71 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Novel spiropiperidines as highly potent and subtype selective ?-receptor ligands. Part 1.
Maier CA and Wunsch B
Journal of Medicinal Chemistry, 45(2), 438-448 (2002)
Donepezil+ propargylamine+ 8-hydroxyquinoline hybrids as new multifunctional metal-chelators, ChE and MAO inhibitors for the potential treatment of Alzheimer's disease.
Wang Li, et al.
European Journal of Medicinal Chemistry, 80(2), 543-561 (2014)
Synthesis and ? receptor affinity of regioisomeric spirocyclic furopyridines.
Miyata K, et al.
European Journal of Medicinal Chemistry, 83(2), 709-716 (2014)
Di-tert-butylsilylene-directed α-selective synthesis of 4-methylumbelliferyl T-antigen.
Imamura A, et al.
Organic Letters, 7(20), 4415-4418 (2005)
Chunmei Gao et al.
Bioorganic & medicinal chemistry, 16(18), 8670-8675 (2008-08-21)
A novel series of 10-benzyl-9(10H)-acridinones and 1-benzyl-4-piperidones were synthesized and tested for their in vitro antitumor activities against CCRF-CEM cells. Assay-based antiproliferative activity study using CCRF-CEM cell lines revealed that the acridone group and the substitution pattern on the benzene

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