Category: 5451-40-1

Kapadiya, Khushal M.; Khunt, Ranjan C. published the article 《Discovery of Hybrid Purine-quinoline Molecules and Their Cytotoxic Evaluation》. Keywords: purine quinoline hybrid mol NSCLC cytotoxicity.They researched the compound: 2,6-Dichloropurine( cas:5451-40-1 ).COA of Formula: C5H2Cl2N4. 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:5451-40-1) here.

Apart from the “”hit drugs””, there are many others being studied for their potent activity against several hostilities. To date, anticancer research has been exploited on the inherent versatility and active core skeleton of the compounds Literature suggests that nitrogen rich mols. are most active and found in their potent cancer activity. Purine-based compounds such as olomoucine and roscovitine, which contain other heterobicyclic ring systems, are useful for the cell proliferation inhibitors in the treatment of many types of cancer. We put forward the novel purine based compounds, aryl amino-quinoline-purine by a two-step procedure. In the first step, nitrogen rich mol. was synthesized by the coupling of 2,6- dichloropurine with 3-aminoquinoline in an acidic reaction conditions at the C-6 position of purine. Aryl amines were introduced at the C-2 position by acid catalyst and using polar solvent at comparatively higher reaction conditions to furnish the desired products. Stereochem. aspect was introduced for the identification of attachment of 3-aminoquinoline at the C-2/C-6 position of purine and it was concluded by the spectral anal. (HMBC spectrum). The spectral data revealed that the first chloro-amine coupling was directed at the C-6 position rather than C-2 and the second chloro-amine coupling by various aryl amines were directed at the C-2 position. The applications of synthesized compounds were identified by their cytotoxic study against NCI-60 cell-lines. Out of nine selected mols. by NCI, 5a has shown promising response in a single dose study and GI50 value, 7.57μM indicated that it has 7.57% lethality over HOP-92 cell-line (non-small cell lung cancer panel). Two straightforward novelties were introduced, first stereochem. identification for chloro-amine coupling in purine either at the C-2 or C-6 position on the basis of HMBC spectrum. And a second type of uniqueness was to identify better anti-cancer agents out of synthesized scaffolds. Overall study shows that compound 5a is a novel therapeutic agent after modification for the treatment of non-small cell lung and it satisfied determined threshold growth inhibition criteria at a single dose level.

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Product Details of 5451-40-1. 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: 2,6-Dichloropurine, is researched, Molecular C5H2Cl2N4, CAS is 5451-40-1, about Discovery of 3-(((9H-purin-6-yl)amino)methyl)-4,6-dimethylpyridin-2(1H)-one derivatives as novel tubulin polymerization inhibitors for treatment of cancer. Author is Zhang, Qiangsheng; Hu, Xi; Wan, Guoquan; Wang, Jia; Li, Lu; Wu, Xiuli; Liu, Zhihao; Yu, Luoting.

A new series of 3-(((9H-purin-6-yl)amino)methyl)-4,6-dimethylpyridin-2(1H)-one derivatives I [R1 = H, i-Pr, Et2CH, cyclopentyl, tetrahydropyran-2-yl; R2 = H, Cl, 4-F3COC6H4, 3-(morpholin-4-yl)phenyl, 6-(4-methylpiperazin-1-yl)pyridin-3-yl, etc.] was designed, synthesized and demonstrated to act as tubulin polymerization inhibitors. These new derivatives showed significant antitumor activities, among which compound I [R1 = cyclopentyl; R2 = Cl (II)] was found to be the most potent compound, with IC50 values ranging from 44.5 to 135.5 nM against seven colorectal carcinoma (CRC) cell lines. Remarkably, compound II exhibited no activity against other potential targets, such as 420 kinases and EZH2. Besides, compound II inhibited tubulin polymerization, arrested the cell cycle at the G2/M phase and induced apoptosis in CRC cells. Furthermore, compound II suppressed tumor growth in the HCT116 xenograft model without inducing notable major organ-related toxicity, suggesting that this compound could be used as a promising lead compound for the development of new antitumor agents.

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Safety of 2,6-Dichloropurine. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 2,6-Dichloropurine, is researched, Molecular C5H2Cl2N4, CAS is 5451-40-1, about Synthesis and fluorescent properties of N(9)-alkylated 2-amino-6-triazolylpurines and 7-deazapurines. Author is Sisulins, Andrejs; Bucevieius, Jonas; Tseng, Yu-Ting; Novosjolova, Irina; Traskovskis, Kaspars; Bizdena, Erika; Chang, Huan-Tsung; Tumkevieius, Sigitas; Turks, Maris.

The synthesis of novel fluorescent N(9)-alkylated 2-amino-6-triazolylpurine and 7-deazapurine derivatives is described. A new C(2)-regioselectivity in the nucleophilic aromatic substitution reactions of 9-alkylated-2,6-diazidopurines and 7-deazapurines with secondary amines has been disclosed. The obtained intermediates, 9-alkylated-2-amino-6-azido-(7-deaza)purines, were transformed into the title compounds by CuAAC reaction. The designed compounds belong to the push-pull systems and possess promising fluorescence properties with quantum yields in the range from 28% to 60% in acetonitrile solution Due to electron-withdrawing properties of purine and 7-deazapurine heterocycles, which were addnl. extended by triazole moieties, the compounds with electron-donating groups showed intramol. charge transfer character (ICT/TICT) of the excited states which was proved by solvatochromic dynamics and supported by DFT calculations In the 7-deazapurine series this led to increased fluorescence quantum yield (74%) in THF solution The compounds exhibit low cytotoxicity and as such are useful for the cell labeling studies in the future.

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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 Electrophotocatalytic C-H Functionalization of Ethers with High Regioselectivity, published in 2020-01-29, which mentions a compound: 5451-40-1, mainly applied to electrophotocatalytic regioselective functionalization ether, Recommanded Product: 5451-40-1.

The highly regioselective electrophotocatalytic C-H functionalization of ethers is described. These reactions are catalyzed by a trisaminocyclopropenium (TAC) ion at mild electrochem. potential with visible light irradiation Ethers undergo oxidant-free coupling with isoquinolines, alkenes, alkynes, pyrazoles, and purines with typically high regioselectivity for the less-hindered α-position. The reaction is proposed to operate via hydrogen atom transfer (HAT) from the substrate to the photoexcited TAC radical dication, thus demonstrating a new reactivity mode for this electrophotocatalyst.

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The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 2,6-Dichloropurine(SMILESS: C2=NC1=C(C(=NC(=N1)Cl)Cl)[NH]2,cas:5451-40-1) is researched.Category: oxazolidine. The article 《Multifunctional lipophilic purines: a coping strategy for anti-counterfeiting, lipid droplet imaging and latent fingerprint development》 in relation to this compound, is published in Materials Chemistry Frontiers. Let’s take a look at the latest research on this compound (cas:5451-40-1).

Nowadays, multifunctional materials based on fluorescent small mols. have bright prospects for the development of materials science. However, those materials, based on purine derivatives in particular, still face challenges and need to be further explored. In this study, a new multifunctional small mol. (CDP) based on the purine skeleton was readily synthesized, and its lipophilicity and fluorescence properties were improved by introducing dodecyl groups and carbazole groups. CDP could not only be assembled as anti-counterfeiting inks with waterproofing, ideal light stability and good fluorescence contrast, but also be applied in lipid droplet imaging of living cells. More importantly, CDP provided a simple, efficient, and widely applicable visualization method of latent fingerprints and achieved information extraction down to a minutiae level of latent fingerprints on multiple substrates. Overall, the present work supplied a new strategy for the development of multifunctional fluorescent mol. materials in mol. design and practical applications.

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An, Seungchan; Kim, Gyudong; Kim, Hyun Jin; Ahn, Sungjin; Kim, Hyun Young; Ko, Hyejin; Hyun, Young Eum; Nguyen, Mai; Jeong, Juri; Liu, Zijing; Han, Jinhe; Choi, Hongseok; Yu, Jinha; Kim, Ji Won; Lee, Hyuk Woo; Jacobson, Kenneth A.; Cho, Won Jea; Kim, Young-Mi; Kang, Keon Wook; Noh, Minsoo; Jeong, Lak Shin published an article about the compound: 2,6-Dichloropurine( cas:5451-40-1,SMILESS:C2=NC1=C(C(=NC(=N1)Cl)Cl)[NH]2 ).Formula: C5H2Cl2N4. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:5451-40-1) through the article.

Following our report that A3 adenosine receptor (AR) antagonist 1 exhibited a polypharmacol. profile as a dual modulator of peroxisome proliferator-activated receptor (PPAR)γ/δ, we discovered a new template, 1′-homologated adenosine analogs 4a-4t, as dual PPARγ/δ modulators without AR binding. Removal of binding affinity to A3AR was achieved by 1′-homologation, and PPARγ/δ dual modulation was derived from the structural similarity between the target nucleosides and PPAR modulator drug, rosiglitazone. All the final nucleosides were devoid of AR-binding affinity and exhibited high binding affinities to PPARγ/δ but lacked PPARα binding. 2-Cl derivatives exhibited dual receptor-binding affinity to PPARγ/δ, which was absent for the corresponding 2-H derivatives 2-Propynyl substitution prevented PPARδ-binding affinity but preserved PPARγ affinity, indicating that the C2 position defines a pharmacophore for selective PPARγ ligand designs. PPARγ/δ dual modulators functioning as both PPARγ partial agonists and PPARδ antagonists promoted adiponectin production, suggesting their therapeutic potential against hypoadiponectinemia-associated cancer and metabolic diseases.

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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 Convergent synthesis of 2-thioether-substituted (N)-methanocarba-adenosines as purine receptor agonists, published in 2021, which mentions a compound: 5451-40-1, mainly applied to thioether methanocarba adenosine purine receptor agonist convergent synthesis, Recommanded Product: 2,6-Dichloropurine.

A linear route has been used to prepare (N)-methanocarba-nucleoside derivatives, which serve as purine receptor ligands having a pre-established, receptor-preferred conformation. To introduce this rigid ribose substitute, a Mitsunobu reaction of a [3.1.0]bicyclohexane 5′-trityl intermediate 3 with a nucleobase is typically followed by functional group modifications. We herein report an efficient scalable convergent synthesis for 2-substituted (N)-methanocarba-adenosines, which were demonstrated to bind to the A3 adenosine receptor. The adenine moiety was pre-functionalized with 2-thioethers and other groups before coupling to the bicyclic precursor (3) as a key step to facilitate a high yield Mitsunobu product. This new approach provided the (N)-methanocarba-adenosines in moderate to good yield, which effectively increased the overall yield compared to a linear synthesis and conserved a key intermediate 3 (a product of nine sequential steps). The generality of this convergent synthesis, which is suitable as an optimized preclin. synthetic route, was demonstrated with various 2-thioether and 2-methoxy substituents.

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Bertrand, Jeanluc; Dostalova, Hana; Krystof, Vladimir; Jorda, Radek; Castro, Alejandro; Mella, Jaime; Espinosa-Bustos, Christian; Maria Zarate, Ana; Salas, Cristian O. published the article 《New 2,6,9-trisubstituted purine derivatives as Bcr-Abl and Btk inhibitors and as promising agents against leukemia》. Keywords: purine preparation SAR antileukemic activity cytotoxicity; Bcr-Abl inhibitors; Btk inhibitors; Docking; Leukemia; Purine derivatives; QSAR.They researched the compound: 2,6-Dichloropurine( cas:5451-40-1 ).Application In Synthesis of 2,6-Dichloropurine. 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:5451-40-1) here.

Bcr-Abl and Btk kinases are among the targets that have been considered for the treatment of leukemia. Therefore, several strategies have focused on the use of inhibitors as chemotherapeutic tools to treat these types of leukemia, such as imatinib (for Bcr-Abl) or ibrutinib (for Btk). However, the efficacy of these drugs has been reduced due to resistance mechanisms, which have motivated the development of new and more effective compounds In this study, 2,6,9-trisubstituted purine derivatives I (R = C6H5, 3-FC6H4, 4-CH3OC6H4, etc.; R1 = H, F) were designed, synthesized and evaluated as novel Bcr-Abl and Btk inhibitors. The compounds I (R = 3-FC6H4; R1 = H) and (R = 3,4-(F)2C6H3; R1 = H) were identified as potent inhibitors of both kinases (IC50 values of 40 nM and 0.58/0.66μM for Abl and Btk, resp.). From docking and QSAR analyses, it was concluded that fluorination of the arylpiperazine system is detrimental to the activity against two kinases, and also validated the hypothesis that the substitution on the 6-phenylamino ring is important for the inhibition of both kinases. In addition, the studies indicated that most compounds could suppress the proliferation of leukemia and lymphoma cells (HL60, MV4-11, CEM, K562 and Ramos cells) at low micromolar concentrations in vitro. Finally, the compound I (R = 3-FC6H4; R1 = H) inhibited the downstream signaling of both kinases in the resp. cell models. Therefore, I (R = 3-FC6H4; R1 = H) and (R = 3,4-(F)2C6H3; R1 = H) possessed potency to be further optimized as anti-leukemia drugs by simultaneously inhibiting the Bcr-Abl and Btk kinases.

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Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Article, European Journal of Medicinal Chemistry called Purine/purine isoster based scaffolds as new derivatives of benzamide class of HDAC inhibitors, Author is Nepali, Kunal; Chang, Ting-Yu; Lai, Mei-Jung; Hsu, Kai-Cheng; Yen, Yun; Lin, Tony Eight; Lee, Sung-Bau; Liou, Jing-Ping, which mentions a compound: 5451-40-1, SMILESS is C2=NC1=C(C(=NC(=N1)Cl)Cl)[NH]2, Molecular C5H2Cl2N4, Product Details of 5451-40-1.

This study reports the design, synthesis and evaluation of a series of histone deacetylase (HDAC) inhibitors I (X = Cl, methylazanyl, (3-chloro-4-fluorophenyl)azanyl, etc.; Y = Cl, NH2, (2,4,6-trichloro-3,5-dimethoxyphenyl)azanyl; Z = N, CH; R = H, F) containing purine/purine isoster as a capping group and an N-(2-aminophenyl)-benzamide unit. In vitro cytotoxicity studies reveal that benzamide I (X = (3-chloro-4-fluorophenyl)azanyl; Y = NH2; Z = N; R = H) (A) suppressed the growth of triple-neg. breast cancer cells MDA-MB-231 (IC50 = 1.48μM), MDA-MB-468 (IC50 = 0.65μM), and liver cancer cells HepG2 (IC50 = 2.44μM), better than MS-275 and Chidamide. Compared to the well-known HDAC inhibitor SAHA, (A) showed a higher toxicity (IC50 = 0.33μM) in three leukemic cell lines, K-562, KG-1 and THP-1. Moreover, (A) was found to be equally virulent in the HDAC-sensitive and -resistant gastric cell lines, YCC11 and YCC3/7, resp., indicating the potential of (A) to overcome HDACi resistance. Furthermore, substantial inhibitory effects more pronounced than MS-275 and Chidamide were displayed by (A) towards HDAC1, 2 and 3 isoforms with IC50 values of 0.108, 0.585 and 0.563μM resp. Compound (A) also exhibited a potent antitumor efficacy in human MDA-MB-231 breast cancer xenograft mouse model, providing a potential lead for the development of anticancer agents.

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Oxazolidine – Wikipedia,
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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.Fernandez-Saez, Nerea; Rubio-Ruiz, Belen; Campos, Joaquin M.; Unciti-Broceta, Asier; Carrion, Maria Dora; Camacho, Maria Encarnacion researched the compound: 2,6-Dichloropurine( cas:5451-40-1 ).Recommanded Product: 5451-40-1.They published the article 《Purine derivatives with heterocyclic moieties and related analogs as new antitumor agents》 about this compound( cas:5451-40-1 ) in Future Medicinal Chemistry. Keywords: breast colorectal cancer cell purine derivative antitumor; Mitsunobu; antiproliferative activity; apoptosis; benzoxazine; pyridoxazine; quinoline. We’ll tell you more about this compound (cas:5451-40-1).

Identification of new antiproliferative compounds Four series of compounds were synthesized by the Mitsunobu reaction. Their antiproliferative activity was studied against several cancer cells and a noncancerous fibroblast cell line. Their apoptotic activity was analyzed using a caspase 3/7 fluorescence assay. 9-Alkylated-6-halogenated and 2,6-dihalogenated purines show remarkable inhibition of tumor cell proliferation, with the dichloro derivatives being the most potent of all the series. The most promising compound, tetrahydroquinoline 4c, exhibits significant antiproliferative activity against the cancer cells tested, while displaying a 19-fold lower potency against noncancerous fibroblasts, a key feature that indicates potential selectivity against cancer cells. This compound produces a high percentage of apoptosis (58%) after 24 h treatment in human breast cancer MCF-7 cells.

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Oxazolidine – Wikipedia,
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