7-Chloro-4-(piperazin-1-yl)quinoline

Name: 7-Chloro-4-(piperazin-1-yl)quinoline
Brand: ChemScene
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CAS No. 837-52-5
Cat. No. CS-0034950
Purity≥96%
MDL No.MFCD01476123

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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+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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7-Chloro-4-(piperazin-1-yl)quinoline|CS-0034950

Structure of 837-52-5

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General Information

CAS No. 837-52-5
Cat. No. CS-0034950
Purity ≥96%
MDL No. MFCD01476123
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₄ClN₃
Molecular Weight 247.73
Synonym(s) None
SMILES ClC1=CC2=C(C(N3CCNCC3)=CC=N2)C=C1

Description

7-Chloro-4-(piperazin-1-yl)quinoline features a quinoline core functionalized with a chloro group at the 7-position and a piperazinyl moiety at the 4-position, delivering enhanced solubility and tunable basicity. This scaffold integrates readily into medicinal chemistry campaigns targeting kinase inhibition and CNS-penetrant therapeutics.

Application

7-Chloro-4-(piperazin-1-yl)quinoline serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocycles through standard coupling and functionalization reactions. Its chloro substituent at the 7-position facilitates nucleophilic substitution, while the piperazinyl group provides a basic nitrogen for salt formation and hydrogen bonding. The molecule exhibits good bench stability and compatibility with common reaction conditions, facilitating purification and integration into complex scaffolds relevant to kinase inhibitors and CNS-targeted agents.

Synthesis

Route1
- 110-85-0
- In-stock
  
  86-98-6
- ~98%
- In-stock
  
  837-52-5
References
- Youngsaye, Willmen; Vincent, Benjamin; Hartland, Cathy L.; Morgan, Barbara J.; Buhrlage, Sara J.; Johnston, Stephen; Bittker, Joshua A.; MacPherson, Lawrence; Dandapani, Sivaraman; Palmer, Michelle; Whitesell, Luke; Lindquist, Susan; Schreiber, Stuart L.; Munoz, Benito Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 18 p. 5502 - 5505

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

Quality Control

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Computational Chemistry Data

TPSA 28.16
LogP 2.2978
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds quinoline compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Piperazine compounds

Key Words

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7-Chloro-4-(piperazin-1-yl)quinoline

CAS No. 837-52-5

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