Tag: M.W=200-300

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 8-Bromooctanoic acid(SMILESS: O=C(O)CCCCCCCBr,cas:17696-11-6) is researched.Recommanded Product: 3,4,5-Trichloropyridine. The article 《Design and synthesis of novel Flavone-based histone deacetylase inhibitors antagonizing activation of STAT3 in breast cancer》 in relation to this compound, is published in European Journal of Medicinal Chemistry. Let’s take a look at the latest research on this compound (cas:17696-11-6).

In this study, a class of novel HDACs inhibitors I (R = H, 4-CH3OC6H4; R1 = H, C6H5, 4-CH3OC6H4, 4-OHC6H4; R2 = H, OH; X = (CH2)n, n = 1, 3, 4, 5, 6, 7), II•HCl (R3 = N(CH3)2, 4-methylpiperazin-1-yl, morpholin-4-yl, piperidin-1-yl, pyrrolidin-1-yl; Y = (CH2)n, n = 5, 6, 7; Z = (CH2)n, n = 2, 3) was designed and synthesized based on the structure of flavones and isoflavones, followed by biol. evaluation. To be specific, a lead compound II•HCl [R3 = N(CH3)2; Y = (CH2)5; Z = (CH2)2 (III)] was discovered with strong anti-proliferative effects on a variety of solid tumor cells, especially for breast cancer cells with resistance to SAHA. Studies demonstrated that III could significantly inhibit the activity of HDAC 1,2,3 (class I) and 6 (class IIB), leading to a dose-dependent accumulation of acetylated histones and α-Tubulin, cell cycle arrest (G1/S phase) and apoptosis in breast cancer cells. Furthermore, the lead compound III could also antagonize the activation of STAT3 induced by HDACs inhibition in some breast cancer cells, which further reduced the level of pro-survive proteins in tumor cells and enhanced anti-tumor activity regulated by STAT3 signaling in vivo. Overall, findings demonstrated that the novel compound III might be a HDACs inhibitor candidate, which could be used as promising chemotherapeutic agent for breast cancer.

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Reference:
Bromide – Wikipedia,
bromide – Wiktionary

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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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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Reference:
Bromide – Wikipedia,
bromide – Wiktionary

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 4,4-Dipyridyl Disulfide( cas:2645-22-9 ) is researched.Reference of 4,4-Dipyridyl Disulfide.Kanno, Takefumi; Nakabayashi, Koji; Imoto, Kenta; Ohkoshi, Shin-ichi published the article 《Manganese-Octacyanidoniobate-Based Ferrimagnet Possessing Bridging Ligands with Disulfide Bonds》 about this compound( cas:2645-22-9 ) in European Journal of Inorganic Chemistry. Keywords: manganese octacyanidoniobate ferrimagnet preparation crystal mol structure; cyanide bridging disulfide bond manganese octacyanidoniobate preparation. Let’s learn more about this compound (cas:2645-22-9).

Authors synthesized a cyanido-bridged Mn-Nb metal assembly possessing large-sized bridging ligands with disulfide bonds, [Mn(dpds)2]2[Nb(CN)8]·6H2O (MnNb, dpds: 4,4′-dipyridyl disulfide). MnNb has a three-dimensional coordination framework in which the Mn and Nb sites are bridged by cyanides, while the Mn sites are combined by dpds ligands. The two crystallog. independent dpds ligands are bent around the disulfide bond with large C(pyridine)-S-S-C(pyridine) dihedral angles of 105.4(5)° and 102.2(5)°, resp. For mol.-based magnets, dpds is a relatively large bridging ligand, but it is compatible with the limited space of the cyanido-bridged Mn-Nb coordination framework due to the bent structure. Addnl., antiferromagnetic coupling in MnNb of -13 cm-1 between MnII (S = 5/2, g = 2) and NbIV (S = 1/2, g = 2) induces ferrimagnetism with a critical temperature of 46 K.

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Reference:
Bromide – Wikipedia,
bromide – Wiktionary

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).

Reference:
Bromide – Wikipedia,
bromide – Wiktionary

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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Reference:
Bromide – Wikipedia,
bromide – Wiktionary

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,
bromide – Wiktionary

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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Reference:
Bromide – Wikipedia,
bromide – Wiktionary

Application In Synthesis of 8-Bromooctanoic acid. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 8-Bromooctanoic acid, is researched, Molecular C8H15BrO2, CAS is 17696-11-6, about Streamlined One-Pot Synthesis of Nitro Fatty Acids. Author is Hassan, Mohamed; Krieg, Sara-Cathrin; Ndefo Nde, Cedric; Roos, Jessica; Maier, Thorsten J.; El Rady, Eman A.; Raslan, Mohamed A.; Sadek, Kamal U.; Manolikakes, Georg.

A novel method for the synthesis of nitro fatty acids (NFAs), an intriguing class of endogenously occurring lipid mediators, is reported. This one-pot procedure enables the controlled and stereoselective construction of nitro fatty acids from a simple set of common building blocks in a highly facile manner. Thereby, this methodol. offers a streamlined, highly modular access to naturally occurring nitro fatty acids as well as non-natural NFA derivatives

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Bromide – Wikipedia,
bromide – Wiktionary

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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Reference:
Bromide – Wikipedia,
bromide – Wiktionary