837-52-5

Basic information

• Product Name: 7-Chloro-4-piperazinoquinoline
• Synonyms: 7-chloro-2-(1-piperazinyl)quinoline;7-chloro-2-piperazin-1-ylquinoline;7-chloro-2-piperazin-1-yl-quinoline;ASINEX-REAG BAS 07566563;BUTTPARK 50\09-11;7-CHLORO-4-PIPERAZINOQUINOLINE;7-CHLORO-4-PIPERAZIN-1-YL-QUINOLINE;TIMTEC-BB SBB007478
• CAS NO: 837-52-5
• Molecular Formula: C₁₃H₁₄ClN₃
• Molecular Weight: 247.72
• Mol File: 837-52-5.mol
• Article Data: 57

Chemical Properties

• Melting Point: 113-116
• Boiling Point: 433.5 °C at 760 mmHg
• Flash Point: 216 °C
• Appearance: light yellow Solid
• Density: 1.257 g/cm₃
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.636
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Very Slightly)
• PKA: 8.62±0.50(Predicted)
• CAS DataBase Reference: 7-Chloro-4-piperazinoquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 7-Chloro-4-piperazinoquinoline(837-52-5)
• EPA Substance Registry System: 7-Chloro-4-piperazinoquinoline(837-52-5)

Safety Data

• Hazard Codes: C,Xi,Xn
• Statements: 34-22
• Safety Statements: 22-26-36/37/39-45
• HazardClass: IRRITANT
• Hazardous Substances Data: 837-52-5(Hazardous Substances Data)

Usage

Uses

7-Chloro-4-(piperazin-1-yl)quinoline is a metabolite of Piperaquine phosphate (P480050), a low toxicity and quick acting antimalarial drug that is used to treat malaria.

InChI:InChI=1/C13H14ClN3/c14-11-3-1-10-2-4-13(16-12(10)9-11)17-7-5-15-6-8-17/h1-4,9,15H,5-8H2

Upstream product

• 110-85-0 piperazine 
• 86-98-6 4,7-dichloroquinoline 
• 86-99-7 7-chloro-4-hydroxylquinoline 
• 3412-99-5 2-(3-chlorophenylamino)methylenemalonic acid diethyl ester 
• 108-42-9 3-chloro-aniline 

Downstream Products

• 917514-54-6 3-[4-(7-chloroquinolin-4-yl)piperazin-1-ylmethyl]-2,4-dihydroxybenzaldehyde 
• 114260-07-0 7-Chloro-4-<4-(5-amino-2-hydroxybenzyl)piperazin-1-yl>quinoline 
• 1201947-02-5 2-(4-(7-chloroquinolin-4-yl)piperazin-1-yl)-N,N-diphenylethanamide 
• 907194-20-1 N,N-dibenzyl-2-(4-(7-chloroquinolin-4-yl)piperazin-1-yl)ethanamine 

Relevant articles and documents

Design and synthesis of 4-piperazinyl quinoline derived urea/thioureas for anti-breast cancer activity by a hybrid pharmacophore approach

In an attempt to improve anti-breast cancer activity, a new series of 4-piperazinylquinoline derivatives based on the urea/thiourea scaffold were designed and synthesised by a pharmacophore hybrid approach. We then examined for their antiproliferative eff

Design and synthesis of quinoline-pyrimidine inspired hybrids as potential plasmodial inhibitors

Presently, artemisinin-based combination therapy (ACT) is the first-line therapy of Plasmodium falciparum malaria. With the emergence of malaria parasites that are resistant to ACT, alternative antimalarial therapies are urgently needed. In line with this

Design, synthesis and study of antibacterial and antitubercular activity of quinoline hydrazone hybrids

Emerging bacterial resistance is causing widespread problems for the treatment of various infections. Therefore, the search for antimicrobials is a never-ending task. Hydrazones and quinolines possess a wide variety of biological activities. Herewith, eleven quinoline hydrazone derivatives have been designed, synthesized, characterized and evaluated for their antibacterial activity and antitubercular potential against Mtb WT H37Rv. Compounds QH-02, QH-04 and QH-05 were found to be promising compounds with an MIC value of 4 μg/mL against Mtb WT H37Rv. Compounds QH-02, QH-04, QH-05, and QH-11 were also found to be active against bacterial strains including Acinetobacter baumanii, Escherichia coli and Staphylococcus aureus. Further, we have carried out experiments to confirm the cytotoxicity of the active compounds and found them to be non-toxic.

Synthesis of Novel G Factor or Chloroquine-Artemisinin Hybrids and Conjugates with Potent Antiplasmodial Activity

A series of novel hybrids of artemisinin (ART) with either a phytormone endoperoxide G factor analogue (GMeP) or chloroquine (CQ) and conjugates of the same compounds with the polyamines (PAs), spermidine (Spd), and homospermidine (Hsd) were synthesized and their antiplasmodial activity was evaluated using the CQ-resistant P. falciparum FcB1/Colombia strain. The ART-GMeP hybrid 5 and compounds 9 and 10 which are conjugates of Spd and Hsd with two molecules of ART and one molecule of GMeP, were the most potent with IC50 values of 2.6, 8.4, and 10.6 nM, respectively. The same compounds also presented the highest selectivity indexes against the primary human fibroblast cell line AB943 ranging from 16 372 for the hybrid 5 to 983 for the conjugate 10 of Hsd.