Category: 2382-10-7

Li, Jian-Yuan; Miklossy, Gabriella; Modukuri, Ram K.; Bohren, Kurt M.; Yu, Zhifeng; Palaniappan, Murugesan; Faver, John C.; Riehle, Kevin; Matzuk, Martin M.; Simmons, Nicholas published the artcile< Palladium-Catalyzed Hydroxycarbonylation of (Hetero)aryl Halides for DNA-Encoded Chemical Library Synthesis>, Reference of 2382-10-7, the main research area is palladium catalyzed hydroxycarbonylation heteroaryl halide DNA encoded library synthesis.

A strategy for DNA-compatible, palladium-catalyzed hydroxycarbonylation of (hetero)aryl halides on DNA-chem. conjugates has been developed. This method generally provided the corresponding carboxylic acids in moderate to very good conversions for (hetero)aryl iodides and bromides, and in poor to moderate conversions for (hetero)aryl chlorides. These conditions were further validated by application within a DNA-encoded chem. library synthesis and subsequent discovery of enriched features from the library in selection experiments against two protein targets.

Bioconjugate Chemistry published new progress about Carbonylation. 2382-10-7 belongs to class chlorides-buliding-blocks, and the molecular formula is C6H4Cl2N4, Reference of 2382-10-7.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Monastyrskyi, Andrii; Nilchan, Napon; Quereda, Victor; Noguchi, Yoshihiko; Ruiz, Claudia; Grant, Wayne; Cameron, Michael; Duckett, Derek; Roush, William published the artcile< Development of dual casein kinase 1δ/1ε (CK1δ/ε) inhibitors for treatment of breast cancer>, Recommanded Product: 2,6-Dichloro-9-methyl-9H-purine, the main research area is casein kinase 1delta 1epsilon inhibitor antitumor breast purine preparation; Breast cancer; Casein kinase 1 delta and epsilon; Inhibitor; Kinase; Structure-activity relationship.

Casein kinase 1δ/ε have been identified as promising therapeutic target for oncol. application, including breast and brain cancer. Here, the authors described the authors’ continued efforts in optimization of a lead series of purine scaffold inhibitors that led to identification of two new CK1δ/ε inhibitors 17 (N-((4,5-Difluoro-1H-benzo[d]imidazol-2-yl)methyl)-9-(3,5-difluorophenyl)-2-morpholino-9H-purin-6-amine) and 28 (N-((4,5-Difluoro-1H-benzo[d]imidazol-2-yl)methyl)-2-(4-methylpiperazin-1-yl)-9-(pyridin-4-yl)-9H-purin-6-amine) displaying low nanomolar values in antiproliferative assays against the human MDA-MB-231 triple neg. breast cancer cell line and have phys., in vitro and in vivo pharmacokinetic properties suitable for use in proof of principle animal xenograft studies against human cancers.

Bioorganic & Medicinal Chemistry published new progress about Antiproliferative agents. 2382-10-7 belongs to class chlorides-buliding-blocks, and the molecular formula is C6H4Cl2N4, Recommanded Product: 2,6-Dichloro-9-methyl-9H-purine.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Ovcharova, I. M.; Golovchinskaya, E. S. published the artcile< Syntheses of purines. VII. Some transformations of 2,6-dichloro-9-methylpurine>, Recommanded Product: 2,6-Dichloro-9-methyl-9H-purine, the main research area is .

2,6-Dichloro-9-methylpurine (I) in 4 hrs. with EtONa-EtOH at 20°, then heated briefly, gave 2-chloro-6-ethoxy-9-methylpurine, m. 121-2°; refluxing 2 hrs. with EtONa-EtOH gave 79.2% 2,6-diethoxy-9-methylpurine, m. 87-9°. I and 30% aqueous EtNH2 at 20° gave 92% 2-chloro-6-ethylamino-9-methylpurine, m. 182-5°. Similarly, I and aqueous Na2S at 20° gave 82.3% 2-chloro-9-methylpurine-6-thiol (II), decomposed >300°, which with red P and HI 1 hr. at reflux gave 81% 9-methylpurine-6-thiol, decomposed >300°. I refluxed 5 hrs. in N H2SO4, then quenched in aqueous NaOH, gave 82% 2-chloro-6-hydroxy-9-methylpurine (III), decomposed on heating; the same formed from I in 2 min. in N NaOH at 95°; the product, purified through the Na salt, decomposed 260-70°; it was also formed in 44-9% yield from I and N NaOH in 1 day at room temperature; the substance formed Na salt monohydrate. II heated to 95° with 25-30% aqueous NH3 or amines 12-24 hrs. gave the following 2-amino-9-methylpurine-6-thiols (amino group shown): Me2N (IV), decomposed 273-5°; Et2N, m. 225-8°; PhCH2NH, decomposed 292-4°; EtNH, decomposed >300°; H2N, decomposed >350°. As a by-product some bis-(2-dimethylamino-9-methyl-6-purinyl) disulfide, m. 207-9°, was isolated; this with Na2S solution was reduced to IV. III heated as above with aqueous amines 10-15 hrs. gave the following 2-amino-9-methyl-6-hydroxypurines (amino group shown): Me2N, decomposed 331-3° (HCl salt decomposed 289-90°); Et2N, m. 260-2° (HCl salt decomposed 267-70°); PhCH2NH, decomposed 334-5° (HCl salt decomposed 245-9°); EtNH, decomposed 356-8° (HCl salt decomposed 288-9°); H2N, decomposed 350° (HCl salt decomposed 300-2°). These refluxed in excess POCl3, concentrated in vacuo, and quenched in ice, then adjusted to pH 7, gave 2-amino-6-chloro-9-methylpurines: Me2N, m. 150.5-2.5°; Et2N, m. 86-8°; PhCH2NH, m. 142-3.5°; EtNH, m. 187-9°; H2N, decomposed 262-3°. These refluxed with 2 moles SC(NH2)2 in absolute EtOH gave the same thiols as shown above. These with MeI in N NaOH at 20° gave the following 6-methylthio-9-methylpurines (2-substituent shown): Cl, m. 161-2.5°; H, m. 169-70°; Me2N, m. 152-3.5°; Et2N, m. 105.5-6.5°; PhCH2NH, m. 131.5-3.5°; EtNH, m. 143.5-5.5°; H2N, m. 190°. The yields were 78-86%. Ethylenimine and the appropriate chloropurine gave in 18 hrs. at room temperature 33.8% 2-amino-6-(N-aziridinyl)-9-methylpurine, m. 181-3°; similarly was prepared at -15°, then at room temperature in Et2O, some 2-chloro-6-(N-aziridinyl)-9-methylpurine, m. 130-2 °.

Zhurnal Obshchei Khimii published new progress about 2382-10-7. 2382-10-7 belongs to class chlorides-buliding-blocks, and the molecular formula is C6H4Cl2N4, Recommanded Product: 2,6-Dichloro-9-methyl-9H-purine.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Murray, Jeremy M.; Sweeney, Zachary K.; Chan, Bryan K.; Balazs, Mercedesz; Bradley, Erin; Castanedo, Georgette; Chabot, Christine; Chantry, David; Flagella, Michael; Goldstein, David M.; Kondru, Rama; Lesnick, John; Li, Jun; Lucas, Matthew C.; Nonomiya, Jim; Pang, Jodie; Price, Stephen; Salphati, Laurent; Safina, Brian; Savy, Pascal P. A.; Seward, Eileen M.; Ultsch, Mark; Sutherlin, Daniel P. published the artcile< Potent and Highly Selective Benzimidazole Inhibitors of PI3-Kinase Delta>, Product Details of C6H4Cl2N4, the main research area is benzimidazole preparation PI3 kinase inhibitor SAR.

Inhibition of PI3Kδ is considered to be an attractive mechanism for the treatment of inflammatory diseases and leukocyte malignancies. Using a structure-based design approach, we have identified a series of potent and selective benzimidazole-based inhibitors of PI3Kδ. These inhibitors do not occupy the selectivity pocket between Trp760 and Met752 that is induced by other families of PI3Kδ inhibitors. Instead, the selectivity of the compounds for inhibition of PI3Kδ relative to other PI3K isoforms appears to be due primarily to the strong interactions these inhibitors are able to make with Trp760 in the PI3Kδ binding pocket. The pharmacokinetic properties and the ability of compound 5 (I) to inhibit the function of B-cells in vivo are described.

Journal of Medicinal Chemistry published new progress about Anti-inflammatory agents. 2382-10-7 belongs to class chlorides-buliding-blocks, and the molecular formula is C6H4Cl2N4, Product Details of C6H4Cl2N4.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Zhao, Hong; Jin, Jian published the artcile< Visible Light-Promoted Aliphatic C-H Arylation Using Selectfluor as a Hydrogen Atom Transfer Reagent>, Computed Properties of 2382-10-7, the main research area is alkane heteroarene selectfluor hydrogen atom transfer light arylation; heteroaryl alkyl derivative preparation.

A mild, practical method for direct arylation of unactivated C(sp3)-H bonds with heteroarenes has been achieved via photochem. Selectfluor is used as a hydrogen atom transfer reagent under visible light irradiation A diverse range of chem. feedstocks, such as alkanes, ketones, esters, and ethers, and complex mols. readily undergo intermol. C(sp3)-C(sp2) bond formation. Moreover, a broad array of heteroarenes, including pharmaceutically useful scaffolds, can be alkylated effectively by the protocol presented here.

Organic Letters published new progress about Alkanes Role: RCT (Reactant), RACT (Reactant or Reagent). 2382-10-7 belongs to class chlorides-buliding-blocks, and the molecular formula is C6H4Cl2N4, Computed Properties of 2382-10-7.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Xu, Pin; Chen, Peng-Yu; Xu, Hai-Chao published the artcile< Scalable Photoelectrochemical Dehydrogenative Cross-Coupling of Heteroarenes with Aliphatic C-H Bonds>, Safety of 2,6-Dichloro-9-methyl-9H-purine, the main research area is heteroarene photoelectrochem dehydrogenative radical cross coupling light; alkylated heteroarene preparation; C−H functionalization; electrochemistry; heterocycles; photoelectrochemistry; radical reactions.

Heteroarenes are structural motifs found in many bioactive compounds and functional materials. Dehydrogenative cross-coupling of heteroarenes with aliphatic C-H bonds provides straightforward access to functionalized heteroarenes from readily available materials. Established methods employ stoichiometric chem. oxidants under conditions of heating or light irradiation By merging electrochem. and photochem., we have achieved efficient photoelectrochem. dehydrogenative cross-coupling of heteroarenes and C(sp3)-H donors through H2 evolution, without the addition of metal catalysts or chem. oxidants. Mechanistically, the C(sp3)-H donor is converted to a nucleophilic carbon radical through H-atom transfer with chlorine atom, which is produced by light irradiation of anodically generated Cl2 from Cl-. The carbon radical then undergoes radical substitution to the heteroarene to afford alkylated heteroarene products.

Angewandte Chemie, International Edition published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 2382-10-7 belongs to class chlorides-buliding-blocks, and the molecular formula is C6H4Cl2N4, Safety of 2,6-Dichloro-9-methyl-9H-purine.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Fischer, P.; Loesch, G.; Schmidt, R. R. published the artcile< Carbon-13 NMR in configurational assignment of ribofuranosyl purine nucleosides>, Category: chlorides-buliding-blocks, the main research area is configuration ribofuranosylpurine nucleoside; carbon NMR nucleoside configuration.

13C NMR spectroscopy was used to distinguish between the isomeric nucleosides I (R = Cl, R1 = H; R = H, R1 = Cl; R = R1 = Cl). Comparison with the spectra of model compounds enabled the distinction between 7- and 9-purine substitution.

Tetrahedron Letters published new progress about NMR (nuclear magnetic resonance). 2382-10-7 belongs to class chlorides-buliding-blocks, and the molecular formula is C6H4Cl2N4, Category: chlorides-buliding-blocks.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Liu, Kevin G.; Kim, Ji-In; Olszewski, Kellen; Barsotti, Anthony M.; Morris, Koi; Lamarque, Christophe; Yu, Xuemei; Gaffney, Jack; Feng, Xiao-Jiang; Patel, Jeegar P.; Poyurovsky, Masha V. published the artcile< Discovery and Optimization of Glucose Uptake Inhibitors>, Safety of 2,6-Dichloro-9-methyl-9H-purine, the main research area is glucose transporters inhibitors GLUT1 GLUT3 bioavailable ADME SAR.

Aerobic glycolysis, originally identified by Warburg as a hallmark of cancer, has recently been implicated in immune cell activation and growth. Glucose, the starting material for glycolysis, is transported through the cellular membrane by a family of glucose transporters (GLUTs). Therefore, targeting glucose transporters to regulate aerobic glycolysis is an attractive approach to identify potential therapeutic agents for cancers and autoimmune diseases. Herein, we describe the discovery and optimization of a class of potent, orally bioavailable inhibitors of glucose transporters, targeting both GLUT1 and GLUT3.

Journal of Medicinal Chemistry published new progress about Autoimmune disease. 2382-10-7 belongs to class chlorides-buliding-blocks, and the molecular formula is C6H4Cl2N4, Safety of 2,6-Dichloro-9-methyl-9H-purine.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Zhang, Wei; Xiang, Xin-Xin; Chen, Junyi; Yang, Chen; Pan, Yu-Liang; Cheng, Jin-Pei; Meng, Qingbin; Li, Xin published the artcile< Direct C-H difluoromethylation of heterocycles via organic photoredox catalysis>, Reference of 2382-10-7, the main research area is difluoromethylation regioselective organic photoredox catalysis; heteroarene sodium difluoromethanesulfinate difluoromethylation aerobic.

The discovery of modern medicine relies on the sustainable development of synthetic methodologies to meet the needs associated with drug mol. design. Heterocycles containing difluoromethyl groups are an emerging but scarcely investigated class of organofluoro mols. with potential applications in pharmaceutical, agricultural and material science. Herein, authors developed an organophotocatalytic direct difluoromethylation of heterocycles using O2 as a green oxidant. The C-H oxidative difluoromethylation obviates the need for pre-functionalization of the substrates, metals and additives. The operationally straightforward method enriches the efficient synthesis of many difluoromethylated heterocycles in moderate to excellent yields. The direct difluoromethylation of pharmaceutical moleculars demonstrates the practicability of this methodol. to late-stage drug development. Moreover, 2′-deoxy-5-difluoromethyluridine exhibits promising activity against some cancer cell lines, indicating that the difluoromethylation methodol. might provide assistance for drug discovery.

Nature Communications published new progress about Antitumor agents. 2382-10-7 belongs to class chlorides-buliding-blocks, and the molecular formula is C6H4Cl2N4, Reference of 2382-10-7.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Gutorov, L. A.; Golovchinskaya, E. S. published the artcile< Syntheses in the purine series. XXXIV. Transformations of N,N'-dimethylxanthines in the reaction with phosphoryl chloride in the presence of tert-amines>, Electric Literature of 2382-10-7, the main research area is xanthine reaction phosphorus oxychloride; purine chloro methyl.

Purine derivative (I; X = OPOCl2) (II) was obtained in ∼18% yield by boiling theobromine with POCl3 in Me2NH for 8 hr. Hydrolysis of II with aqueous NaOH gave purine (I; X = Cl). Boiling the latter with PhCl afforded purine (III; R = p-Me2N- C6H4). III (R = Cl) was obtained in ∼90% yield by boiling theobromine with POCl3 containing Et3N·HCl.

Khimiko-Farmatsevticheskii Zhurnal published new progress about 2382-10-7. 2382-10-7 belongs to class chlorides-buliding-blocks, and the molecular formula is C6H4Cl2N4, Electric Literature of 2382-10-7.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics