Heterocyclic Building Blocks-Oxazolidine

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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Oxazolidine | C3H7NO – PubChem

Category: oxazolidine. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: Cupric bromide, is researched, Molecular Br2Cu, CAS is 7789-45-9, about A Schiff base ligand for photoinduced atom transfer radical polymerization. Author is Xu, Xiaoling; Hong, Mei; Bao, Chunyang; Wang, Yan; Chen, Jing; Li, Die; Wang, Tianheng; Zhang, Qiang.

A claw-type Schiff base, tris[N-(2-pyridylmethyl)-2-iminoethyl]amine (Py3Tren), is used as an active ligand for photoinduced atom transfer radical polymerization (Photo-ATRP). CuBr2/Py3Tren was employed as a catalyst for Photo-ATRP of Me methacrylate (MMA) under the irradiation of UV or visible light. Well-defined poly(MMA) could be synthesized with high chain-end functionality confirmed by in situ chain extension. Temporal control of Photo-ATRP was successfully demonstrated by switching the light on and off. The polymerization mechanism was finally discussed through UV/vis spectroscopy and electrospray ionization mass spectrometry experiments

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Oxazolidine | C3H7NO – PubChem

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,
Oxazolidine | C3H7NO – PubChem

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, Reactive & Functional Polymers called Synthesis of uniform polymer microspheres with “”living”” character using ppm levels of copper catalyst: ARGET atom transfer radical precipitation polymerisation, Author is Bicak, Tugrul Cem; Cormack, Peter A. G.; Walker, Calum, which mentions a compound: 7789-45-9, SMILESS is [Cu+2].[Br-].[Br-], Molecular Br2Cu, Safety of Cupric bromide.

The first example of activators regenerated by electron transfer atom transfer radical polymerization (ARGET ATRP) under precipitation polymerization (PP) conditions is reported. This new method for polymer synthesis (called ARGET ATRPP) requires only very low levels of metal catalyst for success, a distinctive feature that enables the production of uniform polymer microspheres under reversible-deactivation radical polymerization control. The influence of the polymerization conditions (monomer concentration, reaction time, initiator and catalyst concentrations) on the polymerizations and microsphere products were investigated and optimized. The ARGET ATRPP methodol. was used to prepare polymer microspheres with narrow particle size distributions and mean particle diameters in the micron-size range, under dilute monomer conditions (2%) while using very low copper catalyst concentrations (down to 1.7 ppm). The “”living”” characteristics of the polymer microspheres enabled poly(Me methacrylate) brushes to be grafted-from the microspheres directly without the need for any addnl. surface functionalization step to immobilize initiator moieties.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: Oxazole, is researched, Molecular C3H3NO, CAS is 288-42-6, about The carbonyl···tellurazole chalcogen bond as a molecular recognition unit: From model studies to supramolecular organic frameworks.Computed Properties of C3H3NO.

In the last years, chalcogen bonding, the noncovalent interaction involving chalcogen centers, has emerged as interesting alternative to the ubiquitous hydrogen bonding in many research areas. Here, we could show by means of high-level quantum chem. calculations that the carbonyl···tellurazole chalcogen bond is at least as strong as conventional hydrogen bonds. Using the carbonyl···tellurazole binding motif, we were able to design complex supramol. networks in solid phase starting from tellurazole-substituted cyclic peptides. X-ray analyses reveal that the rigid structure of the cyclic peptides is caused by hydrogen bonds, whereas the supramol. network is held together by chalcogen bonding. The type of the supramol. network depends on peptide used; both linear wires and a honeycomb-like supramol. organic framework (SOF) were observed The unique structure of the SOF shows two channels filled with different types of solvent mixtures that are either locked or freely movable.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

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.Maki, Toshikatsu; Ishihara, Kazuaki; Yamamoto, Hisashi researched the compound: Pyridin-3-ylboronic acid hydrochloride( cas:265664-63-9 ).Synthetic Route of C5H7BClNO2.They published the article 《New boron(III)-catalyzed amide and ester condensation reactions》 about this compound( cas:265664-63-9 ) in Tetrahedron. Keywords: boron catalysis carboxylic acid esterification amidation green chem; polystyrene bound alkylated boronopyridinium salt preparation catalysis esterification amidation; Ritter addition catalysis benzodioxaborole; crystal structure cyclocondensed dodecamer quaternized boronopyridinium iodide; mol structure cyclocondensed dodecamer quaternized boronopyridinium iodide. We’ll tell you more about this compound (cas:265664-63-9).

In 1996, the authors reported that benzeneboronic acids bearing electron-withdrawing groups at the meta- or para-position are highly effective catalysts for the amide condensation reaction in less-polar solvents. The authors now report that N-alkyl-4-boronopyridinium halides are more effective catalysts than the previous ones in more polar solvents. N-Alkyl-4-boronopyridinium halides are effective not only for amide condensation between equimolar mixtures of carboxylic acids and amines but also for the esterification of α-hydroxycarboxylic acids in alc. solvents. Furthermore, perchlorocatecholborane is more effective than areneboronic acids for the amide condensation of sterically demanding carboxylic acids. Lewis acid-assisted Bronsted acid (LBA), which was prepared from a 1:2 M mixture of boric acid and tetrachlorocatechol, is effective for the Ritter reaction from alcs. and nitriles to amides. The crystal and mol. structures of a cyclocondensed dodecamer of 4-borono-1-methylpyridinium iodide were determined by x-ray crystallog.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 1194-22-5, is researched, Molecular C5H6N2O2, about Structure of 4,6-dihydroxypyrimidine derivatives studied by infrared spectra, the main research direction is pyrimidines hydroxy IR; IR hydroxypyrimidines.Quality Control of 6-Hydroxy-2-methylpyrimidin-4(3H)-one.

Ir spectra of 4,6-dihydroxypyrimidine derivatives were studied in the 1500-1800-cm.-1 region, in order to determine which tautomers are present in each case. Model compounds, with fixed structures were taken as references. 4,6-Dimethoxypyrimidine (I) has the fixed enol structure, and its ir bands at 1595 and 1555 cm.-1 correspond to ring vibrations. 1-Methyl-5-methoxy-6-pyrimidin-one (II) has both enol and keto forms fixed; it shows a strong band (1673 cm.-1 in Me2SO and 1660 cm.-1 in D2O) which is ascribed to the C:O stretching vibration. Weaker bands (1605 and 1550 cm.-1 in Me2SO, and 1603 and 1550 cm.-1 in D2O) are ascribed to the ring. 5,5-Diethyl-2-phenyl-4,6-pyrimidinedione (III), with partially fixed structure, can have 2 tautomeric forms. In Me2SO 2 C:O bands are seen at 1728 and 1682 cm.-1, and the diketo form is ascribed. IV, (R = Me), the structure of which was proven, has 2 carbonyls. One C:O band only can be expected, as for ionized carboxyl groups. Three bands are seen instead, in solution, and 2 of them should be ascribed to the ring vibrations. Potentially tautomeric compounds (14) were investigated in Me2SO and D2O solutions, and in the solid state. In Me2SO all the compounds have a strong C:O band at 1690-1660 cm.-1 and some other weaker bands, ascribed to ring and N-H bending frequencies, as for fixed enol and keto forms of II. The frequency of the C:O band depends on the nature of the substituent in position 5 on the ring; it is 1660 cm.-1 for 5-Me, 1658 for Ph, 1667 for H, 1672 for OPh, 1673 for Cl, 1673 for Br, and 1690 for NO2. The spectrum of 4,6-dihydroxypyrimidine (V), its mono-N-methyl-, 5-, and 2-methyl-substituted derivatives show 3 bands at 1675, 1648, and 1560 cm.-1 as does IV; the same type of spectra are given by the N-methyl-, 5-methyl-, and 2-methyl-substituted derivatives of V, showing that they exist in the bipolar form IV. The C:O band of the compounds in the solid state are wide and it is difficult to ascribe any form by comparing with the spectra of model compounds but the N-H bending frequencies are easy to ascribe, compared with the spectra of the corresponding deuterated compounds All the compounds may be divided in 2 groups: the 1st, with N-H bending frequencies of 1700-1640 cm.-1 includes V and its 2- and 5-methylsubstituted compounds; the 2nd with N-H bending frequencies of 1600-1560 cm.-1, as for 4-methoxy-6-hydroxypyrimidine, include compounds having electroneg. substituents such as Ph, Br, and NO2, in the 5 position of the ring. The higher N-H bending frequencies of the 1st group as compared with the frequency for the fixed structures II is explained by bipolar structure type IV. 5-Phenyl-, 5-bromo-, and 5-nitro-4,6-dihydroxypyrimidines exist in the keto and enol forms of II, or in the diketo form of III. The diketo form ascribed to 5-Br- and 5-NO2-substituted compounds is not final, because 2 bands could appear by splitting of the C:O band in II caused by intermol. interactions, in the crystals.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

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.Zhang, Wenlin; Zhao, Lei; Li, Hui; Manasa, Pantrangi; Ran, Fen researched the compound: Cupric bromide( cas:7789-45-9 ).Synthetic Route of Br2Cu.They published the article 《Hydrated halide clusters on electrode materials for aqueous supercapacitor》 about this compound( cas:7789-45-9 ) in Journal of Power Sources. Keywords: hydrated halide cluster electrode aqueous supercapacitor. We’ll tell you more about this compound (cas:7789-45-9).

We develop a novel film electrode fabrication technol. involving phase separation and self-assemble of hydrophilic and hydrophobic polymers together with the active materials, and introducing different halide ions into membrane. With the introduction of hydrated halide clusters of Cl-, the water contact angle of the PESAC film is reduced from 90.6° to 62.4° and the capacitance of single electrode increases from 173.0 to 242.5 F g-1. Furthermore, polymer brushes of different length with halogen ions at the end of macromols. are grafted on the surface of film and pores. There is a balance between the wettability and the steric effect.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Safety of Ethyl 3-bromo-2-oxopropanoate. 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: Ethyl 3-bromo-2-oxopropanoate, is researched, Molecular C5H7BrO3, CAS is 70-23-5, about Elastase inhibitor cyclotheonellazole A: Total synthesis and in vivo biological evaluation for acute lung injury. Author is Cui, Yingjun; Zhang, Mengyi; Xu, Honglei; Zhang, Tingrong; Zhang, Songming; Zhao, Xiuhe; Jiang, Peng; Li, Jing; Ye, Baijun; Sun, Yuanjun; Wang, Mukuo; Deng, Yangping; Meng, Qing; Liu, Yang; Fu, Qiang; Lin, Jianping; Wang, Liang; Chen, Yue.

Acute lung injury/acute respiratory distress syndrome (ALI/ARDS) is one of the most common complications in COVID-19. Elastase has been recognized as an important target to prevent ALI/ARDS in the patient of COVID-19. Cyclotheonellazole A (CTL-A) is a natural macrocyclic peptide reported to be a potent elastase inhibitor. Herein, we completed the first total synthesis of CTL-A in 24 linear steps. The key reactions include three-component MAC reactions and two late-stage oxidations We also provided seven CTL-A analogs and elucidated preliminary structure-activity relationships. The in vivo ALI mouse model further suggested that CTL-A alleviated acute lung injury with reductions in lung edema and pathol. deterioration, which is better than sivelestat, one approved elastase inhibitor. The activity of CTL-A against elastase, along with its cellular safety and well-established synthetic route, warrants further investigation of CTL-A as a candidate against COVID-19 pathogeneses.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

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.

There is still a lot of research devoted to this compound(SMILES：C2=NC1=C(C(=NC(=N1)Cl)Cl)[NH]2)Recommanded Product: 5451-40-1, and with the development of science, more effects of this compound(5451-40-1) can be discovered.

Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem