Category: 837-52-5

Name: 7-Chloro-4-(piperazin-1-yl)quinoline. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 7-Chloro-4-(piperazin-1-yl)quinoline, is researched, Molecular C13H14ClN3, CAS is 837-52-5, about Synthesis of novel amodiaquine analogs and evaluation of their in vitro and in vivo antimalarial activities. Author is Tahghighi, Azar; Parhizgar, Arezoo Rafie; Karimi, Safoura; Irani, Mahboubeh.

In this study, new amodiaquine (AQ) analogs I (R = Et, i-Pr, 4-methylpentan-2-yl, etc.) were synthesized, followed by an evaluation of their antiplasmodial activity. Compounds I were synthesized by reacting 4-[[4-(7-chloroquinolin-4-yl)piperazin-1-yl]methyl]benzonitrile with appropriate primary amines RNH2. The synthesized compounds were investigated for inhibitory activity by the inhibition test of heme detoxification (ITHD). Their antiplasmodial activity was then evaluated using the classical 4-day suppressive test (Peter’s test) against Plasmodium berghei-infected mice (ANKA strain). The results showed that the percentage of heme detoxification inhibition in the active compounds was 90%. The most promising analogs, I (R = n-Bu, 4-methylpentan-2-yl), displayed 97.65 and 99.18% suppressions at the doses of 75 and 50 mg/kg/day, resp. Further, the mean survival time of the mice treated with these compounds was higher than that of the neg. control group. The newly synthesized amodiaquine analogs presented sufficient antiplasmodial activity with excellent suppressions and high in vitro heme detoxification inhibition. Higher mean survival time of the mice treated with the synthetic compounds further confirmed the in vivo antimalarial activity of these new AQ analogs. Therefore, I have the potential to replace common drugs from the 4-aminoquinoline class. However, further investigations such as pharmacokinetic evaluations, cytotoxicity, toxicity, and formulation are necessary.

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Recommanded Product: 837-52-5. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 7-Chloro-4-(piperazin-1-yl)quinoline, is researched, Molecular C13H14ClN3, CAS is 837-52-5, about Synthesis and evaluation of 7-chloro-4-(piperazin-1-yl)quinoline-sulfonamide as hybrid antiprotozoal agents. Author is Salahuddin, Attar; Inam, Afreen; van Zyl, Robyn L.; Heslop, Donovan C.; Chen, Chien-Teng; Avecilla, Fernando; Agarwal, Subhash M.; Azam, Amir.

A new series of 4-aminochloroquinoline based sulfonamides were synthesized and evaluated for antiamoebic and antimalarial activities. Out of the eleven compounds evaluated (F1-F11), two of them (F3 and F10) showed good activity against Entamoeba histolytica (IC50 <5 μM). Three of the compounds (F5, F7 and F8) also displayed antimalarial activity against the chloroquine-resistant (FCR-3) strain of Plasmodium falciparum with IC50 values of 2 μM. Compound F7, whose crystal structure was also determined, inhibited β-haematin formation more potently than quinine. To further understand the action of hybrid mols. F7 and F8, mol. docking was carried out against the homol. model of P. falciparum enzyme dihydropteroate synthase (PfDHPS). The complexes showed that the inhibitors place themselves nicely into the active site of the enzyme and exhibit interaction energy which is in accordance with our activity profile data. Application of Lipinski 'rule of five' on all the compounds (F1-F11) suggested high drug likeness of F7 and F8, similar to quinine. In addition to the literature in the link below, there is a lot of literature about this compound(7-Chloro-4-(piperazin-1-yl)quinoline)Recommanded Product: 837-52-5, illustrating the importance and wide applicability of this compound(837-52-5).

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Chiyanzu, Idan; Clarkson, Cailean; Smith, Peter J.; Lehman, Julie; Gut, Jiri; Rosenthal, Philip J.; Chibale, Kelly published the article 《Design, synthesis and anti-plasmodial evaluation in vitro of new 4-aminoquinoline isatin derivatives》. Keywords: aminoquinoline isatin preparation antiplasmodial SAR.They researched the compound: 7-Chloro-4-(piperazin-1-yl)quinoline( cas:837-52-5 ).Electric Literature of C13H14ClN3. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:837-52-5) here.

A new class of 4-aminoquinoline derivatives based on the natural product isatin scaffold were designed and synthesized for biol. evaluation against three strains of the malaria parasite Plasmodium falciparum. These derivatives showed anti-plasmodial IC50 values in the ranges of 1.3-0.079 and 2.0-0.050 μM against a chloroquine-sensitive (D10) and two resistant (K1 and W2) strains of P. falciparum, resp. In order to determine potential targets for this class of compounds in P. falciparum, selected compounds were also tested against the parasitic cysteine protease falcipain-2. In terms of further development of this class of isatin derivatives, two of the compounds based on a flexible alkyl chain linker and a thiosemicarbazone moiety warrant further investigation as potential anti-plasmodial leads. These two derivatives showed good in vitro activity against K1 and W2 with IC50 values of 51 and 54 nM, resp., while retaining potency against the D10 strain with IC50 values of 79 and 95 nM, resp. Generally speaking, the inhibitory potency of all compounds in the series against the parasites did not strongly correlate with inhibitory potency against falcipain-2 for selected compounds tested, which at best was weak to moderate, suggesting other mechanisms of inhibition may also be involved or compounds may be selectively taken up by Plasmodium falciparum.

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Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 837-52-5, is researched, SMILESS is C1=C(Cl)C=C2C(=C1)C(=CC=N2)N3CCNCC3, Molecular C13H14ClN3Journal, Medicinal Chemistry Research called Synthesis and biological activity of novel amidrazones incorporating 5-nitroimidazole, ciprofloxacin, and 7-chloro-4-piperazinylquinoline, Author is Saadeh, Haythem A.; Al-Qaoud, Khaled M.; Abu-Qatouseh, Luay F.; Shihab, Penelope A.; Kaur, Hargobinder; Goyal, Kapil; Sehgal, Rakesh; Mubarak, Mohammad S., the main research direction is amidrazone nitroimidazole ciprofloxacin chloropiperazinylquinoline preparation antitumor antibacterial parasiticide.Electric Literature of C13H14ClN3.

Series of new amidrazones incorporating 5-nitroimidazole (a), ciprofloxacin (b), and 7-chloro-4-piperazinylquinoline (c) moieties, were synthesized by reacting hydrazonoyl chlorides , derived from 4-fluoroaniline and 4-chloroaniline with the proper amine, in the presence of triethylamine. Structures of the prepared compounds were confirmed by 1H NMR, 13C NMR, and ESI-HRMS spectral data. The antitumor, antibacterial, and antiparasitic activities of the newly synthesized compounds were evaluated.

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Related Products of 837-52-5. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 7-Chloro-4-(piperazin-1-yl)quinoline, is researched, Molecular C13H14ClN3, CAS is 837-52-5, about Synthesis, characterization and antimalarial activity of quinoline-pyrimidine hybrids. Author is Pretorius, Stefan I.; Breytenbach, Wilma J.; de Kock, Carmen; Smith, Peter J.; N’Da, David D..

The aim of this study was to synthesize a series of quinoline-pyrimidine hybrids and to evaluate their in vitro antimalarial activity as well as cytotoxicity. The hybrids were brought about in a two-step nucleophilic substitution process involving quinoline and pyrimidine moieties. They were screened alongside chloroquine (CQ), pyrimethamine (PM) and fixed combinations thereof against the D10 and Dd2 strains of Plasmodium falciparum. The cytotoxicity was determined against the mammalian Chinese Hamster Ovarian cell line. The compounds were all active against both strains. However, hybrid (I) featuring piperazine linker stood as the most active of all. It was found as potent as CQ and PM against the D10 strain, and possessed a moderately superior potency over CQ against the Dd2 strain (IC50: 0.157 vs 0.417 μM, ∼threefold), and also displayed activity comparable to that of the equimolar fixed combination of CQ and PM against both strains.

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Application of 837-52-5. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 7-Chloro-4-(piperazin-1-yl)quinoline, is researched, Molecular C13H14ClN3, CAS is 837-52-5, about Synthesis of piperazine tethered 4-aminoquinoline-pyrimidine hybrids as potent antimalarial agents. Author is Thakur, Anuj; Khan, Shabana I.; Rawat, Diwan S..

A series of 4-aminoquinoline-pyrimidine hybrids linked through piperazine were synthesized and evaluated for their in vitro antimalarial activity against chloroquine (CQ)-sensitive and chloroquine (CQ)-resistant strains of Plasmodium falciparum and cytotoxicity against mammalian cell line (Vero). Nine compounds (5e, 5f, 5g, 5h, 5i, 5j, 5k, 7a, 7d) displayed good antimalarial activity against both the strains out of which compound 5j was the most potent with IC50 values in the range of 0.13-0.14 μM. The antimalarial activity of 5j was 2.5 fold stronger than chloroquine in the CQ-resistant strain of P. falciparum. None of the compounds were found to be cytotoxic against Vero cells. The X-ray crystal structure of one of the compounds was also determined

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The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 7-Chloro-4-(piperazin-1-yl)quinoline, is researched, Molecular C13H14ClN3, CAS is 837-52-5, about Synthesis and bioevaluation of novel 4-aminoquinoline-tetrazole derivatives as potent antimalarial agents, the main research direction is aminoquinoline tetrazole preparation antimalarial malaria treatment Plasmodium falciparum; 4-Aminoquinoline; Antimalarial; Chloroquine; Cytotoxicity; Tetrazole.Safety of 7-Chloro-4-(piperazin-1-yl)quinoline.

A series of novel tetrazole derivatives of 4-aminoquinoline were synthesized and screened for their antimalarial activities against both chloroquine-sensitive (3D7) and chloroquine-resistant (K1) strains of Plasmodium falciparum as well as for cytotoxicity against VERO cell lines. Most of the synthesized compounds exhibited potent antimalarial activity as compared to chloroquine against K1-strain. Compounds with significant in vitro antimalarial activity were then evaluated for their in vivo efficacy in Swiss mice against Plasmodium yoelii following both i.p. (i.p.) and oral administration, wherein compounds I (R = Cl or Br) each showed in vivo suppression of 99.99% parasitemia on day 4.

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In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Synthesis, cytotoxicity and antimalarial activity of ferrocenyl amides of 4-aminoquinolines, published in 2010, which mentions a compound: 837-52-5, mainly applied to ferrocenyl aminoquinoline amide preparation cytotoxicity antimalarial activity, Safety of 7-Chloro-4-(piperazin-1-yl)quinoline.

Series of 4-aminoquinolines bearing an amino side chain linked to the ferrocene moiety through an amide bond were synthesized and evaluated for their antimalarial activity against both chloroquine-sensitive (D10, CQ-S) and chloroquine-resistant (Dd2, CQ-R) strains of Plasmodium falciparum. They were also tested for cytotoxicity against Chinese Hamster Ovarian (CHO) cells. Amide featuring Pr side chain linked to the ferrocene ring was the most active of all tested compounds With an IC50 value of 0.08 μg/mL, this amide showed 1.5-fold higher activity than chloroquine diphosphate (IC50 = 0.12 μg/mL) against the resistant strain, with a selectivity index of 550 indicating its high selectivity towards the parasite. Derivatives which were equipotent against both strains also showed up to ten-fold increase in activity compared to primaquine.

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Aboul-Enein, Mohamed Nabil; Abd El-Sattar El-Azzouny, Aida M.; Abdel-Fattah Ragab, Fatma; Hamissa, Mohamed Farouk published the article 《Design, Synthesis, and Cytotoxic Evaluation of Certain 7-Chloro-4-(piperazin-1-yl)quinoline Derivatives as VEGFR-II Inhibitors》. Keywords: chloropiperazinyl quinoline derivative preparation VEGFR inhibitor cancer; Chloro-4-(piperazin-1-yl)quinolines; Cytotoxic evaluation; Human breast cancer cell line (MCF-7); Human prostate cancer cell line (PC3); VEGFR-II.They researched the compound: 7-Chloro-4-(piperazin-1-yl)quinoline( cas:837-52-5 ).HPLC of Formula: 837-52-5. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:837-52-5) here.

Signaling pathway inhibition of VEGFR-II is visualized as valuable tool in cancer management. In the current study, the synthesis of novel 1-(4-(7-chloroquinolin-4-yl)piperazin-1-yl)-2-(N-substituted-amino)-ethanone derivatives (4a-t) was achieved through the amination of 2-chloro-1-(4-(7-chloroquinolin-4-yl)piperazin-1-yl)ethanone (3) with different secondary amines. The structures of the target compounds were confirmed by IR, 1H-NMR, 13C-NMR, HRMS, and microanal. Compounds 4a-t were subjected to in vitro anticancer screening against human breast cancer (MCF-7) and prostate cancer (PC3) cell lines. The highest cytotoxicty against both cell lines was displayed by 2-(4-(4-bromobenzyl)piperazin-1-yl)-1-(4-(7-chloroquinolin-4-yl)piperazin-1-yl)ethanone (4q), with IC50 values of 6.502 and 11.751 μM against MCF-7 and PC3 cells, resp., compared with the standard drug doxorubicin (MCF-7: 6.774 μM, PC3: 7.7316 μM). Due to its notable activity toward MCF-7 cells, 4q was further evaluated as VEGFR-II inhibitor, showing an IC50 of 1.38 μM compared to sorafenib (0.33 μM). The docking study proved that 4q has a binding mode akin to that of VEGFR-II inhibitors.

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Reference of 7-Chloro-4-(piperazin-1-yl)quinoline. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 7-Chloro-4-(piperazin-1-yl)quinoline, is researched, Molecular C13H14ClN3, CAS is 837-52-5, about Design and synthesis of chloroquine analogs with anti-breast cancer property. Author is Solomon, V. R.; Hu, Changkun; Lee, Hoyun.

A series of chloroquine (CQ) analogs were designed and synthesized in a repositioning approach to develop compounds with high anti-breast cancer property. The compounds were then examined for their antiproliferative effects on two human breast tumor cell lines and a matching non-cancer cell line. Although many of them showed substantial antiproliferative effects on breast cancer cells examined, two compounds, 7-chloro-N-(3-(4-(7-(trifluoromethyl)quinolin-4-yl)piperazin-1-yl)propyl)quinolin-4-amine I and {3-[4-(7-chloro-quinolin-4-yl)-piperazin-1-yl]-propyl}-(7-trifluoromethyl-quinolin-4-yl)-amine II, emerged as the most active among this series. They were particularly potent against MCF7 cells when compared to CQ and cisplatin, a widely prescribed anti-cancer drug. The results suggest that these CQ analogs could serve as bases for the development of a new group of effective cancer chemotherapeutics.

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