Category: 837-52-5

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 7-Chloro-4-(piperazin-1-yl)quinoline(SMILESS: C1=C(Cl)C=C2C(=C1)C(=CC=N2)N3CCNCC3,cas:837-52-5) is researched.Formula: C21H25BF4N2. The article 《Antiparasitic agents. Part VI. Synthesis of 7-chloro-4-(4-substituted-phenylamino)- and 7-chloro-4-(4-substituted-piperazin-1-yl)quinolines as potential antiparasitic agents》 in relation to this compound, is published in Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry. Let’s take a look at the latest research on this compound (cas:837-52-5).

Chloro(hydroxyphenylamino)quinolines I (R = H, CO2H, NO2, NH2, substituted carbamoyl, R1 = H, C6H4OMe-2, C6H4Me-3, C6H4Me-4), chloro(4-piperazinyl)quinolines II (R2 = H, substituted carbamoyl, substituted carbamoylmethyl), and other similar compounds were prepared and tested for their antimalarial, antifilarial and antimicrobial activities but none of them shows any noteworthy activity.

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Reference:
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Ma, Rui; Guo, Dong-Xiao; Li, Hui-Fen; Liu, Hui-Xiang; Zhang, Yun-Rui; Ji, Jian-Bo; Xing, Jie; Wang, Shu-Qi published the article 《Spectroscopic methodologies and molecular docking studies on the interaction of antimalarial drug piperaquine and its metabolites with human serum albumin》. Keywords: spectroscopy mol docking piperaquine metabolite interaction human serum albumin; Human serum albumin (HSA); Interaction; Metabolites; Molecular docking; Piperaquine.They researched the compound: 7-Chloro-4-(piperazin-1-yl)quinoline( cas:837-52-5 ).Application of 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.

Artemisinin-based combination therapy is widely used for the treatment of uncomplicated Plasmodium falciparum malaria, and piperaquine (PQ) is one of the important partner drugs. During the biotransformation of PQ, M1 (N-oxidation product), M2 (N-oxidation product), M3 (carboxylic acid product), M4 (N-dealkylation product), and M5 (N-oxidated product of M4) are formed by cytochrome P 450 pathways. Despite decades of clin. use, the interactions between PQ and its main metabolites (PQs) with human serum albumin (HSA) have not been reported. In the present study, the binding of PQs with HSA under physiol. conditions was investigated systematically through fluorescence, CD spectroscopy, and mol. docking methods. The exptl. results show that the intrinsic fluorescence quenching of HSA was induced by those compounds resulting from the formation of stable HSA-compound complexes. The main forces involved in the interactions between PQ, M1, and M2 which bind to HSA were hydrogen s and van der Waals forces, while the interactions of M3, M4, and M5 were driven by hydrophobic forces. The main binding sites of the compounds to HSA were also examined by classical fluorescent marker experiments and mol. docking studies. Binding constants (Kb) revealed that the affinities of the PQ, M1, M2, M3, and M4 to HSA were stronger than that of M5. Addnl., the binding rates of PQs with HSA were determined by ultrafiltration methods. Consistent with the binding constant results, the binding rate of M5 was lower than the binding rates of PQ, M1, M2, M3, and M4. Furthermore, PQs binding to HSA led to conformational and structural alterations of HSA, as revealed by multi-spectroscopic studies. In order to investigate one possible mechanism by which PQs inhibit the growth of malaria-causing Plasmodium parasites, 1H NMR spectroscopy was performed to investigate the interaction of the PQs with heme. This study is beneficial to enhance our understanding of the ecotoxicol. and environmental behaviors of PQ and its metabolites.

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Bromide – Wikipedia,
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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 Studies on aminoquinolines. Chemical, antiparasitic, antimicrobial and antifungal studies of 4-(4-mono-, di- and trichloroacetyl-1-piperazinyl)quinolines, the main research direction is chloroacetylpiperazinylquinoline preparation pharmacol; piperazinylquinoline preparation pharmacol; quinoline piperazinyl preparation pharmacol; parasiticide chloroacetylpiperazinylquinoline; fungicide chdloroacetylpiperazinylquinoline; bactericide chloroacetylpiperazinylquinoline; amebicide chloroacetylpiperazinylquinoline.COA of Formula: C13H14ClN3.

Piperazinylquinolines (I, R = H, Me; R1 = H, Cl, CF3, NO2; R2 = Cl, CF3, OMe; R3 = H, CH2ClCHCl2, CCl3 and II, R = H, Me; R1 = H, NO2; R2 = H, Cl, CF3, OMe) were prepared and their pharmacol. was studied. I were prepared either by the reaction of 1-nitrosopiperazines with chloroquinolines, hydrogenolysis of the chloro(nitrosopiperazinyl)quinolines, and chloroacetylation of the resultant II or by reaction of piperazine  [104667-94-9] with chloroquinolines followed by chloroacetylation. The parasiticidal, antibacterial and antifungal activities of I and II were studied in vitro. The amebicidal activity of the compounds was studied both in vitro and in vivo. The chloroacetyl derivatives showed weak bactericidal activity. The structure-activity relations of the compounds are discussed.

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Bromide – Wikipedia,
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Product Details of 837-52-5. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 7-Chloro-4-(piperazin-1-yl)quinoline, is researched, Molecular C13H14ClN3, CAS is 837-52-5, about New derivatives of 7-chloroquinolin-4-amine with antiprotozoal activity. Author is Faist, Johanna; Hinteregger, Clemens; Seebacher, Werner; Saf, Robert; Maeser, Pascal; Kaiser, Marcel; Weis, Robert.

Novel ω-aminoacyl and -alkyl derivatives of 7-chloroquinolin-4-amine were prepared and their structures confirmed by NMR spectroscopy. Their antiprotozoal activities were examined in vitro against the sensitive NF54 strain as well as against the multiresistant K1 strain of Plasmodium falciparum and against Trypanosoma brucei rhodesiense (STIB 900). The results were compared with the activities of clin. used drugs. Their antitrypanosomal activities were only moderate, whereas their antiplasmodial activities looked very promising. Some were equal or slightly more active than chloroquine against the sensitive strain. However, in comparison to chloroquine, the activity of the new compounds was decreased much less in the resistant strain. Several possessed activity against both strains in low nanomolar concentration

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So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Dongre, Vaijanath G.; Karmuse, Pravin P.; Ghugare, Pradeep D.; Gupta, Mukesh; Nerurkar, Bipin; Shaha, Chirag; Kumar, Ashok researched the compound: 7-Chloro-4-(piperazin-1-yl)quinoline( cas:837-52-5 ).Electric Literature of C13H14ClN3.They published the article 《Characterization and quantitative determination of impurities in piperaquine phosphate by HPLC and LC/MS/MS》 about this compound( cas:837-52-5 ) in Journal of Pharmaceutical and Biomedical Analysis. Keywords: piperaquine phosphate impurity HPLC mass spectrometry stability degradation. We’ll tell you more about this compound (cas:837-52-5).

Four impurities in piperaquine phosphate bulk drug substance were detected by a newly developed gradient reverse phase high performance liquid chromatog. (HPLC) method. These impurities were identified by LC/MS/MS. The structures of impurities were confirmed by spectroscopic studies (NMR and IR) conducted using synthesized authentic compounds The synthesized reference samples of the impurity compounds were used for the quant. HPLC determination The system suitability of HPLC anal. established the validity of the separation The method was validated according to ICH guidelines with respect to specificity, precision, accuracy and linearity. Forced degradation studies were also performed for piperaquine phosphate bulk drug samples to demonstrate the stability indicating power of the newly developed HPLC method.

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Category: bromides-buliding-blocks. 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 Antiplasmodial and antitumor activity of dihydroartemisinin analogs derived via the aza-Michael addition reaction. Author is Feng, Tzu-Shean; Guantai, Eric M.; Nell, Margo J.; van Rensburg, Constance E. J.; Hoppe, Heinrich C.; Chibale, Kelly.

A series of dihydroartemisinin derivatives were synthesized via an aza-Michael addition reaction to a dihydroartemisinin-based acrylate and were evaluated for antiplasmodial and antitumor activity. The target compounds showed excellent antiplasmodial activity, with four of the dihydroartemisinin derivatives exhibiting IC50 values of ≤10 nM against both D10 and Dd2 strains of Plasmodium falciparum. Derivative I was the most active against the HeLa cancer cell line, with an IC50 of 0.37 μM and the highest tumor specificity.

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Safety 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 Synthesis of Novel G Factor or Chloroquine-Artemisinin Hybrids and Conjugates with Potent Antiplasmodial Activity. Author is Pepe, Dionissia A.; Toumpa, Dimitra; Andre-Barres, Christiane; Menendez, Christophe; Mouray, Elisabeth; Baltas, Michel; Grellier, Philippe; Papaioannou, Dionissios; Athanassopoulos, Constantinos M..

A series of novel hybrids of artemisinin (ART) with either a phytormone endoperoxide G factor analog (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 I and compounds II [n = 1, 2] which are conjugates of Spd and Hsd with two mols. of ART and one mol. of GMeP, were the most potent with IC50 values of 2.6, 8.4, and 10.6 nM, resp. The same compounds also presented the highest selectivity indexes against the primary human fibroblast cell line AB943 ranging from 16,372 for the hybrid I to 983 for the conjugate II [n = 2] of Hsd.

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Jeankumar, Variam Ullas; Reshma, Rudraraju Srilakshmi; Vats, Rahul; Janupally, Renuka; Saxena, Shalini; Yogeeswari, Perumal; Sriram, Dharmarajan published the article 《Engineering another class of anti-tubercular lead: Hit to lead optimization of an intriguing class of gyrase ATPase inhibitors》. Keywords: gyrase ATPase inhibitor tuberculosis screening structure; DNA gyrase; Differential scanning fluorimetry; Medium throughput virtual screening; Mycobacterium tuberculosis.They researched the compound: 7-Chloro-4-(piperazin-1-yl)quinoline( cas:837-52-5 ).Safety of 7-Chloro-4-(piperazin-1-yl)quinoline. 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 structure based medium throughput virtual screening campaign of BITS-Pilani in house chem. library to identify novel binders of Mycobacterium tuberculosis gyrase ATPase domain led to the discovery of a quinoline scaffold. Further medicinal chem. explorations on the right hand core of the early hit, engendered a potent lead demonstrating superior efficacy both in the enzyme and whole cell screening assay. The binding affinity shown at the enzyme level was further corroborated by biophys. characterization techniques. Early pharmacokinetic evaluation of the optimized analog was encouraging and provides interesting potential for further optimization.

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Bromide – Wikipedia,
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In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called 4-Aminoquinoline-ferrocenyl-chalcone conjugates: Synthesis and anti-plasmodial evaluation, published in 2017-01-05, which mentions a compound: 837-52-5, Name is 7-Chloro-4-(piperazin-1-yl)quinoline, Molecular C13H14ClN3, SDS of cas: 837-52-5.

A series of aliphatic and aromatic substituted 1H-1,2,3-triazole-tethered 4-amino-quinoline-ferrocenylchalcone conjugates has been synthesized and evaluated for anti-plasmodial activity. The conjugates with flexible aliphatic (aminoethanol or aminopropanol) substituents on the quinoline ring showed better anti-plasmodial activities compared to those with cyclic (piperazine or aminophenol) substituents. The conjugate FcCH:CHCOC6H4O(CH2)5[C2HN3-4]CH2O(CH2)3-4-NH-7-ClQ (17j, FcH = ferrocene, C2H3N3 = 1,2,3-triazole, H2Q = quinoline) was the most potent and non-cytotoxic, with an IC50 value of 0.37 μM against the chloroquine-resistant W2 strain of Plasmodium falciparum.

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Bromide – Wikipedia,
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In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Stability profiling of anti-malarial drug piperaquine phosphate and impurities by HPLC-UV, TOF-MS, ESI-MS and NMR, published in 2014, which mentions a compound: 837-52-5, Name is 7-Chloro-4-(piperazin-1-yl)quinoline, Molecular C13H14ClN3, Reference of 7-Chloro-4-(piperazin-1-yl)quinoline.

Background Piperaquine, 1,3-bis-[4-(7-chloroquinolyl-4)-piperazinyl-1]-propane, is an anti-material compound belonging to the 4-aminoquinolines, which has received renewed interest in treatment of drug resistant falciparum malaria in artemisinin-based combination therapy with dihydroartemisinin. The impurity profile of this drug product is paid an ever-increasing attention. However, there were few published studies of the complete characterization of related products or impurities in piperaquine phosphate bulk and forced degradation samples. Methods The impurities in piperaquine phosphate bulk drug substance were detected by a newly developed gradient phase HPLC method and identified by TOF-MS and ESI-MS. The structures of impurities were confirmed by NMR. Forced degradation studies were also performed for the stability of piperaquine phosphate bulk drug samples and the specificity of the newly developed HPLC method. In silico toxicol. predictions for these piperaquine phosphate related impurities were made by Toxtree and Derek. Results Twelve impurities (imp-1-12) were detected and identified, of which eight impurities (imp-1, 2, 4, 6-10) were first proposed as new related substances. Based on TOF-MS/ESI-MS and NMR anal., the structures of imp-2, 6 and 12 were characterized by their synthesis and preparation The possible mechanisms for the formation of impurities were also discussed. These piperaquine phosphate related impurities were predicted to have a toxicity risk by Toxtree and Derek. Conclusions From forced degradation and bulk samples of piperaquine phosphate, twelve compounds were detected and identified to be piperaquine phosphate related impurities. Two of the new piperaquine phosphate related substances, imp-2 and imp-6, were identified and characterized as 4-hydroxy-7-chloro-quinoline and a piperaquine oxygenate with a piperazine ring of nitrogen oxide in bulk drug and oxidation sample, resp. The MS data of imp-1, 2, 4, 6-10 were first reported. The in-silico toxicol. prediction showed a toxicity risk for piperaquine related impurities by Toxtree and Derek.

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Reference:
Bromide – Wikipedia,
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