1-phenylpiperidin-2-one

Name: 1-phenylpiperidin-2-one
Brand: ChemScene
Availability: InStock
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CAS No. 4789-09-7
Cat. No. CS-M2638
Molecule weightNone
Purity≥98%
MDL No.MFCD04037163

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Structure of 4789-09-7

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General Information

CAS No. 4789-09-7
Cat. No. CS-M2638
Purity ≥98%
MDL No. MFCD04037163
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₃NO
Molecular Weight None
Synonym(s) 1-Phenyl-2-piperidinone; 1-Phenyl-2-piperidone; 1-PHENYL-PIPERIDIN-2-ONE
SMILES O=C1CCCCN1C2=CC=CC=C2

Description

1-phenylpiperidin-2-one is a bench-stable, electron-deficient heterocycle featuring a ketone at the 2-position and a phenyl group at the 1-position. This structural motif integrates readily into synthetic routes for bioactive compounds, particularly in medicinal chemistry applications where modulating lipophilicity and metabolic stability is critical.

Application

1-Phenylpiperidin-2-one serves as a versatile scaffold in medicinal chemistry, enabling the construction of diverse heterocyclic frameworks. Its ketone functionality facilitates nucleophilic additions and reductive aminations, while the piperidinone core offers favorable metabolic stability and solubility. The phenyl group enhances π-stacking interactions in target binding pockets. This compound functions reliably in standard synthetic workflows, offering bench stability, ease of purification, and compatibility with common functional groups.

Synthesis

Route1
- In-stock
  
  675-20-7
- In-stock
  
  591-50-4
- ~96%
- In-stock
  
  4789-09-7
References
- Hosseinzadeh, Rahman; Tajbakhsh, Mahmood; Mohadjerani, Maryam; Mehdinejad, Hamidreza Synlett, 2004 , # 9 p. 1517 - 1520
Route2
- In-stock
  
  675-20-7
- 108-86-1
- ~92%
- In-stock
  
  4789-09-7
References
- Yin, Jingjun; Buchwald, Stephen L. Journal of the American Chemical Society, 2002 , vol. 124, # 21 p. 6043 - 6048
Route3
- 91131-23-6
- ~96%
- In-stock
  
  4789-09-7
References
- Wang, Eng Chi; Lin, Huey-Jen Heterocycles, 1998 , vol. 48, # 3 p. 481 - 489

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

TPSA 20.31
LogP 2.2035
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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1-phenylpiperidin-2-one

CAS No. 4789-09-7

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