1-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone

Name: 1-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone
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CAS No. 67914-60-7
Cat. No. CS-W014753
Purity≥98%
MDL No.MFCD00044905

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FedEx Limited Quantities Ground	$0.00
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1-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone|CS-W014753

Structure of 67914-60-7

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General Information

CAS No. 67914-60-7
Cat. No. CS-W014753
Purity ≥98%
MDL No. MFCD00044905
Storage RT, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₆N₂O₂
Molecular Weight 220.27
Synonym(s) Tetraethoxy C methyl propane
SMILES CC(N1CCN(C2=CC=C(O)C=C2)CC1)=O

Description

1-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone features a hydroxylated phenyl group linked via piperazine to a ketone moiety, offering enhanced solubility and hydrogen-bonding capacity. This scaffold integrates readily into bioactive molecule design, particularly in CNS-targeted compounds and kinase inhibitors.

Application

1-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocyclic scaffolds. Its piperazine core provides favorable solubility and metabolic stability, while the phenolic hydroxyl group offers a handle for derivatization via etherification or conjugation. The acetyl moiety enhances lipophilicity and supports further functionalization. This compound exhibits bench stability and facilitates purification through standard chromatographic methods, making it well-suited for iterative synthesis campaigns in drug discovery.

Synthesis

Route1
- In-stock
  
  56621-48-8
- 108-24-7
- ~55%
- In-stock
  
  67914-60-7
References
- GALAPAGOS N.V. Patent: WO2008/55959 A1, 2008 ; Location in patent: Page/Page column 67 ; WO 2008/055959 A1
Route2
- 133345-21-8
- ~92%
- In-stock
  
  67914-60-7
References
- Stefancich; Artico; Ortar; Silvestri; Simonetti; Apuzzo Archiv der Pharmazie, 1992 , vol. 325, # 11 p. 687 - 694
Route3
- 1336-21-6
- 1972-28-7
- ~%
- In-stock
  
  67914-60-7
References
- US4435399 A1, ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352

Quality Control

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Computational Chemistry Data

TPSA 43.78
LogP 1.0607
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Piperazine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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1-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone

CAS No. 67914-60-7

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