2-(4-Methylpiperazin-1-yl)benzaldehyde

Name: 2-(4-Methylpiperazin-1-yl)benzaldehyde
Brand: ChemScene
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CAS No. 85803-62-9
Cat. No. CS-W006303
Purity≥98%
MDL No.MFCD01313808

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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2-(4-Methylpiperazin-1-yl)benzaldehyde|CS-W006303

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General Information

CAS No. 85803-62-9
Cat. No. CS-W006303
Purity ≥98%
MDL No. MFCD01313808
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₆N₂O
Molecular Weight 204.27
Synonym(s) 2-(4-METHYLPIPERAZINO)BENZALDEHYDE
SMILES CN1CCN(CC1)C1=CC=CC=C1C=O

Description

2-(4-Methylpiperazin-1-yl)benzaldehyde features a benzaldehyde core linked to a methylpiperazine moiety, delivering a highly functionalized scaffold for medicinal chemistry. The electron-rich piperazine ring enhances solubility and facilitates conjugation, while the aldehyde group enables efficient coupling reactions. This compound serves as a key intermediate in synthesizing bioactive molecules, particularly in kinase inhibitor and CNS-targeted drug discovery.

Application

2-(4-Methylpiperazin-1-yl)benzaldehyde serves as a versatile building block in medicinal chemistry, enabling efficient access to bioactive heterocycles and drug candidates. Its aldehyde functionality facilitates straightforward conjugation via reductive amination, imine formation, or Mannich reactions, while the piperazine moiety offers tunable solubility and hydrogen-bonding capacity. The methyl group enhances metabolic stability and modulates basicity, contributing to favorable pharmacokinetic profiles. This compound exhibits good bench stability and is amenable to standard purification methods, making it suitable for high-throughput synthesis and lead optimization campaigns.

Synthesis

Route1
- In-stock
  
  109-01-3
- In-stock
  
  446-52-6
- ~97%
- In-stock
  
  85803-62-9
References
- PFIZER PRODUCTS INC. Patent: WO2006/48727 A1, 2006 ; Location in patent: Page/Page column 83 ; WO 2006/048727 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 : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 23.55
LogP 1.2509
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Piperazine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-(4-Methylpiperazin-1-yl)benzaldehyde

CAS No. 85803-62-9

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